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Duplex Ch. 03

By: naughtyboyincali



After putting away my folded clothes, courtesy of Mary, my mature neighbor, I laid down on my bed to think about what had happened. I had to lay on my front, since my bottom was still an achy red from my first spanking, also courtesy of Mary. I found myself alternating between the humiliation of being spanked and the excitement I felt now, an excitement that had kept me erect since Mary sent me back home to my side of the duplex.

As each moment passed, the humiliation gave way to an ever increasing amount of excitement. Deep down I had to admit that being punished by her was the most sexually exciting thing that had ever happened to me. I kept thinking about Mary's mature body in that swimsuit, her voluptuous curves stretching the fabric. I thought about lying naked over her lap, her hand hitting my naked bottom.

The excitement became so strong, I slid off my bed and kneeled on the floor. Spreading my legs and closing my eyes, I took my small erection in my hand and began stroking. All I could think about was Mary spanking me. Every now and then, I'd sit back too far and my sore bottom would hit the heels of my feet, sending a shock of pain through me that would cause me to whelp. Strangely enough, this made me even more excited. I stroked faster and faster, feeling the pressure build deep inside me. It didn't take long until I was shooting cum all over the side of my bed. All I could think about was being over Mary's lap, getting spanked so hard I cried, but then wishing for only one thing: That she would do it again.

I wanted her to spank me again. I really did.

I had no idea why at the time. The spanking had hurt. It really hurt. It took a few hours for the redness to fade to a dull shade of pink. I stayed naked the entire night, fearing that clothes would make it hurt more. I also masturbated two more times, always thinking about Mary taking me over her lap, feeling her spank me, punish me, and wishing for it to happen again.

Eventually I fell asleep. 

A soft tapping woke me up. I hadn't bothered getting dressed, so I was still naked. I found a towel and wrapped it around me, slipping one end into the top so I didn't have to hold it. Walking out of my bedroom, I found the source of the tapping to be Mary, smiling as she tapped her fingernails on my sliding glass door.

I smiled back and opened the door. Even with my floor being a few inches higher than the patio, her 5'10" height still dwarfed my 5'1" height. She was wearing a white robe over her red flannel pajamas, showing only her cleavage. At that moment, she was more sensual to me than any of those fake-breasted airbrushed nude models on my computer.

"Well, good morning, sleepyhead," she greeted me. Her hand reached out and stroked the hair on my head. "How did you sleep your first night in your new home?"

Without thinking, I answered, "On my front."

Then I realized I had just referenced yesterday's spanking. I felt a panic rush over me. What did I just do?

She laughed. "Speaking of which, why don't you turn around and let me check out the damage?"

Her reaction made me feel better. I turned around and felt her hands on my shoulders, pushing me to bend over. As I did, her hands moved down to the towel and pulled it off. 

"Still a few pink splotches, but no bruises or red marks," she said behind me. Then her hand slid across my naked bottom, she squeezed the curve of my right cheek. "How does it feel under the skin though?"

My moaning and wincing told her all she needed to know.

"Good," she said in response, "the lesson you needed should take a few days to set in."

She turned me around and gave me the towel back. It seemed kind of odd since she's already seen my naked, but I took it and wrapped it back around my hips. 

Taking my hand, she led me outside in the backyard. The sun was shining through the tall trees and there was the smell of roses and lilac in the air. Mary showed me her flower garden in the corner of the yard.

After a few moments of small talk about flowers, she turned to me and asked, "Jason, why were you naked in the hot tub yesterday?"

I told her that I couldn't find my swimsuit and thought she'd be gone for hours shopping with her friend. I also told her that deep down, I always wondered what it would be like to sit in a hot tub naked. It was the truth and something told me that Mary Hayes was someone you didn't lie to.

She gave me a quizzical look, tilting her head and raising her eyebrows. "So it wasn't because you wanted me to catch you naked, was it?"

"No, ma'am," I told her. "I was so scared you'd call the police or the property management." I paused for a moment, building up my courage to say what I needed to say. "I'm glad you didn't do that but instead punished me yourself. Thank you for spanking me."

Embarrassed by what I'd just said, I leaned in to hug her and she opened her arms to hug me back. Her body was soft, warm and she squeezed me to her.

"You're very welcome, Jason." She held onto me for a long time. "I had a feeling you were a nice boy, especially after you took your spanking so well. Other boys would have cursed and fought me, but you took it like you were supposed to, just crying little tears and whimpering in the cutest way."

She moved me back a few inches and leaned down to look me right in the eyes. "Because you're such a nice boy, I've decided that anytime you want to use the hot tub or when we're alone together, you can be naked, the way you want to be. No silly swimsuit or needing to be embarrassed." She smiled, her green eyes sparkling. "After all, I've seen everything you have anyway, right?"

I nodded. "Right," I agreed. Feeling a little mischievous, I slipped off my towel and put it around my shoulders. "It does feel better."

Walking with me back to her side of the duplex with her arm over my shoulders, she whispered in my ear, "Besides, it gives me easy access should I ever need to spank your naughty little bottom again!"

My penis sprang into an erection. When Mary saw this she started laughing. "Looks like someone wants another spanking!"

Her arm that had been on my shoulders slid down and I felt her hand on my bare bottom. It was big and strong, cupping my cheeks, squeezing just enough to remind me what had happened yesterday.

"However," she whispered in my ear, "for now let's just have breakfast, shall we?"

Duplex Ch. 04



As I sat in Mary's kitchen, naked as the day I was born, while we shared a breakfast of pancakes, I couldn't help but think how life can take sudden, strange turns. Two days ago, I didn't even know this older woman who had spanked me to tears in her living room just a few steps away. 

As I ate, Mary told me about herself. She was far from the "old spinster" the property management had described. In her youth, Mary had joined the Peace Corps for four years. She had met a young doctor, fell in love but before they could marry, a bad car accident left her nearly crippled and unable to bear her own children. 

At this point of her story, she looked out of her window and simply said, "Then he just left."

She stopped. I could see her eyes water.

Not knowing what else to do, I got up and walked over to where she was sitting. I put my arms around her and just squeezed. She hugged me back just as hard. Turning her chair away from the table, she pulled me so that I had to straddle her lap. I realize now how silly it must have looked: All 5'1"of me, completely naked, sitting in the lap of the 51 year old, 5'10" woman who had spanked me to tears the day before when she had caught me naked in my own hot tub in our shared backyard.

Mary must have realized how silly this looked, too. After a moment or two, she started laughing. She looked into my eyes and asked me the question that would change both our lives. "Jason," she said, smiling, "would you be my little boy?"

I nodded. 

She put both of her hands on my face, pulled me close and kissed me. Her lips were soft, warm. Sparks flew from my mouth down my spine to my groin. I had an erection.

Mary shook her head and whispered in my ear. "Do you want me to make you feel like my little boy again?"

I nodded.

"Jason, my little naughty boy" she whispered again, "tell me what you want - tell me what you need."

My throat was dry. Suddenly, I was freezing cold and shivering. My heart was pounding. What happened yesterday could become a fond memory, but what was I was about to say would change my life forever. I knew I had to say it.

I looked into her eyes and whispered, "Mary, will you please, umm, spank me again?"

With tears in her eyes and smiling, she nodded. Pulling me close, she planted a very long kiss on my mouth and hugged my naked body to hers. Her robe felt warm on my skin.

"Yes," she said, "I will spank you as many times as you need it, my naughty naked little boy!"

She slid me off her lap and then stood up. As she towered over me and took my hand to lead me down the hallway, I really did feel like a little boy next to such a tall, commanding older woman. Her grip was strong, but it didn't hurt. I wasn't going to pull away anyway. 

Her side of the duplex was a mirror image of mine. She took me into her bedroom. It smelled of the rose perfume she wore. There was a full size bed, covered in a flower print comforter with matching pillows. 

She released my hand left me standing, naked, next to her bed as she sat down. With a smile, she pulled me over her lap. Face down, I looked at the floor and took a deep breath. 

Just as she had the day before, Mary would spank each cheek five times very quickly, then stop for a moment. She would switch sides. Each time the pain got worse and worse. Soon she had me crying and whimpering. 

"Shhhhhh," she said, as he hand spanked me harder and harder, "You needed this spanking. All naughty little boys need their mommies to spank me, don't they?"

At the time, I didn't notice the words she'd chosen. All I could feel was the pain and the release of all control. I was her little boy. I was her naught, naked little boy and I had asked for this spanking.

After twenty minutes, she stood me up. "Keep those hands on your head," she ordered me.

She put me in the corner again. But instead of leaving me standing there for an hour like yesterday, she went into her bathroom. When she came back, she led me over to the bed again.

She pulled me in front of her. She held up a wooden hairbrush.

My legs turned to jelly and I almost fell down. I was scared. As much as her hand hurt, I knew that hairbrush would be much worse.

"Please, please don't spank me with that," I begged her, "Please, Mary, please!"

I was crying harder than I did when she'd spanked me with her hand earlier.

"I have to, little boy." She kissed me on the mouth again. "This way you'll feel mommy's love for her little boy for a week."

Even though I kept begging her not to, Mary didn't listen. She pulled me over her lap again. This time, she trapped my legs together with one of hers. She leaned against me and put her other arm all the way around my waist. No matter how hard I was going to fight or kick, there was no escape.

I was now terrified.

The first hit sounded like thunder. I couldn't breathe for a second. The pain shot right through me. Catching my breath, I screamed.

Unlike her hand, alternating from cheek to cheek, she concentrated all of the hairbrush spanks right in the middle of my bare bottom. The shock went through my anus, up my rectum, and all the way throughout my body. She soon had me sobbing and trying to kick out. But with her arm and leg holding me down, there was nowhere to go.

After five minutes, she started in on my cheeks. After ten minutes, she had my entire bare bottom a fiery, bright red. My throat hurt from screaming and sobbing. My eyes were a blur of tears.

I wasn't sure when but at some point she stopped spanking me with the hairbrush. When I could think clearly, I realized she was gently rocking me over her lap, her hands caressing my back. She was even humming a soft tune.

"Stand up," she ordered, "right here between my legs."

I did as she said. My bottom was on fire. 

Her right hand, the one that had held that hairbrush, reached out and stroked my penis. I was instantly erect from her touch. Her other hand moved around to the small of my back and pulled me closer.

Her mouth found my chest. She kissed and licked my nipples as her hand rubbed my erection. She moved up to my neck, kissing and licking as she went. Finally, he hand on my back moved to my head. Grabbing my hair, she pulled me forward into a kiss. Her tongue forced its way past my lips. I opened my mouth to let her tongue in. Her fingers stroked faster and faster. 

"Now shoot for me," she whispered. "Shoot your naughty little boy cum for mommy."

My whole body tensed up. I came harder than I'd ever had before. I squirted globs of semen on her hand, her robe and on her legs. Then I collapsed in her arms.

Pulling me forward to straddle her laps, she kissed my cheek. "What do you say, little boy?"

"Thank you," I whispered.

"Thank you, what?" she asked.

"Thank you," I said, "mommy."

She hugged me tight again and laughed. Even though my bottom was throbbing in pain, I hugged her back just as hard. Inside, I was grateful for her spanking me and helping me orgasm. My energy spent, I leaned into her and closed my eyes. 

I didn't know how, but at that moment, I was absolutely content with the world. I didn't want that moment to end. I just wanted to be naked, straddling Mary's lap with a fiery red bottom, for as long as I possibly could.

By the way she squeezed and rocked me, I knew she did, too.



Duplex Ch. 05



As the days turned into weeks, Mary and I became inseparable when we were both home. She would come home from her mundane, middle management job at a county agency and cook dinner for both of us. Some evenings we would sit in the hot tub together or we'd watch an old movie on her television. It would appear to anyone looking that we were just neighbors who got along really well except for one thing: Mary was always dressed and I was always naked.

