by Old Yaller

Gender: Male
Age: 68
Race/ethnicity: Caucasian
Current location: California
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
Occupation: Several
Relationship status: Married
Religious affiliation: None
How religious are you? Not at all
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 100 – 200
How many hookup stories have you here posted before? 3

Getting Ready for the Next Big Thing

How long ago did this hookup happen? yesterday

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…)? FWB

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 tall and slim, fit and athletic, about 10 years younger than me. We’ve worked together as heads of the two main divisions of our company for about 25 years and carried on a sexual relationship for about five. We are approaching a major shift in the computer programs that we use for business and are way behind on the preparatory work, so I was going in to the office on Sunday afternoon to make some progress. She offered to help. When I texted her about this, she immediately offered to help, since its a joint project of ours.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Its been severely hot here and she appeared in a light, short, flowered silk dress that I hadn’t seen before, but loved. She was wearing a multi-strand, jeweled necklace that nicely filled the space above her low cut neckline. But we were there to work and got right into it, making good progress on our backlog. Suddenly, it was 7:00 PM and we ere both overdue to get home to our spouses for dinner. We cleaned up. turned off the lights and hugged goodbye; then we hugged some more and more closely. We kissed and caressed each others bodies through our clothes.

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? Soon I unhooked her bra and took off my T-shirt, massaging her clitoris through her silky panties. She was wet and I was hard. We undressed fully in the reception area and made out standing up for 10 or 15 minutes, rubbing my penis back and forth between her legs. She was afraid we’d be seen, even though the office was dark, because its on the 1st floor. So we moved into an interior room. After a few minutes of continued foreplay, I sat on a folding chair and asked her to straddle me. She sat on me and took me in. Being surprisingly tight, though wet, it required three slow attempts, but soon we were sitting face to face, totally entwined, rocking fore and aft together. Anyone could have walked in on us and I don’t think that we would have noticed or cared, the pleasure was so intense. She was grinning ear to ear and I was groaning. Soon, I was powerless to hold back and I came, calling her name. But I remained firm and she couldn’t come. So after a few minutes, I turned her around, facing away, stayed inside her and reached around to massage her pussy as she moaned and thrusted. She was slick and silky from our mixed juices and the floor was getting wet beneath us. Soon she stiffened, squeezed her legs together and came silently. We lay like that on the chair for a while.

Did you have an orgasm? Did your partner(s)? Yes, both. We usually do.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? None. We are both married and otherwise discreet

What were your REASONS for having this hookup? Horniness. Good friend. Opportunity

Were alcohol or drugs involved? If so, how much? No, it never is for us.

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 went home separately and innocently. This morning we encountered each other as platonic friends at work, as usual.

To whom did you talk about the hookup? How did they react? Just the CSP

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

Do you regret this hookup? If so, why? Nothing to regret, we both value our regular, but occasional connections.

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? Best: The absolute best is the physical and psychological connection that makes the world fade away in every sense.

Worst: Nothing bad, but the space and situation weren’t as comfortable as having a bed and unlimited time

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? Sexual encounters that occur outside of an LTR lack the sense of commitment and certainly the cache of exclusivity. But they deepen otherwise platonic relationships and the secrecy involved reinforces the shared vulnerability of all sexual contacts. I would prefer that this relationship could be open, without threatening our families and our company. But it can’t. Discretion and patience allow us to enjoy each other whenever the situation presents.

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