If I'm talking to a girl or if I'm on a date and the woman doesn't have high interest or making her interest obvious, I have a tendency to play things safe and act like the perfect gentleman and not bring up sexual things.

For instance, if I'm on a date I met on a dating site, meeting a girl for the first time, and we didn't discuss sexual things online or on the phone, I'll just walk-through the date and talk about regular stuff and not take the chance that there's a possibility she might be the type to have casual sex. The other problem is, I look really innocent in my face and perception is reality, so if I started talking about this stuff and the woman has lukewarm interest, I fear that it will be incongruent and that it will just come off creepy.

If you and the girl are vibing naturally, I find that the sex stuff will be brought up on its own and you'll immediately get an idea of what type of woman she is. I'm more referring to when the woman is interested enough to be on the date and talk to you, but she isn't really, really interested and I'd like to know if there are any feelers you can throw out?

Like I said, being someone you don't look the part of won't work. I'm just trying to establish the fact, to the less interested but still somewhat interested women that even though my face might look a certain way, or a woman that might for whatever reason get the wrong impression about me, that I'm still a guy with a sex drive and set the tone from the beginning and weed out the ones who aren't interested or aren't the type to jump into casual sex.

Bro, it's not about the look your face conveys, wtf? Any woman with any clue knows that guys want to fuck. It's just a matter of if, or how well, you disguise that fact. Being a "gentleman" is simply pretending that you don't want to fuck the girl right away. That's all it is.

I've had girls who I picked up for the first date and before we even got the location they were talking about how they need a real dick to replace their dildo. Yet other girls would sit there on the 4th, 5th, hell...10th date, and never mention anything even remotely sexual.

Your job is to find out what type of girl they are and then steer them towards what you want.

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“Nothing is impossible, the word itself says 'I'm possible'!” ~Audrey Hepburn

Ok so how do I find that out?

You flirt with her, talk about sexual things or body parts, or relationships. I actually just wrote about this in another thread about the same topic.

One little trick I do is take something from your external environment that could be construed as sexual and then redirect that back onto her. Tell her that the girl who just walked by you is wearing a dress that is way too short. Then ask her if she ever wears skimpy clothes like that. If she says she does, then you start asking her why she likes to dress sexy. If she doesn't, then you ask her if she is uptight and try to bait her into revealing to you that she is more of a freak than she leads on.

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“Nothing is impossible, the word itself says 'I'm possible'!” ~Audrey Hepburn