Duality Dreams

Bailey opened the door to the guest bedroom in his apartment, the room had changed recently to being mostly white with a flower theme. A white long white dresser stood on the far-left wall next to the closet, on the wall next to the door was a white vanity covered in different type of makeup products and straight ahead a few feet into the room was the twin bed with a pink and white comforter blanket pushed against the wall. Atop that bed, sitting on the edge was a teen girl with platinum blonde hair, green eyes. The way her eyes were framed in thick eyelashes that seemed to flutter under his attention, the small inviting smile on her creamy pink lipstick covered lips made Bailey know he was in the right place. HIs eyes traveled over her petite frame, she had small breasts under her babydoll nightie, the thing was black with pink accents around the breasts and hem line, she seemed to have picked up lipstick to match her outfit. Through the fabric of the nightie, he was able to get a glimpse of her pink panties as she shifted her legs, uncrossing her black stocking covered legs and recrossing them, seemingly just to arouse him. This young woman was even sitting in bed wearing pink pointed toe pink heels and if the other signs weren't’ enough to tell him she wanted what he wanted he knew what it meant when a girl wore her heels to bed.” I don’t think I could ever look at you and not want to fuck you. You are so sexy Bailey.” He said feeling his manhood try and push free of his boxers.

She let loose a tittering giggle at his words and pointed to the mirror on the vanity and the full body mirror on the back of the door he just came in through. “I totally like looking at myself too.” Bailey understood why she did, this was the type of girl that shouldn’t have any problem with confidence. Licking his lips he stepped closer to her, reaching out and putting his hand on her cheek as he looked into her so familiar eyes. She broke eye contact and looked down to his boxers that were straining to contain his excitement. “Oh! Is this for me? You know it was just my birthday and I wouldn’t mind opening this present.” His dick throbbed with her sing song voice, the girl was such a bimbo, and he couldn’t wait to have her. “Think you can handle it?” He asked knowing she wouldn’t have a choice momentarily, especially with how it felt having her hand lightly touch him through the thin fabric of his boxers. “Maybe, I like have only done this once before.” He seriously doubted that was the truth with the way she looked, but if she wanted to play the inexperienced girl, he would teach her. “But I know I want it.” There was an almost purr to her voice as she pulled down his underwear, her eyes statically on his manhood. She seemed to be mesmerized by it, giving Bailey a nice boost to his ego. Moving his hand from her cheek to the back of her neck he leaned down and kissed her creamy, plump lips, tasting her strawberry lip gloss. “Uaaa!” She seemed to lock up in surprise as she let out a little noise when their lips met and when she didn’t try to pull away, he continued to kiss the young woman.

Pulling back, he smiled down at the sexy girl, her cheeks red from a blush, when she averted her eyes from his he could see her gaze went back to his hard member before letting out a light whimper, and god it was exciting to hear a girl want him so badly she whimpered for it. “It's okay, you can have it Bailey. This is all yours, now open wide for me.” He said pulling her face closer to his crotch with his hand still on the back of her neck. She moved both her hands out to push against his stomach, her small hands had long nails painted to match her lipstick and shoes. She pushed against him as he pulled her forward making it take longer for her lips to come into contact with his cock, and he loved how she was teasing him. He could feel her blowing on his dick to drive him wild. “We, we...” She said before the head of his dick pushed into her mouth. “Oh yeah, does little Bailey want my wewe? It's all yours baby.” He could feel her tongue push against the head of his dick, moving around it as he thrust his hips slowly, she was continuing to push on his stomach and now chest with her hands, he was pretty sure he would have some nail marks on his chest when this was over. She literally begged for it and at the same time showed him how excited she was and made sure he didn’t go too quickly. “MMMmm!” She cried out as he started to pull back and push in a few times, picking up a rhythm. Bailey could feel her rubbing her stocking covered leg against his own, feeling the sexy material run across his skin felt wonderful. This girl was using her mouth, hands and legs all at the same time to make this moment perfect, he knew there was no way she was new to this. “Yeah, god that's it…” He said as he pulled her down far enough onto his cock that his balls were touching her chin. Moving both hands to her head he held her there as he thrust in and out, loving the feeling of her deep throating him while hearing the glurping noise. He pulled free from her mouth when he felt some of her nails dig into him. The little bit of pain made this that much more exciting and while her lipstick was smeared now the slight of the pink smear across his dick was perfect. Both of them were breathing heavy, but Bailey didn’t want to wait to catch his breath, he wanted more. “Oh!” She cried out as he pushed her, so that her back landed on the mattress her legs flew in the air from the push and he found his hands around them.

