Dear Black Gay Men’s Substack

Dear Black Gay Men’s Substack

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The Black Guys Guide to Raceplay: How I Enjoy White Men Without Feeling Like a Sell-Out
The most unexpected take on interracial intercourse.
 • 
Jai The Gentleman
 and 
Cum2DR
8
16:51
When You Feel Invisible In The Dating Pool (and how to finally get noticed)
The 4 reasons why eligible Black gay men stay hidden in the dating pool (and the exact fixes that took me from scrolling to in a relationship in 6…
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Jai The Gentleman
Aftercare Explained: 3 Things Bottoms Need After a Deep D*cking
The brutal truth about your stroke game (and the exact blueprint successful tops use to beat the odds)
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Jai The Gentleman
Why 87% of Black Gay Couples Fail In The First Year (And How to Be the Exception)
A surprising truth about dating failure for Black gay men and the 4-steps on how to beat the odds.
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Jai The Gentleman
How My Black Gay Open Relationship Worked
The 4 questions that changed my dating life (and why most Black gay guys are making it harder than it needs to be)
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Jai The Gentleman
How Black Gay Men Find Chosen Family While Living With HIV
Dr. Daniel Driffin has advice for Black gay men
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Jai The Gentleman
32:43
I Woke Up Today In A Loving Relationship. Here's How It Happened
One simple approach helped me stop wasting time in the dating pool and start manifesting the relationship of my dreams.
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Jai The Gentleman
Why Good Men Love Open Relationships (while 70% of everyone else calls it cheating)
A quick primer on why you're thinking about open relationships all wrong and what you can do about it
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Jai The Gentleman
9
18:50
Why Getting Stood Up For A Date Hurts So Bad & What I Did About It
The surprising reason why I deserved to be stood up for that date (it's not what you think)
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Jai The Gentleman
5

June 2025

"When My Dick Gets To A Bootyhole, It Thinks, 'What Are We Doing Here?"
Doc refuses to flip and vers men scare him.
 • 
Jai The Gentleman
 and 
Cum2DR
22:31
What's Working, What's Not, & How To Have a Thriving Love Life After 40 (without burning out)
June 2025 recap: you can have the love you dream about; learn from my wins and failures.
 • 
Jai The Gentleman
"You Make Me Feel Safe & Nasty...That's Rare"
I f*cked him four times before he came in a glorious eruption...then I f*cked him again.
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Jai The Gentleman
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