by crazedude70

Gender: Male
Age: 43
Race/ethnicity: Caucasian
Current location: Ohio
Highest education received: College degree (eg., BA, BS)
Occupation: Insurance
Relationship status: Married
Religious affiliation: Catholic
How religious are you? Somewhat
Sexual orientation: Heterosexual
Any other term(s) that describe your sexual orientation/sexuality better/best? I love women.
How many sexual partners have you had in your life (including oral sex)? 20 ish
How many hookup stories have you here posted before? None

Sister In law

How long ago did this hookup happen? 9 years ago

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? One night stand

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? I had known her for 12 years before the hook up she is my wife’s sister. She is about 5’3″ black hair brown eyes and a bit over weight. Before the hook up we got along but never thought of her in a sexual way.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? My wife’s family was on vacation and had rented a house on the ocean. I am not a fan of the ocean so one of the last days we were there I decided I was going to stay at the house while everyone else went to the beach. The house was equipped with an outdoor hot tub I figured I would grab a couple of beverages and relax  no one was around so I figured why not sit in there naked.  I was dozing off and heard the door open I looked up and my sister in law was coming out. I felt a bit awkward being naked. I asked her what she was doing thought she was at ocean with everyone else. She stayed back to get some laundry done.  As she was getting in the hot tub I warned her that I was naked. The jets were bubbling so you cukdnt see below the water line. She laughed it off  I had to tell her two to three times  she finally said something along the lines if you are naked I will give you a blow job.  She got in the tub and we talked a bit.

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 sat there laughing to myself only if she really knew. Then I started to think about her giving me oral and started to get turned on by the idea. Well the thought started to get me stiff.  I don’t know what came over me but I said to her are you ready. She said for what?  I stood up with my hard on and walked over to her. She looked at me and said I thought you were just joking around. I made a comment along the lines of well that’s OK if you want to go back on your word. She slid over to where I was standing and grabbed my shaft and started to kiss it and then taking it all in her mouth. She was slow and cautious at first but it did not take her long to really get into it and moaning and giving me the eye stare. I couldnt believe my sister in law was doing this to me but I was enjoying every minute. Constantly looking out to the windbreak to see if anyone was coming back to the house. She stopped and said something like this is really turning me on. She went back at it and I was on the verge of losing it and she stopped again and told me again she was getting really turned on. I looked at her will never forget the eye contact and said to her do you want me to fuck you?  To my surprise she said yes.  I pulled away and sat her on the side of the pool pulled her swim suit off exposing her amazing breasts and her vagina. I immedialty returned the favor kneeling down in the tub and performed oral on her  while doing this I finished my self off in the tub since I was close.  It did not take long for her to have and orgasm and did not take me long to get hard again  she was delicious and tight and could not wait to get inside her. She laid back on the tub and I entered her. I was taking in every moment watching her breast bounce to my rhythm listening to her be pleasured  I finally finished in her making eye contact as I was finishing.  I leaned in and we did share a passionate kiss. Honestly I did not want to stop being in her but her husband was coming over the windbreak. She put her suit back on and I went into the house to my room.

Did you have an orgasm? Did your partner(s)? Yes both of us

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? None for either.  Completely unplanned and had no chance to plan.

What were your REASONS for having this hookup? Heat of the moment and opportunity.

Were alcohol or drugs involved? If so, how much? I had a couple of beers

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 are actually good friends. We talk a lot more and are much closer than before.  We have talked about an on going thing and both would love too but to do so would be very complicated. We will savor our afternoon in the hot tub.

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

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

Do you regret this hookup? If so, why? Not at all

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? Nothing has really changed from this hook up as it was not the first time.

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 or anything else? This is the one casual sex encounter my wife does not know about. As she told me if I ever did it with her sister she would not want to know.

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