Outfit of the Day


Our Fall Uniform

You can never go wrong with black and twinning is always winning in my books so naturally these looks are going to be our fall uniforms. I have decided to be a little less aggressive with the matching mommy and me looks recently, opted for complimentary looks that are not identical. Also, with our age and size difference, it’s much easier to pull off the less intentional matchy look to be honest.

We shot a bunch of photos for a recent Geox campaign and took a few extra images just for our personal files but they came out so darn cute, I thought they should live somewhere else other than my iPhone. Plus, so many of you have been asking where I got our outfits from, so I am linking everything right here for you guys.

Leather (both faux and real) are my actual obsession. I will collect them until the end of time and at the rate Maxwell is going, she will be doing the same damn thing. I picked up this one a year and a half ago from good ‘ole Zara and thankfully they have continued to bring it back over the last few seasons, so you can scoop this exact Zara faux leather jacket for $79. Maxwell’s leather moto jacket came from Joe Fresh and it’s only $35. In hindsight, I should have bought two extra in larger sizes for when she’s older.  Y’all know like 70% of her wardrobe staples are pieces from there because of the affordable price point and quality. It does come in baby and toddler sizes in case you are crazy enough like me to want to put a 1 year old in a leather moto LOL!

As for our dresses…if you have a little one, I am sure you’re familiar with the brand Freshly Picked, who became popular for their newborn leather moccasins. Maxie had several pairs when she was teeny tiny but now the brand has expanded so much and now make leather bags, accessories and clothing for both kiddos and adults. I scooped up her Elbow Sleeve Baby Doll dress from there last year actually and made sure to get a larger size so she had tons of room to grow into it. You can find and shop my Wilfred New Button-Front Dress at Aritzia. FYI…It runs a bit small so you may want to head to a store to try on before purchasing.

All photos shot by David Pike

The boots…the BOOTS. Cannot believe how many of you have DM’d about them, especially my shoes. Both from Geox and I know so many people are under the assumption that the brand doesn’t have fresh, up to date styles but trust me, do not sleep on them. While not all their styles may be a fit with my personal style, I always find something I love when I pass by their store or take a peek online. My Phaolae boots are killer…and I chose them because not only are they the perfect mix of a Doc Marten and Common Project boots, but they are are hella comfortable and also has a winterized lining that makes it perfect for Canadian winters. Maxie’s Kilwi lace-up high tops from the Geox baby collection. They are fully breathable, which is great because her little feet get so hot when she’s out and about and the patent leather upper makes it easy to dress up and down.

Sorry guys, if you were hoping for a shopping link for my YSL Small LouLou Bowling Bag you’re not going to find one today. It appears as though the back is completely sold out EVERYWHERE. I waited patiently for mine because it kept selling out but was lucky enough to scoop up the last one about 6 months ago and I have not seen it hit stores again since. I will be sure to update this post if I see if resurface online.

The Return of the Power Suit in Spring/Summer 2014 Caitlin Power

Caitlin Power Skirt Suit

It’s been approximately twenty four years since Vogue declared the era of power dressing over…but based on trends seen in fashion over the last couple of seasons, the “Power Suit” is starting to make a return. The strong jackets that became iconic in the 80s with tailored pants or skirts is slowly being reinvented and updated to appeal to the young and middle aged women of today. The women’s power suit has taken many forms over the years and was formally characterized by masculine lines, oversized shoulder pads and boxy silhouettes, however fast forward to present day, this suit has become more sophisticated, sleek and sexy!

