Sister in Law

by Anonymous

Gender: Male
Age: 36
Race/ethnicity: White
Location: Washington, D.C.
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
Occupation: Government
Religious affiliation: Atheist
How religious are you? Not at all
Sexual orientation: Heterosexual
How many hookup stories have you here posted before? 0

Sister in Law

How long ago did this hookup happen? 9 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? Classic girl next door. Funny, spontaneous, smart, charming, cute as all hell, young, cute body. I don’t know if it was pheromones or just our chemistry, but from the first time I met her (many years prior) something about her just made me *want* her with such intensity, even though I was dating her sister. I eventually married her sister, and she married too, but I was in love with her all along. We had an unspoken attraction that went on for many years before this happened.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? My wife and her husband were both out of town for the weekend and we were hanging out on her couch together. We were always very close, so there was nothing weird about that.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? Did you have an orgasm? Did your partner(s)? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? She asked me to massage her neck. Again, this was something I had done many times. I don’t know what possessed me, but after several minutes, I leaned down and gently kissed her neck and ear. My heart was absolutely pounding out of my throat. I didn’t know how she would react. I think she leaned back and sort of grabbed my hair and I could see her cheeks were flushed. She straddled me on the couch, we made out, stripped our clothes off and had sex in the same position. She orgasmed twice and I did once. It was as amazing as I had built it up to be. Afterwards we laid on the couch staring at each other with stupid smiles on our faces.

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

What were your REASONS for having this hookup? Pure attraction.

Were alcohol or drugs involved? If so, how much? No.

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? We basically stayed at her house and had sex all weekend. It was great. It was like being in a brand new relationship with someone. I was so in love with her and told her so. She told me she loved me since she met me. Eventually, her sister and I divorced for other reasons. I haven’t seen her in five years, but I still think about her. I hope she is happy.

To whom did you talk about the hookup? How did they react? No one.  Ever.

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

Do you regret this hookup? If so, why? I can’t say I regret it per se, but there were certainly negative emotional repercussions. I had intense feelings for her, but because I was married to her sister, there was just no way we would ever be able to be together. We both knew that, agreed it had to end then and there. It was hard to deal with that emotionally without my wife figuring out something was going on. I also had a lot guilt about it, even though my wife never found out. I betrayed her in the worst way possible.

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 was finally being close to her after so many years of wishing for it.

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

All things considered, how NEGATIVE was this experience? A little negative

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