Here on SF, there's a lot about fit being the most important aspect of dressing well. However, I'd venture that a lot of WAYWT posters (myself certainly included), have not entirely mastered the art of putting on clothes in a way that flatters their respective builds. Some bodies are obviously easy than others to make look good in clothes. Superskinny guys such as Lel and Vashin seem to always look good, as do taller (but still very slim) ones like chronoaug and PinkPanster and insanely ripped ones like Eason. Still, I get the sense that these guys all have a very good sense of what works for them, fit-wise. I'm interested in whether how they developed such great senses of fit, and whether it came gradually and naturally from trying different types of fits, or from one instance of analyzing their body types and figuring out tangible reasons that certain pieces did or did not work. Even beyond typically good-looking guys, I find that some people just have an amazing eye for fit. For instance, F2B was quite awkwardly-proportioned, yet his clothes were very flattering, in an odd way. Even when JFK had a bit of a gut, his clothes fit him impeccably. Some of the workwear dudes also look good despite not being stick-thin. So, I guess I have a lot of questions: How did you go about figuring out what kind of fits work for you? What specific aspects of a piece can emphasize torso taper, create illusion of narrower hips, elongate legs, etc.? Can fit be as simple as wearing clothes that are slim, but not tight? What exactly marks the difference between a purposely oversized piece and something that is simply too large? Why is it that wearing skinny jeans and a more relaxed OCBD looks weird, while Patrik Ervell's whole chunky sweater-with-narrow trousers look works? How does fabric/material affect fit in terms or drape? I look forward to hearing all of your opinions; sorry for my usual wordiness.