10 comments/ 47861 views/ 6 favorites My First Walk By: Dot_May_Nip My name is Dorthy May, but my friends call me Dot. I'm a 42 year old Unix sysadmin. I'm actually a manager of sorts. I run a 12 hour shift, 11 pm to 11 am, Sunday night through Tuesday night, plus an 11 to to 3 Wednesday night. Nice gig, it gives me the whole weekend off. My husband (ex-husband) and I were married for 8 years, but came to the realization that it wasn't working. Our divorce was final in February 2007. Don took the house, I got half the equity. Great timing!!! I rented for a while and bought a nice house that I could actually afford in mid April of this year. That's where this story begins. Jackie and Max threw a "welcome to the neighborhood" party for me in late April. The weather was perfect! There must have been fifty people there, but it slowly dwindled down to Jackie, Max and me. I was pretty drunk, but I only had to walk a couple of houses down, so I wasn't concerned. Jackie and I were talking about vacations. They took some pretty exotic ones. We went to her computer and she brought up some albums. I was looking at one of France. Spectacular scenery, really nice houses. To see where some great artists lived was neat. Then there were some beach scenes. I blushed. Jackie was topless. Let me describe her, and me. She's a little shorter than me, maybe an inch. But in much better shape. She works out 5 or 6 days a week. The picture was a couple of years old. Her breasts would probably turn heads anywhere. Not those huge monsters, just nice. Bigger than mine. She said to keep going. Another of her topless. Only in a teeny, tiny g-string. The next was Max. Nude! He had what looked to be an average sized penis. The shot after that was Jackie, also nude. With what appeared to be a shaved pubic area. There were several more. Then one that surprised me. She was standing in an alley, apparently just off the street. With her shirt up and her pants down to her ankles. "Don't you love it?" she asked. I turned around. "Do you really enjoy that sort of thing?" "It's spectacular! It turns me on to show off in public, to risk getting caught" she replied. "Have you ever been caught?" I replied. "Once, but nothing happened. It was a couple. He just looked for a minute or two, then she said 'cunt' and dragged him off." She smiled at me. "I've done it around here, before. Late at night." Then she had what my father used to call a "shit eatin' grin." "Want to try?" she asked. "What?" "Let's strip down and walk to your house. It's just a little way down the street and it's what, 2:30 in the morning." I was pretty plowed. Real drunk. Really drunk. I thought about it for a second. Then another. I was intrigued. This could be a rush. "Okay. Maybe. But what about Max?" "Oh man, look at him. He's sound asleep. He almost always falls asleep when he has that much beer." I looked at her for a second. Then suddenly she took off her shirt. Then kicked off her shoes. She looked at me slyly and unsnapped her jeans and pulled them half-way down. "Okay, now you." I dithered for a second. Then I reached down and grabbed my t-shirt and pulled it over my head. I quivered for a second then undid my jeans. Then I realized that I still had my shoes of. Thank goodness for slip ons. Then I pulled my jeans half-way down. I looked up at Jackie. She smiled. I pulled them down and stepped out of them. She pulled her jeans the rest of the way off. Then reached behind her and unhooked her bra, but left her straps on her shoulders. I was kind of shaking as I unhooked mine, then shrugged it off. She dropped hers. Her boobs were stunning. I'm sure any guy would be all up and drooling for them. Then she hooked her fingers in her panties and looked at me. It was a "well?" look. "What the fuck" I thought and pulled my panties down. My bush was showing and I felt kind of nervous. She quickly pulled hers down and I saw her shaved pubic area. It looked totally nude, not a hair. "I shave it every day. I've thought about waxing, or maybe laser. But I'm a chicken" she said. I must have been staring, because she suddenly said "Want to see it all?" and spread her legs about shoulder width. I was still looking. Starring. Then she said "Any time. Let's go." And headed for the door. My legs started walking on their own. I was in a trance. We got to the door and she said "The adventure begins" and we walked out. I was tingling all over. Her porch light was off, so it seemed private. We walked down the sidewalk to the driveway and down to the street. Well, the sidewalk. Then turned up the street towards my house. The street lights lit our way. They were on the opposite side of the street, so it was a soft light. We had walked about four houses down when suddenly a light came on. I jumped and looked around, trying to find cover. "Relax" Jackie said. "It's the Henderson's driveway light. It's on a motion sensor and he's got it too sensitive." I took a breath. The house was dark. Jackie kept walking, so I hurried up and caught up with her. I felt my breasts gently bounce. Two more houses and we reached my driveway, then the walk and finally my door. The porch light was on and I shivered a bit. Suddenly I panicked. My keys! My house was locked and my keys were in my jeans. "Oh shit, I'm locked out. What am I going to do?" I was scared. "I guess we have to head back." she replied. With that same shit eatin' grin. We hurried back to the sidewalk, her breasts bouncing and mine jiggling. Our walk was a little quicker, but not too much. We were two houses away when suddenly lights from a car turned and came down the street. "Oh no, what do we do?" "We take our chances. He's got eight or nine houses before he reaches us, he may turn before then." Sure enough, he pulled into a driveway just off the corner. By the time we got to her house, I suddenly realized that my vagina was leaking. It was just starting to wet the inside of my thighs. I was shocked! I was actually excited by this! It was turning me on! We got inside her house and Jackie turned to me and looked down. I'm sure she could see my juices. "Well, I guess you enjoyed that." "Jesus, Jackie. That was thrilling" I answered. "Now you know why I do it" she said, smiling. I grabbed my clothes, putting on my jeans with no panties. The I grabbed my t-shirt and underwear. "I'm going to try