Older Academic

by W

What’s your gender? Man
How old are you? 27
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? Birmingham
Highest education received: Post-graduate degree (currently pursuing)
What’s your occupation? PhD Student
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Bisexual
How many sexual partners have you had in your life (including oral sex)? 31
How many hookup stories have you here posted before? 0

Older Academic

How long ago did this hookup happen? 2 days.

What was your relationship status at the time? Same as current status

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 was presenting at a conference in a major city when I met John. He was one of the panel chairs and was a really rugged looking guy in his late 40s. I’d read some of his work before, but I’d never met him in person. During lunch, we got to talking about our work, and I have to say that I was attracted to him instantly. He was very tall with dark greying hair, a perfectly groomed beard, and a really appealing smile. I thought about making a pass at him then, but it would have been massively inappropriate given the setting, so I didn’t push the issue.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? After the conference, I went straight back to my hotel feeling rather horny. So, I decided to open up Grindr. After chatting with a few undergraduate bottoms, I realized what I really wanted, inspired by John, was to receive the meat of an older gent. So for the first time ever, I changed the search criteria for someone between 40 and 50. Eventually, I received a message – and I couldn’t believe my luck when I saw it was John! I don’t have a profile pic because I don’t want to be seen on there by someone who might know my girlfriend, so I told him that I was actually a student he’d met at the conference and that I’d love to hook up with him but that I’d understand if that was a no-go area for him. When he messaged back he simply said, “Which student?” So I sent him my picture. He messaged me to say he’d thought I was cute at the time, and if I was a bottom he’d love to fuck me. I hesitated, and then went ahead and told him my hotel and room number. While I nervously waited for him to arrive, I started to lube up my ass for him.

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 I heard the knock at my door, I froze. Was I really doing this? Then, I opened the door. He was just as sexy as ever. We said our hellos and kissed, and then when he closed the door behind him, we started to take off each others’ clothes. He was really rugged, and I was shocked when I saw his cock out for the first time. It was a good 8 inches. I think he saw my surprise, so I just took it in my mouth and started to suck on it, paying lots of attention to the head, and trying to deep throat it as best I could every so often. After a good fifteen minutes or so, he told me to stop, and then led me over to the bed. He pushed me down onto all fours, ass in the air, and pushed his cock gently inside me. I gasped as it went it – it really felt like I was being stretched open – but once he was in it felt amazing. He started to gently fuck me, giving me a vigorous reacharound while he did so. After a good 25 minutes, I came onto the bed sheets. Then he pulled out and told me to lie on my back, legs above my head. Then, he entered me again, and fucked me far more vigorously, looking into each others’ eyes all the while. Eventually, he had his orgasm. After he pulled out, he gave me a cheeky look, then whipped off his condom, turned it inside out, and let his cum drip onto my tongue. I swallowed it all. Then we just cuddled and talked for a bit, before he got dressed and went back to his hotel.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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? The next day, I felt amazing. I still had that telltale soreness around my asshole that reminded me I got fucked good. I knew it was a one-night stand, so I had no expectations of ever even speaking to him again. I did feel a bit guilty about my girlfriend like I usually do, but that feeling passes quickly. What she doesn’t know can’t hurt her.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Submission / Relinquishing power

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? I don’t know

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 haven’t told anybody.

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

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? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? The feeling of his huge dick as he thrust inside of me.

What was the WORST thing about this hookup? Slight guilt about betraying my girlfriend.

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? Very positive

All things considered, how NEGATIVE was this experience? A little negative

Anything else you want to add about this hookup? No.

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 love casual sex. Though I don’t do it often, it’s even better when I have a steady girlfriend or boyfriend because I get even more turned on by the secretive nature of it. And as a bisexual, when I’m partnered with one gender, I think it’s important that I still get to explore the other.

What do you think about the Casual Sex Project? It’s really interesting to hear other people’s experiences and see what we’re all like behind our veneers of respectability.

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