You are never too young or too old to be your best female self.
But what does that mean when it comes to dressing age appropriately as a transgender woman or crossdresser?
We’ve all seen older women dressed like teenagers… and the attention they attract usually isn’t positive.
Does that mean you have to dress like an old frump after a certain age?
I believe most of the “dress for your age” rules are silly and outdated…
That said, there ARE some guidelines worth keeping in mind.
In this blog post, I share tips on how to look classy and feminine at every age.
Your 20s or Younger
20s: Transgender style inspiration
20s: Transgender style tips
- Your 20s are a time to play with trends and be adventurous. You’re still discovering your style, so take risks and have fun!
- You’re not a kid anymore, so avoid adolescent details like glitter, rhinestones, or cartoony prints.
- You can get away with short skirts and body-baring styles, but be careful not to cross the line from sexy to slutty. Good taste is a fashion DO at any age.
30s: Transgender style inspiration
30s: Transgender style tips
- Your 30s are the time to start adding a touch of sophistication to your look.
- You can still have fun, but it’s time to uplevel your look by dressing less casually than you did in your 20s.
- This is the perfect time to start building a wardrobe of classics while continuing to play with trendy items.
40s: Transgender style inspiration
40s: Transgender style tips
- This is the age to start thinking about dressing in more tailored styles. Consider classic, clean shapes in bold colors or prints for added impact.
- Go for simplicity rather than complicated details. From now on, your look should be clean, classy and sophisticated.
- There’s no reason to turn down your sex appeal once you hit 40. But instead of baring it all, show off one part of your body and keep the rest covered.
50s: Transgender style inspiration
50s: Transgender style tips
- Now’s the time to start highlighting your face instead of your body. (Though if you have a body like Candis Cayne, throw this rule out the window!)
- It’s especially important to wear clothes that fit well. Choose tailored styles that skim your body instead of clinging.
- As you get older, your clothes should get simpler. But simple doesn’t have to mean boring! Accessorize with bold jewelry, gorgeous bags, and great shoes.
Your 60s and Beyond
60s+: Transgender style inspiration
60s+: Transgender style tips
- By now you know yourself well and are past trying to look like a 30-year-old.
- Much like a woman in her 50s, it’s best to stick to the classics, with lots of interesting jewelry and other accessories to liven up your face and wardrobe.
- Invest in good quality shoes, handbags, and jewelry so you can enjoy them through this decade and beyond.
- No matter how far past 60 you are, you NEVER have to dress in frumpy old lady clothes!
NOW is the Perfect Time to Be Your Best Female Self!
The most important thing to know is that you can look beautiful and feminine at any age. NOW is the perfect time to be your best female self, so let’s celebrate your journey!
On that note, I’d love to hear from you…
Which decade are you in and what do you LOVE most about being your current age?
Please take my poll and share in the comments below!
P.S. If you liked this article, you will LOVE my free 3-part Male to Female Makeover Course.
OMG! I know this is sound advice … But I’m afraid I’ll never get past my 20’s…lol.
I’m not sure I can agree with all of the age recommendations. I wore the green snakeskin little number to a cocktail party at my 45th high school reunion in June 2015. I rocked it, if I say so myself. 😉
I tan nicely and don’t mind showing some skin. I may be in my 60’s, but I am finally getting to live as I had wished more than 40 years ago. Thus, insofar as being a woman, I am in my 20’s. Even my fancy ballroom and evening dresses are short, above the knee. I always get compliments on my legs, so why not show as much as possible?
I feel your pride ….it is infecteous!
You look Fabulous! At 72 yo in October, this body is finding it harder every yr to prepare to go out. I still do manage to go out 1, to 2 times / wk. Wife and I have lunch & shop. Still in stockings ,3-4 “heels. ..multiple surgeries on feet, knees, back & neck. I I’ll keep going until I embarrass myself. Retired surgeon from 46 years in Federal Services.
Enjoy being You! T.J. PICS for your comments. . . .
I am in my 60’s and I like the happiness of relaxing and not taking myself too serious.
Vera, you look great girl. You look very happy with yourself.
Nice tips. I’m 69(!?!) and wear mostly slacks or jeans and sneakers. Don’t remember the last time I wore a dress anywhere. The only time I “don’t dress my age” is in the summer when I will sunbathe in a two-piece bathing suit.
Also, why did you have to include C. Jenner in the pictures? Personally, I don’t believe she is a member of our unique community. But then, that is only my opinion.
I am so sorry you feel that way about Cait. She is a tremendous inspiration for me. Let’s all try to celebrate her life change
Not to sound ruse Gerri, but…
“Also, why did you have to include C. Jenner in the pictures? Personally, I don’t believe she is a member of our unique community. But then, that is only my opinion.”
If that is your belief and opinion, then why did you also not mention Laverne Cox and Candis Cayne? Or to broaden that…all of us here?
Are all here (or at the very least the majority of us) female (whether cis or trans) yourself included? Sure Caitlyn may not be the “best” to point out, but then you will also have to point to the others that are shown and all of us non-celebs.
Is having grandchildren.
hi ,thanks for the advise again,you are so right on the buttom with the 40s one
“Antonio”…”Very Sexy Girl”…Great Legs and Nylons…Keep Up The Good Work !!! Love. Paul(a)
Experience is what I like most about my age.
Monika, like the way you look girl. You look like you have a lot of experience.
Love your style, Monika!
Experience is what I like most about my age.