this on my own" I stated, a little proud, a little scared and a little excited. "Okay, call when you're ready to do it again" she said. I didn't say anything, just walked out the door. Nothing happened. Okay, the Henderson's light came on, but it didn't startle me this time. I walked into my house and stripped off my jeans, dropping my clothes right there. I remembered to shut and lock my door, then ran to my bedroom. I reached into my "naughty drawer" and pulled out my rabbit. And masturbated myself to a tremendous orgasm. And another. And a third. Then I fell asleep, a combination of the alcohol and the sex. But as I drifted off I thought "yes, again." My First was a Waitress I had always thought of having a sexual encounter with a woman. I've been attracted to men for as long as I can remember, but just the very thought of being with a woman excited something in me that no man could ever do. Men are great, no, they're amazing and wonderful and sexy as hell. They're big and strong and make you feel secure. A woman, on the other hand, is soft and gentle and beautiful. A woman can please another woman because she knows how to be pleased in just the right way. She knows where to be touched and the pressure that is needed on the special places to drive her wild. Being a married woman, there weren't too many occasions where I would have the opportunity to experiment with my desires... Until that one wild and crazy night. My husband and I had gone out to the local pub that we visited quite often. It was mainly a weekend type 'date' where we'd go out and have a few drinks, play a couple games of pool, just something to do to unwind from the week and get geared up for the following week to come. One particular night, we were sitting at our table, sipping on some beers when the waitress came up to us and handed me a napkin with a phone number on it. The waitress winked at me and went on her way to get us another round. When she returned with more beers, she told me to call her later, that she'd be off around midnight. We had gone to that pub for quite awhile and I had always noticed that one waitress. She was a beautiful woman, always seemed to get attention. Every woman checks out other women, from her face to her breasts, down to her ass, even her feet. It's just something we all do, and if one says she doesn't, she's lying. This woman had amazing breasts. They were average sized but they complimented her small frame. A petite woman, so a large rack would look out of place. I had overheard her say one time that they were paid for, and since then I had wondered what they would feel like. How would they feel under my hand, or my mouth. She had a tiny waist and a cute little ass. For me, a little thin, but with such a beautiful face and amazing breasts, I overlooked it. I've been attracted to more women that are built like I am. My husband had always said I had the perfect figure. Large, round breasts that do a little dance when I walk. A flat stomach, but not skinny. And a hot ass. He's always said I had a "hot ass". It's one of those that you can grab on to, not booty, just round and built. In the back of my mind, I thought, "Hmm, that would be HIS ultimate fantasy. His hot, firecracker wife with another beautiful woman." A smile slid across my face as my mind began to roam. My trance was broken when my husband nudged me and asked me, with a coy smile on his face, "What do you want to do tonight?" Without saying a word, I stood up and casually walked out the door, leaving the waitress a damn good tip: Cab fare and directions to my place. When I arrived home, I made sure the mood was set and I was ready for her to arrive. I took a long, hot bubble bath and just relaxed. I cleared my mind, or so I tried to. I kept thinking of the waitress and what was to come later. I didn't know what to expect or how things were going to go down that evening. Or rather, who was going to go down. She arrived shortly there after and I greeted her at the door with a hug and a beer. The alcohol seemed to be the right thing to do, I know it makes me more comfortable. Her body was warm and she smelled of liquor and vanilla. She still had her waitress get-up on which only consisted of a very low cut halter top, mini skirt and stilletos. Maybe that's why we always frequented that pub, the "uniforms" were pretty damn hot. She looked around me, as if she was looking for my husband, but hell, I hadn't seen him since we had gotten home. I took her on a little tour of the house, and as we were walking up the stairs to the master bedroom, she took her hand in mine. It was small and warm and it fit perfectly into mine. We walked into the room and the moment we both stepped in, there was a sense of awkwardness that filled the air. I didn't know if she had done anything like this before and I sure as hell knew I hadn't. Before I knew it, her lips were on mine as she softly kissed me for the first time. She stepped back for a moment, just to see my reaction I suppose, but I countered it as I leaned in for more. I wanted to taste her lips again. As our lips met once more, there was a little more desire, more passion. I kissed her softly, just to test the waters. Her lips slightly parted as my tongue searched for hers. As our tongues intertwined, the kissing started to get a little firmer, a little more heated. Her tongue was soft like velvet, lips were warm and wet, and a sensation was growing between my legs. She sucked my lower lip just ever so gently and it made a shiver go down my spine. By this time, our hands were wandering each others bodies. Her hands were on my face, then running her fingers through my hair. My hands found their way down her back as I took her ass into my hands. The waitress' hands moved down my body and found their way to my breasts. A soft moan escaped my lips as I felt her on one of my most sensitive areas. I was feeling pretty brave by then so I took my hand and put it between her legs, I wanted to feel how wet she was. She was dripping wet, I could feel it through her lacy panties. We continued kissing as she rubbed on my breasts, gently squeezing my nipples through my top. At the same time, we opened our eyes and there was passion in our eyes. We both wanted the same thing. She wanted me, and I wanted her. I wanted her to be my first experience with a woman...