Show cover of Caught Between a Tie and High Heels

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 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

Tracks

Show cover of Caught Between a Tie and High Heels S7E10 - Questions From My Friend Shawn - PART 2

Send us a quick note Jaimee finishes answering the list of questions provided by her friend Shawn. Click Here to order the Book or the eBookPlease Rate & Review the Book HereSupport Us or Get In TouchSend us an Email at jaimeecbthh@gmail.comBuy Us a CoffeePlease give us a review on Apple Podcasts. (It really does help)Visit the Tie and High Heels websiteVisit us on Facebook and InstagramSupport the show

9/9/26 • 37:21

Show cover of Caught Between a Tie and High Heels S7E9 - Questions From My Friend Shawn - PART 1

Send us a quick note After asking a close friend if they had any questions, they didn't, so Jaimee ended up with a strong list of great questions. She answers some of them here in Part 1. Click Here to order the Book or the eBookPlease Rate & Review the Book HereSupport Us or Get In TouchSend us an Email at jaimeecbthh@gmail.comBuy Us a CoffeePlease give us a review on Apple Podcasts. (It really does help)Visit the Tie and High Heels websiteVisit us on Facebook and InstagramSupport the show

8/25/26 • 32:19

Show cover of Caught Between a Tie and High Heels S7E8 - How Did You Feel After Transitioning?

Send us a quick note Jaimee tackles the range of emotions she felt after beginning her transition.Click Here to order the Book or the eBookPlease Rate & Review the Book HereSupport Us or Get In TouchSend 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

8/11/26 • 39:37

Show cover of Caught Between a Tie and High Heels S7E7 - A Conversation That Led to a Question

Send us a quick note In this episode, Jaimee explains how a conversation with a friend about a question someone else asked led them to another question. Click Here to order the Book or the eBookPlease Rate & Review the Book HereSupport Us or Get In TouchSend 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

8/4/26 • 29:28

Show cover of Caught Between a Tie and High Heels S7E6 - Why Did You Write This Book?

Send us a quick note Through various conversations  over the past month, Jaimee has been asked the same question: "Why did you write this book?" This week, she gives an answer and also explains the motivation for the book. Click Here to order the Book or the eBookSupport Us or Get In TouchSend 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

7/29/26 • 24:55

Show cover of Caught Between a Tie and High Heels S7E5 - Did You Have The Surgery Yet?

Send us a quick note Hopefully, this will be the first in a new series highlighting questions transgender people get asked. This week, Jaimee tackles the question that is probably asked of all transgender people. Click Here to order the eBookSupport Us or Get In TouchSend 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

7/14/26 • 27:23

Show cover of Caught Between a Tie and High Heels S7E4 - The End of 2026 Pride

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 eBookSupport Us or Get In TouchSend 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

7/1/26 • 22:37

Show cover of Caught Between a Tie and High Heels S7E3 - Release Date for The Book

Send us a quick note A huge announcement this week. We have a release date for the book. Click Here to Pre-Order the eBookSupport Us or Get In TouchSend 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

6/26/26 • 12:13

Show cover of Caught Between a Tie and High Heels S7E2 - A Little Self Healing

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 TouchSend 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 Support the show

6/16/26 • 26:14

Show cover of Caught Between a Tie and High Heels S7E1 - The Good, The Bad, and The Better

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 TouchSend 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

6/11/26 • 27:22

Show cover of Caught Between a Tie and High Heels S6E14 Transgender Awareness Week

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 TouchSend 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

11/18/25 • 26:50

Show cover of Caught Between a Tie and High Heels S6E13 Are Lesbians Supportive of Trans Women?

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 TouchSend 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

10/22/25 • 26:00

Show cover of Caught Between a Tie and High Heels S6E12 The First Time I Went Out As My True Self

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 TouchSend 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

10/16/25 • 38:19

Show cover of Caught Between a Tie and High Heels S6E11 - Things I Miss Since Transitioning

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-editedSupport Us or Get In TouchSend 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

10/7/25 • 41:13

Show cover of Caught Between a Tie and High Heels BONUS - Book Update, 6 Days Left

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-editedSupport Us or Get In TouchSend 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

10/6/25 • 03:01

Show cover of Caught Between a Tie and High Heels S6E10 - The Colbert 15 Questions

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-editedIn this episode, Jaimee answers the 15 questions that Stephen Colbert asks his guests on his late-night chat show. Support Us or Get In TouchSend 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

9/30/25 • 41:03

Show cover of Caught Between a Tie and High Heels S6E9 - Dealing with Trans-poster Syndrom

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-editedIn 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 TouchSend 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

9/23/25 • 33:36

Show cover of Caught Between a Tie and High Heels S6E8 - Big News!

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-editedThis week, Jaimee shared some exciting news and explained what's been going on in the last few weeks.Support Us or Get In TouchSend 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 Support the show

9/16/25 • 27:29

Show cover of Caught Between a Tie and High Heels S6E7 - TWT PART 4: The Spouse's Perspective

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 TouchSend 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   Support the show

8/12/25 • 45:29

Show cover of Caught Between a Tie and High Heels S6 BONUS - Traveling While Transgender Part 3

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 TouchSend us an Email 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

8/6/25 • 26:42

Show cover of Caught Between a Tie and High Heels S6E6 Traveling While Transgender Part 2

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 TouchSend us an Email 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   Support the show

8/5/25 • 40:02

Show cover of Caught Between a Tie and High Heels S6E5 - How Did I Escape?

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 life. Support Us or Get In TouchSend us an Email 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

7/16/25 • 29:38

Show cover of Caught Between a Tie and High Heels S6E4 - Is It Just Me?

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 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 TouchSend us an Email 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

7/9/25 • 31:49

Show cover of Caught Between a Tie and High Heels S6E3 - The Lesbian In Me

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 TouchSend us an Email 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 Support the show

6/24/25 • 40:52

Show cover of Caught Between a Tie and High Heels S6E2 - How We Been Gettin" On

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 TouchSend us an Email 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

6/17/25 • 32:33

Show cover of Caught Between a Tie and High Heels Do You Want More?

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.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 showSupport the show

5/19/25 • 02:07

Show cover of Caught Between a Tie and High Heels MEN

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 MemberShop 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 websiteVisit us on Facebook and Instagram Support the show

9/17/24 • 30:13

Show cover of Caught Between a Tie and High Heels We've Gotta Pulse

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 MemberShop 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 to our new eBay store Fogdale Creek Discoveries.Visit the Tie and High Heels websiteSend in a question or comment directly to jaimee@tieandhighheels.comOr... Visit us on Facebook and InstagramSupport the show

8/28/24 • 50:15

Show cover of Caught Between a Tie and High Heels It's Our 100th Episode!

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 MemberShop 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 to our new eBay store Fogdale Creek Discoveries.Visit the Tie and High Heels websiteSend in a question or comment directly to jaimee@tieandhighheels.comOr... Visit us on Facebook and InstagramSupport the show

12/5/23 • 38:15

Show cover of Caught Between a Tie and High Heels Jaimee Being Socially Awkward - Part 2

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 MemberShop 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 to our new eBay store Fogdale Creek Discoveries.Visit the Tie and High Heels websiteSend in a question or comment directly to jaimee@tieandhighheels.comOr... Visit us on Facebook and Instagram Support the show

11/21/23 • 43:02