 
        My Life in Heels
By: Tiffany Scott
Language: en-us
Categories: Society, Culture, 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
Episodes
Episode 18 ✨ Finding Your Femme Energy | Embracing Confidence, Softness & Strength |
Oct 27, 2025In 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 about so much more than lipstick or heels. It’s about confidence, connection, and learning to embody femininity in your own unique way — whether you’re a trans woman, crossdresser, or simply someone reconnecting with your softer, stronger side.
We’ll talk about:
💖 What “femme energy” truly means
🌷 Simple ways to reconnect with your feminine self
💬 How self-kindness, creativity, and slowing down can boost confidence<...
Episode 17. My 5 Top Tips to Express Your Inner You | Confidence for Trans Women & Crossdressers
Oct 09, 2025✨ 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 and celebrating their feminine side. 💖
This isn’t about “passing” or fitting anyone’s expectations — it’s about confidence, self-love, and feeling like the most authentic version of yourself.
💋 In this episode, we’ll talk about:
1️⃣ How accessories and jewellery can help you sparkle and express personality
2️⃣ Treating yourself to lingerie that feels feminine and empowering
3️⃣ Why hosiery and heels are about more than fashion — they elevate your confidence
4️⃣ Creat...
Episode 16 ✨ Confidence on the Northumberland Coast | Trans Woman Bikini Beach Vlog 🌊 |titled Episode
Sep 30, 2025Join 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 confidence, body positivity, and living authentically in every moment.
On My Life in Heels, I share my personal journey, lifestyle vlogs, and experiences as a transgender woman navigating life with style, courage, and confidence. 💕
If you’re looking for inspiration, positivity, or just want to enjoy some gorgeous UK seaside views, you’re in the right place! 🌊✨
📍 Location: Northumberland, UK
👠 Channel: My Li...
Episode 15, 15 Lessons from 15 Heels
Sep 25, 2025In 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 navigating love and visibility. Every heel step has taught me something, and today I’m spilling it all.
👠 What’s YOUR biggest lesson from your own journey? Share in the comments!
✨ Don’t forget to like, subscribe, and join me for more stories, advice, and fabulousness in heels.
Episode14 “Looking Fabulous Without Breaking the Bank | My Life in Heels”
Sep 16, 2025✨ 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 sizing and style can be, especially when money is tight. In this episode, I’ll share:
My personal budget fashion journey 👠
Thrift store and online shopping hacks 🛍️
How to find affordable heels in larger sizes 👢
Creative ways to upcycle and style clothes 💡
💬 What’s the best budget fashion find you’ve ever scored? Drop it in the com...
Episode 13: The Soundtrack of My Heels-Music, Identity & Reinvention
Sep 09, 2025I reposted last weeks podcast again in error, the new one is now live x
In Episode 13 of My Life in Heels, I share the songs that shaped my journey as a trans woman — from Lou Reed’s Walk on the Wild Side to Shania Twain’s Man! I Feel Like a Woman.
Discover how music inspires confidence, resilience, and reinvention through icons like Cher, Whitney Houston, Madonna, Kylie Minogue, Miley Cyrus, and more.
🎶 Topics in this episode:
Trans-coded rock classics (Walk on the Wild Side, Lola)
Pop power & feminine...
Episode 12 Tales from the Closet 👠 | Trans Fashion Wins & Fails (Crossdressing Stories)
Sep 02, 2025Every 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 girl should own
✨ The time I actually wore a bin liner (yes… really!)
✨ My not-so-successful experiments with trousers & dungarees
✨ The fantasy of the “secretarial look”
✨ And my love-hate relationship with bodysuits
As a blonde trans woman, fashion has been a journey of self-discovery, confidence, and some hilarious mistakes along the way. This episode is all about embracing style, laughing at the fails, and celebrating the ou...
Episode 11 🌟 Living Authentically: Interview with Charlotte Sometime | My Life in Heels
Aug 26, 2025In 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, confidence, fashion, and finding community online.
Charlotte opens up about her personal journey, her passion for crossdressing, and how her channel has inspired thousands of people to embrace their authentic selves. As a blonde trans woman, I share my own experiences too, and together we explore identity, creativity, and the power of visibility.
✨ Topics we cover:
Charlotte’s journey into crossdressing and cont... Duration: 00:21:20Episode10 “10 Things I Love About Being a Trans Woman | My Life in Heels Podcast”
Aug 18, 2025In 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 the intimacy of sisterhood, community, and pure self-love — I’m counting down ten things that make this lifestyle unforgettable.
Join me as I share personal reflections on heels, hosiery, lingerie, makeup, jewellery, the power of compliments, visibility, resilience, romance, freedom of choice, and the unshakable joy of being me.
Whether you’re trans, an ally, or simply curious, this episode is a heartfelt remind...
Episode 9 "My Life in Heels: Clair Hughes on Transition, Triumph, and Living Authentically"
Aug 11, 2025#TransWomen #LGBTQ #GenderIdentity
Join 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 self-discovery, gender transition, and living life authentically.