Caitlin Power New York Blazer

Caitlin Power Rome Skirt

I’ve always had an affinity to this particular style of dressing because it reminds me of my Mother’s “Boss Lady” attire during her magazine editorial days. She always that the most beautiful suits, most of the time custom from popular Little Italy boutique “Gente” that was uber popular in the 80s and closed down a decade later. Mum always exuded strength in her office attire and from a very young age I knew that it provided her with a sense of power. Ironically when it comes to Canadian designers, nobody does a power suit like Caitlin Power. Over the last several years, I have watched the designer grow and each season she never fails to blow me away with her creative use of leather and architectural details, “tailoring is important within the brand. I focus on sophisticated, classic silhouettes, but make them youthful with edgy details. I use leather in unexpected places and focus on the female form, making style lines accentuate a women’s curves. My woman commands attention and dresses sharp to receive it!” – says the Calgarian born designer.

My obsession with both Caitlin and her label reached an all time high after watching her Spring/Summer 2014 Collection at World MasterCard Fashion Week in Toronto. Power’s fierce collection left show goers breathless at David Pecault Square as models traipsed down the runway in chic short and skirt suits, beautifully structured leather dresses and sharp tailored outerwear. This white skirt suit was a standout from the collection in my opinion and makes me think of Kim Cattrall’s character Samantha Jones on Sex and the City. The colour blocked blazer with plunging neckline and chic pencil skirt can be worn from work to evening events, with the former most likely paired with a cami (unless you work in the fashion industry).

Caitlin Power Skirt Suit

What I’m Wearing: “New York” Blazer c/o Caitlin Power // “Rome” Pencil Skirt c/o Caitlin Power // Bag by Chanel // Shoes (old) c/o Aldo // Nameplate Necklace c/o Jewlr // Watch c/o Caravelle New York

To view and shop Caitlin Power’s collections head to CaitlinPower.com and follow the brand on Twitter and Instagram or using the hashtag #PowerWoman

Embracing The Wide Leg Trouser Movement | What I’m Wearing

Bazzul Toronto

As a habitual skinny jeans and leather pants wearer for the last seven years (at least), I believed that there would be nothing or nobody that could get me into wide leg trousers but leave it up to BAZZUL Designer and Creative Director Felicia Burke to get me out of my fashion comfort zone. Whenever I get a chance to work with Burke she always ups the ante on my style game with a garment that people can’t stop talking about for weeks.

BAZZUL Toronto

BAZZUL Toronto


Wide leg pants have been making a major comeback and literally popped up everywhere on style stars throughout the fashion week circuit in New York, London, and Milan. It is almost  as if in the blink of an eye, every cool girl has decided to ditch their skinnies for billowing, baggy slacks. The detail on these trousers are on another level with mega large pleats and a unique, tapered hem line. So spectacular in fact, anything paired with them takes a back seat.

Bazzul Photography by www.tiffanysphoto.ca

What I’m Wearing: Custom Wide Leg Pleated Trousers c/o BAZZUL Toronto // Blouse (old) c/o Ann Taylor // Moto Leather Jacket (old) c/o Gap // Shoes by Christian Louboutin // Hat Vintage // Watch by Caravelle New York // Handbag by Chanel

My “Fearless Friday” Feature in Ann Taylor | What I’m Wearing

Fearless Friday Feature So Sasha

Margaret Thatcher once said, “There’s a special place in hell for women who don’t support other women!” and I couldn’t agree more. I’ve gotten to where I am today by being inspired by various strong, intelligent and independent women and I was thrilled at the opportunity to be featured in Samantha Clarke’s “Fearless Friday” series at the end of 2013 in hopes to inspire other women. I sat down briefly with Samantha in December to discuss my recent life changes and transformations which has led to the creation of SoSasha.com. I don’t want to give it all away here however, you can read about how SoSasha.com started, what inspires me and how I overcome adversity and fear in my full interview here, but first here’s a look at what I wore when I was shot for the piece…

Fearless Friday Feature So Sasha

Fearless Friday Feature So Sasha

Fearless Friday Feature So Sasha

Fearless Friday Feature So Sasha

Fearless Friday Feature So Sasha

Fearless Friday Feature So Sasha

Photography by Samantha Clarke

What I’m Wearing: Petite Wool Blend Duffle Coat c/o Ann Taylor // Petite Embellished Sweater Dress c/o Ann Taylor // Collette Peeptoe Heels c/o Ann Taylor

