February 15th, 2018. I wore this to go see PotterProv, the monthly Harry Potter-themed improv show at Comedy Bar, with my friend Zoë. It wasn’t really a thematically appropriate outfit – I mean, unless you think Remus Lupin is a daddy dom – but I had just gotten this shirt in the mail and wanted to wear it out.
I often like to get a li’l dressed up when I go see comedy, because comedians and improvisors are so frequently total babes. Plus I’ve dated enough of them that at comedy venues, there is always a real risk of running into exes or people with whom I went on one or two ill-fated Tinder dates… yikes.
What I’m wearing:
• Hair in little pigtail-knots (I started doing these after seeing Caitlin Roberts wear her hair like this; it’s so cute and easy, especially on days when my hair isn’t cooperating)
• Pink lipstick and pink blush
• Pink pavé Tarina Tarantino heart necklace – eBay, after searchin’ and sleuthin’ and biddin’ for a looong time to find this exact one
• “Daddy” tank top – Redbubble
• Pink bralette – Gap
• Black and white polka-dotted skater skirt – ASOS years ago
• Black leggings – H&M
• Pastel rainbow glitter Doc Martens (!!) – ordered from Urban Outfitters back when these were seemingly unavailable anywhere else in Canada and I NEEDED THEM
February 28th, 2018. Leather jackets always give me so many Gender Feelings! I’ve had this one for years and years and I love its blazer-esque simplicity: it looks equally good over dresses or more boyish outfits like this one. I can’t wait for the weather to get a little warmer here so I can start rocking this jacket every day instead of my winter coat that looks like a literal sleeping bag.
I wore this out to a café to work, and then I dropped by my parents’ place to pick up some sex toys that had been delivered there for me (including the Liberator Axis, oooh!).
My boyfriend told me to put my collar on just before I left my apartment because I had a bunch of writing to do and he wanted me to stay focused. What a sweetheart.
What I’m wearing:
• Danier leather jacket – hand-me-down from an older cousin many years ago
• “Pun Slut” pin from L’Amour-Propre and impact play pin from Kinktionary
• Royal blue suede collar from L’Amour-Propre
• Bright yellow Goodbye Honolulu T-shirt – a gift from Max
• Black jeans (a rarity – I loathe wearing pants)! – Gap
• Black leather Frye harness boots
• Ye olde giant black nerd glasses – Hakim Optical
• Heart-eyes emoji phone case – Redbubble
March 16th, 2018. The first time my love came to visit me in Toronto, he gave me specific clothing instructions: I was supposed to wear an outfit that would be fun for him to take off me, like unwrapping a present. Now that’s a femme challenge that I’m absolutely up to!
I chose this ensemble lovingly in the days leading up to his arrival, and laid it out on a chair in my bedroom the night before. When I woke up that day, I finished up my morning dayjob work and then slipped into this outfit slowly, methodically, very aware as I slid into each layer that my beautiful boyfriend would be removing it from me in reverse order in just a couple hours. And he did, and it was lovely.
What I’m wearing:
• Blue and black heart-print cardigan – H&M many years ago (I’ve had this since at least 2007!)
• Pink lace slip – vintage via Coldfish on Etsy
• Navy high-waisted A-line skirt – Old Navy years ago (I used to wear this a lot when I wanted to look businessy in journalism school)
• Pink and navy kneesocks – no idea, but they’re cute, eh?
• (Unseen) Pink and purple polka-dotted panties which I later gave to my boyfriend as a gift because he did such a good job getting them wet while I wore them – La Senza, I believe
What’s your favorite outfit you’ve worn recently?