by Duke

Gender: Male
Age: 45
Race/ethnicity: White
Current location: New Jersey
Highest education received: College degree (eg., BA, BS)
Occupation: Business
Relationship status: Married
How religious are you? Not at all
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 60ish
How many hookup stories have you here posted before? Four

Bioled My Bunny

How long ago did this hookup happen? Three Years

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…)? Short Fling

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’ll call her Sara and we met at the gun range a hobby I enjoy.  She was in her early thirties and fit with big fake tits and long blonde hair.  When we met I was very attracted to her and had to have her but we still ended up going out a few times before we hooked up.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? As I have said before, I have an open marriage and am free to pursue and date other women.  It’s not something I hide but I will admit I don’t volunteer it right away with women I meet or new partners.  In fact, Sara asked me when we went out the first time how I could be sitting there hitting on her while wearing a wedding ring and I explained my situation to her.
Now Sara and I had been out twice, once for coffee and once to dinner and we had gone to dinner again.  Sara had on a dark and revealing dress with no bra and we both made our intentions clear that night, we wanted to fuck.  We had dinner, had a little more than we should have so we called a cab.  In the cab I felt her thigh a little and we started kissing and making out and could barley keep our hands off each other.

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 were  barley in her apartment when I pinned her against the wall and made out with her and groped her tits a bit, they felt kind of weird.  I lifted her dress over her head and played with her tits some more, and it had been many years since I had my hands on fake boobs.  I prefer the real thing, and Sara’s were far too large for her figure and I thought they belonged on a stripper (I would go on to learn she had worked as one for a year when she was younger and that was when she had her tits done).
I decided at this point to pull her thong off and began to give her oral and finger her a little.  Sara moaned very loud and started screaming, and I was quite turned on at this point and pinned her again and penetrated her.  Sex against a wall can be fun and hot, but it is not like the movies.  It requires both partners to be in good shape and have good stamina.  Still Sara wrapped her arms around my neck and had her legs off the ground and around my waist at one point, and I finished inside her.
We chatted a little after that about different things.  We had sex one more time that night, just standard missionary since we were both quite tired.  In the morning I was quite sore but Sara wanted to go again so she ended up giving me a pretty good blow job.  I showered which she joined me for and then I left for my place before work.

Did you have an orgasm? Did your partner(s)? We both did several times

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? I used condoms for any penetration sex and we did discuss STIs after and Sara said she was on the pill

What were your REASONS for having this hookup? I was horny and really wanted Sara

Were alcohol or drugs involved? If so, how much? We did have a few drinks at dinner, enough I wasn’t comfortable driving and Sara didn’t know how.

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? I ended up dating her for about five months.  She was fun and exciting and really something sexually.  I can’t say in bed because we often did not fuck there.  We role-played and tried different positions and used toys and had sex all kinds of places.  Bathrooms, a park bench once, etc.  She was borderline insatiable and for me it was a little different to date someone who wanted sex more than me.  I would often find her naked in my bed waiting for me  I had feelings for her and a rather intense attraction for Sara but I didn’t love her, that is reserved for wife. For a long time I thought she was at the right mix of hot and crazy.
There were signs of things to come when we were dating, but towards the end she became increasingly distrustful and controlling and I caught her snooping on my laptop which was too much and I broke things off.  Getting involved with her was a huge mistake, because after this Sara went all Fatal Attraction on me.  She showed up at my house more than once and was seen outside both my places sitting in a car, kept calling and texting me, even showed up at my kids school.  She harassed my wife at work, I quietly alerted security at my building not to allow her in.  She broke into my car a few times as well and would show up when I was out with my wife or others.  This behavior went on for about five months and put a strain on my marriage and the police couldn’t do much beyond trespass her a few times. I learned from a cop friend I wasn’t the first ex-boyfriend she had stalked.  Fortunately she lost interest in me and I haven’t seen or heard from her in over two years.  I regret ever getting involved with her.

To whom did you talk about the hookup? How did they react? My wife found out which was not an issue until Sara was stalking and harassing me, it put a strain on my marriage.  Because of her behavior far more people than I would have liked found out about my open marriage.

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

Do you regret this hookup? If so, why? Very much so because of the whole Sara stalking me thing

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? I have to be honest here, the sex with Sara was mind blowing and probably the best of my life but wasn’t worth it.  Being stalked nearly ended my marriage and could have cost me my job if work found out about my sexual activities and proclivities.  My wife and I strongly considered ending the open aspect of our marriage but we decided against it.  Since then I have been far more careful with my partners and have mostly kept them to one night stands or maybe a few nights or a week but only recently am considering something longer term with someone other than my wife.  This overall is a hookup I very much regret.

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

All things considered, how NEGATIVE was this experience? Very negative

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