by Robbie

Gender: Male
Age: 52
Race/ethnicity: Caucasian
Current location: Glenwood Springs, CO
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
Occupation: Consultant
Relationship status: Single with partner
How religious are you? Somewhat
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 20
How many hookup stories have you here posted before? 0

First Good Sex at 45

How long ago did this hookup happen? Seven years 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…)? Adulterous affair

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 never-married professional who styled herself as a hippie chick, but with Italian designer tastes.  We met through mutual friends, and began an affair within weeks.  Older than me, athletic and outdoorsy, with wide hips, quite nice breasts and a wild mane of hair, in fantastic condition at 51.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? At her place.  Her bedroom was simple, spare, and luminous.  With candlelight, good wine, and a fine sound system, each lovemaking was a holy moment.

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? We began in the open living room of her small house, after a bit of dancing.  We were standing, and I expected to go to the bedroom.  Instead, she turned around and bent from the waist so her palms were on the floor, and I entered her from behind.  She moved around, clasping me with her vagina as she grew wetter and more slippery.   We watched ourselves in her floor to ceiling mirror.  But soon I learned this was just preparation.  When I was hard as a rock, she calmly stood up led me to the bedroom.

There we fucked for about ten more minutes, longer than my then-wife had ever lasted.  By this time my cock was not only hard, but felt heavy at the end, like I was wielding another limb.  I began to thrust to her moans, knowing how this was going to go.

But then she did the most amazing thing.  She pulled away and said no, we have to slow you down. ‘Slow you down’? It had already been a full half an hour.  I was astonished.  So we did some more nice things to one another, mainly oral and then in a few different positions, none of which I had ever tried before, before we resumed fucking missionary, best because I could watch all of her orgasms as I made them happen.

Did you have an orgasm? Did your partner(s)? The best of my entire life until then.  But I didn’t even know it until it was upon me.  Like the sexual idiot I was, I had never heard of Cowper’s Fluid, that is, ‘pre-cum.’  I suppose I had always had it.  But I had never been this hard for so long, and almost nine inches by then, so all of it had been dammed up.  With no warning, it softly released.  There was a lot of it, filling her with even more warmth than her own.

What is that? I was genuinely surprised. She said that’s you, and smiled. I tried to smile too, but I could not.  All I could do was repeat I’m going to cum, I’m going to cum. telling myself as much as her.  By this time we had been at it for more than an hour. I had never fucked for more than ten minutes before, tops.  A few moments later I finally burst into that deep, warm pool in several solid, distinct spasms, each one with a helpless, shuddering howl.

She, of course, had been having at least six.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? She was on the pill and I’d had a vasectomy.  She’d had no partners for a few months, and I had not for at least a year.

What were your REASONS for having this hookup? Yes, sex.  But not just the sex.  All of the sensual stage setting, from the wine and incense to the softness of her skin. The curl of her hair as it brushed against her breast.  I was also amazed by myself, by how long and hard my cock could be and how I could please her with it.  Yes, and my tongue — something else my wife did not especially enjoy.

Were alcohol or drugs involved? If so, how much? Just a glass of wine.  But we had fresh water at the bedside, to stay hydrated.

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 were involved for about three years, breaking off only when her Catholic upbringing told her she was fucking a married man.  That would last for about a month, then we would resume.

The affair ended only when I divorced, and she would not see me anymore.

To whom did you talk about the hookup? How did they react? Only the friend who introduced us.  This was not a good idea —  he’d had a brief fling with her years earlier and my stories, I guess, made him quite jealous.

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

Do you regret this hookup? If so, why? Only that it took me more than 20 years to learn what real sex was about.  If I’d known earlier, I might have made some very different decisions — and I would have made a number of girls much happier than I did at the time.

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 can be a bodily function, or an expression of love.  I knew that already.  But this was different, something wholly apart, a communion with primal and even dark forces bigger than any two people.  Casual? If that means something that has nothing to do with real life, then I guess so.  She was a fun and nice person, if kinda flakey.  But in bed, the priestess of fuck.

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

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

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