One-Night With A B-List Personality



What’s your gender? Man
How old are you? 55
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Canada
Highest education received: College degree (eg., BA, BS)
What’s your current relationship status? Single
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? High libido
How many sexual partners have you had in your life (including oral sex)? +70
How many hookup stories have you here posted before? 1

One-Night With A B-List Personality

How long ago did this hookup happen? Last night

What was your relationship status at the time? Single

How would you best classify this hookup? One-night stand

How long did you know the person before this hookup? Just met that day

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? I will not disclose too many details here, considering the status of that woman.
She’s 40 something, with the real sexy MILF look, i.e. all the right curves at the right place. She eventually told me that she’s (not so happily) married, with two kids. I had seen that woman before, on television. But I did not recognize her at first when I met her.
I’m currently on a road trip in the US, on my brand new motorcycle. Last night, I stopped at a hotel conveniently located considering my next day itinerary. This hotel happened to be located near that city’s airport. I went to the hotel’s restaurant, to relax, have a beer and eat something. It was around 7:00 PM. She was seated at a table, across the aisle, but facing in my direction. We were 3-4 meters apart. We immediately made eye-contact and exchange polite smiles. With my motorcycle helmet, my leather jacket, my badass jeans, my boots, and a 3-day beard, I guess I display some sort of semi-bad boy look (which, BTW, is totally intentional). I must say that she was attractive. I could tell that with a certainty factor of 0.9, because I know women, that her body language was telling me “I’d like to talk to you”.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? A funny thing happened. The waitress came to clean the table next to mine and in doing so, she accidentally dropped a near full glass of soda on the floor. A lot of soda ended-up on my jeans and my boots. Really, it was really minor to me. Of course, the waitress offered her most heart felt apologies, but really, it was nothing. And that lady, seated across me, immediately came to the rescue, offering her help to clean the mess, including wiping the soda on my boots!! Talk about a way to break the ice… We obviously engaged the conversation. I offered that she sits with me and I ordered two beers.
She lives on the other side of town and it was more convenient for her to stay at this hotel because she had an early flight to catch the next day. That’s when she told me she’s a TV journalist. That’s when I placed her.
In the course of our conversation, she later admitted that this break away from her home was welcome as she’s not really happily married. We talked about our respective lives and it got more and more intimate (blame it on the second beers I guess). She eventually confessed that her dissatisfaction with her relationship is a result of an essentially sex-starved marriage. Five minutes later, I invited her to my room. She said, “No, I’d prefer we go to my room”. Who am I to debate that?

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? When in her room, we undressed and I insisted we take a shower first (I hate having sex when I don’t feel clean). We took our shower together, we washed our intimate parts and it was really erotic. I really appreciated her body: nice and natural C-cup breasts and very well-shaped butt. When we went back to the room, I sat on the couch. She came and she sat on me. I had this preconceived idea that it would be boring having sex with a somewhat known personality like her. I mean, they have to be so serious on their job, I could not bring myself to believe that they could let go in their private life. I was essentially wrong.
We started to kiss and our hands were soon over each other’s body. She extended an arm behind her back and she firmly took my penis in her hand, that she started to slowly jerk. After a short while, she went down on me. Her blowjob technique was not the best; I really had to both relax and focus in order to come in her mouth. Once I did, she gave me the deer in the headlight look; I think she did not appreciate. She did not say a word, she went to the bathroom where she spat my cum and rinse her mouth with water. But she was not angry. She came back, I laid her on the couch and I went down on her. She was not shaved, but her genital was not too hairy, so it was fine. I could feel that her pleasure was increasing as she was grabbing my head more firmly and pushing it harder against her vagina. It was a bit rough and I loved it. Then she came.
We got on the bed. I went down on her again and she had her second orgasm. She sucked on my dick again, to get it hard. Once fully erected, I penetrated her. I gave it to her slowly at the beginning, and then rougher and rougher. She climaxed again. I pulled out and turned her on her belly. I wanted to fuck her ass. When I was about to enter, she pulled away, telling me she did not like “that”. I said okay, I turned her on her back, penetrated her again and I came.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, multiple

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? We stayed in the bed for a while, we talked until 1:00 AM (which was crazy for her because she had to be at the airport at 4:30). She confessed that she’ll probably ask for a divorce when she gets back home. Personally, I simply moved on with my road trip. That was a nice sex experience which sort of fulfilled a fantasy that I always had which was to have sex with a celebrity. Granted, she’s not A-list famous, but still, she does appear on national TV almost every week. I have her contact information, but we both know that the likelihood of being together again is very dim.
I thought sex with her would be pretty vanilla. It was not that bad, but it was not my best one-night ever.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Sterilization, Discussed STI testing history

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), It was easy / convenient

How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it

What substances did you consume? Alcohol

How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it

What substances did your partner(s) consume? Alcohol

How wanted was this hookup for you at the time? Very

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? Very

Did your partner(s) consent to this hookup? They gave enthusiastic consent

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? Somewhat

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Fulfilling a fantasy.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No.

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

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

What do you think about the Casual Sex Project? I like it a lot. I try to read the posts on a daily basis. Some of the stories sound made-up, but most seem credible and I just find it interesting to see how people, from all over the world, sexually behave.

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