Training The Young One

by GreyBear

What’s your gender? Man
How old are you? 50
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? Germany
What’s your current relationship status? Single
What’s your sexual orientation? Gay/lesbian
How many hookup stories have you here posted before? 1

Training The Young One

How long ago did this hookup happen? Just now on the weekend

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

How long did you know the person before this hookup? For less than a month

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? He is a young man, age 19. I had taken his anal virginity in a sauna. I wrote about that in my previous story. He is cute, small, and dark. He does not have much sexual experience yet. I have just met him for the second time.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? After our first encounter in the gay sauna, he texted me that he wanted to see me again. I invited him over to my place on Saturday evening. Beforehand, I planned what I would do with him to get him trained so that I and other men would get more pleasure out of him. He is just perfect for that role and I am sure he will enjoy it very much.

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 was dressed only in a bathrobe so clothes could come off easily. I had not masturbated for more than a day to make sure that there would be plenty for the boy to drink. He came to my appartment and we greeted each other with a deep, sensual kiss. That was a good start. After a brief warming-up of chit-chat, I directly asked him whether he wanted to become my boy toy. He said yes. I told him to repeat that, with the full sentence. He readily replied: “Yes, I want to become your boy toy”. It is very important to have the submissives verbalise their feelings and intentions.

Without further ado, I opened my robe and presented him my fat penis. To my credit, I was stiff because the boy is so cute and I was anticipating the action. He got right to it and went down on his knees and started to suck. He did a good job of licking around my penis head and massaging my penis with his mouth, but I made no sounds of approval. The boy needed to learn that this was just the usual behaviour. He gets to suck, I get to enjoy. I asked him whether he liked my fat cock. He said yes, but I insisted he said the full sentence. He did and continued servicing me. I told him to get up and take off his clothes. He obeyed. Standing, we caressed each other’s bodies and I kissed him. He licked my chest and toyed with my nipples. The boy wanted to get back to my dick, but I did not let him. If he wanted something, he needed to learn to wait. I fondled his arse and his penis. The boy was stiff as well. I enjoyed that, it’s a good sign.

We fondled each other for a bit and then the boy finally got back to sucking my dick. I asked him whether he wanted to drink my semen. He eagerly nodded his head in approval, his mouth filled with my sausage. First, I told him to turn his back to me. He did and I lubed him in. After the procedure of putting the condom on, I pressed into the boy as gently as possible. He must have experienced some pain during our procedure, but I noticed that he was clearly also enjoying it. Good. That was where I wanted him to be. He started to wank himself while I was fucking him and I told him that I would not stop just in case he ejaculated. The boy realised that he wouldn’t do himself a favour by ejaculating before I was done, so he didn’t do it so hard while I was full throttle enjoying myself inside his anus. When I felt I was about to cum, I stopped and pulled off the condom. I told him to go get his reward and suck me. He sucked furiously on my cock, which made me shoot everything into his mouth. He drank all of it. I asked him to spend the night at my house, and he was happy to do so. We had a few quiet hours of just chatting, eating, watching a video.

I took him to bed and we cuddled before we went to sleep. I decided it was time to show him my nice side and kissed and even sucked his penis a little bit. Not too much, because I am not the cumwhore, he is. He also sucked me, but I did not cum. That was all fine, I felt nice and relaxed. In the morning, the boy woke me up with a blowjob! He was horny as hell and wanted more. I had obviously done a good job. I let him suck me, but then informed him that I wanted to fuck again. I told him I want him to ride on me like a girl. He seemed somewhat afraid, so I used a lot of lube. I showed him how it is done. He sat on me and started to ride actively. I showed some mercy on the poor boy and pulled out early so he could drink my cum. He finished me off with his mouth and wanked himself to satisfaction.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, multiple

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? He will certainly come back to me. I don’t care at all who else he has sex with as long as I can have him every now and then.

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), Power / Dominance

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? Very

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

To whom did you talk about the hookup? How did they react? not yet

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

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? How obedient the boy was. I taught him the ropes, now he knows what he needs to do.

What was the WORST thing about this hookup? Nothing, it was perfect.

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!