Up to now, I've avoided roadie-style shorts, but can see that there may be some functional advantages. I've found that baggy shorts hide my physique a lot better, and for the road I look for the least baggy "baggy" shorts (with lycra liner) that I can find. But they might not be the best for comfort in the long haul.
So yesterday I tried on a pair of regular biking shorts at REI just for grins and wasn't real happy with what I saw. I'm 5'11", 165 lbs., with about a 35" waist. But my legs are apparently thin for my waist size. So when I put on the large-size shorts (waist 35-37), the waistline felt OK but the leg openings were actually loose on my legs (I thought that they were supposed to grip snugly). And of course the whole look was less than flattering.
I guess I could just try on some more brands/styles (these were Pearl Izumi "Attack" style), but what should I look for to fit a non-ideal cycling body shape? Is there any hope? I know that I saw a lot of older riders at a recent event who had body sizes and shapes a lot worse than mine, and they were wearing these type of shorts, so there must be some solution.