* How did you go about figuring out what kind of fits work for you? Fit takes a while to get a handle on. It can be time consuming and expensive to work it out especially if your weight isn't reasonably static. As other posters have mentioned your personal style of clothing has a lot to do with it - generally classic preppy stuff looks good when fitted slim, workwear often looks better loose. I wear a lot of classic preppy stuff and like to wear it fairly slim fitted. Getting the balance right was a hit an miss affair. When I was younger I tended to wear clothes too loose. I also went through a phase of wearing my clothes too tight. For preppy clothing my advice would be to figure out how tight you can wear stuff whilst still having enough freedom of movement to be comfortable. Then pull it back a bit – you need to have spare material to allow for weight gain, fabric shrinkage and poor judgement. This will unfortunately cost a bit of money in overcooked tailoring and clothing that ends up being too small to be wearable. Doing it on a tight budget isn’t easy. * What specific aspects of a piece can emphasize torso taper, create illusion of narrower hips, elongate legs, etc.? Firstly you need to get to know your body type and figure out the parts of it that are less than ideal. It helps to wear clothes that avoid drawing attention to these areas. For instance I’ve got an ectomorphic body type. I’m 6ft 1”, 76 kilos. I’ve got wide hips relative to my narrow shoulders and a long neck. To de-emphasise my long neck I generally wear a collar. In button ups I go for a two inch collar if available. Most of my tees are polo shirts. If I do wear a regular tee I wear a high crew neck (mostly with a blouson type jacket over it). I don’t wear tank tops or low cut tee shirts ever. For wide hips and narrow shoulders – I prefer jeans and trousers to be well fitted at the hips and slim through the thighs and leg. I avoid hip flare at all costs. I try to stear clear of back pocket flaps and back pocket stitching. I don’t go skinny though. In shirts I avoid darts. Front darts are totally out. Minimal back darting is passable. BoO is about the limit. For slim guys I think taking in the side seams looks more masculine. Shirts need to be tailored at the waist but not overly so. Too much torso taper on slim guys with wide hips tends to look effeminate especially from the rear.