How do I make love to a virgin so that it doesn't hurt?
Most Helpful Girl
Definitely lube and go slow - she's probably heard horror stories, so she's going to be nervous. Lots of foreplay. And then, if it's excruciatingly painful for her, stop. There may be a medical reason for the pain (I've never had sex that wasn't excruciatingly painful - it's AWFUL), so don't pressure her. My guess would be that even if it did hurt and you had to stop, she'll be more willing to try again later to see if it'll be better the next time. Just don't make her feel like she owes you sex - that would end badly.7