
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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the point is your goal in dressing certain way for an occasion. I am pro show more skin, forget the undies and smell good. make sure you catch someone staring at you. you may get lucky
Two additions:
Clothing that is not age appropriate, or downright cartoonish. I have seen other CDs with outfits that are over-the-top little girl (think poofy shoulders, micro skirt and petticoats) in public places.
Also, overly exaggerated breast forms. There are just not many GG ladies in the real world.
I would never tell anyone not to be themselves, but sometimes our crowd can attract the wrong kind of impression.
Thank you for all your love!
There are no rules in dressing as long as it serve my purpose for the occasion. it is about marketing myself to a willing bidder.
Hi all – I agree with all of Lucille’s points for sure. The key for me is just to try and blend in as any other woman you see in public. Here in Texas the women wear a lot of sundresses since it’s so hot! I love that look as well. Here I am the other day! Suzy
Here is the photo I mentioned. Not sure why it was t attached on my last email.
Stay wonderful
Hi, in this blog, you suggested to wear a quality wig. Can you tell me more on quality please? Is synthetic wig can be or just natural hair? How much should spend to have an excellent wig?
Thanks
Hi Laura! You can definitely find high quality synthetic wigs, which are less expensive than human hair wigs. You can find decent wigs starting at $50+, though the highest quality wigs can run as high as $200-$400.
Agree completely with the seven things you should never wear.
Thanks
Hi: I agree totally. I’ve have lived as a woman full time since 1995. Two years ago, I had my vaginoplasty. Those 10 steps are important girls take note!
I will only comment on the pants. We threw pants like these in the trash. As far as we were concerned they made a person look like trash. So do the short ugly short trashy stringy shorts.