by Mike

Gender: Male
Age: 62
Race/ethnicity: Caucasian
Current location: NYC
Highest education received: Some college (not currently in college)
Occupation: Artist
Relationship status: Married
Religious affiliation: Jewish
How religious are you? Not at all
Sexual orientation: Heterosexual
Any other term(s) that describe your sexual orientation/sexuality better/best? Polyamorous
How many sexual partners have you had in your life (including oral sex)? 125(approx.)
How many hookup stories have you here posted before? None

New Recent Lover

How long ago did this hookup happen? 4 Weeks Ago

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…)? Friends with Benefits

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’m an artist and she had written to me to praise my work and she had many questions about it. Our online conversation became somewhat flirtatious. I told her if she was ever in NYC, she was welcome to visit my studio. Though she lives about 3-4 hours away, she said she was coming to NY soon and would take me up on it. She met me at my studio on a Sunday and we had a lovely visit, very proper, only slightly flirtatious. when she stood up to go, though, I kissed her on the lips and we began passionately kissing. I brought her to orgasm manually and afterwards she said she came more quickly and more intensely than she ever had.
I didn’t know much about her before meeting, only what I could glean from our correspondence online and what she had posted on social networking sites. She’s a 65 year old woman, a bit overweight, short, pretty. She has some health issues, but none readily apparent and she certainly is energetic and responsive. I liked her from the correspondence, but from experience I knew that seeming compatible online doesn’t necessarily translate into face to face chemistry or attraction.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? As I said, she instigated it by approaching me online. My work is erotic in nature and she is a fan of erotic art. She approached me but I responded quickly and with interest.

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? In our correspondence, she had said she’d love to pose for me and I told her I’d be interested in that. So, when she came to my studio, she disrobed and posed for a few hours. It was all very correct until the end when she was ready to get dressed, though she hesitated. I started to kiss her passionately, we seemed to have great chemistry, and she responded in kind. As I was dressed and she was nude, I was able to start playing with her clitoris and quickly brought her to orgasm.

Did you have an orgasm? Did your partner(s)? She did, twice, I didn’t. My studio was not a comfortable place to really have sex and I was expected home.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? None, though we had discussed health issues previously. We both get tested regularly as we are both active sexually, or at least anticipating being so.

What were your REASONS for having this hookup? Desire for a new sex partner. I’m 62 and though married, I have a very high sex drive. My wife and I, though deeply in love, are not really sexually compatible. I have had some difficulty finding regular sex partners who are open to a relationship with a married polyamorous man. For my new partner, she is a 65 year old woman exiled to a small town because of being retired and on a fixed income. She seems sexually ravenous and insatiable, my kind of girl.

Were alcohol or drugs involved? If so, how much? No, none

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? We both enjoyed ourselves immensely and she said she would arrange to come back again soon. We agreed to stay in touch and have, in fact continued to correspond by email and phone daily.

To whom did you talk about the hookup? How did they react? So far, only my wife. She enjoys hearing about my liaisons and is fascinated by relationship dynamics.

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

Do you regret this hookup? If so, why? No, not at all. We both are determined to experience as much pleasure as we can.

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? It was a sort of adventure and, though we had flirted online and both were attracted to each other, neither knew how it would pan out. We discovered that we were very attracted to one another and would desire to continue. It’s been a very pleasurable addition to my life.

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 or anything else? We have since hooked up again and I will describe it in another post.

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