9 Best Crossdressing Podcasts

1. The CrossYAAS Podcast: Appreciating Crossdressing, Sexuality and Gender

Play
Apple Spotify YouTube Episodes
Celebrate sex and gender with Giselle Mirasol, a seasoned crossdresser from California as she explores gender-related topics ranging from crossdressing and sexuality, to fashion and relationships. Giselle's experiences, along with exciting guests, will help guide you through the vast world of gender...MORE Host Giselle Mirasol
Email ****@crossyaaspodcast.com
Estimated Monthly Listeners 1k-10k
Apple Rating 4.4/5Apple Reviews 54Facebook 1KTwitter 115Instagram 931 Avg Length 43 min Format Long form Since Jan 2019 Video Podcast YouTube
Get Email Contact Get access to full database of 2.7M podcastsCreate podcast lists, export in spreadsheet or CSV file with email contacts and start your podcast outreach in minutes.Sign Up for Free with Email Continue with Google

2. The Fox and the Phoenix

Play
Website Apple Spotify YouTube Episodes
Understanding the Feminine Crossdressing ExperienceTo de-mystify, humanize, and celebrate the crossdressing trans community, providing a positive and realistic understanding through conversation between a crossdresser and a cis-ally.MORE Hosts Savannah Hauk, Julie Rubenstein
Producer/Network Savannah Hauk, Author & Julie Rubenstein, Style Consultant
Email ****@gmail.com
Estimated Monthly Listeners 1k-10k
Apple Rating 4.6/5Apple Reviews 36Facebook 1.4KInstagram 1.2K Avg Length 39 min Format Medium form Since Jul 2020 Get Email Contact

3. Gurl Talk with Jenny Raven

Play
Apple Episodes
Get into bed with us as we talk all things we crossdressing gurlies adore. Dressing up, spending time enjoying ourselves, sometimes with others, and connecting with our wider community of lovely ladies. Slip into your favourite lingerie and let's get into it together. A podcast for crossdressers, by soomeone who LOVES to crossdress, covering the whole spectrum, queer, sissy, trans and anyone non heteronormative.MORE Email ****@jennyraven.com
Recent Guest Emily Letts
Apple Rating 5/5Apple Reviews 13 Avg Length 51 min Format Long form Get Email Contact

4. Jennifer's Tale: My Life as a Crossdresser

Play
Apple Spotify Episodes
If you're a crossdresser please join me as I journey through my life - my thoughts, feelings, experiences and more - as I try to figure out why I'm this way, why I'm okay with who I am and why I enjoy spending time as Jennifer!MORE Email ****@gmail.com
Estimated Monthly Listeners 100-1k
Apple Rating 3.8/5Apple Reviews 17 Avg Length 13 min Format Short form Get Email Contact

5. My Girl Life Podcast

Play Watch Video
Apple Spotify YouTube Episodes
Join Maddie Taylor on a journey of exploration and discovery as she dives into the lives and experiences of individuals across the trans spectrum. From crossdressers to fully transitioned trans women and everyone in between, we'll be having open and honest conversations with a diverse range of guests. Tune in for thoughtful discussions, inspiring stories, and a deeper understanding of what it means to live your Girl Life to the fullest. Maddie Answers Your Questions! Leave your question on our voicemail and Maddie will try to answer your question during one of her episodes...MORE Producer/Network Maddie Taylor
Estimated Monthly Listeners 100-1k
Recent Guests Dakarai Larriett, Gabrielle Claiborne
Apple Rating 5/5Apple Reviews 9 Avg Length 41 min Format Long form Get Email Contact

6. Unlabeled Love

Play
Apple Episodes
A supportive, judgment-free podcast for spouses of gender expansive people, such as crossdressers—where love meets lipstick and real talk. Through honest conversations, shared stories, and expert insights, we explore identity, connection, and acceptance with compassion, humor, and heart. You're not alone—and every relationship deserves respect, authenticity, and a little sparkle.MORE Email ****@gmail.com
Estimated Monthly Listeners 100-1k
Apple Rating 5/5Apple Reviews 5 Avg Length 36 min Format Medium form Get Email Contact

7. My Life in Heels

Play
Apple Spotify Episodes
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 #TransMORE Estimated Monthly Listeners 100-1k
Avg Length 10 min Format Bite size Get Email Contact

8. Free To Be She

Play
Website Apple Spotify Episodes
Cross Dress Travel is a unique invitation to explore your femme side! Join Jennifer Sometimes, along with bestie, Pamela, as they discuss the ins and outs of being a cross dresser in today's more accepting society. FTBS is partnered with CrossDressTravel.com - where Cruises are a place where you can feel Free To Be She!MORE Hosts Jennifer, Pamela Stewart
Producer/Network Connections Show
Email ****@crossdresstravel.com
Estimated Monthly Listeners 1k-10k
Apple Rating 4.5/5Apple Reviews 28Facebook 7KTwitter 42Instagram 1.1K Avg Length 52 min Format Long form Since Jul 2019 Get Email Contact

9. The Syn Thetic Podcast

Play
Spotify Episodes
This podcast is to share my experience as a crossdresser turned trans MTF. I will talk about when it started, my sexuality, and how things have changed over time. I also want to help share this slice of sexuality in a positive manor. If you are a crossdresser, trans or even unsure, please know that you are not alone. There are many of us out there. MORE Avg Length 72 min Format Long form Get Email Contact