Pretty Likkle Jacket

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 that to...

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 shares wit...

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. Together they ...

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 creating sa...

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 reflects on ...

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 along, Kat...

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 emotional roll...

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.

As Fa...

In this vibrant episode of Pretty Little Jacket, we’re live from Antigua with Senator Michael Freeland, Deputy Chairman of the Festivals Commission—and the heartbeat behind a bold new era of politics and culture in the Caribbean. From restoring community representation in St. George to redefining what it means to truly serve the people, Senator Freeland shares a powerful grassroots vision rooted in empowerment, pride, and unity.

But...

What happens when two people share decades of inside jokes, emotional intimacy, late-night hotel room talks, and unwavering support — but never cross the romantic line? In this episode, Richard and Kathy peel back the curtain on a friendship that’s confused strangers, shocked friends, and even made spouses raise an eyebrow. From college days and VHS film projects to tearful hospital visits and luxury getaways, their journey is full...

What happens when you finally visit your best friend’s hometown after 30 years? In this laugh-filled and unexpectedly touching episode of Pretty Likkle Jacket, Richard takes his first trip to Antigua—and everything from the infamous “titty bread” to a goat with bodybuilder muscles becomes part of the adventure.

Between the jokes, beach bloopers, and flirtatious locals, a deeper story unfolds—one of friendship, family, and seeing whe...

What happens when the man you thought was just a family friend turns out to be your father? In this powerful and soul-stirring episode of Pretty Likkle Jacket, we’re in Antigua celebrating a 50th birthday and unpacking a lifetime of hidden truths. Host Kathy is joined by her father Sean—whom she only officially met in her 20s—and friend Richard, as they peel back the layers of growing up as “outside child” in a culture that draws s...

In this deeply moving episode of Pretty Likkle Jacket, Kathy shares a courageous story from her youth—a 13-year-old girl's solo journey across the sea to find her estranged father. What started as a fact-finding mission became a profound moment of discovery, emotional reckoning, and unanswered questions. Hosts Kathy and Richard dive into the impact of generational silence, the weight of childhood trauma, and the cultural dynam...

In the very first episode of Pretty Likkle Jacket, Kathy and Richard take you on a rollercoaster ride of laughs, love, and life’s unexpected truths. From their hilariously unforgettable first meeting (spoiler: it involves stolen Ray-Bans and an elevator) to the raw and emotional journey of discovering one’s true paternity, this episode lays the foundation for a podcast that’s as real as it gets.

Kathy opens up about what it means to...