Doesn't really matter where ya'll go. If your personality sucks and you're boring she's not gonna like you. Talking about each other can get boring. It's not a freaking job interview. So I'd go with bowling. She can figure you out as you have fun together.
Dude ... seriously. You're taking this game thing a bit too far. To the OP, follow this guy's advice and you'll never end up in a happy, committed relationship, ever. A successful relationship (that ends up in a happy marriage) cannot be founded upon head games and manipulation (and ultimately deceit). Don't overthink it - start with something nice, be a good gentleman and treat her well. Get to know her and what she likes, then build from there on your subsequent dates.
Not sure where your idea of a conflict comes from. Just because she touches herself a few times a week doesn't mean she'll let you touch her on the first date. If anything, satisfying herself often means she'll need satisfaction from you even less, and you might just be looking at a lot of money gone and you at home alone getting your jollies on a site that's hopefully not this one. At the same time, what girl will answer "Yes, I love banging on the first date" and risk looking like a w****? If she answers no, but she does it with you anyway, she can always say that she felt chemistry with you and that she doesn't usually do this and blah blah blah. Also, for everyone telling him not to overthink it and that relationships shouldn't be built on "mind games", I have to disagree. Don't overthink it, for sure, but you need to be aware of how you're presenting yourself and how women perceive certain behaviors. These aren't "mind games", it's just knowing how to deal with a woman. Should be something you worry about whether you're dating for a relationship or just to get laid. All that aside, I would advise against bowling unless you're going on a group date. One of you will always be bowling while the other waits, it's noisy, there aren't too many opportunities to talk, and I don't think that competitive first dates are the way to go. Even if you're not being competitive, one of you will end up with a higher score than the other, or you'll have to figure out an appropriate way to congratulate her for a strike or whatever. Just doesn't seem like a good first date. After you've been doing it for a while, sure. Playing pool would be better, I think, since you can talk even while you're shooting, have a beer, relax, but there are still better first dates. One thing that's worked for me is dinner + poetry slam. Not a ton of room for conversation, but there's something about live poetry that really gets a woman primed. Art exhibit idea was good, too.
