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I believe most of the “dress for your age” rules are silly and outdated… That said, there ARE some guidelines worth keeping in mind.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’m 37 I got this dress at target a few months ago. This is one of my many ways I dress still experimenting for my age. I keep leaning twords the witchy goth style but with color of corse. I like the goth style but also color as well.
I am a mature (70’s)who chooses to dress age appropriately. What do you think?
When I first started out I had a Mary Kay rep come to my house to get me started on makeup. I was wearing a mid-thigh length skirt. She complimented me on my legs. On the second visit she began giving me wardrobe advice, because I was wearing a longer dress. :Oh dear.” she said. “You have such beautiful legs. Better than most. Why are you hiding them? Wear mid-thigh length skirts and dresses and wear nude sheer hosiery. Believe me, your legs will get noticed.” She then would take me clothes shopping at the mall and then have me meet her for lunch, wearing the clothes she had chosen for me. We are now good friends, and she has referred me to a hairstylist who has grown my hair out and given me a medium bob style. It is great to have a friend and mentor who can help you. I highly recommend it.
You look Great!!❤️
A Week before my 68th Birthday
bonjour , pour ma par j’ai 65 ans , et je fait attention de m’habiller pas trop jeune , ni trop vielle je vous joint une photo .
merci a vous lucile
It’s very difficult when you are married and the wife doesn’t agree with your dressing. If i have to buy anything feminine i have to do it with click-and-collect and keep it in the loft. So, even though i love dressing i cannot be the person i am or want to be the real me. To buy clothes for my age is so difficult for the places i can buy from. I’m happy when i dress but i’m not the true me.
It seems to me that there are many of us that transition or desire to be more open later in life. Even if it may not be age appropriate, I would rather wear something that I’d like. Years from now, I won’t be any younger and those
clothes for young-uns won’t look any better on me. So, I say nows the time!
Morgan, you always look so pretty and feminine….Thanks for sharing.
Leonara
I am more comfortable in a bra breast forms panties slip tights or stockings a beautiful dress or skirt & blouse heels wig plus makeup then anything male !