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Herrington's scene in Conquered with Nino Bacci, Colton Ford, Blake Harper, and Jay Ross won the "Best Group Sex Scene" at the 2001 Adult Erotic Gay Video Awards ("Grabbys").
Herrington's first son was born in Autumn 2002[citation needed]. Occasionally, Herrington still performs a striptease act at gay clubs in the United States.
Herrington grew up in Long Island learning karate from his father, a sensei. He had interests in boxing, wrestling and martial arts, but did not start bodybuilding until he was 24 years old, after moving to New York City.
Herrington began his erotic career when a friend surreptitiously submitted his nude pictures to Playgirl magazine. The photographs won him a "Real Men of the Month" contest and a $500 prize.[1] His appearance in the magazine caught the eye of famed photographer Jim French, but, it was two years before Herrington filmed his first Colt calendars for French.[1] Soon after, Herrington was filming hardcore same-sex adult films for All Worlds Video. Herrington became one of the best known same-sex adult film stars of the late 1990s, appearing on mainstream TV programs such as Love Connection and the Ricki Lake talk show.Herrington says the adult film industry helped him to understand his bisexuality.