I never put them down or neg. I try to make it challenging/interesting/poke fun at them, and it just doesn't work. It seems that I'm not understanding how a girl's mind works. However, here's an example of what went down yesterday so you can get a sense of my style:
Girl: I bet you get $1.00 whores
Me: Nah, I get em from 50 cent
Girl: No, more like $0.01
Me: Dang you're right, I'm impressed.
Girl: Burn in hell.
Me: Damn, that's harsh :p
Girl: My dog won't stop touching my boobs!
Me: Haha, he must be some sort of Hugh Hefner or something.
Girl: No, he's a border collie.
Me; Psht, party pooper :p
Girl: Mmm sureee. You bug people don't you.
Me: Nah, I just keep it fun

Girl: Lol, it's not working.
Girl: I love being in the kitchen.
Me: Ahh, so you're one of those girls :p
Girl: Stfu lame ass.
Me: Bad day huh

Girl: No, you just talk stupid like you don't even know me and like to mess w/ people.
Girl: Just shut the fuck up.
Me: Hey that's profanity.
Girl: I'd give you a black eye.
Me: Hey that's violence ;p
Girl: Wow, fuck you.
And then at the end of it they told me I'm not funny/I'm annoying/I just talk stupid and that I'm a smartass. I'm confused because to me it seems like I'm just shrugging off their bad attitude towards me but I would really like to know why it fails me. I was the only guy there being disliked, it was a disaster. Every joke I'd make would work against me and even when I tried keeping my cool and staying positive without judging the girl/raging at her, it still failed. In texting, I tend to correct girls for spelling errors every now and then and they take it so personal.