Last week, I started talking about winterproofing your sissy make-up, and it’s a timely subject because the December cold is ruining pretty, made-up faces. I’m hoping that my tips can help minimize the issues and problems associated with that! Did you miss the beginning of this two-part blog? Check out ‘Winterproofing Your Make-up, Part I’ to catch you up!

The Perfect Canvas
Concealer— Consider using a color correcting concealer (like I was talking about with the moisturizer last week.) In wintertime, you tend to get busy and stressed, which can show on your face in the form of dark circles. Greenish concealers will offset this, as well.
Foundation— Now’s the time to get a little more creamy and a tad heavier than your summer cover. Rich, creamy foundation is a protection from weather. Don’t slather it on, though. Smooth it on in an upward motion so your skin drinks it in.
Powder— I can sing the praises of loose powder all day, but in the winter, it’s just asking for trouble. The same loose powder that clung so beautifully to summer skin and soaked up oil will now settle into areas of your face that winter winds will affect first, giving a dusty and dry appearance. Switch to pressed powder just for winter. It’s a must-have addition for your sissy purse.
A Little Color And Drama For Your Sissy Face
Brows— Some make-up fashionistas rely on their tried and true brow crayons and sticks, but those can be so stark and harsh. Try a tinted brow gel for a softer look.
Shadow— Stay away from powder shadows that will settle in your eye creases. Creamy, finger-blendable shades last longer and look better after a cold day.
Eyeliner— This is a toughie. Sissies and cross dressers love liner because it helps define the eye and adds drama. But liner is a hit and miss. You’re literally going to have to look for quality liners that aren’t too creamy because they’re the biggest culprit behind the dreaded ‘raccoon eyes’.
Mascara— Steer clear of creamy, smeary formulas that can easily streak if the cold air makes your eyes water. Instead, consider waterproof formulas that can withstand snow, rain or wind. Make sure you get a quality make-up remover for your eyes and never tug at the skin when cleaning.
Blush— There’s a time for powder blush, and it’s what most of us know. But I’ve been playing around with cream blush, and while it takes a little practice, it looks more natural because it blends in instead of sitting on the skin.
Lipstick— Always make sure you’re wearing a quality lip balm overnight. Be mindful not to lick your lips alot during the day, and choose moisture rich lip colors as opposed to dry formulas that will look feathery and cracked. You want those moist, kissable lips when you’re out en femme!
Last Words
You may not be able to stop the winter weather from wreaking havoc, but your face doesn’t have to pay the price!


I’m so terrible with makeup. I tried it once and it was a mess. I’ve put lipstick/lotions and the layered it with perfume/mist. I had lipstick on only to wake up with it on my pillow. With people always stopping by I put it in wash to rid the lipstick. I feel that wearing bra/panty/slip to bed is good as it reminds me that I am a cream puff. Can you wear makeup/lipstick to bed?
You can, but I HIGHLY discourage the practice. It’s horrible for your skin, it can stain your sheets, it’s not comfortable….just don’t do it. Bad idea.
Ms. Amber, you were dead on with the info in this post. It took me a few applications to get used to using cream makeup formulas. Especially for those of us with oilier skins, we tend to gravitate toward powders. The natural look of creams in the colder months is wonderful. I have learned to start light and layer.
Make-up is definitely an art, and it can take awhile to get the hang of it…..even for us ‘natural-borns’.