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The Surprising Reasons Behind Some Men's Desire to Transition with Sascha Bailey | Episode 157

Trans a
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Guest, Sascha Bailey, reflects on his journey as a model, art curator, and pioneer in the NFT (Non-Fungible Tokens) art scene. A captivating account of the intersection where art, tech, and culture collide with personal identity. Sascha differentiates between emotional and functional motives for transitioning, discussing transmaxxing, incentives, and societal trends. Offering listeners a blend of unexpected insights, even challenging hosts, Sasha and Stella, to step outside their familiar gender-centric framework. @saschabailey on X(Twitter) @baileysascha on Instagram @fomamag on X(Twitter) and Instagram For links and resources relevant to this episode, access the full show notes at https://www.widerlenspod.com/p/episode-157 Buy Our Book – When Kids Say They’re Trans: A Guide for Thoughtful Parents at https://whenkidssaytheyretrans.com/  Join Our Listener Community to Access Exclusive Content at https://www.widerlenspod.com/  Support the Show at https://www.widerlenspod.com/p/support-the-show  Join this channel to get access to additional bonus content: https://www.youtube.com/channel/UCP62aWWtlZV1oVnbMhTRBcg/join For more information about Sasha’s & Stella’s parent coaching membership groups, visit: Sasha Ayad: https://sashaayad.com/parenting-coaching   Stella O’Malley: http://www.stellaomalley.com/parent-coaching To learn more about our sponsors, visit: Therapy First at https://www.therapyfirst.org/ (formerly GETA) Genspect at https://genspect.org/ If you liked this episode, more episodes you might find interesting include: Episode 4 - Why Do People Seek a New Identity? https://www.youtube.com/watch?v=EvMgk_8gggs Episode 41 - Trans: A Conversation with Helen Joyce https://youtu.be/ziFItCUnWz4?si=onQeVs9-EACblLHB  Episode 111 — Affirmation Therapy: Necessary, But Not Sufficient https://youtu.be/WxRJQ_FI70c?feature=shared Episode 115 — How Online Communities Shape Thought, Desire, and Doubt about Transition: with Eliza Mondegreen https://youtu.be/3tAvRWq7wOA?feature=shared Episode 123 - Drag, Drinking and Taking off the Mask with Calvin Lunt https://youtu.be/E5kz3cYMnOw?feature=shared Episode 131 - Facing Futility: You Can’t Actually Change Sex, with Corinna Cohn https://youtu.be/-nSUAqdT0fw?si=cSC0slo2-4m_PI1C Episode 154: "My Entire Childhood Was Medicalized" with Scarlet https://youtu.be/s96WlMza2f0

About Trans a

A trans man or transgender man is a man who was assigned female at birth. Trans men have a male gender identity, and many trans men undergo medical and social transition to alter their appearance in a way that aligns with their gender identity or alleviates gender dysphoria. Transition among trans men can involve a variety of social, medical, and legal steps. Initially, the term referred specifically to those undergoing hormone replacement therapy (HRT) or sex reassignment surgery (SRS), but its...

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Added 24 Jun 2026



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