Each Friday you too can get inspired by other fabulous women in Samantha Clarke’s “Fearless Friday” series. Oh and by the way, after doing a bit of research of my own on this lady, she is just as talented and inspiring as the subjects she features from week to week. A Masters graduate from South Carolina State University where she attended on a volleyball scholarship, Samantha is now currently attending Law School at the University of Ottawa while also using her gifted eye to pursue a career in photography. As if that’s not enough, her lifestyle and commercial photographs have been published in several international publications. I highly suggest you take a look  at this “FEARLESS” series and find encouragement in the words of fellow ambitious women. To find out more info on this beauty click here and you can also view her diverse body of photography work at www.samanthaclarke.net

So Sasha x Pink Tartan | Diamonds and Leather

Pink Tartan Car Coat

Fans of street style legend and E.I.C of Vogue Japan, Anna Dello Russo, would be more than familiar with the Jil Sander veiled beanie she has been caught wearing a couple times…if you haven’t, then stop reading this post right now and view this image here. Who would have thought a veil and toque combination would have looked so chic?! Personally, I am really into the look and have been wanting a way to have a “veiled toque” moment on the blog and Pink Tartan’s Shane Coleman finally made that a reality!

Veiled Toque

Pink Tartan Graphic Diamond Sweater

There are two things you will rarely see me do both on the blog and in every day life; 1) Wear a skirt with no stockings in mid winter in minus degree temperatures and 2) Wear a head to toe look all from one brand. Both of these rules were happily broken recently to shoot this look from Pink Tartan. I wanted a look that had a cool downtown vibe with a hint of uptown chicness…and I think this was a success. Pink Tartan makes putting outfits together so simple because their collections always contain amazing and easy to coordinate separates. I have also noticed as of late, that pairing any outfit, even the most preppy of looks, with Chelsea boots, can immediately add some edge. Although I am usually in heels 4 inches plus, I have welcomed the comfort and ease of wearing a dope pair of flat boots.

Pink Tartan Graphic Diamond Sweater

Pink Tartan

The brand’s Founder and President, Kimberley Newport-Mimran launched gorgeous vegan leather pieces for Fall/Winter 2013 in the form of dresses, skirts, tops and even elbow pad detailing on sweaters (you an expect to see more of this fabulousness in their upcoming Spring/Summer 14 collection). The jury may still be out for some in regards to vegan leather but I am now fully on board. Although I will always be a fan of real leather, I love the fact that these items are machine washable!

Pink Tartan

Pink Tartan Leather Skirt

Photography by Talya Macedo and Styling by Shane Coleman of Pink Tartan

Head to www.pinktartan.com to shop any of these pieces online, which are now currently marked down, or check out a store location near you. Missed my last two posts featuring looks from Pink Tartan? Then check out “Dressing for the Holidays With Pink Tartan” Part One and Part Two

What I’m Wearing: Graphic Diamond Sweater c/o Pink Tartan // Leather Skirt c/o Pink Tartan (available in store only) // Black Car Coat c/o Pink Tartan // Chelsea Boots c/o Franco Sarto for Le Chateau  // Gold Watch c/o Caravelle New York // Cashmere Gloves & Veiled Beanie c/o Pink Tartan  // The Elgin Bag by Brunswick and Co

GET SOCIAL AND FOLLOW ME ON  Twitter and Instagram

Dots on Dots | What I’m Wearing

Ann Taylor Dot Flared Sweater Dress

It’s been approximately 9 months since I have been on board as an Ann Taylor Brand Ambassador and it’s been a fun ride acting as a clothes hanger for so many looks this year. For my last outfit post of 2013 I’ve decided to close out the year with a cute, fun outfit from the brand that I got a chance to shoot recently. I have a tendency to dress according to my mood, which has been light and playful as of late, and thought that this look accurately captures that vibe.

