the questions you ask are just internal dramas you feel because u still dont feel worthy... i know im new and i know im young but i think this is one thing iv got my head around pretty air tight....
YOU like every other guy here, is amazing... you all have something going for you whether it be brains, humor etc. you might even have them all... but the problem you have and the reason your feeling the guilt after this is because you still dont feel like you deserve the girl being in your bed...
If a girl as gorgeous as the one you went out with came up to you and said "you are the hottest guy in the world, wanna get a room?"
youd turn around and say "where are the cameras?"
what you should say is... "i know, but im not that easy..."
now you said you feel like your manipulating them... the best piece of advice i was ever given in life not just pick up is ... "YOU CAN ONLY CONTROL YOURSELF"
if you crash and burn its on you... if you succeed its on you, or is it?
all your doing by using game on a girl is showing her that beneath wat she might right off superficially as being a geek, is actually an interesting guy who knows what a woman wants
now the biggest problem your gunna have is building the confidence to think and act naturally with this attitude... but when you do hit it... itll change your life, girls will be so attracted to your presence when you walk into a room that you wont need to think about gaming them... just be worried about them gaming you

peace