After nearly a decade, three kids (one from a previous relationship), an impending prison stretch, cheating allegations, substance abuse and missing teeth, Juelz Santana proposed to his longtime girlfriend, Kimbella, at the reunion concert of his iconic hip-hop group, Dipset. 

While congrats are in order for the couple, the entire ordeal has many tossing copious amounts of shade. Earlier this year, the "There It Go" emcee was indicted on felony charges after he was found in possession of drugs and a firearm at Newark Airport. Despite fleeing the scene, he turned himself in, was released on bond, but is facing up to 20 years in prison. Juelz is scheduled for sentencing on December 12, which seems pretty convenient to pop the question.