Sneakers with Skirts and Dresses: Yay or Nay

Marc by Marc Jacobs Paradise Stripe DressThese days it is very much on trend to wear sleeker fashion sneakers and chunkier athletic sneakers with just about anything. Wearing your gym shoes outside of the gym used to be a faux pas, but fashion has moved on. It’s a nod to the Sporty Luxe trend, our age of casualization, and our growing needs for comfort. In fact, jarring juxtapositions created by finishing off a stylish outfit with a pair of sneakers have become fashion forward. Check out the 2015 Resort collections by Nicole Miller, Rag & Bone and Max Mara to get a taste of what I mean. 

Wearing all sorts of sneaker styles with jeans, pants and shorts is a very doable combination, and I have a Pinterest board devoted to the look. But what about pairing sneakers with dresses and skirts? The pictures below are a pretty good representation of the vibe, although by no means exhaustive.

For more inspiration, check out these street style shots that show sneakers combined with skirts and dresses: 

Note that non-athletic sneakers like Converse and slip-ons, as well as chunkier athletic styles are paired with skirts and dresses across all sorts of colours. Outfits are casual and dressy. The look is more about flat sneakers at the moment, but wedged sneakers are not at all dated. 

I’m a yay all the way, and like all the looks that I’ve linked to above. I’m ALL for incorporating on trend, comfortable footwear into our outfits, and applaud 2014 fashion for liberating our feet. Yes, the combination can go horribly wrong, but with proportions in place that are just flattering enough, and a little fashionable intention, it’s an interesting and current look that is practical and comfortable. 

The secret to making this combination just flattering enough is twofold. First, leave off the socks, or at least wear them so that they aren’t visible. I’ll go a step further by saying that I personally prefer it when the laces are tucked away too, but that’s not essential. 

Second, create a longer leg line. That’s achieved by wearing the length of the skirt or dress on or above the knee. Wearing a column of colour will further lengthen the leg line, as will wearing sneakers that are low contrast to your skin tone. Wearing a longer skirt with wedge sneakers is effective because you’re adding the height of a heel. Wearing a midi tube skirt with wedge sneakers creates flattering proportions because the tight silhouette of the skirt adds structure to the outfit. Wearing a crop top with a longer skirt will further lengthen the leg by visually shortening the torso. 

For my own style, I’ll be embracing this look with white sneakers and a boxy shirtdress for hot Summer weather. No socks, and tucked away laces. I’ve chosen white sneakers because they look the prettiest and most crisp to my eye, and bookend the white in my hair. I’ve chosen the sack-like boxy shirtdress for the sneaker pairing because it creates a column of colour, and because it’s about the only style of dress that I like at a length above my knee. I’ll add a refined white backpack to the outfit to accentuate the sporty and pull together the look by repeating the colour white. When it comes to this trend, I am so in.

Over to you. Will you wear sneakers with dresses or skirts? If so, do you stick to fashion sneakers, or will you be more daring and wear the chunkier athletic styles? If it’s not your look, can you appreciate the combination on others? Or are you a nay all the way.

Zara Combined Maxi DressZara Striped Full Skirt

Zara Lace DressZara Printed Dress

JIMMY CHOO Demi Snake Effect Leather Slip-On SneakersNIKE Air Pegasus 83 Leather Suede and Mesh Sneakers

SAINT LAURENT Leopard Print Glossed Leather Slip-On SneakersPIERRE HARDY Paneled Suede and Leather Sneakers

Mango Faded Print Dress

Nordstrom Roundup: Non-Sheer Summer Tops

It’s hard finding Summer tops that are sufficiently opaque to leave off the camisole. These styles have worked on clients when wearing a bra that is close to their skin tone, so no cami required. Look through all the colour options. 

