
Advertise on podcast: Caught Between a Tie and High Heels
Rating
5from
This podcast has
118 episodes
Language
EnglishPublisher
Jaimee & DeeExplicit
Yes
Date created
2019/12/03
Latest episode
2025/11/18
Average duration
33 min.
Release period
12 days
Description
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. Along with my wife, Dee, 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.
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S6E14 Transgender Awareness Week
2025/11/18
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To celebrate Transgender Awareness Week, Jaimee shares some possibly not-so-familiar members of the transgender community.
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Send us an Email at [email protected] 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
S6E13 Are Lesbians Supportive of Trans Women?
2025/10/22
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In this episode, after asking herself a single question, Jaimee shares the results of continually asking "But why?"
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Send us an Email at [email protected] 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
S6E12 The First Time I Went Out As My True Self
2025/10/16
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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.
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Send us an Email at [email protected] 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
S6E11 - Things I Miss Since Transitioning
2025/10/07
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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
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Send us an Email at [email protected] 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
BONUS - Book Update, 6 Days Left
2025/10/06
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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 [email protected] 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
S6E10 - The Colbert 15 Questions
2025/09/30
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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 [email protected] 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.
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S6E9 - Dealing with Trans-poster Syndrom
2025/09/23
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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.
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Send us an Email at [email protected] 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
S6E8 - Big News!
2025/09/16
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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
This week, Jaimee shared some exciting news and explained what's been going on in the last few weeks.
Support Us or Get In Touch
Send us an Email at [email protected] 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
Support the show
S6E7 - TWT PART 4: The Spouse's Perspective
2025/08/12
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We have definitely covered the topic of Traveling While Transgender with our last two episodes. In this episode, Dee gives her perspective as the cis gender wife in her relationship with Jaimee.
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Send us an Email at [email protected] 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
Support the show
S6 BONUS - Traveling While Transgender Part 3
2025/08/06
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The Bonus Episode is my apology for posting a crap episode yesterday. I realize I didn't share as much information as I wanted to about actually traveling while being a transgender person. Please accept this Bonus episode as my apology.
Support Us or Get In Touch
Send us an Email [email protected] 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
S6E6 Traveling While Transgender Part 2
2025/08/05
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Traveling and being Transgender can be a stressful time. Jaimee revisits this topic from Season 4, Episode 3 as she shares her recent international trip.
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Send us an Email [email protected] 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
Support the show
S6E5 - How Did I Escape?
2025/07/16
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We all find ourselves in situations that are less than desirable. During these times, nothing would be better than unplugging and disconnecting from everything, even if for just a moment or two.
Jaimee shares part of her escape when she was growing up and trying to figure out who she was and what was going on with her body. All while living through some tough times in her life.
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Send us an Email [email protected] 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
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S6E4 - Is It Just Me?
2025/07/09
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Have you ever caught yourself doing something so peculiar that you wonder if anyone else on earth shares your quirk? That moment of self-awareness hit Jaimee hard recently, prompting this deep dive into the wonderfully weird habits that make her...well, her.
What weird habit do you have that might not be as unusual as you think? Please share it with us on social media or through our website at tieandhighheels.com. Your strange might be someone else's normal, and isn't that a comforting thought?
Support Us or Get In Touch
Send us an Email [email protected] 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
S6E3 - The Lesbian In Me
2025/06/24
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This week Dee joins Jaimee as they talk about lesbian terms neither of them knew existed.
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Send us an Email [email protected] 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
Support the show
S6E2 - How We Been Gettin" On
2025/06/17
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It's been a long time comin', but the wait is over! Season 6 has officially begun. In this episode, Jaimee talks about what's been going on since December of 2023.
Support Us or Get In Touch
Send us an Email [email protected] 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
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