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What’s your gender? Man
How old are you? 40
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Australia
What’s your occupation? Web Designer
What’s your current relationship status? Single
Religious affiliation:
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
How many hookup stories have you here posted before? 0

Having Sex with a Married Woman

How long ago did this hookup happen? a few days ago

What was your relationship status at the time? Single

How would you best classify this hookup? Friends-with-benefits

How long did you know the person before this hookup? For 1 to 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? M is a woman my age. She is petite but with D-sized breasts and a huge arse. Don’t get me wrong, she is not overweight. She looks a lot younger than her age with her lovely face, cute dark eyes, and thick black hair.

I met her a couple of years ago and noticed that there was something going on between us. I was interested in getting to know her more. I am single, deaf and have a somewhat alternative lifestyle living in my truck. Thus I do have a bit of problem finding a woman that wants to have children with me. This is what I truly want. I do believe in monogamy.

Therefore, I was somewhat disappointed when I found out that M is already married. I moved away from the city she is living in but returned this year and met her again. We went out together, her husband obviously does not find this strange.

She was still interested in me. M told me she is polyamorous and has an open relationship with her husband. I am not into things like that. I believe a man should be certain who the father of the child is. I told her that. She replied that she does not want to have kids so this really is not a concern for her.

I went out with M a couple of times and she was obviously sexually interested in me. She is very attractive and I had not been with a woman for a while. Thus I could not resist and kissed her. I certainly had hesitated before doing this because I know her husband, he is a nice guy and I don’t want to ruin anyone’s relationship. We kissed on two dates before having sex. M assured me that there is no problem with her husband.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We had arranged for another date, going out for lunch in the city. M kissed me when we greeted each other with a hug. She gave me a passionate kiss in public. I was quite aroused.

After lunch and strolling for a while in the city, we went to my truck. It is a mini home, it is quite comfortable inside.

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 lay down on my bed in the truck and started making out passionately. I started playing with her boobs and she got the hint and undressed. I enjoyed touching her body, kissing her, including her big bottom. I am really into big bums.

M urged me to undress and I learned that her sexual play was quite liberated. She let me rub my dick between her breasts and gave me a blowjob. I got her to sit on my face so I could also orally please her. It was great having her big arse just shoved into my face! So we did a 69 but then I turned her around again to penetrate her.

M had brought condoms. She had already known what would happen that afternoon. I put it on and I fucked her first in a missionary position. She wasn’t too excited about that position (she later let me know that this was the position she was doing all the time with her husband).

She must have realised how much I fancy her behind so she turned around and presented me her arse. I thought that maybe she liked anal and approached her bumhole. M reacted furiously and turned around in a rushed way motioning to me that anal play was not on the cards with her. I nodded that I understood and she resumed the doggy position so that I could mount her.

I rubbed my dick against her labia to get it up again and then slipped it in. Her pussy was moist and wide. I started pumping hard and she liked it so I was hammering away to get it done. It was so beautiful to feel her soft flesh against mine! M came as I ejaculated.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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? I am texting with M since our last date. M clearly says that she wants to meet me again to have sex. We have an agreement that there is no chance we will develop a true relationship. The idea is to maintain our friendship but to have sex as well. M does not want to see me too often so that the chemicals in our brains will not make us too attached to each other.

M has told her husband about everything that had happened and he wanted me to know that he is happy with the situation. I have not met him since I had sex with his wife.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), It was easy / convenient

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

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? I felt a strange sensation of empowerment having done it with a married woman. M’s bum is just the bomb!

What was the WORST thing about this hookup? Knowing that nothing more can come out of this and the idea that I have to restrain my feelings. I am looking forward to having more sex with M, but it will not last forever as I am planning to leave the country and I definitely want to have a real relationship and kids in the future. Considering my age, I just get started with that rather sooner than later.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I am happy to experience that good sex can come easily. I have had casual sex before, even a threesome with two girls, but I was getting desperate lately.

I don’t understand those polyamorous people. This is definitely not something for me. I would want my wife to be faithful to me. But I am happy to take advantage of the situation that M’s husband does not mind his wife having sex with me.

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

All things considered, how NEGATIVE was this experience? A little negative

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