This Moschino fork pin belonged to my sister. Whenever I attach it to a lapel, people always make bad jokes like 'Where's the knife and spoon?' To me, it's just pseudo-surrealist fun. Pin, Moschino

I had completely forgotten about these Miu Miu Mary Janes until I saw the Prada Creepers. The realist painting is by Canadian artist John Hall. He lives in Kelowna and I'd wager he has never heard of the Prada Creeper. Shoes, Miu Miu

I may not run in Lanvin à la Kanye but I certainly love walking in these kicks. Vest, Prada; Shoes, Lanvin

Belgian designer Natalia Brilli has quite a following for her leather wrapped pieces. This one is called a Nolex. It subverts the watch’s function and becomes a bad ass accessory. Watch, Natalia Brilli

I suspect that elements of these Prada and Miu Miu gewgaws come from bag scraps. The arty shoebox is from her forest nymph SS08 collection. Robot, Prada; Dragonfly, Miu Miu; Bracelet, Miu Miu

I got these 'Naked Russian Dolls' on Brick Lane in London a few years back. The biggest one is wearing a Prada cameo necklace that I inherited from my mother who bought it on my first trip to Rome, probably 17 years back. Necklace, Vintage Prada

Shoes, Yohji Yamamato; Clutch, Ports 1961

The shoe is set atop a stamp book that has been passed down through my father’s family. The collection spans Palestine, Serbia, Cyprus and more. Shoe, Miu Miu

This faux fur coat looks like a skinned stuffed animal but I still pull it out from time to time. Coat, Miu Miu; Pearls, Vintage; Bracelet, Miu Miu

Doesn’t Pee Wee look handsome! The doll, at least 14 years old, still speaks when you pull its cord: 'I know you are but what am I!' I refused to stand in line for H&M x Lanvin. When I went to the store a few days later to see what had been returned, this necklace was sitting there calling my name. Necklace, Lanvin x H&M

This is a family Kelly bag (I get borrowing privileges). It's at least two decades old and from the Faubourg St. Honoré store. Note the snail charm, which represents the year it was purchased. Many people stack Hermès boxes as art but I doubt theirs aren't home to a family of metal mice. As for the contents of the extra-long box: it’s horse crop from the 2007 launch of the Kelly Calèche fragrance. Bag, Hermès

The orange top is from a few seasons back and the shades were a purchase from the Soho shop. I don't actually plan on wearing them anytime soon. I think of them as an objet d'art. And when I have a costume party to attend in 30 years, I'll be ready. All, Prada

Little did the Coveteur gals know that this vignette represents all my maternal loved-ones: my mother, both grandmothers and my great aunt Rose who wore the beaded top in the fifties. The Céline bag is from Monaco and was a gift to my late grandmother from my parents. Top, Vintage; Bag, Céline; Brooch, Vintage

My pal Christopher Sherman bought me my first Hudson's Bay blanket as a housewarming gift earlier this year. The cuff is by resin artist Gaetano Pesce; I made a beeline straight for Moss in Soho after reading he'd started doing jewelry. I keep bowl of lego bricks in my apartment. Bracelet, Gaetano Pesce

My sister Jane is a jewelry designer. Her line is called J. Rox and this is a whole heap of her lariats, topped by a Miu Miu blinged-out cuff. Necklaces, J. Rox; Cuff, Miu Miu

No, I do not have a third identical pair stowed away in my closet. But after living in – and wearing out – these cobalt flats last summer, I was thrilled to find them still available at the New York store in March [2012]. Shoes, Balenciaga

The jacket is a hand-me-down from my mother. My sister gave me the Patrick Kelly pins. I think she may still have some of his whimsical dice and pompom dresses. Jacket, Vintage Chanel; Shoes, Christian Louboutin; Pins, Patrick Kelly

The vest, belt and bag all came from the same source: Mom. Over time, she's given me some wonderful pieces. And at least they’re still in the family if she ever wants them back. Vest, Hermès; Bag, Louis Vuitton; Belt, CHANELVest, Hermès; Bag, Louis Vuitton; Belt, CHANELVest, Hermès; Bag, Louis Vuitton; Belt, CHANEL

For my 30th birthday, my sister Jane bought a bunch of vintage brooches and pinned them onto a basic black purse. So creative! I've since worn them separately with various outfits. But altogether, I think they make a statement cooler than any 'It' bag. Bag, Unknown Designer; Brooches, Vintage

These sapphire blue heels were a prize for competing in a 'runway walk-off' hosted by Holt Renfrew and judged by Jay Alexander from Top Model. According to the manager at Ilori in Toronto, these indigo shades were specially ordered for rocker Geddy Lee. Until I move to Paris, I surround myself with cheesy mementos. At least this striped Eiffel Tower came from a recent Colette installation. My mother wore the medallion necklace when she was a teenager. Shoes, Jimmy Choo; Glasses, Custom; Necklace, Vintage

I bought this t-shirt the day Alexander McQueen died. I needed to hold onto him in some way. The Atlantis print gels perfectly with the hyper colorful digital art from Assume Vivid Astro Focus. Top, Alexander McQueen

I bought both pin and pump in the same season; one is Prada and the other Miu Miu but the teal is identical. The 'grass' is actually a Prada scarf from Miuccia's FW07 season. As for the Hermès hard hat, it was an ingenious giveaway when the new Toronto boutique on Bloor opened but the building was still under construction. Shoe and Scarf, Prada; Hat, Hermès; Pin, Miu Miu