A Romantic University of Toronto Engagement Session with a Vintage Shelby Cobra in Downtown Toronto

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A Classic Toronto Love Story: Erin & Michael’s Engagement Session

Erin and Michael’s engagement session was the perfect blend of timeless romance and modern city style — set against two of Toronto’s most iconic backdrops: the historic University of Toronto campus and the sleek streets of the Financial District.

We started the afternoon at University College, surrounded by ivy-covered stone buildings and golden fall light filtering through the trees. The architecture gave their photos a classic, almost cinematic feel — a nod to the couple’s love of history and old-world charm. Erin looked stunning in a soft cream dress that flowed beautifully as she walked hand-in-hand with Michael through the courtyards.

As the sun began to dip, we shifted gears — literally — and headed downtown for the second half of their shoot. Waiting for us was Michael’s pride and joy: a vintage Shelby Cobra, gleaming under the city lights. The contrast between the historic university and the modern glass towers of the Toronto Financial District made for a perfect storytelling combination.

With the hum of the city in the background, Erin and Michael laughed, danced, and leaned against the deep-blue Cobra, turning heads as they cruised through Bay Street and Front Street. The reflections of the skyscrapers, the glow of sunset on the chrome, and the energy of downtown Toronto created pure engagement shoot magic.

This engagement session captured everything we love about Toronto — its mix of old and new, history and hustle — and everything we love about Erin and Michael: timeless elegance with a little bit of adventure.

Locations Featured:

• University of Toronto (St. George Campus) – University College, Hart House, Philosopher’s Walk
• Toronto Financial District – Bay Street, Front Street, and Wellington Street
• Vintage Shelby Cobra – A classic car that added personality and sophistication to the session

Planning Your Toronto Engagement Photoshoot

If you’re dreaming of an engagement session that mixes romance, architecture, and classic cars, Toronto offers endless inspiration. From the historic charm of U of T to the modern energy of downtown Toronto, there’s no shortage of stunning backdrops for your love story.