Pretty Likkle Jacket

Kathy and Richard celebrate one year of the podcast by looking back on the lessons that have stayed with them, not just over the past year, but over a lifetime. What starts as an anniversary conversation turns into a real, funny, and thoughtful exchange about aging, fear, self worth, boundaries, bullying, gratitude, and the wisdom that comes from lived experience.

They talk about everything from not caring so much about what people ...

Kathy and Richard flip the script and start asking each other the questions they have never fully unpacked in nearly 30 years of friendship. What begins as playful banter quickly turns into real talk about divorce, ambition, fear, legacy, missed moments with children, and whether happiness is freedom or alignment.

They debate whether marriage is hard or just misunderstood, what it means to grow apart, and how regret can either weigh...

This episode is a raw and deeply personal conversation about surviving domestic abuse and finding the courage to leave. Kathy shares her story of physical, emotional, and psychological violence, the shame and fear that kept her silent, and the moment she realized staying would cost her life.

Together, Kathy and Richard talk honestly about manipulation, control, faith, culture, and why leaving is often the most dangerous and complica...

We pick up where last week left off with Ricardo still in the studio, going deeper into why it can feel almost impossible for men to talk about being abused, especially in Caribbean culture where shame and labels keep people quiet. Ricardo shares the moments that made him realize how serious things were, from hiding his documents to finding his cassettes destroyed and thrown in the trash. From there, the conversation opens up into ...

In part one of this conversation on Pretty Likkle Jacket,, Kathy sits down with her longtime friend Ricardo, with Arlene in the studio too, for a raw, funny, and heavy look at the backstory behind the guy everyone thinks has it all together. Ricardo shares what it was like growing up in the British Virgin Islands with roots in St. Kitts and Nevis, where fighting at school felt like survival and responsibility started young.

He talks...

In Part 2 of our conversation with Gwen, we go even deeper into the truth of family patterns, emotional wounds, and what it really takes to heal from the inside out. Kathy and Richard sit with Gwen as she opens up about her complicated relationship with her father, the pain of feeling unwanted, and the lifelong impact of growing up without affection.

Gwen shares raw, powerful stories about breaking generational trauma, rebuilding he...

In Part 1 of this deeply moving two part series on Pretty Likkle Jacket, Kathy and Richard sit down with their friend Gwen as she begins sharing the story behind her strength, her humor, and the walls she learned to build early in life.

Gwen opens up about her childhood in Panama, growing up with a single mother, and the complicated relationship with a father who was present in name but absent in love. She reflects on waiting at the...

This Thanksgiving week, Pretty Likkle Jacket revisits one of our most powerful and revealing conversations. In this re-air of Episode 8, Kathy shares the story that changed everything she thought she knew about family — the truth about Chester Ramsey, the man who spent Sundays with her family, and the secret that shaped her life without her knowing.

As many of us gather with family (or choose not to), this episode reminds us t...

Kathy and Richard open the inbox and let it fly in a no holds barred Q and A that swings from playful to profound. What first drew them together and why the infamous sunglasses mattered. How their emotional bond works inside long term friendship and why vulnerability with the right person is not emotional cheating. Jealousy myths debunked and the truth about boundaries when you never cross the line. The hotel room question, the kis...

In this heartfelt and hilarious episode of Pretty Likkle Jacket, Kathy and Richard welcome Kathy’s sister, Kandy James, for an unforgettable conversation about family, secrets, and the surprising way they discovered their shared father. From summers in Antigua to unexpected introductions and messy aunts who spill the tea, Kandy opens up about finding out the truth at sixteen, meeting her dad, and the unbreakable bond she shar...

Kathy and Richard return with Harria and Kathleen for part two of this unforgettable family story. What begins with one suitcase and a messy kitchen turns into a journey through dishes hidden under a bed, the three sister dress that fit everyone, five kids in one room, and a father torn between love and obligation. There’s laughter, tears, and the day the cutlass came out—marking a turning point for the whole family. To...

Kathy and Richard welcome two of their dearest friends, Harria and Kathleen, for a raw and riveting story that starts in the countryside of Clarendon, Jamaica and winds all the way to a Florida sugar cane village. They share what it meant to walk miles to school barefoot, wash feet at the river to save the one pair of shoes, stretch shop profits to feed seven kids, and carry the kind of resilience that only struggle can shape.
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Kathy and Richard kick off with laughter and a jacket that will not cooperate, then dive into a real talk conversation about the difference between sex, intimacy, and chemistry. They unpack why intimacy is about trust, honesty, and being fully yourself, while chemistry is the spark and sex is only one expression of connection. They revisit the early days, complicated circumstances, separate beds, payphone calls, and the letters tha...

In part two of our conversation with Curtis Anthony, Kathy and Richard continue an honest and powerful journey through the experiences that shaped his life. Curtis opens up about hidden struggles behind academic success, the turning point that led him to seek healing, and the lasting impact of his mother’s sacrifices.

He shares deeply about reconnecting with his father, breaking generational cycles, and the importance of creat...

Kathy and Richard welcome a very special guest and childhood friend, Curtis Anthony, for a heartfelt trip down memory lane. From growing up in Antigua, sharing classrooms, choirs, and competitions, to navigating life changes, separation, and the challenges of reuniting with family, Curtis opens up about the moments that shaped him. Together they share stories of friendship, resilience, and the unexpected lessons learned along the w...

In this episode of Pretty Likkle Jacket, Kathy and Richard pick up where they left off—navigating the quiet weight of generational silence, unspoken family truths, and the long-term impact of emotional abandonment.

What starts as a continuation of a personal revelation turns into an honest conversation about suppressed feelings, unresolved anger, and the complicated ways we process childhood experiences as adults. Kathy reflec...

In this emotional episode of Pretty Likkle Jacket, Kathy opens up about the life-altering discovery of her father’s true identity. Picking up where the last conversation left off, she reflects on the silence that surrounded her childhood, the heartbreak of unanswered questions, and how therapy and time helped her process it all. From growing up deeply involved in church to realizing the truth had been in front of her all alon...

This week on Pretty Likkle Jacket, things get real. Kathy opens up about a jaw-dropping chapter of her life—how the man she knew as a friendly Sunday visitor turned out to be her father all along. From family secrets whispered in Caribbean homes to the tragic catalyst that unraveled a decades-old pact, this episode dives deep into identity, betrayal, forgiveness, and the complicated ties that bind. Kathy recounts the emotiona...

What happens when your father is more myth than memory? In this emotionally charged episode, we shift gears as Richard vulnerably opens up about his fragmented relationship with his dad—a man known more for his absences than his presence. From childhood consequences tied to inherited trauma, to silent reunions and unexpected moments of grace, Richard recounts the complexity of seeking love from a man who was never fully there...