Looking for some hip clothes as a 40 or 50 years old lady? Well, you’ve come to the right place.
As Ralph Lauren said “It’s not about age, It’s about taste, and it’s about lifestyle. I believe women of all ages can wear ANYTHING.”
I can agree more.
Guess what ladies, the 40s, and 50s are the glamourous age when you can finally figure out your fashion style.
Seriously, this is the time you can be yourself without caring what other people think.
If you want to embrace hip fashion, do it!
Ahead, I’ve gathered 12 elements of how to wear hip and street-style clothes in the 40s, 50s & 60s without going too over the top.
Enjoy!
1. Unbutton to shirt to look hip
More often than not, hip fashion is a feeling, not about the clothes themselves.
For an effortless hip style, unbutton the shirt and create a big V neckline always bringing the high street vibes to the fullest.
It somehow just looks so simple yet sophisticated. The best part? This look screams the off-duty fashion editor vibes.
Together with a belt and dainty neckline, this is how you dress hip and look put together at the same time.
2. Hip baggy pants for the 40s & 50s Ladies
I get it, in the age of 40s and 50s, you are not typically drawn to wearing a tie-dye shirt and daisy flower headband for a hippie look.
So how to look more hip in a lowkey way? Well, baggy pants definitely are one of the key elements.
It looks especially nice when you team it with high-platform shoes or chunky heels.
In winter, I highly suggest you wear the clogs as they just bring the hippie vibes to the fullest.
When in doubt, copy the ladies and layer up the hoodie with the long coat – this is just so hip without trying too hard.
3. Colorful hip clothes for 40 & 50-year-old ladies
Ladies, let’s not forget the spirit of hip fashion is all about being fun and young in heart.
Who said you have to wear only dark and neutral shades over the 40s? That just can’t be any further from the truth.
Get experimental with bright hues like pink or pastel shades like buttermilk yellow, and muted green and change the whole style in you.
I also notice the mature ladies carry violet and royal blue really well – give them a go!
Trust me, they are the ultimate mood booster.
If you want to embrace the color in a lowkey way, dress in all-black and pick a pair of bright shoes to brighten things up without going too dramatic.
4. Street style in hats & headscarf
Need I say more? To look hip, wearing hats and a headscarf to complete the look is your best bet.
Not many ladies in their 40s and 50s will do that, and THAT is why you effortlessly stand out of the crowd.
Seriously, just by throwing on a wide beam black felt hat together biker jacket with combat boots just scream “I’ve got a style and I KNOW it”.
If you want to look taller and slimmer, match the hat and shoes with similar shades to maximize the elongating effect.
5. How to look hip? Statement glasses
In case you need a reminder, glasses are now considered the fashion statement piece.
Definitely go for the oversized and thick frame that executes the distinctive attitude.
You got this ladies.
If you are on a budget, here are my favorite square-frame glasses found on Amazon. Enjoy!
6. Dress hip in a biker jacket
Compared to the classic black biker jacket, I’ll say try to get experimental with other shades.
A cream faux leather jacket just freshens up the look and adds a dose of elegance to this otherwise high street look.
To look forgiving, go for pointy shoes to elongate the legs further.
7. Collarless biker jacket is the real gem
My other favorite is a collarless biker jacket.

Get this collarless biker jacket on Amazon
I view this as the “less edgy and more elegant” version of the regular biker jacket, making it a perfect hip outerwear for mature ladies.
I bought a beige collarless biker jacket for my mum and no joke, she wears it like a uniform in fall and winter!
8. How to look hip at 50 & 60? Bag
To look hip, pick the right bag.
Compared to the sloppy tote bag and handle bag, go for the crossbody bag to turn an otherwise normal knit top and jeans look into a high-street style.
An oversized clutch is definitely a statement piece.
9. Long shirt dress x leather leggings
This lady just show you a better way to rock a midi shirt dress.
I don’t know about you but I will definitely try out this combo.
It’s time to unlock new ways to rock the black faux leather leggings!
10. Jumpsuit for street style look
If you want to look hip with minimal effort, throw on a patterned jumpsuit and you’ll be all set.
From classic paisley prints to florals to stripes, you can go as hip as you want. Many ladies also team the jumpsuit with a light poncho for a sophisticated look.
To dress up the look, add a belt and pair them with a nice pair of wedge sandals.
11. Layering hacks to look hip
Another way to dress hip without looking like a 20-year-old, teaming the white button-down with a cropped cardigan.
This simple layering hack just tells others you’ve given thought to your look.
Of course, those leopard heels, hobo bags, and chunky necklaces truly make a difference as well.
12. Shoes to look hip in the 40s and 50s
Last but not least, the boots.
When the days are chilly out, embrace ALL TYPES of boots because they are truly chic especially when you pair them with tight jeans and leggings.
If you want to balance out the boldness of leopard leggings, wearing knee-high boots is always a perfect addition.
FINAL THOUGHTS:
So there you go – the 12 hip clothes and elements for 40 & 50-year-old women.
What are your thoughts on that? I hope that get you inspired!
Regardless of your age, you can always look hippie, feel good and be one-of-a-kind. All you need is to pay attention to some little twists here and there on your outfits and you’re good to go!
Looking for more outfit ideas over 40 & 50? Check out our popular articles below. See you, love!
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