Many girls wonder what they need to get started with their crossdressing wardrobe. I’m here to give you a few ideas. Not how I started, but more so on where you might take those first steps as a beginner who’s hooked on the thrill of crossdressing.

I would look to begin, regarding the wardrobe worn on the exterior, with a little black dress (a girl’s essential) and a pair of black ankle strapped closed-toe pumps which could also be dressed up with other dresses or down with jeans.

Speaking of jeans, purchase a dark-washed pair of jeans. As dark as you can possibly find – why, you ask? Because dark colored jeans never seem to go out of style, and they just have a very classy look to them. Make sure they are extremely tapered at the bottom of your legs and come with plenty of spandex or elastane for the stretch and fit factor. Also, try to find a high-waisted jean, which is long enough at the bottom to roll up a notch or two for another optional, sexy look. The high-waisted jeans, which are getting harder and harder to find, are the ones that will enhance your figure, especially when wearing butt or hip pads underneath.

You’ll want have on hand both a white girly top/blouse and a black one as well, which have a design to them so they can be dressed-up with skirts or dressed-down with jeans or shorts. They work best if solid in color so as to make them as versatile as possible.

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A plaid pencil skirt, slightly above the knee is essential to any lady’s wardrobe. Most of the time, these skirts are to be paired with a black or white top, jet black hose, and those black ankle strapped pumps noted above.

For your first selection of fall and winter clothing as a girl, I would suggest a black wool skater skirt worn with black opaque tights. This type skirt and these tights can hide a myriad of flaws you may have in your legs or midsection. Pair the above two essentials with a firm fitting turtleneck or crew neck top, and then try to find a wide elastic belt to complete the look and add to the curves! As far as pairing footwear in the winter with this style of outfit, it’s hard to beat a black suede pair of ankle booties. They are not only cute and sexy; they are also comfy and easy to walk in!

Two last items to add to the essentials in the beginning are a button up top – preferably solid white or black with or without polka dots. This type of top can be dressed up with any type of skirt or dressed down with jeans or slacks. And speaking of slacks, a pair of nice fitting solid black slacks with tapered legs narrowing at the bottom would be the last of the essential items I would add to the beginnings of a cute, classy, and pretty new wardrobe.

I won’t be addressing underwear or panties in this article. I will tell you once you get hooked on your favorite style and brand name of panties, you won’t be able to stop buying them! Panties are highly addictive and so comfortable when compared to men’s underwear! I haven’t worn a pair of men’s underwear in over eight years! My two favorite brands are Ellen Tracy and Vince Camuto.  

Well girls, that’s my suggestions for the essentials in building a beginning wardrobe. I’m sure you have plenty of questions regarding this topic or other wardrobe help needs in general. If you have any questions, please feel free to send them to me in a private message!


Love y’all! XOXOXO Scarlett


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I love the thrill of cross dressing and based on the CDH girls' comments in response to my posted photos, I must be pretty good at exploring the feminine side of myself. I find it sexy, sensual, exciting, challenging, and ever changing. I'm so very blessed now to have as much money as I want to spend on Scarlett and can now, for the very first time in fifteen years, actually purchase dresses, tops, and skirts while shopping with my wife! I never thought that would ever come to fruition! I can now store all of Scarlett's things in our huge dream home when just a short period of time ago, it would all have to be kept in a temperature controlled storage unit. I love Crossdresser Heaven and know it's the classiest and most tasteful cross dressing site on line. All the girls are full of support and encouragement and if folks come to the site with alternative motives which aren't in line with our founder’s rules and regulations, they are quickly deleted from our site. Vanessa Law, our founder, keeps this site classy at all times. She has much help from her Ambassadors, Chat Room Monitors, Photo Monitors, Article Editors, and many more personnel to keep this site classy, encouraging, and supportive.
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Nicole Dalton
Nicole Dalton
4 years ago

Great ideas Scarlett!

Yael Lyons
Active Member
4 years ago

Thank you for the post Scarlett,

All I can say is Wow. That is a lot of great information.

By the way that is a great outfit.


Yael Lyons
Active Member
4 years ago
Reply to  Scarlett398

No worries dear. It is good to hear from you.

Paula Sullivan
Active Member
4 years ago

Thanks for the tips Scarlet! You are a very beautiful woman!

Would love your thoughts, please comment.x
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