8 comments/ 58248 views/ 6 favorites The People Pleaser Ch. 01 By: thesuicideblonde He saw the Tall man out of the corner of his eye. The tall man was staring at him intensely. This made Chris very nervous. After all, he wasn't gay. How could he be gay? Granted, he was in this club. A club which normally he would never set foot in, but gay? "Nah. Not gay,never gay." he told himself to soothe his male ego. He looked away and set his eye on the tv screen in the upper corner of the bar. On the screen, images of pop stars flickered on and off with the beat of the music in the club. He spent a lot of time online, at home, and found his way to chat. Chris loved chat. It appealed to his nature. He could talk and get to know people yet always keep a distance from them. Chris was not a people person. At work, yes he was a people person. No, that's not quite right, he was a people pleaser. Being in sales, you have to be a people pleaser. You have to be whatever or whoever the situation calls for. It's not about customer service, It's about customer satisfaction. In that same respect, in Chris's opinion, it's not about being someone who likes people. It's about being whatever the person wants you to be so they like you. This made Chris a Top notch Mortgage broker, but it also jaded him. It was a whore business and when you sell yourself, all day, everyday, it becomes tiring. So over the years, Chris became introverted in his private life outside of work. People and relationships in general, just didn't appeal to him. Well, that wasn't entirely true. He liked people. He liked to be around people and be in the thick of things, so to speak. He just didn't want to get involved with people. So living a life in the cyber world appealed to him greatly. He had communication and friendships without intimacy. He got to be around people and yet keep a safe distance from them. Until he met Hayley that is. Hayley was different. Hayley was extraordinary. He met her online in a transgender chat room. He wasn't into men or even men who looked like women. He wasn't gay. He was just curious. One day though he found himself surfing the chat rooms and popped in the trans room just for kicks. Quietly he watched the scroll move on, checking out the profiles. He silently laughed at the "girls" who were anything but girls and was in awe of the ones who were pretty convincing as women. Then he came across Hayley's profile and he was floored. Here was a "girl" who put the majority of real women to shame. Here was a girl who could make men cry when she walked In the room simply because they would desire her yet know they never could have her. She was an angel, the embodiment of human perfection. He watched her in the room for several weeks after that. He watched as the chasers all but drooled over her.( If drooling in the cyber world could even happen ). He was polite in the room. Always friendly but he swore he would never fawn over her as the rest of the men did. He needed that edge. He needed to separate himself from these ignorant wretches and their pathetic come ons. He needed to be above and beyond them. He needed to be special. It wasn't long before she approached him in the chat room. He was a fairly handsome man and he made sure a photo of himself was on his profile as well as all the "right" information. The right information being he is successful, maybe not rich, but an "up and comer", smart and sensitive. He wooed her online, still unsure of what he was doing. After all, he wasn't gay, but a tranny isn't really a guy. Even though Hayley was pre-op, if things worked out, he would make her post-op. What he really loved the most about Hayley though, was that she was simple. She wasn't super bright. In fact, she seemed almost malleable. He could definitely manipulate and control her. Chris found the perfect women, even if she technically wasn't a woman. He had to meet her. They both agreed to meet at this gay club. Chris wasn't too keen on the idea. He was a homophobe, tried and true. He admitted it freely and expressed his distaste in meeting at a club full of fags. She was insistent though and he conceded. So here he was waiting on her. He got to the club at 10 p.m., dressed very dapper in a dark blue long sleeve button down shirt, Black sport jacket, jeans and boots to match his jacket. He was dressed for the kill as he said to himself so many times before. He was approached three times while waiting for Hayley to show up. Once by a 6'4" tranny who looked liked a cross between Bozo the clown and Anna Nicole Smith. The second by a short, plump man with too much acne and not enough hair. He was polite though and very courteous. He smiled and declined both of their offers,explained how he was meeting someone there, and thanked them for the offers. The one thing Chris learned in the sales industry was tact. Never show people how you really feel, just show them what they wanna see. The golden rule in his book. One of many in Chris's "Golden book of Rules". So he played by the rule and did well for himself. He was whatever people wanted him to be on the outside and on the inside he secretly held most people in contempt. So here he was sitting and drinking a corona with a lime. He watched the music videos that were in tune with the dance music. He was afraid that if he let his eyes wandered someone might mistake it for flirting and not just the eyes of a people watcher. He never even noticed the Tall man come up next to him. "You come here often?" The tall man said to Chris, shocking him out of a daze that was self induced. "Huh?" said Chris momentarily surprised. He quickly recovered. "No, this is my first time here. I'm meeting a friend here." He got a real good look at the tall man. The tall man easily had 20 years on Chris. The deep lines carved into the man's face and the grey around the temples, blending to salt and pepper then finally to a deep dark brown, made Chris guess the man was in his late 40's. He really was Tall and not only tall, he was Big. Standing at 6'6", he made Chris,at 6 foot even, look very short, not too mention small. Chris always stayed in shape. He worked out, but he never could really develop a lot of mass. He was toned, but slender. This guy though, was a monster. Easily 270 lbs. and not an ounce of fat on him. Besides his obvious Physical presence, the tall man was ruggedly handsome. Chris, telling himself for the 4th time tonight he wasn't gay, admired this man's rugged features. Chris felt intimidated by him. "A friend? Boy or girl?" the tall man asked raising an eyebrow inquisitively and smiling at Chris in a knowing half smile. Chris looking up to the man and said, "Girl, errr boy. Err, I mean girl." He hated to sound stupid but he couldn't help it. The tall man laughed and slapped Chris on his shoulder. Chris blushed deeply and felt even more stupid. "This really is Your first time here isn't it?" The man said chuckling. Chris blushed even deeper, his fade becoming a deep crimson as his confidence diminished further. "Well, I better go find my friend. She's probably looking for me even as we speak." Chris said in a distant tone. Letting his eyes wander freely now. Anywhere but on this man who had unsettled him and made him feel like a little boy. "Who's your friend?" The Tall man asked. Then he said, "Maybe I know her?" "I'm meeting a girl named Hayley." Chris said rather abruptly as if the answer to the question pained him to speak it. Chris thought about lying to get out of this conversation but felt it unwise to lie to this Man. Somehow he knew that he was incapable of deceiving this man. The Tall man smiled, beamed in fact. "I know Hayley." he said to Chris. "She's a good kid. I look after her." His smile turned to a frown and then said, "Some of these guys don't understand that she is out of their league." Chris nodded and smiled. "Well, I better go find her. It was nice to have met you." He stood up from his barstool and started away from the bar. As he started to walk away, He felt the tall man's hand rest on his shoulder. Chris turned. "She isn't here yet. I'll tell you what. I'm here waiting on someone too. Let me keep you company while you wait." The tall man said still smiling. "Look, I really appreciate that but im not gay, so." Chris said in a no nonsense tone. Trailing off, not finishing the rest of the sentence. As if the Tall man already knew the latter part of his objection. The tall man then laughed. Once again making Chris feel even dumber than before. He said to Chris, "Trust me kid. You are not my type. Like yourself, I like the girls" He then offered his hand to Chris and said, "My name is Michael. Please, while you're waiting for her, Have a drink with me." Chris took his hand and shook it, feeling a little more in control of himself and relieved about the Tall man. He still felt intimidated by this man and yes a little scared, but he also saw how he could use this man to promote himself with Hayley. If he really did know Hayley, he didn't want to be seen as rude to one of her friends. What choice did he have in the matter? "I'm Chris." He said to the man as he sat back down on his barstool. The Tall man smiled and then Chris asked, "What ya drinking?" They talked for the next 2 hours. Michael did most of the talking. One of the Cardinal rules in Chris's Golden Book of Rules was " know your mark" or in laymen's terms "God gave you two ears and one mouth. So listen twice as much as you talk." Chris asked questions. He listened intently, taking it all in and cataloging in his mind anything he might need in future conversations. Chris discovered two things in that time talking with Michael. One, that This guy was very arrogant. He exuded confidence and authority. About an hour into the conversation., Chris found Michael controlled the conversation instead of the other way around. This bothered him but he also admired it. The second thing he noticed was that Michael was brilliant. It turned out that Michael was quite the self made man. He owned several companies. Granted, they were small companies, nothing in the fortune 500 or anything. Just local small businesses. One of these businesses being a mortgage brokerage firm. This piqued Chris's interest a little more than the rest of the conversation because he himself was a mortgage broker. He couldn't help but to admire Michael. This guy was exactly what he wanted to be. He respected the man's confidence and at the same time felt further intimidated by him. The conversation continued and the drinks kept coming. Finally, during their exhaustive discussion of brokerage firms and the trade secrets thereof, he saw Michael's gaze shift form him to a point somewhere above his right shoulder. Michael smiled and stood up from his seat. Chris turned to follow his gaze to see two girls walking toward them holding hands and giggling to each other. He stood up then to greet Hayley for the first time. The First thing that went through Chris's mind was ‘wow she's more beautiful than her pictures.' The