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I believe most of the “dress for your age” rules are silly and outdated… That said, there ARE some guidelines worth keeping in mind.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.
Hi I am Susanna 50 y.o C.D.. from Milan, Italy.
I wear classic style like skirt (not a mini skirt) and blouse. But some times more casual, just jeans and t-shirt when I want to be more confortable.
I always read Lucille’s tips: very very useful!
Thankyou Lucille, hugs to all of you sisters.
Susanna
Very nice Susanna . You look very feminine . Well done .
Thank you so much Jodi….
🙂
Lots of good advice here! I’m 58, been dressing for almost 46 years and present the look of a smart, mature businesswoman. As such, I don’t stand out among a crowd and have been complimented several times on my “age-appropriate” look!
You look great Joanne. That’s a beautiful color on you.
I never dress to go out and about. At least on the outside. What I chose to wear under my male clothes is what ever makes me feel good. And when at home I dress as I please. When you talk age I do believe enjoying the feminine side makes me feel more alive and active. Your products have helped me feel more real having some thing to fill my Bras. Did loose 40 lbs. and 1/2 of what I had gained but feeling good at 80+.
I’m 63 and doing rather good with my style and dressing appropriate. I’m very active I know many people and
considered a stylish dresser not looking my age. I’, 5’7″
145lbs size 12 dress and 9-9.5 shoe.
You look fab, I wish I were your size !
Hi Katie: For someone the same age as me you look absolutely gorgeous. Do you try and go out as Katie? With that look I know you could pull it off. Haven’t had pictures of myself taken yet but hope to someday soon. I know I have been told that I do not look my age either. Good luck to you
Bonnie Lea
Hi Bonnie,
Thank you for your kind words. I’m out all the time and a member of TransCentralPa.org for many years. We host the Keystone-Conference.org each March this year we had over 650 attendees from around the world, check us out. We also have newbie programs with over 60 workshops at our conference. You gotta do it girl. If you have any questions my email is: katiew1952@yahoo.com I’m also on Facebook and Flickr. Thanks again Katie
it all starts with diet (vegan) makes my skin soft and sexy!
At 64 I push it back to the 50’s but no further. My skirts are 2″ above the knees max. My tops are loose to hide the stomach. Now shoes I go from 2″ to 5″ heal depending on how I feel. my wigs are youthful in the 30’s and I am now considering getting some with a bit of grey in them but still in a longer length. All the above is good info and right on.
VERY NICE TIPS.. THANKS !!!!
I’m 64 and have been dressing most of my life. Thanks for the tips. I still will wear a nice mini about four inches above my knee. I have long legs and when out I get a flirted with and called beautiful.