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I believe most of the “dress for your age” rules are silly and outdated… That said, there ARE some guidelines worth keeping in mind.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.
Thank you all for your input
So much information .
I’m 68 trying to get comfortable with the fact that I’m transgender,CD,or transvestite not sure just witch label to put on myself
But I know for sure that I love dressing in women’s clothing
I’m trying to find my feminim side
I want it to come out so badly
But guilt and shame get in the way
Trying to find the proper choice in clothing for my age ,and would love to pass
But I may just be to masculine or manly looking
Some of you girls are just sooo lucky
To look as good as you do. Good for you
Thanks jolynn
Being too masculine is relative as a lot of woman have strong manly features. but you’d be surprized what you can do with makeup and the right clothes for your body shape. take a look at this recent article on my blog.
Jolynn:
Don’t let giilt & shame keep you from being You!
Go slay the dragons girl we’ ve All had to do it. Get dolled up. Get out there! !
We are all out there for you. . .
Enjoy being You!
I just turned 70! Yikes! I have been dressing en femme all my life. As I grow older, I just try to blend in as any other woman would do at my age. So far, I have not had any problems. Just love being a feminine female regardless of age.
You look fantastic!
Thanks Lucille! Coming from you that’s a great complement!
I simply refuse to let my age be a factor in the way that I dress.
I have to nice collection of skirts and tops and when I get dressed I try to make myself look as feminine as I can
I pass for a woman in her thirties
I’ve been told that I look stylish and elegant when I am dressed in my female attire
Thank you for this inspiring article! I am in the happy genetic situation 😉 of appearing somewhere in my 20ies, 30ies although I am at the end of my 40ies. So related to your examples this gives me a huge variety of opportunities to dress without looking ridiculous.
Well!……. I think this is a great subject and I am late in replying…….. I turned 71 on 9/3/2017 and after many years of struggling with ‘Am I passable?’, ‘oh dear I got through the psychiatrist but failed with the endocrinologist…..’ Plus a few other ‘disappointments’….. Like I recently got diagnosed with Myasthenia Gravis…… Oh dear… there go my looks…? And I’m tired a lot?…… Can’t exercise like I used to…. But the good news is I have changed from the way I saw myself. I have learned to be more relaxed about myself. Being 71 and having a few set-backs does not change who I am. Sure, I have to take things easier and I do. I like being 71 because I am still me wether dressed up frisky, trying to be alluring, straight-laced or naked playing my flamenco guitar. (We were all born naked, Ladies…)…. and no matter what… My feminine self is always with me no matter what wig I wear or what dress or pair of jeans I wear. No matter what age, it’s so liberating and beautiful and calming to be the femme that I am. Very grateful to Ms Lucille for her wonderful lessons and advice. Love you all!:)
I am now 65 and have been dressing for some 53 years now. Although my wife is not supportive she doesn’t stop me from being out and about dressed. I dress age appropriate less 10-15 years, my shortest skirt length is hand width above the knee and range from there depending on style/material/season to maxi. Most are knee length. Because of middle age spread(try to keep it under control) I wear looser scoop necked tops over waist cincher. My shoes all have heels between 2 and 4 inches, most 2.5 -3 inches.
When in male mode I dress androgynously; boot cut womens patterned pocket jeans, blouse/shirt and underdressed. My inseam length in all slacks/jeans is written inside on the pocket so that I know what heel height I can wear and hide with the slack/jean. For example my male length length is 32″, so with a 2″ heel I wear 33″ with a 3″ heel I wear 34″. When out in male mode no one ever notices. I love the “heel clicking”.
My nails are always done, in summer my toes are very light pink so that I can get away with sandals in male mode, and in winter the colors are vibrant (hidden with socks). My fingers year around in male mode are from light pink to nude/natural color except when out dressed. Again no one notices.
My ears are pierced, and in male mode I wear small diamond studs/hoops, dressed it is whatever I feel like.
I’m only 18, so what should i do?
Kyra,
Such a fun age. Look around at the girls your age and use that as a guide. Go light on the makeup and maintain the smile. Keep your body cleanly shaven and use plenty of lotion for a smooth skin.
The biggest mistake of young people… they take up smoking. Worst possible thing you can do for your skin.
Have fun and enjoy being a girl. It shows
Cheryl
I’d like to see a critique of Hillary’s style. I’m a bit chubbier than Ms. Jenner, my idol, and a bit of the frumpy.