I have a kick stand on my DS and regularly take it on uneven unpaved terrain in forests, it has never ever popped down, I have had all sorts of falls and never because of the kickstand, I think it takes a special kind of kickstand+rider in order to be brought down by it.
IMO there is very little that is "Cool" about bike riding, it is plenty of fun, but Cool.... and avoiding some accessory (or helmets for that matter from another thread that just got closed/locked) because it is "uncool" is sort of funny to me, but it may be just me seeing all these threads obsessed with how bikes look, pictures of "good looking" bikes, etc... I think I am a minority. For me, if it fits, and is comfortable, and goes where I want, how I want, it is a good bike. And I for one like my bike to be able to stand up therefore kickstand is nothing but goodness.