
Deep with Jay
DEEP is a weekly show hosted by Jay Wilkerson. Here nothing is off limits!
Each episode we dive DEEP into the fun, the sexy and the downright provocative exploration of the stories, ideas and conversations that make us think, laugh and maybe even blush a little bit.
So, get comfortable, open your mind and get ready to go DEEP!
Episodes
10 episodes
How to Overcome Self-Doubt, Find Inner Strength and Build the Confidence You Deserve
In this second part of Jay’s conversation with Eddie Carrington, he leads an inspiring and heartfelt talk where, together, they explore the profound topics of self-worth, self-motivation, and the journey to inner happiness. They both open up...
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Season 1
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Episode 110
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31:38

Gay Men & Body Image: The Pressure to Be Perfect in Fitness Culture
In this week’s episode of Deep, Jay sits down with the multi-hyphenate Eddie Carrington—national aerobics champion, Equinox fitness instructor, model, and coach—to explore how gay men approach exercise, fitness, and bo...
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Season 1
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Episode 109
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40:53

Get to Know the REAL Me: Coming Out and My Unexpected Childhood
In this deeply personal and moving episode of 'Deep,' host Jay shares his candid and heartfelt coming out story. From his challenging childhood in a small town in Georgia, dealing with parents struggling with addiction, to his experiences with ...
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Season 1
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Episode 108
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57:23

Breaking the Stigma: Gay Men’s Guide to Better Mental Health
In this episode of Deep, host Jay sits down with long-time friend and special guest Aaron Hall for a heartfelt conversation about their decade-long friendship, past relationship, and the critical topic of mental health. Together, they ...
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Season 1
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Episode 107
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53:49

Jay Goes DEEP: Answering Your Juicy Questions
In this episode of DEEP, Jay takes listeners on a journey through an open and honest "Ask Me Anything" session. He shares personal insights, tackling questions about his biggest fears, future aspirations, fitness strat...
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Season 1
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Episode 106
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27:47

Dancing on the Edge: The Truth About Gay Nightlife
In this episode of Deep, host Jay sits down with Brian Kent, a celebrated DJ, music producer, and former nightclub owner, for a raw and revealing conversation about the darker side of gay nightlife. They reflect on the...
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Season 1
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Episode 105
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43:58

Breaking the Rules: Redefining Gay Relationships and Monogamy
In this very personal episode of Deep, I reflect on my recent struggles with grief, recounting the significant losses of close family members over the past decade. I also discuss how grief has impacted his routine and mental health, and the ...
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Season 1
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Episode 104
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46:48

Cruising Etiquette- Inside Gay Cruising Culture
In this super sexy and wild episode of DEEP, Jay heats things up with legendary LA party host Rob Aquino for a sizzling deep dive into the world of cruising. From mastering the subtle art of public flirting to embracing the thrill of hooking...
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38:47

Navigating Masculinity: Finding Your True Self Beyond Gender Norms
In this episode of DEEP, host Jay dives headfirst into the complexities of masculinity and the power of embracing one’s true self beyond societal gender norms. He shares personal stories about growing up in the South, ...
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Season 1
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Episode 103
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32:22
