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I believe most of the “dress for your age” rules are silly and outdated… That said, there ARE some guidelines worth keeping in mind.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.
I don’t look my age. I now 53 and still look like Im in my late 40’s. I do still dress like I am in my mid 40’s
Rachell
Well Im 66. I think we should dress our age. Theres nothing worst than seeing a sixty year old woman try to dress like she 19.I hate being old . I want a face fix bad. Oh Well!
Hi Lucille
Fantastic article in mi opinion that’s the most important thing in a woman dress accordingly to the age.
OH, My bad…..here’s a picture!
I’m 67 but look anywhere from 45-55 and I dress provocatively and like a slut….my choice………and am amazing or so I’ve been told. I wish I could send a picture to back up what I am saying! I am an escort and make well over $100K a year ……so I must be doing something right!
I’m in my mid 60’s. My rule of thumb is take at least 10 years off your actual age to decide on how to dress. Why? Main reason is that make-up and a good wig makes me look at least 10 years younger. Doesn’t that count for something? Plus who wants to look staid? Have you seen how women in the 60’s look? NO THANKS! As long as you have the figure the Sharon Stone and Jennifer Aniston images will do for me.
That’s a good rule! I like it. 🙂
I am 63 now and have been dressing when I can off and on for over 45 years. Only within the last few years have I started to work on make-up and stocking up on my own things. Even though being younger might have started me working on my true fem image I would not change a thing.
Hi, thanks for the great tips.. I’m about to turn 59 and dress like it. I really like this outfit. Might be a little short but been told it looks great and I love hearing that. Lol..
Super cute dress