you have to start small, like a finger or a small toy and work your way up a little larger. Pain is not good, you want it to be pleasurable, not painful. And always use some kind of lubrication. Be careful a little bit at a time, dont rush.
So. I'm a gay man thats usually a top. But. My question is. Do the really large anal toys and large penises hurt?
Well, it certainly would depend. I personally think anal is nothing but a painful experience & I've never actually had anal sex. But anything in there is hell in my opinion. But it does depend because others say it;s "pleasurable" so you'd never really know until you tried yourself. Inserting something slightly larger than a finger would likely be enough to give you a good idea of how you feel about anal toys.
For me, yes, it would hurt. I'd start with those love beads you put up there since most people who can handle anal seem to be able to tolerate beads of that size well. I'd definitely not go directly for a medium or large sized toy yet if you aren't totally sure, though.
Anything in the anus can hurt if not done right, and as it gets bigger the risk of pain increases. If you keep within your limits and are smart (see the five "S"s of assplay link ) the discomfort can be eliminated or minimized. When done right, assplay with big toys can provide pleasure outweighing any initial discomfort. Can't speak to the big penis thing.
you gotta work up to it slowly, and use lots of lube. With practice and lube, large things won't hurt, they'll feel great! Not at first though haha, you can easily rip yourself if you go too big too quick. I've never had a penis hurt though, they're usually fleshy enough to have give ;p