Considering Shane uploaded a video asking Ryland's mother for permission to pop the question, the proposal was more a matter of when rather than if; nevertheless, the defining moment still ended up being too cute. Initially, Shane planned to pull out all the stops and even considered assembling Snoop Dogg, Ricky Dillon and Hilary Duff to help set the mood. Ultimately, a simple proposal on the couple's third year anniversary worked perfectly. Years of cute videos summarized in a single moment of a kneeling Shane asking for Ryland's hand in marriage.