After I neg her a couple times I throw in this, so she won't think I'm a total jackass...

"Yeah, so one time I volunteered to look after my neighbor’s little 8 year old brother, you know..., so she could study for her big college exam. So I took him to a park and he kicked off his shoes, and I was pushing him on a swing, and he jumped off. When he hit the ground he noticed this rubber object by his shoes. He asked me what it was so I had to tell him what it was, a condom, because I didn’t want to lie to him about it... cuz I'm a really bad liar. So I had to give him THE TALK, what would you have done in that situation? He was bound to find out about it eventually."

Hmm kind of a weird topic to start talkin w/ to a girl you're just trying to meet/pickup ..
Just the fact that the story is about a condom and giving a young kid the talk makes it seem that your open to talking about sex. Which isn't a bad thing, but on first sight/meet it may be precieved as odd, because girls dont want you to think/talk about sex the first time... u kinda gotta hide it.. so she doesn't think ur just a horn dog.

just my 2 cents

edit: okay, so after reading ur post a few more times I guess you'd be able to pull it off with the right body language and tone of voice.
A lot of smiles and stressing on certain words would be able to make this work. and i mean serious stressing..

i agree with jon1320 but i like it, to me it was humoruse and it also would get them talking. seems alot like it would work better as a opener. my 2 cents

Well the thing about the story is, is that I'm not mentioning sex about me and her, although I'm mentioning sex in my story. I never said anything about me and her doing anything, or that I'm a perv. I just innocently noticed a condom in a park, and told my neighbor's little brother THE TALK. And this story usually wakes them up, and gets them in a more talkative mood as well as make them laugh (You'll usually get an "OMG are you serious?!" response). I usually use this soon after my opener (but after I neg her and then ignore her and tell her friends the story so she'll have to pay attention). But you have to have a smile on your face the whole time.