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?
I believe most of the “dress for your age” rules are silly and outdated…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
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.
30s: Transgender style inspiration
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.
40s: Transgender style inspiration
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.
50s: Transgender style inspiration
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
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!
P.S. If you liked this article, you will LOVE my free 3-part Male to Female Makeover Course.
Hi there going through Transition here in the UK its really tough having to change your ID in two different Counties its long and boring .
I like to and dressed in according to my age very elegant and chit .
Jill Summers UK
fortunately I dont look my age (72), so still enjoy dressing younger than my age and seem to get away with it.
Thanks, Lucille. So good to know we older girls can still look good and be out and about. I do try to dress my age during walkabouts, but indoors I am still tempted by mini skirts and high heels, things my wife has discarded….
The burg I inhabit does not have much in the way of elegant dressers for most occasions, but most women look good, AND comfortable with themselves. That’s my target, especially when this old gal can usually get away with younger attire. My contribution to improving the scenery is skirts and dresses more often, usually the former. Sometimes, silly outfits work. I get positive comments then, so it’s good. People enjoy a sense of fun. There are still a lot of us children of the 1950s and 60s around. I guess it’s obvious that I don’t try to hide among the masses. It’s really interesting to have been somewhere nice, and stop at the grocery store on the way home, all dressed up!
I am pretty old, and I live as a woman for way more than 30 years already, and I dress the way I like it, and others like it. As an older woman, I of course, don’t like Caitlyn Jenner, and would never dress like she does.
I do not wear a lot of pants, but prefer to be dressed in skirts and tops, or dresses. Age is not the only determinator to make me decide on a piece of clothing, another question is if it fits my style, and what my mid 30’s cis daughter says about it.
Well this is how I dress pretty much lately. Mostly I have been wearing a skirt and a matching top, when not wearing dresses.
My problem isn’t dressing my age, it’s that everyone else in Florida looks somewhere between casual and homeless. This was from a Stanley Cup watch party last year, where I was overdressed as usual.
u r 2 funny Nikki!
I for one respect the ‘rules’ and just not going there! I get told by ‘gatekeepers’ to dress my age (I am in late 50’s) but guess what – the remainder of the world shower me in compliments about ‘great outfits’ and upbeat style. Besides, I feel good and more than happy to keep an overall youthful energy for as long as this body allows me.