Photo Chicago Proposal Photography: Riverwalk Engagement

Chicago Proposal Photography: Riverwalk Engagement

Danny wanted his marriage proposal to Carole to be a complete surprise.  So he chose to pop the question on the Chicago Riverwalk, where the pair loved to take evening strolls by the water.

How They Met


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Carole had recently moved to Chicago from New York City, and her longtime best friend and Chicago resident, Liz, had eagerly arranged a get together to introduce her to her group of friends.

Earlier in the week, Liz had created a group message intended to coordinate everyone’s schedules.  Liz’s friend Danny had seen an unfamiliar name, and instantly took to Facebook to see who the new girl was.  As soon as her page loaded, he was impressed by her beauty and charmed by how fun she seemed to be, even just online.

That night when he met her in person, he realized his initial impression was right.  He was entranced by how much personality beamed out of such a cute, petite person.  She was in turn drawn in by his smile and personality.

The connection was mutual as they struck up a great conversation, and at the end of the evening made plans to hang out again soon.

How They Knew

Sparks flew when the pair met up.  Everything seemed so easy, so natural, and they couldn’t wait to see each other again.  But they remained ‘just friends’ until they attended the summertime Chicago music festival Lollapalooza together, and everything changed.

“That was when the friendship began blossoming into something more,” Danny said.  They started officially dating shortly after.

Danny said he was never the type to commit to one girl, but he knew instantly that Carole was different.  His work at the time required him to travel frequently, which made dating challenging, but he said he made it clear that he wanted to be exclusive with her. Carole was an incredible woman, and he worried in the beginning stages of their relationship that she would meet someone else in the time that he was away.  But they had something truly special, and their relationship only grew stronger over time.

“Eventually, my schedule slowed down and we began hanging out with each other every night,” he said. “It was very clear that she was the one I wanted to be with for the rest of my life!”

The Proposal

Danny wanted Carole to be completely surprised when he popped the question.  So he chose the Chicago Riverwalk, where the pair loved to go on long walks together, because he knew she wouldn’t expect anything out of the ordinary.

And judging by her adorable reaction when he dropped to one knee, she was completely surprised!  But he had a few more surprises in store.  He had reached out to Paparazzi Proposals to capture her genuine reaction with discreet proposal photography.

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And afterwards, the couple joined family and friends for an impromptu engagement shoot!  View their full proposal slideshow, here.


Interested in planning and capturing your own proposal?  We’ve got you covered.  Check out more of our Chicago proposal photography for inspiration! With countless proposals captured nationwide, there’s no idea we haven’t heard of or dream marriage proposal we haven’t photographed!  Reach out for a free consultation with one of our proposal planning experts.