Like so many things to do with sex, the answer is: it varies, so spot your opportunities, communicate - but also relax & don't force things.

Note: All the "raw" condom-free sex here was with me on some variation of PrEP, PEP and doxycycline. Always be smart about protection! Truvada, doxy & frequent STI testing, when you do them all together, are good protection.

One time I was sucking a big-dick white guy through a glory hole. I stopped it and asked him frankly (loud whisper) if he wanted to fuck me and could I come to his side? He said yes, i went over, he bred me with his monster buried to the hilt. Pure joy.

Another time, I invited a passing handsome guy into my booth. He came in. I asked him, what do you like? He said, getting my dick sucked. Why, what do you like? I said, sucking your dick - and immediately went down on him. After a bit I asked him, do you like to fuck raw? He said yes, but I want to feel you cumming when I do. I said, no problem. I turned around, he fucked me, I jacked myself while he did it, said "I'm cumming!", that sent him over the edge and we shot together - him in me, me on the floor.

Another time, I was sucking a dick, stopped and I just made a little finger or hand motion, visible through the hole, for this foreign Black dude to come over. He did. No words, he simply assumed I wanted fucking, started yanking my pants down, turning me around, pushing into me. It would have been completely hot except that he came quickly and pulled out as he did (trying not to cum), so that I did NOT get to go home with his huge, floor-splatting load in my guts. Sigh.

I could tell you more stories of getting "two to a booth" (perhaps violating the ABS policy) and fucking happens from that, but I guess your question was about fucking thru the glory hole itself. I have done that less often but let me think a minute.

A few times, I've been sucking the guy, then he pulls away a minute, and returns through the hole with a condom on. In context, it's obvious that he means anal and I'd promptly back onto his dick.

A few times, I've noticed the guy looking at me through the gloryhole, and I've turned around to show him my naked ass, perhaps gently bucking or caressing it, maybe tugging my ass cheeks apart or fingering myself a little. Guys know what all that means. Either he goes for it, or he doesn't.

Once or twice, I've been sucking the guy, then stopped (while continuing to hold his cock or jack it slightly) and backed my rear end toward him; no communication but moving slow, touching him to my legs/taint at first (not immediately in my hole) so that he has a chance to grasp the situation. If he's not into it, he can pull back - and I go "Oh, well". Or else he likes it, followed by penetration & fucking.

I have a hot memory of a guy with a rather average dick. I think he was Latino str8 trade. He let me suck him a little. Then he pulled away from the hole, watching his movie, but also still watching me through the glory hole. Nothing happens for a few minutes, while I puzzle over his behavior. Finally it dawns on me, "Maybe I should offer him my ass." I push it up to the hole. That was indeed what he wanted. He wouldn't say it, but by his actions he was trying to say "give me that ass." His cock wasn't quite long enough to "catch" in my ever-tight rectum through this gloryhole, but we kept trying. It dawns on me that I should kick off my shorts to spread my legs much wider, while also pulling my cheeks apart, pressing my hole to his side as much possible. That gave him the extra inch his dick needed, he "caught" inside me, and after about 10 quick, elated thrusts, he moaned and shot.

To answer the question: You get there in a variety of ways; sometimes you ask, sometimes you display or use your ass, sometimes the guy initiates or makes clear what he wants.

As to who does the thrusting. I generally find that the top is the active one. My role is to hold my pussy firmly at the hole while he thrusts, making the wooden wall go "Creak! Creak! Creak!" for the entire ABS to hear.

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