Pretty Likkle Jacket
Hosted by longtime friends Kathy Wint and Richard Fitzpatrick, Pretty Likkle Jacket is a raw and heartfelt podcast that unpacks the deep, often-hidden truths we all carry—secrets, betrayals, and life-altering revelations. With nearly 30 years of friendship, Kathy and Richard bring both vulnerability and humor to conversations around identity, family lies, paternity surprises, and breaking generational cycles. Each week, they share their own stories, invite guests, and encourage listeners to open up, creating a safe and honest space for healing and connection. Because in the end, the truth always finds its way out—and when it does, it can either break you… or set you free.
Episodes
20 episodes
Ep. 19 - Growing Up Unseen and Finding Your Voice: Part 1
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.G...
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38:15
Ep. 18 - Family, Truth, and the Man Behind the Sunday Visits: A Thanksgiving Re-Air
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 ...
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36:58
Ep. 17 - Ask Us Anything: Love, Friendship, and the Questions You Were Dying to Ask
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 friendshi...
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53:04
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...
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36:32
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 everyon...
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1:06:16
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 wa...
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50:55
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 ...
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38:59
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 ...
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51:20
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 th...
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48:24
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...
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44:58
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 childho...
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47:25
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 Carib...
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36:58
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 ...
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38:55
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 ...
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30:20
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 frie...
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31:13
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 “t...
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28:25
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 hi...
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22:09
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 profou...
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38:29