The blonde beauty spun around and dropped her blouse on to Theo’s lap. She was wearing a black satin one-piece under her white blouse and dress pants. Now, she was shimmying her dress pants down to show off the spicy number. The lingerie was open down the middle, connected together by many little strings, like a backwards corset. Her cleavage was incredible: big and perky, though a bit stiff (most likely fake). Her skin was smooth and her tummy was flat.
Theo’s cheeks were dark red. He kept his hands at his sides, until there was enough peer pressure from his friends to touch her. “You aren’t married yet!” someone shouted. So he put his hands on her sides and then his face became even redder.
Kalvin couldn’t blame him. The woman was hot—one of the hottest girls he’d ever seen. Her long blonde hair was perfect and her curves were impressive. Kalvin was tempted a few times to reach over and feel the woman’s perfect body, but he willed his hands to himself, and he just watched with his eyes.
The beauty took Theo’s hands off of her sides and brought them around to her front. She cupped them against her perky tits. Now Theo’s face was dark, dark red. His hands were trembling. “Don’t be shy,” the beauty said. “Pull off my top for me.”
So Theo slowly raised his hands to her shoulders, where thin black straps were holding her whole outfit up. He gently pulled the straps over her shoulders and then he gently tugged the top of her one-piece down over her rack. The guys all hollered.
Then the girl stood up and started moving about the room. Kalvin hadn’t even noticed the music that was playing. When was it turned on and where was it coming from? He looked around and saw no boom box. It was coming through the bar’s speaker system. Was she just dancing to the house music? Was this not a prepared routine?
The blonde bent over, showing off that perfect ass. She touched the floor with the palms of her hands, without bending her knees. And then she shook her tush, twerking, making her soft bum ripple. It was a mesmerizing sight. All of the guys were staring. Theo had his legs crossed, probably trying to hide his erection. Kalvin tried not to laugh. He knew that if he was in Theo’s position, he would certainly be erect—especially after that perfect bare ass had been grinding on his lap.
Guys were pulling big bills out from the wallets and tossing them across the table. There was plenty of cheering and clapping, and the show was just getting started.
CHAPTER III
Mel felt like a million dollars. He’d successfully come through for his best friend. His stripper was the incredible icing on an already near-perfect cake. Theo couldn’t have asked for a better bachelor party—mostly thanks to Kalvin, but partially thanks to Mel as well. He found himself smirking with his arms crossed, revelling in the moment. There weren’t too many moments in Mel’s life where he was the hero—so he wouldn’t soon be forgetting tonight.
The beautiful blonde stripper let the top of her one-piece hang down, but she never took off her bottoms—as per state laws. Strippers were required to always have at least half an inch of fabric covering their twats at all times. But it was just as well. Her ass was still out and that ass was the star of the show.
She got up on the table, on her hands and knees, and she told Theo to bury his face between her butt cheeks. Every guy at that table was wishing they were Theo in that moment, and no one could understand Theo’s hesitation. But he did it. He scooched his chair forward and buried his nose between her butt. She wiggled her ass and then she started grinding it up and down. Everyone cheered. Then she did a few moves on the table before returning to Theo’s lap.
And once again, Theo’s face became a dark shade of red. The most perfect pair of fake tits was being rubbed in his face, and the most perfect ass was grinding on his lap. Lucky bastard. “Do you want to finish the show with me in the bathroom?” the blonde asked, staring into Theo’s eyes. Theo’s face lit up and then it flushed. His lips parted and the room became strangely silent. Was she offering more than just stripping services? Did Mel accidentally hire a full-blown prostitute?
“No, I don’t think I can do that,” Theo said, his voice cracking slightly.
“It would be fun,” the blonde beauty said. “You wouldn’t regret it.”
“I—I’m getting married. I’m engaged,” he said.
“She doesn’t have to know.”
The guys were all snickering now, nudging one another and whispering into each other’s ears. Everyone else at that table wanted the likely-prostitute to offer herself to them.
“I’m going to have to pass,” Theo said, his voice cracking slightly again. “Maybe one of my friends.”
