The always awkward show took a totally different dimension when the presenter brought up Jennifer Aniston (Brad's ex) and Angelina Jolie (Brad's current wife) in the same sentence!
"Is it hard for you to maintain a sun tan? Because you live in your wife's shadow," Zach joked. "I had a romantic fling that was public and it got on my nerves because she out-shined me."
Brad stayed silent making irritating facial expressions. But then Zach continued:
"Tell me about the first time you saw Angelina ... was it like... like...like when Ross first saw Rachel?" he said, directly referring to Pitt's ex-wife's"Friends" character. He then played some of the show's theme song.
Brad then spat his gum from his mouth into Zach's face before ending the show.
Just watch the funny clip below...
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