Pointy toe footwear, although always in style, is currently extremely fashionable. And there’s no stopping the trend judging by what’s on the catwalks right now. So I’m redoing this poll to check whether you’ve swapped teams. 

You’re on Team Pointy Toes if you prefer them to round toes and vice versa. Note that almond toes count as pointy toes. 

I love the look of a non-chunky round toe, and wear them myself. In fact, I’m about to invest in an expensive pair of classic round toe loafers, so there you go. But the ‘80s gal in me loves a pointy toe. Pointy toe shoes look extra ladylike and refined, which appeals to my style persona. The style is also a better visual match for my low volume feet and small framed ankle. My feet tend to drown in chunky shoes. I’ve managed to build up a large collection of pointy toed footwear since we last took this poll, and as a result I wear pointy toes more frequently than round toes. I’ve swapped sides and now bat for Team Pointy Toe. 

Over to you. Do you bat for Team Pointy Toe or Team Round Toe? Tell us why and no batting for both sides. But feel free to sit this one out on the bench with mac ’n cheese, and pear crumble.

I love it when the classics make a fashionable statement, like the good old Gucci-esque loafer is doing at the moment. My hunch is that it will continue to do so because updated classics can be successfully incorporated into any modern style. Remixing updated classics with trendy pieces is in itself a trend that defines our fashion era. So allow me to shout this from the rooftops once again: Classic wardrobe items are powerful because they can be transformed into YOUR look when mixed and matched YOUR way. 

Loafers are slip-on flat shoes with high vamps that come in a variety of styles, some of which are more casual than others. Driving mocs have sporty rubber soles. The oh-so-trendy slipper flat lacks typical moccasin detailing, yet it’s described as a loafer. Penny loafers have a distinctive cut-out band across the top of the vamp. Some loafers have tassels or fringe, and some are heeled. And the Gucci-esque loafer has the trademark horse bit hardware across its vamp. 

High-vamped footwear has been all the rage for many seasons, so loafer popularity is gaining momentum. The outfits below showcase dressy classic Gucci loafers and penny mocs remixed into modern outfits. They work really well with tapered cropped pants, rolled straight leg jeans, boyfriend jeans, skinnies, and shorts. Keep the colour of the loafers low contrast to create a longer leg line when wearing loafers with bare legs. Or wear self-colour loafers with ankle pants. 

The best parts about the loafer are its practical slip-on integrity and high comfort factor. It tends to stay securely on the foot, unlike the ballet flat, which tends to fall off. It’s easy to insert an orthotic into the style. It’s a great shape for wide feet. And the style also comes with a one inch heel, which is often more comfortable than a half inch heel.  

I bat for Team Pointy Toe, but I also love dressy and classic round toe loafers. I particularly love the way they have been remixed sans socks into simple and crisp outfits in the pictures below. To my eye it’s a chic and no-fuss look that goes the distance. Pretty ageless and with a high longevity factor. 

Few of my clientele are into loafers though. Many think of them as frumpy, stumpy, and overly classic or preppy, despite their excellent comfort. I’m hoping to change their minds by suggesting they try the right loafer style and colour in combination with trendier wardrobe pieces. 

Over to you. Do you like loafers? If so, which styles tickle your fancy?

I was shopping with a client last week who favours extreme waist-defining silhouettes because she has a very small waist relative to her curvy hips and thighs. She’s also shorter in the waist, but long in the leg. In the spirit of trying something new, I suggested that she try these fluid styles. She was pleasantly surprised with the flattering fit of the items, and came home with two pieces. 

• Classiques Entier Flawless Jersey V-Neck Top: The V-neck elongates a short neck, while the top knot gathers under the bust add structure. Waist surrendering but fitted at the top of the hip. Gorgeous under a jacket or as a standalone piece. My client looks so much better in the top than the model in the photo. 
• Elie Tahari Brenna Pull on Pants: My client usually needs major waist alteration on trousers, but these fit perfectly. The weighty drape of the crêpe is sublime. As I mentioned in the guide for dressing pear shape body types, silky upscale track pants fit a small waist while giving the thigh and hip area plenty of room. No cling or whiskering. Won’t work for petites because the length cannot be altered. 
• Michael Kors Ruched Sleeve Boyfriend Jacket: The length of this jacket is key. It covers the widest part of an extra curvy thigh, thereby creating a visually slimming effect despite its boxy fit. The built-in scrunched sleeves add structure. 

These trendier fits have opened up a world of opportunities for my client. She doesn’t have to stick to wearing tailored pieces, nor does she have to have everything altered at the waist. Fluid and oversized fits are your friend with a little attention to fit and proportion.

Slim fit pants that are cropped just above the ankle are currently the trending look. The style is everywhere, completely mainstream for the third season, and quite relentless. And judging from what I’m seeing on catwalks, there is no stopping it. 

If you’ve been with YLF for a while, you’ll know that pant lengths are my thing, which is why I am pedantic about what is flattering to my eye. I am highly sensitized to differences in length, longer or shorter, and will split hairs about the smallest change. So remember this caveat when reading my suggestions. I am hard to please when it comes to ankle pants and the “wrong” length is my poison eye. 

Thankfully, I’ve had lots of practice fitting clients across all body types, heights, sizes and ages into ankle pants over the years, and have found that there are two lengths that look flattering on everyone. One option is a little longer than most ankle pants, while the other is shorter. Both versions are tapered at the hem for structure, which is the other vital ingredient. 

On the Ankle with a Self Colour Shoe

The hem of the ankle pants below rests on the ankle bone. Furthermore, the shoes are the same colour as the pants (self colour), which visually creates a long lean line despite the horizontally cutting effect of the skin peeking through. Wear a white or red shoe with this look, which is high contrast to the pants, and you’ve lost the visual extension of the line. Widen the width of the hems and your legs look shorter. 

I’ve also found this length to look better with high vamped shoes like oxfords, loafers and peep-toe booties because the vamp of the shoe — in the same colour — visually extends the line of the pants.

Cropped Four to Six Inches Above the Ankle Bone 

If you’re going to show your ankles, SHOW your ankles, which means showcasing the skin above the ankle. The lengths of these ankle pants are shorter than the norm by about four to six inches depending on your height, and of course, tapered for extra structure. Wear them slightly longer, but not as long as the example above, and wider at the hems, and you loose the flattering line on the leg. 

The beauty of the shorter ankle length is that it works with many shoe styles. Flat, heeled, low vamp, high vamp, low or high contrast. Try it all, and you’ll be surprised at how versatile this length is with footwear.

I’m not saying that ankle pants with wider hems that finish in between these two lengths are taboo. But in my experience, they are harder to pull off when you don’t have an extremely long leg line and relatively slim legs. Elongating strategies, like wearing heels, wearing low-contrast footwear, and tucking tops will only take you so far. Whereas adjusting the length and making sure the hem widths are adequately tapered is an easier and more practical solution.