A little background...I'm almost 27, make decent money (around 50k/year), recently bought a house (two months ago), and I have some money in the bank. I have only ever had two girlfriends, and only dated a few more then that. I'm a little shy, but I'll approach a girl if I feel the situation is acceptable. Most of the time, I feel the conversation is going really well, but when I ask for their number, or ask if they want to go out sometime, I always get one of these replies: I already have a BF, I'm not interested in dating right now, I'm a lesbian, or they give me a wrong number. It has been a real blow to my self confidence getting turned down by every girl I've asked out in the last 5 years. That's right; I haven't been on a date in 5 years! I've tried the whole "don't go looking and you'll find one" thing for a while now, but honestly, I think I could go the rest of my life without a girl approaching me first. I just don't know what to do, and I just bury myself with work and with building my Jeep to keep from feeling depressed. I've tried meeting girls at bars, at clubs, at parties, at the mall, at concerts, even at church! I've tried the whole "cocky comedy" thing, but I really suck at it. I either come across as arrogant, or just boring. What can I do to get out of this ridiculously long slump?