by

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? Salt Lake City
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Training/Education
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Horny, Driven, Passionate
How many sexual partners have you had in your life (including oral sex)? 5
How many hookup stories have you here posted before? 1

My Sister in Law Wants More

How long ago did this hookup happen? 2 days ago

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

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. I 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? L totally planned this one. I have a family cabin 2 1/2 hours away from here and L called me up on a Monday to let me know her husband and kids/teens would be in Arizona for the next 2 weeks as he did work down there and they visited with his family. L couldn’t go due to her job. After they left, L called and asked if I wanted to go to the “cabin” for a couple days of “fun.” Instantly I cleared my calendar, arranged for the time off and the next morning told my wife I had to go out of town for a couple of days, something common. Good for her, she is in the middle of a start up company as the controller and is swamped.

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? We met at the cabin. L arrived before me, and after taking my bag in, I found L inside relaxing. We embraced and hugged and kissed. We went to the master bedroom, and L had made the bed and got a fire going in the pellet stove to warm the cabin. No messing around as we both undressed and then while making out, laid on the bed. I felt her fingertips and fingernails (not really long, but just long enough) begin to gently rub up and down my balls and my dick. I played with her tits and boobs and felt that L was wet in her pussy.

Slowly I moved from kissing her, to kissing her ear and inserting my tongue into L’s ear. This turned her on a LOT, and she got a little quicker in massaging my balls and dick. After several minutes I moved down her neck, to her chest, to her left boob and began to suck her boob and nipple while gently massaging the side of her right breast. This further turned L on. After five minutes or so of this, I moved down her torso, kissing and licking, past her belly button, L asked “Where are you going?” with a coy smile. I moved down her thin pubic hair streak and kissed her inner thigh, to which L responded.

I now worked my tongue up to her pussy, and began to gently use the tip and top of my tongue to go up one side of her pussy lips, down the other, back up and then back down, mixing it up. L moaned softly as I did this and kept doing it for five minutes, moving from her outer to inner pussy lips. I would also stiffen my tongue and gently insert it into her wet and wonderful vagina. L enjoyed that. L’s wetness grew and I slowly made my way up to her clit, which was hard and sticking out from its hood. using the tip and top of my tongue, I gently began to apply pressure, to rotate around her clit which hardened even more. L was now moving her butt around under me and as I kept up my pressure and pace, suddenly L lifted her hips in the air, thrusting them up and in pure pleasure screamed as she squirted.

L drew me up her body and we began to kiss again, L tasting her wetness in my mouth. L rolled me onto my back, and now mounted me. Using only her pussy, she guided the head of my dick into her luscious pussy and then withdrew it. My dick got harder doing this. Then she slowly had the head of my dick enter her, and she gently pulled my dick completely inside of her vagina. She smiled as she leaned forward, interlocking my hands with hers as she pulled in, squeezed and pushed out. I matched her, pushing in, pulling out but not all the way, just about half way. Our pace quickened and once again, I watched as L began to really thrust in and out rapidly, her chest going flush. I felt my dick swell with cum, growing in size as L continued to hold my eyes. “I love you” L said and I replied “I love you.” Suddenly she went wild, her body a blur as she thrust my dick in and out. I held back from shooting my load into her until I felt her pussy begin to quiver, her neck and face were flush red now like her chest and she again screamed as orgasm after orgasm flowed over her, five, six, seven, eight times, maybe more.

I suddenly stopped holding back my cum and let it erupt deep inside of L. She felt it, began to automatically squeeze as I ejaculated, once, twice, three, four, multiple times. L fell on my chest and we began to kiss again, my dick staying inside of her, and L using her kegal exercises to keep it in there.

This was the first of 5 sex encounters, that day, and 6 more on day two that basically followed a similar pattern.

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? Nothing has changed. We are still at the cabin, have today for more time together then back to life, back to work, back to our families until the next time we can hook up for a day, multiple days, a half a day, or just one time.

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

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Emotional intimacy, closeness, connection

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 but each other.

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? Sex is ABSOLUTELY FABULOUS! Connection also helps and it feels great to hook up for great sex.

What was the WORST thing about this hookup? Nothing

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? We are both married, my love is my wife’s sister and we have always had an attraction. We have the same sex drive, our spouses each have little to no sex drive and so this allows us to have an outlet with someone safe, and has improved our marriages by taking the pressure off of the spouse to meet our needs. Instead we meet each others sexual, and emotional need to some extent without losing our spouses or families.

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? More to come . . .

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? You know sex is natural. It is part of life and its great to have an outlet for it.

What do you think about the Casual Sex Project? Very interesting.

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

Comments