The caricature to your left is by Kerry Waghorn. I think it captures Cher's very specific attitude.
I was thinking about Cher caricatures today because I discovered the Georgia O'Keeffe museum is starting an exhibit of works by Miguel Covarrubias this month. Many of us already know of Covarrubias' famous caricatures from Vanity Fair such as Georgia O’Keeffe and Greta Garbo.
I always wish I could find more (good) caricatures of Cher.
View the Cher caricatures on Google.
View the Cher cartoons on Google.
While I was looking for caricatures of Cher, I found this amazing site by a Quebec artist designing Cher on Playing Cards inspired by her songs. I wish they were for sale.
Correction: They are on sale! (Thanks for the link Cher scholar Dishy)
Here is a new cartoon by the same artist named inkjava.
I'll have to refer back to Josiah Howard's Strong Enough book to learn who designed it.