by Tom

Gender: Male
Age: 63
Race/ethnicity: White
Current location: Illinois
Highest education received: Some college (not currently in college)
Occupation: Business owner
Relationship status: In a relationship
Religious affiliation: None
How religious are you? Not at all
Sexual orientation: Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 8
How many hookup stories have you here posted before? 0

First Time After a Long Time

How long ago did this hookup happen? 6 yrs

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…)? Fuck-buddies

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 was married for almost 30 years and could count on my hands the times we had sex.  Then I found a  site for similar people and thought this would be a good release.
We met online.  First just chatted, then chatted with mutual masturbation many times, then phone sex.  This was a world I didn’t know existed, but I couldn’t get enough. I was in heaven when we were chatting, and she loved sex as much as me. I moved out before we met in person.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? She lived across the country, and I had to travel there several times.  We agreed to meet.  The first time she took me on a tour, and we had dinner, then bowling, and there was much chemistry between us.  We had a great time, but my flight was getting close.  I remember kissing her neck from behind her, and she shuddering and saying too bad it was so late.

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 visited a week later and although she was out of town, she left a key to her house. When she arrived with her friend we visited, smoked some weed, and her friend left, although she knew why I was there. She went into the bedroom and laid down, I took my shirt off and climbed onto the bed over her.  She reached her hand into my pants and said wow as she felt my erect cock. I undressed her and started by giving her oral for awhile.  Then she removed my pants, laid back and I entered her, it was absolutely amazing.  Being with someone who wanted me, wanted to be fucked, and let me know how much she enjoyed it.

Did you have an orgasm? Did your partner(s)? I had a couple of orgasms and so did she.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? We talked at length before I flew down.  She had herpes, but had meds she took before having a sexual partner.  I had only been with my wife, and trusted her to know her body.  We didn’t use condoms.

What were your REASONS for having this hookup? To experience a woman wanting me and my cock.

Were alcohol or drugs involved? If so, how much? One joint.

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 smiled all the way back to Illinois.  We made arrangements to get back together as soon as I returned.  She is still a very special person in my life.

To whom did you talk about the hookup? How did they react? Just my best woman buddy.  She loved that it was good for me.

Was this a consensual and/or wanted experience for you? For your partner? It was very consensual and enjoyable for both of us.

Do you regret this hookup? If so, why? Not at all.

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 all good.  It was the first time I had sex that was mutually enjoyable.  It opened up a side of me that was long dormant.

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

All things considered, how NEGATIVE was this experience? Not at all negative

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