by TM

Gender: Male
Age: 43
Race/ethnicity: White English
Current location: Chicago
Highest education received: College degree (eg., BA, BS)
Occupation: Owner of a PR Firm
Relationship status: Married
Religious affiliation: Catholic
How religious are you? Very
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 21
How many hookup stories have you here posted before? None

A Torrid Affair

How long ago did this hookup happen? Ten 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…)? Secret Affair

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? “Marty” was a five four blonde woman, quite fit from all the yoga she did because she said she was sexually frustrated.  She was married to an inattentive husband that my then wife and I were friends with.  Being honest here, Marty and I had actually been having an affair for two years before the hookup I have chosen to share.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was stuck in a marriage to a woman who didn’t love me and honestly, had shown no sexual interest in me in years (During our divorce I would learn this was due to an affair with a coworker that had had lasted five years and had started before mine)  I was raised very catholic so divorce was not at option then and my wife and I also had two early grade school age children.  
I had hooked up with Marty one night after running into each other at a bar and getting a little buzzed and complaining about our significant others.  We had gone to a hotel, fucked, and then left.  This became a regular thing, once or twice a week over the next two years whenever we could steal time.
I’ll share one hookup in particular.  We had a number of other couples over for a game night, a regular thing.  I found myself alone in the kitchen with Marty, so I grabbed her boob and felt her up for a minute.  I whispered in her ear that I needed to see her, it had been a few weeks.  I told my wife I had to go into work, not that uncommon and my go to excuse.
By this time I had a second apartment, a fuck pad rented under my company. When I arrived Marty was waiting, wearing only a black lace bra and thong panties and high heels and she had candles lit.  We smoked a little weed to calm down and let loose before we hooked up, quite common for us.

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 undressed and then took her bra and panties off.  I played with her breasts, and sucked on them a little.  I then mounted her and penetrated her, and she wrapped her legs around my back.  I rode her until I came and I finished inside her.  I then fingered her until she came and we laid there for a bit.  We showered together to wash the sex off and then went home.

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

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? We didn’t use protection but Marty was on birth control as she did not want to get pregnant by me and she did not want to have another kid with her husband

What were your REASONS for having this hookup? I was horny

Were alcohol or drugs involved? If so, how much? We smoked a joint each as it relaxes us and makes us horny

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? Marty and I carried on for about another year before we ended things.  Thinking back I was always thinking about her when we were not together and fantasizing about her, and I think I was in love with her.
Both of our marriages ended around the same time, and Marty and I tried to make a go of it as a real couple, but without that forbidden aspect of a torrid affair there was something missing and we only went out a few months.  Part of me also always felt bad for fucking another man’s wife.  
I relocated about a year after my divorce, and I haven’t seen or heard from Marty since.  I am also happily married to a younger woman who wants to have sex with me so I have no aspects of the future.

To whom did you talk about the hookup? How did they react? Only ever told one close friend that Marty and I had fucked before who never thought the idea of me with someone else’s wife was a good idea

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

Do you regret this hookup? If so, why? A bit for being with another man’s wife

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? Good sex, worst part was I never regretted violating the vows of my marriage.  I have never gone near another man’s wife since, only my own.  I do feel however that this relationship was a big factor in my decision to divorce my first wife and leave an unhappy marriage.

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

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

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