- Season 1
Shep's journey to find love comes closer to an end and this charming Charlestonian is more lost than ever. With two fabulous ladies left, Shep looks to his roots for guidance. Peyton fits in perfectly at a getaway to Shep's family farm and Priscila proves to be the perfect partner at an overnight at his parent's mountain house. Feeling conflicted, a talk with Mom reminds Shep to follow his heart and sets him on the path to his one true love.
Shep pulls out all the stops to impress Bella on their romantic date. Meanwhile, with the inevitability of eliminations weighing heavily on this Southern gentleman, Shep steps up his game to find "the one." He turns up the charm on a romantic rooftop date with firecracker Priscila, treats southern belle Peyton to a baseball game and woos innocent Kylie on a luxurious cruise.
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 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.
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'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.
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