Dean looked around. It was his first time at a swinger club. He wasn't sure why he had gone there. Curiosity maybe. Or maybe the fact that Apollo and Dolph had challenged him the weekend before while they were out drinking together. He never was one to back down from a challenge. No matter what, he was here now, wearing a pair of leather pants that he really didn't like the feeling of but there were only three allowed dresscodes in the club: leather, underwear or go naked. He had chosen the safe route since he had no idea what to expect from a place like this.
He stopped and turned his head as he heard loud moaning coming from a room. He looked in through the open door to see a couple on the floor currently delivering a good show of doggystyle while three people stood there and watched. He smirked and started walking again. He knew he would be in for something like this. He just wondered if he would be the lucky one delivering a show too later on.
He quickly located the bar and ordered a beer. As he slowly drank it, he started looking around. There was probably around 20 people in the room, most of them sitting together in pairs or small groups but one of them stood out. She sat alone in a set of floral underwear and her hair put up in two high pigtails. He watched her as he drank his beer. She was stunning and he wondered why no one was trying to approach her. She looked innocent sitting like that and at the same time she oozed of strong confident. Clearly she wasn't a first timer like himself. He wondered if she was into some daddy kink with those high pigtails and that innocent looking set of underwear. Maybe that was why people left her alone.
He decided to make his way over to her. After all, what could she possible do to him that he hadn't already tried with a woman before? He was about to find out soon enough.
"Hi there, little girl, I'm Dean," he said, trying to put on his most grown up voice in case she wanted to call him daddy later on.
She ran her eyes up and down his body and stuck her tongue out to the side while taking in the sight of him. She slowly nodded her head in approval.
"I'm Leah," she said.
"Why are you sitting here all alone, little Leah?" He asked.
She tilted her head and put on a pouty face.
"No one wants to play with me," she answered.
"I'll play with you," he offered.
"Really?" Her face went into a huge smile.
"Yeah, really," he assured her.
She stood up, took his hand and started leading him towards one of the playrooms in the club. He watched all eyes fall on him as they walked away from the room. Clearly they all knew her and her game. He was starting to think this might not have been the best idea but he couldn't back down now. He wanted to see what she could offer him. Besides, he was a wrestler and she was a little girl. He could easily take her down and get away if he wanted to.
She spun him around as she giggled and let her fingers play with his naked chest. He got lost in her innocent way of acting and forgot to be aware of what was happening around him. She walked him backwards, still giggling and toying with him, until she stopped.
"Close your eyes," she said.
He closed his eyes.
"Turn around," she said.
He turned around. Her hand landed on his back and slid down to grab his ass.
"Bad girl," he said with a chuckle.
Her hands went up his body again and out on his arms, her nails gently running down. He didn't think much about it when his first wrist was being tied with a leather strap. It wasn't until his other wrist got the same treatment and she stepped away, her hands leaving his body all together that he realized he had messed up. He opened his eyes and saw he was tied up to a wooden cross with his back against her. He yanked at the straps but they didn't move a bit. He only got pain out of it.
"Bad boy!" She sneered and slapped his ass.
"What the actual fuck?" He blurted out.
She grabbed his hair with one hand and yanked his head backwards.
"I will not tolerate that kind of language, slave!" She sneered.
"I'm not your fucking slave," he raised his voice.
She yanked harder on his hair, shutting him up for the now being.
"Good boy," she said and let go.
She let her hands wander down his back, around to his stomach and down to his pants. She opened them and yanked them down to his knees. She let her hands run over his naked ass, pinching it and making him writhe in pain. She stepped away from him and towards a large cabinet. He turned his head and watched her.
"You'll soon learn it was a big mistake calling me a little girl," she said as she opened it.
His jaw dropped. All kinds of sex toys were in there. She started running her fingers over them as she kept her eyes on him to see how he would react. She stopped at a dildo and saw him tense up completely. She smirked and grabbed it along with a bottle of lube.
"No," he said, almost whispering, as she walked back to him.
"Ssh, little boy, just relax. It's not a big one. I'm gonna go easy on you," she said.
He felt a coldness at his entrance as she put the lube covered dildo up against it.
"No!" He yelled.
She reached up and yanked his head back again with one of her hands.
"Fucking relax or I'll jam it into you full force," she threatened.
He gasped for air a few times and then a word he never thought he would say around a woman in a sexual encounter.
"Please..." He pleaded.
She slowly pushed the dildo inside him and he cried in pain, begging her to stop, but she kept going until it was all the way in. God, he suddenly felt for all the women he had ever convinced to have anal sex with him. He had no idea it would be this painful.
She held still for a while, waiting for his heaving chest to calm down again, and then she started moving it in and out of him slow. He tensed up again and started begging her to stop again.
"If you don't shut up and start enjoying it, I'm gonna make you lick it clean afterwards," she sneered.
That shut him up immetiately. No way that thing was going into his mouth after being up his ass.
"Good boy," she said as she kept pushing it into him slowly.
He gritted his teeth and closed his eyes shut, hoping she would soon be tired of this game, and then his body suddenly started reacting in a different way. He felt his dick starting to rise. He opened his eyes and looked down. Yes, it was standing straight up. It was then he realized the pain wasn't so bad anymore. He was actually starting to like it a bit. What the actual hell? He liked being fucked in the ass with a dildo? No, that could not be. He would never like something like that. A moan escaped his lips as she pushed it in a little further, giving him away to her.
"Such a good boy," she purred as she reached around to grab his dick with her other hand.
She started stroking him while still working the dildo inside him. He couldn't hold back his moans anymore and he just let loose and let her hear every sound of pleasure that escaped his mouth.
"That's it, baby boy, just enjoy it," she purred.
Fuck yeah, he enjoyed it. He would never admit it to anyone, he wouldn't even tell anyone he had been here, but hot damn, he enjoyed it. She sped up with both the dildo and her stroking and he felt himself getting closer to the edge.
"Fucking hell!" He growled lowly.
"Language!" She raised her voice at him and jammed the dildo all the way into him hard.
"Sorry, sorry," he cried out.
She returned to the former pace, the pace he liked, the pace that had him cumming 10 seconds later. He cried out in pleasure as he came over her hand and with a dildo up his ass.
"Good boy," she said one last time.
She pulled out the dildo and wiped her hand in a towel. Then she finally released him from the leather straps and he quickly pulled up his pants. He looked at her, wanting to say something but no words crossed his mind.
"It's alright. You can go," she said.
He nodded and walked towards the door. He stopped and turned around to look at her.
"Thank you," he said.
And then he hurried out of the club. He was never there. No one could prove anything and he would deny it till the day he died.