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? Absolutely not!
I believe most of the “dress for your age” rules are silly and outdated… That said, there ARE some guidelines worth keeping in mind.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
Jazz Jennings
Josie Totah
Hunter Schafer
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.
Your 30s
30s: Transgender style inspiration
Gigi Gorgeous
MJ Rodriguez
Leyna Bloom
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.
Your 40s
40s: Transgender style inspiration
Janet Mock
Lea T
Jamie Clayton
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.
Your 50s
50s: Transgender style inspiration
Laverne Cox
Candis Cayne
Lana Wachowski
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
Alexandra Billings
Caitlyn Jenner
Tracey Norman
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!
Love,
Lucille
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P.S. If you liked this article, you will LOVE my free 3-part Male to Female Makeover Course.
Who likes getting older? I’m in my 50’s and refuse to dress old. Think young and be confident.
You got to be joking! You barely look older than mid 30 if at all.
Do you think this is ok for 49?
if you have the figure and you do, go for it
I think you look outstanding I’m 51 just started less then a year.
I love it. It is nice and classy without going overboard
NADIA….you look wonderful
i am very conservative in the way i dress it is not like grannie wear but close to it. like wearing maxi dresses for the only reel reason of wearing my sexiest full slips. one other thing is to wear long skirts they always make me feel more feminine when have to lift them up to go up or down stairs. not to mention having to lift them just to sit. making sure you do not catch your heels. the other reasons i dress this way is feel and look as pretty as possible for that moment i am trapped in total feminine bliss, and there is no hiding it there is no way i can look manly at all. what can i say i am just a girly girl and love it.
Lucille,
I am in my 60’s and when I go out, I dress like a 60-year-old woman. It is important to me to “pass” and blend in. BUT, I encourage others, wear what brings out the woman in you and makes you happy.
Enjoy
Barbara J
Although I am approaching 66 as soon as I dress en-fem I lose ten years in the way I feel and look , which is a bonus and adds to my joy of my other self. x
Hi Lucille, I know convention says that since I am in my (very low) 50s my dresses should be no less than knee height, but I love wearing mini-dresses and often go out wearing a skater dress or circle dress with 4 or 5 inch heels. I guess I am luckier than most as I am not a extremely tall (168 cm) and generally weight 68-70kg. I have been out at nightclubs/bars and had females (GGs) tell me that they wished their legs were feminine like mine. Obviously a very short mini and a crop top is out of the question but I think if you have the right legs a classy mini dress can with matching high heels can still look great and make you feel so sexy and feminine.
Lucille,I am having a little problem I have this short mini dress and even though I am 47 years old every time I wear it I look as though I am in my 20s,So should I keep wearing the dress or get rid of it,any ideas.
Hi. I am turning 64 tomorrow. What do you think?
Heather
lose the tights
I think you look terrific, Heather !
A big hug 🙂