Teen killer, Pamela Smart's student and lover, up for parole

When 16-year-old Billy Flynn gunned down the husband of his high school instructor and lover, Pamela Smart, in 1990, the trial became an instant tabloid sensation. Its lurid details aired gavel-to-gavel on television years before the O.J. Simpson spectacle and spawned movies and books.

Twenty-five years after Gregg Smart's killing, Pamela Smart remains in prison serving life without the possibility of parole and Flynn makes his first bid for parole Thursday, his 41st birthday.

Flynn pleaded guilty to second-degree murder and testified in Smart's 1991 trial that she threatened to break up with him if he didn't kill her husband. Flynn was sentenced to 28 years to life in prison, minus credit for pretrial incarceration.

According to trial testimony, Smart was 22 and one of Flynn's instructors in a self-awareness program at Winnicunnet High School in Hampton when she seduced the 15-year-old Flynn.

She told him she needed her husband killed because she feared she would lose everything, including her dog and furniture, if she divorced Gregg Smart as their wedding anniversary approached.

Flynn said he and three cohorts bungled an attempt to kill Smart in April, when they got lost on the way there. But on May 1, 1990, he and 18-year-old Patrick Randall entered the Smarts' Derry condominium and forced Gregory Smart to his knees in the foyer.

As Randall held a knife to the man's throat, Flynn fired a hollow-point bullet into his head.

To this day, Pamela Smart denies knowing about the plot. But the state's star witness, a teenage intern in whom Smart confided, secretly recorded her after the killing saying, "If you tell the (expletive) truth, you'll send me to the slammer for the rest of my (expletive) life."

Smart was convicted March 22, 1991, of being an accomplice to first-degree murder, conspiracy and witness tampering. Randall got 28 years to life; he comes up for parole in April. Two other teenagers served prison sentences and have been released.