Jerry Hall begins her search for a Kept man by bringing twelve unrefined young Americans to London, England. The guys must show their level of commitment to Jerry by swimming across the Thames River. Later, they present Jerry with a personalized gift to prove their worthiness or risk being the first man to be left behind the velvet rope.

The transformation begins when Jerry Hall sends the eleven remaining men for style makeovers. Afterwards, Jerry arranges for them to learn to walk the catwalk for a private fashion show exhibiting the latest designs from Vivienne Westwood. Confidence and style will determine who measures up and who gets left behind.

A surprise etiquette lesson puts the ten remaining men in the hot seat. Later, Jerry exposes the guys to another side of her world with a private art lesson where the men learn the finer points of art appreciation and the cold truth about nude modeling. An art auction for Jerry and her friends will show who are the masterpieces and who will be sent back to the drawing board.

Jerry sends the remaining nine contenders to Anne Boleyn's ""haunted"" country home, where they must be proper houseguests. The men are given poetry lessons and each write a poem to read to Jerry at dinner.

Jerry sends the eight remaining guys to face their most fearsome challenge yet -- the British press. And when Jerry throws a costume party, the guys are sent to dancing school to learn some new moves. They'll have to strut their stuff for Jerry and her friends before one gets elimnated.