Looking for some hip clothes as a 40 or 50-year-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’t 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!
By the way, I’ve included a new hack to roll up jeans (to look more elegant!) – stay tuned till the end <3
1. Unbutton the 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.
❤️Girl’s fashion hack #1:
Use nail polish clear coat on fraying thread ends to stop further unraveling until you can properly repair the item!
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 do you 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.
❤️Girl’s fashion hack #2:
Prevent button-down shirts from gapping between buttons by using double-sided fashion tape <3
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 noticed 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 low-key way, dress in all-black and pick a pair of bright shoes to brighten things up without going too dramatic.
❤️Girl’s fashion hack #3:Rub clear deodorant on the inside hem of pants/skirts to prevent thigh chafing. ❤️
4. Street style in hats & headscarf
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 from 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.
❤️Girl’s fashion hack #4:Use rolled-up magazine pages to maintain boot shape when storing – truly work wonders imo lol
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!
❤️Girl’s fashion hack #5:
Stretch tight shoes by wearing them with thick socks and blowing them with a hairdryer!
If you are reading this blog post till now, there’s one thing for sure…
You have good taste! <3 If you approve of some of these looks, please kindly pin or share some of these outfits so many tasteful fashion babes can come across this outfit inspo, thanks pretty! ❤️
And…it would truly mean the world to me if you stay until the very end. ❤️
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.
❤️Girl’s fashion hack #6:
Quick fix – Brighten yellowed white clothing by soaking in a solution of lemon juice and hot water!
7. The 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!
❤️Girl’s fashion hack #7:
Whenever I feel bloated, I’ll always use a rubber band to loop through a button hole and around the button for a temporary fix to pants that are too tight!
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.
❤️ Girl’s fashion hack#8: Keep Jewelry Organized While Traveling hackThread necklaces through drinking straws to prevent tangling – simply clasp the necklace and thread the chain through a straw.
9. Long shirt dress x leather leggings
This lady just showed 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!
❤️Girl’s Beauty hack #9:Go for the budget-friendly retinol body cream for a mild but still noticable skin tightening effect!
❤️Affordable pick❤️Advanced Clinical Retinol Cream for firming skin$17.99It really works... Ladies you don't really need the high end skincare - don't fall for marketing <3!
10/25/2025 12:24 am GMT
I’ve been using this jar for 2 years and it works. That being said, if your skin is sensitive so I’m not too sure can you use it.
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.
❤️Girl’s fashion hack #10: Make your lipstick stay longer!
Apply lipstick, then lightly press lips against a coffee filter which absorbs oil without removing pigment like tissues do! Try it out girlies<3
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.
Amazon shopping tip!
Look for keywords in the description like “darted,” “tailored,” “stretch,” and “contour fit.”
Avoid terms like “boxy,” “oversized,” or “unstructured” unless that is a specific look you’re going for.
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.
❤️For my baddies who wanna spoil themselves: ❤️
It’s almost Christmas (in two months!!)…for the baddies who wanna spoil themselves but don’t wanna break the bank… check out the bags babies below❤️
From my backend data, almost every 3 days someone from LTK and my email list will buy these two bags lol (Different sizes - some prefer mini some prefer the normal).
It's always so fun see from data to know what you girls prefer!
13. Wear the right print!
Regardless of your age, you can always rock the prints – because why not?!
That said, picking the right print is key.
While going for the oh-so-carefree gingham and polka dot print that doesn’t really look hip, the paisley shirt is definitely THE GEM!!
As promised, here’s the video about rolling up jeans elegantly – not the typical way you think! Enjoy my loves <3
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 gets 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!