I'm currently wearing the watch I've had the longest: a Fossil Big Tic which I bought new in 2007. Although it's a bog-standard quartz jobbie, I'm quite fond of it as a few mates had Fossil watches at the time. It just so happens the over-sized strap thing quickly went out of fashion and it sat in a drawer for years, but I've now got it on one of
these 20mm velcro straps and it's much more aesthetically acceptable as well as a bit more comfortable. Anyway, I'm wearing it just now and the feeling of nostalgia is strong and happy.