Nate Montana was once arraigned for drunk driving. Before that DUI charge, he also had a brief run-in with law enforcers for drinking at a party near his school in Notre Dame.
Qubilah discovered herself in a deep soup when she allegedly planned to murder Louis Farrakhan. She did not land in jail because Farrakhan defended her in the court, but she was sent to a psychological treatment center for heavy substance abuse.
Marcus Jordan lost much of his repute in 2012 when he was taken into custody for having a brawl with two women. He was also accused of resisting arrest and misconduct.
Charlie Sheen has made headlines countless times. He was once arrested while taking illegal substance and has faced assault charges and arrests on numerous occasions. Meanwhile, his father is a multi-award winner who has bagged a Golden Globe, two BAFTA awards and one Emmy, to name a few.