Pretty Likkle Jacket

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Pretty Likkle Jacket

Kathy Wint, Richard Fitzpatrick

17 episodes

5 days ago

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 with her siblings—especially Kathy. Together they reflect on love...

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Personal Journals,

Society & Culture,

Health & Fitness,

All content for Pretty Likkle Jacket is the property of Kathy Wint, Richard Fitzpatrick and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.

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 with her siblings—especially Kathy. Together they reflect on love...

Show more...

Personal Journals,

Society & Culture,

Health & Fitness,

Episodes (17/17)

Pretty Likkle Jacket

Ep. 16 - The Messy Aunt and the Hidden Truth

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 with her siblings—especially Kathy. Together they reflect on love...

5 days ago

36 minutes

Pretty Likkle Jacket

Ep. 15 - From Clarendon to the Cane Fields: Part Two

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 revisit the pain, the healing, and how faith and friendship he...

2 weeks ago

1 hour 6 minutes

Pretty Likkle Jacket

Ep. 14 - From Clarendon to the Cane Fields: Part One

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. You will hear the real family history, from the father who worked...

1 month ago

50 minutes

Pretty Likkle Jacket

Ep. 13 - Sex, Intimacy and Chemistry: The Truth About Us

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 that still live in a time capsule. Rumors get addressed with love...

1 month ago

38 minutes

Pretty Likkle Jacket

Ep. 12 - Resilience Forged Through Trials

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 safe spaces for men to embrace vulnerability and growth. This h...

2 months ago

51 minutes

Pretty Likkle Jacket

Ep. 11 - Childhood Bonds Lifelong Lessons

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 way. Contact Kathy: Instagram: @thekathywint TikTok: @the.kathy...

2 months ago

48 minutes

Pretty Likkle Jacket

Ep. 10 - The Weight We Carry

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 what it means to grow up without a father’s presence and the ...

2 months ago

44 minutes

Pretty Likkle Jacket

Ep. 9 - Chester, Church, and the Things Left Unsaid

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, Kathy and Richard unpack the layered dynamics of family, shame, i...

3 months ago

47 minutes

Pretty Likkle Jacket

Ep. 8 - Secrets, Sundays, and Chester Ramsey: The Father I Never Knew Was Mine

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 rollercoaster of discovery, denial, and the quiet clues that were ...

3 months ago

36 minutes

Pretty Likkle Jacket

Ep. 7 - Father, Interrupted: A Raw Look At Estrangement, Resilience, And Redemption

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 Father’s Day echoes in the background, the conversation dives i...

4 months ago

38 minutes

Pretty Likkle Jacket

Ep. 6 - Politics, Pan & Paradise: Why Antigua Is More Than Just A Vacation Spot

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 this convo goes way beyond politics. We dive into what makes...

4 months ago

30 minutes

Pretty Likkle Jacket

Ep. 5 - Friendship, Flirting & the Fine Line We Never Crossed

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 of memories, laughter, and tea that’s too hot to sip all at o...

5 months ago

31 minutes

Pretty Likkle Jacket

Ep. 4 - He Came For The Beaches… Stayed For The Bread, Goats, And Deeper Friendship

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 where someone truly comes from. It's a tropical ride through cul...

5 months ago

28 minutes

Pretty Likkle Jacket

Ep. 3 - The Family Secret Everyone Knew But Me: A Caribbean Homecoming Like No Other

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 sharp lines between legitimacy and secrecy. This episode is raw...

6 months ago

22 minutes

Pretty Likkle Jacket

Ep. 2 - Missing the Ferry: A 13-Year-Old’s Journey for the Truth

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 dynamics that shaped their 30+ year friendship. It’s about healing, humo...

6 months ago

38 minutes

Pretty Likkle Jacket

Ep. 1 - The Shades, The Secrets, And The Jacket

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 be a "pretty Likkle jacket"—a Caribbean term that once hurt ...

7 months ago

32 minutes

Pretty Likkle Jacket

Welcome to Pretty Likkle Jacket

Hey everyone, I'm Kathy Wint and welcome to Pretty Little Jacket. Richard and I have been friends for nearly 30 years, so we've shared a lot. He knows all my skeletons and have actually helped me bury a few. So we're here to dive deep into the secrets, betrayals, and hidden truths that so many of us carry. We've both experienced firsthand how these discoveries can reshape who we are. And we want to create a space where we can talk about it, openly, honestly, and with a lot of heart.&nbs...

7 months ago

1 minute