Becoming Lovers



What’s your gender? Man
How old are you? 30
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
What’s your current relationship status? Dating casually
Religious affiliation: Atheist
How religious are you? Not at all FWB

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? 0

Becoming Lovers

How long ago did this hookup happen? 3 weeks ago

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

How would you best classify this hookup? Friends-with-benefits

How long did you know the person before this hookup? For more than 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? She is short, petite body, small but full perky breasts, amazing little ass, dirty blonde hair and some of the prettiest blue eyes I’d ever seen and had a very cute smile. She was a mix of shy, frigid, sexy and independent. We’d met through a mutual friend and seemingly hit it off, I was crazy for her but things went sour when I found out she was playing me for her own personal gain and she dropped me, I found out later that she was notorious for this, however due to the mutual friend we still saw each other and somehow eventually became friends again. I’d obviously had feelings for her in the past however after getting burned I was a lot more guarded the second time around and was more so just interested in sleeping with her should the opportunity present itself.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Over the past year, our friendship had seemed to be getting stronger, we talked more, confided in each other and she’d even apologized for hurting me in the past. She’d bought her own place a few months ago several hours away in a little mountain town, however being shy she didn’t seem to make many friends. In the last couple months I’d noticed she had made several suggestions that i should come to visit or if I was ever in the area I could crash at her place, too be honest I felt a bit sorry for her as she had a fairly big place and it was just her and two dogs one of which belonged to a guy she was “sort of seeing” but he worked out of town lots so it was usually just her. I decided to go visit for the weekend, all the while I couldn’t help but think there was something more going on however given past experience with her I shut those thoughts down and ignored them. We hung out went for a hike then spent the evening around a fire drinking and eventually inside watching movies, there was a friendly distance but at the same time there was some tension of sorts but again I left it alone, finally she got up to grab us more beers and when she returned she grabbed a blanket and joined me on the couch, saying it was nice to have someone else around for a change then cuddled up to me, suddenly my mind was racing maybe there was something more going on, we’d spent time alone together but she’d never done anything like this, it was innocent enough but yet seemed like something more intimate, I pulled the blanket over myself and wrapped an arm around her as she snuggled into me even tighter, I started to rub her back as her hand held my inner thigh, neither of us spoke as the movie came to an end and credits came up, we both looked at each other and it just happened, we began kissing and it was explosive, I pulled her on top of me as she started dry humping the very obvious erection growing in my pants, there were a hundred thoughts racing through my head as I broke our kiss and asked “What about your boyfriend?” she smiled and said “He’s not my boyfriend, he just a guy I see” then she asks, “how bout you? who was that girl at your place when I stopped by?” I smiled and said “She’s just a fuck buddy” She gave me a naughty grin and a kiss then whispered in my ear “How about we take this to my bedroom?”, I stood up as she wrapped her legs around me and made our way to her room

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 tossed her on the bed and we started going at it, removing each other’s shirts, her firm little breasts cupped perfectly in a black bra, I kissed my way down her body and peeled her jeans off, revealing a tiny little thong which I quickly removed exposing her perfect bare pussy that I didn’t hesitate to bury my face in, she started to say I didn’t need to do that but before she could finish she was tossing her head back and bucking her hips, she was incredibly wet within minutes as I sucked her clit and slipped a couple of fingers in, it only took a few minutes to bring her to orgasm, then she pulled me up and begged to be fucked as she undid my jeans and pushed them down, we kissed madly as I asked if she had condoms, she said “I do, but I think we know each other well enough to go without, right?” I grabbed my cock, rubbed it between her lips a few times and pushed in, she gasped and her eyes rolled back as cried “Oh fuck your cock is thick”, she was tight and it was safe to say I was bigger than she was used to but she got so wet I was fucking her hard and deep in no time, I was trying my best to pace myself but it was no use I’d wanted this for so long I’d be lucky to last five minutes, which lucky for me was about all it took for her to reach another orgasm, she wrapped her legs around me pulling me in deeper to her trembling pussy as my cock throbbed filling her so much it began oozing out while I was still inside her, the whole thing was insanely passionate and raw, we were hot and sweaty as we held each other and caught our breath, it wasn’t long before we were going again, followed by a third time before passing out.

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 woke up in each others arms, fucked again in the shower before going for breakfast. We discussed where things would go, we agreed obviously a long distance thing was out of the question not to mention neither of us were big on relationships, but we were up for a friends with benefits arrangement. Before I left she told me, although she had a fuck buddy, I was actually the first guy she’d had unprotected sex with in several years, said she just wanted me to know she wasn’t some slut who did that with every guy.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Birth control pill / patch / ring / injection / implant

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Emotional intimacy, closeness, connection, Intoxication, It was easy / convenient

How intoxicated were you? A little tipsy/high

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? A friend, she reminded me of what happened last time although for me this time its purely sexual

How would you best summarize people’s reactions about this hookup? Mixed (Some positive, some negative)

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? Wanted it for a long time, sex was amazing, a bit of a turn on knowing I’m the only guy who has actually cum in her in recent years

What was the WORST thing about this hookup? only being there for one night, I could have spent a whole day fucking her

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

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

Anything else you want to add about this hookup? I’m not sure what exactly led to the hookup, perhaps it was my general friendly but distant attitude towards her compared to the first time where I was throwing myself at her

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