People like Fairey "would project the most sublime, personable, personal aspirations [onto Obama]. He was pure, he was wonderful, and so of course they're going to be disappointed," Sole says. "I don't do that with Hillary. I like Hillary's impurities."...
Sole explains that the painting, "Red Gun," is a play on a photograph of Natalie Wood that ran in Life magazine in the Fifties. "The gun is the phallic power, it's sexual, but it's not eroticizing violence — it's eroticizing the idea of women with power, phallic power," she says.You can see some of the paintings at the link and lots more of them here. You might like them, even if you're laughing at (or with) her "I didn't paint well enough to make her into a beautiful woman."
To Sole, it's sexy. The sexiness of Hillary Clinton was what drew her in. "I just like her swagger. She's got something very butch about her that I like. Part of the delight of Hillary was that I was attracted to her, physically," she says. "And it was fun playing with that, even if I didn't paint well enough to make her into a beautiful woman."
Here's what I think is the source material alongside "Red Gun":
I like this idea of taking a photograph of one person and redoing it with another person. There's commentary in the difference between the two.
ADDED: I think Sole is trying to do something like what Drew Friedman has done so brilliantly. Look at "Warts and All" (and the other Friedman books you'll see at that link). He worked from photographs of celebrities and he sure didn't try to make them beautiful. He leaned into surreal ugliness. Friedman's work appeared in Spy Magazine from 1986 to 1992. When I thought about that I had an a-ha moment: