I think everyone just assumes you have a tiny winkle if you wear baggies on a road bike
...The trouble is - I am rather generously endowed in that department. TBH Lycra is just embarrassing in this respect, as I feel fairly self-conscious, as if I'm exposing myself in some way.
Don't get me wrong, back in the carefree days of the 90's I wore Lycra just as happily as anyone else, it's just that when baggies came along it was like a revelation - "You mean I don't have to wander around with a shiny Bratwurst clinging to my leg anymore? How refreshing..!"
It's nothing to do with fashion and more to do with just what feels personally comfortable. Besides, Lycra's just so clingy and hot. Baggies are airy and breezy. They can even be made of showerproof material and have pockets.
I ain't saying 'look at me, look at me' on club rides either; I just can't be bothered to fork out for additional (lycra) cycling kit that I won't ever feel comfortable wearing.
It's called the darkside for a reason - and I love it wholeheartedly! ..But for me, in comparison to MTB-ing, the Road is a virtually joyless and seemingly puritanical aspect of the sport of cycling that we all love. Therein lies its addictive appeal though - it's like the pure focused Zen of cycling, whether riding in baggy shorts, or not.