October 8th, 2025
If I look a little frazzled in these photos, it’s because I’d been out late on a great date the night before… but it’s also because I desperately needed a haircut! Went to see the wonderful Carlin, who fixed me right up.
I’d recently attended a party at a bar where Jenna Marbles videos were inexplicably being projected onto one wall, and when my metamour asked the bar if they could turn it off, they instead just changed it to a documentary about GG Allin… which inspired me to dig out this T-shirt that bears his name alongside some Dr. Seuss parody art.
What I’m wearing:
• “Gonna fuck this ham” T-shirt – the Black Market several years ago; I cut off the neckline and sleeves in a nonconformist delirium
• Jeans – thrifted
• Black leather jacket – Danier Leather
• Black leather Frye harness boots
• Vintage black leather Coach Station bag – bought on eBay circa 2012
October 10th, 2025
On Bluesky I described this outfit as a mix between Courtney Love and Violet Beauregarde – in the sense that it’s a classic Courtney dress+boots combo, but all in Violet’s signature color! Wore this out to a fancy sushi dinner with my wife, after having interviewed the delightful Tuck Woodstock together for a podcast episode earlier that day.
What I’m wearing:
• Pale blue tennis dress – bought from some random Amazon store for my Magic Wand event at the Museum of Sex back in 2024 (I love that it has a built-in bra and shorts underneath)
• Blue cashmere cardigan – the Gap
• Blue metallic Doc Martens – bought when I was in high school
• Vintage red leather Coach Willis bag – a vintage shop on Etsy
October 11th, 2025
Wore this to go see a screening of All About Eve (which I had never seen before and which absolutely rules) with someone I affectionately refer to as my Movieboy. We went out to dinner first and I had an espresso martini, so I was exactly the right amount of fired-up to see a movie about messy actresses betraying each other!
What I’m wearing:
• Red T-shirt – thrifted
• Blue cashmere cardigan – the Gap
• Black ponte pants – the Gap
• Black leather jacket – Danier Leather
• Custom-color Nike Air Force 1 sneakers
• Vintage red leather Coach Willis bag
October 12th, 2025
A pretty simple outfit, worn to dinner + a Raaaatscraps show, which is the usual Sunday-night tradition my wife and I stick to when I’m in New York. Comedy date nights are the best date nights, if you ask me.
What I’m wearing:
• Black A-line dress – H&M
• Black and white star-print cardigan – ASOS many years ago
• Black leather Frye harness boots
• Vintage red leather Coach Willis bag
• Turquoise leather Tiffany’s dog collar – a gift from my love
October 19th, 2025
I went back to Toronto for a while at the end of 2025 to do another run of musical improv shows, because life is short and why the hell not. Here’s what I wore to a class and then a show. It was so cold in our theatre space that night that a sweet boy lent me his large black hoodie to wear over my jacket for a lot of the night, which only improved the look, tbh!
What I’m wearing:
• Red and black striped T-shirt – Forever 21, several years ago
• Black blazer – thrifted for a job interview circa 2012
• Black jeans – the Gap
• Black leather Doc Martens
• Vintage red leather Coach Willis bag
October 24th, 2025
Wore this to see some friends perform a sketch show at Second City downtown, after which I immediately subwayed across the city to Comedy Bar Danforth for a party they were throwing that night. I will take any opportunity to sip beer with cool funny people and laugh my ass off for hours!
I almost never dress femmey for improv shows that I’m performing in, because it can be impractical, but decided to bust out a fancy femme look for the comedy-nerd party. I joked on Bluesky that my improv friends might not recognize me in such girly garb, and funnily enough, one of them indeed did not recognize me in the low-lit theatre space, mistaking me for a stranger until, a few minutes into our conversation, she realized who I was. I found this hilarious – gender presentation is such a trip, man.
What I’m wearing:
• Little black dress – bought for a Bettie Page Halloween costume a few years back (this was one of the only dresses I brought with me to Toronto this time, because, like any LBD worth its salt, it’s damn versatile)
• Blue and black heart-print cardigan – H&M circa 2007
• Blue socks branded with the logo of the sex toy company Dame
• Black leather Doc Martens
October 25th, 2025
Wore this to go visit my friends Dan and Sarah for some Jackbox games, wine time, and gossip, which was our near-weekly tradition back when Sarah and I lived together throughout the first couple of pandemic years. Always nice to wax nostalgic with old pals! I’m reminding myself of Starrina with this look: “One does want a hint of color…”
What I’m wearing:
• Pink T-shirt – the Gap
• Black cashmere hoodie – a lovely (and cozy) gift from my wife’s parents
• Black leather jacket – Danier Leather
• Pink knit toque – gift from my mom
• Black jeans – the Gap
• Trusty ol’ Nikes
• Red leather Coach Willis bag
October 29th, 2025
After having to crank out 3 short blog posts + 1 song video all in one day (due to poor time management on my part), I was soooo ready to unwind with my evening plans: attending a screening of Cruising with some family members. The movie largely takes place in queer kinky nightclubs, so it felt à propos to wear a lotta leather! Also, incidentally, my late uncle Kevan’s legendary rock band Rough Trade wrote some songs for the Cruising soundtrack, and it was cathartic to appreciate his artistry in a roomful of enthusiastic queers. (He also co-wrote a song that’s in Love Lies Bleeding!)
What I’m wearing:
• Men’s black T-shirt – got accidentally mixed into my laundry once; deeply sorry to whoever I inadvertently stole this from, but it’s a nice shirt
• Black leather jacket – Danier Leather
• Black jeans – the Gap
• Black leather Doc Martens
• Tiffany’s dog collar
• Vintage red leather Coach Willis bag
• Prescription sunglasses – Zenni
December 14th, 2025
Worn to do a musical improv show! Wish I could remember what I was singing about in the middle one; I look rather impassioned… but I know the one on the right was during a scene where I had a crush on Santa Claus, hence the coquettish body language! My wife was able to attend this one and took a bunch of excellent film photos of our set. It’s always fun to introduce her to my ‘prov friends.
What I’m wearing:
• Teal long-sleeved shirt – gift from my mom
• Little black dress
• Black leggings – H&M
• Black leather Doc Martens
• Red heart-shaped glasses – Zenni
December 21st, 2025
My outfit for my last improv show of the year! I performed in the show and in the subsequent improv jam, then hung out with friends until the bar closed, and then some of us walked back to my parents’ place and chatted about life/love/art until 4 in the morning. Once again gotta give a shout-out to low-dose naltrexone (LDN), the medication I take for my fibromyalgia; I could have never done all that stuff in one evening pre-LDN!
What I’m wearing:
• Red A-line dress – H&M
• Black cashmere cardigan – the Gap
• Black leggings – H&M
• Black leather Doc Martens
• Pearl necklace – Horae
• Apple Watch
P.S. Want more posts like this? Check out the ‘outfit‘ tag!