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I believe most of the “dress for your age” rules are silly and outdated… That said, there ARE some guidelines worth keeping in mind.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 think you should dress pretty much as you do as a man – if you favour slouchy “loungewear” and sweats/flannels, fine, but you’re not going to win any GQ awards. If “those are clothes better suited for a younger man, yes?” then a woman your age isn’t wearing them either. Don’t dress in things that are not comfortable that’s kinda dumb if you ask me – I didn’t say casual, I said comfortable. High heels suck. But my biggest tip to share is “look around you”. Look at the women your age – if you want to blend in and have any hope of coming off as realistic, you need to wear what they wear – if you favour elegant or designer, so be it, but you won’t see too many women my age in any of heels, leopard, or maid. Dress true to yourself, browse and browse and you will learn to get an eye for what will likely suit and what won’t. Use the sizing tool! That’s why they are there! Be yourself, don’t waste money on crap, and have fun! Clothes are for wearing, not hiding in a box in the basement
I turned 66 last Saturday and I love getting our news letters and reading your blog.
Paula
Ths is from about 3 years ago on my way home from Halifax
Two pairs of shades 🙂 now that’s a statement lol 🙂 Looking good 🙂
Hi all – I always try to dress appropriately for my age. I usually just wear jeans or leggings with a top when I am out and about during the day. Just try to blend in as any other woman. I love it! However once in awhile I’ll go out out on a weekend night to a nice restaurant or gathering, where I can wear a pretty dress and heels! Here I am last week or so. I’m 75 and again just being me. Hugs, Suzy
Suzy,
You still look amazing! It has be a while for me. I remember when you posted lingerie pics you took of yourself in a Victoria Secrets fitting room.
You are a true inspiration girl!!
Jane Weston
Hi, thanks for all your hints & tips over the years……I’m now 71, but still enjoy being my “real” self, Jacqui…….
Jacqui
Wow! You are classy and lovely. Love your hair. Keep being your “real self”!
Stay happy!
Jane Weston
Hi, thanks for all your hints & tips over the years……I’m now 71, but still enjoy being my “real” self, Jacqui…….
Thank you for the thoughtful age related style tips. I love being a mature woman, living everyday as my feminine self and feeling comfortable in the community. Never too old to fulfill who you are meant to be. I must admit I enjoy dressing a bit youthful and sexy around the house but go out looking as classy and feminine as I can and the occasional compliment is reassuring. I appreciate the tips provided and I’ve utilized the “Sleep Sparkle” program for over a year and recently started “Stepping Out Secrets” realizing immediate help with my make-up routine. As a transgender woman, having access to the things that mom would have taught me had she known that I was meant to be a woman is very helpful to me now. Thank you Lucille and your associates for all that you do!
What a great service you offer!
I my 50s having transitioned in my early to mid 39s. I am hsppy with who I am and dress in classic and tailored styles, although I do still mix it up with sexy lingerie