In Charleston, you can't have a proper garden party without a potent punch. Whitney Sudler Smith hosts the festivities at his and his Mom's urban plantation where things aren't as proper as one might hope. We meet our 6th generation (at least) Southern Charmers in all of their glory as they hit on women, roll their eyes at the guys who hit on women, drink profusely, and generally exercise bad judgment. One of them will take home a young beautiful society gal, and we will debate the age-old southern tome: Are you a Scarlett or are you a Melanie?

Thomas's search for a wife continues when he takes out a woman more age-appropriate - 29?!? - and thinks she could be the one until she questions his felony past. Shep, feeling conflicted over being unable to get MJ's attention, winds up breaking the bro code with Craig when a few cocktails lead to questionable decisions. Whitney's mother Patricia passes judgment on his decision to open a restaurant with Shep so he decides to get serious about finding a place of his own.

Carolina Day is celebrated with a glamorous white tie party. Thomas decides to bring Kathryn as his official date, Whitney brings his assistant, Jenna and Cameran come together, Shep surprisingly doesn't bring MJ, and someone is threatened to be "bitch slapped."

Thomas, wanting to make sure his friends don't make the same mistakes he has made, hosts a dinner to share with them his thoughts on their lives. Is there someone better to give people advice on relationships? Most certainly!