It Felt Like Her First Time



What’s your gender? Man
How old are you? 28
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: Some college (not currently in college)
What’s your current relationship status? Single
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 8
How many hookup stories have you here posted before? 1

It felt like her first time

How long ago did this hookup happen? 8 months

What was your relationship status at the time? Single

How would you best classify this hookup? Fuck-buddies / Booty call

How long did you know the person before this hookup? For 1 to 3 years

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? Curly blonde hair, blue eyes, fairly cute and shy, 24yr old, 5’6″ very tiny frame maybe 100lbs, tiny breasts however a great little butt and legs, she was a runner. Friend of my ex who maintained contacted after breakup. I was curious and wanted to sleep with her. We had never hooked up before but we had been hanging out for a few weeks. As I said she was shy, the first time I made a move she wouldn’t do any more than make out. The next couple times I was able to get a hand in her pants, but she denied me beyond that, she spent the night and still nothing other than making out. I was getting frustrated.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Happened at my place, she sent me a text on a Friday night wanting to watch a movie, by now I was ready to turn her down cause I wasn’t interested in another night of just making out, however I was horny so I told her to come over even though I didn’t expect it to go anywhere and I had excuses ready to send her packing if it went nowhere. We started out watching a movie on the couch, I was running my hands all over her, mostly her butt when she asked for a back rub, I told her she would have to take off her shirt and much to my surprise she did this time, I rubbed her back for a bit and took her leggings off. After a bit of a massage, I sat back down and we started making out, I kicked off my pants. With a bit of coaxing, she started to dry hump me, however when I eventually pulled it out she just sat back and stared at it, I went to take off her thong and she stopped me, I’ve always thought I was a bit above average but according to her she thought it was huge and much bigger than any she had been with, there’s an ego boost.

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? With a bit more kissing, she reached a point where she needed it, I could tell she was incredibly inexperienced so I suggested a blowjob first, which was terrible. She had no idea what she was doing with it, so I tossed her on the couch and went down on her which she was hesitant about but I told her I’d stop if she didn’t like it, she wasn’t shaved, just trimmed which I wasn’t a fan of but I continued and she apparently loved it cause she was clawing at my scalp as I licked and struggled to fit two fingers in her, she had an orgasm and I figured she as ready or at least I hoped so because I certainly was, as I put the condom on she again just looked at it with concern, I went in slow and started pushing my way in, I’ve never taken a girl’s virginity but damn I thought for sure I might be at this point, at maybe 2″ in she was struggling and I was just passed quarter of my length in, she was super wet but so tight I actually asked with a bit of concern if it was her first time, she said it wasn’t but it had been a while, I continued slowly, eventually picking up some speed, but it wasn’t working for me, so we switched to her on top for a while but again her lack of experience resulting in a less than pleasurable time so we switched again, I was starting to lose interest and my erection so I started pounding her pretty hard to bring it back and hopefully to an end when she started to blurt out words and tremble as she painfully dug her nails into my back as she pulled me in and she climaxed, I’ve never felt a vagina tremble and clamp down on me like this before, she basically went limp and let go of me, I was close so I continued and reached my orgasm less than a minute later.

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? She spent the night and we went to bed naked, I woke up a couple times in the night and we had sex again, then once more in the morning before she left. I have no expectations, we don’t really talk other than to hook up, her lack of experience or willingness to try new things but it beats jerking off.

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), I was feeling lonely, Boredom

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

How intoxicated was your partner? Not at all (no alcohol or drugs)

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? Somewhat

Did your partner(s) consent to this hookup? They didn’t give a clear ‘yes’, but didn’t give a ‘no’

To whom did you talk about the hookup? How did they react? no one, I don’t really talk about my sex life

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? I don’t know / I’m not sure

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? long term fuck buddy

What was the WORST thing about this hookup? her lack of experience.

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

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

Anything else you want to add about this hookup? She is kind of boring in bed but its better than jerking off.

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