second thing was ‘wow she is really tall.' Hayley was gorgeous indeed, standing at 6'2" in heels and weighing a no more than 155lbs at best. She had a figure most real women would die for. Chris took in every detail of her as she and her friend continued to walk toward Michael and himself. She had flawless ivory skin and very wide eyed amber eyes that shined like a pair of jewels. Her long dark wavy hair hung in her face and brushed gently against the smooth skin of her cheeks and her full and sensuous lips. She was like a modern day Aphrodite. Chris smiled as he met her gaze. She smiled back to him but continued past him to Michael. The other girl still holding Hayley's hand was very pretty, but not as pretty as Hayley. Debi,he would find out her name later, was as tall as Hayley and convincing as any genetic girl on the street. Except she had one tell. Her hands, they were big and manly. A fact she obviously knew since she wore lace gloves and lots of jewelry on her hands and wrists to de-emphasize them. She smiled at Chris also. He turned to see them both walk to Michael and on each side standing on tip toes give him a kiss on each cheek. "Hiya Daddy." They both said in unison and giggled fiercely at the notion of saying it together. Michael smiled at Chris,then at each of the girls said, "How's my girls this evening?" Debi pouted and said in her little' girl voice, "Just horrible Daddy." She crossed her arms under her breasts and lowered her head which amplified the little girl pout even more. "My best top, the one you liked so much, is ruined." Then she pouted all the more. She then said in that same little girl voice, Chris later found out she always talked in that voice, "I spilt cranberry juice all over it and the stain wouldn't come out." Michael frowned at this and Chris caught a flash of anger on his face then it was gone replaced with a look of empathy and compassion. "Well, we'll just have to get you a new one, Debi." he said to her looking down. She beamed when he said that and decidedly hung on his arm while he turned his attention to Hayley. "And what about you little Hayley?" How are you tonight?" He said to her. "Just peachy Daddy." she said beaming. Hayley's voice was sexy and low,very husky yet not at all manly it was a sultry sexy deep voice that made men quiver. Chris would know because when she spoke he got goose bumps. She then said, "Thank You for asking Daddy and how are You tonight?" Chris thought to himself ‘wow that was very formal, especially to someone you call "daddy".' Chris felt the sting of jealousy. She called Michael daddy with a reverence and adoration of a woman in love. He tempered that feeling though and kept smiling. Michael smiled at Hayley as he looked down on her and said. "I'm well little one, thank you for asking." Michael then turned his attention to Chris. "Ladies have you met our new young friend here?" Hayley turned to Chris and said, "Hello Chris! It is wonderful to finally meet you after seeing you so much online!" She took a step toward him and wrapped her arms around his neck, pressing her body fully into his. At first he was tense, afraid he was going to feel something else pressing against him. He felt no sign of that. He loosened his muscles and gave her a kiss on the cheek. From behind Hayley, Michael said, "Hayley this one is a keeper He has My blessing." She took Chris's hand and smiling, said to Michael, "Thank You Daddy, I do like him already." The rest of the night Chris enjoyed the company of Hayley, Michael and Debi. They sat in a corner of the club in a room adjacent to the main area. The music was significantly diminished in it and conversation flowed freely the rest of the evening. Hayley sat next to him and across from them sat Michael with Debi on his lap. Chris found it unnerving that Michael controlled the conversation most of the time. He was used to being the center of attention in these situations. Luckily, Debi distracted Michael most of the time by nuzzling his neck and pawing at him. This allowed Chris time to talk to Hayley more intimately. He didn't want to seem rude by ignoring the others but also he didn't want Hayley to feel like he was neglecting her. He found out Hayley actually worked for Michael in one of his many companies. She was a cosmetologist at a beauty salon he owned. Debi also worked for Michael, but not at the same company as Hayley. He found that Hayley was pretty simple. Ok, basically she was a bimbo. Chris didn't mind that though considering how lovely she was. His mind whirled at the thoughts and notions of her simplicity. Yes, definitely this is one girl he could control and manipulate. Towards the end of the evening, Hayley got up and said politely, "I have to use the little' girls room" She then nudged Debi. Who was busy running her huge hands over Michael's crotch and down his leg then back up. All the while nuzzling his neck. "Whaaaaaat?!?" Debi said in a half drunk little girl's voice that honestly was beginning to aggravate Chris. "C'mon you slut." Hayley said giggling. " I have to fix my makeup and stuff. Come with me." Debi took Hayley's hand and they walked away towards the bathroom. Chris and Michael sat in silence for a few moments looking at each other. Finally Michael said, "Go ahead and ask me." Chris looked puzzled and said, "Ask you what? I don't know what you mean." Michael smirked at Chris and said, "Ask me the question that's been on Your mind all night." Then he added, "I know you are trying to be polite, but it's written all over your face. I thought we best get it out in the open. Just so there is no confusion." Chris sat here indecisive afraid to ask as to offend his host. Michael spoke again softly, "You have my permission to ask. So ask Chrissy." Chris stared at Michael and said, "Why did you call me Chrissy?" Michael smiled and said, "I did? Sorry Chris, I'm half in the bag." Chris smiled back, unsure, and said, "OK, why do they call you Daddy?" Michael paused for a moment smiling looking at Chris and finally said, "They call me daddy because I helped them with their transition. They look to me as a father figure. After all, their real fathers and their families have disowned them. In this community, we are all the family we have." Michael frowned and thn said, "A t-girl's life is very hard. People don't accept t-girls in mainstream society. They see them as abominations against nature, against God!" Chris sat back solemnly and took it all in. Michael sat quietly for a moment then said, "My own daughter was transgendered.. She was born Alex and she died as Lexi. When she came out of the closet, it was hard for me and her mother. God rest her soul. I finally accepted her though. My wife, Nikki, didn't." Chris sat stunned at this man's sudden openness about his personal life. It made Chris very uncomfortable. They sat in silence for a moment and then he said, "How did she die? Lexi I mean. If it doesn't pain you to tell me that is?" Michael distracted by the memory of his long dead daughter said, "Hmm? Oh, she fell in love with a boy. When he found out she was a T-girl, he beat her up and dumped her in the wrong part of town." Chris sat in stunned silence and then said "So, she was murdered?" Michael met his eyes and held his gaze for a long time. Finally he said, "She committed suicide. After what that kid did to her, she just grew distant and quiet. A whisper of her former self. i think she finallyu had enough and ended it." Chris looked at Michael and said, "Mike, I‘m really sorry man." Overemphasizing the fact on how sorry he was. Chris was never good at these things. The truth of it was Chris really didn't care. He just had to seem like he cared. Michael looked at him searching to see if Chris was genuine. ‘Damn this guy is sharp.' Chris thought to himself as he put on his most sincere face. It must have worked because Michael said, "It's ok Chris, it happened almost ten years ago. You see why I look after the girl's though?" Chris nodded. There was nothing else to say about it. Feeling awkward Chris blurted out, "Well, I hope that little bastard that hurt your Lexi got what he deserved!" His eyes distant, as if he was seeing back in time, Michael smiled an evil smile. Chris recoiled from it. It was genuinely evil. Still looking off to somewhere in the past Michael said, "Oh yes. He got what he deserved and more Chris." Chris felt a shiver run up and down his spine. The People Pleaser Ch. 01 Hayley and Debi returned from the ladies room not long after and immediately after they got back the club's DJ announced it was closing time. Michael's solemn mood seemed to change back to a jovial one once the ladies returned. As they were announcing last call Michael said, "How about we all go back to my house and have a little hot tub party?" Hayley and Debi were enthusiastic over the idea. Chris had his doubts but with a little persuasion and pleading from Hayley, he conceded into going with them. He wondered if this was the right thing to do. After all this was new to him and he wasn't gay. ‘6th time tonight.' He told himself but as He and Hayley walked to his BMW. She turned and kissed him. Deep and passionate. God he loved her lips. That removed any doubt he had. They got in the car and sped away to Michael's house. House wasn't the word to describe Michael's home. It was more like an estate. The actual house was big but nothing to be amazed at. The property though, was immense. His home sat on a 30 acre wooded lot. The house itself, a sprawling colonial, was set back from the main street about 20 acres. The entire property was ringed with trees and 10ft high stone wall. The trees camouflaged the wall so it wouldn't look so obtuse. The gate opened and Chris followed Michael's car up the driveway. He noticed how beautiful the property inside the gate was. It was well kept and wooded on both sides of the drive for the first 17 acres. Then the mini forest receded into a plush well groomed lawn. The property was the first thing that distracted him from Hayley's advances on the ride form the club to there. She played with his cock almost the entire ride. Not that he minded, getting a hand job from a beautiful girl is something you don't ever turn down. The magnificence of the property distracted him completely. ‘Someday,' he thought to himself as he drove up the winding driveway, ‘Someday im gonna live in a house like this.' They pulled into a roundabout that led to the front of the home. There Michael stopped and Chris stopped right after him. They all got out their cars. As they walked up the front steps Chris said almost in awe, " Mike, you got a beautiful home here." Michael turned to him as he turned the key in the lock on the front door and said, "Chris, you haven't seen anything yet." They walked into the house. Chris was in awe. The house was definitely colonial but it still had a sense of magnificence to it. Later, Michael would give him the tour of the entire home. All 30 rooms. Michael said, "Well, the domestics are fast