Fashion comes and goes, but Mary Janes is here to stay. It’s such a classic and timeless piece.
The most underrated thing about Mary Jane is – it’s truly versatile!
From a modern high street look to retro vibes, this statement piece got you all covered.
So, ladies, it’s time to wear your Mary Jane to create a wide range of styles! Here are the 7 inspirations if you wonder what to wear with Mary Janes!
Enjoy!
1. WEAR A PLEATED DRESS WITH MARY JANES

Let’s start with the classic combination first – the Mary Janes and the pleated dress.
Can we all agree they just look so perfect together?
If you want a youthful schoolgirl look, all you need to do is add a pair of plain round-toe Mary Jane flats with the checked pleated skirt.
Of course, you can wear a ruffle of white socks to make the shoes pop up!
As for me, 25 years old, I prefer a more sophisticated look so I will always look for the knee-length satin pleated dress and pointed Mary Janes heels.
With a cowl neck or turtleneck top, this is how to look expensive without wearing any designer brands!
It’s always flattering to see the pleats dance in the breeze and I will always pair a belt with this look for instant glamour!
I hope I’ve convinced you that wearing a pleated dress is not only for teenage girls.
With your own pairing, you can definitely give your skirt your own character!
2. WEAR MARY JANES FOR A FORMAL LOOK

Another way to wear Mary Janes is to style it with workwear.
In the past, I always wear high heels for work but let’s be honest, it’s not that comfy for daily wear.
Ever since I incorporate the pointed-toe Mary Jane pumps and heels into the formal dressing, I just realize these types of shoes can add a dash of elegance and balance the formalness of the outfit.
So now, whenever I wear something “aggressive” (in my own definition) like a full suit, I will always wear Mary Jane to make the outfit looks more approachable!
3. DRESS DOWN YOUR MARY JANES WITH JEANS
If you want to dress down your Mary Janes, denim and a T-shirt are a no-brainer.
Also, you can always opt for kitten heels, chunky heels, and flats for casual days.
If you are a petite girl like me and you wonder how to wear flats without looking short, embrace the nude color flats.
By that, your legs and shoes are integrated visually and that makes the legs elongate more.
Plus, I will always opt for skinny jeans when I wear flats, by showing the curves, that just make me feel more put together.
As for the flared jeans, they are truly flattering but always remember to show the ankle area as that can contour your body proportion visually!
But seriously, pairing Mary Janes flat with T-shirt and denim is such a refreshing style, that just naturally makes you stand out from the sneaker crowd!
4. EMBRACE MARY JANES IN AN ELEGANT STYLE
When it comes to outerwear like the trench coat, pea coat, and polish cape coat, they all serve as a great pair with the lovely Mary Janes.
With fabric like velvet and faux leather, Mary Jane is perfect for autumn and winter outfits.
With a lovely beret, you can effortlessly complete a British elegant look.
My all-time favorite is wearing the elegant cape coat with the sheer black stocking and a pair of dark red velvet Mary Janes – simple yet classic!
5. WEAR SOCKS WITH HEELS

So here’s the all-time debate: Wear socks with Mary Janes or not?
My answer is … why not?
I know it can feel a bit overwhelming when you first try it, but please don’t limit yourselves!
Sock pairing is really fun to do so and you can even save yourself some good money! Why? Because with the same pair of shoes, you can literally get 5 different looks when you wear different styles of socks!
Despite the vintage look, you can also try sheer socks and fishnet tights for an edgy stylish look.
If you are interested in how to wear socks with Mary Janes without looking awkward, make sure you read these 7 tips!
I am sure you will find the last tip practical!
6. STYLE CHUNKY MARY JANE WITH BAGGY CLOTHING
If you prefer dressing oversized, wearing baggy outfits with the Mary Jane is the no-fail way.
These days, the Dr. Martin Mary Jane is such a hit and I just can’t help but bought one too.
But here’s the question: How do I style it?
As Dr. Martin Mary Jane is quite chunky with the round toe, if styling something too light for the upper body, that can look slightly imbalanced.
So, I do think wearing something slightly oversized can be a nice option here as it can complement the voluminous shoes.
To keep it simple, I will wear tone-on-tone outfits so my body won’t look dragged down by the shoes.
I may also wear a high bun instead of letting all my hair down for a more put-together look.
7. OPT FOR POINTED-TOE MARY JANE FOR A MORE POLISHED LOOK
Some ladies avoid wearing Mary Jane shoes as they don’t think the round-toe design fitted them.
Indeed, if you don’t have long and slim legs, a round toe can make your legs look visually thicker.
However, Mary Jane nowadays presents in more casual forms like the pointed toe and even the stylish square-toe block heels!
These designs can all elongate our legs and incorporate well with our outfits.
It mildly annoys me that wearing Mary Jane will make you look like a Grandma. I mean, seriously? We all know that is not true.
Try out different types of Mary Janes and I am sure you will be surprised by how chic and sleek it is!
HERE ARE SOME TRENDY PICKS:

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FINAL THOUGHTS:
So ladies, here are the 7 ways when you wonder what to wear with Mary Janes! Let’s have a recap first.
- Wear the pleated dress with Mary Janes
- Wear Mary Janes for a formal look
- Dress down your Mary Janes with jeans
- Embrace Mary Janes in an elegant style
- Wear socks with heels for a wide range of looks
- Style chunky Mary Janes with baggy clothing
- Opt for pointed-toe Mary Jane for a more polished look
See! Mary Jane is not that hard to style at all!
Pairing with different tops and bottoms can easily be dressed up or down your outfits and the combination can basically be endless!
I used to think Mary Janes are for the school girls only but these days, I realized they can look truly feminine and classy as well!
With a ribbon silk blouse and pencil skirt, a pointed velvet red Mary Janes just elevate my whole look in such an effortlessly chic way.
So please ladies, get creative with your Mary Janes and create your own signature look!
If you are looking for more Mary Jane styling tips, feel free to check out the articles below. See you there loves!
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