Casino Girls Pt1: Jacob and Micheal

You know the classic line, what happens in Vegas stays in Vegas? That saying is especially true when you get yourself into a situation where you’re not allowed to leave. It all started two years ago.

My best friend and best man Jacob had set us up on a Vegas trip for my bachelor party. The plan was to drink, gamble, and maybe some strippers before I became an attached man, and at first, it was great.

About two hours and thirteen drinks into our trip, Jacob decided he was due to win big and started gambling all our money away. I was chilling with a drink and my hand and staring at the sexy servants walking around when Jacob bet the last dollar we had.

He lost and I began to prepare myself to head to our hotel room and sleep until I was sober, but Jacob was still convinced he was about to win. He convinced the dealer to let him take on some sort of gambling tab.

Jacob signed a paper, then the dealer asked me to sign as well. I guess it was as some sort of witness. Once we signed it he asked Jacob how much he wanted to gamble. Jacob thought about it for a minute and then said five hundred thousand.

Now we were both extremely drunk, but I still knew this was a bad idea and tried to convince him not to do it. He brushed me off, saying when he won, he’d pay for a very nice honeymoon as a wedding present.

He played a hand and as everyone probably saw coming, he lost. So now Jacob owed them half a million dollars. We were immediately brought to the back rooms to have a little chat with the boss.

The boss asked Jacob how he planned to pay them back, and being a stupid drunken fool, he told the man he had no way of doing so. The man looked displeased, he told us we either had to pay up or I’d be sleeping with the fishes.

I asked the man why I had to pay, after all, Jacob made the bet. He showed me the form we signed. Instead of being a witness, I guess I agreed to bear the burden of the debt that would be owed.

I told the man we have nowhere close to the amount needed to pay him, and begged him for some sort of payment plan instead of being killed. The man put his hand on his chin, seemingly thinking about something.

He offered to let us work at the casino, he said we could work full-time. He said dishwashers make about forty thousand a year, so it would take little over six years to fully pay off the debt Jacob created.

Jacob complained saying that was ridiculous, asking if there were any better-paying jobs here. The man looked annoyed but said the only other positions were the servers, and they make around a hundred thousand.

He also mentioned that they’re required to do all kinds of extra things for the visitors, so that's the only reason they get paid so much. Jacob asked if we could do that, mind you he was very drunk and didn’t process the extra things part of the job.

The man thought about it, he said he did get a lot of customers that would enjoy us. He then mentioned there would be a ton of requirements, and he would make us sign a contract, so there would be no getting out of it.

Jacob rushed the man and we once again signed another paper. So starting tomorrow, we’ll be spending the next two and a half years here in Vegas. My fiance is going to be so pissed when she finds out.

The next day arrives and someone starts banging on our hotel room door. It was a big and buff man from the casino, he was here to make sure we showed up at the casino for our first day. Once we got to the casino we went to the dressing room to get our uniforms.

In the dressing room there was a woman, I guess she was in charge of dressing the staff. She measured me and Jacob and went around the room collecting things before returning to us and making us get naked.

She sat each of us in a chair and made us close our eyes, while she applied some sort of makeup. I guess they like all their employees looking their best, even the males. She put a wig cap on my head and put a wig on me.

I asked her why I needed a wig, she just yelled at me to be still and that my hair wasn’t long enough. I still had my eyes closed when she came over with something and stuck them to my chest.

They were heavy and felt like they were bouncing. I opened my eyes and I was met with a pair of fake breasts. I asked her why I was wearing these and she said it was a part of our uniform, I told her there was no way and tried to remove them.

They didn’t budge though, she laughed and said they’re made to stay on all day, so I was stuck with them for now. Jacob also began to protest saying he wasn’t walking around with fake boobs all day.

The woman reminds us of our contracts, and what would happen if we refuse. We quickly submitted and let her finish her work. When she finished we both looked like sexy waitresses, no one could even tell we were men.

While I was checking myself out, being honestly surprised the woman sucked up behind me and locked something onto my dick. It was a special chastity cage, and it was made in a way that forced us to have to piss sitting down.

We were told these would be on until we paid off our debts. She laughed saying it would turn into quite the motivator for us. After she had us locked, she handed us panties got us into a set of heels, and sent us out to the casino's main floor.

We spent the day waiting tables in the restaurant, bringing drinks to those at gambling tables, and of course, getting hit on by random drunk guys until they realized they were hitting on crossdressing men.

That night I was able to get a hold of my fiance and let her know my situation. This caused us to get into a big fight, and we decided to postpone our engagement. She said she needed time to think about us, and we could talk more once I pay off Jacobs's debt.

As sad as I was I had to do this so we didn’t get ourselves offered by these casino goons. About three months pass with us waking up each morning, heading to the casino, and getting into our female waitress personas.

When I arrived that morning I met up with Jacob, who seems to have gotten in real early. When I went over to say high he had some sort of white goop, dripping down his face. I asked about it and he quickly wiped it up.

He mentioned the boss started giving him extra work to help pay off his debt. He said it was easy and kinda fun, so why not do it? He even mentioned the boss had a special offer for him, to pay off the debt even quicker.

I became kinda hopeful and asked if I could get in on it as well. With both of us doing it we could pay it off quicker. Jacob looked at me and asked if I was sure. He said once I agreed I couldn’t back out, I rolled my eyes saying I know how the boss works.

He said he would ask and went off to see the boss. I went about my day as normal. Around an hour before I was to get off of work, Jacob came to me and told me the boss accepted me to take on extra jobs.

He grabbed my hand and dragged me to one of the private rooms. He had me sit on my knees and open my mouth. I asked him what was going on, but he avoided answering saying we’ll talk about it afterward.

He put some sort of strap over my knees, locking me to the floor. Then he put me in handcuffs. I suddenly became very worried and asked him to unlock me. Jacob just trained me and told me to be a good girl.

He strapped a sort of gag to my mouth, but inside of gagging me, it held my mouth wide open. He then told me that the boss would knock two hundred dollars off each time we did this, and then he said to make sure I swallowed.

Then Jacob left, and a strange man walked in. He unzipped his pants and pulled out his dick. Then he stuck into my mouth and began to thrust his crotch into my face. I couldn't breathe at first but quickly learned to not suffocate.

Once the man finished, he shot his load into my mouth and then covered my mouth, which forced me to consume it. He then laughed and left the room, as he did I saw a long line of men waiting outside. It looks like I have a long night ahead of me, but once I’m done I’m going to kill Jacob.