by Jacrou

Gender: Female
Age: 46
Race/ethnicity: Caucasian
Current location: New Zealand
Highest education received: College degree (eg., BA, BS)
Occupation: Company director
Relationship status: Divorced
Religious affiliation: None
How religious are you? Not at all
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 39
How many hookup stories have you here posted before? Numerous

Posh Strawberry Weirdo

How long ago did this hookup happen? 19 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…)? Short fling
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? He was a nice looking average guy who was totally unremarkable.  Average height, blondy-brown hair, nice looking, no unusual or distinctive features. He’d be really hard to pick out of a line up, or draw an identikit of.  Extremely normal and average. Late 20s/early 30s?

I was working in London, aged mid-20s. . At the end of the day, totally out of the blue, one of my workmates, a good female friend, said she felt like going out for a drink, was anyone keen.  I was, no-one else was, so the 2 of us went out.

We were in the pub and this guy started talking to us.  We were both lawyers and he was a lawyer too, currently working as a law lecturer at a prestigious London University. He was clearly very smart.  He was also posh, i.e. he had the posh English accent, like he had been to a flash school.  We basically all hung out together all night.

My friend had a boyfriend, and she was always trying to find me someone to go out with. She thought he was a good candidate, smart and nice looking etc.  I wasn’t so sure, I couldn’t really put my finger on why. He was quite a nice guy and I enjoyed talking to him, but there was something that didn’t seem quite right to me.

We were in the pub for a few hours, and all got quite drunk. Then he said that he had to go as he was expecting some people in his room at the university for a party, and then he invited us to this ‘party’.  So we both went with him to his lecturer’s room in the accommodation at the university.  When we got there, no-one else was there at all.  I don’t know if he was expecting people and they never showed, or if he made it up.  He gave us a wine each, not that we needed it, we were both pretty pissed at this stage.  He offered us some strawberries to eat which was apparently all he had.

After a while we were all feeling drunk and tired.  It was really late and we realised we’d probably missed the last tube home.  He said we could both stay over in his room, and in our impaired state this seemed like a good idea, even though there was clearly one bed.  So tired.  My friend said: OK, but she has to sleep in the middle (meaning me) as I have a boyfriend and she doesn’t.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? So the 3 of us got into his double bed, with me in the middle.  I can’t remember what the other 2 were wearing, but I had had pants on and took them off, so was wearing my knickers and a top.

I was lying on my side facing my friend who was on her side facing away from me.  I felt acutely aware of his presence beside me and it made me feel nervous.  I was just lying there struggling to sleep for quite a while.  I felt like my friend had dropped off to sleep.

All of a sudden I felt his hand pushing my knickers aside, then, very oddly, he put a strawberry into my pussy.  You have to bear in mind that prior to this we hadn’t kissed or cuddled or really had any contact at all, so it was completely out of the blue.

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 kind of laughed because it seemed totally daft.  I get how it might have been erotic in the right circumstances but it just didn’t feel like that at all. Then he fished around and pulled it out again and ate it.  Again, it just didn’t resonate for me, it seemed funny. Like he’d read about it and decided to try it and didn’t have any idea how it might go. He seemed kind of nervy and unsure.

I didn’t know what to think it was just kind of weird.  Next thing, I felt his cock pressing against my butt.  I didn’t really know what to do.  I didn’t want to have sex with my friend in the bed beside me sleeping.  I also just wasn’t feeling it with this particular guy. At the same time, he was touching my clit and his cock was hard and my body was responding and sort of did want it.  In the end I just went with it.  We had spoon sex and it was difficult because I was trying not to move and wake up my friend.  I was also having to concentrate to not make any sound and that removed part of the enjoyment for me.  Luckily he lasted about 1 minute and it was all over.

He gave me a yucky sloppy kiss on the neck and promptly fell asleep.  I now had 2 people sleeping either side of me and I felt a bit grumpy.  It hadn’t been at all satisfying for me.  I felt aroused and thought I wouldn’t be able to sleep, so I had a very quick, quiet,  efficient wank, had an orgasm and went to sleep

Did you have an orgasm? Did your partner(s)? He did with me.  I did on my own afterwards.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? none.

What were your REASONS for having this hookup? too drunk and surprised to say no thanks.

Were alcohol or drugs involved? If so, how much? Yep, lots of alcohol

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? In the morning he asked for my number and I ended up seeing him for a short while. I had reservations about him and should’ve listened to my instincts on that.   He seemed like someone who I ought to have been attracted to and who was a good candidate for a boyfriend.  My friend thought I should go for it.  I thought maybe I was too drunk to have assessed things properly the first night so should give him a chance.

I discovered after seeing him a few times though that we really didn’t have chemistry.  I found him to be very nervy and weird around sex.

To whom did you talk about the hookup? How did they react? no-one at all including my friend.  No idea if she knows we fucked beside her that night, i hope not.   Until now, have never told anyone.

Was this a consensual and/or wanted experience for you? For your partner? I guess so.  I wasn’t super keen, but also can’t say I didn’t want it either.

Do you regret this hookup? If so, why? No, not really.  I’m not one for regrets in general, every experience adds something.

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? Hmmm – it was kind of funny I guess, and unexpected.  And only time I’ve had sex with someone else asleep beside me.  A different experience.

Worst was just kind of going along with something I felt quite ambivalent about.  I probably wouldn’t have done so if I hadn’t been drunk.

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

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

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