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Amber Academy–Series I: Purging and The Feminine Closet

If you are a sissy or a crossdresser, you have likely amassed some key pieces of lingerie, favorite feminine outfits and fashion accessories throughout your journey. These are things that make you feel beautiful, whole and free. But what happens when you are struggling with deep seated guilt, shame or embarrassment about your crossdressing . . . → Read More: Amber Academy–Series I: Purging and The Feminine Closet

Amber Academy–Series I: The Assumptions That Others Make About Sissies and Crossdressers

I was wanting to take a bit of a break from the girly stuff to talk a little about sexuality this week. It’s a funny thing, sexuality. It can change and evolve, shifting through life changes and experience. Who you were in adolescence and young adulthood can vary widely over the course of a . . . → Read More: Amber Academy–Series I: The Assumptions That Others Make About Sissies and Crossdressers

Amber Academy–Series I: Finding a Feminine Guide

Hello, ladies! I hope all of you had a lovely Fourth of July.

Today, it should be no surprise that I want to talk about women. When don’t I? But I’m not referring to the women you are all transforming into. No, I mean any strong female presence in your life, whether real or . . . → Read More: Amber Academy–Series I: Finding a Feminine Guide

Amber Academy–Series I: Becoming An Undercover Sissy

By now, we have talked about purchasing bras, panties and stockings for your sissy lifestyle. This sexy trifecta is the foundation of every completed daily makeover. You start with underthings, and you build from there, every time. You can never have enough bras, panties and stockings. Eventually, you will reach for them without thinking. . . . → Read More: Amber Academy–Series I: Becoming An Undercover Sissy

Amber Academy–Series I: Amber Talks Hosiery

There’s nothing like a great pair of legs.

My history with lady stockings….

I remember being small and sneaking into my mother’s dresser drawers to play with stockings. I saw them regularly growing up, as they would drip dry in the bathroom after handwashing. My mom didn’t have all the pretty things we do . . . → Read More: Amber Academy–Series I: Amber Talks Hosiery

Amber Academy–Series I: Putting Your New Bra (And Panties) To Use

Hello, ladies!

Last week, I talked about going out in public and engaging a store clerk for a bra fitting. I sincerely hope you purchased a little something and now have a sexy pair of panties (at least one!) with a bra that you can call yours.

Don’t hide your frills, sissy girl!

When . . . → Read More: Amber Academy–Series I: Putting Your New Bra (And Panties) To Use

Amber Academy–Series I: Making Your First Bra Purchase Something To Remember

Last week, I promised a little fun and I meant it! For weeks, you’ve heard me talk about your inner self. By this, I mean that you must build the home before you decorate it. The foundation is the most important part of any establishment that is meant to last, and your journey is . . . → Read More: Amber Academy–Series I: Making Your First Bra Purchase Something To Remember

Amber Academy–Series I: The Road To Feminization

While no one is a stranger to the twists and turns on the journey of life, it is important to remember that the road to feminization can be just as varied, with ebbs and flows of it’s own. The truth is, women are complicated creatures for real, and not just to back up all . . . → Read More: Amber Academy–Series I: The Road To Feminization

Amber Academy–Series I: Baby Steps For Sissy Progress II

Last week, I had you thinking about the elegant women in classic film and television shows that were soft, but also smart, strong and confident. The entire purpose of this was to remember their grace, and keep it in mind on your sissy journey.

Do some people watching today, and you will notice that . . . → Read More: Amber Academy–Series I: Baby Steps For Sissy Progress II

Amber Academy–Series I: Baby Steps For Sissy Progress I

Becoming a sissy is a special process that combines the look and feel of beauty with the inner softness that you are cultivating every day. Maybe it’s always been a part of you, but you are unsure of how to begin. Sometimes, a Mistress is needed to guide you, and that’s what I’ve tried . . . → Read More: Amber Academy–Series I: Baby Steps For Sissy Progress I