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.
Lucille,
As always great tips. Being a mature crossdresser I had to learn the hard way what not to wear. It has been my experience over the years that if you truly want to pass as a female, test your fashion, makeup and look at the local mall. Women look at women more than men. If you look good, they will smile with a “nice look or cute outfit” smile and even a comment. You passed. If you are over the top, not blending in or dressing you age, you will get the side glare, the quick discussed take or the wait until they walk by and over the shoulder glare. You have been “made” and failed the test. Great comments on this page about too much make-up. In most cases, less is more. If you need concealer makeup for a heavy beard, OK…but don’t be wearing night club eye shadow for a normal day of shopping. Last, buy quality fashion that fits your figure. Know your true bra size. If you should be a 38-B do not try to pass as a 40-D. Classy dressers blend in, and don’t stand out.
I just had a great weekend shopping. The big test is the perfume counter as Macy’s. Those girls look you over.
Have fun dressing
Barbara
You also need to include wearing the wrong coloured shoes with your tights (pantyhose). A general rule of thumb is: make sure your shoes are the same colour or darker than your tights.
It is possible to bend this rule depending on the outfit but you have to be very careful doing so.
help me please to know lf I look as girly girl, classic, bombshell, or something else ; and also to know If I wear some of the few items ( 7 things ) , we should never wear when we presenting ourself as a women.
You look so pretty!
I think you’re adorable just like that.
Dear Lucille,
I fully agree with your recommendations! I’m following these logical ”7 rules” for years, I’ve never had any negative comments!
Lots of love,
Anne
Number 1: I still try to dress sexy but I am a mature woman and the shortest skirts and dresses I wear are about 3 inches above my knees. But it is no fun if I dress my age totally so sometimes I cheat a little.
#2 I do not wear wigs anymore unless its part of a costume. I have grown my own hair out now that I have been living as a woman but a cheap wig can ruin a girl’s image and appearance.
#3 I wear undies that fit me. Bras, panties, garter belts or corset/cinchers with garters and hose are my everyday wear under my dresses. I shop at women’s boutiques for my items.
#4 I use light squirts of my perfumes; either Giorgio or WOMAN combined with my squirt on female pheromones to give me the scent of a woman.
#5 I wear heels everyday but my normal shoe is 3 inch ankle strap sandals. I do have a couple of pair of 4 inch heels but due to low back injuries they kill my lower back so I do not wear them for very long and just on special occasions. I am 5’8″ barefoot and my husband is a bit over 6’1″ so I am still shorter than him even when I’m in heels
#6 I am more like an everyday cis woman and not a drag queen and do just want to blend in and have those that see me think I am a real and natural woman. I wear just enough makeup to do the job but lipstick is always a must!
#7 I wear dresses or skirts and blouses daily and do wear heels. I was born male but I am a man’s wife and a housewife. I must keep up my image as a wife and look good.
Yes I practice all 7.
thanks
WOW! Those tips are so simple, yet so perfectly right! I smugly say that I usually act in accordance with them. We-e-e-l-l-l, with some rare occasional exceptions, maybe. Luckily, as far as fashion goes, my town is so forgiving. One can wear almost anything and get away with it. Fancy at a casual affair; casual at a fancy affair, ya can get spoiled, sloppy even if ya don’t watch it.
I try to go really easy on makeup; sometimes even almost nothing still works ok. Many of the older women I encounter do the same. About perfume, one practical technique is to spray a mist of subtle scent into the air, then meander through it. This usually leaves a modest aroma rather than that poisonous miasma that an overdose can create.
A ditto on beware of any kind of presentation which screams out: TRANS. Unless it’s one of those occasions when you want to make a point.
Lucille: You forgot, “Dress appropriately for you age”, or at least close to it. A 60 something looks out of place, or maybe just wrong, if dressed in club wear that a 20 something. I’m 67 and in reasonably good shape. I wear heels around 2″ high. (I am 6’4″). Skirts an inch or two above the knee, and a modestly cut blouse. A good wig, soon my own hair will be long enough to be reasonably styled. I go out at least one day a week, and while I know that people “make me”, I don’t let it bother me. After all, Sandy is the real me. Hugs to all, Sandy
I totally agree with you as another tg woman past retirement age. If I should pass at all, it would only be as the older woman that I truly am. No point in trying to look like a younger woman, an idea that applies to both cis- and trans- alike. If I’m Sylvia, then I’m her with all the experiences of my life behind me. That’s my identity, and I don’t care to change it.