Holding each leg up in the air, Bailey kissed the girl's left ankle first before leaving a trail of kisses up her calf. He looked at her face, seeing her doe eyes wide with excitement. Bailey smiled evilly when she shook her head no and moved to do the same to her other leg. She was so turned on by what they were doing she was telling him no to the foreplay, she wanted him as much as he wanted her. “No.. stop.” Her tiny voice so full of desire was driving him crazy and it was hard for him to decide to skip more of the foreplay and give in to what she wanted. Sliding her heeled feet up onto his shoulders, Bailey pressed forward so he was on the bed with the sexy woman and could feel vibrating with desire. With little more preamble he pressed the tip of his dick to the lips of her pussy and pushed in. He only pushed in a little with each thrust and moved one of his hands up to her small breasts, cupping it and rolling his hand over her nipple that felt hard enough to cut class. “Ahhh, ahhh!” Her cries mirrored his own as he thrust into her, the girls hand had locked around his wrist that played with her breast like a vice grip and he could feel her feet kicking in the air as he fucked the girl harder and harder. It was almost like a clapping sound as he fucked her. “God.. no, no, oh SUGAR!” Her voice was more than loud enough to wake Mandy as she seemingly orgasimed at the same time his cum filled her up. “Shhh you don’t want to wake up your Mom.” Bailey looked over his shoulder at the door. “I best be going, but wow girl, you are amazing.” Pulling out of her Bailey picked up his boxers from the floor and one of her heels that had fallen off as they fucked and handed it back to her before leaving the room.

Bailey sat on her bed exactly where Aunt Amanda had said, dressed like she wanted. She had positioned her phone so that it would catch everything. Her Aunt wanted her Mommy’s current boyfriend out so she could date Mr. Connors and at the same time she wanted to help her become a woman. So when Bailey came into the room she gave him a small apprehensive smile, she felt so nervous and uncrossed her legs, but realized she was supposed to be alluring and crossed them again the other way knowing men liked it when a woman sat femininely. He complimented her and she tried to hold in a nervous giggle that seemed to only make her Mommy’s boyfriend smile. A text popped up on her phone screen and she repeated the words about enjoying looking at herself too. When he stopped closer and put his hand on her cheek, she felt uncomfortable looking up into his green eyes. They were so familiar, like she had known those eyes her whole life, like they used to be her own and it made her feel more than a little uncomfortable. When she averted her eyes to look to the ground in reflex she saw Bailey’s cock trying to burst free from his black boxers. Aunt Megan must have seen it too, her phone vibrated on her nightstand telling her what to say. She was worried he was going to notice her phone vibrating every time a new message appeared on the screen telling her what to say or do next. When the twenty five year old man stood before her nude she stopped and stared at his hard dick that bounced or weaved as he shifted his footing to kick off his underwear. She could feel him slide his hand from her cheek and into her hair before coming to the nape of her neck. Pulling her sight away from his dick she looked up at him surprised to his face less than an inch from her face. “Uaa!” She let out the sound in surprise, his lips muffling the sound and stopping her from forming any words. All of Bailey’s muscles tensed up when she felt the kiss she was unprepared for, it was nothing compared to what Auntie told her to do. Yet the hand on the back of her head holding her there and it happening before she was ready left her unsure how to respond. When the man’s head turned slightly she felt his mouth open slightly and close again, moving his lips over hers and she reluctantly kissed him back while closing her eyes.