Ann Taylor Optic Dot Sweater

This outfit almost didn’t happen to be honest…what you probably think is a skirt, is actually a drop waist dress with three quarter length sleeves, but my size was not available in store while I was there but I needed to have it. Determined to make the dress work, because I adore the dotted flared silouhette of the bottom, I figured layering it with another item may work. I think this polka dotted cream sweater works so perfectly and the pattern play between the two is beyond cute. To compete the outfit, the cutest Chelsea style booties and my favourite vintage hat.

Ann Taylor Dot Flare Sweater Dress

Ann Taylor Optic Dot Sweater

Photography by Tiffany S www.tiffanysphoto.ca

What I’m Wearing: Dot Flared Sweater Dress c/o Ann Taylor // Chelsea ankle boots (old) c/o Franco Sarto for Le Chateau similar here // Optic Dot Sweater c/o Ann Taylor // Bag (old) Phillip Lim for Target Collection // Hat (vintage) // watch by Caravelle New York

Stripes + Sequins = Perfection | What I’m Wearing

Ann Taylor Striped Sequin Jacket

I like to pride myself in not repeating outfits, especially on social media. I am sure that you all would concur, in this day in age with so much of our lives posted on various social media channels, once an outfit is posted, you become hesitant to wear it again. Well, every once in a while I find a very special item that makes me not even care about being an occasional “Fashion Repeat Offender”…enter this chic sequin jacket I recently scooped up from Ann Taylor.


Ann Taylor Striped Sequin Jacket

Part of the brand’s Holiday Collection that I featured last week on the blog, this scene-stealing jacket is a fave amongst myself and fellow Ann Taylor Brand Ambassadors. Each of us have worn and styled this piece in so many different ways which proves it’s versatility. I thought it would be fun to juxtapose the dressy topper with something more casual on the bottom and chose to pair it with one of my “boyfriend” jeans, a white tee and added a pop of colour with a bright yellow bag. Keeping the top part of my look girlie, I wore an ultra feminine, black leather band watch adorned with a Swarovski crystal channel border.

Ann Taylor Striped Sequin Jacket

Ann Taylor Striped Sequin Jacket


Caravelle New York



Ann Taylor Striped Sequin Jacket

 Photos by Tiffany S. www.tiffanysphoto.ca

What I’m Wearing:  Striped Sequin Jacket c/o Ann Taylor // Classic Slub Tee by T by Alexander Wang // “Milton” Boyfriend Jean by Rag & Bone // Shoes (old) c/o Aldo // Necklace (old) c/o Forever 21 // Watch c/o Caravelle New York // Bag (old) by Phillip Lim for Target Collection

Dressing for the Holidays With Pink Tartan Part Two

Anna Sui Green Burnout Velvet Dress

As part of my “Dressing for the Holidays” series with Pink Tartan, I headed to the brand’s Toronto flagship location to find festive looks with the help of my favourite employee/stylist Shane Coleman and immediately fell in love when I set my eyes on this dress. As anticlimactic as New Years Eve celebrations can be, it can be a magical evening if it’s spent with the right group of people and copious amounts of champers. The uniform for most women on this night is usually an LBD or something with sequins…although both are classic choices and usually fail proof, I find it to be a bit too predictable for my liking. Why blend in with the crowd when you can make all the female guests at the party green with envy (literally) with this stunning Anna Sui dress.

Anna Sui Green Burnout Velvet Dress

Anna Sui Green Burnout Velvet Dress

Definitely a showstopper, this A-line mini stays true to the designer’s retro-style, rocker chic aesthetic. Detailed with a burnout velvet pattern, this vivid green number is super sexy because it allows me to show off my stems but is still covered up enough on top to still look classy. The stand-up collar and long sleeves with buttoned cuffs is an added bonus during December’s minus degree temps. I’ve styled my look with open toe shoes and a timeless Brunswick & Co clutch made from heavy weight waxed leather (that is actually large enough to fit an iPad) but when folded over transforms into a chic evening piece. For a more edgy look, the dress can also be paired with opaque tights, ankle boots and a moto leather jacket.

