Caitlin and Jesse

Proposal Ideas Chicago, IL

How We Met

Jesse and I met in 2013 at Austin Comic Con, which is already at a high nerd level, but to make matters even more interesting, we met at Nerd Speed Dating during the convention. We had 3 minutes to get to know one another and then at the end we both were interested and gave each other our numbers. From there, we had our first “real” date at a local beer garden in Austin, TX and it really just sky rocketed from there. The picture attached is us a few years later at Austin Comic Con again, this time as Lady Thor and Loki.

How He Asked

Fast forward to the summer of 2017, Caitlin and her gal pals from college plan a girls weekend in a Chicago (uniting them from KY, WI, and CA). The girls slay the town all weekend, ending in a Sunday brunch plan. Caitlin’s friends led her to “brunch”, but not before stopping at Buckingham Fountain for a few quick gramable photos. As they lured Caitlin into a photo shoot, including Caitlin flipping her hair and “giving them tiger fierce”, Jesse and their other mutual friends approached from the side. Jesse proposed in front of a gorgeous fountain, in front of Caitlin’s best friends, and to her total and utter surprise.

Engagement Proposal Ideas in Chicago, IL

The best part? The friends caught the whole thing on film! Through a shocked expression, she obviously said YES! Two nerds united, amongst friends and in the best “gotcha” way imaginable. In our over 4 years of being together, we have moved to the Bay Area, adopted a Texas dog named Conway Twitty, and look forward to our lives together.