Gotta say his that line he gave you, Christine, wasn't the worst. I've heard and used worse (when I've had too many).
At least he didn't earn himself a good one-hander (slap on the cheek).
Like PJ said, there is no game. Don't worry about attracting a woman -just try to forget about wanting one (real bad anyhow) and they'll come to you -I can assure you that, especially in Chicago where there more than a few good single women who are looking.
Hang out with the guys and have fun. Just relax about getting a lady NOW and focus on doing other things that make you happy (one thing women love is a man who is happy and is confident -so my special lady say'* ). Your time will come and will be well worth the wait. I too tried harder than was necessary and was not getting anywhere fast, and after I just let it all slide for a while I found women couldn't stand the change (they seemed persistant LOL). I still held my ground, and hung out with them as friends, because I didn't want to rush or be rushed into anything.
Now one of my old gf'* appeared from out of nowhere and we hung out as friends with the rest of our 'crowd' (i.e. friends we've grown up with together) although I've made mistakes I surely hope to never do again, we've got a relationship that I've never thought could exist.