28 episodes

If you're a crossdresser please join me as I journey through my life - my thoughts, feelings, experiences and more - as I try to figure out why I'm this way, why I'm okay with who I am and why I enjoy spending time as Jennifer!

Jennifer's Tale: My Life as a Crossdresser Jennifer

    • Society & Culture
    • 5.0 • 2 Ratings

If you're a crossdresser please join me as I journey through my life - my thoughts, feelings, experiences and more - as I try to figure out why I'm this way, why I'm okay with who I am and why I enjoy spending time as Jennifer!

    Episode 28 Dare to Wear vs Don't Care

    Episode 28 Dare to Wear vs Don't Care

    Fancy dress vs casual? Revealing vs everyday? From day to day my mood tends to determine what I want to wear as Jennifer. In this episode I talk about the reasons why I dress like I do as well as why sometimes casual is better than sexy.

    • 6 min
    Episode 27 Thank You Sir

    Episode 27 Thank You Sir

    On a recent excursion I was identified as "Sir" despite looking like a woman. In this episode I talk about this experience, how it made me feel and what I (or you) can do if this happens to you.

    • 11 min
    Episode 26 The Great Depression

    Episode 26 The Great Depression

    Many crossdressers have times when they don't have the chance to dress. In fact this happened to this recently. In this episode I talk about how depression can set in when you don't have a chance to express your feminine side and tips to help you make it through.

    • 7 min
    Episode 25 The Benefits of Coming Out

    Episode 25 The Benefits of Coming Out

    A few years ago I decided to let certain friends and family members know about my crossdressing and my feminine side. I wanted to be honest with people I knew and cared about. In this episode I talk about how doing this benefitted me, made me feel better about myself and improved my outlook on who I am.

    • 11 min
    Episode 24 My Dear Friend

    Episode 24 My Dear Friend

    During Covid I started my Facebook page and began reaching out to other girls in hopes of making friends. Here's the story of one such friend and how she has helped me with advice, compassion and most of all helped me come out of my shell.

    • 11 min
    Episode 23 Leading Two Lives

    Episode 23 Leading Two Lives

    Most crossdressers lead two lives - their normal male life and their feminine one they keep secret. It can be really tough to keep your secret safe and hidden from friends and family. In this episode I talk about how I have managed to have two lives and what you can do to make things easier.

    • 8 min

Customer Reviews

5.0 out of 5
2 Ratings

2 Ratings

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