Then the blonde beauty looked around the room and then her gaze landed on Mel. She smiled. “Do you want to finish the show with me in the bathroom?” Everyone looked at Mel and the room was silent.
Mel had never slept with a hooker before. He’d never even thought about it. And he wasn’t even sure if this blonde bombshell was ever technically a hooker, or if she was just a stripper going the extra mile.
Mel slowly stood up, hiding his trembling hands in his pockets. “Sure,” he said, trying his best to act cool. The stunning blonde walked up to him and gently took his hand. “Okay, let’s go,” she said, leading him to that private bathroom attached to that private back room. The guys all watched in silence, with jealousy on their faces. Mel’s heart was pounding as he was led away.
Once the bathroom door was closed, it was silent. Even the music wasn’t audible from within that apparently well-insulated bathroom. The blonde flicked the lock. “Are we going to have some fun?” she asked.
Mel nodded his head. “I—uh—I guess so,” he said.
“Just try to relax. There’s no need to be nervous. I promise it will feel good.” She raised her hands above her head and she started swaying as if there was music playing. She pressed her back up to Mel’s chest and swayed from side to side like an erotic belly dancer. Then she started to dance around Mel, rubbing her warm tush against his body. She smelled nice, like vanilla and flowers. Mel took a deep breath and then he placed his hands on her sides. He slowly slid those hands up to her breasts, and then he squeezed. Her nipples were rock hard. “Squeeze harder,” she said. So he squeezed harder. “Do you like my tits?”
“Yeah,” Mel said. She pressed her back up against his chest. She could probably feel his heart trying to pound out from his body.
“Do you want to suck my nipples?” she asked with her head tilted back, resting on his shoulder.
“Okay,” he said, his voice finally cracking, caving to the pressure.
She spun around and held up her perky tits with her hands. Mel sunk down slightly and cupped her rack. He looked at her perky nipples and then he leaned forward, allowing one into his mouth. She moaned gently as he sucked and squeezed. She ran her fingers through his hair as his pants became tighter and tighter. He moved from one nipple to the other, and then back again, keeping both erect and hard.
Then she gently pushed him back. He nearly stumbled and then he fell down onto the toilet, right onto the seat where she wanted him. She sunk down to her knees and immediately went for his fly. “Whoa,” he said, his head hot and his mind spinning.
“Just relax,” she said again. She reached into his pants and pulled out his throbbing erection. A strange guilt filled Mel’s body. He was about to get dirty with a prostitute he picked up off the street. He was technically breaking the law, but nothing about it seemed wrong. She was so sexy and she was so willing. He’d paid her for Theo’s lap dance, and this was just an extra, right? If you pay a girl to deliver you a pizza and she ends up sticking around to fuck—that’s not considered hiring a prostitute, is it? Even if you leave her a good tip?
The blonde didn’t hesitate; she bent forward and plunged Mel’s cock through her lips. She started sucking and bobbing, rubbing her warm lips up and down Mel’s length. It felt good—too good. Mel clenched and tried to think of other things—non-sexual things, so he wouldn’t come prematurely in her beautiful mouth. He cu
pped her head with his hands and gently nestled his fingers into her soft hair. And then he noticed her hair shift slightly.
“Mm—careful,” she said. “It’s just a wig.”
“Sorry,” Mel said. It was an impressive wig—made with real hair, no doubt. But why was she wearing a wig? She was wearing it out on the street. Was it just so family and friends wouldn’t recognize her when she was out working the streets?
Mel closed his eyes, trying to force non-sexual thoughts into his mind. But it was difficult to think of anything but the blonde beauty, and it was difficult to keep his eyes closed, knowing there was a gorgeous woman to look at, between his legs. So he opened his eyes and watched as her head bobbed up and down. He forced an awkward chuckle. “You know, if you aren’t careful, you’re going to make me come.”
She laughed. Her laugh was cute. “Isn’t that the idea?”
“I mean—yeah,” he said, his cheeks burning hot. “But, uh, don’t you want me to save some for, uh, you know.”
