Mr. Grilled Cheese

Carrie – I am no longer a young professional living in the 6ix. As much as I loved shitting around in what my father termed my “sabbatical” year in a great city, I’ve decided to move to a sleepier town. I’ve immerse myself back into an academic environment filled with intelligent, like-minded individuals, and a ton of… general douchebags. Welcome to the world of law school.


Since I began two months ago, I have projectile vomited on a bus in front of my friends, peed behind a school building on campus, fallen on my face on a boat cruise, woken up with a leg full of bruises, developed viral conjunctivitis (aka a case of the pink eye), gotten a cold twice, and just generally killed it at life it seems. Maybe it’s the fierce female squad I’ve made (our group chat is the “Pro Boners”) and their bad influence on me but realistically, it’s probably just me.

One Saturday, after 12 hours in the library, my friend and I took one break to stop for linner at around 3. With that having been my only meal of the day, my mind being exhausted, and my overall track record of making bad life choices, I am fucked by 8:30 p.m. when we head over to this bro’s house for a pre.

I show up and I am the most ‘lit-lit’ out of all of us. I was hoping one of my crushes would be there – he’s a year younger but we went to the same alma mater, he’s well-spoken, tall, with these cerulean eyes that are alarmingly entrancing. He had been messaging me a couple of weeks earlier, even sending me heart emojis that the Pro Boners collectively freaked out over, so I had this pent up sexual tension I was hoping to explore with Mr. Heart Emoji.

Naturally, I sleep with his best friend.

Continue reading “Mr. Grilled Cheese”


Guest Post: Mr. High School Crush

Everyone please give a warm welcome to Stanford Blatch, the newest segment of DTT6. Stanford will be made up of the wonderful friends of our daters who’ll be writing in the occasional guest post about the happenings in their love lives.


Please enjoy the first guest post from a very good friend of DTT6. We love her, we know you’ll love her, and we hope to hear from her again very soon!! 


Mr. High School Crush had my heart from grade nine. He was the cute, rebellious and mysterious grade 12 that made me swoon, and I never for a second thought that I had a chance of even being on his radar. Fast-forward a few years later to a story that would have grade nine me screaming from excitement.

The summer going into third year, the hype of Tinder times, I decided to jump on the band wagon and start swiping. Lucky me, Mr. High school crush popped up in my pool of eligible bachelors, and without hesitation I swiped right, I mean obviously. To my awe and surprise – we matched! Mr. High school crush liked lil old me?! Wow, the story could have stopped there and I would have been living on cloud 9. But it didn’t. Mr. High school crush proceeded to friend me on Facebook, not only message me first, and get my number, but also ask me out for drinks!! Mr. High school crush picked me up (late, but what did I care) and we went for drinks. Before he dropped me off, he secured himself a spot for date number two (and whatever other dates he wanted after that). Perfect – a summer fling with Mr. High School crush and then I’ll go back to school out of town and that’s that, because who wants to start a relationship that’s long distance? Apparently we thought that starting a relationship was a good call because that’s exactly what we did. We said our goodbyes come September, and two weeks later Mr. High School crush came to visit me at school.

Mr. High School Crush became my best friend and we did everything together. I was so infatuated with how fairy tale this was, that in the whole process I was blinded to the red flags and warning signs. I know that everyone has their flaws, and maybe I expected perfection because it was of course Mr. High School crush, what could be wrong. Lots. Whether it be the lack of communication, his demotivation or his relationship with weed, it was clear that we didn’t fit but I just looked past it and kept trying to find (sometimes reach) for the silver lining.

That being said, Mr. High School Crush made some great strides: he decided to stop smoking everyday and begin school, get an amazing part time job (even bumping into my next love, Justin Bieber, on the job), attempted to change his group of friends and be more attentive. It seemed for a while things were going really well and they were. There were times that I’ve never been happier or more supported, and having Mr. High School crush in my life really did feel like a dream come true.

Well, two and a half years later and sometimes it just so happens that people grow apart. I noticed it when the fighting became the norm, and going to sleep upset or disappointed was just the expectation. I always say, and still believe that a relationship only works when two people bring out the best in each other and at this point, we weren’t, so I had to let go and say goodbye to Mr. High School Crush.

The best part of this whole experience is that I’m not bitter or resentful and as cliché as it sounds, I really do want the best for him and for him to be happy. I am ready to be done with him and that relationship and I’m excited that I get to start dating through the six with my woes.