The shoe gods have spoken and block heel booties are this Fall and Winter season’s “It Shoe”! Now, when you get the notion to go out and look for a pair, adopt this mantra, “The blockier the better”!

This is going to be a particularly easy trend for most people to adapt to (if you haven’t already) simply because block heels are a hell of a lot easier to walk in than stilettos, especially if you have to navigate over an icy parking lot. The only drawback for me with block heels is that they usually tend to be inelegant. I love my sleek, pointy toe stiletto boots! This season however, designers have completely broken that mold and come up with several options that will fit anyone’s style. This year the block heel can be elegant, and whatever else you want it to be!


Tory Burch Sydney Ankle Boots $425Prada Sunglasses $380Michael Kors Silvertone Hoop Earrings $65YSL  Monogram Quilted Fringe Suede Shoulder Bag $1,900SEE BY CHlOÉ Flowing Blouse $280BooHoo Boutique Harriet Leather Biker Jacket $123Plein SudLlether Leggings $995

Tory Burch went with some very simplistic details with the hardware on these boots, which I love. The flowy top is what gives this look its feminine flair. Add sleek accessories and you are good to go. This is edgy street style at its chicest! Cuir avec cuir et plus de cuir!


Topshop Maria Chealsea Block Heel Boot $150/ Chloé Small Drew Bag $1930/ 14K White Gold Black CZ Earrings $30/ Nikoleta Long Sleeve Mesh and Bandage Dress

You will very soon find out that in addition to block heels, gold EVERYTHING is what’s in! Nothing goes better with gold than black. If you are going to wear such a bold boot, accent with gold stud or chain details on your outfits or handbags, but keep your jewelry minimal. In this case, your boots are your jewelry.HOW TO STYLE BLOCK HEEL BOOTIES (EMBELLISHED)

Saint Laurent Crystal Heel Booties $995/ Witchery Cable Poncho $61/ Max& Co by MaxMara Wool Blend and Silk Dress $95/ Stella McCartney Falabella Clutch $650/ Pre-owned Tiffany and Co Elsa Peretti Small Open Heart Necklace $100/ Charlotte Russe Basic 40 Denier Tights $5.99/ Roberto Cavalli Jeweled Aviator Sunglasses $315

I am seeing quite a few embellished heels, and these ones from YSL are my absolute favorite so far. The silver tones on the heels pair lovely with navy, grays, and whites. I love the cable knit poncho with the boots, and you can also dress them down with just jeans and a gray sweater.HOW TO STYLE BLOCK HEEL BOOTIES (EMBELLISHED)

Valentino Astro Couture Ankle Boots $2,145/ Woolford Opaque Tights $55/ Edun Draped Wool Wrap Dress $590/ Valentino Rockstud Lock small metallic shoulder bag $1,645/ Linda Farrow Square Monochromatic Sunglasses $570/ Portolano Cashmere Lined Leather Gloves $40

Black is my favorite thing to wear for so many reasons, but one of them is that you can effortlessly accent with the boldest pops of color. I love how the Valentimo Rockstud bags seem to match all of the new embellished Valentino boots. With all of these details, you don’t even need any jewelry.


Alexander Wang Kenze Boot $725/ Le Vian Genuine Brown Quartz and Citrine Ring $2,100/ Burberry Bag $1,155/ J Brand Midrise Skinny Jean $190/ Nina Ricci Cotton Turtleneck Sweater $545/ Victoria Beckham Supra Round Sunglasses $495/ Camel Sleeveless Coat $69

These booties from Alexander Wang look incredibly comfortable. If I was a tourist in London, this is exactly what I would want to be wearing! Burgundy is another “IT” color for the Fall and Winter, and it is becoming the new neutral to have in your closet. It really pairs with so much. You can always be sure it will go with a Burberry bag!


