Last week my blogger friend Janine asked me to tackle different ways of wearing flats. While heels tend to hog the spotlight in the fashion world, I’m sure most of us have had those breaking moments of wanting to toss all our various pairs out (especially after a night of walking through the city). I want to begin by showing you 4 different types of flats I’m loving right now, and a few ways of wearing them.
Now unless you are a super tall, stick thin girl, the problem with flats is they don’t help out the leg-elongating process. So I’ll also be giving you a few tips on how to address the issue when choosing which flats to go with. Enjoy!
Ballet Flats

Make it casual by pairing them with skinny jeans, or dress them up with a form fitting dress to keep you looking long and slim
The great thing about ballet flats is they really go with just about anything, and can transition from casual to formal easily. Slim cut with a good amount of skin exposure makes them easy to pair with pants, shorts, and dresses alike. My suggestion is to choose a pair that has fun detailing such as these chunky gold embellished ones from Free People, or with a slight pointed tip like my black pair by Fairy Tales are True. This will both give them added interest for a dressier look and make your legs look nice and slim.
Oxfords

Oxfords like these Deena and Ozzy's add a touch of whimsy to your outfit, and have beautiful detailing that allows your flats to become a statement piece.
A pair of flat oxfords are perfect for fall/winter, and look great when paired with straight cut jeans. I am not a fan of a matching flats with any pant wider cut than that, which tends to make your legs look stubby. Show off your oxfords’ detailing by rolling you pant legs an inch or so above your ankle.
Canvas sneakers
Find a pair of colorful, printed canvas sneakers for a great balance of style and comfort. They are sweet enough to go with dresses and skirts, and look perfect with straight cut jeans. I hate the weird chicken leg proportions created when they are paired with skinny jeans (and have unfortunately given in to putting the two together plenty of times myself), so try to avoid them.
Tall flat boots
If you are going to invest in a pair of flat shoes this season, tall boots should be a priority. They will make literally any outfit look chic, and are super comfortable and versatile. Look for a pair that either are lace-ups or have some fun metal detail like these Jessica Simpson boots, but try to avoid boots that have bulging multiple buckles and straps – these defeat the sleekness factor.
I’ll be on the lookout for more “flatspiration”; heels are fun but if I’m standing for more than an hour I can’t bear the thought of wearing them! Flats have a bad rep of being casual, boring, and not sexy, but I’m on a mission to bust that myth!
How do you wear your flats? Do you have any interesting pairings to inspire us? Let me know!
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Jonathan Volk
1 year ago
Beautiful! I love those red sneakers!
Maria Reply:
November 9th, 2010 at 11:02 am
They have become a staple for weekdays
Teri
1 year ago
I really loved your advice on wearing flats. What put it over the top was actually getting to see how you would pair them with an outfit. I loved all the examples and my favorite was the dressy outfit.
Maria Reply:
November 9th, 2010 at 11:02 am
Thank you! It was helpful for me too, testing what looked best on camera and what didn’t work
Meghan @ Out of Order
1 year ago
I have that red sweater in black! love the post
Maria Reply:
November 9th, 2010 at 11:02 am
I almost got the black as well! It’s so comfy
Jaime @ La vie...J'aime
1 year ago
I am loving all these looks- esp the 2 w/ ballet flats. Such a versatile shoe!
Maria Reply:
November 9th, 2010 at 11:03 am
I actually wore the black pair as my “comfortable” shoe for my wedding lol!
Janine
1 year ago
Yay! Thank you.
I love all of these looks and especially the boots. I think that’d make a great fall look that screams ‘hip mom’!
How tall are you BTW?
Maria Reply:
November 5th, 2010 at 2:52 pm
Definitely! I’m 5’3
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Stel
1 year ago
Love the look with the canvas flats, I’m going to try something like that today
thanks and great post!!
the clothing menu
1 year ago
i love flats. i’m wearing heels today because my jeans are long and it’s so uncomfortable. i have 3 pairs of flat knee high boots that are my winter/fall outfit staples.
lisa
1 year ago
Great post. If I have to choose between spending money on a pair of interesting flats or a pair of heels, usually I go for the flats. Being a commuter who takes transit and walks a lot, I tend to wear my flats more often and I definitely want to have cute ones to choose from!
Fia
1 year ago
Great post! My lifestyle requires flats right now and I’ve always gravitated to them as a more posture friendly and alignment healthy choice. I usually wear ballet flats but I want to expand my options and recently purchased oxfords. I’m finding there are more stylish choices out there if you know what to look for.
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Heather Fonseca
1 year ago
I like flats with short(er) full skirts. When your skirt ends just about an inch above the knee your legs are already elongated a bit, and the flats make the outfit look cute rather than sexy. I think it’s my favorite way to wear flats other than with cropped pants, which also looks really cute.
Love,
Heather
http://heatherfonseca.com/
http://heathersdesignblog.com/
Jessu
1 year ago
Oooh…I really like wearing flats. I even wear them to work and I don’t care. I think they need to redefine business casual to include flats anyhow.
I often wear flats with cropped pants, which end above my ankle and would shorten me anyhow. I also wear flats with coats or dresses that have “A” style (a kind of poof, which is rather flattering).
Zacky Benin
11 months ago
I love the skinny jeans in the long boots..Its gorgeous.