by Crazedude
What’s your gender? Man
How old are you? 45
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Ohio
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Insurance
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 30
How many hookup stories have you here posted before? 2
Sister in laws birthday
How long ago did this hookup happen? 8 years 2008
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? S is my wife’s sister she is 5’3″ jet black hair, brown eyes. I have known her for 15 years prior to our first hook up. At first we didn’t like each other but over time we started to tolerate each other, became friends and actually started to flirt through her husband I knew it had been 5 years since they had sex, and the idea of sleeping with my sister in law had defiantly crossed my mind.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It was her 40th birthday. I sent her text wishing her a happy birthday. We exchanged a few text, she was not happy that she took the day off and her husband didn’t. I told her I would spend the day with her, I would take her to a movie and lunch. I stopped picked her up some flowers.
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 arrived and gave her the flowers she gave me a hug which lead to some kissing. She pulled away and started to walk away said no we can’t. I pulled her toward me holding her back to my chest, I kissed her neck and whispered why can’t we? Before she could answer I was rubbing her nipples over her bra still kissing her neck her breathing became deeper and her words were moans, “we are married” she turned around and started to kiss me. I picked her up carried her upstairs to her bedroom. Laid her on the bed took her clothes off and went right down and started eating her pussy. She had an amazing thick black bush slim pink lips with a nice pink button it wasn’t long she was screaming in pleasure. I stopped and started kissing her again my body between her legs she looks into my eyes ” I want to feel you in me”. Sill looking into each other’s eyes I slowly start to enter her. S pussy is incredibly tight I slowly push into her about 2/3 the way in she her eyes roll back and she gasp for air. I was blessed with very good girth and am just over 7″. I start to build a Rythmn with her and finally was able to give her all of me. I imagine S as a very conservative lover. Was I wrong, she was screaming telling me to Fuck her harder. I finished inside of her. She immediately started sucking my cock with our juices mixed together. She stopped and kissed me while stroking me trying to get me hard again. It didn’t take long and she she took her spot on top of me. She leaned in to kiss me again and whispered my turn to be in charge looking up watching my sister in law fucking me was truly a dream come true. She would ride me and stopped leaned down whispered ” I have wanted to fuck you since the day my sister brought you home”, and she started to ride me again. Fuck that may have been one of the most erotic things anyone ever said. Again she stopped leaned down to kiss me. With our lips touching she whispers “do I fuck better then my sister” and she goes back to a very slow Rythmn. Her words are sending me over the top. While riding me slow I look up at her and say “yes” she moans and starts to go faster. I am getting ready to cum, and yell out S you fuck so much better then your sister. This sent us both over the edge. She fell foward on top of my and I held her. Eventually felt my cum drip out of her down my thigh
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? We laid in bed naked and talked. I wanted to fuck more but she was sore. She did give me a blow job before I left and took every last drop ( something her sister rarely does). We agreed this was our secret and we would not risk it again. 5 months later was my birthday and she returned the favor. We couldn’t just stop after that one amazing experience For the last 8 years we get together on or near our birthday to celebrate! We also hook up once maybe twice a year when opportunity arises but obviously we have to be very careful. We have told each other we love the other but our situation may be odd to others is perfect to us
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Sterilization
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Thought it was an important experience to have
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? Somewhat
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
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? Though we cannot be together we have become very close
What was the WORST thing about this hookup? I can’t tell anyone about it
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? Very positive
All things considered, how NEGATIVE was this experience? Not at all negative
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? Casual sex may not be for everyone but it can be enjoyed. I think society in general is becoming more accepting of the stereotype.
What do you think about the Casual Sex Project? I love it
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