Wow, that black hair girl is a literal cunt. No other ways to put it. I dont care of you are his closest friend, you DO NOT put the one insecurity every man has when he loses his virginity for the first time with someone he loves to light. Even if it was a joke, for what reason did she have to say "Do you think she enjoyed it as well or was she pretending to him".
Also can we just get over the fact this girl is a massive red flag of a metric scale.