I have trouble thinking of things to say even when I'm relaxed

[DJDeMarco]

I've noticed I have trouble thinking of things to say even when I'm relaxed. I do this with men and women. I'm a very pattern-oriented person, so if nothing's been approved by my mind beforehand, I'm probably not going to say it.
So what do i need to do to never run out of things to say, especially to women and strangers?
In the past, all I've had to say to women, was "Hey, what's up?" and try to elaborate from there, which usually didn't work.
Thanks to the DJ Bible, I've added "What's your name and where are you from?" to my arsenal with women. I have trouble making instant decisions and thinking on the fly socially, so I want to get better at this.

 

[logicallefty]

When I'm first getting to know a woman I'll keep the conversation mostly light hearted and funny but with a little seriousness in there too. This is a very random example of a hb I talked to a few months ago:

HB: what do you do for a living?

Lefty: I'm an underwear model with Kelvin Klein . what do you do?

HB: Haha I work for Acme Company in Human Resources

Lefty: ahh, the the sexual harassment police. I'd be in your office all the time for showing the latest underwear to the wrong coworker

Hb: you need HR to look at them first!

 

[Zarky]

The more I let the b*tch talk about herself (with the occasional DHV comment or short story from me), the more she seems to like me.