Riley Gendreau
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The Feminization Bet: Lap Dancing (TG-Empress)
🕑 Added 2024-05-06 03:02:09 +0000 UTCInfectedRogue's 1st commission for May 2024
Alan woke up feeling sore, mostly in his ass. He had spent the night letting some guy fuck his ass with the buttplug Alan had shoved deep in his ass, all because he made another stupid bet with Roxanne.
Alan looked down at her cage. Despite being locked up, that guy managed to fuck his has so well Alan cummed. Now he had dry cum all over the inside of his cage. He had to wash it off, but he wasn’t doing it here.
Since it was the only thing Alan had, he put back on the bikini and beach wedges. He also swiped one of the guy's extra-large hoodies before she snuck out of his apartment. Alan made it back to his house and hopped into the shower.
It was now the fourth day of this bet, which meant it was half over, and soon enough Alan could go back to life without heels and dresses and cages and buttplugs. Alan wondered what Roxanne had planned for him that day.
He’d soon find out, as Roxanne was in his house and had heard him come in. So while he showered she snuck into the bathroom and stole the hoodie and bikini and left her something else to put on for the day.
When Alan got out of the shower he immediately noticed the new outfit. It was fairly easy to tell what it was, but Alan picked it up anyway to confirm. It seems Roxanne planned to make him wear a tight Playboy bunny girl suit.
She left Alan the main leotard, some fishnet legging, the bunny ears, cuffs, a choker, and ankle-high heels. Alan sighed and dried up so he could get it on and get this day over with. He slipped the legging on, then pulled the leotard up.
It was a bit tight around the waist and crotch, and it was pressing really hard against his cage. He was also pretty sure he had an obvious bulge, but what did it matter? Alan left the bathroom to see Roxanne waiting for him on the couch.
She snapped a few photos and then stood up saying it was almost time for Alan’s shift. Roxanne headed towards the door and Alan followed asking her what she was talking about. Roxanne stopped, turned towards him and smiled.
She said he was going to work a shift at Hops, which was a bunny girl-themed strip club in town. The thought alone caused Alan so much embarrassment that he turned bright red and couldn’t speak. Roxanne grabbed his hand and pulled him with her as she left.
About ten minutes later Alan was embarrassingly standing at the bar in Hops serving the early morning crowd. The men kept complimenting her on how good she looked, and Alan knew they had to see his bugle, and either didn’t care or were too drunk to notice it.
Alan was tasked with going around cleaning tables and serving men, and for a while it was nothing special, but then the men started to get handsy. It started with accidental touches, and then full-on grouping, and eventually led to guys just opening and slapping his ass as he walked by.
Alan couldn't take it. He was so embarrassed being dressed like this and treated as some sort of sex object, and it really didn’t help that he was turned on because of the buttplug and perhaps a bit by the ass slapping. So his dick was being crushed in his cage.
He needed to get out of here, and there was only one way Roxanne was going to let him do that. If he made a bet with her and won, this could all be over. Of course, if he lost, it was about to get much worse.
Alan approached Roxanne and told her he wanted to make another bet. She seemed interested and asked what he wanted to bet on, and what exactly he wanted if he won. Alan looked around, there wasn’t much going on to bet on, but there was a group of men sitting at a table nearby.
Alan said she bet that each of those guys would grope him in some way when he went over to serve them. Roxanne looked over at them and said yeah there was a good chance all of them wanted to do it, but it was unlikely that all four would. So she agreed to take the bet.
She said if it did happen she’d let Alan off the hook for the rest of the day. That meant no cage, dresses, or anything. They’d go back to his palace and hang out, but if he lost the bet, he’d spend the rest of the day working the back rooms.
That meant giving lap dances and letting the already handsy men get much more handsy, and as an added bonus, Roxanne required Alan to grind up against them, and even use their laps to push her buttplug in and out.
That was a risky bet. As bad as it was so far, it was tolerable, but that was far too embarrassing. Alan wanted to say no, but in reality, he was excited about the risk and agreed to those terms. He then grabbed the table’s next round of drinks and headed over.
As soon as he got to the table, he was slapped on each cheek by the two guys closest to her. So far so good. She gave each of them their drink and then walked around to the next guy. Alan purposely put himself in a vulnerable position as he placed the third guy's drink.
The guy took the bait and tried to touch the breasts Alan didn’t have. But it still counted. Alan then went over to the last guy and got really close to him, but the man didn’t seem to pay any attention to him.
Alan slowly moved her arm back and gave him plenty of time to touch him somewhere, but the guy didn’t even attempt it. He eventually asked her why she was going so slow, and Alan said she was just hoping he’d do something to him.
The guy seemed annoyed and said he wasn’t interested and asked Alan to leave him alone. Alan’s heart sank, as he finally noticed the guy's wedding ring. He was a loyal husband and was likely only here to have drinks with friends, not check out girls.
Alan pouted as he made his way back to Roxanne and handed her the serving tray. Alan then walked with his head held down to the back rooms to begin giving out lapdances. Her first client came walking in moments after she did.
He sat on one of the fancy lounge chairs and looked up at Alan with a big smile. Alan started to dance around him, while slowly getting closer. He started to caress her waist and pull her closer to him.
Alan then turned around and started to shake his ass around in the client's face. The client then slapped Alan hard, causing his buttplug to shoot into him a bit, and causing him to let out a moan as he cummed a bit into his cage.
The man seemed to really like what he saw. He stood up and pulled Alan into his arms. Now Alan’s back was firmly pressed against the front of this stranger. Having just cummed and still slightly horny because of the buttplug, Alan gave into it all and started to grind against the client's legs.
At some point, Alan had found a sweet spot on the guy's leg and pushed the buttplug really deep into his ass, so he started to work that area more than the rest. Alan had his ass fucked for the second day in a row and cummed for the second time today because of something being in his hands.
After that her current client was out of time and he was off to his next one. This time, Alan was going to get really close. After doing a bit of dancing for the client, he climbed up onto the chair and started rubbing his body against the client.
Alan continued to give lap dances for the next four hours until her shift ended, and with each one she gave she got a bit more sexual with how she did it. At one point he even bent over and pushed his ass into one client's face.
She even got one client to let her grind on him from behind. It felt pretty good, and if this stupid cage wasn't on his cock, Alan was sure he'd have cum when rubbing himself against that client. So hours of sweating and cumming later and Alan was done working here for the day and possibly forever.
Alan and Roxanne were now on their way to Roxanne’s house. Just because Alan had finished his shift at Hops, didn’t mean his day was over yet. Roxanne planned to keep him in the bunny suit for the rest of the day, and she wanted to see how good his skills got while he was in the back room.
Half the week was over, and another half to go. Alan had no way of knowing what Roxanne would come up with next, but even though he wouldn't admit it, he sort of hoped it would be a lot like the last two days, if not a little more intense.
Comments
Riley
Yeah that could be interesting, we’ll have to wait and see. As of right now I don’t know what’s coming after the next part. So anything could happen.
last_of_workers
As far as I can tell, Alan's luck really turned against him... It would be great to see a situation with the opposite effect where he was sure that he would lose and would have made a bet with these calculations, but unexpectedly won for himself and found himself in an even more humiliating situation... Just watching him lose bets over and over again becomes a little boring
