Louis C.K. revealed an interesting tidbit about his past Hollywood connections last night when he made an appearance on Conan. According to the comedian, he once tried to hit on a then-unknown Gwyneth Paltrow  at a Christmas party for Conan O'Brien 's first show, Late Night With Conan O'Brien (which Louis also wrote for). Apparently things were going fine between Louis and Gwyneth until he drunkenly tried to show off his musical skills. Watch the video for the full story.