Her Best Friend

by Stu

Gender: Male
Age: 29
Race/ethnicity: White
Current location: UK
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
Occupation: Advertising
Relationship status: Living with Partner
Religious affiliation: NA
How religious are you? Not at all
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 23
How many hookup stories have you here posted before? 0

Her Best Friend

How long ago did this hookup happen? 10 years ago

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…)? One Night Stand
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 the best friend of my girlfriend at the time. Looking back I got with my then girlfriend too young, in my teens, and went into a fairly long term relationship.

It was extremely explosive, lots of rows, drinking lots and experimenting with drugs – ecstasy and cocaine in particular, going to all night clubs and raves and it was just a fairly messy period of my life that I grew out of.

She was my girlfriends best friend, small blonde girl, slim, with a nice body, particularly her bum and legs. As she was into the same music and we had hung out many times together but I’d never considered her like that as she has always had a boyfriend and me with my girlfriend. She did always look up to my girlfriend and always felt wanted to be like her.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We went clubbing together, me and my girlfriend got into a big row that resulted in her going home. I assumed her friend would go with her and I was staying with my pal anyway but she ended staying.

We moved into a club that went on until the next morning and got really wrecked. We ended up dancing when really high, and that is when I first thought something might happen.

We danced closed and she went to kiss me, which kind of caught me off guard and I backed off but then we ended up kissing.

We were both pretty hammered and had the odd kiss through the night but it was getting to 5am when she asked me what was I doing after. I hadn’t considered this purely as I was so wrecked but I said she could come back to mine as I lived on my own.

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 me, made drinks and put some music on. We started to make out on the bed, she was wearing a really tight short red dress, and I ended up on top of her kissing and slowly running my hands across her body. I moved to her chest and pulled her dress slightly down to revel her chest. She didn’t have massive boobs but perfectly sized for her body. Things started to heat up and she asked to get in bed.

We stripped each other until we were both naked, she was completely shaven and I pushed my fingers into her and then went down on her as she groaned away, getting louder and louder as I quickened up. She grabbed me cock and started to slowly touch all of it.

I did at one point think was I too wrecked but she really turned me on and I had no problems getting hard. I got on top of her and guide me cock into her and she gasped.

One of the things I still remember most was how nice a vagina, she was really wet but tight and it was such a turn on watching me go in and out of it and the feeling it gave. It was one of the best vaginas I have ever had sex with. We started out fairly nervous but being high, we ended up having a sex session for hours, in ever position imaginable. We literally only stopped for a brief rest, some water before going again (the power of drugs I guess!). At one point I looked at her and she had managed to get her legs behind her head with just this amazing vagina in front of me and it was one of the biggest turn ons ever.

We both agreed no one could ever find out about this, we talked about how much we had enjoyed it and how amazing the sex was and it was a shame this would be a one off but it had to be this way.

I ended up coming in her loads and feeling a massive sexual rush before the reality of what just happened kicked in!

Did you have an orgasm? Did your partner(s)? Yes both. She was extremely vocal when she ever time she was coming which again I really enjoyed.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? No nothing. We had sex a few times before when we started to discuss a few things but nothing like our STI history but later found out she was on the pill.

What were your REASONS for having this hookup? The effects of a big night out! Never underestimate what can happen when you lose control.

Were alcohol or drugs involved? If so, how much? Yes, lots and lots, as I said it was a crazy period in my life that I blame on being young and stupid.

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? I felt terrible that it had happened. I know what a low life I had been and so had she to my girlfriend. We kept quiet on it and it only ever got mentioning before us very rarely for the odd 1 minute talk but both of us swore no good would come out of this by telling people. Her and my then girlfriend drifted apart despite being close for years and I would say it was because of her guilt about what we did and she struggled to be around my girlfriend. I ended up seeing what a bad boyfriend I was too her and we broke up and she is now happy with a lad that I think treats her well.

To whom did you talk about the hookup? How did they react? No one but a close pal that was there at the club. He behaved like a typical young lad and laughed but young lads do stupid things.

Was this a consensual and/or wanted experience for you? For your partner? Yes

Do you regret this hookup? If so, why? Yes as explained above. Although I realise now I was too young for a long term relationship, I ended up cheating loads of time on my then girlfriend, I behaved like a complete twat rather than break up with her as I should but in the long run it made me realise what I wanted and I now can see how much of an arsehole I was to my ex and I’m not happily in a long term relationship where I would never consider being so stupid.

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 sex was amazing, we knew it was wrong and we both knew it was for one night only so fully let go.

All things considered, how POSITIVE was this experience? A little positive

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

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