Jennifer's Tale: My Life as a Crossdresser

Many crossdressers find friends online to chat with, share experiences and interests and become "sisters" with. But is that enough? How to find sisterhood in real life and in your area is the topic of this episode.

In Japanese culture men who dress as women or transform into women have been very popular in manga and anime. Recently otokonoko or "men with a feminine appearance" or crossdressers have made a huge surge in popularity. I explain what otokonoko is and show a recent manga I found in this episode.

Sprained ankles from high heels, blisters from taping, telltale marks on earlobes from clip-on earrings - there are many injuries that you could get while you're dressed. How to avoid hurting yourself is the topic of this episode!

According to a report, if a man stares at a woman's boobs for 10 minutes a day or longer it can act as medicine and improve his health. In this episode I discuss if this could be true or not... and what side of the staring I prefer to be on.

The more I enjoy being Jennifer the more I think about things that I can do to improve my appearance or make me feel better about myself. Coincidentally, many of these thoughts are ones that women think about. In this episode I talk about how my feminine mindset influences my everyday life.

Many crossdressers are afraid to be their true selves and go out in public. But have you ever considered how courageous you are just by being a crossdresser? Confidence is something we all have but sometimes forget we do. Hear how you can use this to your benefit!

Sometimes it takes a long time to realize something that you knew all along. In this episode I talk about how years of messages and clues should have told me what I finally figured out about myself and now share with you.

As a crossdresser, we are more comfortable and connected to our feminine self. In this episode I talk about connecting with other women that way but as my male self. Having conversations with women, relating to their views and other topics are discussed.

If you get outed as a crossdresser to your employer whether by a coworker or by accident it can be an issue. In this episode I discuss the potential repercussions of someone finding out about your lifestyle and how it can affect your work.

As most of us know, crossdressing can range from wearing a particular item of women's clothing to completely dressing head-to-toe. What works best for you and what do you enjoy? I answer a listener question about what lane is right for you!

Halloween has come and gone and this year I got to enjoy it for a bit! In this episode hear about what I did while enjoying "Crossdresser's Christmas" for the first time.

A couple weeks ago my wife went on a trip, leaving me with a few Jennifer days. In this special episode on location find out what I did and how much I enjoyed having extended time out!

Politics are a touchy subject for most people. Even I normally keep my views to myself. In this episode I cover this area and express my views on the world today. PLEASE NOTE: If you are someone who is offended by people's political opinions please skip this episode.

Music does many things to us. It can spur memories, conjure feelings and even help you to fall into your feminine persona more easily. In this episode I discuss how music helps me to feel more feminine and how my music tastes change when I'm Jennifer!

Emotional support can come from all places - spouses, significant others, family members or friends. As a crossdresser it can be a challenge to get the emotional support you need to make you feel secure, loved and wanted. Here are some different ways I have found emotional support and what you can do to find the same.

Every crossdresser enjoys being out in public. But have you ever thought about what you would do if your car broke down? What if you had a medical emergency? In this episode I cover these scenarios and more about how to deal with emergencies.

If you spend any time out as your femme self, chances are at some point you'll need to "do your business." In this episode I discuss where, how and why it's okay for you to use the restroom while you're out in public!

Many crossdressers reach out to me asking how to find other girls in their area and how to connect with them. Thankfully it's a lot easier now to find friends and other CDs due to social media. Hear about how Facebook changed my life as Jennifer and how you can use it to help you!

We all know crossdressing is a way to express your feminine side. But does how you feel when you dress dictate your sexuality? In this episode I talk about whether or not being a crossdresser classifies you as being gay or bisexual.

For many crossdressers getting a smile, nod or compliment about their appearance is a wonderful thing. For others, having a man doing the complimenting means more. In this episode I talk about "male validation" or having a guy compliment how I look makes me feel and why it's something that I enjoy.

Many followers have complimented how genuine and authentic I am on my podcast. But how authentic can a crossdresser truly Be? From our outside appearance to how secretive we are about our dressing, it can be tough to be your true self. In this episode I tackle this big subject and try to dissect it a bit!

Since I became comfortable with being a crossdresser I have shared this side of myself with many friends and family. Most of the women I have told have been supportive of me, but there are several who have become closer friends because of it. In this episode I personally thank several girls who have gone above and beyond to make me feel loved and show you that you probably have the same type of pe...

Every crossdresser starts out be dressing within their four walls. But the urge to go outside is strong. In this episode I discuss how I began my journey to go out in public and how you can take "baby steps" on your way to a more fulfilling life.

Pride Month has come and gone for this year. It was great to see so many people out and proud, being themselves. But do some people take it a little too far in their appearance and flamboyant dress? In this episode I ask which is better for representing ourselves, being loud and proud or more subdued and everyday.

Everyone has regrets. In this episode I talk about some of my regrets I have regarding my crossdressing - from missed opportunities to dress more over the years to people I wish I would have come out to in the past.