The spankings continued. It seemed every couple of days I'd find myself over Mary's ample lap, getting my bottom turned red by her hand, her wooden hairbrush or both. I'd sob and whimper, but every time afterwards I would embrace her, kiss her, and thank her for it. I guess it stopped being about punishment and more about a connection: Mary and I had this secret between us that both of us needed, but neither of us wanted anyone to know about.

It was on one of those non-spanking evenings that we took another step in our very non-traditional relationship. I was straddling her lap again with my arms around her neck. We were kissing. Her hands were roaming all over my naked body. I felt her soft curves under her clothes against my skin. Up until that evening, Mary had only used her fingers to stroke my erection until I came. I wanted something more and I could feel she did, too.

I became very aroused kissing her, rubbing my front against her breasts. I was sort of bobbing up and down, my erection rubbing her belly - that only a layer of clothing separating my naked body from her's got me very excited. Her hands were caressing my back down to my bottom, still pink from the previous night's spanking.

I guess it was one of those accidental things that can happen when two people are so excited and so intimate. While Mary had her hand on my bottom, I gyrated up and then down, her finger slid into the crack between my cheeks and touched my anus.

No one had ever touched me there and the effect was electrical. I inhaled deeply and moaned, subconsciously pushing my bottom against her hand, wishing and hoping her finger would slide inside me.

I looked into Mary's eyes. I wanted it so bad but couldn't find a way to say it.

She smiled, whispering, "Oh, so this is what you want, my little naughty boy?" Her finger pushed every so lightly against my anus. More sparks shot through my body. My little erection hardened and throbbed in response. Just the tip of her finger pushed inside me. She reached up with her other hand, grabbed my hair and pulled me in for a deep kiss, he tongue pushing into my mouth. The combination of her kiss, her finger and rubbing against her, I exploded, sending cum all over her shirt.

"Stand up," she told me. I did. She undid the buttons on her blouse and took it off. "This needs to go into the laundry."

The sight of Mary in only her skirt and bra got me excited again. Her breasts were large and her pink nipples easily shown through the thin white fabric. Even though I had just had an orgasm, my little erection returned. Mary saw it and smiled. Standing up, she unzipped her skirt and slid it down to the floor. Her panties were beige and typical "granny panties." With both of us standing up, she again towered over me. I couldn't take my eyes off her curvy hips, belly and thighs - she was the most beautiful, sexy image I'd ever seen.

Taking my hand, she led me to her bedroom. I'd been there before when she spanked me. However, I'd never been there with her wearing so little. She dropped her blouse and skirt in the laundry hamper near the door then she led me toward her bed.

She sat down on her bed and pulled me in front of her. She ran her fingers through my hair and smiled. Her hands then moved to the front clasp on her bra then released it. With a shake of her shoulders, her bra fell away and her round, beautiful breasts were exposed. 

She pulled me in close for another kiss. Guiding my head down, she put her nipple against my lips. "Suckle me, baby boy," she whispered. 

I did. Taking her in my mouth, my tongue and upper lip formed a seal around her nipple. I suckled, almost expecting milk to flow. But it didn't. What flowed from Mary was something entirely different.

One of her hands slipped into her panties. She was playing with her pussy, her fingers stroking her clit. I could only see glimpses of her hands moving under the fabric, but I knew what she was doing. I could smell her excitement.

It was another thunderbolt to my body. Again I was throbbing. My hands were all over her breasts and belly. 

Mary leaned backwards onto the bed. As she did, two things happened. I continued suckling her so I ended up kneeling on the bed next to her. She raised her legs and in one motion slipped off her panties.

For the first time, Mary and I were both naked together. She'd seen me in constant state of undress since the very first day she caught me naked in the hot tub. She'd spanked me, masturbated me to numerous orgasms, and I'd been naked in every part of her house.

But never had she let me see her naked. I stopped suckling and stood up to look at her.

She was curvy, plump. Her breasts, belly, hips and thighs were all thick. Her skin was soft and very light. Between her legs, a thick patch of red hair covered her vulva. She was beautiful.

I ran my hands over her naked body, covered her skin with kisses and licks. There was one thing I wanted more than anything else at that moment. I needed to smell her up close, taste her.

Mary somehow knew this. She guided me between her legs. Looking down, I saw the lips of her pussy open up. Inside, she was pink and dripping wet. Moving toward her I opened my mouth, kissed her clitoris then licked up between her lips, separating them further with my tongue. Her pussy wet my face and my mouth could finally taste her. Her hands positioned my head so that my mouth was right over her clitoris, she whispered, "Suck me the same way you did my breasts."

I put my mouth over her clit, again using my tongue and upper lip to make a tight seal. Then I started a light sucking motion. Mary inhaled deeply and moaned. "Yes," she said, "keep doing it just like that!"

Nothing could have stopped me from pleasing her. Her hips moved up and down, grinding against my face. The sugary-tartness of her pussy made my mouth water. My fingertips caressed the inside of her thighs. This went on for a long time. I'm still not sure how long. All I remember is that about the time my lip started to get numb, Mary lifted her hips off the bed, groaned loudly, and came. Her vulva was suddenly even more slippery than before. I released her clitoris from my mouth and gave her a very long, slow lick between her legs. The thick juice was more tart than sugary, but I loved every drop of it.

Mary pulled me up and onto my back. She moved me to the center of her bed and then she straddled me. It must have looked silly, she being so much taller and larger than me. She lowered her hips and my erection slid right into her pussy. It was hot and wet. The walls of her vagina cradled my throbbing penis.

She didn't bob up and down. I think I would have fallen out of her if she had. Instead, she lowered her hips to rest completely on mine and just ground our bodies together in little circular motions. I could feel her clitoris against my pubic bone. Her fingers played with my nipples. After only a few minutes, I felt my orgasm build up. Pushing up my hips into hers, I came so hard that it felt like something popped in my testicles. It was almost painful. 

Mary rolled off of me and laid down beside me on her side. Turning to her, I felt her kiss my forehead. She put her hand on the small of my back and pulled me tightly against her. Her hand then slid down to my bottom.

"Jason," she asked me, "was that your first time with a woman?"

Not being able to speak, I just nodded.

She smiled. "I'm glad it was with me."

Her hand slid my back and stroked my hair. My mouth once again found her nipple and began suckling. We lay there just like that for a long time. Eventually, I fell asleep. When I woke up, I was alone in her bed. I couldn't have slept for very long because the sun was still up. I found Mary wearing her pajamas sitting in her living room watching television.

I sat down beside her and snuggled against her body. Mary put her arm around me. Something was weighing heavy on her mind. Looking at me, she asked, "Do you want things to change between us?"

At first I didn't know what she meant. I must have looked very confused.

"What we just did," she continued, "that's what lovers do."

I hugged her tightly. "We can't be lovers?"

"Yes, we can," she said, "but do you want me to be your lover and mommy at the same time?"

I didn't understand what she meant and told her.

"If we are going to be lovers, then you can't sleep with anyone else," she said. "Can you be faithful to me and only me? More importantly, will you still accept being spanked to tears whenever I think you need it?"

I nodded and kissed her. 

To show her I really meant it, I took her hand and led her to the sliding glass door. Once in the backyard, we went into my side of the Duplex. Mary had been inside my place a couple of times, but she'd never spanked me here. Up until now, this had been my private domain.

"Mary," I said to her, "I will accept every spanking you think I need, no matter how hard or how much I cry."

I didn't have a hairbrush, so I grabbed my leather belt. Doubling it over, I handed it to her. Turning away from her, I bent over the couch in my living room. With my bottom exposed and unprotected, I took a deep breath and said, "You're my mommy and I'm your naughty little boy."

I closed my eyes and waited. The first thing I felt was Mary's left hand on the small of my back to steady me, then there was a whoosh through the air and the leather connected with my skin. It hurt more than her hand, but not as much as her wooden brush. With each swing, the fire in my bottom grew. Soon my eyes were watering then tears were sliding down my cheeks. After a couple of minutes, I was sobbing. I knew I was whimpering and moaning pretty loud. 

Just as Mary was giving my bottom the last few whips of the belt, I opened my eyes and saw something move outside my front window. I was hard to see since the sun was going down, the blinds were almost closed and my eyes were blurry from crying. But I saw a shape there for a second then it was gone.

I didn't think about it for long, since Mary stopped whipping my bottom and pulled me up. Hugging me, she told me how special I was to her and she hoped she was as special to me. I assured her that she was.

She led me down the hall to my bedroom. Putting me in bed, she said, "I know what it meant for me to spank you here, in your home."

I smiled. Mary was a very smart woman. With one more kiss on my lips and another on my forehead, she whispered, "Sleep tight, my baby boy."

I held her hand, looked into her eyes and then said something that I needed to say all evening, "I love you, mommy."

Then it was her turn to cry. After one last silent moment, she turned off my light and closed my door. A moment later I heard my sliding glass door open and close, then hers. 

My bottom was still burning enough for me to lay on my side. As I closed my eyes and lay there in the dark, I thought about Mary, her beautiful, round body, the way she tasted and felt. It wasn't sex. She made love to me. I felt very special.

One last thought passed through my mind: What was that shadow I saw in the window?



Duplex Ch. 06



I woke up pretty late the next morning, about 10 A.M. As usual, I was naked. Mary wouldn't be home until about 6 P.M. so I had to find something to do until then. Soaking in the hot tub sounded like a good idea, so I grabbed a towel and a bottle of water from my refrigerator and headed out back.

It didn't take long for the water to heat up, so I was able to climb in and relax in just a few minutes. Standing there in the backyard, about to climb into the hot tub naked, I shook my head at how everything turned out that first time I did this. It seemed strange how I was so humiliated being caught naked by Mary that first time and now I couldn't imagine being embarrassed at all spending every minute undressed with her.

I heard a doorbell ring. At first I wasn't sure whose door it was, mine or Mary's. I figured out it was my doorbell, so I got out, dried off and went inside. I put on a pair of sweatpants and pulled on a t-shirt. Opening the door, I was surprised to see Helen from the property management company I'd hired. Like everyone else, she was taller than my 5'1" but only by a few inches and nowhere as close to Mary's height. She was, as they say, a "pleasantly plump" brunette in her late 20's. She wore a beige skirt and a light blue knit shirt with the property management company's logo on the front.

"Hi, Helen," I greeted her. "Come in."

"Thank you, Jason," she said, stepping inside. "I have some final paperwork that needs your signature."

She handed me some papers. Reading them over, I saw they were just some recent property assessments. I did a quick calculation in my head and found the new numbers acceptable. As I was signing the forms, I felt Helen staring at me.

When I looked up at her, a grin crossed her face, "How are you feeling today?"

"Fine," I said. I handed her back the signed paperwork. "I had a head cold last week, but fine now."

This caused her grin to break into a wide smile. "Seems like you had just the opposite last night!" She couldn't contain herself and stood there laughing.

Confused, I asked her, "What do you mean?"

"Oh," she said, "I was just happening by last night when I heard a naughty boy getting his ass whipped with a belt."

I froze. The room was suddenly ice cold. "I... I... don't know what you mean."

"I think you do," she said, "since I saw through the curtains that naughty boy was you."

A wave of panic swept over me. I didn't know Helen very well. She was nice when I'd met her in the past at the office, but she'd also told me she'd had a bad divorce a few years ago. I didn't know what this would mean for Mary and I. What we had was a secret between us. What if Helen told everyone? I was scared more for Mary than for myself. I was self-sufficient. If I had to hide for the next few years, I could but Mary had to work, go out in public. I was truly scared for this woman who'd become such a powerful maternal figure in my life. I didn't want to lose her.

"So," Helen said after a long moment of silence, "who was she?"

I paused. "What?"

"I could see you clearly but I couldn't see much of her."

She hadn't seen it was Mary. Even though she knew my terrible secret, it made me feel better that she didn't know about Mary.

"She was someone I met online," I lied.

"There are so many pervy people online," she said. "You better be careful and keep it down so the old bitty next door won't find out."

I was kind of mad she called Mary an "old bitty" but I didn't say anything.

"I want to see," she said. When I asked her what she meant, she said, "I want to see your ass!"

