Duets from Hell

OTOH, Shatner’s duet with Henry Rollins is pretty awesome.

Clint Eastwood and Sylvester Stallone.

“…without you have a look at them. And then you’d have a job!”

Roseanne Barr and Steven Tyler singing the National Anthem together.

Florence Foster Jenkins and Mrs. Miller.

Björk and Yoko Ono.

Me and Taomist’s cat.

or

Rebecca Black and Billie Holiday.

Johnny Cash and Fiona Apple was mess. I’m shocked they actually used that track on the album.

Shirley Temple (as a tot) and Lou Rawls.

Julie Andrews and Bobcat Goldthwaite.

Nat King Cole and his daughter Natalie Cole, but it has to be recorded after his death. And it must be a creepily inappropriate track like, oh, [del]Unforgivable[/del] Unforgettable.

Come to think of it, this may the only nomination so far that might literally come from hell.

I was going to say a yodeler and anybody, but then again, I actually like yodelers.

Kelly Osbourne and Ozzy Osbourne
Paris Hilton and Rebecca Black
Alanis Morissette and Trent Reznor
Sarah Brightman and Gerard Butler (oh yeah, I went there). Gerard could never sing at all. And although Sarah was great in her heyday, listening to her live now… it’s like she’s just lagging behind on every. single. note. It’s particularly noticeable in this duet she did with Jackie Evancho.

Nothing to add other than I now love you and am crushing on you hard because of this magnificent post!

Dame Joan Sutherland & Boxcar Willie

Enrico Caruso & Sheb Wooley

…of course, if we can include a trio:
Chubby Checker & The Twinnies

Barry White and Joe Pasquale. (Pasquale actually sounds less squeaky than normal in that clip).

Celene Dion and Slim Whitman.

Tiny Tim & Janis Joplin
Joe Cocker and Carol Channing

Oh, how about Clay Aiken and kd lang doing a love ballad together… just picture those two trying to sound as if they’re crazy about each other.