asleep in their quarters Chris. So Mi casa zu casa. Help yourself to anything you like." Chris stood there, Hayley hanging on his arm Hayley giggled and then pushed up his lower jaw with her petite hand. His mouth shut with a click. She giggled more and Debi joined in. Michael smiled as he watched them all. Hayley then whispered in his ear, seductively and said, "He means me by the way." And giggled even more. "You can help yourself to me." Chris turned to her and kissed her. She giggled through the kiss. And grabbed his hand. "C'mon Chris, The pool and hot tub are out back" Hayley said to him as she tugged on his arm. As he walked out the back patio doors, Debi was already stripping down. Chris stared at her intensely until Hayley grabbed his chin and guided his view to her. "Nuh uh uh. Chris, you're my date sweetie" She said as she pulled off the crop top to reveal her beautiful tits. Debby was already in the hot tub wearing nothing but her thong panties. Hayley later told Chris that Michael told the girls not to go full nude because Chris was apprehensive of their extra parts. Michael though had no inhibitions. He stripped down to nothing. He really was a magnificent man. Tall, well muscled and hung. Chris looked at him and dreaded stripping himself. He wasn't by any means lacking in his endowment but compared to Michael, he looked small. He watched as Hayley slid her skirt down those long legs. Revealing her entire body. She was bent over in her black thong. Her beautiful round ass pointed directly at Chris. She looked back at him in this pose. Her long dark hair falling down towards the ground. Her legs spread slightly apart. It was a pose actually. Tt was done totally for Chris's benefit. She smiled, put her index finger in her mouth, and said, "Chris, are you gonna play with us or not?" Not taking his eyes off of her, he started to unbutton his shirt. Stripping out of his clothes as he walked toward the hot tub. By the time he reached the edge of the hot tub. He was kicking off the last leg of his jeans. Debi, hanging onto Michael for dear life, One hand on his shoulder, the other under the water said, "Nope. If you wanna come in those gotta go too." She nodded toward his briefs. Hayley giggled and Michael smiled at him. Challenging him. Chris slid them down his legs and hopped in. The rest of the evening, well not evening more like early morning, he played with Hayley in the hot tub. At one point, he watched Debi give Michael a blow job underwater. Michael timed her by his watch. And after 3 minutes when she came up she was giggling furiously with cum In her mouth. Chris laughed as did everyone else. Chris laughed at the silly bimbo though because she was making a total ass of herself. After a little while in the hot tub Michael said, "Well, it's 4am. Debi and I are going to retire for the evening." Chris nodded,standing up and getting out of the hot tub. "Mike, thanks for having me at your home" Chris said smiling. Then to Hayley as he helped her out of the hot tub, "Can I take you home Hayley?" She beamed at Chris and nodded shyly. Michael got out of the hot tub himself and wrapped a towel around his waist. He turned to Chris and said, "Say Chris, it's a long drive back to the city. You're more than welcome to stay here for the night. Hayley would enjoy it and I have plenty of room." Chris thought for a moment then said, "I don't want to be an imposition on You Mike." "Nonsense." Michael said as he put his arm around Chris. "You're a good guy and Hayley likes you. Hell, I like you too. " Chris looked to Hayley. She smiled and said, "Pleeeeeeeeeaase Chris. Let's stay." Chris paused and thought about it. He was tired and the thought of the long drive back into the city exhausted him further. "Well, as long as its no trouble Mike." He said apprehensively. Hayley jumped up and down, clapping her hands and screamed, "Yaayyyy!" "No trouble at all." Michael said and clapped Michael in the shoulder. "Let me show you to your room." Chris lay on the bed of the guest bedroom. Hayley clad only in her thongs and stiletto heels straddled his chest and rubbed his cock with the crack of her ass. His mind was full of questions and he couldn't get into the sensation she was creating by rubbing him that way until he asked. Finally he did. "Hayley how many times have you been here before?" She giggled at this and said, "At one time I lived here. All of Daddy's girls do during their transition." Chris lay there quietly and reflected on this. "How many girls does "Daddy" have?" he asked a little too sarcastically. Hayley didn't seem to notice. "Oh, over the years I would say about 6. I was his second. Debi was his 3rd." "So have you ever slept with Michael? " he asked tentatively. He didn't want to piss her off or seem the jealous type but he had to ask. Another of Chris's golden rules is "Chris don't share". She stopped rubbing her ass against his cock. She looked at him and her face darkened. She searched Chris's face for signs of jealousy. Finally she said, "Does it matter? That was a long time ago" Chris smiled, feeling like anything but smiling he said, "No. It doesn't matter. You're with me now. That's what counts " Hayley's face brightened. She smiled a huge smile and continued to rock on his cock. She then bent down and kissed him hard. She traced her tongue down to his chest and bit his left nipple. "Owww!!!" he yelped as she bit down hard. She giggled at his cry of pain and said, "sowwy." and giggled some more. When she reached his cock. He was all but primed and ready for her. Then she exclaimed "OH!!! I almost forgot." Hayley jumped off the bed and went to the dresser in the room. In the top drawer she pulled out an iPod and came back to the bed. She straddled his cock again. "What's with the iPod?" Chris said. She giggled and said, "Indulge me." as she placed the ear pieces in his ears And turned it on. Some techno mess filled his ears and his head. She then commenced to run her tongue back down his chest to his stomach to his now fully erect cock. She gobbled his cock whole. Surprisingly, as she deep throated his manhood and slid his shaft in and out of her mouth, he noticed she was in synch with the beat of the music. He smiled and rested his head on the pillow, feeling the warm wet sensation of her mouth sliding up and down on his cock. He faintly heard her moaning as she took him fully in her mouth. He also heard something that sounded like a scream and dismissed it as just his imagination. He looked up once when she was sucking his cock to see her cup and massage his balls. she traced her tongue around the tip, licking up all the pre cum he shot already. He watched as she lifted her head and a thin strand of saliva? Cum? Connected her chin to his cock. He smiled and she smiled back at him breaking the thin strand and going back to work on his cock. One thing was certain, Boy or girl, she really knew how to give head. He rested his head back on the pillow listening to the fast beat of the techno music and her soft moans. Occasionally, he would hear another scream, distant and faint, but being so tired and content he didn't acknowledge it. After all was it really his problem? She brought him almost to the point of orgasm when she stopped and moved up toward him again. She reached behind the pillow his head lay on and removed a small bottle of lubricant. Smiling at him, she kissed him thoroughly and then went back down to rub the lubricant all over his cock. Then he watched as she moved the thin strap of cloth that covers her bud to the side. She poured lubricant all over her first two fingers ands then immediately began to jerk off his cock with one hand while the lubricated fingers slid up her ass. She gently rocked back and forth on her hand as she slowly stroked Chris's cock. It was erotic and it showed. Chris's cock was rock solid hard. Tired or not, he was excited. Finally, she removed her hand and gently lowered herself onto Chris's cock. Running her hands over his smooth almost hairless chest, she at first rocked slowly on his cock then sped up until she was almost in frenzy. Her hair whipped this way and that and she moaned and screamed his name as loud as she could. The girl really knew how to fuck! It was the best piece of ass Chris ever had. She had total control over her muscles and she would bring Chris to the point of orgasm only to bring him back down. After a long, long time of her playing pogo stick with his cock, she brought him to a mind blowing orgasm. She fell down on him in a heap panting and sweating and kissing his face all over. He kissed her back and held her. When he tried to remove the earpieces, she pushed his hands down and shook her head. He barely heard her say, "not done yet." as she went down on him and cleaned off his cock with her tongue. Squeezing his cock and licking it. In doing this, she brought him to orgasm all over again. He let his mind wander as she finished him off and cleaned him up and then lay on his chest. He fell asleep like that with her resting and dozing off on his chest. And he dreamed. The People Pleaser Ch. 02 About the same time Chris was asking Hayley his questions about her relationship with Michael, Michael was asking his own questions to Debi. They retired to the master Bedroom not long after departing Chris and Hayley's company. Michael stood in the center of the room, looking down at Debi with mixed emotions. Debi sat on the edge of the king size bed. She watched Michael intensely. After they left Chris and Hayley, Michael's attitude turned very cold, very quickly. She had been sitting on the bed for 10 minutes before Michael finally spoke. . "Debi, What's the number one rule?" He said to Debi, hoping the stupid bitch would get it wrong. "Daddy Knows Best." She said in Her little Girl voice. She looked down at her feet. Her pale blue eyes found sudden interest in the carpet and her toes. She knew better than to look at him. She had been here before and knew the routine for punishment. "And what's the second rule?" He said in a voice that was calm and polite. As if he were speaking to a business associate and not this stupid girl who shamed him earlier that evening. Debi sat for a moment before speaking. Her voice hesitated a little bit before she answered, "Bad girls get spanked Daddy." She continued looking at her feet. "Good girl." he said as he stepped toward her. In that one step Michael managed to cover a good distance and was less than a foot from her. He looked down at her and lifted her chin up with his left hand. Her eyes met his and then quickly looked away. "Look at me Debi." He said in a commanding but soft voice. Her eyes met his once again. Her hands seemed to interlock and squirm in her lap. She fidgeted. "You do know I have to punish you for your behavior tonight don't you little one?" A tear ran down from her left cheek She continued to meet his gaze. "Yes Daddy" She said in that little girl voice that aggravated Chris so much earlier that night. " Debi," Michael said more