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    Dear Black Gay Men Podcast

    Dear Black Gay Men Weekly is your weekly dopeness reminder and your favorite content creator’s favorite content.

    dearblackgaymen.substack.com

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    Copyright: © 2021 Jai Makokha

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    Latest Episodes:
    Fragile Masculinity, DL Whisperer, & Why Straight Men Can't Clock a Queen Oct 23, 2025
    Show notes

    In this unfiltered and necessary conversation, host JAI The Gentleman dives headfirst into the hot-button issues shaking the Black queer community: the toxic allure of the “DL Whisperer” and the explosive viral video on “fragile masculinity.” This is the deep-dive talk every Black gay man and our allies need to hear about honesty, safety, and cultural responsibility in dating.

    In This Must-Listen Episode, We Tackle:

    * The DL Whisperer & “Clocking Trade”: JAI reacts to the backlash against the now-banned “DL Whisperer” on TikTok, a figure who offered “tools” to expose Down Low men. The conversation shifts to the difficulty of “clocking trade” or DL men in 2025, where “everybody’s a little bit gay, or everybody looks a little bit gay”.

    * The Root Cause of DL Culture: JAI argues that the Down Low phenomenon isn’t just about men being “greedy”; it exists because the culture these men would come out to is not safe. We explore the urgent question: Do queer people have a responsibility to help those still inside the closet?

    * The Fragile Masculinity Debate: Hear JAI’s reaction to the viral story of “Donnie” and the straight man who respectfully ended a date upon learning Donnie was a man. JAI challenges the idea of labeling the man’s respectful withdrawal as “fragile masculinity,” arguing that he “demonstrated so much evolution” and showed “intentionality”. Is rejecting someone you’re not attracted to—even respectfully—now a sign of fragile masculinity?

    * Attraction: Beyond the Vibe: We challenge the idea that attraction is “just energy”. JAI asserts that true, lasting attraction for a relationship is a mix of both “vibe” and “physical anatomy”.

    * Trans People, Privilege, and Paving the Way: JAI shares powerful insights on the difference having trans people in your life can make, arguing that they often get “bad PR” that is unfairly directed at trans women. He reminds the community that our current freedoms are built “on the backs of trans women who do not have the privilege of being a man”.

    Dear Black Gay Men’s Substack is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.

    Why Black Gay Men Need to Hear This:

    This episode is your weekly dose of short, “b******t-free” therapy and truth. It’s a reminder of “how dope it is to be black gay men who love black gay men”, and a necessary conversation about the cultural dynamics—femme phobia, slut-shaming, and toxic expectations—that continue to make queer life harder than it needs to be.

    Join the Conversation & Support the Show!

    * Follow JAI The Gentleman on Instagram and Threads: @JAITheGentleman.

    * Read JAI’s Dating Blog on Substack.

    Don’t miss this essential episode for every Black queer man navigating love, identity, and the journey to happiness!


    This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit dearblackgaymen.substack.com

    Kid Fury's Return, Blind Dating, and the "I Love You" Barrier Oct 22, 2025
    Show notes

    From Depression to Desire: Kid Fury is Back and We’re Talking Dating, Catcalls, and Black Male Beauty

    Are You Stuck in a Sad Boy Shell? Kid Fury and the Dear Black Gay Men Podcast Host Say Get Outside!

    The latest episode of the Dear Black Gay Men podcast, hosted by Jai the Gentleman, is a must-listen for Black queer men navigating life, dating, and mental health. This week, Jai the Gentleman is reacting to the highly anticipated return of internet icon, Kid Fury, whose first upload in a decade, “One Quick Thought: Depression Cock Blocking,” is already shaking up the culture.

    Dear Black Gay Men’s Substack is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.

    Kid Fury’s Return: Overcoming Depression and the Power of “Titty Meat”

    A pioneer of internet celebrity, Kid Fury—best known as the co-host of The Read podcast—is back on his personal channel after ten years. His new video, discussing depression and “cock blocking,” resonated deeply with Jai the Gentleman, who identifies as a loner introvert that can become “vitamin D depleted”.

