Dylan is the son of Richard "Mac" McDermott and Diane. Diane was only 15 when Dylan was born and Mac was 17, and earning money by pool hustling. During Dylan's early years, his parents separated. In 1967, when Dylan was five, his mother was accidentally shot by her live-in boyfriend, who was reportedly cleaning his gun when it went off. Dylan and his sister Robin, who was then six months old, were taken in by their grandmother, Avis Marino. When Dylan was 15, his father started dating actress Eve Ensler. Eve became Mac's third wife and adopted Dylan. She encouraged him to go to acting school and to Fordham University in New York City. She also turned his life around. He had become a hard drinker and was constantly in fights. At age 23, he quit drinking. He met his wife, Shiva Rose McDermott, at a coffee shop in Venice, California, on the same day he got his first big acting break by being cast in the film In the Line of Fire with Clint Eastwood. As a result of his connection with Eastwood, Dylan attended a dinner honoring Clint. There he met Jeffrey Kramer, a man who used to frequent a bar where Dylan had earlier worked. Kramer was at that time the president of David E. Kelley Productions. He approached Dylan about auditioning for an upcoming series about lawyers, The Practice. Another mentor of Dylan is Joanne Woodward, who discovered him while he was doing workshops at the Neighborhood Playhouse.
Majored in drama at Fordham University Dylan's mother died when he was 5. Fourteen years later, his dad, Richard, owner of Manhattan's West 4th St Saloon, married Eve Ensler. Chosen by People Magazine as one of the 50 most beautiful people in the world. [1998] Dated Julia Roberts during and after filming Steel Magnolias Has a daughter named Colette (born 1996). Favorite Television Show- I Dream of Jeannie. 2000 - Dylan and wife, Shiva Rose McDermott, bought a Los Angeles' home from Antonio Banderas & Melanie Griffith for $4 M. Chosen by Empire magazine as one of the 100 Sexiest Stars in film history (#67). [1995] Changed his name from Mark to "Dylan" in tribute to his ex-stepmother, Eve Ensler, who suffered a miscarriage and who would have given her own child that name. Dylan and Eve have an extremely close and caring relationship. His stepmother, Eve Ensler, isn't only an actress. She is also a playwright and women's rights activist, as well. She wrote the famed play "The Vagina Monologues". He took the name Dylan out of respect to his stepmother who was pregnant with a boy she named Dylan, but had a miscarriage. Hosted VH1's 100 Greatest Songs of Rock and Roll. Step-mother is main character in "The Vagina Monologues". His wife, Shiva Rose McDermott, is expecting their second child (due fall 2005). He jokes about the fact that he is often confused with actor and musician Dermot Mulroney. Father, with his wife, Shiva Rose McDermott, of a girl Charlotte Rose. [September 8, 2005] Second daughter, Charlotte Rose McDermott [b. 8 September 2005] Studied at the Neighborhood Playhouse in NYC under Sandford Meisner.