Demetrius Edward Flenory was born on June 21, 1968 in Cleveland, Ohio. He was the first child born to Charles and Lucille Flenory. His younger brother, Terry Lee, was born two years later in the family's new home - Detroit. The two brothers (and their sister, Nicole) grew up in southwest Detroit, close to the small, nearby cities River Rouge and Ecorse (which was in bankruptcy from 1986 to 1990) in the shadow of Motown. The Flenory brothers came of age during the 1980s, when their impoverished hometown was besieged by the ravages of the crack boom. Local headlines were dominated by the exploits of notorious local drug organizations such as YBI and Pony Down.

The evening news also gave extensive coverage to the lives, and oftentimes deaths, of homegrown street legends like Maserati Rick Carter, Butch Jones and Ed Hanserd. Demetrius and Terry reportedly began their criminal careers selling $50 bags of crack in the mid-1980s as teenagers. Demetrius, who was known as "Meechie" around this time, dropped out of high school in the tenth grade at the age of 16 to devote his full attention to the drug business and the brothers quickly progressed to selling two kilos (4.4 lbs) worth of cocaine a week. Before the 1980s came to a close, Demetrius made his first trip to the city that would become his adopted home - Atlanta, Georgia.

While not members themselves, the brothers developed strong ties to a Northwest Detroit gang called the PA Boys - named after their base, Puritan Avenue. The PA Boys, however, were under intense scrutiny by law enforcement throughout the 1980s and 90s. Demetrius' association with PA Boys members, such as Damone "Slim" Brantley, Reginald "The Dude" Danzy, and one of the organization's enforcers, Thelmon "T-Stuck" Stuckey, who would later be sentenced to life in federal prison, is what initially brought him to the attention of the Drug Enforcement Administration.

In 1988, Demetrius was sentenced to two years probation following a conviction for drug possession. In the mid-1990s the brothers traveled to California seeking a direct connection to foreign suppliers so as to cut out all of the middle-men and thus, keep more money for themselves as well as to reduce the number of people with knowledge of their dealings. They were eventually introduced to Mexican cartel sources through California drug trafficker Wayne "Wayniac" Joyner.

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