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The latest episode of the Dear Black Gay Men Podcast tackles a question burning up the timelines: Is the dating pool really trash, or are we, the daters, the drama? Host Jai the Gentleman dives deep into this topic, reacting to the recent vlog, â32 and Dating is Trash,â by vlogger DearDondre.
Jai and the chat audience explored the complexities of finding love and happiness, especially as Black gay men. Dondre, whom Jai affirms as attractive and having the best of intentions, often struggles to navigate the dating scene, even in a city like Houston, which Jai calls âthe Atlanta of the other side of the Southâ. Dondreâs story, including paying for a man to fly out to see him and his complicated on-again, off-again relationship with an ex, sparked a lively conversation.
The community weighed in on the âthree-strikes ruleâ for reaching out to someone youâre interested in, before calling it quits. Jai shared his own dating history, noting that sometimes the heartâs desire to be loved can âtrump logic every single timeâ.
Ultimately, Jai concluded that while every âpool has piss in itâ (meaning the dating pool does have problems ), if you acknowledge youâre standing in the âpissy partâ and donât move, then you are the problem. The path to healthier dating involves confronting your own unhealed trauma.
The underlying constant? We all just want to be loved.
Dear Black Gay Menâs Substack is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.
By Jai The Gentleman4.9
126126 ratings
The latest episode of the Dear Black Gay Men Podcast tackles a question burning up the timelines: Is the dating pool really trash, or are we, the daters, the drama? Host Jai the Gentleman dives deep into this topic, reacting to the recent vlog, â32 and Dating is Trash,â by vlogger DearDondre.
Jai and the chat audience explored the complexities of finding love and happiness, especially as Black gay men. Dondre, whom Jai affirms as attractive and having the best of intentions, often struggles to navigate the dating scene, even in a city like Houston, which Jai calls âthe Atlanta of the other side of the Southâ. Dondreâs story, including paying for a man to fly out to see him and his complicated on-again, off-again relationship with an ex, sparked a lively conversation.
The community weighed in on the âthree-strikes ruleâ for reaching out to someone youâre interested in, before calling it quits. Jai shared his own dating history, noting that sometimes the heartâs desire to be loved can âtrump logic every single timeâ.
Ultimately, Jai concluded that while every âpool has piss in itâ (meaning the dating pool does have problems ), if you acknowledge youâre standing in the âpissy partâ and donât move, then you are the problem. The path to healthier dating involves confronting your own unhealed trauma.
The underlying constant? We all just want to be loved.
Dear Black Gay Menâs Substack is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.

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