They Dated?!? Surprising Hookups
Carson Daly & Ashlee Simpson
Add Ashlee Simpson to Carson Daly's list of celebrity ex-girlfriends. The two reportedly dated in 2003, before quickly parting ways. These days, Carson is with long-time girlfriend Siri Pinter -- a writer's assistant on Last Call with Carson Daly -- who gave birth to their son Jackson in March of 2009, while Ashlee is currently single after recently parting ways with Boardwalk Empire actor Vincent Piazza. Check out more celebrity couples that managed to stay under the radar.