DUUUMB. I'm between those ages, and this creeps me out, however, not even 50 years ago, a relationship between a 20 year old and a 14 year old would not have been a big deal. What sucks is that even if the sexts were consensual, this could ruin this guy's life. I'd call him out for being dumb enough to do that. Crossing age lines like that (even in a dating context) is weird to me, but it's not that far off from being their own weird choice.