The X-Con on the Tokyoflash blog page is a concept watch designed to look just like a handcuff and comes complete with a key to open and close the clasp. The time is displayed along the length of the cuff and a touch sensitive area can be used to swap between time and date mode. This watch was designed by a Prison Break fan. I’m not sure it’s something I’d be wearing out and about; you might get a lot of attention, but for the wrong reasons. 
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Imagine trying to wear a long sleeve formal shirt with one of those… You’d be thrown in a cruiser faster than you can say ‘I’m Tony Soprano’
I’m no prisoner to time!!
(Okay, I really am, but I don’t need a constant reminder okay?)