I didn't know what to do. I could tell her to get out of my house, but then what would she say to the other people at the property management office? 

"Come on," she said, "I've never seen a whipped ass before and I've always wanted to."

I slowly turned around. Reaching into the waistband of my sweatpants, I pushed them down to my thighs and held them there. I felt Helen lift up my shirt so she could see my entire naked bottom.

"No bruises, but those are some mean looking pink stripes," she said. "I thought a belt would tear up the skin and leave you bloody."

I thought she'd had a pretty good look, so I started to pull my sweatpants back up.

"No way, spanky boy," Helen said, laughing again. "Don't you dare hide that cute little ass from me. In fact, why don't you just slip off those sweatpants and that shirt."

Shocked, I turned to look at her. "What?"

"You heard me, spanky boy," she said, reaching for my shirt and pulling it over my head. "I want to see you naked again, just like last night and I don't want any curtains blocking my full view."

She already had me half naked, so I let go of my sweatpants and let them fall to the floor. Lifting my feet one at a time, I stepped out of the sweatpants gathered at my ankles and finally stood completely naked before her.

"Aren't you the cutest little thing," she said. Her hands touched my face then slid down to my shoulders and then my torso. When her hands touched my hips, I got excited. With her right hand she grasped my erection and held it tight. Her hand was warm and soft. "I think someone likes this."

Using her other hand, Helen reached around me and pulled me close to her. She positioned me so that I was standing sideways to her. While her right hand started to stroke my erection, her left had swung around and smacked me in the center of my bare bottom.

I jumped, yelping.

She laughed. "I can feel your cock pulse when I smack that little ass." 

It was true. Each time she spanked me, my erection would pulse in her hand. This was a completely different spanking than when Mary did it. With Mary it was a release, a deserved punishment that brought us closer together. It was maternal. This was all about sex and Helen was in control.

Putting her mouth right next to my ear, she whispered, "You're making me so fucking wet!" Helen kneeled down and took my erection in her mouth. Using her mouth and the fingers of her hand, she sucked me and stroked me. After only a few seconds, I came in her mouth and she swallowed all of it.

"My turn," she said, pushing me down on my back on the floor. She stood over me facing my feet and raised her skirt. She wasn't wearing any panties. Unlike Mary who was naturally hairy, Helen was completely shaved. She got on all fours over me, her pussy right in my face. "Lick, spanky boy, lick me!"

Her pussy was already soaking wet before my tongue even touched her. She ground her hips into my face, sometimes making it hard for me to breathe. I licked the outside of her pussy, then the inside. I used my tongue to penetrate her. This made her grind even harder and faster. Finally, I locked my mouth on her clitoris and sucked hard, using my tongue to softly caress the little bump. Helen came hard, her pussy soaking my face with a wave of juices.

In between labored breathes, she said, "You may be a little guy but damn you can eat pussy."

We got up off the floor. She pushed her skirt back down and fixed her shirt. I thought about getting dressed again, too, but then I realized there was no point. I wasn't going anywhere and Helen had already seen plenty of me naked.

I poured her a glass of ice tea and sat at my kitchen table with her. There was one question burning in my mind that I had to ask her.

"Helen, um, you're not going to tell anyone about last night, are you?"

She smiled, pulled me forward and kissed me deeply, her tongue pushing into my mouth. "Of course not," she said. "You have my word on that. People around here are so judgmental and prude. I like you, Jason. I was in a bad marriage where he'd only fuck me with the lights off. It made me feel ugly and worthless. The way you just licked my pussy made me feel very special. I've always wanted someone that was open to new things. There are so many things I've been thinking about, so many things I want to do and try besides spanking. That is, if you want to."

I was confused. On the one hand, I loved Mary and didn't want to ruin what we had by sharing myself with anyone else. On the other hand, Helen was closer to my own age and excited me in a way completely different than Mary. I was feeling a little guilty by what I'd just done with Helen but I could tell myself I did it to keep her from telling anyone what she'd seen the night before. Now with her promise not to tell anyone, I really couldn't use that as an excuse to continue.

"I have to get back to work," Helen said. "Why don't you think about it for a couple of days? I have Friday off and will see you then."

"Ok," I said, still feeling conflicted inside. "I'll see you Friday."

Helen pulled me in for another tight embrace then kissed me again. I kissed her back. I opened my front door for her, holding it so that I could hide behind it. As she was leaving, she slapped me on my naked bottom again. It didn't hurt, just gave me another erection. 

She smiled. "Keep that thought until Friday, spanky boy."

I nodded and closed the door. Kneeling down right there on the floor, I grabbed my erection and stroked myself off. Replaying Helen's visit in my head, I came quickly. 

After cleaning up my mess on the floor, I decided to follow my original plan that day. Grabbing a towel, I went back out to the backyard and climbed into the hot tub again. Closing my eyes, I tried to figure out what to do next. There were so many thoughts in my head, so many of them conflicting with what I was feeling.

I had three days until Helen would come back. Mary would be home in a few hours. What was I going to tell Mary about Helen? What should I say? Should I say anything at all? The last thing I wanted to do was hurt Mary. She had become so important in my life. I guess I'd have to make a decision by dinner time. 

My life has just gotten a lot more complicated.



Duplex Ch. 07



It was about 5:30 that Mary got home. Going through our shared backyard, I entered through her sliding glass door and found her in the kitchen making dinner. She must have had a big meeting today, since she was wearing her dark suit jacket and skirt rather than just the businesses dresses she preferred on other days. She turned around and smiled at me.

"Look at the little naked boy," she said, teasing me. "Don't you ever put any clothes on any more?"

I shook my head. Wrapping my arms around her, I gave her a big hug. "I thought you liked me naked?"

"Of course I do," she said, planting a warm, wet kiss on my lips. "It lets me do this!"

Before I could move she'd swung a wooden spoon that landed flat on my bare bottom with a loud smack. Releasing her, my hands quickly moved to my sore behind. My hands rubbed quickly and I danced on my toes. It felt like I'd just been stung by a nest of bees.

She laughed and swung again, this time I managed to get her target just out of reach. "Oh, you can only run for so long," she warned me, shaking that wooden spoon at me, "but eventually mommy is going to turn that naughty little bottom red!"

Before too long, Mary had dinner ready. It was just some soup and bread, but it was as delicious a combination as I'd ever tasted together. Anyone watching us eat would have thought it a strange sight. Mary, an older, taller very curvy woman was fully clothed and sharing a meal with a very naked, shorter and smaller younger man – well, more a boy than a man, at least to Mary.

During dinner, I decided it was time to just tell her about today.

"Something happened today," I said, "something I'm not sure about."

She leaned over and ran her fingers through my hair. "You can tell me anything." Her touch was so reassuring.

"Okay, um," I began, "Today Helen from the property management company came by."

Mary raised an eyebrow and tilted her head. "Oh? Isn't she the young pretty one?"

I nodded. "She said she came back last night and, um, well, she heard and saw me being spanked with a belt."

Mary's face went white. "Oh, my goodness, what else did she say?"

"She said that she only saw me," I said, my face hot with humiliation. "She said she couldn't see the woman who was spanking me through the curtains but that I should keep it down or you would report me for the noise!"

I had no idea what Mary was going to say. I thought she might get mad and spank me harder than I've ever been spanked. I even thought she'd throw me out of her home and never see me again. What she did totally surprised me.

She laughed. It wasn't mean or malicious, but the deep laughter of almost pure joy. "So you mean to tell me that Helen, the pretty blonde from our property management office, saw you in all your naked glory, little Mr. Winky and all, crying and wiggling while I spanked you with a belt?"

I nodded. 

Again she laughed. "You must have been so embarrassed! You're so cute when you're embarrassed! What else did she say?"

"She said she wanted to see."

Mary's lips tightened, trying not to laugh again. "See what?"

"She wanted to see my bare bottom," I said, "and then she wanted to see all of me naked."

"And did you let her?"

I nodded. "I didn't know what to do. At first I thought she'd seen you, too. I was afraid that if I didn't do what she said, if I didn't get naked for her, she'd tell everyone what we do and then you'd be so embarrassed you'd move away."

I was shaking and almost in tears at this point. Mary just shook her head, smiled and pulled me close to her. She held me like that for a long time. 

"I'm sure she wants more than just to see you naked," Mary said, "doesn't she?"

I didn't look up. I couldn't. I just kept my face buried in her shoulder. "I know she wants to spank me and she said she wanted to do more."

"Are you afraid that if you don't, she'll tell everyone?"

"I don't know," I said. "She told me that she wouldn't tell anyone but I don't know if she really means it."

Mary pulled me onto her lap, snuggling me against her breasts. She just hummed for a long time, rocking me. After a while she said, "When she comes back, I want you to do whatever she says."

Surprised, I looked up. "What?"

"Jason, right now she has a story where she's totally innocent," Mary said, "so if she becomes part of the story, one of the kinky participants, she's not going to want to gossip about your little spankings."

Everything seemed to get a little clearer. "What should I do?"

"I want you to have your little play date with her," Mary said, "and do whatever she wants, the kinkier the better, but I want you to record it. We'll just call it an insurance policy, okay? If she even thinks about gossiping about the private life of a tenant, then we'll just let her know she'll lose her job and her reputation in the process."

It was at that moment I realized how wise Mary was.

"Now go sit in your own chair like a big boy," she said, pushing me off her lap. "Finish your dinner so a certain naughty boy has plenty of energy later for his mommy."

With her smile, the knot in my stomach that had been there all day was gone. I felt relieved. I could actually eat.

After dinner, I helped Mary clean up the dishes and put everything away. I think she liked me drying the dishes for her because my hands were busy and couldn't protect my naked rear end. She was constantly rubbing my bottom, occasionally smacking or pinching it. Eventually, we finished and she took my hand and led me outside to our shared backyard.

It was getting close to dusk and the sky turned gold as the sun moved closer to setting. Mary led me over to the part of the yard that had the best view of the horizon over the fence. She pulled me in front of her and turned me away, so we could both watch the sun set. Wrapping her arms around me, I felt her clothed front against my naked back and bottom. Since she was so tall, I could lean my head back against her soft chest.

"Jason," she said, almost whispering, "How much do you enjoy our time together?"

Reaching up, I held her hands with mine. "I look forward to it every day."

"I do, too." She squeezed her arms even tighter around me. It made me feel safe. "I've been thinking about you all day."

I smiled, turning around in her embrace to face her. "You have?"

"Yes," she said, "I've wanted to do this all day." 

She leaned down and kissed me deeply. Her tongue pushed into my mouth. I felt a shock run through me from my head, down my spine and send tingles through my groin. I kissed her back, squeezing my arms around her so I could press my naked body against hers as hard as I could.

After a very long moment, she broke the kiss and turned me around. "You're going to miss the sunset."

At that moment, I didn't give a damn about any sunsets. I was excited and erect. All I wanted was to pleasure Mary again, to lick her, to taste her, to be as close to her as I could.

I was about to say something to that effect when I felt her arm tighten around my chest, holding me to her, and then the finger of her other hand reaching down to slide in between my cheeks and stroke my anus. My knees got weak and I almost collapsed from the sensation. Within seconds, her finger was prodding my bottom, pushing its way in. My erection began to throb.

"Aren't sunsets beautiful," she said, her finger slowing sliding in and out of me. "I bet you'll never forget this one."

I couldn't say anything so I just shook my head. 

The next few minutes were agonizingly slow. As the sun descended beneath the horizon, Mary's finger continued sliding in and out of me. I'm not sure how but a pressure built in my groin and with each stroke of her finger, I grew closer and closer to orgasm.

I thought when she sun went down, Mary would bring me to orgasm with her finger but that's not what happened. Instead, the second the sun went down, Mary jammed her finger as far into me as she could go. I felt the palm of her hand cup my naked bottom. Her other hand went from around my chest to grabbing a handful of my hair.

"Playtime for mommy," she said, leading me inside her side of the duplex. The combination of her pulling my hair and her finger made me walk on my tiptoes. "Today was really stressful and a certain naughty boy is going to help me relax." 

