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Amber Academy, Series XX: Secret Sissies Desperate To Stay That Way

I have always been encouraging when it somes to sissies and cross dressers wearing panties to work. I’m also a huge fan of you little sluts sliding in a pussy plug in so you can grind at your desk like a sexy bitch! But I’d be lying if I said that secret sissies don’t . . . → Read More: Amber Academy, Series XX: Secret Sissies Desperate To Stay That Way

Amber Academy, Series XX: Beautiful Fall Eye Make-Up Makeover

The eyes are the first thing you see on a person. If someone’s tired or upset, happy or excited…the eyes have it! So why not try something new and fabulously feminine this season and give yourself a little fall eye make-up makeover?

Little Changes, Big Impact

The day I tried a colored mascara, it . . . → Read More: Amber Academy, Series XX: Beautiful Fall Eye Make-Up Makeover

Amber Academy, Series XX: Fuck Post-Labor Day Rules….Make Fashion Your Bitch!

So there’s an age-old ‘rule’ that floats around every year about wearing white after Labor Day. This fashion ‘faux-pas’ is more of an old-thinking, snooty belief than an actual rule. There’s no doubt that white fashion looks crisp and fresh against summer-kissed skin. Aaaaand everyone can wear it well in some form or fashion. . . . → Read More: Amber Academy, Series XX: Fuck Post-Labor Day Rules….Make Fashion Your Bitch!

Amber Academy, Series XIX: Fall Is Calling

Next week starts a brand new Fall Series…..the 20th Amber Academy, if you can believe it! It’s my favorite season ever, and will be my first Fall in Las Vegas, so I’m doubly excited!

When I came to LDW in early 2014 and took a tour of all the other Mistress . . . → Read More: Amber Academy, Series XIX: Fall Is Calling

Amber Academy, Series XIX: The Other Side Of The Sissy/Cross Dresser Cuckold Life

Wanting To Be A Cuckold? Let Me Give It To You Straight.

If you’re a sissy or crossdresser with a wife or girlfriend, many of them ‘know’ even if you think she doesn’t. She may have never found your secret stash of girly clothes, but she’s not clueless. Sometimes, a wife won’t know how to . . . → Read More: Amber Academy, Series XIX: The Other Side Of The Sissy/Cross Dresser Cuckold Life

Amber Academy, Series XIX: Thinking Of Purging Your Pretty Things? Read This First.

A long time caller recently told me something that he remembers me saying way back when we first started having sessions. He told me he took it to heart and has made it a practice in his feminine journey. The subject was purging feminine clothes, a practice that I am firmly against.

Purging . . . → Read More: Amber Academy, Series XIX: Thinking Of Purging Your Pretty Things? Read This First.

Amber Academy, Series XIX: Feminine Eyebrows For A More Feminine Face

Eyebrows make a statement and can be your best friend or worst enemy. They make eyeshadow, liner and lashes pop, and will give you a polished look. So don’t ignore eyebrows in your quest for feminization. It won’t matter what you’re wearing or how expertly your makeup is applied if your brows are all . . . → Read More: Amber Academy, Series XIX: Feminine Eyebrows For A More Feminine Face

Call Confessions: Nikki The Cockslut Bride And The Room Of Groomsmen

Nikki called me dressed all in white, looking demure but ready for filth. Taking my Sissy Wedding Fantasy post to heart, she came to me as a bride and could not wait for her cock. And oh, there was cock to be had. Eight inches were waiting to consummate that wedding night fantasy, to . . . → Read More: Call Confessions: Nikki The Cockslut Bride And The Room Of Groomsmen

Amber Academy, Series XIX: Sissy Wedding Fantasy

Back when I lived in Portland, my friend and I went wedding dress shopping once. I lied to the clerk at the bridal place and said that I was getting married just so I could try on dreeses. Of course I felt like an absolute princess. That clerk fawned all over me and found . . . → Read More: Amber Academy, Series XIX: Sissy Wedding Fantasy

Amber Academy, Series XIX: Summer Make-Up Check-Up

I’ll admit it. I’m a make-up freak. And ever since I started subscribing to a make-up sample delivery service every month, it just feeds my addiction. I love trying new brands and blends and end up buying full sizes of the things I adore. But I’ve got a shit ton of full size liners, . . . → Read More: Amber Academy, Series XIX: Summer Make-Up Check-Up