Our Story

Bailey & Anna were born just 3 months apart in 1997. Bailey grew up in Grand Rapids, Michigan, and Anna grew up in the suburbs of Chicago, Illinois.

Bailey moved to Chicago after college for work, and Anna moved to downtown Chicago her second year of PA school. There, they were introduced by their great friends (Elly & Mac) in 2020.

They began dating a few months later in 2021 and took their first of many trips together (to Michigan). They both feel blessed in how often they are able to travel together and see the world.

They spent a lot of fun days and nights in Wicker Park with friends, and their relationship became stronger every day.

They quickly became proud, loving dog parents of baby Banklin.

They celebrated their one year anniversary in Chicago and had many more fun, romantic dinners to come :)

They supported each other during their successes.

They eventually grew tired of the cold Chicago winters and decided to chase the sunshine. They moved across the country together to Largo, Florida in September 2022.

They traveled around Europe together, and did plenty of exploring through Germany and Italy.

They went swimming with the manatees for their two year anniversary.

They spent many nights watching sunsets on their favorite beach, Indian Rocks.

They enjoyed spending time together as a little family in the home they rented in Largo.

They took many mini Florida vacations, like here in Marco Island.

They spent another anniversary watching the sunset on the beach.

They celebrated many birthdays having fancy dinners together, like here in downtown St. Pete.

Bailey proposed and Anna said YES! on 7/27/23

They had a blast celebrating their engagement weekend with friends.

They often made time to visit friends back in Chicago.

They took their first professional family photos on sand key beach, Clearwater.

They bought their first house together in Largo, Florida in November 2023. They are so excited for more adventures to come!