Episode 2: When Love Made Me Stay (feat. Omilayo & Roro Richardson

Episode 2: When Love Made Me Stay (feat. Omilayo & Roro Richardson

In this episode of R&B & Me, host Winston Ward sits down with sisters Omilayo and Roro Richardson for a real conversation about the lessons R&B music has taught them about love, boundaries, and knowing when it’s time to let go. Centered on the theme “When Love Made Me Stay,” the episode unpacks how R&B has shaped how many of us view relationships… sometimes for better, sometimes not. From songs that made staying feel like loyalty, to patterns of people-pleasing, over-apologizing, and falling in love with potential, the conversation gets honest about the choices we make in the name of love. The sisters reflect on the fear of being alone, the comfort that keeps us stuck, and the quiet ways we abandon ourselves trying to hold everything together. But this isn’t just about looking back. It’s about growth. Through therapy, self-work, and hard truths, they explore what it means to set boundaries, stop playing the fixer, and finally choose themselves without guilt. Throughout the episode, R&B music serves as both a mirror and a teacher… helping us confront what we’ve normalized and decide what we deserve moving forward. If R&B has ever made you question your relationships, your patterns, or your standards, this conversation is for you. What song ever made you stay longer than you should have? Be sure to like, comment, and subscribe to stay up to date on new episodes and content. Shot at The Univerxity in Midtown Manhattan.

Episode 1: Mess That I Made (feat. Gerard Thompson & Hattress Barbour III

In this episode of R&B & Me, host Winston Ward sits down with Hattress and Gerard Thompson for an honest conversation about the lessons R&B music has taught them about love, masculinity, and personal accountability. The discussion begins with Winston sharing the story behind his song “Mess That I Made,” his most vulnerable release to date. Inspired by a moment of reflection while listening to Michael Jackson’s “Billie Jean,” the song pushed him to confront uncomfortable truths about the ways we sometimes hurt the people we care about. From there, the conversation explores the “heartbreaker” narrative often placed on men, the emotional masks many of us wear to survive, and the societal pressures that discourage vulnerability. The group reflects on how definitions of manhood are formed and why true accountability starts with being honest with ourselves. Throughout the episode, R&B music serves as both mirror and teacher, helping the guests unpack emotions, confront past mistakes, and better understand who they want to become. If R&B has ever made you reflect on your own life, relationships, or growth, this conversation is for you. Be sure to like, comment and subscribe to stay up to date on the new episodes and content. Shot at The Univerxity in Midtown Manhattan.