I've worn a water resistant, digital watch since 4th grade. Problem is, I end up breaking them all. I have to buy them from Walmart for that reason. I just get the rubbery plastic ones that display all the useful information.
The one I'm wearing now I got my freshman year of high school. I think I probably went a full year without taking it off. I've worn it into both the Pacific and Atlantic oceans, but the Atlantic kinda messed up its innards. It starts to short out if you push all of its buttons enough, but who doesn't do that?
Then the strap holder thingy broke off, and I decided to get a new watch.
I wore that one until the same thing happened, only this one I decided to use a plastic twist tie in its place. It worked, until the watch's straps started to break apart like licorice. So I took the twist tie and put it on my other watch, and I've worn it since.
Well, almost. Over this particularly hot summer, I've decided to go without it, because my entire body starts to sweat outside, and it just feels uncomfortable having something on my wrist. Of course, I feel naked, but sometimes that's a refreshing feeling, if you know what I mean.