I tried making a Reddit account and it asked me to build karma before I could ask on any of the relevant subs so I'm posting here.
I can personally say that if anything goes up there, it hurts, and not in a good way. It does not feel pleasurable at all. It feels kind of like placing a finger on an open sore and pushing down.
Also, if you're being examined, they tell you to take deep breaths, as if they know that anything going up is going to be painful. If sex is supposed to be pleasurable and enjoyable, why would doctors tell you to brace for impact, so to speak?
Lastly, women often scream during sex. It's often said they're screaming out of pleasure and not pain. But there are a lot of things I find extremely pleasurable, but I don't scream while I do them.
Is it just one of those things that is painful but we're conditioned into believing the pain is actually pleasure and I must have inconsistent pain tolerance and I am making a big deal out of this?
Similar to other comments, that kinda sounds like vaginismus from what I've read of it. Obviously people have different preferences, but it's not supposed to be painful, assuming you're well-lubricated via foreplay or otherwise. It should be plenty wet inside and not dry. Things should slide right in and not be difficult to insert (important note: I do not have a vagina, this is just based on my sexual experience).
Plenty of people with vaginas don't particularly enjoy penetration for one reason or another (and plenty do), but actual physical pain is another matter, I think.