In this episode, Clair opens up about:
Her personal story before, during, and after transitioning
The challenges and triumphs of navigating gender identity
How she found confidence, community, and self-love
Advice for trans people, allies, and anyone seeking to live their truth
Whether you’re pa...
Episode 8"Icons in Heels 👠 | Celebrating Trans & Crossdresser Style, Confidence & Power | My Life in Heels"
Aug 06, 2025✨ Icons in Heels 👠 | Hollywood Glam & Trans Trailblazers | My Life in Heels
In this powerful and glamorous episode of My Life in Heels, we’re celebrating the Icons in Heels — from legendary Hollywood stars to inspiring trans and crossdressing personalities who have broken boundaries, owned their truth, and rocked heels with pride and power.
👠 We take a fabulous walk through history and pop culture, highlighting:
Classic Hollywood icons who made heels a symbol of femininity and fame
Trans women and crossdressers who’ve redefined what it means to strut with confidence
Personal r...
Podcast Episode 7 “Dressing for Confidence, Not Approval | Crossdressing & Self-Love Tips”
Jul 27, 2025🎙️ Dressing for Confidence, Not Approval | My Life in Heels Podcast 👠
Welcome back to My Life in Heels—the podcast where gender expression, crossdressing, and self-discovery take centre stage. I’m your host, Tiffany Scott, and today we’re diving deep into a conversation every crossdresser, trans person, and gender-expansive soul needs to hear: how to dress for confidence, not approval.
✨ In this episode, we’ll explore:
The toxic pressure to “pass” and why it’s okay to let that go
Practical tips for building confidence through fashion
How to reclaim your style and s...
Episode 6 Queens of Evolution: Courtney Act, Alyssa Edwards, Miss Fame & RuPaul
Jul 21, 2025📺 Queens of Evolution: Courtney Act, Alyssa Edwards, Miss Fame & RuPaul 
✨ In this episode of My Life in Heels, we dive deep into the world of drag and celebrate four legendary drag queens who helped transform the art form as we know it: Courtney Act, Alyssa Edwards, Miss Fame, and the one and only RuPaul.
👠 From Courtney’s gender-defying advocacy to Alyssa’s high-energy dance legacy, from Miss Fame’s fashion-forward beauty empire to RuPaul’s global drag race domination — this episode explores the evolution, impact, and complexity of drag through the heels of its most iconic stars.
...
Episode 5 Crossdressing in the digital age
Jul 15, 2025In today's hyper-connected world, crossdressing is more visible and celebrated than ever before. From TikTok to Instagram, and online communities like Reddit and Tumblr, digital platforms have empowered people to explore and express gender fluidity, fashion freedom, and self-identity in bold new ways. 💻✨
In this video, we dive into:
👗 The evolution of crossdressing in online spaces
🌐 How social media influences gender expression
📸 The role of digital anonymity and community support
Whether you're a seasoned crossdresser, someone exploring your gender expression, or simply curious about the cultural shift happening online, this video provides a thoughtful...
Episode 4 Makeup and the crossdressing lifestyle.
Jul 07, 2025✨ Makeup and the Crossdressing Lifestyle | Tips, Talk & Transformation ✨
In this episode, we dive deep into the role makeup plays in the crossdressing lifestyle — from expression and identity to confidence and creativity. Whether you're just beginning your journey or you're a seasoned pro, this space is all about embracing who you are and having fun with your look!
🎨 What we cover:
Basic makeup tips for crossdressersHow makeup enhances gender expressionPersonal experiences and lifestyle insightsTools, products, and techniques that actually workBuilding confidence and feeling empowered in your presentationThis is a safe, supp...
Duration: 00:11:28Episode 3 Lipstick and Liberation
Jun 30, 2025🎙️My Life in Heels: The Crossdressing Podcast
Episode 3: Lipstick and Liberation– Building Confidence Through Style
In this empowering episode of My Life in Heels, we dive into one of the most exciting (and sometimes overwhelming) parts of crossdressing: finding your look. Whether you're experimenting for the first time or refining your femme presentation, discovering your personal style is a journey of self-expression, creativity, and confidence.
Host Tiffany Scott shares personal stories,  and practical tips on how to explore clothing, makeup, and identity in a way that feels authentic and affirming. 💄✨
🔍 In this episode, we expl...
Episode 1 A New Challenge
Jun 23, 2025In the first episode I discuss my plans for the Podcast and detail some of my experiences as an out and about mature Tgirl and party animal.
Duration: 00:11:16Episode2 How it all started.
Jun 23, 2025Episode 2. In this video, I share how it all started — my very first experiences in the world of crossdressing. From the curiosity to the courage, this is the beginning of my journey. If you're starting your own path or just want to hear a real story, you're in the right place.
📌 Tags: #crossdressing #mtf #mylifeinheels #crossdresserstory
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