Dylan’s Wedding Proposal to Allie at Picnic Point in Madison WI

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wedding proposal in madison
The backstory

Allie and I met in high school when we had a few classes together.  We liked each other as teenagers but were nervous about admitting it.  I finally worked up enough courage to ask Allie out on a date and we’ve been together ever since.  Our love has taken us from high school to college at UW to post-college life.  We’ve been together seven and a half years now. They’ve been the best years of our lives and we’re looking forward to what the future holds for us.

Planning the proposal

Every fall Allie and I love to take walks through the parks and around Madison’s lakes and really take in the colors of the season.  When it came to deciding when and how to propose to Allie, I knew I wanted to incorporate our love for fall and one of our favorite spots in Madison, Picnic Point.

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wedding proposal in madison

wedding proposal in madison at picnic point

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wedding proposal candid

How I decided to have the proposal photographed

Allie had previously mentioned to me that she would love to have someone capture the moment during a proposal. Luckily for us, Maureen was able to capture our proposal. Besides being beyond excited and surprised that I popped the question, Allie was shocked that Maureen had secretly photographed the proposal for us.  After working with Maureen and seeing the look that Allie gets in her eyes when she looks at the photographs, I know that I could not have asked for a better photographer in Maureen.  The feeling I get when I see the photographs is indescribable and I’m so glad that we will always have these photos to remind us of this special moment in our lives!

Madison Wisconsin wedding photographer

Maureen Cassidy is a Madison wedding photographer, Madison family photographer & Madison boudoir photographer who loves capturing connections, love and beauty in Wisconsin and around the world. If you would like to send her a message contact her {here}.

Cat & Cassidy’s Picnic Point Proposal

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The backstory
We met in college at a 90’s party. Cassidy was dressed as Baby Spice and I had acid wash jeans on. Interestingly, we grew up in the same town in New Jersey. Our parent’s houses are only a mile away. We went to the same middle school together two years apart but never met. From there, we followed each other to Boston, Atlanta, and then New York before finally settling in Madison this summer for Cassidy to start medical school. I think I knew marriage was imminent when we shared a 200 square foot efficiency apartment in Manhattan and came out liking each other even more than we did when we moved in.
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Planning the proposal
I had the ring made over the summer, but I knew that I wanted a fall proposal. Fall is when we met and has always been our favorite season. I considered a few outdoor locations but ultimately decided on Picnic Point. I liked that I could reserve a fire pit to create our own space in a public area. My grandparents went to UW and I grew up hearing about walks to the point.

engagement photo madison wiemotional love b&w proposal pic engagement photographer madison wiHow I decided to have the proposal photographed

I wanted to strike the balance between it being a private moment for just us and being able to share it with our families and friends. We just moved to Madison from the East coast and are both close to our families; I wanted them to be able to experience the moment with us from far away. I absolutely love the pictures! Looking at them brings me back to how I felt in the exact moment– the nervous energy leading up to the proposal and the elation following the “yes”. I never want to forget how it felt!

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Maureen Cassidy is a Madison wedding photographer, Madison family photographer & Madison boudoir photographer who loves capturing connections, love and beauty in Wisconsin and around the world. If you would like to send her a message contact her {here}.