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I'm 20 and I have been having sex pretty regularly for about 2 years. It can be sort of pleasant sometimes, but I've never had an orgasm during sex or from any guy fingering me or going down on me. Occasionally it still even hurts when I have sex. I've tried a lot of positions so that's not the issue. Is this normal for someone my age and experience?
"never feels that good".... that kinda makes me wonder why you're having sex then.
I don't mean give it up entirely, but if you're having sex that's not very good, I wonder at what's motivating you to go back for more.
Sometimes I think people have sex, not because they want it, but because they think they're suppose to. In situations like that.... one may end up going for penetration too soon. Kinda like "ok we did this, this and this... I'm not ready yet but this is where we're suppose to get it on so let's go"
The end result of course can be sex that's not really very good.
it's ok to say no until you're ready - be it holding off until you're ready for sex in general, or just holding back from penetration until you're so ready you can't wait to have him inside you.
above all... be honest to yourself and your partner.
you're doing it wrong. Or he is. Are you wet enough before entry? it may also be that your vagina is shorter than your partners penis, so when he thrusts it'll hit the back wall. (sometimes just being in silly angles can be uncomfortable/painful)
Anyway the lack of orgasm is definitely just you or him doing it wrong. Or you possibly have anorgasmia. Either way, perhaps see a doctor?