Miss Sophie is in financial distress. Her solution: she invites five men to compete for her heart - Mr. Pommeroy, Sir Toby, Mr. Winterbottom, Admiral von Schneider, and Count Szabos. But her already tricky plan spins completely out of control when her childhood sweetheart, the butler's son James, suddenly reappears.

Miss Sophie invites the gentlemen on a dream date to Ascot: horse races, strawberry punch, and high stakes. But in Ascot, Miss Sophie suffers yet another financial setback. James uncovers a dirty scheme and ultimately exposes one of the suitors as a fraud.