Yeah definitely wouldn't send them you playing. That should be something they "get lucky" about, not something they get on request.
Whether you're good or not I reckon being modest is better, if you are good then it'll be that much more impressive if you haven't played it up.
Attracting women by playing guitar? Probably best done in a "moment" i.e. she's already feeling you and you can amp up the vibe that way. But sending her something to listen to in her own time does smack of qualifying yourself.
https://www.youtube.com/watch?v=lSyDiAZu2uA