Jennifer's Tale: My Life as a Crossdresser

In today's world AI-generated art is getting more and more prevalent. For many crossdressers using AI pictures and videos is an easy way to represent who they wish they were or desire to be. Here is where I stand on this hot topic.

Life can be compared to many things - a marathon, a race, a game et. For many life is like a poker game and you have to play with the hand you're dealt. In this episode (and thanks to my friend Michelle) I discuss how this saying affects myself and perhaps you.

My wife knows about my crossdressing but prefers not to know where I go or what I do. However, there are hints and questions she says that makes me wonder. What secrets do you keep and what do you reveal?

Many crossdressers have a tough time learning how to do makeup. While it's not an easy feat, it can be a lot simpler than most girls think. In this episode I share some of my secrets for making your makeup routine a simple, streamlined process.

There are times when life can be bad. Really bad. When times take a turn for the worst sometimes you need a reminder or a blessing to show you how lucky you are. Here's an example of how that happened to me along with a lesson everyone can benefit from.

For my 150th episode, listener Julie Shaw asked me a doozie of a question! What has been my biggest challenge as a crossdresser? Find out my answer in this anniversary episode.

The term "two-spirit" is something I found out about relatively recently. As a crossdresser you may find this idea fits you like I think it does me. Learn more about it in this episode.

The term "two-spirit" is something I found out about relatively recently. As a crossdresser you may find this idea fits you like I think it does me. Learn more about it in this episode!

You just got a brand new dress that looks stunning and want to wear it right immediately. The thrift store waits for no one. Wait, what? There's a time and place for everything and in this episode I discuss how important this is to fitting in.

The Hooters restaurant at the Mall of America is closing which caused me to make a pilgrimage to visit it one last time. What happened when I got there? Find out in this episode.