A Heavenly Loft

by Dr. R

What’s your gender? Man
How old are you? 54
What’s your race/ethnicity? White / Caucasian
What country and/or city do you live in? USA
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Scientist
What’s your current relationship status? Engaged/Married (open)
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Horny as fuck
How many sexual partners have you had in your life (including oral sex)? 36
How many hookup stories have you here posted before? 3

A Heavenly Loft

How long ago did this hookup happen? 16 months ago

What was your relationship status at the time? Engaged/Married (open)

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

How long did you know the person before this hookup? For less than a month

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? L was a 52-year-old woman recently separated at the time. She was dark haired with an athletic and curvy body. She had full firm breasts and a great bubble butt. Beautiful features, green piercing eyes, very kissable lips. and soft porcelain skin. She was a really sexy and desirable woman. I was so hot for her. She is definitely one of my “types”.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I first wrote L several months before on a swingers site. We had mutual friends that vouched for me. Finally we met at a local bar over drinks. My wife came along. My wife and I are open and play both together and separately. I was definitely hoping we could have a threesome with L. I was immediately attracted to L. Unfortunately my wife didn’t feel the same and there was some drama with one of my wife’s fuck buddies. My wife was fine with me pursuing L. We flirted and texted for a couple weeks and finally set up a play date at her loft. She seemed to be a very sexy and eager woman needing to be fucked well.

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? My wife had class all Saturday afternoon as she as finishing a Masters degree and I’d spend it at L’s place. I arrived right after noon and she greeted me. We embraced and kissed deeply, L is a great kisser and I took the opportunity to grab her great ass. I was too polite with our kiss after the bar and had not squeezed her great ass. I wasn’t going to miss out now. She then excused herself to change out of her conservative attire into something sexy.

I waited anxiously for five minutes that seemed much longer. She came back smiling wearing a cute nightie. She came over to me and started to undress me. Shirt first, then undid my pants and pulled my cock out. Looking up at me with her wonderful eyes, she took my cock in her mouth and began pleasuring me. The combination of her technique and those eyes was heavenly. I stepped out of my pants and she grabbed my hand leading me to her bed. I remember following her cute bare ass all the way.

Once in bed, I spread her legs and began eating her Pussy. What an amazing Pussy! So tasty and responsive. I ate her pussy until she came and the palm of her hand pushed me away, but it signaled that she wanted to fuck. I entered her and proceeded to fuck her for the next hour. She felt incredible and my cock fit her perfectly, and she was excited by how I filled and stroked her. We moved from position to position ending up with her on top of me as I filled her pussy with my cum.

We relaxed a bit and talked, getting to know each other better. My cock soon returned to hardness and she sucked my cock some more and we fucked. We kept this up for another three hours. It was both exciting and comfortable. I knew that I wanted more.

This would set the stage for what we continue. Our playdates last three to six hours. Where we are having sex most of the time. We’ve become more adventurous and exploratory with each date.

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 felt wonderful and fulfilled by the experience. I hoped for more encounters with L. We have continued to see each other two or three times a month since. She is now divorced and in her own open relationship with T, but we continue to enjoy sex with each other. It’s been incredible to see her grow sexually and become incredibly multi-orgasmic. She is a phenomenal sexual person and I’m blessed to see her

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms, Sterilization, Discussed STI testing history

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Emotional intimacy, closeness, connection, Thought it was an important experience to have, To feel better about myself, To feel more desirable, To feel more confident, Making new friends

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? A little tipsy/high

What substances did your partner(s) consume? Marijuana, hashish

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? My wife and girlfriend. Our mutual friends

How would you best summarize people’s reactions about this hookup? Relatively positive

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? It was really great sex, and I made a wonderful new friend.

What was the WORST thing about this hookup? There was some ensuing drama with our mutual friends.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Made me more committed to it

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? It was incredibly fun and satisfying

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? It’s a wonderful thing that I started doing too late in life.

What do you think about the Casual Sex Project? It’s fucking great!

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