Monthly Archives: October 2025

I’ve been living with Greg for almost a year now, ever since I moved to Boston for grad school. Of course I knew sharing an apartment with someone I barely knew could be risky, but after some awkward first…

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There’s something about the way Emily laughs when she’s tipsy that makes me think about kissing her. I probably shouldn’t say that, because you’re supposed to keep things uncomplicated with your roommate, right? But that’s not how things have…

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When I first moved into the apartment on 17th and Oak, I was just happy to be out of my parents’ house. Jenna and I had connected on a roommate forum—she needed someone to help with rent, and I…

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If you’d told me three months ago that my summer would end like this, I would’ve laughed in your face. Everything about how I felt about Emma at the beginning was a mess—confusing, awkward, way too intense—and yet, the…

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I still remember the day Molly moved into the apartment. At first it was just two bedrooms, one crappy bathroom, and not enough space for either of us—but it was affordable, safe, and only a 15-minute train ride from…

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I never thought I’d be the kind of guy to get mixed up with a coworker. Especially not Emily. She joined our marketing team about four months ago, freshly graduated, still a little awkward, with a wide, eager smile…

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I know it’s a cliché, but sometimes the most unexpected moments happen where you least expect them. It started innocently, as these stories always do, and I’m pretty sure Emily and I were both surprised where a few weeks…

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When I first moved to Chicago, I didn’t really expect much except for crazy rent and endless winters. I found a shared apartment in Lakeview on a last-minute Craigslist post—a girl named Sarah needed a roommate fast. I remember…

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I never thought moving in with Heather would turn into one of those stories you hear about, the kind that you’re never really sure are true. If you met us at the start, you’d have said there was nothing…

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When I first moved into the city for grad school, one of my biggest concerns was finding an affordable apartment. Craigslist ads felt like a minefield, shady landlords and even sketchier potential roommates everywhere. When I finally landed a…

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