It all begins in a small group on the freshman retreat at Notre Dame...

Jimmy asks Raechel to go see "Moana" with him, which was playing on campus. Jimmy is oblivious as to the implications of asking her out in this manner.

After a late-night walk around campus, Raechel asks Jimmy to make this relationship official.

After college and years of long distance, Jimmy finally asks the question while he and Raechel are hiking at the top of Roan Mountain on the Appalachian Trail in East Tennessee.