If you're going for tone you can't go wrong with buying and learning how to use a 10 band EQ...
Compressors are supposed to sound nice, but I've never tried one...
Reverb (SLIGHTTT use) can soften up your tone... use less treble.
FWIW: They make some pretty cool acoustic sim. pedals...
For me: yes. For the average male: probably not. Most guys I know probably date for the sex. I think the first date is a bit much, but makes for a great question. It's the extremity of which someone is willing to go for sex, which is sometimes not held back by most men.