Caught Between a Tie and High Heels

Jaimee & Dee

English Health & Fitness Personal Journals Sexuality Society & Culture Explicit

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Episodes 119

Avg. Duration 32m

Activity Highly Active

Apple Rating ★ 5.0 (4)

Since Dec 2019

Latest Episode Jun 2026

Publishing Details

Schedule

Every 2 Weeks

Format

Episodic

Hosting

rss.buzzsprout.com

Contact & Outreach

About This Podcast

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.

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

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English Podcasts Report Health & Fitness Report Personal Journals Report Sexuality Report Society & Culture Report English Health & Fitness Report

Recent Episodes

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

Jun 11, 2026 27m

Send us Fan MailHappy 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

S6E14 S6E14 Transgender Awareness Week

Nov 18, 2025 26m

Send us Fan MailTo celebrate Transgender Awareness Week, Jaimee shares some possibly not-so-familiar members of the transgender community. Support Us or Get In TouchSend us an Email at…

S6E13 S6E13 Are Lesbians Supportive of Trans Women?

Oct 22, 2025 26m

Send us Fan MailIn this episode, after asking herself a single question, Jaimee shares the results of continually asking "But why?" Support Us or Get In TouchSend us an Email at…

S6E12 S6E12 The First Time I Went Out As My True Self

Oct 16, 2025 38m

Send us Fan MailJaimee 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…

S6E11 S6E11 - Things I Miss Since Transitioning

Oct 07, 2025 41m

Send us Fan MailJaimee 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…

S6E10 BONUS - Book Update, 6 Days Left

Oct 06, 2025 3m Bonus

Send us Fan MailIn 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…

S6E10 S6E10 - The Colbert 15 Questions

Sep 30, 2025 41m

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-editedIn…

S6E9 S6E9 - Dealing with Trans-poster Syndrom

Sep 23, 2025 33m

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-editedIn…

S6E8 S6E8 - Big News!

Sep 16, 2025 27m

Send us Fan MailHere'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-editedThis…

S6E7 S6E7 - TWT PART 4: The Spouse's Perspective

Aug 12, 2025 45m

Send us Fan MailWe 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…

S6E6 S6 BONUS - Traveling While Transgender Part 3

Aug 06, 2025 26m Bonus

Send us Fan MailThe 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…

S6E6 S6E6 Traveling While Transgender Part 2

Aug 05, 2025 40m

Send us Fan MailTraveling 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 TouchSend…

S6E5 S6E5 - How Did I Escape?

Jul 16, 2025 29m

Send us Fan MailWe 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…

S6E4 S6E4 - Is It Just Me?

Jul 09, 2025 31m Transcript

Send us Fan Mail 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…

S6E3 S6E3 - The Lesbian In Me

Jun 24, 2025 40m

Send us Fan MailThis week Dee joins Jaimee as they talk about lesbian terms neither of them knew existed. Support Us or Get In TouchSend us an Email [email protected] Us a CoffeePlease give us…

S6E2 S6E2 - How We Been Gettin" On

Jun 17, 2025 32m

Send us Fan MailIt'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…

S6E1 Do You Want More?

May 19, 2025 2m Bonus

Send us Fan MailThis 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…

S6E2 MEN

Sep 17, 2024 30m

Send us Fan MailJaimee 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 MemberShop at our online…

S6E1 We've Gotta Pulse

Aug 28, 2024 50m

Send us Fan MailAfter 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…

S5E25 It's Our 100th Episode!

Dec 05, 2023 38m

Send us Fan MailIn 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 MemberShop at…

Frequently Asked Questions

How many episodes does Caught Between a Tie and High Heels have?

Caught Between a Tie and High Heels has published 119 episodes since December 2019, covering topics in Health & Fitness, Personal Journals.

Is Caught Between a Tie and High Heels still active?

Caught Between a Tie and High Heels is currently highly active with new episodes every 2 weeks. Average episode length is 32m.

How do I contact Caught Between a Tie and High Heels for sponsorship or guest appearances?

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