urx unit loader Louis C.K. once hit on Gwyneth Paltrow   it didn't go well

Louis C.K. was the sole guest on “Conan” Thursday night (Sept. 19), and as such he and Conan O’Brien had a lot to talk about beyond the usual “what you’re up to now” kind of talk-show banter.

Like the time 20 years ago when C.K. hit on Gwyneth Paltrow at a party.

O’Brien and C.K. spent a lot of Thursday’s show discussing the early days of O’Brien’s tenure on NBC’s “Late Night” — he debuted as host of the NBC show on Sept. 13, 1993. C.K. was one of the first writers O’Brien hired.

The show’s tenuous early days are well-chronicled. Less well-known is the story of C.K. hitting on Paltrow at the first “Late Night” Christmas party. It did not turn out as he planned — hit play on the video above to find out why.

Want some more early-days-of-“Late Night” reminiscing? Watch this clip: