In 1999, Wilmer was on his way to becoming a bona fide TV star. And the best way to cement that status? Date another TV star! And that's exactly what he did, courtesy of none other than Jennifer Love Hewitt. During that infamous interview on Howard Stern, Wilmer dished to the DJ that he not only dated JLH but that he got close enough to her, if you know what we mean, to rate her bedroom skills. He raised the number eight, but JLH raised the red flag. "I was told that we had all these very steamy encounters, and I was like, 'Really! Well, I would have loved to have been there!'" she said, slamming Wilmer's candid revelations as nothing more than mere fabrications. Who to believe?