    * The Cure for the Homebody: Kid Fury’s realization that “niggas be outside” and walking home from the gym led to an appreciation for “titty meat” on display.

    * The “Hoe Phase” as Self-Care: Jai the Gentleman echoes this sentiment, suggesting that getting outside, seeing “art on display”, and even having a well-managed “hoe phase” (with clear boundaries and expectations) can be a crucial tool for shaking off depression and emotional fatigue.

    * Mental Health is Real: The episode is a timely reminder that mental health is vital and resources like therapy and medication (if prescribed) work.

    Toxic Masculinity and the Language of Love

    The conversation takes an affirming turn as Jai the Gentleman passionately advocates for Black gay men to use affirming language like “beautiful” and “gorgeous” when describing each other.

    * Calling a Thing a Thing: He argues that toxic masculinity makes men afraid to compliment each other, especially with certain words, but in homogenous queer spaces, being bold enough to call a beautiful man “beautiful” is essential to affirming and opening up the culture.

    * The Catcall Test: Jai the Gentleman debates the experience of being catcalled, noting that it happens so infrequently to men that he finds it a compliment, particularly if it’s age-appropriate. He appreciates the confidence of a man who takes the leap in the real world, as opposed to “annoying” app messages like “WIDs” and “sups”.

    Dating Deep Dive: Trust, Submission, and Saying “I Love You”

    Jai the Gentleman also gives a candid update on his dating life, announcing that he’s dating someone and they are “happy and together”. This opens up two major discussions:

    * When to Post Your Man Online: He poses the question to the chat: At what point do you tell people on the internet, “this my man?”. His biggest fear is sharing a relationship publicly and having to “crash out on some nigga in the comments” who says something disrespectful.

    * The Love Barrier: Several members in the chat admitted they have never been told “I love you” by a man. Jai the Gentleman recounts a pivotal conversation with a friend that led him to be more liberal in saying “I love you” to people he cares about. He challenges the culture to be bold enough to express love out loud.

    * Trust vs. “Trust but Verify”: Jai the Gentleman breaks down why “trust but verify” is actually a sign of no trust in a relationship. He argues that constantly verifying tasks tells a capable man that your way is better and leads to him shutting down to avoid interrogation. The solution: “Trust is trust”.

    A New Dating Challenge and a Nostalgia Trip

    Finally, Jai the Gentleman reacts to Sincerely Lutfy’s new dating experiment, “The Blind Dating Experience,” where men are blindfolded and eliminate each other based on communication and vibes, a format he finds more intentional than the previous “Pop the Balloon” challenge.

    The first question from the date sparks a nostalgic debate: “Martin or Living Single, and why?”. Jai the Gentleman notes that the sitcoms were a cultural cornerstone and that discussing a favorite ‘90s sitcom could be a great first date question to add to your repertoire.

    Want to join the conversation? Listen to the full episode of Dear Black Gay Men podcast to hear more hot topics, including a discussion on whether a man who bottoms can still be in a dominant role, and what your favorite ‘90s sitcom says about you.

    ➡️ Listen to the Dear Black Gay Men Podcast for more honest, authentic, and affirming conversations for and by Black queer men.

    Keywords: Dear Black Gay Men Podcast, Jai the Gentleman, Kid Fury, The Read, Sincerely Lutfy, Blind Dating Experience, Depression Cock Blocking, Black Gay Men, Black Queer Culture, Mental Health, Dating Advice, Relationships, Toxic Masculinity, Catcalling, Martin or Living Single.


    This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit dearblackgaymen.substack.com

    Decoding “Daddy”: Beyond the Bedroom in Black Gay Culture Oct 15, 2025
    Show notes

    Join JAI The Gentleman of the Dear Black Gay Men Podcast as he breaks down an exclusive, off-air conversation from the “Private Party” episode and dives into the ambiguity of this cultural term.

    In this episode, we tackle the big questions:

    * Does “daddy” have a meaning outside of sex in Black gay culture?

    * Does the term lose its meaning when we use it too often?

