Monopoly Top Hat Cufflinks
For the real estate maven, a nod to his current gig selling homes and those rainy day board game marathons. The playful accessories feature bullet back closures, so they will stay put even while dancing late into the night. A shiny silver finish will have him feeling (and looking) like he owns one of the most valuable spots on the board (Park Place or the Boardwalk, for those who need a refresher). Though the top hat is certainly the most dapper choice, other Monopoly playing pieces (including the dog, race car, battleship, and more) are also available, so you can select the piece he normally plays with.
To buy: $50, cufflinks.com.