A couple of sexual adventures [MF]

As I mentioned in my original post, I came into money (8 figures) several years ago. In that time, I’ve had several experiences where that money has opened up sexual opportunities. I’m not much of a writer so I figured I’d just share them all at once rather than trying to turn each onto a complete story.

THE COCKTAIL WAITRESS:

I had taken a meeting with the executives of a small company looking to grow to discuss me investing in them. Their CEO and CFO made a presentation in their offices. We then went to dinner and finally to a upscale bar.

Things were not going well for them and they knew it. They had overpromised to get the meeting. They didn’t sell their presentation well. By the time we were getting drinks, they were getting desperate. My financial adviser and I had already decided this was an easy no. We were mostly being polite at this point.

This whole time we were getting served by this very cute little cocktail waitress. She was in her mid or early 20s. She was about 5’2” with great curves. She was wearing a plain white button up shirt and tight black skirt that showed her curves.

In this particular moment, I was the big cheese while the other guys at the table were desperately trying to get my approval or were clearly working for me in the case of my adviser. I think she picked up on this vibe and had a thing for powerful men.

She got more flirty as the night went. She once came and check on me and left without checking on the other guys one of whom was ready for a refill.

I cut off the meeting as soon as was polite. I tried as tactfully as possible to tell them that I wasn’t going to be investing. They took off as did my adviser. I stayed since I was out of town and had no where to go.

The waitress started lingering longer and longer at my table. I mentioned I had nothing to do since I was in town on business. She said she was getting off soon and would be happy to keep me company. I asked if she’d like to come back to my hotel for champagne. She accepted.

When we got to my room, she was still calling me sir even though I told her my name. I was getting the signal that she wanted a dominant, in control man. I told her to come stand next to me. I then pulled her next to me. I pulled her in for a kiss by the back of her head. She kissed me back.

I told her to strip and she said “Yes sir”. I lifted her up and sat her on the desk so I could explore her body kissing and sucking all over. She was really responding.

I told her to get on her knees and take off my pants. “Yes sir.” She did and started sucking my cock. I told her to lay on her back on the bed with head leaning back. “Yes sir.” I fucked her throat. From there, it was me telling her to get in a position, “Yes sir” and passionate fucking until I blew my load in her mouth.

THE ESCORT

Soon after I came into my money, I was interviewing companies to manage it for me. I was a pretty good sized fish to land so I was getting a lot of attention from various banks and investment companies.

One took me to a strip club. While there, we talked about the girls and our personal tastes. I mentioned I liked petite girls, especially redheads. I thought nothing of it at the time. Just guys shooting the shit.

About 30 minutes after the banker dropped me off at my hotel, I get a knock on the door. I open it up and there is the most beautiful little redhead I’ve ever seen. She was probably about 5’4”, curly shoulder length hair. I would guess she was about 21. She could easily be a model or actress. She tells me the banker sent her.

She offers to rub my shoulders. I accept. About 10 minutes later we are kissing. I take off her dress and she has lacy black lingerie and stockings on underneath (something I had also mentioned at the club). She sucks and fucks me every which way possible. I end cumming twice before she leaves several hours later.

PERSONAL TRAINER

After getting my money, I quit my job. I started exercising to get in shape / fill the time. I decided to get a personal trainer. I am not going to lie. I picked based solely for girls who were cute and young. I talked with a couple. I then did some Instagram stalking. I picked one who seemed the most fun loving and seemed to enjoy the finer things. She had a toned body and always wore yoga shorts or pants. She is a Latina, about 5’6”.

I flirted pretty shamelessly with her. After a month, I moved into a new place with a gym so our sessions became private. One day at the end of a session in which we’d been flirting, our eyes met. Next thing I know we are kissing. Then the clothes start flying and I fuck her from behind while she leans against the weight rack.

We agree it was a one time thing but it happened again a month later. We decide to end our professional relationship and start a sugar baby arrangement. We see each other every other week. We usually go for a nice dinner then back to her place. In between I send her gifts and cover some of her bills. That went on for most of a year before I ended it.

Source: reddit.com/r/gonewildstories/comments/9n20lc/a_couple_of_sexual_adventures_mf