“You want to fuck me in the ass?” she asked, looking up at him with big, glowing eyes.
He felt the colour rush from his face. Did she just ask that? Did she just offer to let him into her asshole? He’d never fucked a girl in the ass before. He’d asked a few old girlfriends, but they always said no with certainty. But this chick was offering—how could he say no? “Um, okay,” he said.
She stood up and walked over to the sink counter. She looked over her shoulder and giggled, and then she reached down and pulled down the rest of her one-piece, showing off her whole impressive ass. She bent forward and spread her cheeks, revealing her puckering asshole. And then she widened her stance before placing her hands on the counter. And that’s when Mel noticed her swelling ball sack.
She was a man. He’d hired a tranny for Theo’s bachelor party.
Mel felt his heart swirl down into his gut before sizzling and dying. He tried not to cringe and then he tried not to squirm. Not only had he hired a man for Theo’s bachelor party, but also he’d allowed a man to suck his cock, nearly to completion.
“Well?” the blonde said, wiggling her bum in the air.
But it made no sense to Mel—he couldn’t wrap his mind around her. She looked like a woman and sounded like a woman and she smelled like a woman and felt like a woman too. But she had a cock and balls—how was it possible? He cleared his throat and stood up straight. He didn’t want to offend her. If he offended her, she might storm out of the bathroom and tell everyone that Mel wouldn’t sleep with her because she was a tranny. And Mel certainly didn’t want anyone knowing that he’d hired a tranny. So he had to be careful with his words and his actions.
“I—uh—do you really think this is a good idea? I mean—maybe we should, um, you know…”
She stared at him with a big grin and narrowed eyes. “What’s the matter? Never been with a shemale before?” she asked.
Mel became tense. He looked back at the door to make sure it was still closed and locked, and then he found himself praying that no one was listening with their ear at the door. He stepped up closer to the prostitute, so they could keep their voices low. “No, I haven’t, but that’s not why I’m, uh, saying we shouldn’t…”
“Then why?” she asked, still with that grin on her face.
“I just think it’s not a great idea. What if someone finds us? We could get in a lot of trouble. This is technically a public place, and I don’t want to have a record. You know they would put me on a sex offender registry if they caught us in here…”
“You knew I was a trap, right?” she asked.
“Um, yeah, of course,” Mel said, panicking.
She laughed and then she spun around bent forward. She kissed him on the lips, pressing her soft lips against his. His body melted and his mind started spinning again.
“I promise you’ll have fun,” she said. “Now go ahead and stick it in me while you’re still wet.” She spun back around and bent over the counter again. And Mel found himself looking down at her amazing body. And he found himself wondering: how could a man have such an amazing body? The tits were from surgery, but what about the rest of it? That ass was all hers, and it was incredible. And her waist was obviously her own. Mel found himself reaching down and feeling her sides again. Her skin was softer than any woman he’d ever been with. And then he found himself pressing his cock up between her butt cheeks, sliding his member up and down, teasing his tip against her tight butthole.
“Just don’t tell anyone we did this,” Mel said softly, his voice cracking.
“Your secret is safe with me, beautiful,” she said, and she swayed her bum from side to side, teasing him even more. He couldn’t say no to that ass, even if it did belong to a man. He still couldn’t believe that it did belong to a man—it just seemed impossible. There must have been some other explanation. His eyes must have been fooling him when he saw that swelling ball sack between her thighs. And his ears must have been deceiving him when she said that she was a shemale. Or maybe it was just a joke, right? Maybe that ball sack was just a toy that she was teasing him with…
Or maybe Mel was penetrating a shemale’s asshole.
His cock penetrated fairly easily, though she was tight. She gripped the edge of the counter firmly as he sunk in deeper and deeper. She let out a cute moan, which sounded incredibly feminine, giving Mel a bit of peace of mind. He reached down and gently caressed her butt cheeks with his hands. He spread them slightly so he could watch his cock disappearing into her asshole.
