Holland and Brendon

How We Met

Brendon and I have been best friends for as long as I can remember. Growing up he was always someone that I could count on. We dated on and off in high school, but the timing never seemed right or there was always something preventing us from fully exploring a relationship beyond friendship. When it came time for college, I moved to Boston and stayed for law school. We dated other people, but Brendon and I stayed best friends throughout that time. After my graduation, I moved back home, and our relationship developed into more than a friendship. Dating Brendon felt more natural than anything.

Where to Propose in Chicago

How They Asked

Fast forward some months, and Brendon invites me on a weekend trip to Chicago. I had been dying to go and was excited to see their Christmas decorations. Our first morning, Brendon and I went to a beautiful chapel that I had picked out as somewhere that I wanted to see on the trip. When we got out front, Brendon got onto one knee and proposed! It was the best weekend of my life. I am so blessed and thankful to get to marry my forever best friend.

Holland's Proposal in Chicago

Special Thanks

Amy Gibson
 | Photographer