Drop my "hot-girl" obsession?!?! 'Tis easier for a camel to pass through the eye of a needle, than for me to... well you get the picture.
I didn't say you had to drop it, I said you may need to get it out of your system. And it may be that you'll need to attempt a few more shallow relationships before that happens. I just recommend self-awareness. If you're going to hold hotness as a priority, be aware of the likely results of doing so
I'm always nice to my waiter/waitress cuz I used to be one. I'm a big tipper.
High five from a fellow former-server and member of the big tipper club.
Some women will pass up the perfect man of their dreams to obsess and fawn over the drunk asshole whos dumped them 5 times, cheated on them, talks down to them.
This is both due to water seeking its own level and the need to feel special. When a man beats a women, there are periods in between when he can be the sweetest most affectionate person on the planet (no I'm not speaking from experience). I've heard from women in those situations that it's like a drug. They live for that brief time when he's so loving. Obviously, it's unhealthy and those women need professional help, not a white knight to come save them from a crappy relationship.
That's the other thing: some nice guys have White Knight Syndrome. They like to rush in and save the damsel in distress. This creates an inequality of power, with the knight taking more power and responsibility. The knight unconsciously craves this because he is insecure about his own flaws. Another unhealthy relationship. And women who enjoy being damsels will never be satisfied with one rescue. They will constantly create drama to keep the knight busy. A vicious cycle.
Try getting yourself a book on dating. Not the "how to bag a chick with a really great line" variety (unless that's what you want) but a guide on real dating, preferably from a female author who can give a woman's mindset. I recommend. Dr. Laura's 10 Stupid Things Men Do to Mess Up Their Lives. She does a chapter called Stupid Chivalry about nice guys and why they're not getting what they want.
I think you're a natural for online dating. The only "online" part is your profile. You can definitely write yourself a funny and intriguing profile that will make girls want to know you. You've made everyone here want to know you! Just stick to your immediate area for contacting girls. Once she's read your profile and likes what she sees, you go on a real world date and the computer part is done. At least, that's how I did it. I used OKCupid.com. Totally free. If you decide to go that route and want help critiquing a profile, pm me.