by liam

Gender: m
Age: 33
Race/ethnicity: white
Current location: nyc
Highest education received: Some college (not currently in college)
Occupation: ems
Relationship status: single
Religious affiliation: atheist
How religious are you? Not at all
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 40
How many hookup stories have you here posted before? 0

Fucking The Friend’s Ex For Thanksgiving

How long ago did this hookup happen? 4.5 years

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? booty call

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 a close friend’s girlfriend for a few years, i’m about 6 years older than him and she was a couple years younger than him.  she’s a thick puerto rican girl with especially large breasts.  we had messed around a little one time while at my friend’s house as she was mad at him and kept saying she wanted to get fucked and he would say so fuck him already… she felt me up and tried to give me a foot job in a diner, i played with her tits and whispered raunchy stuff to her.  prior to that i had driven her home many times and we had never done anything but talk.  they broke up and she moved out of state for school but we kept in touch via facebook.  The thing I liked best about her was her dark skin and her huge fat dark brown nipples, which are very sensitive.  I’m not really crazy for lare breasts, i think small ones are very sexy, but i love large lips/nipples/clit/labia, and all of hers were fat and juicy and large.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? a week before thanksgiving that year she imed me one night, which wasn’t uncommon but i told her i was very horny and she started saying she would help me if only i was interested… we talked dirty for a little while and i said if only you were in brooklyn and she said shed be home for thanksgiving do i want to do something.  I agreed and we spent the coming week sexting and saying what we were going to do with each other.  I was sharing a house with 2 other guys who were going home for turkey day and would have the place to myself, I had just moved in a month before and wanted to “christen” the place already.  Due to some miscommunication i expected her in the early afternoon and she didn’t show up until almost midnight, so i had a couple of beers through the day while waiting.  She came in and got settled for a minute and had a quick drink and I basically jumped on her, more to set the mood than out of any kind of crazy lust…. I had decided I wanted this to be rough and wild and uninhibited and didn’t feel like sitting on the couch for hours talking and waiting to kiss.

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? i started kissing her and groping her roughly and she responded very positively, i pulled her breasts out of her top and sucked them and she started stroking me through my pants and kept talking about how she had fantasized about me since we messed around because of my girth.  She pulled me out and started sucking me, which was amazing.  i definitely have an oral fetish, almost to the point of prefering head to sex (not quite) and she didn’t disappoint.  she couldn’t deepthroat me unless i forced her head down but she repeatedly tried anyway, making that repeated porno gagging noise, awesome!  that went on for a while, she was literally the most enthusiastic and nasty cock sucker i’d ever experienced… not the most talented, but A for effort and she kept me on the edge of blowing the whole time.  finally she climbed on top of me and we fucked all around the living room, i think we both had it in mind to cover all the furniture.  We were both quite rough, she was drenched and it was very easy to make her cum repeatedly, i choked her while pounding her and she squirted a little bit and got too sensitive for a minute and made me stop inside her then squeezed me really tight with her vaginal muscles and she came again. 

At some point we moved to the basement den and my bedroom and I ate her to several orgasms, her pussy is very fat and she gets soaking wet so i was hugely turned on.  she came so hard she fell off the futon and i just gripped her thighs and kept licking and sucking… she pushed me off and shoved me back on the futon and climbed on me again and rode me for what felt like 45 minutes or more, until we realized the condom had come off inside her.  I still hadn’t cum and she tittyfucked me and blew me some more but nothing was happening so we put on another and she rode me reverse cowgirl while i pulled her hair and spanked her, with her creaming all over me and a thick layer of her lathered up juices building up on the condom and my shaft.  finally she said she was too tired to keep going, we were both exhaused and i told her around 6am i was going to my bedroom expecting her to follow but she never did… i woke up and she was still in bed naked and was rock hard so i woke her up and she sucked me a little but kept nodding off… i told her i was going to jerk off and she said she wanted to taste it but never got off the couch so i went to bed and rubbed one out because i felt like i was gonna get blueballs. 

