15. Trip to Your Heart
Spears knows how to dress up, but she prefers to fly in more casual ensembles -- at least these days. And her man's the same way. He sported a SOMB ("Shirt Off My Bomb") sweatshirt for this trip out of LAX in November 2010. Actually, both stars are big supporters of the charity, which donates one uniform to a child in Africa for every sweatshirt purchased.