Sylvester Stallone's Past Relationship Struggles and Infidelity Revealed Ahead of Memoir

Sylvester Stallone is making headlines for discussing severe personal struggles and past trauma, including a bulimia diagnosis, steroid abuse, and an abusive upbringing, in an interview with The New York Times. The revelations precede the September 29, 2026 release of his new memoir, The Steps.

Stallone and his third wife, Jennifer Flavin, had an on-and-off relationship lasting for 38 years, which was marked by infidelity, splits, and reconciliations. During their relationship, which began in 1988, Stallone had an affair with supermodel Janice Dickinson while Jennifer was planning on getting pregnant and having children with him. Stallone ultimately left Jennifer via a handwritten letter because he thought Janice was pregnant with his child.