firmly. His grip on her chin tightened. "Do you know what You did wrong?" He said to her frowning as he said it. "I roont Your favorite top Daddy!" She blurted out in a shrill almost hysterical voice. "It was an accident Daddy! I didn't mean to spill juice on it! I swear Daddy! I'm really, really sorry Daddy!" Her tears flowed freely down her face now, smudging her makeup. She sobbed. It came fast and before she realized it happened, Michael slapped her hard across her face with his right hand. She squealed from the pain blossoming on her left cheek and the shock of being slapped. She rubbed her cheek and her sobs quieted. "NO DEBI," Michael said now completely angry. His facade of civility entirely gone. "I don't give a fuck about the blouse you silly little bitch!" He said as his voice rose and boomed. His face got closer and closer to hers with each word until his eyes were inches from hers. "You know You are NOT supposed to smoke!" He Said as he grabbed her long platinum blonde hair and wrapped it tightly in his fist. He pulled up on her hair and she came with it screaming. He threw her to the floor pulling on her golden locks as he did so. Debi landed with loud thump. Earlier that evening at the club, Chris who did smoke, pulled out his pack of Marlboro's and lit one in his mouth. Michael made a disapproving comment of course. He couldn't stand smokers. Michael viewed his body as a temple and smoking just destroyed the temple from within. He made sure none of his girls smoked cigarettes. He wouldn't tolerate it. Chris was his own man. And, of course, He wasn't Michael's. So he tolerated it from Chris. When Debi asked Chris for a cigarette though. It was all he could do not to take her outside and punish her on the spot. He let her have that indulgence. He didn't want Chris to see his temper, so he let it go at the club. Now that they were in private though? Well, that's a different matter altogether. She looked up at him, a look of pleading on her face, and cried harder still. Regaining his composure, Michael said, "Debi, crawl to me little one and take your punishment like a good girl." "Yes Daddy." she said in a whisper as she got on all on fours and proceeded to crawl to Where her Daddy and Master stood. She sobbed as she did so. She thought of pleading with him but knew it wouldn't do any good. Instead she remained silent. He watched her crawl across the five feet between him and her, whimpering as she did so. He felt a sense of regret in losing his temper and hitting her in the face. Already her cheek was turning an ugly shade of purple. She did however break his rules and for that, no matter how much he regretted hitting her, she must be punished for it. She broke the rules and thought she could get away with it. Now she must pay for her transgression. When She reached him, she rested on her knees. Her Big blue eyes, rimmed in red from the tears, looked up at Michael. He felt compassion and anger as he looked down at her. His mixed emotions at war with each other. He grabbed her by the hair again and said, "Come Bitch." He walked, leading her by her own hair, to the bed. He let go of her hair and reached for the belt he wore earlier that evening. He snapped it in his hands and Debi flinched at the sound. Michael smiled. It was a cold smile. Compassion was gone. Anger was gone. His face looked as if it were made of stone, cold and hard. He snapped it again and said "What do you have to say for yourself Debi?" She looked at the floor. This was routine when she got punishment. Unless he said otherwise, she would not meet his eyes. To meet his gaze would be challenging him and that would mean worse punishment. Staring at the floor she said, "I'm Sorry Daddy. I didn't think Daddy. I deserve to be punished Daddy. Daddy knows best." Michael smiled at the resignation in her voice. She really was a good little slut. He felt his cock stir at this. He was getting excited. He sat on the bed and said, "Raise your skirt Debi and lay across my lap." She stood and slipped her tight denim skirt up over her hips and silently lay down across his lap. Her ass set square on his right thigh. He said to her, " Debi, I don't like punishing you," a lie, "but you have to respect My rules. Every time my belt hits your ass, I want you to tell me what a dumb cunt you are and thank me for punishing you." "Yes Daddy. Thank You Daddy." She said softly. He smiled again and brought the belt down. Smack! Debi yelped and then said," Thank You Daddy! I'm such a dumb cunt!" His smile widened. Smack! Debi moaned and said," Thank You Daddy! I'm a dumb cunt!" He did so again. Smack! "Thank You Daddy!!, I'm such a dumb ass Cunt!!" She moaned even louder. She felt warmth spread across her ass cheeks and deep in her stomach. She was getting excited as well. Michael spanked her 17 more times. Each time she moaned louder and each time her declarations were more pronounced and elaborate. On the last blow, Debi was all but mewling. Smack! "Thank You Daddy!!!!!" she said in a breathless little girl voice. "Thank You Daddy. Debi is a stupid, dumb, fuck whore cunt Daddy!!! Debi Is such a worthless cunt Daddy!!! Thank You daddy for showing Debi how stupid she is!!!" Michael beamed. He had reduced her to a nonsensical little child. Correction, a horny nonsensical little child. He patted her crimson ass lightly. She mewled and moaned. She squirmed in his lap and then got up and went to her knees in front of him. She bowed her head and stared at his feet. Michael said "Has Debi learned her lesson?" "Yes Daddy. Debi learnt her lesson Daddy. Debi won't smoke those icky cigarettes again." She said while keeping her head bowed and then she said, "Daddy?" "Yes little one?" Michael said as he untied the belt on his robe and pulled it open, revealing his massive, fully erect cock. Instinctively Debi craned her neck forward and kissed the tip of his cock and then licked the tip. She then licked the shaft up and down. She stopped and said, " Daddy, do You forgive Debi for being such a stupid cunt?" She then started to kiss his cock lightly up and down his shaft. "I will Debi. Daddy always forgives his girls. First though, Daddy is going to use you and see how sorry you really are." He said as he grabbed her hair again and pulled her closer to his cock. She sucked him greedily taking his massive cock fully into her mouth. She gagged once, as she always did with Michael. When she gagged, Michael slapped her lightly across the face. She moaned at this while she stroked his cock with her mouth. After five minutes of Debi worshiping his cock, Michael pried her off it. He got up and went to the closet. Debi climbed onto the bed as he did so. He came back from the closet with a few items. Debi kneeled on the bed and waited for him. He put the assortment of toys on the bed. Debi moved closer to him and he put the collar around her neck and locked it with a small silver padlock. He attached a small silver chain to the collar and to the bed's wrought iron head board. The chain was roughly 6 feet long which allowed Debi to move freely on the confines of the bed. He smiled at her as he unbuttoned the small white blouse she was wearing to expose her naked d cup breasts and the two inch rings that were pierced through her nipples. Michael watched as Debi pulled on the nipple rings at his command. She pouted and mewled as she pulled down on them, exciting Michael further. He ran another chain through each of the rings and connected them both together with another silver padlock to form a single chain. He attached two leather restraints to each wrist. Each had a 2 inch ring sewn into the leather. Finally, he locked a silver chastity device around her shriveled boy-clit and ran the silver chain through the eyelet on the device. "I'm going to fuck You hard, you little slut!" Michael said in deep guttural voice. There was no kindness in it. "I'm going to make You hurt. Would you like that you fucking worthless cunt?" He said as he pulled hard on the chain. Debi squealed as the chain simultaneously pulled down on her nipples and up on her useless boy-clit. "Oh yes Daddy! Please fuck me Daddy! Make me hurt!!!" she moaned as he pulled even tighter on the chain. Michael pushed her back on the bed and rolled her over onto her stomach. She moaned. He grabbed her arms and pulled them behind her back and locked the two wrist restraints together. He lifted her ass up so she was kneeling on the bed. Her crimson ass high in the air and her head face down against the mattress. The silver chain he attached to her tits and clit ran in between her legs. Michael slapped her ass hard and yanked on the silver chain between her legs. Debi squealed once again, loud and shameless. He positioned himself directly behind her and said, "Beg me to fuck you whore!" As he simultaneously yanked on the chain and thrust his cock inside her. Debi screamed. "Pleasepleasepleaseplease Daddy. Please fuck Debi's tight slutty ass! Make Debi huuuuurt Daddy!! Please fuck Debi real good Daddy!!" She moaned as Michael sawed his way in and out of her. He fucked her dry. As uncomfortable as it was for him, it was painful for Debi. She screamed while he rammed his cock in and out of her slowly. Each thrust in was quick and painful. Each time he yanked the chain between her legs. All the while she screamed and begged him to fuck her harder and faster. He pulled out and finally lubricated her ass and his cock to finish her off. He thrust deep into her and then quickened his pace until he finally exploded into her, filling her up with his seed. He pulled out and said, " Do You have something to say to me Debi?" as he yanked the chain a final time. Debi lay exhausted and squirmed at the final yank of the chain. Her entire body ached. Her ass was sore, her tits were sore. Her ass cheeks burned from the spanking she received earlier. Her clit was throbbing and wet. It was painful but it was also fulfilling. During all this, her clit shot out clear seminal fluid. She came multiple times. She trembled as if the orgasms she received were an earthquake and these trembles were the aftershocks. She lay there for a few moments before she said in her little girl voice, "Thank you Daddy, for forgiving me. Thank You for fucking me like the useless cunt I am. Thank You for showing me how stupid I really am Daddy." "Good girl." He said to her as he lubricated a butt plug and inserted it gently into her ass. His anger was gone. He had nothing but compassion and love for his "daughter" now. He unlocked her wrists and removed the restraints. He unlocked the chastity device and the chain that ran through it and the rings on her nipples. He looked into her face. There was no malice or reproach in her simple face. Beads of sweat stood on her forehead and cheeks, intermingled with the tears she cried earlier. He brushed her long blonde hair aside and out of her eyes and kissed her forehead. Michael got up form where Debi lay and went to the walk-in closet on the far side of the room. He dressed quickly in a pair of sweats and a t-shirt. He then went to the bathroom. He turned the faucet on the whirlpool tub and dipped a washcloth in the cool water when it started to fill. He came back with the washcloth and sat next to Debi. Gently, Michael wiped the sweat from her brow and gently patted the damp cloth over her face. He leaned down into her and gently kissed her lips and her forehead. Michael unlocked the padlock on the collar around her neck and picked Debi up in his arms. He carried her into the bathroom and set her in the tub. He bathed her as the sun came up and lit the bedroom and bathroom up with the pale haze of morning. In the distance, he could hear the soft moans of Hayley and Chris consummating their date. As he bathed Debi, who was now in a semi lucid state, He couldn't help but think of why he treated her so harshly in her punishment. Granted, he had delivered more severe punishments in the past to Debi and Hayley and the other girls but not for smoking a cigarette. 