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 togetherness isn’t always simple. In Caribbean households, secrets can run deep, loyalties can twist, and the truth has a way of showing up when we’re finally ready — or when tragedy forces it to the surface.

Kathy walks us through the shock, the grief, the subtle signs she missed, and the profound healing that followed. This Thanksgiving, we’re reflecting on the families we’re born into, the families we build, and the courage it takes to claim your own story.

Grab your leftovers, settle in, and re-experience one of our most unforgettable episodes.

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

Contact Richard:
Instagram: @dmellothe1
TikTok: @melltheirish
Website: www.blacktriadentertainment.com

Podcast Instagram:
@prettylikklejacket

Website:
www.prettylikklejacket.com

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 kiss question, and whether marriage would ever be on the table. Richard addresses his past marriage and confirms the girlfriend is very real while Kathy shares why she would only ever consider marriage under the right conditions.

Then the energy turns tender as they tackle letters about absent fathers finding biological family forgiveness fear and caregiving burnout. Richard reflects on his own dad and unseen battles while Kathy speaks to healing childhood wounds and choosing self care. They close with a quick glow up moment featuring Kathy’s simple skincare routine: water, exfoliate, moisturize, mind your business - plus a laser shoutout. Real talk, real laughs, real life said out loud.

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

Contact Richard:
Instagram: @dmellothe1
TikTok: @melltheirish
Website: www.blacktriadentertainment.com

Podcast Instagram:
@prettylikklejacket

Website:
www.prettylikklejacket.com

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, loss, laughter, and the healing power of family stories told out loud.

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

Contact Richard:
Instagram: @dmellothe1
TikTok: @melltheirish
Website: www.blacktriadentertainment.com

Podcast Instagram:
@prettylikklejacket

Website:
www.prettylikklejacket.com