As a writer on 'Late Night with Conan O'Brien,' Brian Kiley used to share an office with the Masturbating Bear. It was disconcerting, he told us, to try write monologue jokes while sitting across the desk from a guy in a bear suit wearing a diaper.

Times have changed for Kiley and the Masturbating Bear. First, O'Brien moved from 'Late Night' to 'The Tonight Show,' bringing Kiley, but not the Bear, with him. Then Conan was dumped from 'The Tonight Show' in a controversial move by NBC, and he and his staff found themselves homeless, just months after hauling their entire operation across the country from New York to California.

But now Conan is back on TBS with a new late night show simply titled 'Conan,' and Kiley is, too.

The rumors of a Conan O'Brien road show, called the 'Legally Prohibited from Being on Television Tour,' were finally confirmed today (see our post earlier today), but few details have been announced. TV Squad spoke with longtime Conan writer Brian Kiley a couple of weeks ago, when the rumors first started popping up, about what the show might be like. The show was still in the planning stages, and probably still is. But there are a few details we can relate.

First of all, don't expect the road show to be a carbon copy of the 'Tonight Show' or of 'Late Night'. "[On] TV, things can be very small," said Kiley. "This stage show is going to have to be big. So I don't think he's going to come out and do a long monologue about current events, for example. I think it's going to be a romp. I think it'll be kind of fun, wacky things. Things we can't do on TV. It should be a very loose, fun show."

Appearing on the Late Show with David Letterman is a big deal for most comics. For Brian Kiley, who appears on the show tonight, it's a little strange. Kiley is a writer for Conan O'Brien (both for Late Night and the new Tonight Show), and starting June 1, his boss will be Letterman's direct competitor.

Kiley has done the Letterman three times before, he notes as an emergency replacement for another act that dropped out. And while he says he would never have gone on the Late Late Show with Craig Ferguson, since that show is in the same time slot as Late Night, O'Brien and Letterman have always had a cordial relationship, and no one ever said anything before. That might change now.

"I kind of viewed it as, well, maybe this is my last time on Dave because the Conan people might not be into it," says Kiley. "So I don't know."