Becoming a Gigolo

Simone presented me with an “opportunity.” She was heading to Vegas to visit with her extended family and friends and wanted me to join her out there. She had commented, a few times, about traveling together during our sexual trysts. I had always brushed it off, thinking there was no way that was going to happen. She said she could get me a room in the same hotel she was staying at (The Bellagio) and that we could train and have our way with each other a few different times over the course of the trip. 

“I’ll pay you for your time and give you spending money. It will be like you are training in Illinois, but you’ll be in Vegas having sex with me instead!” She agreed to give me almost 5 grand for my 3 days away from work for training and sex. She wanted to do coke and have decadent sex in Vegas with her boy toy. Seeing that Vegas was such a big place, she figured we could get away with it. Of course, we could. It’s Vegas, after all. She had a trip planned with extended family from out of town, so it would be easy. We would see each other to train in the hotel gym where no one would know us. Then, she would just come to the suite she put me up in for sex. There was very little chance that we were going to get caught, as we weren’t going to go out on the town together or have dinner or play at the tables together. When we parted ways that night in the hotel room after making plans for Vegas, I was in denial that it was happening. I thought it was all talk. I had a guy tell me that he was going to buy me a car if I helped him lose 20 pounds. Some clients get big, puffy chests when they start to see results in the weight room (This usually precedes a lot of empty talk). I was shocked when she told me concrete dates and the room number she was staying in. She wasn’t going to book anything under my name on her cards. So, we decided that I was going to use my info and get there the night she was getting there, to get a room next to hers (or close). That way, she could come see me and lose reality for a few hours, a few times, over the weekend.

I left Chicago in the afternoon on the following Thursday and got out to Vegas in the evening around 9.

After a few confirmation texts back and forth, I got dropped off at the Bellagio. I saw her walking towards me through the crowd. A sexy short dress and a sexier smile made my hair stand up on end. The smiles and kisses we exchanged when we saw each other were filled with excitement, sin, and bad behavior.

“I cannot believe we actually are pulling this off!” I said after a kiss and a hug.

“Oh my God, me EITHER!” So, the weekend of drugs (for her) and debauchery (for us) had arrived.”

We didn’t get together right away, as she had plans with the people she had come with, and we had our training session set up for the next morning. She had a long day and night, so she was tired. I just went down to the casino and threw down a little bit, playing some blackjack and talking to people. It was almost 11 by the time I got done checking in. After our training session the next day, though, it was on.

I woke up the next day, downed a few cups of coffee, and got down to the gym. It was definitely a step up from the typical hotel gyms that are always stacked with a busted treadmill, an old Air dyne bike from 1986, and ancient weights on a rack. This was top notch. Top notch and completely empty. She walked in with a huge smile on her face, and we got down to training. The hour flew by, as we were flirting and going over our schedules to determine when she was going out with her crew and when she would be stopping by my room for grinning and sinning. Simone and her friends were heading out during the day for shopping and some food tour, so we made plans to get together in the early evening before going out on the town. I spent that day doing the tourist thing. I was communicating with Simone on and off throughout the day and was told to be in my room by late afternoon. So, after I made my way through a few more “old” Vegas casinos, I headed back to The Bellagio.

After a shower and prep I opened the door and she walked in, wearing high heels and a small black miniskirt with a tight top. She broke out the coke right away and did a few lines on the bedside table. Then, she turned around, unzipped the back of her skirt, and dropped it on the floor… She took the coke and told me she wanted to do a line off my hard-on. Wow, that’s different. So, she got on her knees and dumped a little pile on my hard-on, mid-shaft. She pulled my snow-covered dick to her nose and vacuumed it off me in one fell swoop. Then, she ran her tongue up and down, clearing the rest off. Let the games begin….

There might have been some blood on the sheets from the scratch marks on my back. I’m sure maids in Sin City have cleaned up things that would make Rambo puke in his mouth a little bit. This was by no means puke worthy, but there were wet messes all over the bed, nonetheless. When our passion play concluded, she got up and sauntered over to her purse that was on the bar in the room. She always made these oohs and ahhs after getting up from the “compromising positions” we’d be in. On that day, it seemed like her happy groans were louder and longer than they had been in a while. When her feet hit the floor, she was walking like a baby deer that was just born, all wobbles and full of imbalance. She opened her purse and took out this pimp stack of bills. She dropped the cash on the bar, and it spread out like a beautiful peacock’s tail feathers, totaling $5,000. This was the going rate for me to come out to the desert, be her boy toy for a few hours, and train her. We took a shower to wash off the fluids we got on each other, then said goodbye for the day. She was heading out to dinner and drinks with her crew. We made plans to hang out later that night, but at a casino far away from where we were staying. When Simone walked out and the door shut, I just stood there for a second staring at the door. My mind was buzzing from the sensory overload. I slowly turned and made my way to the bed, then collapsed on all the bodily fluids that wet the bed sheets, in disbelief of what had transpired there. My back was going to be scarred for a while after digging her nails into my skin, and my abs felt like I had been holding a plank for hours. This was the type of pain that was a pleasure to have.

I think that I was with Simone for a TOTAL of 4 or 5 hours on this trip and half of that was spent in my hotel room. Not a bad paycheck for 5 hours of “work.” I was now officially a gigolo.