'The truth of it is,' He thought as he ran the washcloth over Debi's taut stomach, 'That kid got me riled.' He liked Chris, of course, but Michael wasn't used to being challenged. At the club, he underestimated the kid. He knew the kid was a homophobe and could see that he masked it well. It was why he approached him at the club in the first place. He wanted to have fun with Chris. Chris, however, held his own. And then at the hot tub when Debi said he had to remove his boxers. Michael challenged him. Even though no words were spoken, it was there. There eyes met and the kid won. He admired Chris for it. Chris reminded him of himself when he was that age. It also upset and angered him though that he underestimated Chris. He took his anger out on Debi. 'Oh well,I misplaced my anger, I need to be careful in the future about that.' he thought to himself as he ran the washcloth down her long supple leg, 'I'll pamper her the next few days, and take her on a shopping spree.' He thought as he picked her up out of the tub. She put her arms around his neck as he carried her to the dressing table. He set her on the chair and patted her dry with an oversized towel. He carried Debi back into the bedroom and laid her on the bed. He pulled the covers back on the other side of the huge bed and then picked her up and tucked her under the covers. She looked up at him with adoration and he smiled at her. She returned his smile and closed her eyes. He kissed her gently on the lips, then on the forehead again, before drawing the curtains. Darkness enveloped the room. He shut the door on his way out and went to the kitchen to get an early breakfast. Michael rarely slept more than 5 hours a night. He was tired but he also was wide awake. His body strummed like a live wire after he gave discipline to Debi. He looked at his watch. 5:45a.m. The domestic help wouldn't be on for another two hours. Sundays, the help started later than usual. He changed direction and instead went down the hall to the weight room. He would do a quick workout, build up an appetite, and later in the day he would catch a nap to make up for the lost sleep. As he set the Nautilus machine to 220lbs., he thought about Chris. The kid intrigued him. But there was something about him though. It was as if underneath the open friendly face lay another face. He could almost see it. It seemed almost contemptuous, even of itself. The kid was sly, that was certain. He decided he would get to know this kid better. Perhaps he's found his protégée? If not, he could always discard the kid. He's done it before. When his would be protégées could not live up to his expectations, he would cut them loose. Michael had made and broke a lot of men whom he had groomed to be successful. This kid though seemed worthwhile to take an interest in. He lay down on the bench and started his workout. He started at 220lbs for a warm up. He would gradually work his way up to 280 by the time he was done with the bench press. There was no doubt he would keep Chris close to him and see if the kid had what it takes. If he does, he'll take him under his wing and groom him to be his successor. If not. no loss. He let it go for the moment. He felt really good despite his fatigue. "Yep, it's gonna be a beautiful day." He said to himself out loud. The sun was fully up and the sunlight beamed through the window on the far side of the room. "It's a beautiful day and I have a feeling its gonna be a good one." he said to himself again and smiled. The People Pleaser Ch. 03 He is alone in the darkness. He hates being alone. He's always hated being alone.He knows it's only a dream. He has had the same dream on and off since he was a child. He hears a voice echo in the darkness. "You'll never know love." It's the voice of his mother. He looks around to see her . The voice comes again from everywhere, nowhere. "You'll always be alone in your heart, Chris. You don't know how to love" He cries and says, "I don't want to be alone! I want to love, be loved, and to know love!" He falls onto his knees and puts his hands to his face. He cries like a child because he knows his mother is dead and this is only a dream. He'll never be able to say sorry or to show her he did love her. He whispers to the darkness, "I'm sorry, momma, I'm so sorry." She doesn't answer him. His tears trickle down and finally dissipate. He tries to get off his knees but finds he can't. He crawls in the darkness, trying to find a way out He knows he will wake up. He knows this is a dream but he feels panic nonetheless. He is alone, it's cold and he is blind in the darkness. 'Is this hell?' He thinks to himself, becoming even more panicked at the thought that it isn't a dream. Something is different this time. Something or someone is in the darkness with him.. He crawls onward in this nothingness for what seems an eternity. He hears laughter, and crying and voices from the past. He entertains the thought that he might be insane. The voices mix and mingle with each other, he picks out his mother's voice, his ex fiancee. He hears the voices of those he wronged mingle with each other and he falls into despair. This is hell and he is lost in it. He hears a voice that he doesn't recognize. A man's voice. It tells him to move forward, to follow his voice. It says it will show him the way out. The man's voice grows louder drowning out the others as Chris crawls onward. He realizes he can see things now. He looks up and sees a light in the distance. Hope fills his heart and he crawls faster to the light. He sees himself in the polished floor of this hell. Something is wrong because his image is of a woman. Something is definitely wrong but he doesn't care he just wants out of this hell. He crawls faster toward the light. The voice is gone now. It quieted as did the others when he found the light. He hears music now. Pop music. He keeps crawling. The music becomes louder and louder with each movement he makes. He hears a voice and feels he's being pulled now. Yanked out of this hell and away from the light. He screams, "Noooooooo!" As he is yanked from the light. He wakes up. "Good afternoon, Sleepy head!" Hayley said to Chris in a singsong voice. He sat up in the bed. Hayley sat at the edge of the bed. She was putting her hair in a pony tail and securing a pink scrunchie in it. The boom box on the dresser pumped out a steady beat and Annie Lennox sang about how she was born an original sinner and born form original sin. Chris rubbed his eyes. "Ummm, good afternoon." He said in a confused voice. The dream already fading into nothing. He recalled the previous evening's events, smiled and said, "Afternoon? What time is it?" "It's about 2 in the afternoon." Hayley said in a very chipper voice. She crawled the length of the bed to him and kissed him deeply. "Thanks for a wonderful night Chris." she whispered into his ear. He felt something stir below his waist. She giggled when she felt his response. She smiled and said, "Daddy wants us downstairs in half an hour for a late lunch. I have to finish getting my make up on." She moved off of him, giving his cock a gentle squeeze as she did so and walked to the adjoining bathroom. Chris watched her go into the bathroom. He couldn't fathom her needing to finish her makeup. She looked perfect. He couldn't get over her beauty. She was more casual in her appearance this afternoon, dressed in a pair of denim short shorts and a white and pink jersey style crop top that proclaimed in pink lettering that she did indeed "like boys". He threw his legs out of the bed and sat on the edge. The first thing he noticed when he stood up from the bed was that his body was sore. That was understandable, considering the previous night's events . The second thing he noticed, which he could not explain, was that his pubic region was completely shaven. He stared at his cock and the smooth skin above it. He didn't remember shaving it at all. He walked into the bathroom where Hayley was. She turned to him smiling. Her smile faltered when she saw his face and she said, "What's wrong, Baby?" "What have you done? What happened to my pubic hair?" He asked in disbelief. "Ummmmm, I shaved it for you last night, Baby." She said, biting her lower lip and wrapping a wavy strand of hair around on her finger, "I'm so not into hairy men down there. You don't like it?" She moved toward Chris. He stepped back. "Well you could have asked me, before you decided to do this in my sleep!" Chris said, clearly angry. He turned and walked back into the bedroom. Hayley followed after him. He searched for his boxer briefs. Hayley watched him. Her arms crossed as she pouted. He found his jeans instead and started to put them on. "Chris, please don't be mad at me." Hayley said in a distressed voice, "I'm really sorry but, well, it's hot. I really love a man that's clean shaven down there." She walked to where he stood and put her arms around his neck. He tried to move away from her but she moved closer as he pulled away. "Please, Baby, don't be mad." she pouted, "I'll make it up to You. I promise I'll never do anything you don't want me to ever again." "Well, if You just had asked me, I would have done it for you." Chris said, his anger diminishing. He put his arms around her waist. His mind turned to other things. Other things being Hayley's ass. He grinned as he ran his hands from her waist to her ass and gently squeezed both of her cheeks. His grin deepened and he said, "Now, just how are you going to make it up to me, girl?" Hayley smiled a wicked smile. She pressed her body against his firmly. Chris could feel her breasts against his chest. "Well, I could do this." She said as she grabbed his cock and slowly stroked it until he was fully erect. "Or i could do this." She said as she slid her body down his until she was on her knees in front of him. She licked the tip of his cock while she slowly pumped it with her hand. "Or would you like me to do this, Baby?" She let out a sigh as she slid his pulsating member fully into her