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Part 12: Corey Holcomb on Why He Only Dates Young Poor Women
Part 1: Corey Holcomb on Growing Up in Chicago's Robert Taylor Homes, Biggest Projects in the World

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Corey Holcomb sits down with Vlad for a blunt conversation about dating, honesty, and the complicated rules he says govern his relationships. The comedian recalls being involved with a woman whose father was younger than him, then explaining directly to her dad that she knew he had a woman he loved while still seeing other women. Holcomb breaks down why his main girlfriend knows about his side chicks, saying trust, transparency, and loyalty separate her from everyone else in his life. Vlad adds his own perspective on women, open relationships, and how honesty can change expectations. The discussion also touches on jealousy, “crazy” breakups, men being damaged on the way out of relationships, and public situations involving Marcellus Wiley and Big Tigger. Holcomb closes by reflecting on the pain of being taken to court by his wife and how that changed his view of relationships.