Emulating Manet's Olympia painting with Twilight, cause I saw that piece recently on an art history class of mine, an amusing, but fun little experiment. And yes, I know she looks a little too humanoid, but I guess this would be more anthro style.
Oh, I don't know. Olympia shocked audiences of the time by presenting a real woman rather than an idealized fantasy of a woman.
Twilight is now an alicorn princess, but she still feels like her old self, and will continue living in Ponyville as a librarian. She also lacks the body type of the other princesses in the show. She's the sort of princess you could meet on the street, just like Olympia was the sort of woman you could meet on the street.
I suppose that is where the analogy breaks down, but are you not obsessing a little on the original character's profession? This is what clouded Olympia's original reception: all the critics got offended over the "scandal" of actually depicting a prostitute on canvas, and never considered the painting's merits.
And what a hypocrisy that was: Victorian salons were full of female nudes languorously offering their bodies to the male viewer. What made Olympia different was that she was in control of her body and her sexuality: she was not there for the taking; if you wanted her, you had meet *her* terms. That is likely what offended the audience the most. (Even though many of the visitors to those salons had lovers much like her -- perhaps they did not like the reminder?)
Further, the reality of Olympia went beyond the fact of her profession. Manet didn't correct the harsh studio lighting or rework his model's figure to make her match the physical ideal of his time. She was a realistic woman, depicted realistically.
Are we still going to quibble over her profession's social stigma, 150 years later?