Dating in Toronto: The Struggles from a Woman’s Perspective

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Dating in Toronto can feel like an exhausting rollercoaster—fun at first, but draining after the hundredth ride. For women, dating brings unique challenges, especially when your friends are in relationships, getting married, or having kids. While you’re happy for them, being the last single one standing can feel isolating. Couple trips, family events—it’s easy to feel like the odd one out, or worse, not invited at all because it’s all couples and kids.

Dating starts to feel like a part-time job. You swipe right on dating apps, chat, plan dates, and sometimes even fake interest just to see if there’s something there. It’s draining. Every date can feel like an audition, and after a while, it’s easy to lose excitement.

Embracing Single Life in Toronto

But here’s the thing—being single can be amazing too. Instead of seeing it as a phase of waiting, I embraced it as a time to focus on myself. Toronto is an incredible city for solo adventures. I found joy in doing things alone: biking through the city, walking by the water at Harbourfront, or sipping on my favorite latte in a cozy café. I loved dining alone at restaurants and hitting up bars, not because I was waiting for someone to join me, but because I truly enjoyed it.

The single life doesn’t have to be about filling an empty space. It’s about enjoying the present, doing what makes you happy, and realizing you don’t need a partner to validate your experiences. Those moments biking through Toronto’s streets, wandering along the lakeshore, and exploring new coffee spots were mine, and I learned to appreciate them.

My 7-Year Dating Journey in Toronto

I get it—after dating what felt like over 100 men in seven years, I felt the weight of it all. I even had what I called the “3 days or 3 months curse.” Either it ended by the third date or by the third month. It wasn’t clicking, or I just wasn’t feeling it anymore. You start to lose hope after so many misses.

Then I met my spouse. On Tinder, of all places—after I swore off the app multiple times. We had an immediate mutual attraction, something rare for me. It wasn’t something that had to “grow” over time—it was just there. But it wasn’t just chemistry that made him stand out. It was mutual respect and his persistence. Unlike the others who were “too busy” with work, he made time. He didn’t text sporadically when he had free moments—he wanted to see me, again and again. I was a priority.

Years later, I still appreciate that. We’ve been through tough times—pregnancy struggles, cultural differences, and both being hard-headed. But through it all, we’ve always respected each other, and that’s what keeps us going.

Navigating Time and Anxiety

Throughout this journey, one thing has constantly been on my mind: time. I’ve always had anxiety about it—fearing that I was running out, that every moment I spent single was another second slipping away. But here’s what I’ve learned: whether we fear time or not, it’s going to pass. The key is to let go and enjoy each moment. Because each moment is your life, and once it’s gone, you never get it back.

Advice for Single Women in Toronto

To the single women navigating dating in Toronto: keep going. If finding someone is what you truly want, don’t lose hope. And while you’re searching, enjoy your single life. Toronto has so much to offer—take bike rides, walk by the water, explore the best coffee shops, and embrace solo experiences. The right person will come when the time is right, and you’ll realize why it never worked out with anyone else.

Stay patient, strong, and most importantly, stay true to yourself. Time may pass, but how you spend it is entirely up to you.

And check out more blog posts on www.hertodays.com!

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