Prep Sittenfeld's first novel,
Prep, which took her three years to write, was published in 2005. It is narrated from the perspective of Lee Fiora, a teenager from
South Bend, Indiana, who is accepted to attend Ault School, an elite
boarding school near
Boston, Massachusetts.
Elissa Schappell, who wrote in
The New York Times Review of Books: "Sittenfeld's dialogue is so convincing that one wonders if she didn't wear a wire under her hockey kilt."
The New York Times named
Prep one of their top five works of fiction for 2005.
Entertainment Weekly labelled
Prep a "cult-classic" in a 2018 reassessment.
The Man of My Dreams Sittenfeld's second novel, called
The Man of My Dreams, was published in May 2006 by
Random House. It follows a girl named Hannah from the end of her eighth grade year through her college years at
Tufts University and into her late twenties.
American Wife Sittenfeld's third novel, called
American Wife (2008), is the tale of Alice Blackwell, a fictional character who shares many similarities with former First Lady
Laura Bush. In November 2011, it was announced that Red Crown Productions had begun work on a film version, with the adaptation written by Academy Award-nominated screenwriter
Ron Nyswaner.
Sisterland Sisterland was published on June 25, 2013. The book's protagonist Kate is an identical twin with psychic powers.
Eligible Eligible was published on April 19, 2016, by
Random House. It is a contemporary retelling of
Pride and Prejudice set in
Cincinnati, Ohio. In September 2017,
ABC announced its commitment to make a TV pilot of
Eligible with Sherri Cooper and Jennifer Levin to write it.
''You Think It, I'll Say It'' ''You Think It, I'll Say It'' is a collection of short stories that
Random House published on April 24, 2018.
Rodham Rodham is an
alternate history political novel about the life of
Hillary Clinton, published in 2020. The novel diverges from reality at the point where Hillary chooses not to marry
Bill Clinton and enters political life as a single woman.
Rodham divided critics.
Romantic Comedy A new novel,
Romantic Comedy, was published in April 2023. The story follows Sally Milz, a late-night
sketch comedy show writer, and Noah Brewster, a pop star.
Show Don’t Tell A collection of 12 short stories published in 2025. ==Short stories==