Jeffrey Campbell Gershon Block Heel Bootie $165/ Vivienne Westwood Anglomania Melton State Coat $380/ Shaping Skinny Jeans $50/ Equipment Cecile Cashmere Dots V-Neck Jumper $145/ Balenciage Metallic Edge Nickel City Bag $2,220/ Tom Ford Anastasia Sunglasses $149/ R.J. Graziano Goldtone Mesh Bib Necklace $45

The nice thing about block heels as I mentioned before, is that they give you more sturdy traction when you are walking. These have a platform in the front which will make them even more wearable. If you love high heels then these will be a great option for you. I think that the boots pair particularly well with an animal print. Do not shy away from animal prints! You can absolutely make them look sophisticated and chic.


Tory Burch Blossom Block Heel Bootie $450/ Diane Von Furstenberg Libby Coat $350/ Fogal Corvina Pantyhose $59/ Maison Margiela 4 Short Dress $750/ Maria Dorai Raj Silver Cuff Bracelet $305/ Burberry Black Round Sunglasses $245/ Jon Hardy Dot Silver Ball Station Bib Necklace $995

Tory Burch is definitely on a flared block heel kick! If you read one of my last articles about her new Gigi Pumps, then you know what I mean. The flared block heel is very mod, and I expect other designers will veer that way for the upcoming seasons. One of my favorite combos in terms of color is black, white, and bright blue. It makes for the perfect foundation to color block.

So, do you think you could walk a mile in my block heels?


The saddle bags of the past were originally designed for military dispatch riders. They have that unmistakable crescent shape, which is actually quite feminine in my opinion. Along with today’s messenger bags, the newest saddle bags are a perfect example of a designer mixing form, function, tradition, and ingenuity

The cross-body bag has reigned supreme for the past few years, but they might need to move over a spot or two to make room for their lovely sisters!

Chloe Drew Small Shoulder Bag $1,950
Chloe Drew Small Shoulder Bag $1,950

The Chloe Drew bag has surpassed all other saddle bag designs in my mind. There are two different sizes, and neither are too small. This small version is quite literally the perfect size for a small bag. There are so many different variations and colours. Chloe nailed it!

Chloe Drew Small Shoulder Bag $1,850
Chloe Drew Small Shoulder Bag $1,850

The Drew in a lovely wine shade for Fall/Winter.

Chloe Drew Nano Floral Leather Saddle Bag $1,950 

Metal embellishments make this Drew a statement piece that is trendy, yet will stay a classic.

Chloe Drew Small Python Shoulder Bag $3,990 

Multi coloured python print is right on league with the past seasons lingering boho prints.

Chloe Marcie Mini Saddle Bag $750 

A little more minimalist than the Drew, this grey Marcie is a great everyday neutral.

Salvatore Ferragamo Rosette Small Saddle Crossbody Bag $1,290 

Overlapping pieces of leather on the flap give this one a modern and classy look.

Michael Kors Bedford Leather Crossbody $106 

This is such a great deal right now, I believe this colour is from the Spring collection.

Loeffler Randall Saddle Bag $395 

Classic black with the trendy new black hardware.

Henry Beguelin Molly Small Croc Stamped Messenger Bag $1,250 

Vintage croc.

Rebecca Minkoff Astor Laser Cut Leather Saddle Bag $295 

I have been seeing a ton of laser cuts in bags lately. Tory Burch did some lovely ones this past Spring and Summer. The laser cutting does tend to have a warmer weather vibe to it, but this bag proves the trend can go either way.

Tom Ford Jennifer Medium Leather Saddle Bag $1,990 

Tom Ford, need more words be spoken?

Tory Burch Embroidered Medium Saddle Bag $795 

There is certainly still a western vibe to some of the latest Fall and Winter collections. Tons of suede, fringe, and crops of riding boots. This Tory bag would go nicely with suede.

Tory Burch Frances Leather Saddle Bag $450 

This is a slightly pebbled leather, and I love Tory’s pebbled leathers. They are soft and well made. The tassel gives this one just enough flair!

Have you jumped in the saddle bag yet?