It is absolutely the place for that...you're just going about it all wrong. Nobody really wants to hear about what your friends say about what you wear, or how poorly everyone else dresses, or what you've accomplished, or what makes you special. They just want to talk about clothes. And they'll happily talk about your clothes. But they don't want to talk about you, nor read about you. If you really want to become more comfortable with what you wear, head over to the Classic Menswear section or the SW&D for more casual stuff and start posting pictures of the clothing you are wearing in the WAYWRN/WAYWT threads. Provided you post the pictures without any sort of self-serving back story, you'll get mostly constructive criticism without any snark.