Of those you just mentioned, I think Eason is the only poster who comes close to being 'too tight', but even still he's able to pull it off because of the confidence he wears the pieces with and his physique. Part of the problem that you're seeing with your family/friend is that they're too used to seeing clothes fit poorly on others, but they accept that as how articles are meant to be worn. Being on SF adds a different mindset to fit and style compared to those who aren't. Personally, I'm still building my wardrobe even though I've been reading/lurking here for a while. Typically I find that slim/fitted works the best when possible with going too baggy or skin tight aren't ideal. Looking slim is good, especially when there's an overabundance of fat people in the US. As to the last part, I find that I'm often between sizes in the mainstream world which makes finding pieces that fit a pain in the ass. Either the chest/shoulders is too small or it's blousy in the midsection - getting them tailored is probably the solution, but spending the $$ on alterations for cheap stuff that isn't going to last isn't worth it too me on a student budget. Looking back at the old WAYWN thread is always great to see how past frequent posters wore their clothes, we have lost a few good ones the past year or so.