Jennifer's Tale: My Life as a Crossdresser

One day while I was out as Jennifer wearing a low-cut top and fairly short skirt, I started wondering if how I dressed was a disservice for real women. Am I demeaning women if I dress sexy or somewhat slutty? This question turned into a discussion with a female friend of mine - as well as this episode!

Most crossdressers would say that having boobs is one of the important parts of their dressing. I think most biological women would agree that their breasts are symbols of the power they have in a male-dominated world. For me, having boobs when I go out as Jennifer is both a turn-on and important to have and show. Hear me discuss why this is and more in this episode.

Guts, intestinal fortitude, courage - it takes a lot of all these for a crossdresser to get dolled up and go out in public. Even veteran girls have times when they feel frightened when going out. In this episode, I talk about what I do to chase these fears away and enjoy being out in the world as Jennifer.

Do you ever wonder what I think about when I'm out as Jennifer? In this episode I discuss a couple of random topics I thought about recently while I was enjoying a girl day.

So you're finally ready to leave your home all dressed up en femme for the first time. Where do you go? What are some good locations to venture out to and experience being out as your feminine self and not be afraid? Here are some places I enjoy going and other ideas to make those times out not so frightening.

For many girls out there a wardrobe can be rather limited due to finances or space to store it. What are essential items to have in your closet if you can't have 20 pair of shoes, 50 dresses and 75 outfits? I give you some ideas and tips of what are must-haves in this episode.

The eyes are the windows to the soul, and for most people making eye contact is one of the first things they do when meeting you. In this episode, I talk about why getting your eye makeup on point is important to your overall appearance and one of my top things to do when dressing.

Many people suffer from an addiction, whether it be smoking, alcohol or drugs. Could crossdressing be considered an addiction? In this episode I take a look at addiction and debate if the desire to dress as a woman can be looked at as an addiction or not.

Many crossdressers who don't have the opportunity to dress are always looking for a way to feel feminine. Getting a pedicure - even as a guy - is a great way to indulge yourself, feel feminine and not have to worry about what others think. Hear me discuss why this is a great option!

Many years ago I had a girlfriend who helped encourage my crossdressing along with my desire to be out in public. Hear a story about a time when we went out on a journey, my apprehension to do so and the lesson I learned from this adventure.