  • Pleione Sleeveless Faux Wrap Blouse: This has been a workhorse for out of town clients who live in very hot weather. Yes, it’s a polyester blouse, but so far that hasn’t been a problem because it’s very roomy. Plus the polyester is super quality and feels silky. If the front falls too open for your liking, add a little fashion tape. 
  • Sandra Ingrish Sleeveless Dot Print Blouse: It’s the least sheer in the taupe, and looks best partially tucked in front for structure. Super soft rayon. 
  • T Tahari Ida Print Sleeveless Blouse: Very flattering on an apple or inverted triangle body type with a shorter neck and larger bust. The pattern is gorgeously chic, and the subtle front vent adds structured flare. 
  • Vince Camuto Faux Wrap Front Blouse: It’s a slamdunk over pencil skirts for the office. No topper required. 
  • Eileen Fisher Cap Sleeve Organic Linen & Cotton Scoop Neck Top: The sleeves are more diagonal than cap, which works better on most people. The split asymmetrical hem is flattering and interesting. The white is the most sheer, but quite doable sans cami. You might need to size down a size. 
  • Leith Oversized V-Neck Tee: You need broader shoulders and/or a larger bust to fill out the depth of the V-neckline, which can hang quite low. Best partially tucked for structure. 
  • Vince Camuto Burnout Animal Print Shirttail Blouse: The burnout pattern is actually quite see-through, but it hangs far enough away from the body that it looks decent sans camisole. My friend wore this over the weekend when we went out and you couldn’t see her nude bra. The fact that she isn’t large busted helped camouflage her bra. 
  • Michael Kors D-Ring Tab Bateau Neck Top: A good shape to wear over skirts. It poufs out when you sit down so consider yourself warned. Fab sleeve drape. 
  • Eileen Fisher Bateau Neck Sleeveless Tunic: I’m reposting this style because it’s that good. Even if you are regular height, order the petite if you have a slight frame. That will help give the top more structure. 
  • A.L.C. Clay Print Silk Top: I haven’t seen this one in person, but the double layer of fabric provides ample coverage. I love the structure on the welt and the fluid drape on the rest of the torso. The neck looks beautifully neat and the sleeves are a lovely fresh length. 

For extra coverage when wearing tops sans camisole, choose darker colours instead of lighter ones.

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Outstanding Outfit Bloggers

Fiery and Feminine Modern Classic

Many of us already know Alison Gary (39) of Wardrobe Oxygen. She has been blogging about how to make fashion fun and accessible to all women since 2005. She continues to inspire women of all ages, shapes and sizes by documenting both her workwear and weekend outfits. Alison works in web communications for a health care nonprofit and is a feminine Modern Classic who loves colour as much as neutrals, and adores leather jackets. She likes to showcase her curves, enjoys mixing hard with soft fabrics. She is a practical dresser who likes to get on with life:

“Becoming a parent has had the biggest impact on my style the past five years. I care more about a wardrobe that can multitask, I care more about washing instructions, and I want a less fussy wardrobe that gives me more time to go out and live life. The most important thing I’ve learned about dressing for a changing body is to embrace the present. If you curse your current figure or focus too much on the past it shows in your attitude, your style, your posture. By coming to terms with your current self, buying it a few new things to fit and flatter it, you look better, feel better, and are in a better position for positive change.”

Alison Gary - 1

All you need to look polished on a hot day is a fabulous frock with great footwear. Alison has stylish Summer dressing down pat. This watermelon pink jersey number with high-low hemline skims her curves beautifully without being clingy. The wrap style accentuates her torso, and the knee-covering length and V-neckline are very flattering. The asymmetric detailing in the front is a great touch as it creates tonal visual interest. Our blogger likes to experiment with colours, so she decided to sport green peep-toe ankle strap heels and arty green earrings to further play up the vibrant pink of the frock. Watermelon lipstick and bright pink toes make this pretty Summer picture complete.

When asked what her favourite fashion trend for 2014 is, Alison said:

“I love the focus on drape and architecture. The variety in pants, interesting jackets and blouses, dresses that don’t cling yet flatter the figure. It’s a wearable trend for many women, something sewers can replicate at home, and brings style back to focusing on garments.”

Alison Gary - 2

Stripes, riding style boots and sporting black with blue are all things that I love. No wonder I was drawn to this relaxed polished outfit that combines all three elements. The bold striped twill jacket with zipper is the star of the show. It’s playfully dressy and a good length to wear with an untucked top and straight-leg jeans. Adding a tee in a thin stripe and a giraffe print infinity scarf in the same colour family makes for very effective pattern mixing without becoming hectic. Tucking the black jeans into black knee-high boots lengthens the legline. The croc patterned satchel is the Modern Classic support act that adds extra polish. Notice also how the stunning shade of blue is repeated in Alison’s bracelet. Our blogger’s dark curls and gorgeous smile, her best accessories in my book, finish off the look.

Alison Gary - 3

Combining casual plaid with a dressy skirt is a fashion forward look that feels 100% Alison. The taffeta fabric adds polished crispness and is sufficiently soft to drape well. The flannel shirt on the other hand is made from a much softer fabric that looks cosy and collapses back onto the body. Tucking the shirt into the midi would have been the obvious choice. Instead, Alison knotted the shirt, which accentuates the waist just as effectively, and at the same time adds playful flair. Black pointy toe pumps bookend our blogger’s brown hair. A gold-toned bracelet and large statement teardrop pendant are all that’s needed to complete this simple, elegant look.

Alison Gary - 4

The shocking pink coat and stripes make for one happy ensemble. This outfit has a delightful Parisian tomboy-esque vibe going on, don’t you think. It’s the Breton tee paired with the slim-fitting boyfriend jeans and black sunnies. The bright coat has a roomy straight fit that looks modern, while the large buttons and faux Peter Pan collar also give it a retro girly feel. The just-above-the-knee length works great with the rolled light-wash jeans. Excellent colour and pattern mixing with the brown leopard print pumps. Great attention to detail with the clutch echoing the black buttons, and Alison’s dark blue nail polish repeating the blue stripe of the tee. 