i got up and started straightening up and got all her clothes together and had some breakfast. she finally woke up and walked around in her panties which was very slutty and i played with her tits some more and asked her to fuck me but she said she was sore, i asked her to suck me and she said she needed to eat.  That’s where it got weird… I made her some breakfast and she takes out her phone and calls my friend/her ex which totally freaked me out.  i was trying to tell her to stop and she walks over and starts rubbing my cock and talking to him like nothing is unusual… she tells him she’s at her parents house and i could hear him blowing her off.  I was very weirded out.  I asked her wtf she said he would call eventually anyway trying to get some pussy and she wanted to cut him off… that call did not have to happen in my kitchen… she started asking what I was doing and i made some excuse about meeting my dad for lunch and took a shower and told her when she was done cleaning up i was gonna go, she declined taking a shower and she left.

Did you have an orgasm? Did your partner(s)? she had admitted in the past to being multiorgasmic in the right circumstances.  apparently i am those circumstances.  she came repeatedly from oral and vaginal sex and even seemed to get off from sucking me.  I was a little drunk and between that and the long long wait all day for her and the condom and a few pauses i never did that night…  but the sex was good and rough and it basically gave me unlimited stamina, so it was pretty fulfilling.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? we used several condoms, with one coming off in her, which happens semi regularly with me because of my girth/shape (tapering much thicker at the base, condoms tend to roll back up when it gets rough) , but we realized and put on another… i’m clean, she said she was

What were your REASONS for having this hookup? we were both horny, had messed around slightly in the past.  it came about randomly as a result of me having no filter but worked out great, it turned out she had been fantasizing about me for a couple years and wanted to try to impress me, which she did.  i also definitely wanted a fucking a friend’s ex type conquest.

Were alcohol or drugs involved? If so, how much? alcohol, i’m a beer drinker, and a big guy, i frequently have 2 or 3 beers with no noticeable effect on me.  that day i had about 5 in maybe 8 hours waiting for her as it was all i had to drink.  I had asked her if she wanted anything and she asked for vodka so i bought a liter, and some sour mix, and made myself one when she was on her way, which was probably the main reason i couldn’t nut.  she took the vodka straight and had 2 cup, then some more straight from the bottle later… more than half the bottle was left when she left so it wasn’t that much.  i rarely drink hard liquor, but regularly have beer before sex and rarely have so much trouble cumming.

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? she was a little weird and i wanted her to leave so i made and excuse to get her out.  she went back to school and we haven’t seen each other since but we do talk on fb and have both expressed an interest in another round

To whom did you talk about the hookup? How did they react? I have told most of my close friends that i fucked someone’s ex, and a couple people knew i had someone coming over that thanksgiving, but i’ve never told anyone whose ex.  I already had an untrue rumor that i had slept with a friend’s ex going around about me but she was away with her new boyfriend at the time so people have always been confused.  I mention it but am always deliberately vague about details so no one has ever figured it out.  I always wonder if she told her ex/my friend but if he knows he doesn’t care… about a year ago he was trying to remember something and claimed he couldn’t even remember his name (she practically lived with him for almost 2 years, so that’s pretty crazy)

Was this a consensual and/or wanted experience for you? For your partner? consensual and planned by both of us, and mutually wanted

Do you regret this hookup? If so, why? not at all, it was great sex, i do regret how much i drank, i wasn’t drunk but there was definitely a physiological effect on my ability to orgasm

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? the best thing was that she was very enthusiastic and slutty, for lack of a better term, especially with her mouth.  The worst was when she called my friend as i immediately freaked out until she hung up.  I love to fuck, and am very uninhibited about casual sex, and continue to be. There’s definitely a power dynamic in taking someone else’s woman that i get off on, but this was the first time it was a close friend i was doing it to.  we’re still great friends, maybe closer than ever, so there’s no effect there, and i have no guilt or shame about it, nor any compulsion to spill the beans.

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

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