Reagan and Ava's changing responsibilities at home, a newly walking Amy and Julian's most recent gift to Ava, a dog, threaten to interfere with the booking of their dream guest - music legend Stevie Nicks. Meanwhile, Chris might be in over his head when he is "promoted" to a younger hockey league.

When Reagan loses her engagement ring, a Brinkley family heirloom, Chris uses the opportunity to give Reagan the proposal he was never able to give. In order to cover up losing the ring, Regan must seek out her worst enemy - Chris' grandmother. Meanwhile, Kevin returns and tries to win Ava back with the help of Julian.