Malin Akerman for Lindsay Lohan in Inferno: A Linda Lovelace Story (2013)
Lohan, former good girl open to bad ideas, seemed to be the perfect actress to play Linda Lovelace, star of the groundbreaking adult film Deep Throat. And from the Lovelace-themed photos that Lohan did with Tyler Shields, it seemed perfect casting. But director Matthew Wilder wasn't able to stick with his star, announcing on his Facebook page in November 2010: "We stuck by her very patiently for a long time with a lot of love and support. The impossibility of insuring her and other issues have made it impossible for us to go forward."
Whether Inferno will actually be released in 2013 is still a matter of debate; it's already got some serious competition from Lovelace, starring Amanda Seyfried, which screened at Sundance in January.