Leila George: The Beginning

Leila George began dating Penn in 2016, marking the start of a relationship that would span six years. George, an Australian-American actress and the daughter of actor Vincent D’Onofrio was 32 years younger than Penn.

Despite the age gap, the couple shared a strong bond, with Penn often expressing admiration for George’s maturity and compassion. Their romance initially remained under the radar, but they occasionally attended events together, solidifying their relationship.