Caught Between a Tie and High Heels

Jaimee & Dee
  • 5.0 (4)
  • Personal Journals

Being Caught Between a Tie and High Heels has been my entire life. Hi, I'm Jaimee. This is a personal journal podcast where I share my life experiences growing up as a Transgender Lesbian. We discuss the issues and situations we face together as I slowly emerge from the closet. Our goal is to reach out to the LGBTQ+ Community and those who may have walked or are walking a similar path to mine to let them know they are not alone.  Caught Between a Tie and High Heels is a property of Purple Turtle Media Group, LLC. This podcast is a copyrighted production of Purple Turtle Media Group, LLC, All rights reserved.  The views and opinions expressed in this podcast are those of the hosts and guests and do not necessarily reflect the official policy or position of any organization or company. This podcast is for informational and entertainment purposes only and should not be taken as professional advice. Listeners should consult a qualified professional for their specific situations

  1. S7E1 - The Good, The Bad, and The Better

    2d ago

    S7E1 - The Good, The Bad, and The Better

    Send us Fan Mail Happy Pride, Everyone! Season 7 has officially begun. In this episode, Jaimee gives an update as to what has been going on since she last spoke with you.  Support the show

    27 min
  2. S6E14 Transgender Awareness Week

    11/18/2025

    S6E14 Transgender Awareness Week

    Send us Fan Mail To celebrate Transgender Awareness Week, Jaimee shares some possibly not-so-familiar members of the transgender community.   Support Us or Get In Touch Send us an Email at jaimeecbthh@gmail.comBuy Us a CoffeePlease give us a review on Apple Podcast. (It really does help)Visit the Tie and High Heels websiteVisit us on Facebook and InstagramSupport the show

    27 min
  3. S6E13 Are Lesbians Supportive of Trans Women?

    10/22/2025

    S6E13 Are Lesbians Supportive of Trans Women?

    Send us Fan Mail In this episode, after asking herself a single question, Jaimee shares the results of continually asking "But why?"  Support Us or Get In Touch Send us an Email at jaimeecbthh@gmail.comBuy Us a CoffeePlease give us a review on Apple Podcast. (It really does help)Visit the Tie and High Heels websiteVisit us on Facebook and InstagramSupport the show

    26 min
  4. S6E12 The First Time I Went Out As My True Self

    10/16/2025

    S6E12 The First Time I Went Out As My True Self

    Send us Fan Mail Jaimee provides an exciting update about the Kickstarter Book Campaign. And she shares the story of the first time she ever ventured out as her true self. Support Us or Get In Touch Send us an Email at jaimeecbthh@gmail.comBuy Us a CoffeePlease give us a review on Apple Podcast. (It really does help)Visit the Tie and High Heels websiteVisit us on Facebook and InstagramSupport the show

    38 min
  5. S6E11 - Things I Miss Since Transitioning

    10/07/2025

    S6E11 - Things I Miss Since Transitioning

    Send us Fan Mail Jaimee shares some reflections on part of her life that she misses from when she presented as a male.   Here's the link to our Kickstarter Campaign. Or if the link doesn't work, copy and paste this URL https://www.kickstarter.com/projects/cbthh/getting-a-transgender-memoir-edited Support Us or Get In Touch Send us an Email at jaimeecbthh@gmail.comBuy Us a CoffeePlease give us a review on Apple Podcast. (It really does help)Visit the Tie and High Heels websiteVisit us on Facebook and InstagramSupport the show

    41 min
  6. BONUS - Book Update, 6 Days Left

    10/06/2025 ·  Bonus

    BONUS - Book Update, 6 Days Left

    Send us Fan Mail In this bonus episode, Jaimee shares some breaking news about the Book.  Here's the link to our Kickstarter Campaign. Or if the link doesn't work, copy and paste this URL https://www.kickstarter.com/projects/cbthh/getting-a-transgender-memoir-edited Support Us or Get In Touch Send us an Email at jaimeecbthh@gmail.comBuy Us a CoffeePlease give us a review on Apple Podcast. (It really does help)Visit the Tie and High Heels websiteVisit us on Facebook and InstagramSupport the show

    3 min
  7. S6E10 - The Colbert 15 Questions

    09/30/2025

    S6E10 - The Colbert 15 Questions

    Send us Fan Mail  Here's the link to our Kickstarter Campaign. Or if the link doesn't work, copy and paste this URL https://www.kickstarter.com/projects/cbthh/getting-a-transgender-memoir-edited In this episode, Jaimee answers the 15 questions that Stephen Colbert asks his guests on his late-night chat show.  Support Us or Get In Touch Send us an Email at jaimeecbthh@gmail.comBuy Us a CoffeePlease give us a review on Apple Podcast. (It really does help)Visit the Tie and High Heels websiteVisit us on Facebook and Instagram*** In no way is Caught Between a Tie and High Heels endorsed by or sponsored by Spartina Productions, Busboy Productions, CBS Broadcasting Inc., or Paramount Global.   Support the show

    41 min
  8. S6E9 - Dealing with Trans-poster Syndrom

    09/23/2025

    S6E9 - Dealing with Trans-poster Syndrom

    Send us Fan Mail  Here's the link to our Kickstarter Campaign. Or if the link doesn't work, copy and paste this URL https://www.kickstarter.com/projects/cbthh/getting-a-transgender-memoir-edited In this episode, Jaimee gives an update on the book. Then she dives into a deeper issue that has been making itself present to her in the last couple of weeks.  Support Us or Get In Touch Send us an Email at jaimeecbthh@gmail.comBuy Us a CoffeePlease give us a review on Apple Podcast. (It really does help)Visit the Tie and High Heels websiteVisit us on Facebook and InstagramSupport the show

    34 min
See All (119)

Trailer

Ratings & Reviews

5
out of 5
4 Ratings

About

Being Caught Between a Tie and High Heels has been my entire life. Hi, I'm Jaimee. This is a personal journal podcast where I share my life experiences growing up as a Transgender Lesbian. We discuss the issues and situations we face together as I slowly emerge from the closet. Our goal is to reach out to the LGBTQ+ Community and those who may have walked or are walking a similar path to mine to let them know they are not alone.  Caught Between a Tie and High Heels is a property of Purple Turtle Media Group, LLC. This podcast is a copyrighted production of Purple Turtle Media Group, LLC, All rights reserved.  The views and opinions expressed in this podcast are those of the hosts and guests and do not necessarily reflect the official policy or position of any organization or company. This podcast is for informational and entertainment purposes only and should not be taken as professional advice. Listeners should consult a qualified professional for their specific situations

Information