Mary didn't move either of her hands, so when we reached the sliding glass door, I had to open and close it. She marched me into her bedroom and sat on the bed. She pulled me over her lap. Her finger began moving again, sliding in and out of me. It was starting to get sore, but in a good way. 

I can't really describe it other than to say I felt like I had to pee but not quite. The pressure built and built, whatever was going to happen was close. I was squirming face down over her lap, moaning with pleasure when suddenly fluid began dripping, pouring from my erection. It didn't stop for almost a minute as Mary's finger never stopped moving inside me.

After it stopped, she pulled her finger out of my and pushed me to the floor on my knees.

Standing up she quickly unzipped her skirt and let it fall. I saw her skirt was stained with my fluid. Pushing down her panties, she sat back down on the bed and spread her legs. Her hairy vulva was inches from my face. I could smell the sugary-tartness I'd tasted just last night. I didn't need any more prodding.

I leaned forward and put my mouth right on her clitoris, sucking and licking. It was her turn to squirm this time. It seemed with each lick, she became wetter and wetter. Soon, my face was covered in her juices. The only thing I could hear in the room was her bed squeaking and her breathing getting heavier and heavier. Her hips were grinding against my face and all I wanted at that moment was for her to orgasm. All I cared about was her pleasure.

When she had her first orgasm, she seemed to gush into my mouth. Her hands pulled me face against her and she continued grinding until she had a second orgasm. This one seemed to be more powerful because she moaned loudly, curled up and rolled over on her side. She ended up laying almost flat on her front with one leg outstretched and the other curled up to her chest.

Then I saw her anus. It was a light pink ring with a few sparse red hairs. Her bottom was big, round and with each breath her cheeks would separate and give me an unobstructed view.

I couldn't help myself. Crawling up between her legs, I spread her cheeks with my hands, put my face right in her crack, and slide my tongue into that little pink ring. Her reaction was beautiful. She went completely flat on her belly and spread her legs wide, pushing her bottom into the air, making it easier for me to slide my tongue in and out of her anus.

"Oh, my goodness," she moaned, "What are you doing to mommy? No one's ever done that before! Oh... my... god!"

Then she had a third orgasm, but it was nothing like before. She raised her rear end into the air and four or five clear streams of liquid shot out of her and onto the mattress. If I hadn't been so close to see where it had come from I wouldn't have believed it.

When Mary recovered she took me into her bathroom with her and cleaned us both up. She kept looking at me in a funny way. For the first time in weeks, I felt really embarrassed.

"Why did you do that?"

I raised my shoulders and shook my head. "I don't know. After I saw your naked bottom, I just wanted to try it. I thought it would make you feel good."

"Well, it did," she said, "It made mommy feel very good."

Mary lay on her back and I crawled up next to her. The feel of her warm naked body against mine always made me feel so special, so safe, so loved. Cradling my head in her arms, she guided my mouth to her nipple. My lips closed around it and I began to suckle.

I closed my eyes and let myself drift away. For the first time all day, I was finally able to relax and so was Mary. 

"Goodnight my little naughty boy," she said, softly kissing my forehead.

I snuggled closer, releasing her nipple from my mouth just long enough to say, "Goodnight mommy."

Then we drifted off to sleep together.



Duplex Ch. 08



I had spent Wednesday and Thursday buying and installing mini spy cameras and microphones on my side of the duplex. There were three cameras and two microphones in the living room and two more cameras and another microphone in my bedroom. The cameras were all motion activated while the microphones were sound activated. Everything was wireless and monitoring software on my laptop would automatically choose the best angles, filter the sound, and then upload everything to the wireless external hard drive hidden in my garage behind the dryer. 

When Helen knocked on my door Friday at 10 A.M., everything was ready. 

I opened the door to see Helen standing there in a red dress and carrying a large purse. Her thick curves filled out the dress and the four inch heels she wore caused her to tower over me just as Mary did. Her mouth curved into a big smile when she saw me standing just behind the door, wearing only a towel. 

"Hello, handsome," she said, reaching out with her hand to brush against my cheek. "I take it you're ready for some fun?"

"Yes, um," I said, nervous, "please come in."

She stepped inside and I closed the door behind her. She put her arms around me, pulling me in for a tight embrace. I had to stand on my tiptoes to kiss her. Our lips lingered on each other for a very long time. During our embrace, she reached down and pulled the towel off me, leaving me naked.

She stepped back from the kiss, crossed her arms and looked at me. "Don't you just look delicious? Oh, am I going to have fun with you."

She took my hand and led me to the bedroom. Once inside she sat down and put me over her lap. She had pulled up her dress, so that my naked body was resting on her bare flesh. She raised her hand and brought it down with full force against my bare bottom. I cried out.

She laughed, saying, "I'm going to turn this ass bright red before I'm done, spanky boy. Then the real fun will start!"

She spanked me with her hand for another five minutes. Unlike Mary, who spanked in sets of five with little rests in between, Helen spanked with a slower speed but with no breaks. She didn't confine herself to one cheek or the other, but would strike anywhere she saw my skin was a lighter shade of red than the other parts. It didn't take her long to make me squirm. She wrapped her leg around my legs so I couldn't move and continued spanking me.

Soon I was begging for her to stop. Each time I begged, she would laugh and say something like, "Oh, no, spanky boy! We're not stopping until I want to stop."

After her hand she stood me up and told me to get her purse by the bedroom door. I hobbled to the door, crying and holding my red ass with both hands, rubbing away the pain as best I could. When I reached down for the purse, I saw why she wanted it.

Insider her purse was a foot-long, wooden paddle. Picking up the purse, I turned to her and again begged for her to stop. Her response was to just hold her hand, curl her index finger back toward herself, and say in a cold voice, "Bring me that paddle now or I will beat your little ass until you can't sit down for a month!"

Terrified but unable to resist her authority, I reluctantly handed her the paddle and lay back over her lap.

Up until that point, I'd been spanked by Mary with her hand, her hairbrush and even my own doubled-over leather belt. None of those compared to the stinging, fiery pain of that paddle. Helen landed every smack right across the curve of both cheeks, sending the force of each impact directly into my anus, up my spine and forced the wind out of my lungs. I was gasping for breath, crying, moaning and squirming the entire time.

I don't know how long she paddled me. But when she stopped, I was broken, laying limp over her lap, covered in sweat and didn't even have the energy to kick or squirm anymore.

Helen grabbed me by my hair and pulled me up. Grabbing a small bag out of her purse, she bent me over the corner of my bed. Opening up the bag, she pulled out a small tube of lube and an inflatable anal plug. Scared at the size of it, I stood up but Helen swung her free hand and spanked me until I bent back over.

She pushed a lubricated finger into my rectum. Then she pushed two lubricated fingers inside. As she twirled her fingers around, stretching me out, she leaned over and said into my ear, "Don't tell me you're not enjoying this, spanky boy. Your little cock has been pulsing every time I've pushed my finger into your tight little asshole."

After a couple of minutes, she withdrew her fingers and started working the deflated lubricated plug into my rectum. It was a tight fit and she noticed, "So, you're a virgin back there? After today you're going to be my butt slut."

Once inside, she started squeezing the external bulb, pumping air into the plug inside me. It got bigger and bigger and bigger. Not only was it filling up my rectum, it was also widening inside my anus. At first the stretching was uncomfortable, but then it became almost painful.

"Lay down," she said, "you're going to eat my pussy."

Pulling up her dress, she lifted it up over her shoulders leaving her completely naked. She was overweight according to Hollywood's anorexic and twisted standards of beauty. Her "extra" weight gave her thick thighs, a curved belly and a very round butt. Her large breasts sagged a little but there was no mistaking the fact that she was absolutely beautiful. 

After I lay down on the floor, she kneeled above me facing my feet. My face was between her legs and her shaved vulva was just over my mouth. Her scent caused my mouth to water. There was nothing more I wanted at that moment than to please her.

Then she reached down and pulled my legs up so she was holding my ankles with her hands. This lifted my very sore, red bottom off the carpet. She kept pulling my ankles until she could position them under her armpits, holding me curled up underneath her. She said, "Let me show you something else."

She pressed a button on the base of the plug and it started to vibrate inside me. Instantly my erection began pulsing with the plug. "This isn't just a butt plug for your tight little ass, it's a vibrating plug for your prostate."

Just as she had done a few days before, she ground her vulva into my face. My tongue frantically licked every curve, every crevice, and every bit of her it could reach. Her juices soaked my face. 

With Helen on top of me and the plug vibrating inside me, a near constant stream of clear fluid began dripping, then flowing from my erection. She took my erection into her mouth and hungrily swallowed every drop. At some point, she'd retrieved her paddle. With my bare red bottom turned up, it must have made a tempting target. Each time she smacked it, I would yelp and try to get away, but her weight on my face, her knees on each side of my head and my feet trapped under her arms made that impossible. It was as if a nest of hornets would all sting my vulnerable bottom at once and then do it again a moment later.

Helen had me crying, dripping, and more sexually aroused than I'd ever been before. After her first orgasm drenched my face, she didn't say much. She just kept grinding and grunting, breathing heavily until the next and then the next after that. Gradually, she stopped spanking me with the paddle and put it down.

After one final orgasm, she released my legs and they dropped to the floor. Her body pressed against mine and her mouth found my erection again. She sucked the head and licked the shaft, her hands rubbing my thighs. A pressure built in my scrotum until, with grunts of my own, I ejaculated into her mouth. She sucked and sucked until I was dry.

Then she did something I never expected, she turned around and lay down next to me. Pulling my face close to her, she pressed her mouth against mine, forced open my lips with her tongue, and then pushed the semen into my mouth. Its bitter saltiness mixed with the sugary-tartness of her own juices. We kissed like that for a long time, tasting each other's most intimate fluids mixed together.

Her hand found the release valve and the air rushed out of the plug. I was finally glad for the relief, but I did feel a little empty in my bottom. She turned off the vibrations and slowly pulled the plug from inside me. She led me to the bathroom where she cleaned up both the plug and me. Using a washcloth, she hand me bend over the sink. The washcloth was rough on my tender cheeks still red from the paddling, but it felt very soothing to my anus.

After she washed off herself, she rinsed out the washcloth and hung it up. Taking my hand she led me back to the bed. We cuddled up together in the middle, my head resting on her arm curled around me. The ceiling fan overhead blew a cool breeze over us.

After a long moment of cuddling, she said, "Did you enjoy that? Even when I paddled you?"

"Yes," I whispered to her, "even when you paddled me."

"I could tell," she said, laughing, "Your little cock was twitching and pulsing the entire time."

Lifting her breast up, she placed her nipple on my mouth. "Suckle now, little boy," she said, "Suckle and sleep for a bit. We have plenty of time to explore more things when you wake up."

Wrapping my arms and legs around Helen, I sucked her nipple into my mouth and nursed from her. In this position, she was able to move her hand down my back and slide her middle finger into my rectum. The emptiness was gone. She put her other hand on my face, caressing my skin with the backs of her fingers. She began humming. I didn't know what the song was but soon I was so relaxed that I felt very sleepy.

As I drifted off to sleep, I looked up at the smoke detector on the ceiling that was really a spy camera and microphone, wondering if Mary would enjoy watching the video when she got home.



Duplex Ch. 09



I stood naked in my living room, my hands rubbing my throbbing, fiery red bottom, and with fresh tears streaming down my face from a "goodbye paddling" over Helen's knee before she had left. I would be feeling today's spankings for a few days. I was glad I didn't have to go to a job. It would have been humiliating to yelp every time I had to sit down.

Looking over at the clock on the wall, I saw it was almost time for Mary to get home. Slipping through the kitchen door into the garage, I pushed the dryer aside and crouched down to retrieve my wireless external drive that had recorded everything today. As I crouched down, my very sore and throbbing naked bottom touched the cold, hard cement floor of the garage. The shock caused me to push my hips forward and I lost my balance, falling backwards onto the cement. The pain of the initial shock was then multiplied tenfold and I rolled onto my side, crying out as the throbbing pain sharpened.

