Ingrid Bergman circa Casablanca and Erin Esurance.
Fritzi Ritz and Betty Hutton.
Bing Crosby & Bambi’s Mom.
I kid, I kid.
Seriously, Lois Griffin and Amelia Earhart.
Ralph Dibney and Elizabeth Montgomery.
Audrey Hepburn and Ariel from the little mermaid.
Cherry Poptart and Donna Michelle.
Lauren Bacall is still alive.
Betty Boop and Natalie Wood.
I was going to list Krazy Kat and Mama Cass, but that would be wrong.
The Land O’ Lakes Butter Girl and Audrey Hepburn
Mae West and Olive Oyl.
What? Cool contrast.
I have a standing obsession with Aaliyah and Hello Nurse (animaniacs).
Betty Boop was on the list until Drawn Together’s version.
I totally came in to say Erin Esurance. I guess I’ll go with Helen of Troy as my dead chick for now. If Jane Seymour or Ursula Andress snuff it anytime soon Helen gets replaced.
If I change my answer to Linda Carter and the animated Samantha from the Bewitched opening credits, we can double-date.
Betty Rubble and Grace Kelly.
It depends on whether you thought A Scanner Darkly qualified as a Cartoon. I think it was a Cartoon of what Dick intended. Animated Movie? It was too real to be psychedelic, too psychedelic to be real.
I think it qualifies as a Charicature or Cartoon.
Wino Forever.
David from Lilo and Stitch and Cary Grant.
or Thomas Jefferson
or maybe Heath Ledger
too many good ideas in this thread
Bugs Bunny in drag and Jayne Russell.
I say we allow it, because that way I can have rotoscoped Robert Downey Jr. join me and c. 1939 Jimmy Stuart.
Wicked Wanda and Carol Wayne.
Cartoon: Holli Would from Cool World.
RL: another vote for Grace Kelly.