Lady Vesper Lyndhurst is beautiful, clever, and popular. Afforded every luxury as a duke’s daughter, she fills her days with friends, intrigues, and a self-professed knack for matchmaking. She may have sworn off love for herself, but she is rather excellent at arranging it. Faced with an insolvent estate, the Duke of Greydon has no choice but to return to England in a final attempt to revive his family’s fortunes. He’s been gone for years, happy to have escaped his mother and the petty circles of the ton. To his dismay, not much has changed, including the beautiful heiress next door.

Hugh Philemon Ancaster, seventh Duke of Ripley, will never win prizes for virtue. But even he draws the line at running off with his best friend's bride. All he's trying to do is recapture the slightly inebriated Lady Olympia Hightower and return her to her intended bridegroom. For reasons that elude her, bookish, bespectacled Olympia is supposed to marry a gorgeous rake of a duke. The ton is flabbergasted. Her family's ecstatic. And Olympia? She's climbing out of a window, bent on a getaway.

Miss Cleopatra Lewis is about to be launched in society by her aristocratic grandfather. But since she has no intention of marrying, she visits a costume emporium specifically to order unflattering dresses guaranteed to put off any prospective suitors. Powerful and charismatic Jacob Astor Addison is in London, acquiring businesses to add to his theatrical holdings in America—as well as buying an emerald for a young lady back in Boston. He’s furious when a she-devil masquerading as an English lady steals Quimby’s Costume Emporium from under his nose.

As a child, Devlin Ware thought his family stood for all that was right and good in the world. They were kind, gracious, and shared the beauty of Ravenwood, their grand country estate, by hosting lavish parties for the entire countryside. But at 22, he discovered his whole world was an elaborate illusion, and when Devlin publicly called his family to account for it, he was exiled as a traitor. So be it. He enlisted in the fight against Napoleon and didn't look back for six years. But now his father is dead, the Ware family is broken, and as the heir he is being called home.

Shy, bookish Sophie Brightwell is expected to make an advantageous match to improve her family's fortunes. Sophie's plans to make a spectacular debut go horribly awry when she and her three closest friends are expelled from a young ladies' academy for unbecoming conduct. Since the ton will be sure to close their doors on these disgraced debutantes, they determine that unconventional means need to be employed in husband hunting. Rakehells, the beau monde's wickedest members, might be the only men willing to overlook a young lady's besmirched reputation. But how does one catch a rake?