What’s your gender? Woman
How old are you? 48
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Houston, Texas
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Accounting
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? Five
How many hookup stories have you here posted before? This is my first

Sex With Handsome Stranger During Business Convention At My Hotel

How long ago did this hookup happen? One year ago

What was your relationship status at the time? Engaged/Married (monogamous)

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? A very handsome younger man of 29 (I was 47 at the time). He was tall and had a muscular body. No big belly and he was in shape. He had dirty blond hair and blue eyes. I met him at the hotel restaurant I was staying at for a convention. At the time, I was there for work and had no intentions of hooking up with anyone.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We met on Friday on the floor of the convention. We met again by accident at the hotel restaurant that evening. Nothing happened but I saw him again the next day and then he invited me to have dinner with him. Looking back at it now, he definitely was the instigator. He was very charming, handsome, and knew exactly what to say to me. I enjoyed the attention because my husband and I had been drifting off and we didn’t have much sex any more. I loved him and there was no way I was going to leave him, but I was really craving a man’s attentions and touch.

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? He talked me into going to his room for a glass of wine. I agreed and when we got there he was a gentleman an we talked over one glass of wine. He really was charming me and he was so handsome and young. When he started making advances towards me I reminded him of our age difference and he said he didn’t care.

He took me into his arms and it felt so good to have a man pressing against me and showing interest that I gave in. We began taking our clothing off and soon I was naked in bed with a virtual stranger. He was actually a very gentle and considerate lover. I love being kissed and he started with some serious kissing on my lips, neck, ears, and other parts of my body. He had me quivering just through his kisses.

He didn’t try and enter me too quickly, which I appreciated as I really didn’t want to be rushed in this. I knew that this was going to be a one-time thing and I wanted to enjoy myself.

He did give me oral and I orgasmed. He then spent some time kissing me some more and then he asked if I was ready for him. I told him I was and a moment later he parted my legs, mounted me, but he didn’t enter me right away. I looked down and saw that his penis was very erect but he seemed to be hesitating. I then reached down, took hold of his penis, and guided him to me. I planted the tip of his penis at my very moist entrance and let go and waited for him to penetrate me.

Once he was inside me it felt wonderful and I was very happy that he was able to last so long inside of me. When he finally came inside of me, I was so close to an orgasm that feeling his penis pulsating as he released his sperm inside of me put me over the edge and I had a second orgasm (a rare thing for me).

He then cuddled me for a little while before I left for my own room.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, one

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? Once I got over my sexual glow after I returned to my room I began to feel very guilty about it. I mean, I loved my husband and he was the father of my two children and a wonderful provider. It really wasn’t his fault that he was losing interest in sex. He was suffering from some health issues, which probably can account for that lack of interest in sex. But he is a wonderful man and I shouldn’t have betrayed him like that.

Another regret was that I had let him release his sperm inside of me and I wasn’t on any birth control. My husband had a vasectomy years ago so I never needed birth control with him. Plus I felt that my age of 47 probably meant that I couldn’t get pregnant. But I took a big pregnancy risk as well as STDs. That was very stupid of me.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Emotional intimacy, closeness, connection

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

To whom did you talk about the hookup? How did they react? I told a close friend of mine and she reacted in horror. She couldn’t believe that I’d let myself be talked into the bed of a much younger man when I had so much to lose.

How would you best summarize people’s reactions about this hookup? Relatively negative

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

Do you regret this hookup? Very much

Why do you regret this hookup? Though the sex was wonderful and I really needed that level of intimacy, I did betray my husband’s truth and love for me.

What was the BEST thing about this hookup? That I could still attract a younger man and he didn’t run away when he saw my naked body.

What was the WORST thing about this hookup? I betrayed my husband.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It has. I can see how women and men can be lured into a one night stand so easily.

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

All things considered, how NEGATIVE was this experience? Fairly negative

Anything else you want to add about this hookup? Would I do it again? No. But at the same time it was nice to be wanted by another man and to have him inside of me and giving me his sperm willingly.

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? I don’t want to be a hypocrite so I won’t condemn others that have done it.

What do you think about the Casual Sex Project? Fascinating stories.

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