Highest grossing R-rated female comedy of all time in the domestic box office, edging out Sex and the City (2008).
The cast spent about two weeks improvising with each other, some of which was incorporated into the movie.
In the second bedroom scene between Annie and Ted, Annie tells Ted that she will take the fictional "George Glass" to Lillian's wedding instead of him. "George Glass" was also the name of Jan Brady's fictional boyfriend on The Brady Bunch TV series.
In the DVD commentary, it is mentioned that Paul Feig and Kristen Wiig made a deliberate decision for Annie to keep her bra on during her sex scenes with Ted (Jon Hamm) but to have her take it off during her sex scene with Nathan (Chris O'Dowd) as a way of symbolizing that Annie feels she can open up emotionally (as well as physically) to Nathan in a way that she can't to Ted.
Ted's house's exterior is the same one used as Kelly Taylor's in Beverly Hills, 90210 (1990).
Final film of American actress Jill Clayburgh, who died the year before release.
Paul Rudd appears in a deleted scene as Dave who briefly dates Annie. However, his role is uncredited but the scene is shown in the deleted scenes section of the bonus features on the DVD.
Two of the actors who appeared in this film, previously appeared in two different versions of "The IT Crowd." Chris O'Dowd played "Roy" in the original version, The IT Crowd (2006), and Jessica St. Clair played "Jen" in the American remake, The IT Crowd (2007). Chris O'Dowd, Jon Hamm, Kristen Wiig, and Maya Rudolph also later starred together in Friends with Kids (2011).
Andy Buckley (Helen's husband), Ellie Kemper (Becca), Nancy Carell (Helen's Tennis Partner), Hugh Dane (Annie's Mistaken Fella), Wendi McLendon-Covey (Rita), as well as Paul Feig (Director) have all appeared in The Office (2005).
Final film of American actress Jill Clayburgh.
The cast spent about 2 weeks improvising with each other, some of which was incorporated into the movie.
Melissa McCarthy (Megan) and Ben Falcone (Air Marshall Jon) are real life husband and wife.
Before he came to Hollywood, Jon Hamm, who plays Ted, was a high school drama teacher at the John Burroughs School in Ladue, Missouri; one of his acting students was Ellie Kemper, who plays Becca.
Melissa McCarthy told an interviewer for "GQ" Magazine that she based the look and characterization of Megan in part on Guy Fieri, the (male) host of the show "Diners, Drive-ins and Dives."
Highest grossing R-rated female comedy of all time, edging out Sex and the City.
Several directors were considered for the film including Greg Mottola, Todd Phillips (I), David Gordon Green, David Wain and Jake Kasdan. However, all of them were unavailable. Bottom of the studio's choice was Anne Fletcher, the only female director considered, but they decided against it.