by PhilandSoph

Gender: Male
Age: 30
Race/ethnicity: White-Irish
Current location: Dublin
Highest education received: College degree (eg., BA, BS)
Occupation: Teacher
Relationship status: Long-term non-monogamous engagement
Religious affiliation: Atheist
How religious are you? Not at all
Sexual orientation: Mostly heterosexual
Any other term(s) that describe your sexual orientation/sexuality better/best? Straight, but not bothered if threesomes/group sex has its slightly homoerotic moments.
How many sexual partners have you had in your life (including oral sex)? 32
How many hookup stories have you here posted before? 0

Nina’s Dirty Pussy

How long ago did this hookup happen? 2010

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…)? Drunken one night stand with a friend

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 friend of a friend who I had met a couple times before. She had a bit of a reputation as a slut (I am a slut too, and there’s nothing wrong with it) so I invited her round for some drinks in the hope I could get an easy lay. She seemed nice enough, if slightly vacuous, but we didn’t have a great deal in common, certainly not relationship material.

She was a short and pretty average looking girl, with slightly crooked teeth and thick frizzy red hair that had been treated and straightened one too many times.  Her eyes were big and blue and really quite beautiful.

Under the clothes she was a few pounds overweight, very pale and had a slightly yellow tinge to the skin. Her breasts were large, 32DD and held their shape well, even if that shape was the slightly over-round look of falsies (they were real though). Her areola were colourless and had the same yellow-white colour of the rest of her breast meat. The teat’s themselves were a light brown and well proportioned to the breasts.

Her torso had a small amount of fat on the belly, but still looked flat enough. The legs were normally proportioned for a short woman with most of her excess weight being on the ass and hips. Both hands and feet were petite.

Legs and armpits were shaven well but the vagina had been left to run rampant, frizzy red hair masking much of what was a very good looking slit. Her labia projected slightly, but were very neat and tidy. The clit was on the small side, but the hood was too so it was still exposed nicely. Everything had a nice rosy pink colour too it. On the flip side the anus was pink, not too hairy (considering the mess the front was in) and well proportioned.

Everything was well washed and there was no funny odours.

.How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? She was in a period of her life where she was trying to stop being so much of a slut and look for a more substantial relationship so I had to start gentle. I took her to the theatre to watch a movie, then followed it up with a pizza at a local restaurant. I ordered in a couple bottles of wine and set things in motion.

Tipsy and wanting more to drink I suggested my place where I had a fridge full of beer and vodka. Four hours of slamming back the drinks and listening to her shitty music later the plan came together

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? Kissing / full nudity / unprotected vagina sex / small amount of oral both ways  / missionary / doggy / very brief rimming.

We were laying on my bed, clothed, drinking and listening to music when she informed me that ‘we may as well have sex now’. I didn’t need any more prodding than that and reached up her skirt and inserted two fingers into her, the black primark thong causing no path of resistance. I continued fingering her as I reached over and put on some music and dimmed the lights. At this point I was already hard and raring to go so I spread her legs, pulled off the thong and positioned myself between her legs

The vagina was hairier than I had seen in years, but the red hair was a novelty that made up for it. I slithered out of my jeans and boxers and was instantly at full erection (about 7.5 inches, slightly above average thickness). I positioned myself on top of her, kissing her mouth deeply as I slipped my penis into her.

After about ten minutes of half clothed missionary she asked me if I would like to cum in her, the night was young and I have a pretty good recovery time between orgasms so I decided to use my dirty imagination to speed the climax along. She orgasmed, then I did shortly after thrusting as deep as I could as I sprayed her insides with a fairly large wad of semen.

I flopped besides her and we had another big drink and some cigarettes before I leant in and started kissing her. The first time was sex to her preference, semi-clothed, poorly lit, missionary where she didn’t have to do much of the work so I decided to make the second more to my liking. I turned up the lamp and asked her to undress for me which she awkwardly did (body image issues). I kissed her breasts, sucking each nipple before kissing downwards, tracing a line for her vagina. I performed oral for a short while before she asked me to stop because she was worried it might smell (it didn’t).

I worked my way up her body, kneeling over her chest and offered up my penis for her to suck, which she did for around twenty seconds before asking me to fuck her again. We started with missionary again, kissing heavily as I slowly fucked her to two orgasms. As we fucked I realised I had not gotten a good look at her ass or anus yet so I suggested some doggy style. She got onto her knees and I had a good look at her buttocks before leaning in, parting them and having a short (but good look at her anus, finishing with a 5 second burst of rimming before she got shy).

We had doggy for a few minutes before she asked to go back to missionary. I obliged but quickly brought myself to climax cumming deeply again. As we lay smoking she told me that eight other guys had cum in her since she was last tested and I told her that was pretty hot (I’m a bit kinky like that). Shortly afterwards the alcohol got the better of her and she fell into a deep sleep. I had one more beer while jacking off and looking at her nakedness. When I could feel my orgasm approaching I rolled over and slipped my penis into her, fucking for 20-30 seconds before cumming for the third time.

After that we both slept deeply. We awoke at roughly the same time, her head on my chest. I looked deeply into her big blue eyes and kissed her before rolling on top and slipping my morning-wood inside her. We both had places to be so I made it a quick one, cumming one final time in missionary.

I lay in bed smoking a cigarette as I watched her get dressed awkwardly in the light of day, locking in every detail for future jacking off purposes, particularly enjoying the sight of my cum running down her inner thigh. We parted with a hug and deep kiss on my door step.

Did you have an orgasm? Did your partner(s)? Four climaxes for me, three for her

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? She was on the contraceptive injection so we took advantage and had me ejaculate in her four times. After the second time she informed me that eight other guys had done the same since she was last tested. I picked up chlamydia, but that is a one pill cure these days so it was worth it.

What were your REASONS for having this hookup? I had an overwhelming urge to look into those big blue eyes as I came inside her, that and I was going through a slutty phase and wanted to scratch another notch on the bed post.

Were alcohol or drugs involved? If so, how much? Two bottles of rose wine, an eight pack of beer and half a bottle of vodka (with coke as a mixer).

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? Afterwards we parted ways with a kiss and a hug and have remained almost friends ever since, repeating the drunken sex on two other occasions that month. Since then she has been in a relationship and has not sought out further relations.

To whom did you talk about the hookup? How did they react? My fiancée, she played with herself as I told her the story in as much detail as I could remember (we are a little kinky like that).

Was this a consensual and/or wanted experience for you? For your partner? Neither of us would have done it sober, but we consented in the drunken moment.

Do you regret this hookup? If so, why? Aside from the chlamydia it was not the worst hookup of my life

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 – Fantastic eyes
The worst thing – Chlamydia

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

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

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