This could be awkward... awkwardly hilarious! Condoleezza Rice, former secretary of state under the Bush administration and ex-lover of the fictional Jack Donaghy (Alec Baldwin), will guest star on an upcoming episode of NBC's '30 Rock.'

'30 Rock' creator and star Tina Fey dropped the casting news at a book signing, according to the Washington Post.

The fictional relationship between Rice and Jack Donaghy began in the Season 1 episode titled 'The Break Up.'

During the episode, Jack keeps his relationship a secret from the other characters, but becomes upset when he sees Rice with Vladimir Putin. They eventually break up.