You're the coolest girl I've ever met

I like that he said that AFTER he called the other girl "just really special" or whatever.  Did you cuss him out yet?  I knew a guy like this once who always did the little things like "oh I'm sure you are with someone already but I wanted to tell you I care about you" and all of that bullshit with the self esteem, some guys play the poor me card because they're not smart enough to come up with a better game and some chicks are truly dumb enough to fall for that kind of appeal because they think they're going to be special enough to fix him or something.  Guys like that are just better cut out of your life quickly because every other minute it will be a sob story and woe is me to deflect from the fact that they're liars.