Alison Gary - 5

Alison Gary - 5

I was smitten with Alison’s “Tin Man” outfit the moment she posted it back in January. It’s a fantastic example of an easy and current Mum-on-the-Go look. Oxfords made the list of on trend shoe styles for Spring 2014. They’re usually flat or low-heeled, so a practical and stylish choice to keep your feet happy while you get on with your busy day. Our blogger opted for a fun sci-fi silver that amps up the feminine integrity. Cuffing the straight-leg jeans once draws further attention to the fab footwear. Baring the ankle also adds structure to the outfit, as does wearing the V-neck top that exposes more of the neckline. The leather jacket with quilted detailing, soft tee and jeans are low-contrast colours which creates outfit cohesion. The silver jewellery ties in with the metallic footwear, and Alison’s wavy hair adds the finishing girly touch.

Alison Gary - 6

Alison occasionally likes to incorporate a bit of “feminine toughness” into her outfits. And by that I mean tougher elements that aren’t hard edge. Like the leather jacket combined with wedge booties and a concert tee in this outfit. The black booties, Joy Division tank top and chain link on the bag create rock ‘n’ roll cool. So does the leather jacket — with stretch panels for a sleek and comfy fit — in a beautiful mid-blue that immediately softens it up. Pairing these tougher items with a flippy flared skirt also adds in the girly. The leg line is lengthened by keeping the bottom part of the outfit all black with opaque tights. The fun giraffe print scarf makes a second appearance, and makes for fun animal print pattern mixing with the crossbody bag and top.

Hop on over to Wardrobe Oxygen to check out the rest of Alison’s outfits and read her insightful posts on a range of style-related topics, or find out what inspires her on Pinterest. But first let us know in the comments what you love most about our blogger’s inspiring Modern Classic Work and Mum-on-the-Go style.

Roundups

Simpler Items

This week's list of top picks list is about basic pieces.

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Assorted Items

Items for Summer, both in and out of air conditioning.

Read More

Casual Summer Vibes

This week's top picks are good for a casual Summer vibe.

Read More

Summery Earth Tones

These items are for those who like to wear casual earth tones in warm and hot weather.

Read More

Hints of Spring

Some tried-and-tested winning items to refresh your style for Spring.

Read More

Dressier Items

An assortment of dressier top picks might be just what the doctor ordered.

Read More

Fab Finds: White Walking Sneakers

The Sporty Luxe Trend is stronger than ever. So you can wear non-athletic and athletic sneakers with just about anything these days as long as they are paired with a good dose of fashionable intention. Sneakers are an ideal footwear solution for Mums-on-the-Go, city walking, commuting on foot, or sightseeing holidays. Basically, any casual setting where you’re going to be on your feet a long time and need cushioning comfort. 

If you’re drawn to what I call “pretty sneakers” that look crisp and soft, as opposed to those that are rugged and hard-edged, you might find that white is the way to go. Choosing a more streamlined silhouette creates further “pretty”. The assortment here varies in comfort and style. Some styles are available in more than one width. 

  • Josef Seibel Caspian: This is a repeat style that has been a winner on sightseeing holidays for many clients. You might have to break them in a little before they become very comfortable. Read the rave reviews. 
  • Josef Seibel Caspian 06: Here’s a newer and simpler slip-on version of the Caspian. It might run half a size large. 
  • Converse Chuck Taylor Shoreline Sneaker: A slip-on with laces is fun and another winner with clients. Don’t buy this style if your heels are prone to getting blisters because the elastic back will bite into the back of your foot. Read the rave reviews. 
  • Nike Sideline 111: Sporty, streamlined, extra modern and very cushioning. I considered getting these but they run too wide. Great for high insteps. 
  • Propet Washable Walker Medicare Diabetic Shoe: Believe it or not, these are the ones that I chose and I have already put through their paces. The online photo does not do them justice because they look MUCH better in person (see the photo below). I bought them in a narrow width because I don’t wear them with socks, and they fit my low volume feet extremely well. They are extra cushioning, extremely comfortable, very lightweight, supportive, quite streamlined, and a little retro. These are the sneakers that will go the distance on my forever getting fussier feet when we walk over a hundred blocks a day in Manhattan in the Summer time. No Converse, no Vans, no Ash, no Josef Seibel or fashionable slip-ons from Zara – but these. Because they get me through 12 hours of city walking in hot and sticky weather while the others are a two hour solution at best. Read the rave reviews. 
  • Converse Chuck Taylor Low Sneaker: The all-time classic needs no introduction. Add a cushioning insole for extra comfort. 
  • Zara Printed Leather Slipper: Super trendy and great for unfussy feet. 
  • Ash Virgin Sneaker: Super trendy and fun. These would probably be a two hour walking sneaker for me because although the leather is very soft and the footbed quite cushioning, the higher tops cut into my legs. Some of my clients can walk in this style for hours though. 
  • Vans Classic Slip-On Core Classic: I have many happy clients with high volume feet in the classic Van slip-on sneaker. It’s excellent for high arches, high insteps and wider feet. Runs half a size large. More rave reviews. 
  • Easy Spirit Ellicott: The laces are conveniently tucked away with this style. Very comfortable, supportive, and not quite as chunky as you expect. 

