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The first time we met, he said he was shaking thinking of sucking my cock and thought he'd be good at it but clumsy. He and I gave each other body-shaking excellent blowjobs. He had wanted me to play with his ass and fuck him but ultimately he decided against letting me rim him or fuck him. He saw my cock and decided against it, thinking it was too big. There was no kissing as he mentioned from the start he wasn't into that with anyone. He didn't explore my body barely at all though I did somewhat of his body. After we finished he said no offense but it confirmed in his mind he's completely straight, not even bi, and that he believed this would be his one and only time doing anything with a guy. He has fucked a lot of girls. But said he never got a good blowjob except from me. I thought I'd never see him again. I reached out a few days later.
The second time we met he told me, "Whatever you want to do to me, it's the least I can do. You didn't come last time and I felt bad about that, so I want you to come first." Then he went down enthusiastically on me for like an hour. He seems like a guy who wants to eagerly please.
He's sweet, attentive, cute, and says thank you a lot. There are actually some overlapping interests career-wise and extracurricular related so I'd like to get his advice on things. I have things I could advise him on as well if he were interested.
So here's my question. I met him the last week before I moved across the country. Next month I may be flying to briefly visit my old city as one stop on my way to Europe. I can see if he's interested in meeting up.
- Do I proceed with forming a more intimate friendship with him? As in treating him as equals. We've talked for about an hour or two before and after our long cock sucking sessions and had what I thought was good conversation each time. When I asked him once what time he needed to be back, he said sweetly, "Whenever, maybe in three or four hours or whenever. I don't need to be back soon." That surprised me. Usually hook ups want to be in, get off, and be gone.
- Or do I proceed with a more aggressive tone with what he evidently is seeming to suggest with his comments of "Do whatever you want to me", "I want you to do anything to me", "Tell me what to do" which appear that he wants me to take charge and he's a willing passive participant. It sounds almost like a master-servant relationship? I'm not a psychology major! So do I order him around? I can certainly do that when we're naked and getting frisky--taking control--but aggressively taking control isn't my natural conversational mode when the clothes are on. And I have to text him first to see if he even wants to meet up when I'm in town next month. Over text do I propose the ordering him around/controlling session then? He's super attentive sucking cock but he doesn't roam his hands around my body or express any interest other than being dedicated to sucking me off. That's something I want to suggest next time if it happens, more exploring of each others' bodies.
I want to be respectful as a "real" person helping him navigate these new boundaries respectfully as a potential genuine friend he can rely on in a potentially rocky gay world where people can be catty and superficial with each other sometimes...but I also want to allow him his "fantasy" to be ordered around and his in a way keeping mutual equal intimacy at arms length (no kissing, no staring into each others' eyes, not much exploring bodies, ordering him around, making him please me) if that's what it can be characterized as? Is he truly straight or a deeply closeted bi guy?
tl;dr: If this new guy is truly new to guys, and I suspect he really is, what are your thoughts on how I should approach him if I want to be respectful as a potential friend as well as a hook up? That's with the assumption, still unproven, that he in fact wants to keep in contact. Our previous encounters indicate he's interested in being ordered around and no "intimate" guy stuff but full-on sex stuff. That seems to me that he's keeping guy-on-guy intimacy away at arm's length.
Help please figuring this out...advice needed.
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