by Oldster

Gender: Male
Age: 72
Race/ethnicity: Jewish
Current location: Western USA
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
Occupation: Retired lawyer
Relationship status: Married
Religious affiliation: Atheist
How religious are you? Not at all
Sexual orientation: Mostly heterosexual 
How many sexual partners have you had in your life (including oral sex)? 20 more or less
How many hookup stories have you here posted before? 1

Mr. October

How long ago did this hookup happen? 38 years

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…)? Booty call

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? She was a Jewish woman and very very New York.  She looked Jewish (there is such a thing) and had a very nice shape and size.  I was in my 30’s and she was somewhere north of that.  In her 40’s I would say.
I lived and still live in the Western US although I grew up in New York City.  I was in NYC on business involving her boss, who was a crook.  I went to the small office and she, who I will call Mona, was the combination receptionist and secretary.  She was cute and I guess I was cute too because it was lust at first sight for both of us.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? When I emerged from seeing her boss we struck up a conversation and one of us (I don’t remember who) suggested that I come to her place that night.  She was single didn’t care that I was married and, obviously, neither did I.

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 went to her place, a walk up on the West Side, and after the fewest of pleasantries it was into bed and off to the races.  I don’t remember much in the way of details, which probably means that the sex was mostly vanilla and mostly OK.

Did you have an orgasm? Did your partner(s)? I came.  I think she did, but you never know.  We didn’t discuss it.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? None and no.  I assumed she was non-stupid and this was pre-AIDS.

What were your REASONS for having this hookup? I love sex.  Still do in my eighth decade.  I don’t perform the way I once did, but in my head I am young.

Were alcohol or drugs involved? If so, how much? Probably a little, but not much.  We’re dealing with Jews here.

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? I left late in the evening.  I wasn’t invited to stay over and didn’t want to.  I had a couple of more trips to NYC to see my client (who eventually ended up doing time) and saw Mona each time for essentially a carbon copy of the first time.
The most memorable thing for me is that one of the times I saw her Mona was sucking my cock while I was watching Reggie Jackson hit his third home run in a World Series game.  Thus the title of this post.  (My apologies to the international readers of these posts who won’t get it).
I never saw or talked to her again once this client was out of the picture.  I sense this was OK all around, although there was no later discussion.  We had no contact unless and until I showed up.

To whom did you talk about the hookup? How did they react? No one.  Guys don’t talk about such things, at least the ones of my generation.

Was this a consensual and/or wanted experience for you? For your partner? Absolutely yes.

Do you regret this hookup? If so, why? Not in the least.

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? The sex and the ego boost that comes with being found  attractive.

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? Like my one previous post, this was a no muss no fuss situation.  It is wonderful when that happens.  Neither of us was looking for a relationship and we wanted to rub bodies.  So we did.  There is definitely a place in life for that.  We both had been around the block a few times and had no illusions about  sex in the real world.

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