[3][4] Wright had surrendered the role of Maid Marian in Robin Hood: Prince of Thieves due to her pregnancy with Dylan.

[13] Penn posed for photographer Tony Duran for a partially nude cover and an interior layout[17] in the seventh, 2014 Spring/Summer, issue of the erotica and fine arts magazine treats!, released in April 2014.

Penn said, "I have always loved his black and white nudes, they were always so tastefully done and, more specifically, showed that certain elegant yet strong beauty that I think all women embody".

[22] In June 2014, she filmed a role in the music video for the Nick Jonas song "Chains" at the Hotel Alexandria.

[23][24] Three months later, Penn and Poppy Delevingne played biker women in Rock Roll Ride,[25] a short film for shoe designer Stuart Weitzman, directed by Julia Restoin Roitfeld, for Paris Fashion Week.

[30] Penn's first film was the horror movie Condemned, directed by Eli Morgan Gesner, in which she played the girlfriend of a band member living in a rundown building.