White Sneakers

Wear invisible socks, footies or go barefoot with the look to show some ankle skin. Take it a step further by tucking away the laces for an extra modern and streamlined effect. 

It is especially easy to pair white sneakers with white belts, white toppers, tops and bottoms with white in them, and white bags. Repeating the white creates a more intentional, pulled together look, and can go a long way to making you feel polished in an outfit with sneakers.

3 Ways We Duplicate Wardrobe Items

As I’ve worked with clients and refined my own wardrobe, I’ve found that there are three ways that we duplicate items, and each one addresses a different need. It may seem counterintuitive, but item duplication is often a practical and cost-effective wardrobe strategy because the items are tried and tested favourites that will end up having a very low cost per wear. 

Same Item, Different Colour

This is when you’ve bought exactly the same item across different colours because you love it so much. Or you couldn’t decide which colour option was best at the time, so you caved and bought both. You might even like the item enough to purchase more than two colours. 

I am not in the habit of purchasing multiples of a fashion item across different colours at once, but I do purchase multiple colours over time and from season to season. I road-test the item first, realize it’s a workhorse, and want another colour up to a year later. I’ve done this with J.Crew’s cashmere Tippi pullovers, purchasing the neon pink one year and the neon yellow the next. Same goes for J.Crew’s Thomas Mason Tuxedo Shirt that I first purchased in white, and then in light blue a year after that. I loved my pony ankle strap Okala pumps so much that I got them in a cheetah pattern a few months later when I realized that I want to wear that style of shoe with everything. And my Boden cream and ink stripy sweatshirt was getting so much action that I ordered the same style in red and white three months later. 

A different colour in the same style provides variety in a look that you love, which is why I encourage clients to go this route. But in the same breath I tend to discourage more than two colours because the third or fourth colour is usually orphaned. This isn’t always true, but over-duplication can be problematic. It’s often better to go for a different style altogether to ensure a better bang for your fashion buck. 

Same Item, Same Colour

This is when you duplicate the item in exactly the same colour because you keep reaching for it and wear it in multiple outfits. So to prevent laundry bottlenecks, you double up, or even triple up. This item is frequently a wardrobe essential or a wardrobe basic. I often encourage this kind of duplication to clients because the item is the magical piece that allows them to create several outfits that look and feel different from each other. So in this case, although the item is exactly the same, having multiples provides outfit variety because you can wear it in many ways. 

I double up on the same item in the same colour quite often, but unless the item is a wardrobe basic I seldom buy multiples at the same time. I typically have an item for a while before identifying that it needs duplication. I duplicated my white KUT from the Kloth boyfriend jeans this year because I reach for the ones I got last year more than my premium denim blue boyfriend jeans. I’m really into my white capsule this year and I’m wearing both pairs regularly.

I recently duplicated my boxy white J.Crew tuxedo shirt after wanting to wear it with everything now that our weather has warmed up. It’s “my T-shirt” and injects a good dose of modern and current into my outfits. Now I don’t have to feel annoyed when one of the shirts is at the cleaners. I also doubled up on exactly the same pony ankle strap Okala pumps because the ones I have are looking a little shabby from too much wear. Now I have a brand new pair to bust out so that I won’t be disappointed when I have to pass on the older ones.

I also purchase basics like socks, knickers, bras, hosiery and camisoles in multiples in the same colour at once because it’s practical, and I’m pretty sure that’s a common item duplication strategy. 

Same Item, Different Size

This way of duplicating is a little less common, but works for some of my clients. For example, I have clients who have purchased the same style of boyfriend jeans in more than one size in order to create a different outfit vibe with each pair. When they are in the mood for a sleeker look, they wear the smaller size. When they are in the mood for a fashionable baggy look, they wear the larger size. Some clients purchase the same top in two sizes for the same reason. They like to wear the larger size with jeans and trousers, and the smaller size with skirts. 

I also have clients who purchase the same item across two sizes because their weight fluctuates. That way they can always wear the size that is most comfortable with their current shape.  

Do these duplicating strategies resonate with you? Have you ever over-duplicated on an item?