Crazy hair, a big smile and a hilarious personality- those are all qualities of comedian Andy Samberg. I love his hilarious antics and the fact that he doesn’t take himself too seriously, besides any guy who knows how to rock short shorts and a striped sweater is a winner in my book. In this Glamour magazine editorial, fittingly titled- “Boy Meets Girls” Samberg is paired up with some leggy models to show off five different looks. View all of Samberg’s stylish looks and the team behind the scene on MyFDB.

This shoot reiterates the fact that Samberg is no stranger to the ladies as shown in his hilarious SNL video, “Mother Lover” which he stars opposite Justin Timberlake. Check it out for a good laugh!