What: Total request love, March 1998 - September 1999
Before he was engaged to Tara Reid, Carson Daly hooked up with another '90s teen queen: Jennifer Love Hewitt. They split after a year and a half, and when Carson moved on with Tara, he admitted, "I swore I would never date another actress. … I can't handle the drama and the games!" The "Total Request Live" host may not have named names, but we all knew which actress left him with a bad taste in his mouth. Ouch!