I ride with boots (and a helmet) - every time I ride. It's a pain, but I believe necessary.

 

always ride with boots. Here is the reason why: Was riding, took corner too fast. bike leaned over and skidded on the crash bars. My left foot was pulled backwards under the left saddlebag. If i didnt have on good leather boots my toes would have been gone. dont get cheap or be stupid. wear the right gear.

 

I used to wear boots while riding pretty much all the time but I found they don't always protect you as well as you think they might. (See picture below of boot and ground-down foot-peg). I'll spare you the pictures of my foot that was in that boot. I had a 2005 Yamaha Warrior and man that bike could handle, but I had scraped the footpegs down to razor-sharp points on both sides from going through lots of corners a severe lean angles. I crashed the bike and the left peg cut through my boot (tore the boot completely off of my foot) and then proceeded to cut through my heel until it hit bone. Shattered three bones in the heel area of my left foot. Depending on the weather, some days I still walk with a limp. Now I wear boots if I feel like it or my "vintage" 1984 high-top Nikes. The moral of this story is: if you have sharpened pegs from grinding, REPLACE THEM. NOW.
/told you I was hard-core...

 

Only time I do is when riding to work.

 

Only wear boots personally but they're your feet your choice. Whatever makes you comfortable I say.

 

i wear my brown wingtips on the long runs around town i ride bearfoot yaba daba doo

 

I nearly always wear tennis shoes because thats what I wear to work. If I am on a weekend ride I wear boots. I still can't get used to seeing so many people wear shorts in the summertime. Seems to be a bagger thing.

 

+1 a good pair of boots should be as comfortable to wear, as anything else.... you might have to buy from someplace OTHER than a dealer <GASP!!> I have a pair of Georgia Boot Company "ropers" looks good, great support, and designed to be worn all day (and walked in)

 

I wear boots all the time anyhow just depends on what i'm doing as to which pair I wear.

 

in town i wear my 5 year old chuck taylors long trips issued black goretex boots...