My Life in Heels

Tiffany Scott
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  • PERSONAL JOURNALS

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

  1. 1D AGO

    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 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.

    13 min

  2. APR 16

    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, 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.

    6 min

  3. MAR 31

    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, crossdresser, or someone exploring your identity, imposter syndrome can show up in unexpected ways. Comparing yourself to others, feeling like you don’t quite belong, or questioning if you’re “doing it right” can be a difficult part of the journey. In this video, I share my personal experiences with femininity, self-doubt, and learning to find confidence in my own way. If you’ve ever struggled with identity, confidence, or self-acceptance, you’re not alone. 💬 I’d love to hear from you: Have you ever felt like you weren’t “feminine enough”? What helped you move forward? trans woman experience, feeling feminine, imposter syndrome trans, crossdresser confidence, gender identity journey, mtf transition, femininity confidence, self acceptance trans, exploring gender identity

    5 min

  4. MAR 17

    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, experimenting with presentation, and finding confidence in your identity often comes with financial trial and error. Many of us have closets full of outfits we loved when we bought them… but never actually wore. Today, I share my own early fashion mistakes, what finally worked, and practical tips for building style and confidence without overspending. This episode also introduces my upcoming website series, Fashion on a Budget, where I’ll be sharing affordable outfit ideas, shopping tips, and lessons learned along my journey. Because becoming yourself shouldn’t mean emptying your bank account. In this episode we discuss: • Fashion mistakes we all make early on • Building a wardrobe that actually works • Shopping smarter on a budget • Learning what suits your body and style • Confidence beyond price tags And I’d love to hear from you: What was the first thing you bought when you started expressing your real self? Join the conversation and share your story.

    9 min

  5. FEB 3

    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 trans woman, attention and attraction often came before safety, stability, or self-worth. In this honest and reflective conversation, I talk about how desire can feel validating — especially early on — and how over time I learned that respect shows up very differently. This episode is for trans women, crossdressers, and anyone navigating relationships, boundaries, and self-respect. If you’ve ever confused being wanted with being valued, this one is for you. my life in heels podcast being desired vs being respected trans woman podcast transgender life stories crossdresser podcast trans women dating trans women self worth trans confidence trans identity discussion transgender relationships femininity and self respect trans woman experiences gender identity podcast lgbtq podcast trans personal journey trans empowerment trans visibility self respect vs validation #MyLifeInHeels #TransPodcast #TransWoman #TransVisibility #Crossdresser #TransEmpowerment #SelfRespect #GenderIdentity #TransVoices #LGBTQPodcast

    6 min

  6. JAN 19

    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 dating, desire, and dysphoria—how they show up in our bodies, our hearts, and our relationships. From wanting to be wanted, to navigating fetishization, to setting boundaries when dysphoria appears during intimacy, this episode is a gentle but real conversation for trans women and crossdressers who are figuring it out as they go. This isn’t advice from a distance—it’s lived experience, reflection, and reassurance that you are not broken for wanting connection, safety, and love. ✨ In this episode: • Wanting to be desired without shame • The difference between fetish and real connection • How dysphoria can show up while dating or being intimate • Red flags, green flags, and trusting your gut • A listener reflection moment to check in with yourself If dating has ever made you feel like you needed to shrink, hide, or apologize for who you are—this episode is for you. 👠 My Life in Heels is a podcast about trans womanhood, self-discovery, courage, and choosing yourself—one step at a time. #MyLifeInHeels #TransPodcast #TransVoices #TransStories #TransWoman #TransWomen #Crossdresser #GenderExpression #TransFeminine #DatingWhileTrans #TransDating #DesireAndDysphoria

    8 min

  7. JAN 6

    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, and intentional styling, all on a near £100 budget 🍂 I walk you through each piece, from brown faux fur coats (yes, I bought two!) to suede boots, a matching handbag, dresses, skirts, and even the brown lingerie I chose to wear underneath. For me, fashion isn’t just about trends — it’s about self-acceptance, choice, and dressing from the inside out as a trans woman. ✨ In this video: – Autumn brown outfit ideas – Faux fur coat styling (elegant & casual) – Brown suede boots & accessories – Wool knit dress & short brown dress – Satin vs corduroy skirts – Budget-conscious fashion with intention – Dressing as a trans woman with confidence Almost everything came together within £100, with the coats being the one decision I couldn’t make — so I chose softness and bought both. This video is about allowing yourself options and building outfits that feel right for you. If you enjoy thoughtful fashion, autumn styling, and honest conversations around identity and self-expression, I’d love for you to like, comment, and subscribe 🤎 Let me know in the comments which piece or outfit you loved most! #AutumnFashion #BrownOutfits #FauxFurCoat #BudgetFashion #TransWoman #TransFashion #AutumnOutfitIdeas #MyLifeInHeels #LayeringOutfits #FallFashion

    8 min

  8. 11/29/2025

    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 the chilliest months of the year. Whether you love stiletto boots, block heels, or your favorite high-heel staples, this guide will help you master:    ✨ Layering techniques that keep you warm without killing your look ✨ Winter-friendly fabrics that elevate your style ✨ Confidence tips to stay authentic and empowered ✨ My go-to heel picks for snow, ice, and everyday winter wear If you're looking for winter fashion inspiration, heel styling ideas, or just a boost of confidence to own your style—even in freezing temperatures—this episode is for you. 📌 Don’t forget to like, comment, and subscribe for more episodes of My Life in Heels!

    12 min
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About

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

Information

  • Creator
    Tiffany Scott
  • Years Active
    2025 - 2026
  • Episodes
    28
  • Rating
    Clean
  • Copyright
    © 2026 My Life in Heels
  • Show Website
    My Life in Heels

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