Finding herself in need of a new car, wardrobe designer Skylar Browning learns from a friend about a Ford marketing program (run by a outside marketing agency) in which high profile entertainment business peeps can try out brand new Fords for free.
Skylar learns that Barry is a product specialist, and she's unwittingly signed into a program in which Barry is with her, 24/7, to guide her through the Escape's new features, and "report" on her experiences with it. With a male underwear shoot first thing in the morning, Skylar has little choice but to deal with the circumstances as they are.
During a commercial shoot, star Shannon Doherty asks Skylar to look after her annoying dog, Mimsy. Skylar passes the task off to Barry to try and get a break from him, but in his care, Mimsy accidentally ingests Skylar's Bluetooth headset.
On another shoot, Skylar and Barry run into Skylar's idol, the editor of The Satorialist and noted fashion photographer, Scott Schuman. Barry forces Skylar to overcome her reticence and say hello, and is shocked when an overly nervous Skylar adopts a British accent.
While working on a TV commercial for a kid's beverage, Skyler runs into a friend of Greta, a junior talent agent named Carrie. Carrie is also taking part in the Escape loaner program, but Skylar is annoyed to see that Carrie's "Barry" is a dashing hunk of a man named Channing.
Relegated to working on student films and still stuck with Barry, who she now isn't even talking to, Skylar works a woefully bad short film about a drug deal gone wrong in the middle of the night.
Finally accessing her messages via SYNC after her adventurous night, Skylar learns that she's missed out on a big job opportunity. Angry and determined to get herself free, Skylar goes back to John Vernon - only to find that the marketing agency has mysteriously transformed in a company called "World of Boxes".
Now Barry-free, Skylar manages to land a sweet gig on a Civic War period drama, but when she arrives she find she has to dress Cory, the kid Barry gave a swirly to. On set, she starts to read Barry's blog, and after reading some entries, she finds that in his awkward way, Barry is actually a very good friend to her.