Jennifer's Tale: My Life as a Crossdresser

Many times crossdressers have to wait weeks, months, or even years between opportunities to express their feminine side. In this episode I chat about how I have coped with not being able to crossdress and what I have done to deal with the depression that happens from not being able to dress.

Superheroes always have a secret identity. They keep their two personas separate to protect their loved ones. Crossdressers are kind of the same. In this episode I talk about my secret identity, how I have tried to keep my crossdressing a secret over the years and why I finally opted to reveal my secret identity to close friends and family.

You can see by my pictures that I love my boobs. Having boobs is one of the things that makes me feel feminine and shows that I'm a woman. Hear about how I figured out what size to be, why I like to show my cleavage and more!

Should you wear an evening gown to the grocery store? How about a cocktail dress to the Goodwill? In this episode I talk about how choosing the right clothes for where you are going will help you blend in and not draw attention to yourself.

Do you ever wish you could not be you for a while? To be able to escape your job, family or life in general? In this episode I explain why being a crossdresser not only lets me express myself but also helps me forget my troubles and be someone else for a while!

Over the years of being a crossdresser I have always questioned my sexuality. Am I straight? Am I gay? What am I? In this episode I attempt to answer these questions and in the process maybe help others who have the same thoughts about themselves. Let me know what you think by email at [email protected]

Due to me not paying attention, a sent pic turned into an opportunity to tell my son about my crossdressing. Find out how this happened and the outcome on this episode!

When you're a crossdresser your biggest goal is to exist and enjoy your feminine side. Here's how I was able to begin my journey to Jennifer by taking small steps out into the big world of Iowa.

Back in the pre-internet days it was tough to meet other crossdressers. Here's the story of how I found another local girl, had my first in-person meeting and what happened!