Yeah, but wearing whats comfortable doesn't attract girls in social settings. I'm 19, not 30.
K, so at 41, I've been both 19 and 30, and I found there was little difference. For that matter, I found there was little difference between Jr High and 30. I made some changes in who I spend time with and solved that bullshit. I still can't believe there are folks out there who still think like that, even at my age, but there it is. Just some fair warning.
If you like all the clothes you own and you select stuff that's appealing to you, then you're doing it right, regardless of what genre you follow or how ecclectic your wardrobe. In my experience, "what's comfortable" is not typically appealing to any crowd. Hell, I'm waiting impatiently for the day when it's going to be OK to go out in public wearing my fuzzy slippers (c'mon senility!!!), but so far, I just can't bring myself to do it. They are super tumfy, though!
Someone in here posted that when you quit trying, you'll likely get laid. I beleive it was a sarcastic bit of Murphy's Law humor, but its actually true. When you relax and just be you, you will look more comfortable in your skin, so to speak, and more confident. There is a certain amount of bravery involved in being yourself and people can see it. It is attractive to women. And just by the way, I had a HORRIBLE time meeting people in my age group that shared my interests until I went to college. It's a much more diverse group than High School or "the scene". If you're considering it, I can't recommend it enough -- there's no down side. You meet new friends, try new things, learn, grow, and as a bonus, you have a shot at a better job and future.
Don't EVER let anyone tell you that you're not worthwhile, that you need to change to be acceptable, or that your dreams are invalid. Absolutely grooming and manners are incredibly important, and will get you places. But I'll tell you what, I just read nearly 2 pages of responses from people who seem to care about you, and with the exception of a few carefully selected pictures, I'd bet that precious few of us have really seen you. That means each of us is basing our opinion on what you have to say and what's inside you. Just a thought.