(Trans) My First Experience with a Guy

by Miss Pink

What’s your gender? Trans woman
How old are you? 19
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? England
Highest education received: High school diploma
What’s your occupation? Shop Worker
What’s your current relationship status? Single
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Unsure / Questioning
How many sexual partners have you had in your life (including oral sex)? 3
How many hookup stories have you here posted before? None

(Trans) My first experience with a guy

How long ago did this hookup happen? Yesterday

What was your relationship status at the time? Single

How would you best classify this hookup? One-night stand

How long did you know the person before this hookup? For less than 6 months

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 met him at work, I work in a lingerie shop and he came in about six months ago to buy lingerie for his girlfriend at the time. He’s tall with dark hair and of medium build. We became friends and he worked not far away so we would meet up for lunch most days.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It happened in his car, we were sat in the front seats just talking and it happened, there was no planning. I guess I instigated it.

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 were talking about partners and I said that I haven’t yet been with a guy but that I want to. He said that if I wanted he would show me his cock. I was a bit shocked at first but I said that I would love to see it. He unzipped his trowsers and pulled out his cock. Without even thinking about it I leaned in and started to stroke it with my hand and I felt him getting harder. I then lent in further and wrapped my lips around his cock and started to suck him, I was so nervous but very, very turned on. I could feel him getting bigger in my mouth which turned me on even more. I felt his hands on the back of my head as I continued to suck and lick his cock all over. I didn’t want it to end but it did when he came in my mouth and I swallowed what he gave me.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? Yes, one

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? I felt very happy afterwards a dim hoping it happens again.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, No penetrative sex happened

What were your motives for this hookup? Fun, pleasure, horniness, Hoping or expecting it would lead to something more, Thought it was an important experience to have

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

How wanted was this hookup for you at the time? Very

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? I don’t know / I’m not sure

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? I haven’t told anyone

How would you best summarize people’s reactions about this hookup? Relatively negative

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? I got to experience cock for the first time

What was the WORST thing about this hookup? Nothing

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I know that I enjoy sucking cock

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

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

What do you think about the Casual Sex Project? Very good

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