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Surprise Toronto Proposal Photography | Rob & Jeannie

January 28, 2018

Surprise Toronto Skyline Proposal Photographer | Olive Photography on Thompson Hotel Rooftop Surprise Toronto Skyline Proposal Photographer | Olive Photography on Thompson Hotel Rooftop
Surprise Toronto Proposal Photography

I’ve had butterflies in my stomach all week about this one! Such an exciting thing to be a part of!

Rob reached out before he moved to Toronto for a job assignment.
He and Jeannie are from Michigan and they’ve been together for 4 years.
His plan was to move to his new apartment in #thesix, then once settled have Jeannie come for a visit and surprise her with more than his new digs.

He wanted to find a place that really showcased what Toronto looks like.
What better way than to get a Batman/birds-eye view from above?

The folks at the Thompson Hotel graciously welcomed us to use the rooftop, which is usually closed during the Winter months. (It included a minimum spend in the rooftop lounge, but that made for a really nice way to round out the evening – They had bubbly and food ready for them as soon as we came back in inside!)

—
She actually had a feeling he’d propose to her that day, but she thought it would be back at his apartment. He told her to get dressed up for a night on the town and her Spidey sense started tingling. Where would he do it? Would it be at a restaurant? She didn’t realize it would be something as epic as being on top of the city!

Rob and I kept a close eye on the weather. It was calling for rain, but we stuck to the plan and though cloudy, the rain stopped for the big moment!

When they came up to the rooftop to take in the view, her expressions as she realized what was happening were AMAZING. “Is this really happening??” She asked. He said he loves her so much and wants to spend the rest of their life together. When he asked the question, her response was a resounding, ‘DUH!!’ – It was adorable.

She kept looking at her ring, then back at him: “This is actually happening! We’re engaged!”
He revealed that he’d had the ring for 2 months. He had it custom made after a visit to a jewellery store where he took note of her preferences and ring size. Smooth moves, Rob!

Jeannie mentioned she kind of blacked out as it was happening. That’s not the first time I’ve heard of that happening at a proposal! Which makes it even more gratifying that I could be there to immortalize these memories for them.

Here’s a look at Rob & Jeannie’s surprise Toronto proposal!

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Categories - Blog, Engagement, Featured - Main Page, Proposal, Proposal - Featured Tagged - proposal, proposal ideas, Toronto proposal photographer, Toronto proposal photography, Toronto skyline proposal

Toronto Proposal Photography – Andy & Viv

May 10, 2016

Toronto proposal photographer | Olive PhotographyToronto proposal photographer | Olive PhotographyOn a recent evening my phone started to ring – the call display said the number was from the US.
I picked up, and learned of the sweetest thing!

Andy and Viv have a long distance relationship – both living in different states currently.
Originally both from California, she moved to New York to be a real estate lawyer and he tours around being a dentist for the military.
They were planning a trip through Asia, and they had a one-day layover in Toronto.

Andy wanted to propose on that layover day, and he wanted a photographer to document the happy occasion.

Guys, I was SO excited.
I can’t even tell you.

Well, being the totally enthusiastic and keen person I am, I immediately started working with him to brainstorm ideas, and we quickly set a plan.
I would gather a few items – picnic basket, blanket, champagne, glasses – and help him find THE BEST Toronto skyline view for a romantic site for him to pop the question.

The day approached. Their planes had both arrived in Toronto and they met up around 11:30 am. They checked into a hotel, dropped off some stuff, & explored the city.
Meanwhile, I took the ferry to Ward’s Island that afternoon and set up the picnic stuff at the site.

At 5:30, they took the ferry across and Andy started to lead her across the island (saying a friend had said it was super pretty) using the directions I had sent him.

I knew what they looked like (he had sent me a photo), and when I saw them approach I readied my camera.

They arrived at the spot, and Andy made a comment about the strange picnic basket. They walked towards it, and he got down on one knee.

Y’all know what happens next.
She was totally surprised in that moment. And I was smiling ear to ear as I photographed the magic happen.

Hugs, kisses, happiness abound!

They then enjoyed some bubbly and some quality time exploring the beautiful scenery as I snapped away to commemorate the evening.

Ah! I’m so giddy just thinking about it.

Congratulations again, Andy and Viv!! I am SO stoked for you guys!!

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Categories - Blog, Engagement, Proposal, Proposal - Featured Tagged - engagement, proposal, proposal photographer, Toronto proposal, Toronto proposal photographer

Sam & Joe’s Toronto Winter Engagement Photos

February 11, 2015

Toronto Winter Engagement Photos Toronto Winter Engagement Photos

We braved the cold and explored the woods on this windy Winter day – the hot chocolate and big hugs helped, I’m sure! I adore the ridiculously cute mugs Sam and Joe brought with them. I kinda like you guys a lot too!

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Update: These two are now married! Check out their Toronto restaurant wedding at Boehmer here!

Categories - Blog, Engagement Tagged - Engagement session inspiration, proposal, toronto engagement session, Toronto wedding photographer, Winter engagement photography, Winter engagement photos, winter engagement session

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