Jennifer's Tale: My Life as a Crossdresser

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 people in your life.

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.

If you're like me and have a wife or girlfriend, it can be really tough to discuss your crossdressing, feelings and thoughts with them. In this episode I talk to the wives and significant others out there and try to help you tell them how much you appreciate them.

If you follow me on social media you may know that Jennifer's Tale is an audio and video podcast. The video feed (which can be found on Youtube) is a few episodes ahead of the audio feed so I'm going to give my audio listeners an extra episode every week until both feeds sink up! Thanks for listening and hope you enjoy!

Courage comes in all forms. Whether it's courage under fire, standing up to a bully or facing a fear of flying it takes something special to be courageous. But have you ever thought about how courageous it is to be a guy who dresses as a woman? In this episode I remind myself and you how courageous you are!

I've discovered over the years that if you want to get someone talking, ask them about their kids (if they have any) or what they enjoy doing in their free time. I've shared a lot about myself during my podcast. This time around I talk about my hobbies and where my passions lie. Hopefully you will share yours with me!

Sometimes putting words down on paper helps. Whether its a post-it of encouragement to yourself, a note to a friend thanking them for being there for you or a letter to a loved one who has passed on telling them about your feminine side being able to express yourself does wonders. In this episode I talk about letter writing!

Summer is here and while there are benefits of vacation and other things, having your kids home for three months can cut into crossdressing time. What can you do to get some time for your femme self? The title to this episode says it all!

It's a feeling every crossdresser has - being ashamed of who they are and why they have the desire to wear women's clothing. Coping with this can range from guilt to purging. In this episode I discuss how I've dealt with shame and why you shouldn't be afraid of who you are.

Some trans girls don't feel that crossdressers are a part of their "group" for whatever reason - maybe it's because they aren't women 24 hours a day or maybe because they don't have the desire to be a woman full time. But does a crossdresser qualify as a trans individual? Here are my thoughts.

There are times when I realize that, even though I may not be dressed as Jennifer, I'm spending a lot of time thinking about my femme self and girl things. Is there such a thing as not having enough "guy time" or thinking more about your crossdressing than your real life? It's something that many girls have an issue with and I discuss it in this episode.

Are you a crossdresser that keeps your feminine side a secret? Do you have a storage locker or somewhere you keep your makeup and clothes? What would happen if something bad unexpectedly happened? In this episode I talk about planning ahead i case you meet an untimely demise.

For many crossdressers, sensory stimulation is one of the perks of dressing. From the smell of perfume to the gentle pull of dangly earrings, having the sense aroused can be very erotic. IN this episode I talk about my favorite way to stimulate my feminine senses - wearing pantyhose.