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I believe most of the “dress for your age” rules are silly and outdated… That said, there ARE some guidelines worth keeping in mind.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.
Going out as lexi for first time.
Wow Lexi! You are beautiful with great look and fashion. Well done! I know your first time was (as with me) the beginning of a wonderful adventure.
Keep dressing girl! You’ve Got this….
Jane Weston
55. And, while I have harbored desires to express my feminine side for decades, it is only in the last year or so that it has flowered. I hold no illusion that I will ever pass as female, and I don’t really think that is my goal. I do love my dresses and everything that goes with them, but it is just for me, at home, on my own schedule. I applaud the girls who can and do pass and the ladies who have transitioned, but all I can do is admire their efforts and be inspired by their results.
I’m 48 year old hopefully I’m dressed for my age. Love dressing as a women
I’m 75 and love being a woman. My goal is just to try and blend in as any other woman would. Don’t try to bring attention to myself. I was out shopping today at my local mall. It’s great exercise and occasionally I’ll stop in a store and purchase something . I’m always treated as a lady and I have actually got to know some of the sales ladies in the various stores! So much fun! Here I am today at Macy’s trying on a dress! Hugs, Suzy
Hi you look good . I love to dress up I have not been out yet .
What was it like going out for the first time?
Xx
A short skirt attracts men like flies when clubbing. Try some long boots. Clubbing is the one place you can get away with being slutty. Nice hair, nice make-up, nice top. Get out there and strut your stuff. Best to say you are trans early on to prevent angry surprises. Be the woman of your dreams. Remember, never return to an unattended drink. It could be spiked!
Dressing as a frumpy old bag will ever become my style, if the day ever arrives & I’m not seeing it on the horizon quite yet I’ll fade off into the sunset. But until that day darkens my door, I’ll carry on.
Quite right if you’ve got it flaunt it xx
You are gorgeous!
I love wearing a skirt and blouse Skirt not too short and button blouse
I love wearing my maxis; I feel totally sexy in them and they do hide a lot of flaws; also, I enjoy the feedback I get from Lucille and all your other ladies that are here on this site. Not bad for a girl that will be 67 (next month).