mouth, cupping his newly shaven balls in her left hand. "Yes," Chris stammered, "do that, please." She giggled and continued to stroke his cock with her mouth and hands. He stared down at her as she licked the shaft of his cock up and down and then slid it back in her mouth. He almost came when she looked up at him with his cock fully in her mouth. Her eyes. They were so innocent looking and it excited him. She giggled after she saw the look on his face and continued to slowly bob his cock in and out of her mouth. After a few minutes, Chris grabbed her ponytail and slowly rocked back and forth on her mouth. Hayley mewled at this. He pulled tighter on the ponytail. Hayley moaned. He began thrusting his hips faster and pulling her hair harder. She pumped his cock faster and squeezed his balls, moaning ever louder as she did so. He came hard and shot his seed in her mouth. She sighed as he filled her mouth with his seed. Hayley squeezed his cock and milked it, sucking while she did so. Chris's body trembled from aftershocks coursing through him. He watched as she swallowed while she sucked the cum out of his cock, making sure she got every last drop. She licked his shaft up and down and licked the tip of his cock. Finally, she tucked his now diminishing cock back in his jeans, zipped him up and buttoned them. She looked up at him, smiled and said, "Baby, I just love Your cock. Thank You for letting me suck it." She giggled. Chris took her hand and helped her up. He kissed her deeply and let her go. He swatted her on the ass and said, "Go fix Your makeup, Hails." and went back to finding his clothes. Hayley giggled and turned to the bathroom. Michael was sitting at a table next to a Raven haired woman when Chris and Hayley entered the study. The woman was pointing to figures on a sheet of paper with her pen and Michael was nodding. There were papers strewn about on the table next to a black soft briefcase. The woman was older than Chris, but younger than Michael. Chris guessed she was in her mid thirties. She was extremely attractive in a bitchy, prudish way. Her attitude and tone of voice were professional and no nonsense as well as her attire. Her black dress suit gave hint to her shapely body and her modest black patent pumps accentuated her shapely and defined legs. Her white top was open at the throat. The only thing that distracted Chris from her bosom was the black choker. The choker displayed a sapphire about the size of a quarter, trimmed in silver, which amplified her sky blue eyes. Her hair, black as coal, was pulled back tight against her scalp and tied in a bun in the back of her head. Fine wisps of hair fell onto her forehead. She was hot and her demeanor and dress only made Chris think wicked thoughts of secretaries, librarians, and schoolmarms. The kind that work at gentlemen's clubs on weekends, that is. When they entered, Michael and the woman looked up. Michael smiled, the woman's lips pursed together when she saw them. "I see You finally got him up." Michael said to Hayley, "A few more minutes, I was going to send someone to get you both." Michael stood up, his sheer size still amazed and intimidated Chris. "Hi Daddy." Hayley said as she stood on her tiptoes and kissed Michael's cheek. Out of the corner of his eye, Chris saw the raven haired woman roll her eyes at this. Hayley turned her attention to the woman and said curtly, "Hello Ma'am." Chris could clearly hear Hayley's distaste for the woman in her voice. Their eyes locked. "Hello Hayley," The woman said with equal distaste, "Long time no see. Still daddy's little girl, I see?." she rolled her eyes once more while saying it. Hayley put her arms around Michael. She held her gaze on the woman's eyes and said, "Yuppers, I sure am, Ma'am. I see you're still the Bitch Queen of Broken Dreams, Ma'am." Chris looked uneasily at Michael, hoping Michael would intervene. There was an expression of amusement on Michael's face. "Better a Bitch Queen than a silly little bimbo." The woman said in a pleasant voice. She spoke As if she was having brunch with friends instead of a verbal war with Hayley. "Speaking of bimbos, where's your brainless slut of a sister at today? You two are usually joined at the hip. Well, birds of a feather and all that." The woman said in sarcastic tone. Hayley's eyes faltered and she looked down. It was all it took, and the woman seized upon it. Sensing victory, the woman said, "Oh that's right. You don't know what that saying means, do you? You don't know much of anything, do you Hayley? Except maybe how to get a man off and do your nails." The woman laughed, a look of triumph on her face. Hayley kept her head down and looked at the floor. She was beaten. The look of amusement was still on Michael's face as Hayley let go of him. She kept her head down. The silence was only a second or two, it seemed an eternity, until Chris spoke. He had to save Hayley from this woman's tongue lashing. "Hello, I'm Chris, Hayley's boyfriend. Its nice to meet you, Miss?" He asked her, not knowing her name. He put his arm around Hayley's waist to comfort her. Hayley moved closer to him, a grateful look on her face. The woman looked Chris up and down and said in a pompous tone, "It's Mz. Lehrer, thank you very much." This woman was a bitch, tried and true, yet her bitchiness made her all the more attractive. Michael finally spoke. "Erica? Lighten up." He said in a stern tone. The amusement was gone from his face. "This is the young man I was telling you about. Can you please be a bit more courteous to him and Hayley?" Erica looked up at Michael, then looked away and said, "Yes Sir, sorry." She then turned to Chris and said, "Please forgive me for my rude behavior. I sometimes have a tendency to be standoffish. Michael's told me how he's impressed with Your knowledge of finance. It is a pleasure to make Your acquaintance, Christopher is it?" She held out her hand. "Just Chris. Only my mom called me Christopher." He said with a smile as he took her hand. Their eyes locked for a brief moment. Even though she apologized for her pompous attitude, Chris knew she was anything but sorry. He could see it her eyes. She pumped his hand three times before letting go. Chris still held her gaze after they shook hands. He sensed that he was in a battle of wills with Erica. If he looked away, he would lose. not as dismally as Hayley had lost, but still, he would lose. He continued to hold her gaze in the silence. Michael broke the silence and thier battle of wills as well. "Erica? I would like you to join us for a late lunch. We need to finish going over the monthlies. That wouldn't be an imposition on you, would it dear?" Michael asked. Chris understood all too well it wasn't a request, but a demand. "Not at all, Sir." Erica said, "It would be my pleasure." She smiled. Chris had the idea that if Michael asked Erica to get on her knees and suck his cock, not only would she do it, but she would while her friends and family watched. She was a go getter after all. "Excellent." Michael said as he picked up the phone. He pressed 9 then 0 and said, "Sonia? We'll be having lunch for 4." He listened for a moment, then said, "Yes, that would be fine. Please set it out on the west Deck that would be great. Thank you, Sonia." He hung up the phone. "Is Debi going to have lunch with us?" Chris asked Michael. Michael paused a moment, then said, "Debi won't be joining us. She had some personal obligations to tend to and left earlier this morning." Hayley looked away and Erica smirked. 'Why are you lying?' Chris thought but didn't say. Chris could read people. It was his job after all. He didn't know what was going on, or why Michael lied but he sensed the tension in the room. It could be cut with a knife. He didn't really care for Debi much. She annoyed him immensely, but a warning flag went up in that moment Michael lied. The fact that he was the only one in the room who was not privy to the truth, made him uneasy. "Oh ok," he said, trying to sound concerned, "I hope everything's ok with her?" "Nothing to worry about, Chris." Michael said in an upbeat tone. "Debi has family problems, that's all. Let's head downstairs. You two must be famished." Michael walked to the door, Erica followed him. Chris looked at Hayley. Her earlier enthusiastic mood was solemn. She gave Chris a wan smile and took his hand. They followed Michael. Chris drove Hayley home in the early evening. Throughout lunch and most of the ride home her mood was solemn and she remained quiet. He tried to coax Hayley into conversation but her responses were short and brief. As he drove, like most other times, his thoughts turned inward. He reflected on the lunch earlier in the day. During lunch, Michael and Erica discussed the monthly revenues, losses and the projections for the next month and quarter. Chris listened intently on their discussion and would occasionally add an insight on what they were discussing. There was a saying he learned very young in his career, "It's best to remain silent and thought a fool than to speak and remove all doubt." He only interjected in their conversation when he knew what he was talking about. He didn't want to seem pompous and a show off. He didn't want to overstep boundaries. "Noone likes an attention whore" was a very important rule in his golden book of rules. So he remained quiet for the most part. He learned a lot about Erica during lunch. At first, he wondered if she was TS like Hayley and Debi. He found out later from Michael that she was actually a genetic girl, a feminist, and a dyke to boot. Erica came from a broken home and a sexually abusive Father. Throughout her college years she dated men of the same caliber as her father. After college, she met a woman who was a lesbian, fell in love, and since dated women almost exclusively. After lunch, Erica left and Hayley excused herself. He and Michael sat and talked over coffee. When Michael asked Chris what he thought of Erica, Chris said, "Honestly? She seems like self righteous bitch." Michael bellowed out a hearty laugh. Chris smiled, embarrassed. When Michael's laughter faded to chuckles he said, "Yeah, she's a tad overbearing and pompous, but she's the best. I wouldn't have anyone else handle my affairs." Erica worked for Michael for the past 7 years and fast tracked her way to becoming Michael's "go-to-guy". She oversaw all of Michael's business affairs. "The woman has a gift for business and other innate talents that I appreciate. She's cut throat, vicious and she get's the job done." Michael said smiling. Chris smiled back. He didn't like Erica one single bit. She was aggressive. She was bitchy. She was a lesbian. He realized he wanted her. If Chris was a deeper person he would have realized he didn't like Erica because they were one and the same. A corporate shark with an ambition that exceeds their own expectations. A person who would sell their own soul, or sell the soul of their mother, to get ahead in life. Being that he was a shallow person by nature, this