A businessman named Jerry Kincaid is conned and robbed by a couple named Barbie and Clive. After Barbie and Clive flee the scene of the robbery, they arrive at a swanky resort hotel where we learn that Juliet and Shawn have just checked into — with the help of Shawn stealing Gus's credit card, naturally. Juliet and Shawn are there for a romantic weekend getaway — one they have promised will be completely devoid of police work and instead, filled with the opportunity to take their relationship to the next level.
Meanwhile, a lonely Gus runs into Lassiter and Henry at the grocery store. Gus plays it off like he's got big plans for the weekend, saying he is going out to some hot club that night. And since Lassiter and Henry have nothing planned for the weekend, they get Gus to let them tag along at the club.
Barbie and Clive come face to face with Shawn and Juliet at the pool. They get to chatting and eventually decide to have dinner together later that evening.
Lassiter, Gus and Henry are out at a young, hip bar and look totally out of place. They decide to make the best of it by challenging each other to be the first to score a number from a girl. Surprisingly, Henry is the only successful one; he gets the phone number of a sexy blonde 20-something named Chelsea. The losers, meaning Gus and Lassiter, have to throw a BBQ the next day for Henry, the winner.
Dinner with Barbie and Clive goes really well. While there, Shawn notices the presence of a loud Texan, wearing a pistol and a $100,000 watch, mouthing off about his boxed wine business. Just then, Clive sees Jerry Kincaid, the man he robbed earlier, walk up to the bar. Clive knows that if Jerry sees him and Barbie, they are toast, so Clive and Barbie make a quick exit from dinner and agree to see Shawn and Juliet the next day for tennis.
Later that night, upon returning to their suite, Shawn and Juliet discover they've been robbed. Shawn and Juliet alert the hotel staff and give them a report of what was stolen. Shawn is freaking out because not only was Gus's credit card stolen, but his precious Nintendo DS was stolen as well. Shawn tries to get a hold of Barbie and Clive, but is shocked to learn that they were never registered guests at the hotel to begin with. From this, Shawn realizes it was Barbie and Clive that robbed them.
At the BBQ, Gus is shocked when he gets a call from Capital One Credit services saying there has been some suspicious activity on his card in the Ojai area. From this, Gus realizes that Shawn has paid for his weekend getaway with Juliet on his credit card and is furious. Gus calls Shawn to ream him, but Shawn explains that they got robbed and that his credit card is in the hands of two criminals. This does not help the situation for Gus; he is even more furious. Shawn asks Gus where the fraudulent charges were made and Gus says the thieves last used it at a winery. Shawn then suggests that he and Juliet go wine tasting, completely forgetting that he and Juliet are there for a vacation and not to investigate.
Back at the BBQ, Henry is shocked when the hot girl, Chelsea, whose number he got from the bar, shows up at his house acting like a giggling fool obsessed with Henry.