It felt different than he expected—much tighter, and much more rubbery. He had to spit onto his cock so he could travel deeper, as she was starting to feel dry as he pushed more than half his cock into her body. He couldn’t believe how well she was taking it, and then he remembered that she was a hooker and she probably took a few cocks every single day.
He held her tight and tried not to think of the fact she was a hooker, or the fact she was a biological male. He just tried to look at her, to remind himself that she was beautiful. And he kept it at that. He managed to get his whole cock inside of her. She was already moaning before he even started pumping.
He looked up to see her face in the bathroom mirror. And that’s when he saw her erection, bouncing up and down. She really was a man. She really was a shemale prostitute. Mel closed his eyes quickly, but they didn’t stay closed for long. It only took a few seconds before curiosity overwhelmed him. He opened his eyes and found himself staring at that throbbing cock, bouncing up and down, up and down. Her tip was moist with pre-cum. He looked up at her face. Her cheeks were red and she was smiling, staring into his eyes. “Harder, baby,” she said. So he started fucking her harder.
And he looked back down at that cock. He couldn’t look away from it—it was so hard and veiny and it was throbbing so hard. It was mesmerizing, but he couldn’t figure out why. But he knew he wanted to touch it. He wanted to feel it and stroke it. “You promise not to say anything, right?” he asked between heavy breaths.
“Promise,” she said.
So he reached around and slipped his fingers around her girth, satisfying one of the most powerful curiosities he’d ever had in his life. And he really did feel satisfied. The cock was warm and it fit perfectly into his grip. He gently stroked it and he could feel it throbbing harder suddenly. It was too good to be true. He tightened his grip and continued to stroke her dick.
“Just like that,” she said. “More on the tip.” So he moved his hand up and started stroking her tip. “Oh God, just like that.” It was even more satisfying hearing her groaning and moaning. He bent forward and pressed his chest against her back. Her body was warm, radiating heat and sexual energy. He loved the way she smelled. He started kissing her back, and then he started kissing her neck. She turned her head and then they were kissing on the lips. She slipped a bit of tongue into his mouth and he didn’t mind. He liked it. He didn’t want the moment to end.
She pulled her head back and said, “Oh fuck.”
M
el looked down and saw that she was coating the counter with her hot white load. She was coming. As he pulled up her cock to stroke it, he felt a warm blast shoot into his fingers. He pulled it back, spreading her cum down the length of her rod. She trembled in her tall stilettos. He took the cum on his hand and he wiped it on her busty chest. She liked it, pressing his cum-covered hand firmly against her tit.
And that was all he could take. The arousal became too intense and holding back became an impossibility. He came in her ass, bareback. He pushed in all the way and made sure every last drop was deposited deep inside of her body. Then he pulled out and stumbled back.
“You aren’t done. Get back here,” she said.
Mel hesitated, staring into her eyes, trying to figure out why she was smirking. He took a step forward.
“Get on your knees,” she said. So he dropped to his knees. “Open your mouth.” He opened his mouth. She stepped her butt back against his lips and then she started to push out his cum. It dribbled out onto his tongue. “Suck it out, horny boy,” she said. So he sucked and felt his own cum rushing into his mouth. He winced and squirmed, but he managed to swallow his own cum from out of the tranny prostitute’s asshole. She giggled as if it was funny. “That was fun,” she said.
“Yeah,” he agreed. He stumbled awkwardly, though he wasn’t drunk.
“I’ll give you my number and you can hire me for your next bachelor party,” she said. She pulled a card out from her little purse and she handed it to Mel. “I should be going.” She reset her one-piece and then she left, leaving Mel alone in the bathroom, with the taste of his own cum still on his lips. Mel looked at the card. Her name was Erin Jackson, and she worked for a company called Primal Fantasies.
He went to the sink and splashed some water on him face, trying to bring himself back down to reality. He stared into his own eyes. “Was that real?” he asked himself. “Did I really just do that?” He looked down at his outfit, to make sure there were cum stains anywhere. He was still erect—his cock still pushing against his pants. He looked back at himself and shook his head. He caught himself smirking like an idiot.
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