Suppose I should start out and say I’m 18FTM (trans man) and i think im demi-sexual, along with working graveyard, so I guess that would make my search a little harder. Though I do live in Portland.

But what I’m wondering is how does one get around and get sexual experience? How do you hookup exactly? More so the specific steps to get to that point. What is a good way to meet new people near me? What do I need to be careful of? How can I properly convey what I want without sounding like a picky asshole? Where is a good place to meet up? (Cant be my place, i live with roommates) How hard is it to find a guy who will both respect my pronouns and pleasure me how I enjoy?

My main interest is bears, getting dicked down by big heavy, hairy men is my fantasy. But so far all the people I’ve dated are bottoms, and I tend to take the topping role in my relationships. And when my partners do try to pleasure me, I end up taking the lead regardless, because they’re not doing it how I would like, and no matter how much I tell them how I would prefer it, they can never seem to get it right, or tire out too quickly.

My only experience with sex with random people is sucking one guy’s dick from tinder and it was the most awkward experience possible. I’m the kind of person who likes to plan to the last detail, I cringe remembering this, but I brought towels and water bottles. Didn’t even use them. Just got on my knees in the woods, sucked his dick, and then he left. I had planned out a time, a place, everything. And ended the experience feeling like I over prepared and was an idiot for even trying.

I’m considering getting into BSDM circles, but again, I don’t know where to start. Do I need special qualifications? Is it sort of an invite only kind of deal? I also have a job that I would need to schedule around, are there bdsm circles open late? Are they a day thing? Do I need to be 21 instead of 18? How much do they cost?

Please help.

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