thought never crossed his mind. He didn't like her, nor did he trust her, but he wanted her nonetheless. He would have her, he thought to himself, one way or another. Little did he know, Erica was thinking the same thing. After coffee, Hayley and Chris said their goodbyes to Michael. Chris thanked Michael for his hospitality and promised to keep in touch. The drive back to the city was long. Thirty minutes passed since Chris gave up on making conversation before Hayley spoke, "—oyfreind? " "Hmmm? what babe?" He said not hearing her the first time because he was deep in thought. "I asked if You were really serious when you said You were my boyfriend?" Hayley said looking at him now. When he didn't answer right away, she said quietly, "You said it when you introduced yourself to the Bitch Queen. I just was wondering if you were serious." She lowered her eyes. Chris looked at her, lifted her chin to meet her gaze and said, "Hayley, yes, you're a wonderful woman. I am so glad I know you and could be with you." She smiled at him for the first time since they left the bedroom that morning. He smiled back and said, "Do you want me to be your boyfriend?" Her smiled deepened. She beamed, in fact, and said softly, "Yes, I do, Chris." He took her hand in his and smiled. The drove on. Twilight entered the sky when Chris finally pulled up in front of Hayley's apartment. The drive stiffened his body and he got out of the car and stretched. He walked around the back of the little black BMW as Hayley opened her door and got out. He followed her up the steps to the main door of the building. She turned to him and smiled. "Chris, Thank You for a lovely time last night, and this morning. I'm sorry I was a bit moody this afternoon." Hayley said, as she bit her lower lip and looked at her feet. She was nervous and she shifted her weight from one foot to the other. "It was my pleasure Hails." Chris said smiling. He really did like her. He thought he was a bit preemptive in saying he was her boyfriend but it made her happy for the moment. That's what counted. He took her hand and said, "Don't worry about being moody. You had every right after the way that woman treated you." The People Pleaser Ch. 03 Hayley's smile deepened. She fidgeted more and said, "Thank You for coming to my rescue, Chris. You're really my hero." She moved closer to him and before he could realize it she kissed him. His tongue met and entwined with hers. He pulled her closer to him. She pulled her tongue out of his mouth and licked his lips before it slipped back into his mouth. An elderly woman on her porch across the street watched as they kissed. Chris heard her say in the distance 'get a room' before she got up and walked into the front door of her building. He chuckled through the kiss. Hayley pulled back and looked at him as he grinned. She grinned as he held her close to him still and said giggling herself, "What's so funny?" Chris chuckled all the more and said "Your neighbor across the street said we should get a room." Hayley laughed and said "That old busybody?" She lowered voice and moved closer. He mouth to Chris's ear and whispered, "I bet you she's looking out her front window right now. Don't look!" She giggled all the more. Chris shifted his gaze from Hayley and scanned the building across the street. Sure enough, the woman was watching them through her blinds. He laughed all the harder and said, "Well, should we put on a show for the neighbors? Or should we finish this somewhere else?" Hayley looked at him with a flirty smile. She scanned his face, gauging his seriousness. "Well, you did save me from that awful Erica." she said in a playful, matter of fact tone, "So, I GUESS I owe you something for being my hero." She rolled her eyes and giggled. "Well, Ma'am," Chris said in a southern drawl, as he tipped back the imaginary hat on his head, "it's just what us cowboys do. Kill the bad guys, save the damsel in distress, and ride off into the sunset." He smiled. Hayley just looked at him quizzically. "Cowboy? I thought you were a stock broker or something." She said slightly confused. Chris laughed. Her face was one of puzzlement but she giggled with him. "Babes, I'm a mortgage broker. I was joking about being a cowboy." he said chuckling. "Oh. Well, whatever." She said in a dismissive tone. "Anyway, would you like to come up and see my apartment?" "Yes, I'd like that very much." Chris said, the hint of amusement still in his tone. "Okies." Hayley said. Chris let her go and turned to see the woman had left the window. Hayley rummage through her purse and, finally, found her key. They walked in the building. The building was a dump. On their way up the stairs to the third floor, Chris noticed the condition of the building. It was an old building, as are most buildings in this part of town. The walls were cracked in spots and paint was peeling in areas. Each floor had two apartments to them and were lighted by a single outdated sconce. The dim lighting made the condition of the place seem worse. On the second landing, an elderly man in a wife beater t-shirt that didn't quite cover his massive stomach stared lecherously at Hayley. Hayley saw him and said, "Hi Harry.", as they passed by the old man. Chris glared at the man and he looked away, finding something more interesting on the wall to look at. They reached the third floor and Hayley's apartment. She produced another key and they entered the little one bedroom apartment. As Chris walked in, he was shocked at how small her place was. His own condo was small, yet it seemed the size of a mansion compared to Hayley's place. The living room would have been decently sized, if it didn't include the dinin area and kitchen as well. A well used and worn couch sat against one wall and a dark scratched coffee table sat in front of it. A computer desk and chair sat on the opposite wall in the corner. To Chris's surprise the computer was a new Dell and in the midrange price level. The kitchen was nothing more than 9' of the living room's inside wall. 4' of cabinetry ran in between the fridge and the stove and in the center was the kitchen sink. In front of the little "wall of kitchen" sat a round table with two chairs on opposite ends. It was a dump, but Hayley kept it neat and homey. She gave him a quick tour of her modest apartment. She finished the tour in her bedroom. It was small, easily 8' by 8'. A little twin bed was pushed up against a wall and a dresser sat on the adjoining wall. Chris wondered how on earth Michael would let her live in such a place. Let alone such a run down neighborhood. He smiled when she asked him what he thought of her place. "Its comfy." he said, not knowing what else to say. He didn't want to hurt her feelings. Hayley smiled and said proudly, "I know, it's small, but it's mine." She sat on the bed and patted the spot next to her. Chris came willingly enough. "Now," she said as he sat down next to her, "Where were we?" She ran her hand along his chest. Chris smiled and said, "I believe you were going to repay me for saving you from the bitch queen, as you so eloquently put it." He smiled and asked, "What was that all about anyway?" Hayley's smiled dissapeared. She looked at Chris and said "I really don't want to talk about her, Chris." She lowered her head and said in a whisper, "She's just not a nice person." Chris looked at Hayley. He lifted her chin and said, "I'm sorry, Hails. I don't want to bring you down again. Forget I ever brought her up." He smiled at her. Hayley smiled back cheekily. She lunged at Chris knocking him off balance. He fell backward onto the little bed, hitting his head against the wall with a loud thump. "Owwwwww." He said and rubbed the top of his head, still smiling. Hayley brayed laughter at the sound of his head thumping into the wall. She giggled, as she said, "Awww, poor baby. Let me kiss it and make it better." She moved on top of him and straddled his chest. She kissed the spot he had rubbed and kissed his forehead and nose until her mouth met his. She slid her tongue into his mouth and pulled out and then slid it back in. Her tongue darted in and out of his mouth. She slowly rocked on his chest as she kissed him. He reached up and grabbed her hips as she rocked on his chest and slid her body down to his groin. She continued to rock and rub his cock with her gyrations. She stopped kissing him and sat up. He looked at her, looking down on him. She smiled, reached back and undid the ponytail in her hair. She whipped her head to the left and right letting loose the dark wavy hair that was held captive by the scrunchie. Her Hair lay across her face. Chris smiled, saying nothing. Hayley pulled her top off. Her breasts, freed from the taut restraints of the tee, pointed at him pertly. Chris slid his hands up her waist to her breasts and rubbed her nipples with his thumbs. Hayley moaned and continued to gently rock on his pelvis. He raised his head and licked the left nipple on her breast and bit down gently, testing her pain threshold. She moaned louder as he sucked gingerly on her breast. All the while, he continued to rub her right nipple with his thumb in a counter clock wise motion. She pushed him back down, his head hit the mattress. She stared at him and ran her hands along his chest. Hayley smiled and bit her lower lip. He smiled back, as her hands settled on his chest and she ripped open his shirt. The buttons on his shirt flew off in different directions. Hayley giggled and said, "Oppsie." She craned her neck down and traced her tongue along his chest. It was Chris's turn to moan. She continued tracing her tongue on his chest, down to his stomach until she reached the hem of his jeans. His cock, straining against the denim of his jeans, popped out when she unzipped his fly. She licked her lips at the sight of his cock. Chris thought to himself, 'I bet she isn't even aware she is licking her lips. I bet she doesn't even know she does it.' It turned him on. He closed his eyes. Hayley smiled and said, "Do you like that, Baby?" She continued to slowly move her hand up and down his cock. "Yes, Hayley, please." Chris said with his eyes shut. He strained not to prematurely cum. He was afraid to look at her. Afraid that if he saw her face and the look on it, he would be helpless not to cum. She giggled. He sensed her shift her weight and looked to see her unbutton her denim shorts with her free hand. He saw the hint of her pink satin panties. This sent a rush of smutty desire through him. His body trembled. A Feeling of vulnerability came over Chris in that moment. He was helpless not to feel vulnerable. Hayley was in control for the moment, at least. Hayley sensed it. She felt his body tremble and said in a whisper, "Awwww. Does my baby feel good?" She smiled and said in a pouty, indulgent whisper, "I can make my baby feel real good." She continued to stroke him, picking up a quicker rhythm. Chris moaned, on the verge of coming. He fought the impulse to give in and let his ecstasy overcome him. He