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Right away you let her know the last woman rejected you. Not a good idea.
So the last woman thought you weren't good enough. Put any other spin on that. She was cold and distant. You thought she might be clingy. She was just in a bad breakup. She didn't take care of herself. There must have been something. Somehow, she did not meet YOUR standards. This new woman wants to be affirmed that she's special, better than other women, not that you are the equivalent of rummaging through another woman's garbage.
You jumped right to asking her out on a date. She doesn't say yes the first time but 8 minutes later you ask again. Nothing will more surely run a woman off than a guy who is desperate. Deep down women don't think a good man is easy to get, and if you're easy to get, they aren't interested.
Listen, it's not enough to just pretend like you don't need them. You have to believe it. It's true. You've gone what, 20 or 30 years without a woman, like it would kill you if you didn't get this one.
If this is Saturday night she is going to expect to go someplace that is 'Saturday night' and not 'Tuesday morning in your sweats before you have even taken a shower'. Starbucks is fine to start but if she meets your standards then change venues. Go for a walk. if you see a small restaurant say you have always wanted to try it and ply her to go in. You could even go into a used furniture store. Look at freaking vacuum cleaners, who knows what. Anything. Two or three different situations where she didn't expect to be, where you can be fun and she will remember it. She will be picturing what a relationship with you would be like on this date. It should not leave her nodding off.
Asking about exotic dancing, then saying what you want in a woman is nice boobs, then asking her for more photos... you're as subtle as a punch in the face. If you're crossing over into the physical you have to do this in a way that is also exciting and interesting to her. Don't sit there in your underoos and talk about her t*ts on AOL instant messenger.
Probably too late to save this one... she probably has the idea that you are desperate and a horndog. Most women could get one of these guys to their front door in 10 minutes at 4:30 in the morning. Consequently those men have no value to them. But you're in luck, there are billions of women in the world which means there are plenty to practice on.
Just my (ninety) two cents.
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