I'm not sure how long I lay there, whimpering and crying, remembering Helen's paddle but eventually I managed to pick up the external drive and take it inside. I was so tempted to see what was on it, but then I remembered Mary wanted to see it first. I had cracked the video monitoring program code so that the automatic editing program would scan for the clearest views of faces. I hoped it worked.

The sound of Mary's automatic garage door opener told me she was finally home. Picking up the external drive, I slipped through the back door to my garage and into the backyard. I walked past the hot tub that had started all of this and just shook my head at the way things turned out when she caught me naked in it. After a minute or so, Mary appeared in the bright yellow sweater and black skirt she'd worn to work. Her red hair was tied up in tight bun, making her look like an austere mature librarian. She smiled and it made me weak in the knees. She was so beautiful. She opened her sliding glass door and waved me inside.

She greeted me the way she always did with a big, wonderful embrace and a deep kiss that always sent sparks through my body. As always, she towered over me even after kicking off her heels and her arms just wrapped me up and pulled me in - it felt so safe being held by her. Taking my hand she led me to her kitchen table. Sitting herself down, she turned me around and bent me over, saying, "Alright, let's get a look at your little bottom."

Mary's fingers caressed the welts and bruises for a moment. "My goodness! She did a number on you, didn't she? Looks like you'll be sore for the next three or four days."

"She used a paddle," I told her, "twice."

Using her hands, she spread my cheeks wide and looked at my reddened anus. "She put something inside your bottom, too, didn't she? Oh I can't wait to see what happened."

I turned around and handed her the hard drive. Taking her laptop out of her purse, she told me to plug in the drive. As it was supposed to do, the drive synced with her laptop and started downloading the captured video. After a few minutes, it was complete.

Mary led me into her bedroom and we climbed onto the bed. Putting a couple of big, fluffy pillows behind her, she sat up against the headboard. She sat her laptop on the bed next to her and then pulled me up next to her on the opposite side. My head rested against the side of her soft breast.

"Now let mommy see what the mean lady did to her little boy," Mary said, her fingers running through my hair. "Maybe mommy will get a few ideas!"

Mary started the video. She fast forwarded through images of me in a towel waiting for Helen to show up. When I answered the door, she played it at normal speed. Mary laughed when she saw Helen take my towel. As Helen pulled me over her lap for a hand spanking, Mary was starting to breathe heavy. I could tell she was getting aroused.

I was feeling quite the opposite. While being spanked is humiliating, I learned its far worse to watch myself getting spanked on a video. I seemed so weak and childish, crying and begging for Helen to stop. I reached up under Mary's sweater and slid my fingers inside her bra. Without looking away from the video playing on her laptop, Mary slid off her sweater and unhooked her bra. I took her nipple in my mouth. She supported my head with her arm, letting me suckle.

As the video continued, Mary was getting more and more aroused. When she saw Helen pick up the butt plug, her hand slid down my back and her finger gently caressed my anus. As Helen inserted the plug in me on the video, Mary also penetrated me with her finger. I yelped at the same time as my video self yelped. I also became very erect at that moment and my hips gyrated, rubbing my erection against Mary's skirt.

Remember what Helen had me do next, I released Mary's nipple from my mouth and slid down her body. Pushing up her skirt, I pulled at her panties. Mary lifted her round bottom off the bed enough for me to slide her panties down and off her legs. With her skirt still up, I moved in between her legs and put my mouth against her vulva. My tongue and lips found her clitoris quickly.

Mary's moans became stronger and one of her hands grabbed my hair to rub my face against her very wet crotch. Soon my face was sticky wet with her juices. Using my fingers, I penetrated her vagina and found her g-spot. Rubbing it slowly but firmly, her moans soon became louder and louder. Her hips were grinding against my face so hard my jaw began to ache. When Helen came on the video, Mary had her orgasm, soaking my face and the bed. Later I learned that Mary had squirted, the first time she ever had a female ejaculation.

Pulling me up against her, she said, "I want you face down over my lap!"

I thought she was going to spank me but she had other plans. With her fingers soaking wet from her own juices, she slid first one, then two fingers inside my anus to stroke my prostate. She held me like that as she continued to watch the video. 

It was then that Mary heard Helen refer to her as an "old bitty". Mary's body tensed up at that and her fingers stopped for a second. I could tell she didn't like that comment.

Within a moment or so, Mary's fingers began moving again inside my rectum, caressing my prostate. It wasn't long before a steady stream of fluid was leaking from my erection. It seemed like I was having a slowed down ejaculation that lasted an hour rather than a few seconds. Our fluids pooled together on the bed, adding to the growing wet spot between her legs.

At some point, Mary turned me over, opened her shirt and pushed her nipple into my mouth. With one of her hands continuing to rub my prostate, her other hand slid down between us to play with her clit. I closed my eyes and tried to concentrate on suckling her but I could hear the sounds from her laptop of the second time Helen paddled me. I didn't have to look. My bottom was still red and sore from it. I knew I was over Helen's lap with her strong left arm holding me in place while her right hand spanked my bare bottom with rapid strokes. What surprised me was how weak and broken I sounded, sobbing and begging for her to stop.

I could feel Mary's hand moving faster and faster on her clitoris. I released her nipple from my mouth and adjusted so that we were face to face. With two of her fingers pushing further and further into my rectum, I wrapped my arms around her neck and kissed her. She opened her mouth wide and slid her tongue inside my mouth. I felt her lick my own tongue. The combination of the kiss, her fingers on my prostate, hearing the sounds of myself being paddled on the video and the smell and fell of Mary masturbating pushed me over the edge. I shuddered with a powerful orgasm but no semen spurted from my erection. Mary had already drained me completely of fluids.

Mary had an orgasm at the same time I did. Her body shook and she sucked in so hard against my mouth that it bruised my lips. After she shook a couple of times, she pulled her fingers out of my rectum, laid me flat on my back on her bed, then she moved so that her knees were on opposite sides of my head, straddling me.

"Suck my pussy," she said in a harsh whisper, shocking me with her language. "Suck my pussy, until I cum again."

She lowered herself onto my face. Her entire crotch was even wetter than it had been before. I tried to suck on her clitoris but she was grinding so fast and hard that I was licking her clit, her pussy and her bottom. Every few seconds or so, my tongue would push into her vagina or into her anus and she would take a deep breath and moan. After a few minutes of this grinding, she had another orgasm, again she squirted but this time my face was directly under her. The clear liquid of her female ejaculation squirted into my eyes, up my nose, into my mouth and covered my face. I felt like I was drowning and panicked. 

Mary's response was to drop her entire weight onto me so I couldn't move. I could feel her belly on my chest and her breasts on my own belly. She took my erection into her mouth and held it there, giving me a constant sense of warm pressure, until the last of her orgasm convulsions stopped. When she finally released my erection from her mouth and rolled off of me, I was lightheaded and we both lay there sucking in deep breaths. 

Mary was the first to recover. She got up off the bed and grabbed my hand. Taking us to her bathroom, she turned on the shower and pushed me inside. As she soaked under the hot water, she gave me the wash cloth. I soaped it up and washed ever inch of her above the waist. Mary then did something I never expected. Spreading her feet wide, she closed her eyes, and urinated onto the shower floor. I stood there watching the yellow stream of piss flow from her pussy, hit the shower floor, then flow down the drain. 

She kissed me and fondled my penis, which was now erect again. After the kiss, she whispered, "Finish washing mommy."

After soaping up the washcloth again, I washed off her below the waist, paying particular attention to her crotch. When I'd look up, she'd just smile at me. 

After she rinsed off, she took the wash cloth and began washing me off. With her forefinger and thumb, she took my penis into her hand. Looking me in the eye, she said, "Go ahead, make pee pee for mommy."

It took a moment for my prostate to relax, but eventually I began to pee. She aimed my urine at the drain where her own had gone. When I was finished, she finished washing me off, telling me, "That's a good boy."

After the shower, we were both exhausted so we lay in her bed talking. She was caressing my face and asked, "Do you like it when Helen spanks your naked little bottom?"

I didn't know what to say. If I denied it, then that would be a lie. If I answered truthfully and admitted that I got a sexual thrill out of it, it might hurt Mary's feelings.

She saw the look of confusion on my face. "Don't worry," she told me, "I know you enjoy it. I know you like being stripped naked by a bigger, dominating woman who will spank you and shove things in your naughty little bottom. Your little penis was always hard, so I know!"

My face blushed with embarrassment.

Mary put her arms around me, cuddling me, making me feel safe. "Tomorrow I want you to call Helen and ask when she can see you again. When she tells you, let me know."

"Okay," I said, "but why?"

"Because this 'old bitty' wants to surprise her," she said to me, smiling, "and it's a surprise she'll remember."

I started to get nervous wondering what Mary would do. I asked her for more details, but she wouldn't give me any. She just pulled me close next to her big, warm body and told me, "Go to sleep and leave everything to mommy."



Duplex Ch. 10



The next day was Saturday. Since that was always a big day for showing prospective tenants available houses for rent, I didn't expect anyone to pick up at the property management office and I'd have to wait until much later before anyone would return my call. Still, under Mary's watchful eye, I called and left a message asking for Helen to return my call regarding the papers she brought by the earlier in the week.

When I hung up the phone, Mary looked at me and asked, "What papers did she bring by?"

Immediately, I'd realized my mistake. I froze. I didn't know what to do or say.

"Jason," Mary said, putting her hand under my chin so that I'd look her in the eye, "What papers did she bring by for you?"

I opened my mouth but couldn't get any words out. I was scared of what Mary would do when she found out I hadn't been completely honest with her. It didn't help that I was, again, completely naked with Mary in her robe towering over me.

"Is there something you haven't told me?"

I bit my lip and nodded.

"Is it something you should have told mommy?"

With my lips quivering and tears forming in my eyes, I again nodded.

Seeing that I was emotionally breaking down, she put her arms around me and pulled me against her. In her safe embrace, the fear went away but in its place I felt ashamed. Not ashamed for being naked with an older woman or that this woman was spanking me on a regular basis. I was ashamed for not sharing with her the truth. I began to cry and held onto her tighter, burying my face in her chest.

Mary sat down and pulled me onto her lap. In this position, my head was now resting on her neck. She let me cry until the tears stopped, just holding me close and rocking back and forth. After a few minutes, I stopped and she used the sleeve of her robe to wipe my face dry.

With a soft kiss on my forehead, she asked, "Can you tell mommy your little secret now?"

I nodded. Taking a big breath, I said softly, "I own our duplex."

Mary moved me off of her lap and stood me in front of her. Her eyes were wide open and her expression was one of confusion. "How did you get so much money?"

I told her about hiding in the computer lab at school so the bullies wouldn't beat me up, how I'd learned to program and, eventually, crack open off-the-shelf software to add whatever features a business wanted. Finally, I told her how I'd made enough money and goodwill so I could sell off my client list and buy this duplex. Instead of being mad, Mary seemed generally impressed with what I'd been able to do.

She took my hands in hers and pulled me closer, so that I was standing between her legs. "I bet you hired a property management company because you were scared of dealing with a bigger, stronger tenant, weren't you?"

I nodded.

"I understand why you hid behind them at first," she said, "but that doesn't explain why you didn't tell me after we became intimate. Now I wonder if you wanted me to catch you naked on that first day and if you wanted me to spank you since you could have easily threatened to evict me instead."

"No," I said, shaking my head. "I was afraid that you'd tell the women at the property management company that I was some kind of pervert or something and I couldn't face that embarrassment. Besides, I would never evict you. You're closer to me than anyone has ever been. I feel safe with you."

Mary looked at me for a very long time. "You're really are just a little boy terrified of the big world outside, aren't you?"

I nodded.

"Well, since you are just a little boy," she said, "mommy will make you look like her little boy, too."

Taking my hand, Mary led me in her bathroom and put me in her shower, but didn't turn on the water. She left me there for a moment to get something out from under her sink. When she returned, she had some kind of lotion bottle in her hand. She squirted the lotion in her hand and began rubbing it on me where it foamed up. There was an acrid smell in the air that made my eyes water and a tingling sensation on my skin wherever she applied it.

