Enjoying a Young Man



What’s your gender? Man
How old are you? 48
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Lawyer
What’s your current relationship status? Single
Religious affiliation: Atheist
What’s your sexual orientation? Mostly gay/lesbian
How many sexual partners have you had in your life (including oral sex)? ca. 20
How many hookup stories have you here posted before? 0

Enjoying a Young Man

How long ago did this hookup happen? A week ago

What was your relationship status at the time? Single

How would you best classify this hookup? Fuck-buddies / Booty call

How long did you know the person before this hookup? Just met that day

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? a 20-year-old boy, a bit of a twink. Very tall, I guess 190cm. Very smooth skin, not hairy at all. Completely the opposite of me. I am rather stocky and very hairy. The pair of us must have looked rather comical.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I used to be a married man with two children. I realized quite late in life (or rather admitted to myself) that I have a strong interest in men. During my marriage, I had a few hookups with men but my wife eventually found out and we decided to split. That was 5 years ago.

Since then, I have had a number of hookups and one relationship that has lasted for 2 years. All of the men were around my age and a few no more than a decade younger.

Of course, young men are very hot. But I never wanted to be a creep. I am a bit shy and not that confident when it comes to sexuality. So I had never had the pleasure to be with a young man until now. I have made friends in the gay scene and I have heard numerous times that it is quite natural for young men to be attracted to older gentlemen. Almost all of my gay friends had been with young men and some have even had relationships. I was always a bit envious but did not try too hard to be with a handsome young twink.

I sometimes shyly approached young men on Grindr and finally had a positive experience to brag about!

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?

So I arranged the meeting with him and he would come to my place. As usual with such hookups, we first sat on the sofa and chatted for a bit. I started to fondle him, then he leaned over and kissed me. I had not expected that my hopes were not as high as kissing. But soon our tongues locked and the clothes came off.

He had told me beforehand that he was into bears, and he went totally nuts on my hairy body. He licked and kissed me all over. I enjoyed his smooth young body, kissing his firm butt. We kissed a lot during foreplay. It was more like lovemaking than a hookup with a stranger. I was surprised how much this young man was enjoying me. It seemed like he was enjoying me as much as I was enjoying him! I felt very flattered. I mean, this guy is the age of my older daughter, and his cock gets stiff because of an old fart like me! What more can one hope for in life? I was in seventh heaven.

We stroked and sucked each other’s cocks, which was great. He then asked me to fuck him. I gave him a thorough rim job and put a condom and lubricant on. He first rode me, which was very sensual and personal. I did a bit of doggy style towards the end. I was expecting to finish inside him, but that did not happen. He came while I was fucking doggy style. I took off the condom and he sucked me off. I came into his mouth and he ate all my sperm.

He had to go and he kissed me goodbye and left.

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 contacted him later to tell him how great it was. He replied saying that he is interested in meeting me again!

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, To feel better about myself, To feel more confident

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

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? I don’t know / I’m not sure

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Having sex with a man that young. The prospect of doing it again.

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

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

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