I get real lucky and get to have hot sex with a celebrity.
I had a period in my life where I attended a series of events and took photos and did write-ups that were published in magazines. These events were held in various areas throughout the U.S.
One of the supporting companies of these events employed a spokesmodel who represented the company at the various events. She had become quite famous in a very short period of time. Although I had seen her on TV and in magazines, I had never met her.
At one of the events, a local newspaper sports writer had organized a large dinner party. He invited about twenty people to the dinner that was held in a large private room at a local restaurant. I was lucky enough to get an invite.
Through pure luck I ended up sitting next to the spokesmodel, who I will call Jill. Jim, the sportswriter host, was sitting directly across from us. I managed to carry on an interesting conversation with Jill. At the time, I was 32 and she was 22.
At some point, Jill passed a note to Jim and he looked at me and made some comment that the note was about me. Then passed it back to Jill. I tried to get it away from her so I could read it, and we playfully wrestled with each other. Somehow, and I really don’t remember exactly how it happened, but I managed to slip off my chair and landed on the floor and Jill landed on top of me. Which everybody thought was hilarious. We were pretty much hidden from everybody except those seated immediately next to us.
The next thing I know Jill is planting a big wet kiss right on my lips accompanied by a little tongue action. Probably the last thing I expected. Before the dinner was over she had slipped a note to me with her hotel name, room number and a time, and told me to meet her there. It was the event headquarters hotel where I was also staying.
I left the dinner and went back to my room as I had some time to kill before the big meetup. When it was time, I knocked on her room door and she let me in. The room had two double beds and I was surprised to see another girl sound asleep on one of the beds. Jill said it was her best friend and not to worry about her.
We proceeded to start making out and before long the clothes came off and we got busy. One of the unique things about Jill was she knew exactly what she wanted and wasn’t shy about letting me know. When I went down on her it wasn’t to her liking so she proceeded to tell me exactly how to do it. I’ll always be grateful for the lesson in pussy-eating that she gave me as I have used it throughout my life to keep many partners happy.
As far as I know, her girlfriend never woke up although we made no attempt to be quiet. We basically had sex almost the entire night. I finally left at about 5 AM. I saw her the next day, although we didn’t get a chance to talk, and she looked well rested and beautiful, although I don’t know how. I was totally hammered.
We continued to see each other at the various events that we both attended although we never went out together, just had sex. Her contract forbade her to fraternize with anybody at the events so we had to keep it on the downlow. The big dinners were a common occurrence and I somehow always got invited to any that she attended. We rarely even sat together and nobody knew we were fucking each other’s brains out.
Sometime later I was at my office and my phone rang. It was Jill and she was working the New York Boat Show and told me to get on a damn plane and get my ass to New York. So I did. That was the only time where we ever went out together alone in public. She wasn’t worried about anybody from her company finding out. Although the boat show was such a departure from the other events she worked that the rules might have been relaxed.
All good things usually come to an end, and our relationship was no different. I was looking forward to seeing her at an upcoming event when she called to tell me she was skipping it. She was at a major golf tournament in Indianapolis and said she had hooked up with a big name golfer and was having too much fun to leave. I thought this was odd because I assumed she was obligated by contract to attend all of the same events I went to. It really didn’t bother me because I had already figured that she had plenty of other partners besides me.
At the time I was seeing a young gal and so I invited her to go to the upcoming event with me. She was thrilled to make the trip. A day before we were scheduled to make the flight, I got a call from Jill saying she had decided to come to the event after all and was looking forward to seeing me. I told her that based on her telling me she wasn’t coming, I was bringing another girl with me. After a long silence Jill said if I showed up with another girl that we were done.
So I had a decision to make. Tell Patty that she couldn’t go and probably give up getting pussy two or three times a week from a very hot 18-year old, or leaving her home to continue getting laid by Jill once a month or so. So I took Patty.
We checked in to the headquarters hotel and as soon as we entered the room, the phone rang. It was Jill wanting to know if I had brought that bitch with me. She must have told the desk to alert her when I checked in. When I told her that I had brought a date, she demanded that we put on our bathing suits and get down to the pool so she could check Patty out. So I said OK.
Now I had told Patty everything that was going on and she had no problem with it. In fact, I think it somehow turned her on because when we got undressed to put on our bathing suits, she asked me to fuck her before we went to the pool. So I did.
When we got to the pool, Jill was on a room balcony that directly overlooked the pool. I knew most of the people at the pool so I was a bit surprised when Jill started directing comments towards me. All in a joking manner and not giving anything away, but mostly getting laughs from everybody.
That evening, one of the celebrities who lived in the city where the event was being held, hosted a major party at his house. And I was invited. So Patty and I showed up and of course Jill was there. She introduced herself to Patty but thankfully was pretty cool about it.
Shortly after that, the host of the party came over to me and asked to be introduced to my daughter. I looked over and saw Jill laughing her ass off so I knew she had put him up to it. Patty was only 18 and looked even younger.
Over the next few years, I would see Jill at the various events and parties. She was always cordial to me and at one party after maybe too many drinks, she sort of upbraided me for ending the relationship. Of course I didn’t quite see it that way. I can’t remember her exact words but it was along the lines that she regretted that we had ended the relationship. That did kind of feed my ego a little bit.
Shortly after the visit to the event with Patty, I met an incredible woman who I fell hard for and I ultimately married her.
(This is a 100% true story. Only the names have been changed.)
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