my technique is to get them to goto the mall with me just to go shopping. i have pretty great luck with it considering all the situational humor involved in a mall. you dont even have to buy anything if you're broke just have fun and have her try stuff on to. plenty of negs can come out of it and girls let their guard down when shopping it seems.

one of the lines i always use when i do this also is whenever we're out and she tries something on i say "want me to buy that for ya?" if she says yes. i say "you wish i loved you that much"(C&F/Kino/stolen from family guy) and i don't have one for no cause i dont know a girl who answers that no.

if she's a spitfire and says a remark to you about something i simply say "don't make me fight you" and it usually does the trick

yea i use this all the time. And it you can use this to your advantage too. First of all going shopping with a girl kinda gives her the illusion that youve known each other for a long time cause thats what couple do. People that dont know each other well go to dinner and a movie so this is cool cause its a complete 180 of that. Also like you said its a pretty good environment for a lot of C&F.

The other reason that i take girls shopping is because I used to have a HORRIBLE sense of fashion and could never find clothes that would make me look good. Now if you have a girl with a little bit of style she should be pretty goosd at helping you picking out outfits that go well together and compliment you. (oh and after a few times doing this my sense of fashion did get better haha).

Another thing that i learned is that if you really like the girl and you end up going out with her again you can say stuff like oh im gonna wear your shirt you picked out. At first I thought that this was a DLV but I figured out that if a girl likes you enough(which at this point in the game there is no reason why she shouldnt) it kinda works in a conspiracy theory type of thing and they are usually flattered which if your past C1 is a good thing.

i try and stay away from questions where my "cool" response depends on their answer.

If she does say "no" you need a response or you're gonna look AFC.

I would bend it a little to say "are you HOPING i'm gonna buy that for you"...
then with a yes/no response you can go with
"well im hoping you're gonna buy me these" and just hold up anything stupid close to hand.

You have then learnt if she gold digging ya or if shes a good girl.

i would just avoid mentioning anything about money when out with hbs. but thats just me