I'm 20 and still stuck with the high school style of t-shirts and semi baggy jeans. I wear cheap striped polo style shirts as well (they aren't polo brand though). I get most of my stuff from anchor blue and tilly's (skate-type clothes) I basically want to dress more grown up and sophisticated while still looking casual. Does that make sense? If that means spending some money that's fine, but I want some clothes that will make me feel more confident about myself and with the ladies. Honestly I SUCK at picking out clothes so I need some pointers here. What are some good places to get clothes from? Price range isn't really an issue (as long as the quality is worth the price) I'm 5'9 and 155lbs if that helps. Also some suggestions on specific shirts and jeans/pants would be good.