Ratchet & Respectable

John Boyega has been keeping a whole family under wraps, Diddy is punished for his prison luxuries, and my alma mater has me embarrassed. Plus, there's plenty of good Black TV news, Reasonable Doubt is stressing me out, and The Drop is dropping the ball.

A beautiful wedding has me thinking I might need to be nicer to somebody's son. Meanwhile, a young mother is killed, and the feds show up at Ilhan Omar's house three weeks before an election.

Dr. Melissa Valle opens up about aging, some unfortunate-looking men come for the beauties of Living Single, and Cam’ron has thoughts about being African. Plus, Reasonable Doubt is BACK, and Morris Chestnut does not like that lady. At all.

Kendrick Sampson has very complicated ideas about love, a $1,000 sew-in sends the Internet into a frenzy, and Demi is forced to defend Chris Rock against her will. Plus, CultureCon makes Demi wonder whether any Black event can meet everybody’s expectations, and Da’Vinchi doesn't want to be saved.

Apparently, flying business class is a human rights violation, Diddy has discovered concierge service in federal prison, and Rick Ross is discussing rigatoni while facing criminal charges. We have officially lost the plot, and that's before we get to Cornell.

Demi returns to Hillman to discuss messy marriages, legacy kids and more. Plus, what exactly does “aging gracefully” mean when women get dragged no matter what they do, Kimora Lee revisits three messy marriages, Jay-Z gets reflective (again), and a disturbing Cornell lawsuit has Demi unable to distinguish who the "good" guys are.

Demi heads back to Hillman, The Drop might be the best show on TV, and Nikole Hannah-Jones’ essay sparks a complicated conversation about Black flight, the Black elite, educational sacrifice—and whether righteous intentions can still lead to misguided choices.

Demi recaps her weekend at CBC before getting into Jay-Z’s intimate new documentary and Colin Kaepernick’s version of their complicated history. Plus, Converse has some explaining to do, Russell Simmons disputes Kimora Lee Simmons’ version of when they met, and Macklemore stands on business.