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My Life in Heels

My Life in Heels

Di: Tiffany Scott
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Hosted by Tiffany Scott, this weekly podcast offers real, unfiltered conversations from within the Transgirl community. Join Tiffany and her guests as they share personal stories, insights, and experiences on topics ranging from gender identity and transition journeys to crossdressing, relationships, and beyond. Whether you're part of the LGBTQ+ community or an ally seeking understanding, this podcast is your space to listen, learn, and connect.
#LGBT #Transgender #MTF #Crossdressing #Trans

© 2026 My Life in Heels
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  • Episode 29 The Things Nobody Told Me I'd Love About Being Her
    Nov 3 2026

    Sometimes the moments that mean the most aren't the big milestones.
    They're the unexpected compliments.
    The friend who sees you for who you are.
    The pair of heels you finally learn to walk in.
    The stranger who says something kind without knowing you can hear.
    In this video, I share some of the little things nobody told me I would love about becoming her, from learning to glide in high heels to the small everyday moments of acceptance that still make me smile.
    Whether you're a trans woman, a crossdresser, exploring your gender identity, or simply trying to become more yourself, I hope this video reminds you to celebrate the small victories along the way.
    💖 I'd love to hear from you:
    What's one unexpected thing you've loved about becoming more yourself?
    #TransWoman #Transgender #Crossdresser #GenderIdentity #TransYouTuber #LGBTQ #SelfAcceptance #TransLife #MyLifeInHeels

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    10 min
  • Episode 28 Protecting Your Peace | Boundaries, Femininity & Knowing Who Deserves Access to You
    May 5 2026

    In this episode of My Life in Heels, I’m talking about something that becomes incredibly important once you start feeling more like yourself — protecting your peace.
    As we grow in confidence, femininity, and self-acceptance, we start to realise that not everyone deserves access to us.
    Not everyone deserves our softness.
    Not everyone deserves our emotional labour.
    And not everyone who wants us… actually respects us.
    This episode is about boundaries, self-worth, and learning the difference between being wanted and being valued.
    We’ll talk about why attention isn’t always validation, how some people seek access for their own gratification rather than genuine connection, and why saying no is not selfish — it’s necessary.
    Whether you're exploring your femininity, building confidence, navigating identity, or learning to protect your emotional energy, this conversation is for you.
    Because peace is more valuable than approval.
    And being wanted is not the same as being respected.

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    13 min
  • Episode 27: Becoming Her: The Moment You Start Feeling Like Yourself
    Apr 16 2026

    • In this episode of My Life in Heels, I talk about something that comes after the doubt — the moment you slowly start feeling like yourself.
    • After dealing with imposter syndrome, overthinking, and questioning whether you’re “feminine enough,” there comes a shift. It’s quiet, gradual, and often unexpected… but it changes everything.
    • This episode is about that transition from trying… to simply being.
    • Whether you’re a trans woman, crossdresser, or exploring your gender identity, this is a reminder that confidence doesn’t happen overnight — it grows through small moments, repetition, and self-acceptance.
    • If you’ve ever felt like you’re not there yet, this conversation is for you.
    • ________________________________________
    • 🌸 In This Episode:
    Trans woman confidence journey
    • Moving past imposter syndrome
    • Feeling comfortable in your identity
    • Crossdressing and self-expression
    • Gender identity and self-acceptance
    • The shift from performing to being
    • ________________________________________
    • 💬 Let’s Talk:
    • Have you had a moment where you finally felt like yourself?
    • Or are you still waiting for that moment?
    • Share your experience — your story might help someone else feel less alone.
    • ________________________________________
    • 🔗 About the Podcast:
    • My Life in Heels is a podcast about my journey as a trans woman — sharing honest experiences around identity, confidence, fashion, dating, and self-expression.

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    6 min
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