Insert the obligatory When Harry Met Sally... reference required every time "faking orgasms" is mentioned.
I think a lot of this has to do with the fact that we socialize women and men to prioritize male pleasure during sex. Forget the disaster that is abstinence-only education, even if you do learn about sex in school, most of the time the clitoris isn't even brought up or included on diagrams. That is insane. We are purposefully hiding a bit of the human anatomy because its only function is pleasure? What kind of a message is that sending about said pleasure? Meanwhile, we're taught that the whole point of sex is to make a guy orgasm, and that when he does, that is the end of the act. This means that women aren't always vocal about what they want in bed, especially when they are younger and less experienced. Women are also less likely than guys to masturbate, which means many of them are learning how to get off through the sex act itself. If a guy isn't worried about their pleasure, they may not get any.
There, now you can officially say you have learned more from Cracked than you ever did in school.