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Topping/anal sex: unsure if I topped/entered/penetrated or not

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Hi - this is an embarrassing question to ask: how does one know (how would I know) if I "entered"/penetrated someone's ass?

My previous sexual experiences did not include any anal penetration (either giving or receiving). I recently fooled around with someone and am unsure if there was penetration. We "simulated" sex (everything from grinding, humping, jacking, etc.). We were also moving around a lot: that is, changing positions frequently...I don't think there was penetration. From what I understand, even for the most experienced tops and bottoms, one does not simply "jump onto" a cock or quickly and easily slide in and, if and when there is penetration occurring, it's not so simple to quickly change positions.

The reason for the uncertainty is that, at one point with my partner on top of me, he was slowly humping me (back and forth sort of action) and it felt like my cock could have been standing straight up. I thought, with him on top of me, where could it be then? It felt warm. It could just be he was sitting on my cock, not with my cock inside him. There wasn't any real entering/penetration sensation that have described to me (ie, complete tightness surrounding my cock like a glove; very very very warm; sensation of entering a smaller space/hole and exiting it, etc.). I adjusted our position and it didn't take much effort to do so (we moved to another position shortly thereafter).

Then, about a week afterwards, I developed a urinary tract infection (UTI). According to the doctor, the main way to contract it from sex is from penetration, thus making me wonder if I did top/enter/penetrate him. Perhaps UTI can be contracted through other sexual activity other than penetration? (Or perhaps it's from something entirely unrelated and it's coincidence it developed a week after the sexual encounter?).

So I suppose the question is: what does it actually FEEL like to enter/penetrate someone (and also to exit)? Also, what does it feel like once "inside"? Can you penetrate someone without realizing it? (I would imagine, especially if it's my first time, I'd certainly know and feel a completely different sensation by entering/penetrating when I'd never done it before, nor had it done to me before either). Can someone's ass be large enough that you could easily enter/penetrate and exit again without fully knowing? In other words, what does it feel like/what is the sensation of being a top and penetrating someone?

Thanks.
 
Trust me you would know, also if you engaged in oral sex, then you could have contracted the STD that way.

Though of course, not all UTI, are sexually related.
 
What you're describing sounds like more like frottage/intracrural sex where you're knocking on the door but not quite going in.

Because you're rubbing against the anus, it is possible to get a UTI. The bacteria most commonly associated with UTIs are found in in anus and between the buttcheeks. The rubbing action can be enough to get the bacteria into the urethra.

By the way, when things progress to the level where you're not sure you're in or not, it's also time to put on a condom. It will help reduce the chances of a UTI... and other STDs.
 
Also one big hint for, guys and girls, after sex: pee. It cannot completely prevent UTIs, but it reduces the risk greatly.
 
If you penetrated him you would have known. Usually as you're penetrating you'll feel like a vice is wrapping around your penis.
 
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