Hi! Welcome to something new I’m trying, Date Diaries, a feature where I’ll write about dates I go on. I’m revisiting a week I spent with my partner in Toronto back in December, for our first anniversary…
On Matt’s first night back in town, I went to meet him at the airport, which has become a tradition for us. We have a protocol whereby I have to ask him, prior to his takeoff, what he’d like me to bring him at the airport – food, gum, coffee, whatever – and then meet him in the arrivals area. It’s exciting, getting to see him at the earliest possible moment, rather than waiting for him to Uber to my apartment like I used to.
On this day – December 12th – I subwayed across town to Pearson Airport in the west end from a psychiatrist appointment in the east end, trying to read my Kindle on the train but failing because I was too excited to concentrate. Once we found each other in arrivals, we took a car back to my place, ~reconnected~ with some sex-‘n’-kink, and then were faced with the question of where to go for dinner.
This always happens. Usually he gets in late, because air travel is a chaotic nightmare, and by the time we’re settled and ready to eat, many restaurants have closed their kitchens. So it’s become a tradition of sorts for us to go to Bar Isabel on those first Toronto nights, because their kitchen is open until at least midnight (bless them, bless them all). It’s one of the best-reviewed restaurants in the city, and for good reason: the ambiance is chill and romantic, the tapas-style menu is impeccable, the cocktails are swell, and the servers are top-notch.
As the clock ticked over to 12:00AM of the next day – December 13th, our anniversary – I tweeted about how happy I was to have spent a year with such a wonderful person, and we toasted to our relationship, our love, and our future. Aww.
What I wore: I was feeling romantic so I put on the dress I was wearing the day that we met, one year previous. It’s a black and red floral-print fit-and-flare dress I got at H&M god knows how many years ago. I also wore my collar, of course.
What we ordered: We usually get the punch when we go to Bar Isabel; I think this time we got the “fancy punch,” which contains liquors, citruses, teas, herbs, and bubbly wine (they change up the specific ingredients on a night-to-night basis), because we were celebrating! We ate oysters, bread, manchego cheese, shishito peppers, and grilled octopus. Divine.
My boyf is an over-the-top romantic, making him a good match for someone like me who is sentimental as fuck and also likes to write about dates she goes on (hiii). For our anniversary, he surprised me by taking me to one of the fanciest and most tourist-y places you can go for dinner in Toronto: the 360 Restaurant at the top of the CN Tower. As we were walking to the elevator that would take us up to the restaurant, we were bustled into a photography area where they snapped some cheesy pictures of us in front of a green screen – hence the adorable watermarked monstrosity you see above.
The whole conceit of the 360 Restaurant is that you get the best possible view of Toronto, and the entire restaurant rotates slowly, so you get to see all the way around over the course of your meal. I hadn’t been up there since my mom took me to an opening-night party for The Lion King back when she was working as an entertainment reporter more than a decade ago, so it was cool to go back, especially with someone I love so much.
After dinner, we checked out the famous glass floor and then cabbed to Civil Liberties for a nightcap before heading home. Ideal date night!
What I wore: Sir told me weeks beforehand that if I planned on buying a new dress for our anniversary, he wanted it to be blue and shiny/sparkly in some way – which, honestly, knowing me, it would’ve been anyway. I trawled the local mall all day, trying on several unsatisfactory contenders, before finally landing on this $17 pale blue velvet spaghetti-strap dress from Forever 21. I wore it with black tights, my collar, a black cashmere cardigan, and the gorgeous blue Coach bag Matt had just given me as an anniversary gift. The suit he’s wearing, by the way, is the same one he wore on our second date; aww.
What we ordered: We split a dozen oysters and I thiiink I had roasted salmon with risotto on the side. And, as per usual, we drank excellent cocktails, though I can’t remember what they were. I was pretty focused on the cute boy across the table from me!
Sir introduced me to La Banane and it’s become one of our favorite Toronto dinner spots. The food and service are both absolutely incredible. I feel like a queen every time we go here.
After dinner, we rounded out our evening by going to see Hook-Up at the Bad Dog Theatre (their hilarious and often quite romantic runaway hit) and stopping by Civil Liberties again for more cocktails. Three of our very favorite things in one night – amazing!
What I wore: This dress is one of Sir’s faves in my wardrobe so he chose it for our fancy night out; it’s a form-fitting, low-cut, navy velvet dress with an asymmetric hem. I bought it at Forever 21 when I briefly had a sugar daddy, envisioning wearing it on elegant dates with him, though that plan never came to pass! This time I paired it with black tights, a black cashmere cardigan, my collar, and my new Coach bag again.
What we ordered: Our appetizers were oysters again (we’re so predictable) and seared foie gras with hazelnuts and a little cup of wine on the side. I had their duck breast entrée (soooo tender and good) and Sir had the Eurobass. My fave cocktail here is the Penicillin; I don’t normally like smoky Scotch but this drink blends it with lemon, ginger, and honey, making it much more palatable. Toward the end of the meal, the restaurant staff had to re-seat us to make room for a big group that was coming in, and they sent over two glasses of amaro on the house for our trouble (my first time ever trying amaro!). Sooo fuckin’ classy.
Been on any date you’ve especially loved lately?