It's so weird hearing him talk about his girlfriend and knowing she's not the one who became his wife. And frankly, it fucking HURTS everytime he talks about Leno. It's obvious that he genuinely likes him and has no idea the guy's going to put a knife in his back.

conan: keeping leno in line since the 90's

it's amazing how these classic conan videos never even have 1 dislike

I almost choked on my pasta with the Bill Clinton one lmao

August 12, 1998 Thanks!

Oh my God, that Bill Clinton, "signature". LOL

This is before he met Liza, so that means that this GF is one he broke up with. I guess she couldn't handle this level of silliness in a man.

"IS HE A GOOD BOY? ISN'T HE GOO- and see that that matter is take care of. Good day to you, Jay Leno." What kind of dog?

Leno needs to be neutered.

Oh thank goodness... I thought I was going crazy lol

Golden Retriever

Love this video, but is the music in the background from you or from the original video? If it’s from you, could you please get rid of the music? And if not yours, sorry.

The girlfriend he is talking about must be Lynn Kaplan. She didn't like everything Conan did. So they broke up.