Looks like brash late-night TV host Chelsea Handler may be the only one left who can make the usually unflappable Jake Owen squirm.

It started when Jake confirmed on her show that he's opening for the Kenny Chesney/Tim McGraw tour this summer.

"So you're going to get a lot of [girls]," Chelsea asked or, rather, demanded.

"Well, um, well. . . ," Jake stammered, drawing laughs and applause from the audience.

Chelsea then asked Jake why he invited strange female fans to his boat on his Twitter account. Jake diverted by saying hello to Chelsea's sidekick, but Chelsea wasn't having it, insisting he answer the question.

"Well, I have a superhot girlfriend," Jake finally answered.

"Is she gonna go on the road with you?" Chelsea said. "'Cause she should."