Hobie Surfed Dawson’s Creek

Asked about his celebrity hook-ups, Jeremy copped to dating Katie Holmes early in her career: “My secret rendezvous girlfriend. Yeah, we messed around.”

And Katie’s Dawson’s Creek co-star, Michelle Williams–Hobie once fingered her until she whispered that he was working the wrong hole: “I was learning the ropes, man. You know…I didn’t wash my hands for a couple weeks.”

Between Hollywood and his career abroad as a pop singer, Jeremy hooked up a lot of women: “I had chlamydia twice.”