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. You will step into them and wear them without a second thought.
My goal for you is to feel less and less like you are dressing up and more like you are just dressing. It takes time to get used to anything, and this is no exception. But this entry is about a mindset that I want to get you thinking about.
What is an ‘undercover sissy’?
It probably sounds sneaky, and I guess it is. Now what’s under your clothes is your business, of course. Most crossdressers and sissies prefer to remain discreet. It might be easier to stay low-key to avoid issues with family, friends or in the workplace this way and I understand that. I have no interest in disrupting your life. But it is your life, and you deserve to be happy. If you’ve been following Amber Academy from the beginning, that’s not an coincidence or accident. You return to me because you’re choosing to listen. I’m speaking your language.
And I realize that some of you are already wearing lingerie under your male clothes. I’m talking to all of you at once but you’re all at very different stages. For the sake of those just coming into this, I will always talk as if it’s a new thing. And what I’m saying is that you can and should be wearing feminine underthings under your male clothes. This isn’t about being gay, straight or bisexual. It’s about feeling amazing everyday. It’s about realizing that no matter how you are required to look on the outside, you’re still you underneath. Your mind never forgets who you are, of course. But being an undercover sissy is a tangible reminder and helps you transition psychologically. It doesn’t matter if you are a math tutor or a mechanic, a doctor or a drummer in a band. If you’re a frilly sissy and crave panties or hosiery under your dress slacks, go for it. Wearing a bra might cause others to know your business, but it’s about what you want. If you just don’t care what people say, work it! Just don’t miss one more day of that soft, sexy fabric or the feel of beauty on your skin. Let it be your secret. Don’t be afraid to want it. Who will know….unless you tell them?
Your secret is safe with me!
I agree! I love wearing bras/boy shorts/ corsets/ sheath dresses/nylons/yoga pants girls turtle neck sweaters/slips/girls tank tops/pumps/ankle boots as well as perfumes/lipstick/lotions to keep my skin soft and smooth. I get waxed monthly and after seeing myself in dress/ pumps I have the legs for it. I look better in women’s clothes then I do in guy clothes. Just the soft silky satin against my soft smooth hairless skin is to hard to resist. Id love to meet women into dressing me but scared to. 🙁
You’d be surprised how many women would love to dress you. Not exactly a subject you can bring up to just anyone, though. My suggestion is to consider if you have any female friends that would be discreet about it, that you could talk to. There might be an aspect of embarrassment there, which some men find exciting. A sexy sissy and the strong leading of a woman….that’s a combination I love!
It’s taboo subject. I’m just going to enjoy dressing at my own private time and when I need to get off I can as well as call mistresses any time. It’s not worth ruining friendship over fetish. I’ve been burned before and it’s one of reasons I quit gym as few found out but it’s ok as I have home gym. What I need to do is set day/time budget and time of call to be consistent.it will happen but now is not time.
I love your response. It’s so true. I had a girl I lived with come home early and saw me in my panties and bra. I was soo embarrassed, but ended being fine since I didn’t have to hide it from her.
And that’s how it should be. There’s no reason why you shouldn’t be able to be exactly who you are. Some people are still a bit narrow minded, and it can be frustrating and unfair. Just remember, that’s a problem that they have with themselves. You keep being you, babe!