A bonus? Really? Congrats. Personally, I can't sleep in much other than boxers, and even that's a bit constricting at times. But if you want the classic trappings grandpa wore to bed, then your best bet is to go where gramps would go shopping. Brooks Brothers has an array of civilized sleepwear for the pipe-smoking set—from soft chambray and oxford cotton to natty tattersall or broadcloth. Now may be the perfect time for them too. Luxe loungewear (not unlike this blue striped, navy-piped pair) kept popping up in the spring collections. Though, that's a look best left on the runway. Just remember, when wearing a legit pair of PJs, you'd better not be munching on a bowl of Lucky Charms. It's black coffee and toast for you, sir. $75, at Brooks Brothers
On the Runway: Dolce & Gabbana, Bottega Venetta
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