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 a woman.
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
P.S. If you liked this article, you will love my FREE Male to Female Transformation Mini Course.
Gracias por tus consejos,
I agree with all of the above wholeheartedly –
There is a time and a place for all of the above – but out and about is not the place or the time for the over made up / too high heels / not fitting clothing.
I dress because I love women – I love the way they look, smell, dress, and behave – The last thing I want to do when dressed is look like a guy in drag with too high of heels, inappropriate makeup / clothing / etc… I want to blend and pass as much as possible.
I have signed up to a couple of your programs and I think they have helped tremendously, I have a big nose and I would like to try to reduce the appearance.
Anybody have any tips?
My nose was too big for the picture size lol
Contouring may be the solution Lexi
I think the one other ‘rule’ would be to dress your age (or, to use the form of the article, never dress too young or too old). I think loads of crossdressers or trans women struggle with this, particularly in the early stages – I know I did and sometimes still do! It’s that boob-tube, exposed midriff with belly button ring and a denim miniskirt on a 50+ year old thing – unless you’re going for a fancy dress vibe or you just don’t give a damn, IMO it generally just doesn’t look age-appropriate on any woman, trans or otherwise.
You look fantastic in you dress !
I have noticed that most cis women do not dress the way I dress. I tend to be a little excessive. I suppose I may have a supermodel fantasy I want to live, but I know its not practical to dress fancy everyday.
Carmella be the supermodel you desire you have the looks dear ~ dana
Lucille,
Once again you have provided great advice. In January, I was shopping at Macy’s. There was young Cross dresser in the mall. She was wearing shredded jeans, 5 inch heels, too much make-up and struggling to walk.
My heart went out to her, but I struggled with trying to help. I am so thankful for your site and the advice you provide not only to us trans ladies, but all who want to find their femininity.
Great tips.
As always have fun dressing
Barbara Jane
Thats a very fashionable look Barbara Jane ! I always enjoy seeing confident and happy mtf ~ dana
Good morning Lucille .. I agree with you. I think lipstick choices and over doing makeup is one of my flaws..
What do you think ? Is my makeup too much ?
Your makeup doesn’t look that bad but in my opinion your eyebrows should be a little thiner.
Looking at you Morgan, I would say you have no worries, if I looked as good as you I wouldn’t lack the confidence to be seen whatever my fashion choice at the time, of course it’s different for all of us, but at over 50 I do try to dress age appropriate, without being dowdy, and I do get quite a few friendly smiles so that helps a lot with my own attitude, I smile and laugh a lot especially in conversation it’s just me, I tend to make full eye contact without staring, and I think that helps my presentation too.
It’s funny sometimes even in male mode which I have to adopt at work I am sometimes read as a woman rather than a man by guy’s, and there is nothing feminine about my uniform, also even clean shaven I still show some stubble if not wearing a concealer, and even that doesn’t seem to make a difference, I wonder what it is?, do I unconsciously project girl all of the time regardless of what I’m wearing….
Maybe someone out there has a similar experience to share I would love to hear from you if you do.
Love Jay
I do have similar experience. Except when I presented as a male, I was often perceived as gay. Men would ask me out. Now, women seem to be perplexed whether to refer to me as ma’am or sir. They usually pick sir. I’m mostly ignored in public and men hardly ever talk to me any more. Dogs used to like me, now they want to bite me. Oh well. Thanks Jay, for your complimentary support.
Hi again Morgan
I think the dog thing is probably that they are picking up on your nervousness, our canine friends are very sensitive that way, I hope it wasn’t your own pet, sometimes if you look or smell different it does confuse them, also dog’s like to be able to see your eyes, so if you suddenly start wearing glasses or shades they can again become confused and worried
Like a lot of things in life, it’s mainly about confidence, I have taken some time to build my own, but once you get comfortable in public it changes everything, I haven’t ventured out in a skirt yet, but my clothes off duty are all feminine, my trousers and shorts are form fitting, I usually don’t have a front zip, most of my favourite trousers fasten at the side or else they are just pull on jegging’s, I wear very pretty often floral blouses, I do tend to avoid strappy tops but that’s just because I don’t have the development to carry them off yet, when my girls are big enough I will celebrate them!
I also find being open in your body language and making good eye contact and smiling when you are approaching someone to talk to them breaks down the wall, and especially in the case of talking to another woman usually returns the smile, most people in this world are actually decent human beings, and because of the vocal minority with their bigoted uniformed worthless opinions, we can often lose sight of this fact, in truth most of these people are cowards at heart and wouldn’t dream of saying the things they say with apparent anonymity online to someone’s face, which is probably a good thing, since women are more than a match for men, as cross dressers or trans people we know this fact better than most!
Be bold, beautiful and confident, and that is what the world will see, I was called my love several times at work just the other day, I wasn’t in my own clothes but my work uniform, which isn’t by any stretch of the imagination feminine, even on a cis woman, I didn’t have any makeup on, yet I was repeatedly identified by my customers at close range, obviously when I say close range, I still mean socially distanced as female, it’s more about mental attitude and body language cues, be a Woman, and people see a Woman…Jay