Anna Sui Green Burnout Velvet Dress

Anna Sui Green Burnout Velvet Dress

Photography by Talya Macedo

What I’m Wearing: Anna Sui Burnout Velvet Dress c/o Pink Tartan // Heels (old) c/o Aldo Shoes // Clutch by Brunswick + Co

In case you missed it, check out most with Pink Tartan Founder Kimberley Newport-Mimran’s top picks for holiday dressing and part one of my Dressing for the Holidays With Pink Tartan series.

Dressing for the Holidays With Pink Tartan Part One

Pink Tartan

Last week I posted about my latest visit to Pink Tartan’s flagship which included some gift ideas from the brand’s lifestyle concept store and Founder Kimberley Newport-Mimran’s top picks for dressing during the holidays. However, I have some favourite pieces of my own and worked alongside Pink Tartan’s Shane Coleman to curate four insanely amazing looks appropriate for the festive season that will be a four-part So Sasha blog series.

Pink Tartan Mongolian Fur Vest

Pink Tartan Florence Pants & Shirt

Within my circle of friends we use any and every opportunity to get together, especially during the holidays – whether for brunches, apres work cocktails, Christmas shopping dates and dinner parties. We pretty much look for any excuse to dress up and this bright look is perfect for any of the aforementioned occasions, but I would most likely wear it out for early evening cocktails. Plus, wearing colour will be sure to make you stand out amongst the crowd. Pink Tartan is known for their classic separates and these blood orange cropped pants are ultra comfortable and chic. Plus, even as a full monochromatic look paired with the matching top,  it’s somehow not overbearing.

Pink Tartan Mongolian Fur

Neutrals paired with brights work really well so we chose this beautiful Pink Tartan Mongolian fur vest, stunning Mark Cross two-toned “Scottie” bag which is sold exclusively at Pink Tartan in Canada, gold accessories and a beautiful watch from Caravelle New York.

Mark Cross Scottie Bag

Caravelle New York Gold Watch

Photography by Talya Macedo // Outfit co-styled by Shane Coleman and Alanna Levine

What I’m Wearing: Florence Pant in Blood Orange c/o Pink Tartan // Round Neck Top in Blood Orange c/o Pink Tartan // Mongolian Fur Vest (available only in Pink Tartan – $895) c/o Pink Tartan // Two-Tone Scottie handbag by Mark Cross also available in store at Pink Tartan // Gold Watch c/o Caravelle New York // Shoes by Zara (old) // Accessories c/o Ann Taylor and Karatoya

Stay updated on new items and get style inspiration for these fabulous brands on social media: Pink Tartan Twitter and Instagram // Mark Cross Twitter and Instagram // Caravelle New York Twitter and Instagram

GSUS Returns | What I’m Wearing

What I'm Wearing

Dutch clothing brand GSUS Sindustries is coming back in a big way with their upcoming Fall/Winter 2013 collection. As a long time fan of the brand I have to say that this collection is the best I’ve seen from the company in several years. Using Russia as the inspiration for next season, the collection has refreshing contrasts in colours, forms and detailing.  One of my fave outfits from the line, is this navy blue and black brocade bomber and matching skirt. It’s a great transitional look that can be worn between seasons.

What I'm Wearing

What I'm Wearing

What I'm Wearing

What I Wore: Barok Bomb Jacket and Skirt, both GSUS Sindustries Fall/Winter 2013 collection (courtesy of GSUS), Stevie Calf Leather Heels by Rachel Zoe, Matte Black Wayfarer Sunnies by Ray Ban.

*GSUS pieces in stores and online this fall

Check out previous “Outfit of the Day” posts featuring clothing by GSUS Sindustries  Dandy Blazer & Skirt, Ivana Parka.




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