by skyman

Gender: M
Age: 21
Race/ethnicity: W
Current location: Los Angeles
Highest education received: High school diploma
Occupation: Sales
Relationship status: Single
Religious affiliation: None
How religious are you? Not at all
Sexual orientation: Heterosexual
Any other term(s) that describe your sexual orientation/sexuality better/best? the natural
How many sexual partners have you had in your life (including oral sex)? 50+
How many hookup stories have you here posted before? 0

Starry Sky

How long ago did this hookup happen? 3 years ago

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? sex with a connection

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? She is a celebrity. I am a business man. She is tall, elegant, professional, incredibly beautiful and looked fantastic in a red carpet ball gown.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I had met her through a mastermind in LA. I talked with her at one of the group social events near the lobby of the hotel the event was in.

The next day, she had a red carpet event and her friend were crossing through the hotel lobby as I was walking through at the same time.

We saw each other and they called out to me to help them move quickly to their hotel room because of all the attention she was getting in her spectacular dress after the red carpet event.

I obliged and walked the ladies to their room on the top floor of the hotel. We got to the room and they made it comfortable to allow me in the multiple room suite.

The 3 of us talked on the balcony and her friend was taking the flowers from one of the massive bouquets that were on the table and putting flower petals throughout the room, with the energy and notions that she wanted us to hook up, while we were just going with it.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? At one point, she and I were sitting on the couch and her friend left the room and said goodnight. At this point, I knew that we were definitely going to hook up and soon after, kissed her. We kissed passionately and I lead the way to remove her clothes and we fucked all over the hotel room.

We had sex on the couch, I picked her up and we had sex on the table. We moved to the kitchenette. To the other bedroom and slipped into making passionate love on the massive king bed overlooking the city lights of LA.

I told her at one point that I loved her and genuinely felt it, she acknowledged it and we acted as long lost lovers reunited for the next few weeks while she was in LA for a few more events, before heading back to her home town in Texas.

Did you have an orgasm? Did your partner(s)? We had many orgasms. So many.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? no condoms. all love.

What were your REASONS for having this hookup? Reasons…were to go with the flow. Experience life, love and sex in a whole new way. To give to her when she needed it so badly. To experience the scenery and uniqueness of it all.

Were alcohol or drugs involved? If so, how much? No none.

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? We had deep romantic sex for weeks and stayed in contact for years after and I can even call her now and likely arrange to get together.

The time we spent was absolutely spectacular. Totally unplanned, unexpected and totally remarkable. I feel so lucky and grateful to have experienced something so in the flow.

To whom did you talk about the hookup? How did they react? I talked with my Dad about it at one point. He said to me, “Sounds like alot of fun” with a longing in his voice. He could tell how amazing it was for me.

Was this a consensual and/or wanted experience for you? For your partner? Definitely. More than just physically, we both ached for it mentally, emotionally, energetically.  We satisfied and exceeded meeting each others needs.

Do you regret this hookup? If so, why? The only part I could regret if I did, would be that she was married. Also, that some of our escapades took each of us away from being responsible for meetings and arranging new business opportunities at that very window.

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? The best was our connection. Her stunning and sexy lean, fit, model body with large natural breasts and healthy habits of all kinds. The classy environments and situations that we got together and had sex. The people that she introduced me to and the connections that came from it. The freedom and flowing of it all.

The worst thing…I probably missed out on some significant business opportunities by spending SO much time with her. And she probably missed out on some too, by her spending so much time with me. There were definitely some points where we didn’t want to leave each other when we should have to take on opportunities.

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

You have a hookup story to share? Submit it here!

What’s Your Fantasy? Click here to be part of the largest survey on sexual fantasies ever!