She had me covered from my neck down, including my arms and legs. After a few minutes, the burning was getting worse but she turned on the water, rinsing it off of me. As the foam disappeared down the drain, so did all of my body hair.

I'd never been really hairy at all but all of the hair I did have on my arms, legs, underarms and groin was all gone. When Mary pulled me out to dry me off, I saw myself in the mirror. With my short height and small, now hairless, penis, I looked like I hadn't even gone through puberty yet.

"There, all done," Mary said, "now you look like the little boy you are."

I had to admit she was right. At 5'1" and 110 lbs., I didn't look even close to my real age of 25. But now hairless from the neck down, I looked and felt like I was much younger.

Taking my hand, Mary led me out of her bathroom and to her bed. Sitting down, she pulled me over her lap. "Now let's start dealing with your dishonesty."

With that said she rapidly delivered five pink handprints to my bare left cheek. After a cursory rub she left five more on my right cheek. She alternated left and right, left and right, until the pink handprints blurred into a cherry-red bottom. I was crying and begging her to stop, kicking my legs but with her non-spanking arm wrapped securely around my waist, I wasn't going anywhere.

I felt her learned back and heard her open her nightstand drawer. When I felt the wasp-nest sting hit the middle of my bottom, right over my anus, I realized she had her wooden hairbrush. She took her time delivering measured, precise spanks to the center of my bottom. Each time, I'd lurch forward, yelping in pain. I tried to form the words to beg her to stop, but I couldn't. Between the crying, yelping and trying to catch my breath, everything was garbled together.

"Hush, you naughty little boy," she said, calmly delivered smack after smack to my fiery red bottom. "You deserve this and more for not telling mommy the truth."

I knew she was right but that didn't stop my body from trying to fight it. I kept kicking and thrashing to the point she put her leg over the backs of my legs. Between her leg and her arm, I was locked in and didn't even have room to wiggle anymore.

She increased the speed of her spanks until they were coming so fast I couldn't even tell the difference between them. It was just one constant burning pain that left me sobbing. By the time she stopped, I was laying limp over her lap, broken.

Standing me up, she led me to her bathroom again and put my nose in a corner. "Stand there with your hands on your head while mommy takes a shower. If I see you so much as rub your little naughty bottom one time, you'll go back over mommy's lap for an hour. Got it?"

I nodded. With my hands on my head, I stood in the corner just like Mary wanted while she stepped into her shower and turned on the water. For the first ten minutes, the urge to rub away some relief was so great that I had to use every ounce of energy I had not to do it. Each wave of fiery pain caused me to bite my lip and whimper in response. After those first ten minutes, the waves of pain slowed down and dulled a little.

When Mary finished her shower and dried off, she told me corner-time was over. What she did next surprised me. 

She said, "I want you to go home and put on a tshirt, shorts and flip-flops, nothing else. Got it?"

When I asked her why, she smiled and pulled me in close for a kiss. "Because mommy is taking her little boy shopping, that's why."

Before I could think about that longer, she reached out with her hand and smacked my already red bottom. "Now scoot!"

I didn't need any more encouragement. Quickly, I left her side of the duplex and returned to mine. Looking through my clothes, I found the clothes that matched what she wanted and got dressed. Pulling up the shorts too fast in the back caused them to scrape against my raw, red bottom. I let out a yelp. 

I thought it would feel strange not to wear underwear, but having spent almost the entire last few months naked, it didn't bother me at all and after feeling the waist of my shorts scrape my skin, I was very glad I wasn't wearing any.

When I was all dressed, I headed back over to Mary's. She was just finishing up. I stood there and looked at her. She had put on wedge sandals, so her normal 5'10" height was now an even more intimidating 6'1" - an entire foot taller than me. She also wore a loose-fitting white sundress with red flowers on it that matched her hair.

She noticed I was staring at her. "What?"

"You're beautiful," was all I could get out before she reached out and pulled me to her, kissing me hard on the lips.

"Ok, let's go," she said, taking my hand and leading me to her garage. As we passed through the kitchen, she told me to grab a bottle of water out of the refrigerator. I did. 

Mary drove a late model minivan. When I asked her why she had a car that was more suitable for groups than just one person, she said, "Sometimes I have to take boxes or coworkers from one agency to another and a minivan makes that easy."

Slowly, I lowered my very sore bottom down onto her front seat. A dull-throbbing pain reminded me of the spanking she had just given me. I eventually buckled myself in and Mary hit the button on her garage door opener. Soon we were out of the cul-de-sac and headed toward the edge of town.

When she turned on the main highway, I asked where we were going. She just smiled and shook her head. About an hour later, we entered a small out-of-the way town. There seemed to be only one main street that had a lot of mom-and-pop stores and a couple of places to eat. 

We passed a second hand children's clothing store and Mary parked us right in front. Just as I was unbuckling my seatbelt, she picked up the bottle of water and spilled some right over the crotch of my shorts. I jumped a bit from the shock. 

Laughing, Mary said, "Let's go, little boy."

I hopped down from the minivan and closed the door, being sure to keep my wet front toward her car so no one would see. I guess in hindsight I didn't really have to worry since it was still fairly early and the street was mostly deserted. 

Mary walked up the steps and into the store. She paused just long enough to say to me, "I said, 'let's go'."

I quickly followed her up the stairs and into the store. I made my way behind a clothing rack to hide my front while Mary walked over to an elderly woman behind the counter. The elderly woman was definitely older than Mary, maybe in her 60's or so. She was a few inches taller than me, carrying a few extra pounds with white hair and grayish-blue eyes behind a pair of square-framed glasses secured by a gold chain between the arms that went around the back of her neck. She looked like an old librarian to me.

"Hello," the old woman greeted her, "haven't I seen you before in my shop?"

Mary smiled back. "Yes, a couple of months ago I was here with my friend and her grandson threw the worst tantrum. We had to leave your store before I got a good chance to look around."

"I remember," the older woman said. "That brat needed a good spanking instead of getting his way."

Mary nodded, "Yes, I remember you saying just that at the time. He did but my friend just doesn't believe in spanking but I do - when it's necessary."

"I'm Rose," the older woman said, reaching out her hand to Mary. "It's so nice to meet a likeminded woman in today's world."

Mary took her hand and shook it lightly. "Mary and that little boy hiding behind your clothes rack is my son, Jason."

"Hello Jason," Rose said to me. "He looks 11 or 12."

"He's actually 13 but very small for his age.

"Late bloomer I take it?" 

"So far I haven't seen any signs of him blooming at all," Mary said, laughing. 

Rose looked at me and smiled, then giggled. My face flushed red. It wasn't mean, but it was still embarrassing to have two older women talking about my underdeveloped body.

"Well, what can I help you with today," Rose asked. 

Mary walked over and grabbed my hand. She pulled me out from behind the clothing rack, letting Rose see the wet front of my shorts. "It seems a certain little boy had an accident on the drive out here and needs some new clothes."

Rose shook her head. "I understand. Raised two boys of my own and there wasn't a single trip when they were little that one of them didn't piddle himself. But of course that was when they were toddlers, not a big boy of 13."

Coming around the side of the counter, Rose and Mary looked at the boys clothes that would fit me. Up until this point, I'd thought that this morning's spanking was all the punishment I'd get for not being completely honest with Mary about the duplex. I knew that I'd better play along and be her "13 year old son" or I'd be in even bigger trouble.

When Mary had picked out some new shorts for me, Rose led us to a small room in the back and told us that she could use it as a dressing room. As Rose was about to leave, Mary asked her, "If you wouldn't mind, could you stay and give me your opinions?"

Rose smiled and said, "Sure, I can stay."

There was a small step stool there and Mary stood me on top of it. Leaning forward, she unsnapped my shorts and pulled them down quickly, leaving me bare from the waist down in front of a grinning Rose. "Sorry about that but I had to throw his underwear away after his little accident."

"I understand completely," Rose said, "there's a trash can behind you if you want to throw away his shorts, too."

Mary threw my shorts away. "I do, thank you."

As Mary sorted through the different pairs of shorts she had, I realized she was taking much longer than necessary. She would take a pair and hold them up to my waist, then shake her head and do the same with another pair. Mary was pretending to be lost in thought so I'd be left under the curious eyes of Rose.

"I see what you mean," Rose said, giggling. "No signs of blooming at all."

This caused Mary to laugh, too. I didn't think it was possible to be even more embarrassed than I already was but I was wrong. Having two mature women looking and laughing at my body brought a new shade of red to my face.

Rose saw my cheeks redden. "He looks flushed, does he have a fever?"

"I don't know," Mary said, "I don't suppose you have a thermometer around here?"

Rose nodded, "I think I have just the thing."

With that she left the back room.

I took the opportunity to whisper to Mary, "What are you doing?"

"I'm continuing your punishment for not being honest with me," Mary said. "Be a good little boy about it and mommy will forgive you."

Rose returned with a jar of Vaseline and a thick-looking glass thermometer. 

Mary picked it up and looked at it closely. "I haven't seen one this thick in years."

"My boys were born a long time ago," Rose said. "Back then they made things to last. Funny, you don't know how many times I stripped my boys in this very room and bent them over to take their temperatures with that."

Mary turned me around on the stool, "Now bend over, Jason."

I did as she said, giving Rose her first look at my still red bare bottom.

"Honey, you do believe in spanking," Rose said, her hand reaching out and rubbing my tender skin. "I'm impressed. No bruises, no broken skin. Just one solid shade of red all over like a ripe tomato."

Mary smiled, "Well, he gives me lots of opportunities to practice. Don't you, Jason?"

Bent over, I closed my eyes and answered the way I knew Mary wanted, "Yes, mommy."

"You know, Rose," Mary said, "I haven't used an old fashioned thermometer like that in years. I don't want to hurt him. Would you be a dear and take his temperature for me?"

"Yes, I would be delighted."

A wave of electricity flowed through me when I felt Rose's fingers touch my bare bottom. Unlike Mary whose hands were warm and strong, Rose's fingers were delicate, skinny and cold. There was no denying to myself that a complete stranger was now touching one of the most intimate places on my body.

With a dab of Vaseline on her finger, Rose touched my anus. The coldness caused me to clench up.

"If I could ask you one more favor, Rose," Mary said, "could I use your restroom? I don't want to have an accident like my son."

Rose laughed. "You'd be out of luck since I don't carry women's panties in my store. The restroom is right there. Take your time, this will need to stay inside his bottom for a bit."

Bent over, I could still watch Mary's feet walk toward another door in the backroom and go inside. Since it was only a few feet away, I heard her lift up the toilet seat and sit down on it. Just as she let loose her bladder into the water, Rose slid the cold glass thermometer through my anus and inside my rectum. The shock of the intrusion caused me to fall over and step off the stool.

Luckily Rose caught me. Pulling up a chair, she took a seat and pulled me over her lap. "There you go, little boy," she said, "no better place to wait for this to be done."

She kept one hand on my red bottom, slowly turning the thermometer around inside me. Her other hand was caressing my back. I had to admit that it was both very erotic and soothing at the same time. I felt myself getting erect and knew it was pressing against Rose's thigh. I just hoped that it was small enough that she wouldn't notice.

Rose's voice broke the silence. "Did you get that spanking for piddling yourself?"

"No, ma'am," I said, "the spanking was for not telling mommy the truth."

"Lying to your mother is very bad. If you were my boy you would have gotten the strap over there."

"Yes, ma'am," was all I managed to answer as I lifted my head enough to see a three-inch wide, thick leather belt hanging on the wall. Just looking at that frayed, hole-punched strap made my bottom hurt.

After a few minutes, Mary came out of the restroom and joined us again. She sat down on another chair and shared small talk with Rose. As they kept talking, I realized that enough time had passed to for the thermometer to get an accurate reading of my temperature but Mary was enjoying my prolonged embarrassment. 

