TOM* Fashion Week Outfit Diary

I was lucky enough this past week to be able to attend Toronto Men’s Fashion week at Waterworks downtown. Myself and some other peeps from Novella were able to tag along to the illustrious coattails of our fearless editor.

It’s not the first time I’ve been to fashion show, but it is the first time I’ve been to TOM, and I had no idea what to expect.

The idea of attending a fashion show is daunting. You obviously want to look on trend and cool, but not like you’re trying too hard to be on trend and cool. It’s a fine line to balance on, same with the question of whether you need to dress up or dress down. After actually going, I can say that there’s a real mix of what people wear. There are people dressed to the absolute nines – high heels, floor-length dress, suit and tie – and there are also people taking it down a notch – denim on denim, all black, I even saw a guy in sweatpants.

Essentially, my biggest takeaway is this: just wear whatever you want but be confident in your decision and it’ll show. The coolest (and probably most photographed) people there are the ones you see just being themselves. Not that my own advice stopped me fro having a breakdown while getting ready for the shows every night, but I still stand by it.

After all of my anxiety and second-guessing, here is what I wore to Toronto Men’s Fashion Week.

(Please excuse the colouring of my pictures – it was dark and I tried my best with an iPhone 5s.)

Day 1


Since it was Men’s fashion week, I decided to go with a menswear-inspired look for the first day. I paired a white tuxedo shirt with blue jeans and a corduroy coat. To finish the look off, I decided on a pair of brogues and a clutch, both in different shades of brown. I wasn’t sure if all of the brown tones would work well  or just end up clashing, but I was running late, so I just said “monochrome,” with a flourish and left.

Outfit Details

Coat – Na Nin Vintage

Tuxedo Shirt – Zara

Jeans – Urban Outfitters

Shoes – Urban Outfitters (These are at least five years old, here are some similar ones.)

Clutch – American Apparel (Not available anymore, here’s a similar one.)

Day 2


On day 2, I went full 80s. Well, nearly. Full 80s would’ve been if I had also been able to do something cool with my hair. Alas, it was flat and decidedly not 80s, but I did don a bright red leather jacket complete with nice, big shoulder pads. Underneath it I kept it simple with a plain white tee and high-waisted trousers. Because I knew it would get warm in the venue, I needed something else to bump up the energy in my look, and I found it in my old blue suede booties.

Outfit Details

Jacket – Black Market Vintage

Tee – Anthropolgie

Trousers – Urban Outfitters

Shoes – Topshop (They’re pretty old, so here’s a pair that are similar.)

Day 3


By day three, I had had just about enough of panicking over every outfit choice. I was trying too much to be different, to stand out from the crowd and that resulted in me trying on combinations that just really weren’t me. In the end, I decided on a pretty classic Tash silhouette of loose high-waisted trousers with a tee tucked in and a long coat overtop. I liked what I had on and I felt like myself, which I think is really all one can ask for when one attends an evening celebrating fashion and style.

(In hindsight, this really wasn’t the best outfit to pick for creds.)

Outfit Details

Coat – American Apparel (Not available anymore, but I found one kinda similar.)

Shirt – Anthropologie (Sold out,  here’s a similar.)

Trousers – Oak + Fort (Sold out [AGAIN], here’s a similar.)

Shoes – Michael Kors

Bag – Burberry

What I Wore: TOM Opening Party

Because the editor of the magazine I work for is a superstar, I was lucky enough to be able to attend the opening party for Toronto Men’s Fashion Week, or TOM.

I haven’t attended many (or any at all) fashion parties yet in my life, so naturally I was really excited but also rather nervous. I wasn’t sure how to act, or what to wear.

I wanted to look nice, but I didn’t want to look like I was trying to hard. I wanted to be on trend, but not ~trendy~. I ended up settling on a monochrome outfit that’s honestly not the most flattering on my figure, but it was comfortable and I loved the full look it created. The culottes with the sandals were a bit basic, but I felt were on-trend enough, would keep me cool in the heat and would assure there would be no unfortunate falls in front of the fashion elite of Toronto.

I was definitely more casually dressed than some there, but the thing about fashion week is you find all kinds of outfits and I love it.

These pictures were taken on Sam’s balcony, as it provided the perfect Toronto background for photo ops.

I didn’t wear a designer label, I didn’t wear anything from Saks Fifth Avenue, because honestly, working as a freelance journalist and blogger doesn’t really allow for that kind of lifestyle. Not yet, anyway.







Top: American Apparel

Trousers: Oak + Fort (Similar)

Shoes: Seychelles (Similar)

Watch: Daniel Wellington

Rings are all from Urban Outfitters

Lipstick is the Stila Stay All Day liquid lipstick in the colour Beso

Of course, I had to include some selfies from the actual party. Alcohol was on the house before 10 p.m., so I may have indulged in some glasses of wine.


It was a great time at a great party. As one of my first forays into the world of fashion parties and events, I’d say it was a pretty good start.