    * Is it simply a top with a big dick, or does it come with a level of real-life responsibility?

    JAI even shares an exclusive update about his new dating entanglement with someone he calls Ryan, who considers JAI his “daddy”. This dynamic sparks a deeper discussion: Can a daddy be femme? Is the term about masculinity, or is it a service role—a protector and provider who shows love through acts of service?

    Plus, we get into:

    * The argument that straight culture is co-opting the term “daddy” from queer BDSM and leather culture.

    * What 20 bottoms agree on about what a “daddy” is not.

    * A heated moment on dating app etiquette: Why you need to get to the point, fill out your profile, and stop asking questions that are already answered!

    Tune in for a powerful, unfiltered discussion on love, kink, gender roles, and the evolving language of Black gay intimacy.

    Listen now to Dear Black Gay Men Podcast and join the conversation!

    #BlackGayMen #DaddyCulture #QueerDating #ServiceTop #BlackQueer #DBGM


    This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit dearblackgaymen.substack.com

    I Obsessed Over Getting Men To Commit in Relationships (here’s what I learned) Sep 30, 2025
    Show notes

    I interviewed 20 eligible single men to find out the real reasons they don’t commit. This episode of the Dear Black Gay Men Podcast unpacks the surprisingly consistent dating horror stories and boils them down to three basic things every man needs to commit to a relationship.

    In this video, you’ll learn:

    * 🔑 The number one reason men don’t commit: they don’t know what they want, or can’t concretely say why.

    * 🗣️ The three simple considerations men make when deciding to take dating to the next level: what I want, what you want, and the minimum requirements to get those things.

    * ❓ Why a man is likely “stringing you along” if he’s unclear, oblivious, or neglecting one of the three considerations.

    * 💬 How a lack of clear communication about desires can make men “fall back” to single life.

    * 💯 Why men only move when they are

    required to, and the three aspects of your requirements that must be met for a man to change his behavior.

    * 🤔 A deeper discussion on high dating standards in Black gay culture and the true desire for love and solidarity beneath them.

    Tune in as Jai the Gentleman shares the insights from these interviews, and we discuss the common commitment killers and how to master the dating process to find a fulfilling relationship.

    Subscribe for more dope queer stories and authentic conversations for Black gay men who love Black gay men!

    Dear Black Gay Men’s Substack is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.


    This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit dearblackgaymen.substack.com

    I Obsessed Over Being a Better Top (here's what I learned) Sep 25, 2025
    Show notes

    I talked 20 bottoms to bust myths tops have about good sex. Twenty conversations narrowed down to just 4 things that bottoms say tops can do to have immediately better sex

    Whether you’re dating someone new, in a long term relationship already, or just hooking up while you’re single, sex is an inevitable part of your life. We all want it and we all want ours to be the best.

    My whole job on this channel is to help Black gay men remember how dope it is to be us and to love us. Sometimes that interaction purely sexual

    So if I can help tops give a performance that’s worth a bottom changing a diet and douching their life away, that’s a sacrifice I’m willing to make.

    Because the goal isn’t to just know WHAT bottoms say makes sex good, but to understand WHY THESE THINGS MAKE SEX GOOD.

    Dear Black Gay Men’s Substack is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.

    00:00:00 | Introduction: What Makes S*x Good?

    00:01:28 | Myth #1: Does Dick Size Really Matter?

    00:14:47 | Three Questions for Better S*x

    00:19:42 | Myth #2: Shorter S*x is Better

    00:30:13 | Top vs. Total Top: A Cultural Shift

    00:40:23 | Myth #3: The Power of Praise Kinks

    00:56:06 | Myth #4: Connection is Key (Even for Hookups)

    01:08:29 | Get to Know J.A.Y. & The Studio

    01:11:44 | Final Thoughts & The P*rn Debate

    01:21:53 | Conclusion

    The host recaps the four key findings from his interviews with bottoms:

    * Husband dick is the perfect size

    * Multiple quickies are preferred over long sessions

    * If it's big, talk them through it

    * S*x is better with emotional connection

    The episode ends with a final thank you to the listeners and a look ahead to next week's show.


