Dick was born on December 21, 1965 in Charleston, South Carolina. He was adopted at birth by Allen and Sue Dick, and named Andrew Roane Dick. He was brought up Presbyterian. His father was in the Navy, As a child, he spent time living with his family in Connecticut, Pennsylvania, New York, and Yugoslavia before moving to Chicago in 1979.

On May 15, 1999, Dick drove his car into a utility pole in Hollywood. He was charged with the possession of cocaine, cannabis, and drug paraphernalia, driving under the influence of alcohol/drugs, and hit-and-run driving. He later pleaded guilty to the felony of cocaine possession and two other misdemeanor charges: cannabis possession and possession of a "smoking device". After Dick completed an 18-month drug diversion program, a judge dismissed the felony and misdemeanor drug charges against him.  On December 4, 2004, Dick was arrested for indecent exposure after he exposed his buttocks at a local McDonald's.  On July 16, 2008, Dick was arrested in Murrieta, California, on suspicion of drug possession and sexual battery. He exposed the breasts of a 17-year-old girl when he allegedly grabbed and pulled down her tank top and brassiere. During a search of his person, police reported finding a small quantity of cannabis and one alprazolam (Xanax) tablet (for which Dick did not have a prescription) in his front pants pocket. He was released from jail after posting $5,000 bail. Dick eventually pleaded guilty to misdemeanor battery and marijuana possession. He was sentenced to three years probation, had to pay about $700 in fines, and was ordered to wear an alcohol-monitoring bracelet for one year.  On January 23, 2010, Dick was arrested about 4 a.m. at a bar in Huntington, West Virginia, on charges of sexual abuse after reportedly groping a bartender and a patron. He was released from jail after pleading not guilty and posting $60,000 bail. On June 29, 2011, Dick was formally indicted by a Cabell County Grand Jury for two counts of first degree sexual abuse. Dick pleaded not guilty during a formal arraignment in Cabell County Circuit Court in Huntington on July 29, 2011. After receiving the not guilty plea, Judge Paul Ferrell set a trial date of January 17, 2012. After several delays, on May 21, 2012, Dick was given a six-month pre-trial diversion. An assistant prosecutor said that the agreement stated that if Dick would stay out of legal trouble for six months, the criminal charges would be dismissed. In January 2012, the two alleged victims filed a civil suit against Dick for unspecified damages.

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