Kathy Griffin took her awkward on-air relationship with Anderson Cooper to a new level when she mockingly kissed Cooper’s crotch while the two covered New Year's Eve for CNN on Monday night.

Cooper, who is openly gay, mentioned a drinking game proposed on Twitter in which people would have to drink whenever Cooper nervously laughed at one of Griffin’s jokes. Griffin then motioned her hand near Cooper’s crotch and watched as he stumbled to handle the situation.

Later, after cutting away to Eastport, Maine, in which people kiss an eight-foot sardine on New Year's, Griffin performed her crotch-kiss. Cooper could only put his hands over his face and shake his head.

“Did you drop something?” Cooper asked.

“No,” Griffin replied. “I was kissing your sardine.”

When Griffin tried to do it again Cooper turned away and then had to hold her up to prevent her from making further advances while the comedian joked that she needed a publicity gag for her upcoming visit to the Late Show with David Letterman.

Griffin has had a history of run-ins on the CNN broadcast in the past. In 2009 she said the f-word and last year partially stripped.

One can only wonder how much longer Griffin will be allowed to host CNN’s special, and some speculate this latest stunt will be the nail in the coffin. In the event that this is the end of the line, let's take a moment to look back at some of Griffin and Cooper’s best awkward encounters.