    This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit dearblackgaymen.substack.com

    Black Men Don't Lynch Ourselves Sep 18, 2025
    Show notes

    A Black man was lynched in America in 2025.

    Let me state, unequivocally, that this episode or us reacting to this story is not intended to position any person in this story as a member of the LGBTQIA+ community.

    But Demontre Reed was a Black man and to that end, he could have been me, or any of our listeners, or our brother, or our cousin, or our son. Regardless of his sexuality or ours, we, as Black men have a responsibility to this man’s life.

    So Tonight, I’m opening the conversation up from beginning to end as we answer one critical question, “where do we go from here” tonight on Dear Black Gay Men Podcast, and the show starts right now.

    We had a whole show tonight about dating.

    I don’t run away from the fact we talk sex on this platform, but I’ve been attempting to intentionally broaden our conversations beyond the bedroom.

    But I broke down today. I saw pictures of Tre Reed and got mad, then I got upset, then I got sad. So tonight, instead of keeping my feelings all bottled in, I want this to be a safe space for all of us to share whatever may be on our hearts.

    Dear Black Gay Men’s Substack is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.

    Chapters

    [00:00:01] Intro and the Death of Trey Reed

    [00:01:36] A Black Man's Life Lost

    [00:03:11] The Podcast's Purpose and History

    [00:04:19] Are We Ready for a Revolution?

    [00:06:04] Ads and Community Dialogue

    [00:10:39] The Proximity of Violence

    [00:15:37] The Desire for Retribution

    [00:16:34] Coincidences and Past Trauma

    [00:22:31] A List of the Fallen

    [00:25:28] The Role of Queer Leaders

    [00:31:51] Assimilation vs. Equity

    [00:44:09] Building a Community

    [00:56:39] Caller: Darren T

    [01:03:59] Caller: Antoine

    [01:18:47] Closing Comments and Future Plans


    This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit dearblackgaymen.substack.com

    How To Set HEALTHY Dating Boundaries Sep 17, 2025
    Show notes

    Boundaries are simply what I say hell yea to.

    A good man will function well within your tolerable region without issue. And when he bumps up against your boundary, he’ll identify it, acknowledge, make good on the violation, and move on with a clearer understanding.

    But all of that is built on being clear about boundaries and that clarity, for most of us, comes long before we start dating anyone in particular.

    So tonight, we’re reacting to one tiktoker who breaks down boundaries, rules, and expectations in a way that we can apply to our dating lives.

    I want to know are we the drama with our ambiguous boundaries, or if niggas are just disrespectful because they ain’t s**t no way.

    Words like “boundaries” and “expectations” come up all throughout our dating life. A lot of the gworls think boundaries work and expectations just make room for disappointment.

    While that can be true, neither of those work unless we’re clear on our boundaries are, how we communicate them, and how we enforce them with love and grace.

    So tonight, Dr. Raquel Martin has got over a million-and-a-half views on TikTok, teaching us about boundaries. We’re reacting to this to see if there’s some Black gay wisdom we can take from the conversation.

    Chapters

    0:00:00 - The Road to Clear Boundaries

    0:01:50 - Boundaries, Rules, & Expectations: A Dating Guide

    0:02:53 - 4 Tips for Cuffing Season

    0:05:36 - The Private Party: Celebrating Jai's 40th

    0:08:22 - The Difference Between a Boundary, Rule, and a Standard

    0:14:38 - The Legacy of Tevin Campbell

    0:26:04 - Standards for Friends & The "Fence" Analogy

    0:41:43 - Why Black Gay Men Struggle with Intimacy

    0:52:49 - Disagreement vs. Argument: The Difference

    1:04:45 - Self-Knowledge vs. Self-Awareness

    1:13:04 - Listener Q&A: The Pain of Growth


    This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit dearblackgaymen.substack.com

    Why Is Dating Black Men So Hard? Sep 16, 2025
    Show notes

    My last relationship ended three times.

