Some of these folks are the people you see almost every day yet know nothing about. Others you do your best to avoid over the course of the calendar year, tradition and family be damned. Either way, this universal rogue's gallery forms a dark shadow over many a Christmas list, causing stress instead of joy as one tries haplessly to buy a gift reflecting the perfect combo of sincere-seeming, cheap, and appropriate. But picking out a present doesn't need to be a total shot in the dark. These ideas should make the process a little more painless.
For your boss: Rowallan of Scotland James Shoe Shine Kit
Not even the dapper antihero of 'Mad Men' would complain about getting this gift from the office Secret Santa. Compact and portable, the zippered case is made from fine Scottish leather and stocked with everything a man on the go needs to make his shoes look the part (buffers, brushes, two kinds of polish). Just be warned: If he ever asks you to grab his new shine box and give his loafers a buff, it's probably time to update your resume. [$73; rowallanusa.com]