Chicago Riverwalk Engagement Proposals: Seth and Jessica

Seth invited Jessica to tour the riverwalk in Chicago, but little did what surprise he had planned.

Our sneaky photographer was discreetly sitting on a bench nearby, pretending to be a tourist.

As Seth arrived to the predetermined spot, he let Jessica take in the scenic views.

She turned around to find him down on one knee, with a diamond ring. The romance did not stop there. The newly-engaged couple shared with us how they met and fell in love.

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How and when did you guys meet?

“We met almost two years ago through the dating app Bumble.”

What was the first thing that attracted you to one another?

Jessica: “I was attracted to his dashing good looks, his dry sense of humor and how thoughtful he was. I’m still attracted to these traits!”

Seth: “She was beautifully dressed on our first date, and I loved the fact that she went with the flow and was a great conversationalist. It also helped that she laughed at my jokes…”

When did you know that they were the one?

Jessica: “On Friday. Just kidding. I knew I liked him a lot from the start. I’m not sure there was one moment where I knew Seth was “the one” but our relationship continued to grow and progress over time. As we started traveling together, spending more time with one another’s friends and families and, eventually, moved in together, it confirmed that I wanted to be with him forever.”

Seth: “Ditto!”

Why did you choose to propose where you did?

Seth: “We didn’t have a particularly special spot in Chicago, so I had to pick a place from scratch. I always thought the walkway on the west side of the river was beautiful and had more natural landscape than many parts of Chicago. Once I walked along the walkway myself I knew it was the right place to propose. …its close vicinity to our workplaces and our apartment didn’t hurt, either.”

Did anyone help you plan the proposal?

Seth: “Both Jessica’s little sister and my little sister helped coach me along, but the time, place, how it was going to go down and use of Paparazzi Proposals was all me!”

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Get more proposal ideas in Chicago!

Contact one of our experts at 1 (888) 287-5120 for a free consultation. The picture-perfect engagement proposal is one phone call away!

Submit your request.


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