    The first time was because I was insecure. The second time was because he was impatient. The third time was because I never invested myself back into the relationship after the first two attempts.

    It takes a lot to see the dating process through to it’s hopeful end. Self-awareness is probably at the top of the list.

    So tonight, I’m asking the DBGM family to pull on our self-awareness. Each of us has to ask ourselves, “are we the drama?”

    Is dating actually hard, or do we make it that way?

    Dear Black Gay Men’s Substack is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.

    Chapters

    Dating as a Queer Person (00:00:01)

    The Problem with Dating (00:00:58)

    Church Announcements: Single Season as a Superpower (00:02:43)

    The Top Drought & Sexual Roles (00:10:20)

    Masculinity, Femininity, and Nuance (00:15:13)

    The Meaning of "Daddy" (00:46:14)

    The Need for Better Language (01:13:11)


    This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit dearblackgaymen.substack.com

    Red Flags You Should Never Ignore Sep 12, 2025
    Show notes

    I believe that when we’re dating in our 30s, because we have something to lose, we try to safeguard our hearts and our lives from men that don’t mean for our good.

    That’s why red flags have become so important. We’ve seen our parent’s red flags when we were little. We’ve overlooked obvious red flags in our 20s. We’ve talked to our friends about their boyfriends red flags in our 30s.

    Everything in us is trying to avoid red flags and the headaches that come with them.

    So tonight, I’m talking red flags with one of the most unproblematic signs under the sun. He’s the writer, producer and star of one of my favorite web series, Love & Us. He’s come by the podcast as they prepare for the long awaited season 2.

    Dear Black Gay Men’s Substack is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.

    Chapters

    * 00:00:00

    * 00:11:01: The "Top 5" segment begins, where the hosts and their guest discuss "Top 5 red flags that good sex will make you overlook."

    * 00:17:59: The hosts discuss a listener's question about HIV status as a red flag.

    * 00:20:23: The host asks listeners to share their absolute deal-breaker red flags in the comments during the break.

    * 00:21:36: The hosts review listener-submitted red flags from the comments.

    * 00:23:42: The hosts and guest discuss whether a person being HIV positive is a red flag, particularly if they are not undetectable.

    * 00:34:09: The guest discusses "red flags within ourselves," such as having tunnel vision about the type of person we want to date and missing out on other potential partners.

    * 00:37:34: The guest talks about their past experience of dating "just a little toxic" men who made them "chase them for their attention and affection."

    * 00:40:37: The host describes their own "Virgo red flag" of hyper-criticality, where they focus on fixing others' problems to avoid dealing with their own.

    * 00:45:57: The host asks about red flags in friendships, noting what he perceives as a "friendship epidemic" in Black queer culture where friendships are superficial and lack vulnerability.


    This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit dearblackgaymen.substack.com

    Why Gay Men Stay Single Sep 11, 2025
    Show notes

    Earlier this year, I dated someone for 6 months.

    I told my best friend about him after 3 months. He’d met my siblings after 5. On the face, it looked like things were progressing.

    The quiet truth is that he had dumped twice and I was too insecure to leave it alone when everyone around me told him he wasn’t the one.

    What I know about myself and so many others is that we, Black gay men, want to be in love. We want our person, but so many of us eligible bachelors are still in the dating pool.

    So tonight, I want us to really ask ourselves, is it me, or it it niggas that’s the problem?

    Dear Black Gay Men’s Substack is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.

    * Introduction: Dating Criteria and Finding the Right Man (00:00:01)

    * Welcome to Dear Black Gay Men Podcast (00:01:16)

    * Church Announcements and Personal Updates (00:02:42)

    * Wants vs. Needs in a Partner (00:04:53)

    * Sex and Emotional Connection in Dating (00:16:08)

    * Debate on the "Over-sexualization" of Black Men (00:20:23)

    * Acknowledging Both Sexuality and Personhood (00:39:15)

    * Conclusion: A Call for Broader Perspective (01:16:17)


    This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit dearblackgaymen.substack.com

    Previous 1 2 3 4 5 6 17 Next

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