Mary told Rose that I was spanked regularly with her hand and hairbrush, once even with a doubled-over belt. Rose said that when you wanted to make lesson unforgettable, there was nothing like a leather strap for the job. They also talked about boys growing up and at what age they shouldn't be spanked on their bare bottoms anymore. Both Rose and Mary agreed that a boy was never too old to have his pants taken down and spanked by his mother.

Finally, Rose pulled the thermometer out of my rectum and looked at it. "Looks like he doesn't have a temp," she said, "but he does have a swelling!"

Mary giggled. "I wonder where."

Rose pulled me up and turned me to face both of them. My small, hairless penis was sticking straight out.

Acting shocked and embarrassed, Mary said, "I'm so sorry Rose."

"Don't worry about it at all," Rose said, shaking her head. "This is the age where boys just can't seem to control their little willies. Anything that rubs against it makes it stand straight up. It'll change when he starts growing hair."

Rose kissed me on my cheek and then slapped me playfully on my bare butt. With my still sore bottom, however, even a playful slap hurt like a wasp sting. I rubbed my bottom and hurried over to Mary. Mary held out a pair of shorts and just as I was about to step into them, Rose said, "Jason tells me you haven't yet spanked him for piddling in his shorts."

Mary lifted up the shorts so high I could no longer step into them. "That's right," she said, nodding, "I didn't. I was thinking about doing it when we got back home."

Shaking her head, Rose said, "When it comes to punishment, it should be done as close to when he gets in trouble as possible."




Duplex Ch. 10



"I agree," Mary said, "What are you suggesting, Rose?"

Rose took down the leather strap and handed it to Mary. "You can use this and do it right here. It'll learn him a good lesson to empty his bladder before a long car trip."

Taking the strap, Mary lifted it up and down. "It feels much heavier than a belt. I want to punish him, not beat him."

"When it comes to that leather strap," Rose said, "my rule was never more than ten for the worst offense. For piddling in the car, he probably deserved just three, especially since you've already done such a good job this morning with his hairbrush spanking."

"Three it is," Mary said. "Jason, I want you to bend over and hold Rose's hands while mommy straps your bare bottom."

Forgetting what I was supposed to do, I panicked, instead begging her not to use the strap.

Rose grabbed my hands and sat down, bending me over in front of her. In this position, Mary had a clear swing at my bare bottom while I was eye to eye with Rose.

Rose was smiling. I realized she was enjoying this just as much as Mary was.

Mary swung the strap through the air and it hit me full force. If Rose hadn't been holding my hands, I would have fallen down. Instead I just lurched forward so that my face was resting against her face.

The pain hit me like a fireball. Intense, worse than I had thought imaginable. Mercifully, Mary delivered the second and third time in rapid succession. I couldn't stand and fell to my knees. With Rose right there it seemed a natural thing to just lean my head into her chest and cry. 

She held me tight, wiped my tears away with her hand and whispered, "There, there. It's all over. You took your licks like a big boy."

Looking up at Mary, Rose smiled, "This makes me miss my boys."

Mary helped me to my feet. I no longer cared about Rose seeing my naked from the waist down and, besides, the strapping made my erection go away. As she slid a pair of shorts on me, Mary said, "He doesn't have a grandmother. I think he needs one, don't you?"

Rose smiled. "Anytime you want to leave him with me, you just let me know."

Rose and Mary hugged. Mary asked, "How much for the shorts?"

Rose shook her head. "No charge."

With a little nudge from Mary, I stepped forward and hugged Rose. "Thank you."

"What a nice little boy," Rose said, stroking my hair. "I wish they'd all stay this little and never grow up."

Mary shook her head, "Maybe that wish will come true." She gave me a knowing look.

After Rose told us to come back anytime, we left the store. Soon we were back on the highway headed toward home. Mary looked over at me and asked, "Did you enjoy yourself?"

I nodded.

"Did you like when that old woman touched your bare bottom?"

Again, I nodded.

"Did you like when she slid that thermometer up inside your tight little hole?"

I was so excited, I blurted out, "Yes! Yes!"

"Learn your chair back flat," Mary said. Once I'd done that, I realized it was more comfortable since all of my body weight wasn't resting on my red bottom. Mary then said in a stern voice, "Now take off your clothes, everything."

It was the middle of the day. Even though Mary's minivan sat higher than most other cars on the road, there were other cars and trucks that would be able to see inside. Still, knowing that I'd be punished for not listening to her, I slid off my shorts and shirt. Once I kicked off my flip flops, I was completely naked.

Mary reached over and lightly stroked my small erection. "Now, if you keep that little pecker hard until we get home, then mommy will take special care of her little boy."

The ride home was going to be torture.



Duplex Ch. 11



When Mary pulled into her garage and closed the door behind us, I could finally relax. Except for a brief stop at a rest stop, I'd been laying back in her passenger seat, completely naked, and hairless with an erection. She kept me excited the entire time. When she would pull into the left lane to pass cars, I would press myself as a far down into the seat as possible to avoid being seen. Doing this would remind me of the hairbrush spanking from that morning and the strapping from the afternoon. 

Mary would smile and say, "Is mommy's naughty boy afraid those people in the car are going to see his little erection?"

Then she would laugh and I'd turn ten shades of red. Being so vulnerable with her made everything more intense. While I knew that her van was too high for people in cars to see me, there was no escaping the view of truck drivers. Mary didn't want me to be seen by men, so whenever she'd get ready to pass a truck, she'd tell me to lay my shorts over my middle. To the casual observer, it just looked like I was wearing my shorts. Of the four trucks we passed on the way home, the first three had been driven by men. 

As we moved into the fast lane to pass the final truck, a pudgy female face surrounded by thick, curly brunette hair appeared in the driver's side mirror. Mary pulled my shorts away and said, "Don't you dare cover up."

Knowing I would be humiliated for Mary's pleasure, I closed my eyes. I felt her accelerate her van until I could hear the loud diesel engine of the truck right next to us. I wasn't prepared for the loud horn the driver pulled when she saw me naked only a few feet from her.

My eyes popped open and she looked me right in the eye. She was laughing and smiling. Mary kept us parallel for a couple of minutes. The side of her truck read "Cooper Trucking, Edie Cooper Owner/Operator" and had a phone number. I was completely embarrassed but my erection never went down. Of course that could have had a lot to do with Mary reaching over and stroking it which brought a series of appreciation honks from the female driver next to us.

"Way bye-bye now to the nice lady trucker," Mary said as she accelerated away. "Be sure to blow her a kiss, too!"

I did as Mary told me. The lady trucker waved back and ever returned a blown kiss. As her truck got smaller and smaller in my passenger side mirror, I began to relax. 

Twenty miles down the road, Mary exited the highway toward a rest stop. I looked at her with sheer terror on my face.

"Relax, naked boy," she said, "Mommy just has to use the restroom. Do you have to make pee-pee, too?"

When I nodded, Mary handed me my shorts and told me to put them on. She also allowed me to wear my flip-flops, but that was it. She parked a good distance away from the other cars. I was relieved.

She held my hand as we walked to the restrooms. Pointing me toward the Men's Restroom, she walked around the building to the Women's Restroom. I walked in my side and quickly found an open stall. Locking it behind me, I opened my shorts and urinated. Because I hadn't had much to drink, I was finished quickly. After washing my hands, I walked out to wait for Mary.

After a minute or so, Mary hadn't exited the Women's Restroom, so I walked back to her van. Even though I was wearing shorts, I wasn't comfortable standing around in such a public place. I was afraid that everyone would realize I had a very sore, red bottom under my shorts. In my imagination, they were all pointing and laughing at me. 

Upon reaching Mary's van, I realized it was locked. It was a bit cold, so I leaned close to her hood and let the heat of the engine warm me up. The rest stop seemed to be a very busy one. Cars and trucks were constantly going in and out. Kids and dogs played on the grass and adults seemed to mill about either looking at the giant highway map posted on the outdoor wall or on their cell phones.

Finally, I saw Mary exit the Women's Restroom and start walking back to me. I was anxious to get back on the road and get home. 

Just then a light smack hit my bottom and I jumped around in surprise to see the pudgy face of the lady trucker we'd passed.

"Well, hello there again," she said, "I almost didn't recognize you with clothes on."

I didn't know what to say. "Um, yeah, um, hi," I managed to force out. She was probably in her late 40s or early 50s and a few inches taller than me with a very round apple-shaped body. Her cheeks were very plump with deep dimples. She had a lot more gray hair in her thick brunette curls than I'd noticed before. 

Looking over my shoulder, she said, "Is this your boy here?"

"Why yes," Mary said, walking up to stand with us. "His name is 'Jason' and I'm 'Mary'."

"Edie," she said, "he sure is a cute one, isn't he?"

Putting her arm around me, Mary answered, "Yes, very cute, especially with no clothes on."

The women both laughed.

"I enjoyed the view very much," Edie said, reaching out to run her hand over the bare skin of my chest. "I should be ashamed of myself for enjoying it so much. Just how young is he anyway?"

Mary giggled. "Would you believe he's 25 years old?"

A look of shock crossed Edie's face. "You're kidding."

"Nope," Mary said, shaking her head. "You don't believe me?"

"Oh, I believe you," Edie said, "but he's so petite and hairless."

"I rubbed him down with Nair in the shower this morning."

Leaning in close, Edie whispered, "But his penis is so small, too."

While I wanted to die of embarrassment, Mary burst out laughing which caused Edie to laugh out loud, too.

They talked for a few more minutes before they said their goodbyes. Mary told me to give Edie a hug. When I did, Edie squeezed me tight and kissed me on my cheek. Her round, soft body pressed into mine and I had to admit that it felt very good. I felt a spark in my groin. Edie patted my back and turned me around, adding another pat to my shorts-covered bottom.

Back in the van and headed toward the highway entrance, Mary said, "Edie turned out to be a nice lady, didn't she?"

I nodded in agreement. 

As soon as we were on the highway again, Mary ordered me to strip again. We didn't pass any more trucks and, truth be told, I was a little disappointed that I wouldn't see Edie again. 

Mary distracted me from thoughts of Edie, lightly stroking my erection or caressing my chest with her fingers. Of course I was very happy when she finally pulled into her garage and the door shut.

"Out of the car, naked boy," she told me, taking my hand and leading me into her side of the duplex. She began undressing in the kitchen and was completely naked by the time we reached her living room.

Sitting down on her couch with her hips forward, she pushed me to my knees in front of her and said, "Lick me."

She spread her legs and her hairy vulva came into view. Even though it was covered in red hair, I could see how wet she was and the smell of her scent told me how aroused she was, too. Lowering my head, I put my mouth on her pussy and licked her between her lips, flicking my tongue across her clit. She was soaking wet and her arousal caused sparks to shoot through me.

Grabbing my hair with both of her hands, she pushed my face deeper into her crotch. "Eat my pussy," she said in a deep whisper, "Suck mommy's clit."

Her thighs pressed against my head and her hips rocked back and forth. Her breathing grew rapid and heavy. Soon she was moaning, pushing my face against her pussy so hard that sometimes I couldn't breathe. When she had her first orgasm, she flooded my face and mouth with her juices. 

She didn't let go of my hair, instead she became even more aggressive. "Keep going," she said, "give mommy more orgasms or I'll paddle your little ass until you can't sit down!"

I locked my lips around her clit and sucked in hard, flicking my tongue over it. Her moans became groans and her hips went from rocking back and forth to gyrating in wild circles. Even though I couldn't breathe, I kept up pleasing her clit and started to get lightheaded. Another orgasm caused her body to shake and more juices came out of her pussy. Finally, her thighs released me and I could breathe.

"Stand up," she said, pulling me to my feet. Before my head was clear, she leaned forward and took my erection into her mouth. Putting one hand on my hip and sliding a finger wet with her pussy juice into my rectum. She used both hands to guide my hips forward and backward, sliding my erection between her lips. After the events with Rose and Edie, it didn't take very long me to ejaculate in her mouth. The force of it caused my knees to give away and I dropped to the floor.

