Coen Brothers vs Matt Stone and Trey Parker
Coen Brothers vs Nolan Brothers
or
Matt Stone and Trey Parker vs William Hanna and Joseph Barbera
So many ideas, though
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Best idea I've seen in a while:
Romulus and Remus vs Cain and Abel
Boba Fett has over 30 years of expanded universe material to pull from, as well as probably being a more recognizable name than either pair for many people. The Easter Bunny and Vince Offer were both in Season 1, when a lot was different about ERB and how it operated.
Liberace (EpicLLOYD) VS Sir Elton John (Dan Bull) - Two gay flamboyant pianists who handled their homosexuality differently
George Carlin (Sam Macaroni or Nicepeter) VS Charlie Chaplin (EpicLLOYD) - Outspoken stand-up comedian VS silent film comedian
Marie Antoinette (Meghan Tonjes) VS Princess Diana of Wales (Jenna Marbles) - Royal female rulers who treated their people vastly different
Penn (Betette) & Teller (Watsky) VS Barnum (EpicLLOYD) & Bailey (Nicepeter) (or Siegfried (Nicepeter) & Roy (EpicLLOYD), if there was enough info) - Duos of the magic/circus entertainment industry (Las Vegas duos)
Richard Simmons (EpicLLOYD) VS Gene Simmons (Nicepeter) - Name battle but contrasting personalities of being an over energetic happy exercise instructor VS dark brooding rockstar personality
Virginia Woolf (Sulai Lopez) VS Oscar Wilde (Zach Sherwin) - Two influential authors (the match-up just feels kinda unique)
Ray Charles (Keegan-Michael Key) VS Stevie Wonder (Jordan Peele) - Two blind black pianists
Bettie Page (Kimmy Gatewood) VS Betty White (Hannah Hart)* - Name battle of contrasting personalities; Bettie was known for her BDSM career as a kink model, Betty is known for her acting career & sorta being a kindly old lady
*Scrapped idea from ERB
Anyone else want Jon Stewart vs Stephen Colbert in the same vain we had Steve Jobs vs Bill Gates?
Trust me, there's a lot of potential and material here. Jon is especially ERB worthy. He's arguably the most famous, well-liked satirist/show host/political activist. Just look him up yourself if you doubt, he's had a pretty big impact, and even after retiring from the Daily Show he's still stirring the pot and advocating for the people. He's truly amazing.
Borat vs Osama Bin Laden
two non-americans who did awful things in USA.