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What’s your gender? Man
How old are you? 38
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? Manchester
Highest education received: High school diploma
What’s your occupation? Project Manager
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 50
How many hookup stories have you here posted before? 2

My Wife’s Sister

How long ago did this hookup happen? 2 years

What was your relationship status at the time? Engaged/Married (monogamous)

How would you best classify this hookup? One-night stand

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? My wife’s sister is a few years younger than my wife and a very different physique. She’s not athletically fit bit is quite thin and attractive. I’ve known her for 13 years but never as anything other than my S-I-L. In all honesty, I’ve never really liked her as a person but physically she is attractive.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? My Sister in law lives in another city that I had to travel to with work. My wife said I should take the opportunity to visit her sister as she’s been ill recently (she has a degenerative disease).

Instead of booking a hotel as usual, I arrived at my sister in laws about tea time and we (her, me and her child) had tea together. She’d made a massive effort, home cooked tea etc and it was nice catching up. She went putting the little one to bed whilst I washed up and she said to choose a movie.

I couldn’t operate her TV set up so did the washing up and then went saying goodnight to her child whilst she got something set up. She was still flicking through the movies when I got back in the living room.

She settled on Paperboy and we settled into the couch to watch it. During the movie, we chatted about her illness and current recovery period and generally put the world to right. Probably the first time in the time I’ve known her that we had a proper conversation.

As we watched the movie, we got comfy together and ended up with her resting her head on my legs – innocent enough until I got turned on by the movie. There’s a scene Nicole Kidman has a piss and having enjoyed a woman doing this to me in the past, I got an erection.

I think my sister in law felt it or something because she sat up and there was a few awkward moments where she was kinda looking down at my pants.

Then the convo took a turn when she asked was it the movie or her that had turned me on. I told her the movie and apologised. She didn’t cry but was kinda upset. She said since her illness she hasn’t turned anyone on and isn’t sexy anymore.

I told her that she is sexy and said that at times in the past I’ve looked at her and thought ‘wow’ – she asked if that was true and asked when. I told her if a time when she stayed at our house and had had breakfast with my wife and I in a vest and knickers. She had nothing on under the vest which was quite loose fitting and I had seen her boobs when she was in certain positions. She laughed and the juevanility of my comment diffused the situation somewhat. We ended the movie and went to our separate bedrooms

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? When I got to mine, all I wanted to do was have a wank. I’d found the whole conversation quite sexual and was ready to cum quickly. I got ready for bed, got in and started quietly and slowly wanking.

About 10 minutes in and my sister in law knocked on the door. I stopped and she came into the room. When she came in she was in the vest and knickers I’d said I’d seen her in. She asked me if she could sit on the bed and I said yeah. She asked me if she still looked sexy in a vest and I told her the truth that yes she did. At that point she stood up off the bed and moved the duvet off me. I didn’t stop her and she could see my PJ bottoms were down slightly so it obvious what I’d been doing before she came in.

In a roundabout way, she told me to carry on with my wank. I squirmed down the bed to get in a better position and she knock on the bed in between my open legs and had a perfect view of everything I was doing. She hadn’t touched me at this point but when I looked down at her when I started wanking again, one of her tits was slightly hanging out of her vest. I looked in her eyes whilst I wanked and fuck it was sexy, all thoughts of my wife and that being her sister had gone out of both our heads.

When I was getting closer she got from between my legs and stood up on the bed. She stood over my chest so I had a birds eye view of her in her vest and knickers but she had closed her eyes. At that point I saw why, she had pissed slightly in her knickers – a few drops at most and seemingly couldn’t do more. I nearly came at that point so slowed down. She took her knickers off still stood over my face and dropped them on me – then I came. I came soooo much. It was so sexy – we hadn’t even touched each other. She stood over me on the bed watching. When I’d finished, she lowered herself onto my chest, got her knickers off me and cleaned me up with them.

I was still hard but very sensitive and she asked could I come again. I said I’m not sure but she was slowly wanking me as she was cleaning me up and I stayed hard. She got in a different position on top and put my cock in her, I grabbed her tits and we fucked hard and fast. She was wet, from the piss and from her pussy. She leaned back whilst fucking me and I played with her clit at the same time until she came. I came as she was coming to the end of her cum. We stayed like that a while and then she slid off me and we fell asleep.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, one

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? I woke up alone. At some point in the night, she’d gone back to her own bedroom. We all had an awkward breakfast and when her little one went getting ready for school we both admitted regretting what had happened. The experience itself was great but we felt guilty about my wife. We made a pact to never tell.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None

What were your motives for this hookup? Attraction to partner(s), Emotional intimacy, closeness, connection, Thought it was an important experience to have, Just happened, I don’t know why, just went along with it, It was easy / convenient

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

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? No one

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

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? Not at all

Do you regret this hookup? Somewhat

Why do you regret this hookup? I worry my wife will find it. I love her and had never been tempted before

What was the BEST thing about this hookup? Two amazing orgasms and my attractive sister in law pissing

What was the WORST thing about this hookup? The guilt

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No

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

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

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

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