When did you first have sex? Did you enjoy it?

I was 26 in 1996 when it happened (I met my first now ex in 1997).

No I did not enjoy it. Mostly because I did not what to do or how to do it.

A woman won't help you or teach/guide you as they all expect you already know everything about sex by then. Neither of my ex's have ever taken the time to help/teach/guide me about sex either.

I'm 57 now and still don't really know what I'm doing sex-wise. I never talk about my fear of sex in person with anyone and haven't dated successfully since leaving second ex in 2018.

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exexec · 70-79, C

I was 22, and it was on our wedding night. It was wonderful, though brief the first time. My wife was experienced, and she helped me learn how to please her, which pleased me. Her first time was as a young teenager, and she did not enjoy it.

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exexec · 70-79, C

@dominateofyou I was a lot better by the next morning. It was a busy night.

dominateofyou · 61-69, M

@exexec I can only imagine,that she helped you learn you a lot ,and over the years you both keep learning .

exexec · 70-79, C

@dominateofyou Absolutely!

WormMan · 56-60, M

I was 16, I had somewhat of an idea what to do, she was more experienced and guided me. I did enjoy it.

Rabbit420 · 70-79, M

Sorry to hear it was such a disappointment for you.
I was 14 and she was 16 the first time I had intercourse. Her favorite pastime was "deflowering" virgin boys. It was sloppy, awkward, embarrassing and over way too quickly. I'm sure that the only excitement that she got out of it was the fact that she took my "cherry", but it sure felt amazing to me!!!