Pulling my face up to hers, she kissed me deeply, using her tongue to push my own semen into my mouth. I was shocked. Helen had done this but I never expected Mary to do it, too.

Holding my face so she could look me in the eye, Mary said, "You are MY little boy and you belong to me. Understand mommy?"

I nodded. 

She hugged me tight and then led me to the bedroom. We snuggled up together on her bed, both still naked. She had me lying on her side with my head resting on her arm and her nipple in my mouth. With her opposite hand, she ran her fingers through my hair. I felt drained, happy and completely safe in her arms.

As I suckled her, my mind was wondering what would happen when Helen came back. Mary had made it very clear that I was hers, but she'd also shared me, or at least parts of me, with Rose and Edie, even if it was just for them to see me naked. I was a little confused as to what Mary might be planning for Helen, but I completely trusted Mary.

In the end, whatever mommy told me to do would be for the best. With that final thought, I drifted off to sleep with her nipple in my mouth.



Duplex Ch. 12



I expected Helen to return my call on late Saturday, but she didn't. Instead, she knocked on my door early Sunday morning. Still naked and hairless from my road trip with Mary the day before, I opened the door and greeted Helen, "Good morning."

"You're in big trouble, spanky boy," she said, taking me by the hand and slamming my front door shut behind her. "That call you left on my office voicemail got me in hot water with my supervisor."

Confused, I said, "I don't understand."

"My supervisor thinks that I fucked up the paperwork I brought over for you to sign," she said, pushing me so I was bent over my couch. "So that means I'm going to make your little ass pay for it."

With one hand on the small of my back to hold me still, she pulled out a wooden paddle from her purse. Before I could even say a word she started paddling me. Just as before the first hit sounded like a gunshot and knocked the breath out of me. She was angry and the speed of the spanks showed it. Everything was rapid. Each hit was solid, right in the center and made me lurch forward on my toes. 

After the first five or so, I was crying. After the fifteenth, I was sobbing. I couldn't make any words come out. Everything was just yelps and sobs. She wasn't lying about making me pay for unintentionally getting her in trouble with her boss.

At some point I just collapsed, resting my entire weight on the back of the couch. I'm not sure when but at some point Helen stopped paddling me. 

She grabbed a handful of my hair and pulled me up to my feet. 

In between sobs and tears, all I could say was, "I'm sorry, Helen!" 

I must have been a pitiful sight, hopping back and forth from foot to foot, holding my burning behind with both hands, sobbing with tears streaking down my face. Her angry look faded and was replaced by a look of sympathy.

Shaking her head, she pulled me into a tight hug. She held me that way for a long time. My face nestled in between her breasts, soaking her shirt with my tears. She wiped away my tears with her hands. "You really are sorry, aren't you?"

I nodded.

Pulling me up on my tip-toes, she kissed me. Her tongue pushed into my mouth. Sparks went down my spine to my groin. Despite the burning pain in my behind, I was instantly erect. She kept kissing me like that for a few minutes, her hands running up and down my naked, hairless body.

Her hands caressed my groin, rubbing my erection with her fingers. She broke the kiss just long enough to say, "No more body hair? You're even more delicious this way!"

Helen led me to my bedroom. She quickly stripped naked and lay on the bed, spreading her legs open. As her pussy lips opened, I could see that she was soaking wet and her clitoris was engorged.

I crawled in between her thighs and began kissing her hairless pussy. She grabbed my hair in both of her hands and pushed me face into her crotch, yelling, "Suck my pussy, spanky boy. Lick it until I cum."

I couldn't back away if I wanted and I certainly didn't want to. I loved the bittersweet taste of her pussy, the feel of her hairless vulva against my face and the aroma that turned me on so much my erection throbbed. The more she ground her hips into my face, the more her juices, her smell, covered me. 

She had two orgasms as I pleased her with my mouth. Both of them shook her body and she soaked my face and the sheets beneath us. Rolling over, she whispered, "Lick my asshole."

I spread her round ass with my hands until her pink little anus came into view. It was already glistening from her pussy juices dripping down, so I leaned forward and shoved my tongue into her asshole as deep as it would go. Then I just started pushing back and forth.

"Yes, spanky boy," she said, "show me how sorry you are. Lick my ass!"

I felt her fingers brush up against my chin. She was kneeling and had put her hand between her legs, rubbing her clitoris back and forth. Dropping her shoulders to my bed, her ass pushed out and opened up. I didn't have to hold her cheeks apart, so I moved my hands to her thighs and began stroking them. My tongue never left her asshole.

She stopped speaking. Instead, she would just breathe heavy, sigh or grunt. Her fingers moved faster and faster. When she was close to cumming, I pushed my face forward hard, shoving my tongue even deeper inside her than ever.

Her entire body froze, then convulsed and she came again. She had risen up on all fours, panting with heavy breaths trying to recover. I kneeled behind her and just looked at her round ass, her spasming anus and vulva, and everything wet with her juices.

Still on all fours, she looked over her shoulder and asked, "So what did you get rid of all of your body hair?"

"Because I wanted him hairless," Mary said, suddenly walking through my bedroom door. "You know how us 'old bitties' hate hairy boys, don't you?"

Shocked, Helen rolled over quickly and tried to cover herself with my blanket. Because she was laying on the blanket in the middle of the bed, there wasn't enough to fully cover her voluptuous body. Her vulva and left breast remained uncovered. Her face flushed red, along with her upper chest. I could tell she was completely embarrassed. 

"Ms. Hayes," Helen said, "what are you doing here?!!"

Mary crossed her arms and stared down at the shaking Helen. "I'm here to deal with the woman who's been spanking MY little boy!"

Helen looked at me. "She's the one who was spanking you that night?"

I nodded. 

"Ms. Hayes," Helen said, sitting up and causing the blanket to pull away from her body. "I'm so sorry. I didn't know he was yours."

Mary stepped forward and picked up Helen's clothes. "You knew he belonged to somebody though, didn't you?" She glared at Helen in such a severe way that I'd only seen it that look the very first day when Mary caught me naked in the hot tub.

Helen opened her mouth to argue, then just closed it and nodded. 

"You and I have a lot to discuss, Helen," Mary said, "but first you need to climb back up on that bed, on all fours, and stick that big ass up in the air again."

Helen looked up at Mary and just froze, staring at her. "You want me to what?"

"You heard me." Mary threw Helen's clothes into my hallway and then stood next to the bed. "Get up on all fours and get that ass in the air again!"

Angry, Helen stood up and tried to stare down Mary. While Helen was taller than me, she was shorter than Mary. "Why the fuck should I listen to you?"

I saw Helen's head snap back and heard the sound before I realized that Mary had slapped her. Helen fell back onto the bed. She rubbed her cheek and tears formed in her eyes.

"You will watch your mouth, young lady," Mary scolded her. "Or I will wash it out with soap!"

Helen stood up and tried to rush past her but Mary grabbed a handful of her blonde hair and yanked on it. Panicking, Helen still tried to get to the bedroom door.

"You should think twice about leaving," Mary told her. "I don't think your boss would be happy knowing you blackmailed a client so you could beat him and use him as your personal sex toy. Not only will you be fired, but Jason here could sue your company until it was bankrupt."

Helen spun around and looked at Mary. "How did you know?" She looked at me.

"Seems a certain little boy here is very good with hidden cameras and made a nice video for his mommy," Mary said. She knew she had Helen between a rock and a hard place. Mary let go of her hair and then pointed to the bed. "Now get your ass back on that bed, on all fours with that ass up in the air."

Knowing she couldn't resist. Helen did as she was ordered. Because I hadn't moved, I was still kneeling on the bed when Helen put her legs on either side of me and put her ass in my face. Arching her back, her pink anus came into view again.

"Stand up, naughty boy," Mary told me. I did. Mary leaned forward and took my erection into her mouth. She moved back and forth, using her tongue on me. When she opened her mouth, my erection was wet with her saliva. "Now get behind her and shoved your little cock into her ass."

Helen turned her head to look at Mary. "No! Not my ass, please not there!"

In a way, I felt bad for Helen. Yes, she had made veiled threats that first time but being with her wasn't all bad. Her paddlings were bad but the way she held me and kissed me afterwards was something I'd enjoyed. Still, I couldn't argue with Mary.

I stood up behind Helen. Bending my knees a little, I lined up my erection with her pink anus. It was still wet and, thanks to Mary, so was I. Mary's hand was on my bare ass, pushing me forward. As I entered Helen's ass, I could feel how tight it was, even for my little cock.

Helen just sighed and moaned. 

Mary pulled my face toward her and she kissed me deeply. Her hand spanked my bare bottom, indicating that I should start thrusting. Slowly, gently, I rocked my hips back and forth, fucking Helen's ass.

"Doesn't that feel nice?" Mary whispered in my ear. "See how mommy takes care of her little boy?"

Between Mary's kisses and whispers and Helen's tight asshole and soft moaning, I knew I wasn't going to last long. Mary didn't want me to last long. Moving her hand down my back, she slid her finger up inside my rectum, caressing my prostate.

"Go ahead," she told me. "Cum deep in her ass."

I was rocking back and forth so fast that I would have lost my balance if not for Mary's hand on my ass and her finger in my asshole. Helen's anus clamped down on my little cock. Throwing my head backwards, I grunted and ejaculated harder than I'd ever had before.

Helen just fell forward onto her belly. Mary helped me down off the bed.

"Did you enjoy yourself, Helen?" Mary asked, smiling. "Did you enjoy my naughty boy fucking your tight little asshole?

Rolling over to look at Mary, Helen nodded and whispered, "Yes."

"Good," Mary said, "now we have a few things to discuss. You can get dressed but no wiping that boy cum from your asshole. Afterwards, you can go over to my side of the duplex. Wait out back and I'll tell you when you may enter."

Turning her attention to me, Mary reached out and hugged me. "I want you to stay on your side for a while. My discussion with Helen could take a while." She kissed me and taking my hand, let me down the hallway to my living room.

Behind us, Helen got dressed.

"Will you be a good little boy for me and wait here?" Mary asked me.

I nodded. "I'll try but I can't help being curious about what you're going to say to her."

Helen walked past us and out through my sliding glass door. She was dressed but walking awkwardly from what must have been the feel of her soaking wet panties and cum leaking from her ass.

There was a knock on the front door and Mary smiled. "I knew you'd be curious, so mommy got something special for her little boy." She hugged and kissed me again, then walked out the sliding glass door behind Helen.

Turning around she said, "You better answer that door." Then she slid the sliding glass door closed. I saw her lead Helen through her sliding glass door and they disappeared. I was lost in thought at what they were going to discuss when another set of knocks got my attention.

I picked up a towel and wrapped it around myself. Reaching the door, I stood up on my tip toes to look through the peephole, then remembered that it was too tall for me to see.

Take a deep breath, I turned the knob and opened the door. 

"Well, hi there again," Edie said, walking into my home. Grabbing my towel, she pulled it off me. "Guess you won't be needing this, not from what Mary said to me on the phone."

I was left naked, so I quickly closed the door. "What? She called you? Why?"

"Well, she called to ask me if I wanted to see your naked hairless body again," Edie said. "I did. So she asked me to come over and, since I was over-nighting here with my rig, I did."

I was confused. "But why did she want you to come over today?"

"She thought you might be bored with 'mommy' taking care of something next door," Edie told me, smiling, "and she thought that you just might need someone to watch you and keep you busy."

Edie sat down my couch and motioned me to join her. Sitting down, I looked right at her and asked, "So that means you're my... um... my..."

Edie leaned back against my couch and put her arm around me. Picking up the remote, she turned on my television. "That's right," she answered, "I'm your babysitter."

She smiled at me in such a gentle way that I wasn't nervous or shy anymore. I wondered what Edie really wanted to do but figured we had enough time so why not just relax with her and watch some television. Until then I'd just enjoy feeling her hands all over my naked, hairless body. 

Still, I couldn't get the images out of my imagination of what was happening next door. I was just glad that, with Mary's permission, I'd moved all those hidden cameras to Mary's side of the duplex.

What a video that's going to be.