An interesting story while I was traveling out of town some time ago. Prior to the start of my trip, I was setting up some meets, and a young (over 18) twink started writing me a few days before I was due to leave. Generally, I don’t like to meet up with people that I haven’t conversed with for some time… especially if they’re young, as often younger twinks can be quite flakey. I even sort of politely brushed him off initially. But he was persistent in a good and honest way, not an annoying or pestering way… he was really speaking as if he were really genuinely interested.
Giving him the benefit of the doubt (but still a bit wary), it sort of did end up capturing my attention, and I kept talking with him. It turned out he was coincidentally staying at a hotel that was only a 5 minute drive from mine. He was on vacation with a group of friends his own age, and came from another state that was fairly conservative. I was still a bit dubious, but I also had to admit that he was consistently replying and conversing a great deal, which to me is a good sign. Between his and my schedule, it was decided he’d stop by my hotel for about 30 min earlier in the evening to show his servitude, and then return much later that night.
While he did initially okay some pics prior to our meet, he ended up changing his mind afterwards (I’ll speak more about that later). But I can describe what happened, and use pics from other scenes I’ve had that are similar.
After some initial discussion, I collared and leashed him, pushed him to his knees, tied his hands behind his back, and ordered him to work on my cock with his mouth as I called him a fag. (Pic below is not him, but representational from a different meet I had with Sockslave). I shot a load, and begged if he could as well, but I firmly told him no, and to return later that night as we had discussed. He also asked for more bondage, which I agreed to.

He did end up returning. I had him strip down to his underwear, collared and leashed him again, had him crawl on all fours, then tied him to a chair and put a muzzle on him. Edged him a bit with the Magic Wand, which he loved. And for a twink, he had a pretty large cock that was impressive to me. He also really seemed to respond to some nipple play and sucking. (Again, all the pics here are not him… but they are from other meets I’ve had and are similar to what we did–this one is Jack Adam.)

I also tried to get a chastity cage on him while he was tied up (he had asked if he could be caged)… but the one I had was a bit too small for him, and after many attempts where we got close, it ultimately did not work out.
Next, I hogtied him and teased him more. Put my jock over his face, and may have had him work on my crotch. Also sucked on his feet a bit, which had a nice smell. (Model: Jordmac45)

I also tied him spread eagle and engaged in more of the same, and had him eventually shoot a load into his underwear with the Magic Wand. But we ended the experience with him using his mouth on me with a cheekspreader, as ChastityBoyPup below, until I shot a second load.

When it was over, I dropped him off back at his hotel, but once the scene was over, he was quite nervous. He was very worried about privacy… which I oddly respected at his age. I was about to show him all the pics I took (remember, he had consented to pics before the scene), but he then surprised me and told me he didn’t want to see them, and didn’t want them posted.
Honestly, that bothered me a bit. Normally when I do a scene, I offer to pay for a room so I can get pics from the scene. The sub doesn’t have to pay anything. It’s just sort of my way for giving back and doing what I enjoy. And obviously, that does come with risks, as when I get a room and a sub has to cancel at the last minute. Or a situation like this. So it was a tad frustrating.
That said, in this particular case, I was on a vacation, so this time I was going to pay for the room whether I had a scene or not (and if this meet hadn’t worked out, I likely wouldn’t have had a scene at all–everyone else I had chatted with was either not available that night, or I hadn’t talked with them long enough to feel comfortable.) In a strange way, I sort of respected a twink that young who wanted to stay so private. I suspect a lot of it has to do with the area he was from. It’s usually pretty far away from me, so it’s doubtful I’d be meeting with this twink again, despite the fact I believe we both enjoyed the scene a lot.
I have some mixed feelings on all of it. But ultimately, I think I’m happy the scene happened, and I do hope he had as good of a time as he said. I wanted to give him a little more aftercare, but he just really seemed like he wanted to leave, and I didn’t want to force him to stay. If the circumstances worked out, I’d certainly consider working with him again… though I’d hope by then, he’d consent to some pics. Either way, I hope he gets to have a lot more kinky experiences, and I wish him the best.
UPDATE: He did ask me if I would ever be in his area again, because he would be interested in meeting. Sadly, though I don’t have any travel plans in his direction, so a future meet remains to be seen. But it does seem he at least had a good enough time to ask me to meet him again.
UPDATE TO THE UPDATE: He recently gave me permission to post the pics. I’ll have some teasers on my Bluesky account (I have a Twitter, but rarely post on it anymore, because I’m not a fan of Elon), but full posts will be going up early next year!
