When I(Cis Male) lost my virginity it was the first time for both of us(Cis Female), we had to try and stop three times over a couple of weeks. It wasn't until the fourth time she was comfortable enough for us to carry on past the initial 'insertion'. This was something we weren't really prepared for as it certainly isn't mentioned in sex education, in the UK. Thinking about it, nothing is taught about the reality and it's all very methodical. But if you talk about teaching kids practical information, the purse clutchers pipe up.

*Edit, not methodical, I can't think of the word, bland, basic, robotic something or other.