
If you enjoy crossdressing or embracing your feminine side as a transgender woman, you probably love the feeling of being all dolled up!
There are endless options for expressing your feminine style – whether your look is girly girl, classic, bombshell, or something entirely unique.
That said, there are definitely a few items that should be on your DO NOT WEAR list.
Whether you dress as a woman full time or just occasionally, here are 7 things not to wear when presenting yourself as female.
1. A Too-Short Skirt That Rides Up

Most crossdressers and transgender women have gorgeous legs that look amazing in short skirts and dresses.
But if your skirt is so short that you have to constantly tug to keep it from riding up, it’s a definite NO. There’s nothing more distracting than seeing an otherwise attractive woman struggling with her clothes.
2. A Poor Quality Wig
Your hair is one of the first things people notice about you. If you wear a cheap or worn-out looking wig, you’ll likely attract the wrong kind of attention.
To avoid this, invest in a high-quality wig and take good care of it. This way, you can ensure that you always make a positive impression with your hair.
3. Ill-Fitting Undies
Ill-fitting bras and panties aren’t just uncomfortable; they can create unsightly bulges and wrinkles under your clothes. Who wants that?
Believe it or not, about 80% of women wear the wrong bra size. So, there’s a good chance you might be wearing an ill-fitting bra too.
But don’t worry, you can find your proper bra size with some helpful tips. Check out this article for guidance: How to Find Your MTF Bra Size (Transgender/Crossdressing Tips).
4. Too Much Perfume
The perfect perfume can make you feel irresistibly feminine, but it shouldn’t be so strong that it becomes overpowering to others.
A simple rule of thumb is to apply 2 spritzes to 1-2 areas of your body, like your wrists and neck – never exceeding a total of 5 spritzes.
5. Shoes You Can’t Walk In
Sexy stilettos are a surefire way to look and feel gorgeous – but only if you can walk in them! If you have trouble walking in heels, try these tips:
- Stick with heels 3” or lower
- Wear shoes with thicker heels (skinny heels are much harder to balance in)
- Avoid thick platforms
6. Too Much Makeup
When it comes to makeup, less is more. A soft, natural look is always more feminine and flattering than overdoing it.
Still struggling with your makeup skills? Sign up for my free Male to Female Makeup Mini Course to learn the basics.
7. Worn Out Clothes or Accessories
It’s hard to feel like a poised and polished woman in scuffed shoes or a stretched out bra.
Take a good look at your clothes, undies, and accessories and either repair, donate, or toss anything past its prime.
In conclusion
While I’m not a big believer in fashion rules, I think we can all agree that these items do nothing to enhance your feminine image.
So what do you think of my list? Is there anything else you would add? I’d love to hear from you, so please share in the comments below!
Love,
Lucille
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Thanks a million for these 7 tips. I’m literally gonna go home and begin using them.
Hi and welcome,
I strongly agree with opinions and terms of what and how to wear, as described above.
The lessions, which helped me at most, were the “meditations ‘Unlesh your inner woman'”.
Beeing and feeling nice and appreciate ourselves come from inside.
Maybe on the stage of garage theatre the worn outfit It’s enough for most people, but for me it is not acceptable.
The image, my posture, was taken on the way to a bar on an occasional weekend.
Thank you Lucille for all your blogs, teaching, emails and your live kindness.
Wishing you all s nice weekend
Emese
Hello Lucille
Your list put finger on wright things, And for me talking about hight heels that are too hight is perfect. My highest heels ( i have 6 pairs) are 3 and a half inches and it is ok for me. I know that very hight heels are very sexy but I’m not sexy when I fall on my buttocks. There a so many ways to look feminine and femme and nice wigs also are very important. It.s such a great journey wanting to be a cute femme.
This picture is a five years old. I am a transexual and live full time as a women. Last year I purchased new glasses from the womens section and they were basicly androgious. This was a mistake I corrected this year. (I don’t have a recent picture.) If your seeking to pass as much as possible find a pair that a male would not wear. Just a suggestion and maybe Lucille can so do and don’t in the future.
The priority for me is to at least try to get a feminine figure. That means watching my weight and wearing firm underwear. Even pregnant women can look pretty but fat blokes, not a chance.
Second is to wear age appropriate outfits. The phrase “Mutton dressed as lamb” applies even more to crossdressers than real women. The best/worst example is the ‘overweight rugby player’ in a schoolgirl’s blouse and skirt. Do they honestly think that works?
Just beginning my journey
Bonjour,
Mes sincères remerciements pour tes suggestions qui sont cruciales.
Mais à mon simple avis, il faut bien choisir bonne apparence féminine qui se fond dans la masse. Toute fois il faut faire très attention à son langage corporel: comment marcher, s’asseoir, faire bouger ses mains, son regard…..
Cela est très important surtout pour celles qui vivent 24h/7 FEMME.
Moi je passais beaucoup de temps à observer et à corriger les erreurs de mon langage corporel.
Je crois qu’il faut faire sortir sa féminité de l’inconscient au conscient et vis- versa.
Merci beaucoup pour votre soutien et vos suggestions si utiles durant toutes ces années.
Cordialement
Sophia
Is this okay?
why your picture is side ways? unable to rotate it.
Yes it is.