Episodes

  • Male to Female Crossdressers - Tuck 'n Tell 6-5 26
    Jun 7 2026

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    Join Kelli and Maddie as they explore vibrant living after 50, fueled by their dynamic chemistry and engaging banter. Dive into discussions on aging gracefully with style tips, mindset shifts, and the rejuvenating power of travel and concerts. Discover how community events and shared experiences among crossdressers and trans women create lasting connections. Perfect for anyone ready to break stereotypes and embrace a confident, fun-filled life.

    Support the show

    Check out www.mygirllife.com

    Write to Maddie at MyGirlLifePodcast@gmail.com

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    56 mins
  • Are You Too Old To Crossdress?
    Jun 2 2026

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    Most women spend a lifetime trying to hide the signs of aging — but what if the real power lies in embracing it? Maddie Taylor reveals how aging as a crossdresser or trans woman can be an extraordinary journey of confidence, authenticity, and sisterhood.In this heartfelt episode. Maddie shares her raw, personal insights on turning the wrinkles and sagging into symbols of wisdom and strength. You'll discover how shifting your mindset from trying to hide aging to celebrating it can unlock a deeper sense of femininity and self-love.

    Support the show

    Check out www.mygirllife.com

    Write to Maddie at MyGirlLifePodcast@gmail.com

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    12 mins
  • Crossdressers & Trans Women Owning The Room
    May 18 2026

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    Unlock the secret to commanding every room you enter—without relying on looks or glamour. Maddie reveals five powerful, practical steps to boost your feminine confidence and live authentically.

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    ***If this conversation resonated with you, please subscribe, like the episode, and share it with someone who might need to hear it.

    Maddie's Patreon: www.patreon.com/maddietaylorcd
    Website: www.MyGirlLifePodcast.com
    Instagram: @mygirllifepodcast
    Facebook: / mygirlife
    Email: mygirllifepodcast@gmail.com

    #Crossdresser#CrossdressingLife#GenderExpression#GenderNonConforming#TransCommunity#TransVoices#TransWomen#TransExperience#GenderDiversity#LGBTQVoices#RealLifeStories#PersonalGrowth#EmpathyMatters#SeeingDifferently#authenticliving #Crossdressing #transgenderwoman #MyGirlLife #GenderJourney #transitiontips

    Support the show

    Check out www.mygirllife.com

    Write to Maddie at MyGirlLifePodcast@gmail.com

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    18 mins
  • Male to Female Trans Women - Karen Holmes Interview
    May 11 2026

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    Karen Holmes' journey from a childhood in Washington D.C. to embracing her true self at age 53 is a testament to resilience, authenticity, and the power of patience. After decades of dressing in secret, she finally transitioned fully, revealing a story filled with emotional breakthroughs, hard-won wisdom, and unwavering bravery.

    TEDx TALK: https://www.youtube.com/watch?v=3wzFDdfJ8sc
    Karen's Book - 40 Years And Wandering No More: https://a.co/d/00GKHYrb

    ______________________________________________________________________

    ***If this conversation resonated with you, please subscribe, like the episode, and share it with someone who might need to hear it.

    Maddie's Patreon: www.patreon.com/maddietaylorcd
    Website: www.MyGirlLifePodcast.com
    Instagram: @mygirllifepodcast
    Facebook: / mygirlife
    Email: mygirllifepodcast@gmail.com

    #Crossdresser#CrossdressingLife#GenderExpression#GenderNonConforming#TransCommunity#TransVoices#TransWomen#TransExperience#GenderDiversity#LGBTQVoices#RealLifeStories#PersonalGrowth#EmpathyMatters#SeeingDifferently#authenticliving #Crossdressing #transgenderwoman #MyGirlLife #GenderJourney #transitiontips

    Support the show

    Check out www.mygirllife.com

    Write to Maddie at MyGirlLifePodcast@gmail.com

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    58 mins
  • Crossdressers - Trans: Aging With Grace
    May 2 2026

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    It’s a complex dance, isn't it? On one hand, there is this incredible liberation. Many sisters I talk to feel that starting crossdressing or transitioning later in life is actually easier because we finally know who the hell we are. We have the resilience that only comes from surviving life’s ups and downs. But on the other hand, the physical side of aging can feel like a ticking clock.

    Support the show

    Check out www.mygirllife.com

    Write to Maddie at MyGirlLifePodcast@gmail.com

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    9 mins
  • Male To Female Crossdresser - Kink, Swinger & Drummer Sidra Star Interview
    Apr 18 2026

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    Discover the inspiring story of Sidra Starr, a multifaceted individual who shares her unique path embracing her identity, passions, and lifestyle. This episode offers candid insights into gender expression, sexuality, the kink community, swinger lifestyle and the power of living your truth, all set against the rich backdrop of music and personal growth.

