What’s your gender? Genderqueer / Nonbinary
How old are you? 24
What’s your race/ethnicity? White / Caucasian
What country and/or city do you live in? Netherlands
What’s your sexual orientation? Mostly gay/lesbian
Any other term(s) that describe your sexuality or sexual identity? I have male body parts, but a very feminine mind
How many sexual partners have you had in your life (including oral sex)? 70+
How many hookup stories have you here posted before? 2

Master and Servant

How long ago did this hookup happen? less than a year ago

What was your relationship status at the time? Single

How would you best classify this hookup? Group sex

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 got in touch with the Master via Gaydar. He is 34yo, tall, muscly, has a shaved head but a handlebar moustache and a hairy chest. He seemed to be very confident bordering on the arrogant. Judging from his apartment, he must also be rich.

The Slave is a girl in her early 20s, not very pretty. She has shoulder long dark blonde hair, tube-shaped breasts, is not skinny but also not too fat. Very average. She looked a bit boring to me, the look in her eyes was really dull. I got the impression that she must have some mental health problem, especially since what she seems to be putting up with. But maybe I am judgemental by saying this. This is just how I saw her.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? This is certainly the kinkiest story that has ever happened to me. It is really full on. I want to share it here.

I started mailing the Master via Gaydar. He offered sex sessions with his Slave girl to young men who were willing to submit. I was thrilled to try this out, so I contacted him. I am just sexually curious and want to see what is there to experience. I wanted to try group sex. I am not interested in intercourse with girls, but I do like making out with “real” females. I am a bit of a submissive slut anyway, so why not go full blast and try it out whether I like to play the servant?

The Master and I we had quite a lengthy exchange of mails before we got anything going. It seemed to be very important to him that I learned his rules and promised to follow them. We also had to negotiate what I wanted and was willing to submit to. Here are his rules as I recall them:

1. During the session, I was not allowed to speak to the Master or the Slave unless instructed to do so by the Master.
2. I was not allowed to touch anyone unless instructed to do so.
3. I wasn’t allowed to masturbate unless instructed to do so.
4. The Master would direct what to do during the session.
5. Anal and vaginal sex would happen with condoms, anal sex also with lubricant.
6. If I would fail to comply, the Master would be at liberty to stop the session and kick me out.
7. The Master agreed not to physically hurt me. If something would be painful or too gross for me, I could tell him but he would probably still stop the session and kick me out in this case.

I found this ruleset quite amusing and it made me a bit horny. I was curious and definitely looking forward to this encounter.

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? The Master let me into his apartment and offered me a drink. He was insisting on going through his ruleset again. I sat down in his living room and took the mixed whiskey he was offering. Still a bit suspicious that I could fall for a fake here, I asked where the Slave was. He told me that she was already here, waiting in the bedroom. The Master smiled and told me that there was no reason to hurry.

So we went through his rules again, allowing me to finish my drink. I was reassured that he would not hurt me physically. As for the Slave, I should not worry about anything he might tell me to do with her. She would do pretty much anything.
The Master finally asked me whether I was ready to start the session. I was. He then ordered me to go to the bathroom, undress, take a shower, dry myself very well with the towel I would find there and come back. I nodded, still amused over his rules and went.

After the shower, I came back. The Master looked at my naked body and told me to put my clothes on the couch. Truth be told, at that moment I was worried whether he would seize an opportunity to steal my wallet more than anything else. The Master told me to get into his bedroom, close the door behind me and wait. He reminded me not to talk to or touch the Slave.

I went into the bedroom and indeed, I found the slave chained to the bed with a very long silvery chain which went from a collar on her neck to one of the legs of the bed. She was naked apart from the collar. Her pussy was completely bare, not a pubic hair to be seen.
We both looked at each other but did not say a word. We waited. It was pretty awkward both of us naked on the same bed, not speaking, but she did not seem to mind at all. She was just lying there, sometimes looking at my naked body. I heard the shower going, the Master was preparing. I wondered whether he would wear any kinky outfit, but kept my mouth shut.

Indeed the Master did not bother with kinky outfits. He came into the room after we had waited for what seemed like a quarter of an hour. He was just naked. I looked at him and enjoyed what I saw. He had a nice fat cock. It was not erect yet, but it certainly looked promising. He had a paddle that I hoped he would only use on the Servant as agreed.

The Master made much less fanfare as I had expected. “Come here, cute boy!” he told me. “Come close and lick my chest, Run your hands over it, lick my nipples. Come on, pinch them. You like a manly chest, don’t you?” I was happy to comply, and caressed his body, smelling and tasting his man smell as I was licking his chest. He ordered the Slave to wank him while he was enjoying my touch. We did this for quite a while. He would tell the Slave to “wank steady, wank steady!” and would slap her lightly with the paddle every time he was not satisfied with her.

