If negs do indeed work on these types of women then it's not because they knock down their self esteem but because with every other guy supplicating the one guy doing the negging will stand out. However, when everyone is negging this won't be true anymore. It's just like peacocking. If everyone is dressed "normally" then the one or two guys who are dressed flamboyantly will stand out but this won't be true anymore if night clubs start looking like the set of "Let's Make a Deal". It would be quite ironic if when every guy is a Mystery wannabe asking women who lies the most (the "Hello World" of pickup openings) that the guy who dresses normal and talks to her like she were a normal human being will have the best chance with her.

What I would do is meet with some of your friends in a non-date setting and do a hang out where you do your damndest to make those people laugh hard. See what does and doesn't work in terms of humor and then apply that to your dates. I think, with your voice, people would be doubly intrigued to see that you have good wit despite the monotone voice. Learning how to be funny is surprisingly easier than going to a voice coach and with some practice I have a feeling you'll get more interest from your dates.

This kind of interaction is really hard because it means picking up on social queues that are easy to miss. I like to use double entente to gauge how far is okay to go when it comes to spicing up a conversation. Sometimes I get a negative reaction and I dial it back, other times I get a positive reaction and I see how far I can go without breaking any comfortableness boundaries.

Unfortunately I can't come up with any examples however, I am going out tomorrow and I will try and remember the kinds of things I say to try and give a more constructive example to you.

To take on your challenge, yes I have been to bars, yes I have been successful, and no I didn't need PUA bullshit to do it. I've seen guys try and "penetrate the bitch shield" (god that is such a stupid term) seen guys neg, and seen guys try and run some archaic calculus to try and game theory their way into someone's pants. You know what works surprisingly better? Going up to someone you are interested in and confidently saying "Hi, I'm x, how you doing this evening and what's your name?" If that doesn't work and they aren't interested I move on because, surprise surprise, not everyone is going to like me or want to talk to me. That's okay though because more often than not a confident smile and that line goes a long way towards being able to have a conversation.

In my travels I have found that treating people like basic human beings who are capable of independent thought generally gets me a lot further than treating them as if they are mere game pieces for me to manipulate. You toss out terms like classic masculine roles and unfortunately you've confused confidence with masculinity. You know what is sexy? Confidence. You know what isn't? Being treated like a game and adhering to tired out notions of masculinity as if that is what turns women on. All the women I have met have been far more keen to me when I have made them laugh, by knowing how to make fun of myself when it's appropriate, and by making it clear that I think the person I am talking to is awesome.

Although I may be a gamer and a nerd in many respects, women are not games. They are people. To each person be excellent and your dating will improve dramatically.