never felt this out of control in his entire life, except for one time. It was a new experience for him and it scared him. Chris never felt out of control except for one moment in his childhood when his mother, who never punished him, spanked him. Her excuse for not punishing Chris was always, "Boys will be boys." or "That's just the things boys do." Except for the one time, he was 6 years old. Chris's father left them when he was a small child of 3. Abandoned was a more accurate word. He never really knew his father. His mother rarely saw men after his father left. Occasionally, she would have a boyfriend. Being a single mother who worked two jobs though, took it's toll on her love life. She always told Chris, he was her little man. One day, while his mother was at work and he was alone at home, Chris wandered into her bedroom. He admired his mother, her being the only role model he had in his life, and one day got into her things. He went into her room with no intent. All things though, that go wrong, always start without intent. He browsed curiously at the things on her dresser. The perfumes, the jewelry box, the hair brushes and the clips for his mom's hair. He picked up a small hair clip and turned it over in his hand. He opened and shut the clip. He giggled at how if you pushed one end, it would spring open and pushing it the other way, it would spring closed. He put it in his hair. Chris laughed at the reflection in the mirror, his long brown hair standing up from the top of his head. He took the clip out and placed it on back on the dresser. He opened the top drawer to find his mother's intimates. Chris felt a weird sense of excitement at seeing his mother's undergarments. He felt funny but in a good way. His eyes and hands sifted though the assortment of colors. His underwear was plain ole white cotton briefs. His mothers was all different kinds. The blacks and the reds and the greens and blues. The pinks and violets and pale yellows. No two pair were the same. Some had no bottom. Some were cotton, some were silky. Some had lace edges and some were all lace. He also noticed her underwear didn't have the little pocket in front. He felt intoxicated and fascinated at the array of underwear in the drawer. What happened next was simply out of curiosity. Chris slipped off his jeans and underwear. He picked up a red pair of cotton thongs and put them on. He stood watching himself in the mirror with his G.I. Joe t-shirt on and his moms oversized panties. He giggled at the sight he saw. He walked into the bathroom. His mother's makeup was strewn about the bathroom vanity. He examined what he saw on the counter, Not knowing what half of it was. Brushes and little square cases with powder in them. One contraption looked like some sort of tongs. He'd seen his mom use it before on her eyes but didn't dare use it himself. He did, however, know what the shades of powder were and the long tubes. He'd watch his mother take the long tubes out her purse at times and apply the color to her lips. Chris opened a tube to find a deep shade of red. It looked like an oily crayon. He turned it and smiled as the shade of red grew larger. He looked in the mirror and put it on his lips. He giggled fiercely at the sight of himself with red lips. He looked at the other contents on the vanity. He found a blue eyeshadow and opened it. The little brush was in the case and he rubbed it against the color. He ran the little brush along the top of his eye, and then the other. He smiled at himself and felt really funny. He looked down to see his thingy pointing up in his mom's underwear. He got those things before, sometimes when he woke up in the morning and had to pee. It didn't worry him to see it now. Although, he didn't understand why it was there, because he didn't have to pee. He walked back into the bedroom and looked around some more. He found a pair of his mom's shoes, the ones with the pointy thing on the bottom. He put them on. He was taller in the shoes and wondered why he didn't have shoes like these. He felt big in the shoes. A big boy. He stumbled to the dresser and the mirror attached to it. He viewed his reflection in the mirror. He giggled again and kissed the air, feeling girly in doing so. He turned to see what else he could find. He saw his mother in the doorway of the bedroom. Her face was white and her mouth was shaped as an 'o'. Chris's own face turned pale. He wasn't supposed to be in her room. Let alone in her panties and makeup. His mom looked at his face then her eyes moved down to his body and the little pup tent in her panties he was wearing. His mom's face darkened. Chris sensing her anger said, "Hi mommy, I'm sorry, I just.. I was....." His mother quickly rushed to where he was and grabbed his ear and twisted. Chris screamed bloody hell. She dragged him by his ear to the bed and sat down. She picked him up and put him across her lap. Chris was frightened, his tears ran down his face. He screamed "I'm sorry, mommy! I'm sorry, please, don't hurt me." His mother spanked him hard. He cried as she spanked him and made his little bottom red through her panties. When she finished spanking him, she picked him up and set him before her. Chris sobbed and whimpered, the tears flowing down his face. "Look at me, Christopher." His mom said in a voice that was not like her usual voice. He looked up. He was helpless not to. She was his mommy. She continued, "I don't want a little sissy for a son. I don't want a little girly boy. Do you want to be my little sissy boy? Should I call you Chrissy instead of Chris?" Chris cried all the more at this, not speaking. She continued, "Maybe I should go and buy you some pretty dresses to wear to school, hmm? Maybe I'll just take you around the block for all your friends to see you like this? Would little sissy Chrissy like that?" Chris was in shock. He had never seen his mother this angry or this mean before. He stammered, "No mommy, please no! I'll be good. I swear! I don't want to be a sissy!" He trembled as his tears ran down his face. His mother grabbed his ear again and pulled him out of the room to the hall closet. She opened the door and roughly shoved him in the closet. She slammed the door shut and leaned against it. Chris screamed and beat on the other side of the door. It was dark in the little closet and he hated the dark. He begged her to let him out. After a few minutes, he stopped banging on the door and stopped screaming. Chris was in the closet no more than five minutes, but it seemed like hours. He was helpless in the closet and after his rantings,he became resigned. His mother let him out and said, "Now, Christopher, am I ever going to catch you in my things again?" She looked at him sternly. "No, Mommy." he said totally whipped, "I'm sorry, Mommy." He looke at his feet, sobbing. "Good boy." She said to him smiling, "Now, go change your clothes back on and wash your face off. I have to change for my other job and Mrs. Whitmore will be here soon to watch you tonight. We don't want her to see you like this." That was the first and last time Chris ever felt out of control. He never dressed in her things again. The thought of his mother parading him around like that terrified him.the thought of being locked away in a closet was worse. From that point on. Chris was always in control. He would never be helpless like that again. Hayley continued to stroke him and he felt more and more helpless. He fought against the urge and succeeded at holding it at bay. She giggled as she watched his face twist and contort with pleasure and restraint. Hayley leaned in and licked the top of his cock. He jumped. She giggled more and then slid her mouth over his cock. Chris moaned and thought 'What the fuck is happening here? How did this get turned around on me?' She slid her mouth up and down on his cock. Slowly at first, then picking up speed. She continued to suck him until he couldn't hold out any longer. He came in her mouth. She moaned as he shot his spunk in her mouth. It seemed it was endless. A river of spunk and Hayley swallowed it down as it shot into her mouth. His body trembled with aftershocks. Finally, the river of cum dissipated and Hayley looked up at him smiling. He smiled back. She crawled up to him and looked in his eyes, still smiling. She leaned down to kiss him. He opened his mouth to receive her tongue and as she slid itin his mouth, he realized he got more than her tongue. His cum that she took in her mouth slid down her tongue into his mouth. It wasn't enough to gag over, but it was enough for him to notice the acrid taste to it. His eyes flew open wide in shock and he tried to pull away. She held his head in place as she entangled her tongue around his, mixing the cum in his mouth and hers. He gave up his resistance when he realized it was futile. He continued to kiss her and out of pure reflex swallowed the tiny bit of cum in his mouth. She pulled away from him. "How did you like that, lover?" Hayley giggled. She beamed at him. Chris's face contorted and twisted as he tried to think of the words to say. He was furious at the notion she would do such a thing. At the same time though, it was the best orgasm he had since, well, since ever. He decided to let it go. He smiled and said, "Well baby, I'm not too keen on what you did just now, but I really liked the rest of it." Hayley giggled and said, "Yeah, I guess that was a tad too soon for something so intimate. I guess I just wanted you to taste what I taste." She lowered her head blushing and said "I'm sorry, Baby, if that was too much for you." Chris smiled. He couldn't be mad at her. She was just too innocent looking at that moment to stay mad at her. He pulled her to him. She came willingly and laid next to him. He said, "Well, next time, just give me some forewarning. OK babe?" Hayley giggled as she moved closer to him and wrapped her arm around his chest. She kissed him on the neck then said, "Deal." They lay there for a couple hours. Hayley dozed off after an hour or so. Chris lay with her until he was sure she was in deep sleep, then slipped out. He really liked Hayley. He found he cared for her. His mind was troubled though. She was, after all, a transsexual. He was understanding but he worried about other people understanding. He kissed her forehead after he dressed. She stirred from the kiss. He quietly walked out of the room. He left her a note on the kitchen table before leaving. Telling her he had to work early and didn't want to break her rest. He also wrote he would call her tomorrow evening. He walked down the building's staircase, his mind troubled. He wondered if he actually thought this whole thing through thoroughly. It seemed he was seduced and now he's in too deep to cleanly and safely exit the situation. He walked out the front door and into the brisk August evening. The weather was beginning to turn colder and summer was coming to an end. He lit a cigarette and got into his car. Chris drove home, contemplating his future with Hayley.