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? Scotland
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Arts
What’s your current relationship status? Single
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Bisexual
Any other term(s) that describe your sexuality or sexual identity? With prefernece to women
How many sexual partners have you had in your life (including oral sex)? 37
How many hookup stories have you here posted before? 4

Leaning How to Give Oral

How long ago did this hookup happen? 8 years ago

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? S was thin girl from Scotland who had lived in Canada for a term and thus had a slight Canadian accent (at least for a while). She was around the same age as me, though I never did ask. She was gorgeous, brown hair with a thin waist, long thin legs and perky boobs. She was everything I wanted visually from a sexual partner at the time, so much so I’m not sure I really knew what to do with her.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We met at a house party when I was at uni during my first term. I remember being instantly attracted to her and we hit it off when we started chatting. We ended up with a group chatting outside at the entrance to the flat and during this time we both had an arm around each other (I think under the pretence that it was cold). The others went inside and we were left outside on our own. It wasn’t long before we started kissing and (being a bit adventurous) I led her to blind spot just behind the door where I started kissing her neck, which she loved.

During this, my hands were exploring and we were both fondling each other and I slid a hand down her pants. When she responded, I slid a finger insider her and very quickly brought her to orgasm. This seemed to seal the deal as we decided to head back to hers in town, ironically just down from where I was staying at the time – I’ll be honest I don’t exactly remember how we got home.

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? We got back to her place and immediately started passionately making out and removing out clothes. We were fondling around on her queen sized bed. I fingered her to orgasm again and this time she was loud, screaming the place down. I loved it, vocal women turn me on.

Wanting to explore a bit more, I opted to go down on her. She said she had been on her period but it was ending. Not wanting to pass up a good thing, I went for it anyway. She loved it and I made her cum a few more times. There was a slight taste of blood in it. I’ll be honest I don’t know if I’d do that again, though I definitely don’t mind fucking a girl on her period if I have a condom. Around this time, she went down on me. I’m not sure if I was bigger than she accustomed to but she accidentally dragged her tooth over the top of my cock during this, which made me pull away. I decided to focus on her instead. This was also a recurring theme I was noticing in blowjobs, at least for me. Each time a girl went down on me, it would be slightly painful as their teeth would sometimes grind my erect helmet. This actually put me off blow jobs for a long time.

Anyway, she was so hot, but I was still insecure at the time. She said she wanted me to fuck her, and amazingly, the pressure of this gave me stage fright. I was still able to get hard(ish) and get a condom badly on. I did manage to enter her and we had about 30 seconds of hot sex before I came. I felt like a tool.

She was okay with this though and after making her cum a few more times I said I could run back to mine quickly and grab more condoms. She said that was cool. So I quickly ran home and got them. On the way back, I ran into a man and his dog out late at night for a walk. Being a dog lover, I immediately gave the dog the attention it rightly deserves – however the dog suddenly got interested in licking my fingers, specifically the ones that had been inside S about 15 minutes ago. Very quickly moving on I got back to S’s flat.

After fooling around again, we tried to have sex again, but I couldn’t get hard enough due to nerves and got angry with myself, which I think scared her a bit. I cooled down and spent the night. In the morning, we fooled around a bit more and I left.

How sexually satisfying was this hookup? Somewhat

Did you have an orgasm? Yes, 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 had each other’s numbers so we texted each other. I was keen for a second round to redeem myself, but she told me over text that she ‘Doesn’t do repeats’. I considered this was because of stage fright. We didn’t really talk again. I was at party at hers again once and she was there. We definitely recognized each other and she did a double take when she saw me, but we never chatted.

Interesting side note, her blow job accident actually took some of the skin of the top of my penis and I had a mark for days. Girls, please don’t actually eat your man when you’re giving him head. Trust me he’ll appreciate it.

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), Learning new things, experimenting

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? A little tipsy/high

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? No one. A few friends who were in the TA with me at time found out due to the massive hickey she left on my neck. I didn’t mind.

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? A little bit

Did your partner get emotionally hurt as a result of this hookup? I don’t know / I’m not sure

Do you regret this hookup? A little bit

Why do you regret this hookup? I just wish I had been able to satisfy her properly and fuck her crazy like she deserved.

What was the BEST thing about this hookup? Spending the night with a beautiful skinny woman and making her cum like a vixen.

What was the WORST thing about this hookup? Feeling too much pressure to perform and caving (or deflating) under pressure.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I realized I still had a lot of insecurities regarding myself and sex at the time. While I could easily perform during sex, whenever it was someone I was REALLY into, I’d struggle. As if a part of me felt like I didn’t deserve them. Fortunately I’m over that now.

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

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

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 think it’s great. More people should do it. It’s fun.

What do you think about the Casual Sex Project? Love the stories and advice columns.

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