Well maybe instead of immediately flaming him for calling you pretty you can try and see how he is like as a person through conversation? But I know your type all too well. You like making fun of these guys because you know how hard it is for men to get girlfriends/get laid.
You could compliment him back. But I know women don’t like to compliment men so I guess that’s a waste of time. Oh well, you’ll figure it out. Women always do.
It’s because you are aren’t Chad and you don’t illicit raw sexual attraction from her. Sucks but you’ll live. Now go and buy the rest of the programs she needs too.