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    ***If this conversation resonated with you, please subscribe, like the episode, and share it with someone who might need to hear it.

    Website: www.MyGirlLifePodcast.com
    Instagram: @mygirllifepodcast
    Facebook: / mygirlife
    Email: mygirllifepodcast@gmail.com

    #Crossdresser#CrossdressingLife#GenderExpression#GenderNonConforming#TransCommunity#TransVoices#TransWomen#TransExperience#GenderDiversity#LGBTQVoices#RealLifeStories#PersonalGrowth#EmpathyMatters#SeeingDifferently#authenticliving #Crossdressing #transgenderwoman #MyGirlLife #GenderJourney #transitiontips

    Support the show

    Check out www.mygirllife.com

    Write to Maddie at MyGirlLifePodcast@gmail.com

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    56 mins
  • Male to Female Trans Women - Gina Bigham Interview
    Apr 11 2026

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    Join Maddie Taylor as she chats with Gina Bigham, a pioneer in creating vibrant LGBTQ+ community events like Wildside. In this heartfelt conversation, Gina shares her personal journey through gender identity, the evolution of Wildside, and her vision for the future. This episode celebrates the resilience, community, and milestones of LGBTQ+ individuals navigating gender identity. Whether you're early in your journey or looking for inspiration to keep moving forward, Gina’s story offers hope and meaningful insights.

    Resources & Links:
    - Trans Lounge
    - Wild Side Eventbrite Page
    - Support Groups and Community Support

    Connect with Gina:
    - Trans Lounge.org - for support and resources
    - Follow Gina on social media platforms
    - https://www.facebook.com/WildSideWorldwide

    In this episode:
    - Gina’s early experiences with gender identity and childhood memories in San Francisco
    - The significance of Wild Side in building confidence and community for trans and gender non-conforming people
    - The emotional impact of supporting others and breaking down stereotypes within the LGBTQ+ community
    - The story behind the creation of Wild Side and how it grew into a major event
    - Personal challenges including gender dysphoria, purges, and transitioning in a time before widespread awareness and resources
    - How community support and visibility help facilitate self-acceptance and resilience
    - The importance of authentic self-expression and living true to oneself at any age
    - Future plans for Wild Side and the role of community in creating safe spaces
    ______________________________________________________________________

    ***If this conversation resonated with you, please subscribe, like the episode, and share it with someone who might need to hear it.

    Website: www.MyGirlLifePodcast.com
    Instagram: @mygirllifepodcast
    Facebook: / mygirlife
    Email: mygirllifepodcast@gmail.com

    #Crossdresser#CrossdressingLife#GenderExpression#GenderNonConforming#TransCommunity#TransVoices#TransWomen#TransExperience#GenderDiversity#LGBTQVoices#RealLifeStories#PersonalGrowth#EmpathyMatters#SeeingDifferently#authenticliving #Crossdressing #transgenderwoman #MyGirlLife #GenderJourney #transitiontips

    Support the show

    Check out www.mygirllife.com

    Write to Maddie at MyGirlLifePodcast@gmail.com

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    1 hr and 14 mins
  • Male to Female Crossdressers Tuck 'n Tell - Episode 5
    Apr 4 2026

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    Join Maddie Taylor and Kelli Perry as they share personal stories, dating, socializing, cruising (not that kind of cruising ;-), discuss community events, and explore confidence and authenticity in this lively conversation. From travel adventures to legal encounters, this episode offers insights into living unapologetically and building supportive networks.

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    ***If this conversation resonated with you, please subscribe, like the episode, and share it with someone who might need to hear it.

    Website: www.MyGirlLifePodcast.com
    Instagram: @mygirllifepodcast
    Facebook: https://www.facebook.com/mygirlife
    Email: mygirllifepodcast@gmail.com

    #Crossdresser#CrossdressingLife#GenderExpression#GenderNonConforming#TransCommunity#TransVoices#TransWomen#TransExperience#GenderDiversity#LGBTQVoices#RealLifeStories#PersonalGrowth#EmpathyMatters#SeeingDifferently#authenticliving #Crossdressing #transgenderwoman #MyGirlLife #GenderJourney #TransitionTips



    Support the show

    Check out www.mygirllife.com

    Write to Maddie at MyGirlLifePodcast@gmail.com

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    1 hr and 1 min