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My Life in Heels

by Tiffany Scott · 28 episodes

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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

Latest episodes

  1. Episode 28 Protecting Your Peace | Boundaries, Femininity & Knowing Who Deserves Access to You

    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 c…

    13 min
  2. Episode 27: Becoming Her: The Moment You Start Feeling Like Yourself

    • 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,…

    6 min
  3. Episode 26 Am I Feminine Enough? | Imposter Syndrome as a Trans Woman

    In this episode of My Life in Heels, I open up about something many of us experience but rarely talk about — feeling like we’re “not feminine enough.”Whether you’re a trans woman,…

    5 min
  4. Episode 25 Fashion on a Budget: Looking Good While Becoming Yourself

    In this episode of My Life in Heels, we’re talking about something nobody prepares us for — how expensive becoming yourself can be.Building a wardrobe, learning your style, experim…

    9 min
  5. Episode 24 Being Desired vs Being Respected | My Life in Heels

    In this episode of My Life in Heels, I explore the difference between being desired and being respected, and why learning to tell the difference was a turning point in my life.As a…

    6 min
  6. Episode 23 Dating, Desire, and Dysphoria | My Life in Heels

    Dating as a trans woman—or even allowing yourself to be desired—can feel complicated, vulnerable, and deeply emotional.In this episode of My Life in Heels, I talk honestly about da…

    8 min
  7. Episode 22 Autumn Brown Outfit Ideas 🍂 Faux Fur, Boots & Budget Styling | My Life in Heels

    Autumn is the perfect season for texture, layering, and warmth — and in this video on My Life in Heels, I’m sharing how I built an autumn outfit edit around brown tones, faux fur,…

    8 min
  8. Episode 21Winter Fashion in Heels: Style Tips to Stay Warm Without Losing Your Look

    Welcome back to My Life in Heels! In this episode, we dive into winter heel-wearing hacks, cold-weather styling tips, and how to stay warm, confident, and authentically YOU during…

    12 min
  9. Episode 20 “High Heels, High Tech: Making My First Album with AI | My Life in Heels Podcast”

    In this week’s episode of My Life in Heels, I open up about one of the most exciting and emotional projects I’ve ever created — my first full album, made with the help of AI. 💋🎸I t…

    7 min
  10. Episode19 “Real or Rendered — Finding Yourself in the Age of AI”

    My Life in Heels | Episode: “Real or Rendered — Finding Yourself in the Age of AI”Hey beautiful souls 💋 — I’m Tiffany Scott, and welcome back to My Life in Heels!In this episode, I…

    8 min
  11. Episode 18 ✨ Finding Your Femme Energy | Embracing Confidence, Softness & Strength |

    In Episode 18 of My Life in Heels, I explore what it really means to find your femme energy — that radiant, intuitive, nurturing power that lives within us all. 🌸This episode is ab…

    8 min
  12. Episode 17. My 5 Top Tips to Express Your Inner You | Confidence for Trans Women & Crossdressers

    ✨ Welcome, beautiful souls! ✨In this video/podcast, I’m sharing my 5 top tips to express your inner you — designed especially for trans women and crossdressers who are exploring an…

    10 min
  13. Episode 16 ✨ Confidence on the Northumberland Coast | Trans Woman Bikini Beach Vlog 🌊 |titled Episode

    Join me on a beautiful trip to the stunning Northumberland coast as I enjoy a relaxing day at the beach in my bikini. 🏖️ As a blonde trans woman, this video is about embracing conf…

    4 min
  14. Episode 15, 15 Lessons from 15 Heels

    In this milestone episode of My Life in Heels, I’m sharing 15 lessons I’ve learned along my journey as a blonde in heels — from courage and confidence, to fashion hacks, to navigat…

    9 min
  15. Episode14 “Looking Fabulous Without Breaking the Bank | My Life in Heels”

    ✨ Welcome back to My Life in Heels! Today I’m sharing my best fashion on a budget tips — because looking fabulous doesn’t have to cost a fortune.As a trans woman, I know how tricky…

    7 min
  16. Episode 13: The Soundtrack of My Heels-Music, Identity & Reinvention

    I reposted last weeks podcast again in error, the new one is now live xIn Episode 13 of My Life in Heels, I share the songs that shaped my journey as a trans woman — from Lou Reed’…

    8 min
  17. Episode 12 Tales from the Closet 👠 | Trans Fashion Wins & Fails (Crossdressing Stories)

    Every trans girl, crossdresser — honestly, every woman — has fashion wins and fails. In this episode, I’m spilling my own Tales from the Closet:✨ The must-have nude stilettos every…

    8 min
  18. Episode 11 🌟 Living Authentically: Interview with Charlotte Sometime | My Life in Heels

    In this episode of My Life in Heels, I sit down with the amazing Charlotte Sometime, a crossdresser and popular YouTuber with over 48,000 subscribers, to talk about self-expression…

    21 min
  19. Episode10 “10 Things I Love About Being a Trans Woman | My Life in Heels Podcast”

    In this milestone 10th episode of My Life in Heels, I celebrate the joy, beauty, and empowerment of living authentically as a trans woman. From the thrill of heels and fashion, to…

    8 min
  20. Episode 9 "My Life in Heels: Clair Hughes on Transition, Triumph, and Living Authentically"

    #TransWomen #LGBTQ #GenderIdentityJoin us on My Life in Heels as we sit down with trans woman Clair Hughes for an honest, heartfelt, and inspiring conversation about her journey of…

    30 min
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