Shep's search for his true love has taken him on a cross-country trip to meet the future Mrs. Rose. But all that glitters isn't gold, as Shep finds puppy love with a dog groomer, declares poetic justice on an unwilling guest and makes a faux pas when Landon crashes his date. But things turn around in Dallas when he falls for a beauty queen with an edge.

Eine angespannte Situation entsteht, als ein Überraschungsgast im Traumhaus auftaucht. Shep versucht, alle miteinander zu versöhnen und die Atmosphäre aufzulockern. Auf einer Geburtstagsfeier kommt es jedoch zu einem großen Konflikt.

Shep tries to impress Bella on their romantic date; Shep turns up the charm on a rooftop date with Priscila, treats Peyton to a baseball game and woos Kylie on a luxurious cruise.

Peyton fits in perfectly on a getaway to Shep's family farm; Priscila proves to be the perfect partner on a trip to Shep's parents' mountain house; feeling conflicted, Shep talks with his mother and is reminded to follow his heart.