He was awkward... simple as that...

Maybe he's just getting too old to be acting as such. Telling the same jokes and using the same voices that you did when you were a kid doesn't work anymore.

That Conan interview was from 15 years ago was when they were in their early 40's. In addition, the chowder joke was equally distasteful too but it's a little different telling jokes on late night TV surrounded by male comedians verses early morning TV referencing how your girlfriend likes to give blow jobs while she's sitting next to you.