Jaimee & Dee
Caught Between a Tie and High Heels
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 r...
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Episodes
S7E4 - The End of 2026 Pride 01.07.2026 22:37
Send us a quick note Time flies when you're busy. In this week's episode, Jaimee shares her feelings on Pride month as it comes to an end for 2026. Click Here to order the eBook Support Us or Get In Touch Send us an Email at jaimeecbthh@gmail.com Buy Us a Coffee Please give us a review on Apple Podcast . (It really does help) Visit the Tie and High Heels website Visit us on Facebook and...
S7E3 - Release Date for The Book 26.06.2026 12:13
Send us a quick note A huge announcement this week. We have a release date for the book. Click Here to Pre-Order the eBook Support Us or Get In Touch Send us an Email at jaimeecbthh@gmail.com Buy Us a Coffee Please give us a review on Apple Podcast . (It really does help) Visit the Tie and High Heels website Visit us on Facebook and Instagram Support the show
S7E2 - A Little Self Healing 16.06.2026 26:14
Send us a quick note In this week's episode, Jaimee shares an update on the book and dives into some steps she's taking to help get her farther away from the things that weigh on her mind. Support Us or Get In Touch Send us an Email at jaimeecbthh@gmail.com Buy Us a Coffee Please give us a review on Apple Podcast . (It really does help) Visit the Tie and High Heels website Visit us on Fa...
S7E1 - The Good, The Bad, and The Better 11.06.2026 27:22
Send us a quick note 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 Us or Get In Touch Send us an Email at jaimeecbthh@gmail.com Buy Us a Coffee Please give us a review on Apple Podcast . (It really does help) Visit the Tie and High Heels website Visit us on Facebook and Instagram Su...
S6E14 Transgender Awareness Week 18.11.2025 26:50
Send us a quick note 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.com Buy Us a Coffee Please give us a review on Apple Podcast . (It really does help) Visit the Tie and High Heels website Visit us on Facebook and Instagram Support the show
S6E13 Are Lesbians Supportive of Trans Women? 22.10.2025 26:00
Send us a quick note 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.com Buy Us a Coffee Please give us a review on Apple Podcast . (It really does help) Visit the Tie and High Heels website Visit us on Facebook and Instagram Support the show
S6E12 The First Time I Went Out As My True Self 16.10.2025 38:19
Send us a quick note 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.com Buy Us a Coffee Please give us a review on Apple Podcast . (It really does help) Visit the Tie and High Heels website Visit us on Facebook and Instagram Su...
S6E11 - Things I Miss Since Transitioning 07.10.2025 41:13
Send us a quick note 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.com Buy Us a Coffee Pl...
BONUS - Book Update, 6 Days Left 06.10.2025 3:01
Send us a quick note 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.com Buy Us a Coffee Please give us a review on Apple...
S6E10 - The Colbert 15 Questions 30.09.2025 41:03
Send us a quick note 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.com Buy U...
S6E9 - Dealing with Trans-poster Syndrom 23.09.2025 33:36
Send us a quick note 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 Se...
S6E8 - Big News! 16.09.2025 27:29
Send us a quick note 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 jaimeecbthh@gmail.com Buy Us a Coffee...
S6E7 - TWT PART 4: The Spouse's Perspective 12.08.2025 45:29
Send us a quick note 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. Support Us or Get In Touch Send us an Email at jaimeecbthh@gmail.com Buy Us a Coffee Please give us a review on Apple Podcast . (It really does help) Visit the Tie and High Heels webs...
S6 BONUS - Traveling While Transgender Part 3 06.08.2025 26:42
Send us a quick note 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 jaimeecbthh@gmail.com Buy Us a Coffee Please give us a review on Apple Podcast . (It real...
S6E6 Traveling While Transgender Part 2 05.08.2025 40:02
Send us a quick note 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. Support Us or Get In Touch Send us an Email jaimeecbthh@gmail.com Buy Us a Coffee Please give us a review on Apple Podcast . (It really does help) Visit the Tie and High Heels website Visit us on Facebook and Instagram Su...
S6E5 - How Did I Escape? 16.07.2025 29:38
Send us a quick note 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 lif...
S6E4 - Is It Just Me? 09.07.2025 31:49
Send us a quick note 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 th...
S6E3 - The Lesbian In Me 24.06.2025 40:52
Send us a quick note This week Dee joins Jaimee as they talk about lesbian terms neither of them knew existed. Support Us or Get In Touch Send us an Email jaimeecbthh@gmail.com Buy Us a Coffee Please give us a review on Apple Podcast . (It really does help) Visit the Tie and High Heels website Visit us on Facebook and Instagram Support the show
S6E2 - How We Been Gettin" On 17.06.2025 32:33
Send us a quick note 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 jaimeecbthh@gmail.com Buy Us a Coffee Please give us a review on Apple Podcast . (It really does help) Visit the Tie and High Heels website Visit us on Face...
Do You Want More? 19.05.2025 2:07
Send us a quick note This is a bonus episode that asks one question. Would you all like to hear more episodes? Let me know by contacting me through any of these links: Send us an Email jaimeecbthh@gmail.com Buy Us a Coffee Please give us a review on Apple Podcast . (It really does help) Visit the Tie and High Heels website Visit us on Facebook and Instagram Support the show Support the show
MEN 17.09.2024 30:13
Send us a quick note Jaimee shares one story in order to tell another about a newly acquired self-realization. Please Support this Podcast: Buy Us a Coffee , or become a Supporting Member Shop at our online T-shirt shop, Harry Rump's Design Co. Please give us a review on Apple Podcast . (It really does help) Purchase some awesome Pronouns & Pride Buttons . Visit the Tie and High Heels w...
We've Gotta Pulse 28.08.2024 50:15
Send us a quick note After taking a little over 9 months, We finally recorded a first episode. YAY! Jaimee & Dee are back and giving an update on whats been going on all this time. Please Support this Podcast: Buy Us a Coffee , or become a Supporting Member Shop at our online T-shirt shop, Harry Rump's Design Co. Please give us a review on Apple Podcast . (It really does help) Purchase...
It's Our 100th Episode! 05.12.2023 38:15
Send us a quick note In this special episode, Jaimee and Dee celebrate by changing it up a bit as Dee interviews Jaimee. Please Support this Podcast: Buy Us a Coffee , or become a Supporting Member Shop at our online T-shirt shop, Harry Rump's Design Co. Please give us a review on Apple Podcast . (It really does help) Purchase some awesome Pronouns & Pride Buttons . Here's a link t...
Jaimee Being Socially Awkward - Part 2 21.11.2023 43:02
Send us a quick note Dee and Jaimee continue their conversation about Jaimee's ability to make friends with Jaimee sharing her result of her Myers–Briggs Type Indicator. Please Support this Podcast: Buy Us a Coffee , or become a Supporting Member Shop at our online T-shirt shop, Harry Rump's Design Co. Please give us a review on Apple Podcast . (It really does help) Purchase some aweso...
Jaimee Being Socially Awkward - Part 1 07.11.2023 49:29
Send us a quick note Dee joins this episode to discuss Jaimee's recent revelation about her being socially awkward. Please Support this Podcast: Buy Us a Coffee , or become a Supporting Member Shop at our online T-shirt shop, Harry Rump's Design Co. Please give us a review on Apple Podcast . (It really does help) Purchase some awesome Pronouns & Pride Buttons . Here's a link...
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