What’s your gender? Man
How old are you? 50
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? USA, Salt Lake City
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Education
What’s your current relationship status? Married
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 4
How many hookup stories have you here posted before? 0

Release with My Sister in Law

How long ago did this hookup happen? 3 weeks ago

What was your relationship status at the time? Married and complicated

How would you best classify this hookup? Friends with benefits

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? L is tall, 5 foot 8 inches, blonde with shoulder length hair, brown eyes, thin, with long thin legs. I have known L since before I dated and married my wife, I actually dated L before my wife, her sister. Met her on a date set up by her sister. L and I are different, she is nervous, full of energy, and she stresses out easily. She is opinionated and judgmental at times, yet can be very compassionate. I have always liked her and felt an attraction for her that I have kept under wraps. L is 46.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? The hook up began when she needed help with a broken water pipe and her husband was out of the country. L and I have always felt an attraction but have always subdued it, because I am married to her sister and L is married. My wife had called and asked me to go and help her sister which I did. I had no intention at that time of hooking up with L. I simply was going over to help fix a broken water pipe. When I arrived, L greeted me at the door and led me to her sink and the area underneath it. There was a lead from a loose nut and washer, which I tightened. When I was done under the sink, I came out and L was standing there in front of me naked. Indeed, my sister-in-law planned this and instigated it.

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 had had dreams over the last 26 years of what it would be like to see L naked. She has large boobs and wonderful tits and her tits were hard as rock, sticking out. Her pubic hair was trimmed nicely with a thin line of pubic hair that led to her pussy. She wet her lips as she came to me, reaching her arms around me and drawing me into a hug/embrace. L’s lips eagerly sought mine and by now, I was an eager and willing partner. I felt my dick harden as we kissed, our tongues darting into each others mouth, our lips locked together.

I felt her hands move off my back after several minutes of kissing to the outside of my dick. L began to rub it and felt it was hard. She stopped kissing me, and with her right hand, took my right hand and said “Come with me.” I willingly followed her as she led me upstairs to the master bedroom where she shut and locked the double door. We once again began to make out, and her hands lifted off my polo shirt, then my tee shirt and I felt her embrace as those wonderful boobs and tits pressed against my torso.

Next, L took her hands and undid my belt, the top button on my dockers, then my zipper and pulled my pants and my boxers off in one motion. I step out of them as I felt her lips kiss the head of my dick all over. She then put my dick into her mouth and gave me a blowjob slowly for the next several minutes. As I got even harder, I drew her up, and we went to the king size bed. The bedding was turned down and we climbed in on top of the covers.

Laying side by side, we began to french kiss again, and my right hand went down to her pussy. I played with her, finally working her up to where I began to gently but with some pressure to play with her clit. L moaned as I started to do that, her hand playing with my balls, massaging them until she felt so much pleasure from her clit, she stopped to focus on her orgasm. I kept working her clit and suddenly L thrust her hips up into the air several times, screaming “Oh, OH, OH!” as she then squirted as she came.

I now watcher her as her eyes sought mine, locking with mine as I moved her back to where we were side by side. I lifted her leg and L used her right hand to guide my harden dick to her moist and ready pussy. I entered her slowly driving my dick all the way into her cunt, deep. It was more than I had fantasized about! L moaned and smiled as I entered her, and I smiled back. “Fuck me” she whispered and I began to thrust my dick slowly back and forth inside her cunt. Our momentum increased as I thrust and she squeezed and pulled my dick deep inside of her. As we fucked, our eyes stayed locked and our pace quicken.

I could feel my dick grow even larger inside her as I felt my cum begin to rise. “Oh yeah, so damn good” she said. Our pace quickened even more until suddenly L started thrusting my dick back and forth so damn fast in her cunt I could tell this was it. Suddenly L in a loud voice said “Oh OH OH OH OH !!!! Yeah, Yeah, Yeah, YEAH, YES YES YES!!! I felt her cunt quiver as orgasm after orgasm swept over her and I let my cum explode into the depths of her cunt, moaning “Oh OH YES!” as I ejaculated multiple times inside her pussy, and she squeezed my dick each time I ejaculated and after the last explosion, used her pussy muscles to squeeze every ounce of cum out of my dick.

“Amazing” L said as we lay by each other, my dick still inside of her, kissing. “Wow! Incredible!” I shared. “Why?” I asked as we kissed and held each other. “I have always wanted you, wanted you to be mine. You married my sister though and I didn’t want to fuck my sister’s husband. With her husband gone, I decided what the hell. It was time. I saw you at the family get together a month ago and just watched you and knew I had to fuck you to know if we had the magic.” “Well, do we?” I asked. “What do you think?” as L started playing with my junk and I fingered her as we got hard again and fucked each other again that day. After fucking three times that day, and before her teens got home from school, we agreed to keep our hook up a secret from all, but to be open to picking up the affair again when opportunity presented itself.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, multiple

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? The next day, as typical for a man, L and our time spent together fucking was all I could think about. I wanted to call her, to go back and fuck her again. There is no commitment beyond the fact that we know we enjoy fucking each other, though we both committed to more hook ups with no commitment moving forward. I care deeply about L and want to be with and please her. I also am selfish I guess, as her sex was incredible, vibrant, fulfilling after the last 12 years of wham, bam thank you wife sex that lasts all of 15 minutes and is done more out of duty then passion.

No precautions were used as I have had a vasectomy and we do not have multiple partners.

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, Just happened, I don’t know why, just went along with it

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, only to L.

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? Not at all

What was the BEST thing about this hookup? The sex and the shared intimacy, touching, holding, enthusiasm to be with each other, to fuck each other.

What was the WORST thing about this hookup? None, having to stop for the day.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes. I had accepted that sex as you are in middle age, is something that is no longer fun, enjoyable, full of passion. It was more like begging for it and doing your duty for God and Country. This hook up made me realize how great sex is at any age if you want it to be, if your willing to try and make it fun for both partners.

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

All things considered, how NEGATIVE was this experience? Not at all negative

Anything else you want to add about this hookup? We have hooked up three more times since the initial hook up described here. We have found that the passion we have for each other and for sex is incredible, renewing, and exciting. We love to experiment with different positions and communicate what we like and don’t like. This has led us to find several positions that work outstanding for us and has shown both of us, the vital importance of sharing and communicating our likes to each other. It is wonderful to hook up with someone like that.

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? We need to be more open and more accepting of casual sex. I don’t want 5, 8, 10 partners, but I am totally enjoying being hooked up with L. It’s actually revitalized my marriage to her sister as I don’t push her for sex and we have a more platonic relationship that is loving, caring and business like. My passion is with her sister L now and I don’t see anything wrong with that.

What do you think about the Casual Sex Project? Provides some interesting stories.

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