My First Fuck Buddy



What’s your gender? Man
How old are you? 29
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
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)? 20+
How many hookup stories have you here posted before? 3

My First Fuck Buddy

How long ago did this hookup happen? 10yrs

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 less than a year

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? She was 19, around 5 foot and petite, brown hair blue eyes, tight little body, b-cups, she seemed very innocent but she was anything but. I didn’t really know her, we had gone to school together but I had no clue who she was and we didn’t actually meet until years after graduation, I honestly don’t remember the specifics of how we met other than mutual friends. She seemed super innocent but she was like one of those sales people that sells Tupperware to their friends, but instead of Tupperware, it was sex toys. One of our mutual friends had informed me she had a thing for me so I asked her out a few times, we had kissed then on the 3rd date after a movie on the drive home she attacked me while I was driving, we were both very inexperienced and when she pulled out my cock she almost ended the night right there when she said something I had never heard before “What the fuck! that’s too big” luckily she was so horny it took very little convincing, I was nervous and it took me a very long time to cum but she didn’t mind at all, she got off numerous times and just assumed I intended to last that long. The following day she had told me she had only lost her virginity a few weeks prior to her ex-boyfriend and I was only her second but she couldn’t get over how much larger I was or how long I lasted, needless to say, she was hooked and we fucked like rabbits, she was an absolute freak, and her access to free sex toys kept things interesting. I was enjoying the sex but honestly had no long-term interest.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It was a Friday night and she wanted to hang out, see a movie and obviously fuck. I picked her up from her parents place and she was barely in the car for two minutes and she was already slipping off her leggings, she told me to drive as she pulled out a vibrator and started fucking herself right there in the passenger seat, she was very good at getting herself off and after a few blocks had her orgasm. I was rock hard from seeing her little performance and she knew it, she began kissing me and whispers in my ear “Find some where we can fuck, my pussy is ready for you” , as I drove to a little dead-end street surrounded by fields and forest she pulls a bag out of her purse then turns on the interior light and sticks a condom pouch up to it, a little confused I had to asked, she giggles and says “Glow in the dark condom and a vibrating cock ring, your cock is going to be like a big vibrating lightsaber” I pulled the car over and we stripped down and moved to the back seat.

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? She pulled out the condom and slipped in on and we turned off the light, it was mildly funny to be honest seeing my cock glowing green, then she slipped on the cock ring, which I had never used before, when she turned it on it was a little surprising, wasn’t bad but it didn’t really do anything for me, she straddled me and lowered her self, she jumped a little when my big green vibrating tip grazed her lips but she then quickly impaled herself on it letting out a moan like never before, with ever inch inside her she could barely speak, finally managing to blurt out “F-f-fuck that feels so good” she started to ride me and she was enjoying it immensely, she had her first orgasm in minutes but to be honest the condom was far too tight for my enjoyment , it snapped on the way to her second climax, she was disappointed but I swapped it out for one of my usual condoms and got back to it, things felt much better as her second climax peaked and she cried out, the walls of her tight little pussy trembling set me off and I blew my load. When she climbed off my entire crotch was glazed with her cum, she jokingly says “Note to self. Glow condoms not for large ones, vibrating ring, however, is a big yes” we got our shit together and went to catch a movie.

Can’t remember what movie we were seeing other than it being some chick flick with some heavy sex scenes, we had specifically gotten seats in the top corner so we could fool around, about half hour in I started running a hand up and down her thigh slowly working my way up until I was rubbing her pussy, she struggled to control her noises as the crotch of her leggings grew wetter, she was squirming and shaking on the edge when I quit. Once she caught her breath, she opened my pants and went straight to jerking my already hard cock, she’d spit in her hand for lube and stroke till I was on edge then stop, she was doing this to me the third time when the credits began to roll and the lights came on, she giggled as I pulled my jacket over it, we waited for the theatre to clear, we were the last ones in there and I was still rock hard, she giggled and signalled to leave, I told her I couldn’t exactly leave with this massive erection and that’s when she got down on her knees, I tried getting her up but she began giving me head, she gave really good slobbery blowjobs the only downside being she never let me finish in her mouth, I warned her I was close and she grabbed a napkin in one hand and jerked me off as fast as she could with the other, I erupted a surge of thick white cum, the napkin barely able to contain the load, she tossed it on the floor and we quickly got out of there.

Again on the ride home she began masturbating in the front seat, telling me how she couldn’t wait to have my big vibrating cock inside of her again, when I went to pull over she told me not yet and to continue to her house, I asked what about her parents and she just told me not to worry about it. We pulled into her drive way and all the lights were out, we began making out as she jerked me off, I asked if she wasn’t worried bout her parents seeing and all she said was the thrill of getting caught turned her on even more, she slipped on a condom and the vibrating ring and I crawled to the passenger seat where she rode me for a bit but I had already blown two loads and it just wasn’t working for me, we tried switching to doggy with her between the seats but my little vw was just too cramped, she told me to be quick and we ran to the area between the two houses where her neighbour had a pickup truck backed in, we dropped the tailgate and she bent over and I slammed my vibrating cock into her with force, I had to put a hand over her mouth to shut her up as I hammer her insides, she began to squirm and convulse, I kept thrusting through her orgasm till I myself blew my load, she could barely walk as we returned to the car for her pants. I drove home, my balls completely drained.

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 had been fucking for weeks so the next day was just another day. we fucked steadily for about 9 months until her friends started asking why we weren’t dating blah blah blah. She told me if we weren’t going to date we’d have to stop seeing each other, I had no interest in dating her so we quit seeing each other. Something that didn’t last long, she would get horny and call me up, get in a fight or break up with a boyfriend and call me up, she was a good lay so I’d give her the dick she was looking for and send her on her way. I eventually became bored though and quit answering her calls.

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, It was easy / convenient

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? 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? Few friends knew, mainly because she liked to share details with her girlfriends

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

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? First, fuck buddy and she was a freak

What was the WORST thing about this hookup? She wouldn’t swallow

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? This fuck buddy relationship changed how I approached sex, realizing even the most innocent looking women could be freaks in bed was a game changer and resulted in much more sexual success down the road

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

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

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