The Master then lied down on the bed and told us to suck him. Now erect, his penis was glorious. His balls were big and swollen. The Slave and I worshiped this godly cock it in a team effort. One of us was always licking the balls while the other was working the shaft. The master rested his head on the pillow overseeing the work that his two servants were performing on him.
While the last part with licking his chest got dull quickly, and I got annoyed by not being allowed to freely masturbate, I thoroughly enjoyed sucking the cock together with the slave. Two people doing it was a bit of an extra kick, I also enjoyed the unavoidable occasional touch of her body. The Master did not seem to mind that. But he was really ticked off when by accident our tongues touched. He acted as if he was furious and peddled her again. “What an ungrateful slut you are! Have I told you to touch him!?!” “No, Master” for the first time during the encounter I could hear her voice.

“Both of you need to get fucked properly, otherwise you will start a romance here.” the Master announced.
I watched the Slave rolling a condom onto the Master’s penis. He then ordered her to lube in my anus. She complied, without saying a word she fingered my arsehole with lube in order to prepare me for our Master’s dick.
The Master told us to go down on the bed in the doggy style position, next to each other presenting our arses to the Master. The Master allowed me to masturbate during the fucking, but I had to stay in my doggy style position.
The Master alternated between the two of us. I do not know whether he took the Slave vaginally, anally or both, but I heard her moan. I grunted a lot when it was my turn to receive the Master’s penis. It was exciting, kinky and joyful, I was happy to finally be able to masturbate. I did not finish myself, though.

After a while, the Master stopped with the banging. He ordered us to turn around. “Do you wish to receive your reward?” he asked me. “Yes,” I replied with glee. “Open your mouth then.”
The Master stripped off the condom and started fucking my mouth. He soon shot a load into my mouth and on my face. “Go on, lick it off him” he ordered his Slave. Without a second of hesitation, the Slave was licking my face and lips, getting all the sperm off me. I only got to savor the juice that the Master had sprayed into my mouth. I guess we both had earned our reward and I needed to learn to share.

I was a bit sad because I thought this would be the end of the session and I had not been able to cum myself. Excited by all this action, I was very stiff. The Master had a surprise for me. “I want you to fuck her. I have friends who pay to fuck her, but you get to do it for free.” I was irritated, not having expected such an order. I don’t seek intercourse with females. I like touching and kissing girls, but I have no desire to penetrate them. I have only had intercourse with a girl twice in my life. Doing it in a random encounter seemed out of place for me. I am a total bottom and thus don’t fuck men either. However, I was thoroughly into our role play session and I wanted to comply with the Master’s wishes. It wasn’t too difficult since I was stiff and still aroused. So I put on a condom and mounted the Slave who was waiting with her legs spread wide.

It felt very strange for me to fuck a girl at first, but then it was ok. The Slave did not move at all during my penetration, which was a bit odd. She hardly moaned, either. All I can say that her breathing went faster. I don’t know whether she enjoyed. I played a bit with her breasts without the Master having told me to do so, but he did not object. I came soon even though the Master was watching us.

The Master finished the session after this and he and I left the bedroom with the Slave still chained to the bed.

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 once contacted the Master when I realized that it had not really been safe practice of him to fuck me and the servant with one condom, especially since he changed from vaginal to anal. (harmful bacteria can spread from the anus to the vagina.) He did not reply to my health advice and have never heard from him again.

I thoroughly enjoyed the encounter, but I don’t think I am in need of a repeat.

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

What were your motives for this hookup? Learning new things, experimenting

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? Somewhat

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? I told some of my gay friends and they thought it was hilarious.

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

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? The kink aspect of submission. The group sex, pleasuring a guy together with a girl. Finally getting to touch the girl, even though I had to fuck her.

What was the WORST thing about this hookup? Fucking the girl was a bit of a step for me. But I took it and I enjoyed.
Not really knowing what is up with this strange Slave girl. I did not talk to her, I do not know her name, but I penetrated her. I have no clue whether she is happy with her relationship with this “master” guy.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It gave me an insight into the bizarre sex habits of some people. Who knows what my neighbors are doing? Kinky people might be all around us.

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

All things considered, how NEGATIVE was this experience? A little negative

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? I indulge in casual sex. It is very easy to do with gay people, but it does get stale after a while. I think I got a bit desensitized from all this sex with pretty much random strangers.

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