When he pulled away Bailey could feel her cheeks burning, the kiss was more intense than she had expected and wondered if he was about to **** her to kiss him a second time when his hand hadn’t moved. She opened her eyes and quickly averted them when she met his eyes, causing her to once again look down at his manhood. A small vibration made Bailey look to the left at her nightstand and saw the words on the screen telling her to take it in hand. Bailey let out a whimper, she really didn’t want to do this. She had already accidentally done something at the movies the previous week and didn’t want to repeat it. “Its okay, you can have it Bailey. This is all yours, now open wide for me.” Internally she was screaming “OH NO, OH NO” as he pushed his dick closer to her face while at the same time pulling her closer with his hand on her neck. Bailey let out another whimper and tried to tell him how this didn’t have to happen, to say We should not do this, but all that came out was a stuttering “We, We...” Before he pushed the musky smelling cock into her mouth. Bailey didn’t know why she tried to push it out with her tongue, there was no way that would work, but she reached up and tried to push him off of her, it didn’t matter what Auntie told her to do and if that meant she wasn’t a good girl, so be it! She pushed on his stomach with both hands to get the crotch away from her, but even though he was the same height as her the man had more mass, strength and leverage. “MMMmm!” She tried to cry out as the cock started to pull out of her mouth, but it quickly was pushed back in as he started to thrust his hips, the man was fucking her face! She needed more leverage and moved to uncross her legs, but he was too close, and her leg pushed into his. Bailey didn’t have enough strength to push him away though she tried, but he just seemed to rub his own leg across hers and pull her deeper onto his cock. He had pulled her all the way onto it where she could feel his ball sack bouncing off of her chin. That was when she started to gag on what was **** into her mouth. “Yeah, god that's it…” She heard him say before gripping her head with both hands, holding her still with his dick so far in he started doing micro-thrusts. Her gagging only seemed to encourage him more and worst of all it felt like the thing in her mouth was pulsing and getting harder. She couldn’t let him cum in her mouth and thought about biting down. She hardly noticed how her nails dug into his chest with one hand and into one of his arms holding her with the other. There was an audible sound as the man pulled free from her mouth and could see the dick slick with her saliva, leaving a thin trail from it to her pink lips. The slimy string a visible sign of the salty taste in her mouth from his pre-cum. Bailey was trying to recover and catch her breath when he pushed with both hands to her shoulders. “Oh!” She cried out in surprise from the push, it hadn’t hurt, but she didn’t expect it either and her legs flew in the air as she moved back.

When her legs went into the air Bailey had taken a hold of her legs, she looked up at him with wide eyes wondering and worried about what he was going to do next. She tried kicking her legs as he held them, but he only leaned into one of them and started to kiss his way up. When he made eye contact, she shook her head for him to stop. “No.. stop.” She said in a small voice, pleading with him even as he moved on to start kissing the other. The soft kisses were a contrast to his strong grip and something in that moment caused her to get goose bumps from the erotic action. Bailey started to shake in fear about what was coming as he moved her legs up onto his shoulders and climbed onto the bed with her, forcing her legs to open wider and be pushed further up. Her hands clutched and pulled at the comforter under her as she felt him enter her, to fuck her and take her maidenhood. It was an experience she had never felt before, it was terrifying, thrilling and full of exultation as his hand found her breast and started to knead it. “Ahhh, ahhh!” She could hear his voice mirroring her own as he had his way with her. She wrapped one of her hands around his wrist that pawed at her chest, if she could get that to stop maybe she could clear her head. “God.. no, no, oh SUGAR!” Bailey cried out as his pace picked up and started to push in much harder. She let out a gasp of air, felt like her entire body had a little sweat on it and hated the fact she had just orgasimed from her Mommy’s boyfriend. “Shhh you don’t want to wake up your Mom.” He said before pulling out of her, making her feel emptier for it. Bailey was still trying to catch her breath when he left the room and she was left holding one of her heels that had fallen off while feeling something slimy dripping from her. She looked at the pink heeled shoe and then back at the closed bedroom door. Realizing Bailey wasn’t Mommy’s boyfriend, he was her ex-boyfriend.

A thought of disgust at the cum flowing free from him was the last thought she had before Bailey opened his eyes in his dark bedroom. His bladder was feeling a little full and he pulled the comforter and sheet from his body, he didn’t remember getting into bed, but was truly happy that while he was wearing the same babydoll from that nightmare he wasn’t wearing stockings and heels to bed with it. Putting his face in his hands for a second, he took a couple deep breaths. “It was just a dream, Peaches that terrifying being **** into that by himself and somehow Aunt Megan at the same time. Hopping down from the bed he felt something slimy run down his leg and let out a groan. “Is the gel from this prosthetic leaking or something?” He couldn’t see too well in the dark and went out into the hallway as quickly as he could to check and get some relief. Bailey didn’t often have to get up in the middle of the night to use the bathroom, but he guessed he had too much hot coco that night. A little something to make it stronger would have been best, but he still did enjoy the beverage. Sitting down on the toilet, Bailey looked down at the pink panties now at knee level and shook his head at how he had them at the start of the dream and then they just kind of vanished without ever taking them off. Dreams were stupid and he needed to forget this one sooner rather than later. He was about to start peeing when he looked down at the gel on his leg, wiping it off with his index finger he thought it felt odd. Not like he expected it to with how it feels on his trapped member. Squinting at it Bailey brought his finger closer to his face as he started to pee, he wasn’t sure if it was because he was now flushing it out or because his finger was closer, but he could smell the semen. The details of the dream had already started to fade from his mind, but he wouldn’t be able to forget the fact he just had a wet dream and cum dripped out from his new female anatomy. “Peaches and cream!”