Guy #35 – The virgin…





When I first met Guy #35 I assumed I meant a lot to him.

I was his first time with a guy.

I knew it’s never wise to have sex out of empathy, but I really felt I could give something to another human being. I had grown so comfortable with my own sexuality I considered it a gift to people. Or maybe I just felt sexually at ease in the presence of a virgin taking his first step out of the closet.

Guy #35 and I met in Toronto, but he took me to his home halfway to Niagara Falls. I enjoyed the train ride, also because it allowed me to take a nap. I hardly ever get a chance to do that on a first date.

Toward the end of our journey I woke up and initiated a conversation. Having a background in psychology however makes me inclined to ask intimate questions to total strangers without giving it a second’s thought. Whenever I’m with someone I want to get to know that someone, even on a sex date.

I got the impression Guy #35 liked me better when I was asleep. He clearly didn’t want to answer my questions about how lonely the closet can get when you’re the bearer of so many secrets or if he even enjoyed being gay.

I was going to have sex with Guy #35 out of empathy, so that’s what I gave him. I thought that’s what he needed, considering what my first time with a guy had been like.

The majority of my waking moments I spent comforting Guy #35, telling him he didn’t need to be nervous, that I wouldn’t force him to do anything he didn’t want to or how brave he was for making this step.


When we ended up at his place Guy #35 went straight to business. It’s common courtesy on sex dates to offer your guest a glass of water, but I was guided straight to a bed where we had sex. He was good.

He was good because he knew what he was doing.

The bastard.

I found my first guy through a dating service. It didn’t strike me as odd I could meet someone who was going through the exact same thing I had gone through. It never occurred to me people might advertize themselves as a virgin to up their market value. It had worked for me. Guy #35’s virginity was nothing but a marketing tactic and I had fallen for it.

I believe Guy #35 was more experienced than I was.

Karma did its work though:

My empathy gave me a nice nap and unexpected pleasant sex.
He got to have sex based on a lie, but he paid by having to live it. He must have had many guys before me. I was probably the only one that started acting like his therapist, asking him if he was okay with all the lies.

I was asking the right questions without even knowing it.

Bet that was a first for Guy #35.




Relationship summary:

LENGTH: 2 hours
FORMAT: 1:45 hours of unsollicited therapy, 15 minutes of sex
SEX SCORE (0 = When Dick Cheney shoots you in the face <–> 10 = The best sex ever)8.2

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