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What’s your gender? Man
How old are you? 50
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? US
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Professional
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? Approx. 20
How many hookup stories have you here posted before? 0

Hot Mommy

How long ago did this hookup happen? 3 years

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 less than 6 months

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 first met Marsha at a professional conference. It was one of those events where the attendees are encouraged through staged activities to meet new people. One of those exercises is where it is okay to ask questions in order to get acquainted quickly. Typically this is forgotten soon after the event; but this one was not. When I saw Marsha, she stood out to me as a sophisticated mature beautiful woman; blondish shoulder length hair, blue eyes, nice curves, long legs, stylishly dressed, well spoken yet reserved. 10 years my senior, but wore it well. We were introduced and I tried to make small talk. She was divorced, has grown children which she raised as a single mom, lived alone, dates some but nothing serious. She is a hot mommy. I could feel the chemistry between us. We looked into each others eyes when speaking, listened intently, tried to learn more about each other without being intrusive. There was definitely a connection. Over the coming months there was occasional contact through our work .. which was a convenient way to justify making contact. I could tell we both were intrigued. Our contact led to chats which led to the idea that we get together sometime for drinks. We are both flirtatious and leave invitations open ended … until the one day that I said YES, let’s meet. My hesitation is well founded. You see, I am married, love my wife very much, but there is just something that has long been absent in that relationship. It felt good to have a woman look at me with desire and curiosity. I wanted to know more and allowed myself this one taste.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We both understood my situation, we could not meet in public; both of us are recognizable in the area and people love to gossip. Given my situation, we could not risk the appearance of a man and woman on a date. She suggested that we meet at her home. Perfect. When? That was the problem. We had to put our plan on hold until I could be available. Finally, we got our chance.

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 arrived at Marsha’s home one evening. We had drinks, chatted and got loosened up. Sensing each other to see if this was something we wanted to take further … it was; we both knew it. A light touch led to stroking then to a kiss which led to soft passionate erotic discovery of each other. We savored each other, yet we had a hunger that could consume us instantly. Discovering her elegant lingerie beneath the stylish clothes; the thong under her snug skirt that hugged a gorgeous round ass. The lace cup satin bra, the garter holding up her silk hose. Undressing Marsha was like opening doors to find a surprise every time. Breathing in her intoxicating scent. The aroma of her body, the perfume, her manicured nails, the full red lips. A total woman. She likewise enjoyed exploring and revealing me. The slow seduction built our passions to a fevered state, we could no longer take it slow. Marsha led me to her bedroom, laid down before me and with full invitation drew me into her sexuality. What a woman! Beautiful full breasts topped by sensitive nipples; she encouraged me to suckle her and knead her bosom. Marsha opened her body to me like a playground and let me know what pleased her; I didn’t have to guess. Her curvy body led me to a well trimmed blonde pussy with plump wet lips and a pronounced clit. The nectar flowed from her womanhood. I am a generous lover and enjoyed pleasing Marsha with my mouth and fingers. She had never experienced a G-spot massage and came explosively. I also introduced her to the pleasure of anal and vaginal stimulation. When she needed a rest, Marsha expertly sucked my cock and balls; returning the favor of orgasm. Instead of moving on to intercourse, we pleasured one another orally until we were both exhausted. I think we both thought fucking would end our fun to quickly – we wanted to tease the most pleasure out of this that we could get. I couldn’t cum any more and she was too worn out to screw. We took a shower together and fell asleep in each other’s arms. The next morning, we awoke to the feeling of our bodies touching. It had been a long time since she had a man in her bed overnight. I had not awoken to another woman other than my wife since marriage. I can say I’ve never experienced sex with such intensity. We made love for hours. The first time was just primal fucking. Recharged from our exhibition the night before, we just wanted to screw hard. We stayed in bed 5 hours fucking, cumming, recovering and fucking some more until we looked at each other and said Enough! Marsha’s body and spirit were so responsive to my touch and words. When I whispered in her ear in sultry tone that she is a hot mommy, I could feel her pussy gush on my cock. I’ve never met a woman like her.

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? I could tell that Marsha wanted more than a one-night stand; if fact, she would like to have a relationship; but we both know this is not possible. I had some guilt the next day but felt that my long denied sexual desires had been met. We agreed to be friends with benefits, the best we could expect. We have gotten together a few times since and the passion has been just as intense. She is a hot mommy and an excellent lover.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Emotional intimacy, closeness, connection

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol

How intoxicated was your partner? A little tipsy/high

What substances did your partner(s) consume? Alcohol

How wanted was this hookup for you at the time? Very

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.

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

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? A little bit

Why do you regret this hookup? After the sex, I felt guilty about cheating on my wife.

What was the BEST thing about this hookup? The chemistry and the sex – it was awesome. Mature understanding of my partner (FWB) of my situation.

What was the WORST thing about this hookup? I can’t say there was anything bad

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? After years in a sex-less marriage, I am still very much alive.

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

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

Anything else you want to add about this hookup? We have gotten together again a few times. Each was memorable in its own way. All were deeply passionate and highly sexual. We started to explore some new boundaries – for instance, I introduced Marsha to the crystal pleaser … the first time either of us had used a toy. Marsha showed me how great fucking in a hot tub under the stars can be. For me, the guilt is a detractor. I think Marsha regrets that we can’t have a true relationship and perhaps the let’s get together for sex makes her feel cheap. The last time I tried to hook up, she was busy .. could be true but I’m thinking she weighed the decision and opted for no. I did not press her. We have seen each other professionally since and are friendly, albeit the hugs do linger perhaps a bit too long or the light touch does have that little extra twerk. There’s still a lot of chemistry and desire there, but the heart is guarded. Writing this story makes me want to call Marsha and start something – she makes me so horny; but my careful self says no, you are better off not going there. You got away with it a few times. Call it lucky and leave it be. Nobody has been hurt; let’s keep it that way. In my mind, Marsha tells herself that she can’t fall in love with me.

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? I do have mixed feelings about casual sex. Sex and fulfillment are an important part of marriage; if it isn’t there .. well, we are human and deserve to be happy – but not at the expense of another person. I got married knowing that sex would be an issue; but felt the other positives were much stronger. I don’t think I was wrong in my choice, but I know that I have missed much sexual fulfillment. This is a conflicting question.

What do you think about the Casual Sex Project? It has been therapeutic to tell this story to “someone” … makes me feel like I’m not carrying a secret.

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

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