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.

Shep goes on an unusual double date; as things start to heat up at the hot springs, Shep uses his escape tactics to reach a beautiful brunette; a health scare throws Shep's New York state of mind back into reality.

Shep says goodbye to his road trip of love and invites a few ladies back to Charleston; Cameron begins her own interrogation of the ladies; a beach party turns salty as Shep struggles to juggle five women; an unexpected guest arrives.

The dream house turns tense when a surprise guest arrives; Shep attempts to handle a sticky situation; high stress and hot tempers lead to an explosion at a birthday party.

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.