As a director, David Wain has made mainstream comedies like Role Models and Wanderlust, but is perhaps better known for his spoofs of same, like Wet Hot American Summer (’80s camp comedies) and They Came Together (big city rom-coms). His latest, Gail Daughtry and the Celebrity Sex Pass, is more in the latter category…while also functioning as a very loose, unofficial remake of The Wizard of Oz.

Catch David Wain on a new episode of Inside the Arthouse with Greg Laemmle and Raphael Sbarge. Gail Daughtry and the Celebrity Sex Pass opens July 10th at Laemmle’s Glendale, NoHo, Town Center, Monica, and Newhall.
Gail Daughtry (Zoey Deutch), her very name an inversion of “Dorothy Gale,” doesn’t get spirited away to a magical land by accident – she goes there very deliberately, after fiancé Tom (Michael Cassidy) has sex with Jennifer Aniston, who’s in town to promote her generic cookbook. Tom pleads innocent – they had been discussing the concept of celebrity sex passes, which is to say the one celebrity a partner in a relationship can sleep with with no harm, no foul, if they get the chance. Gail, however, didn’t think he’d actually do it, so off she heads to her version of Oz, Los Angeles. She’s on a quest not so much to see a wizard, but rather her celebrity sex pass Jon Hamm, whom she intends to have revenge intercourse with.
Gail gets to L.A by tagging along with her hairdresser friend Otto (an anagram of Toto), played by Smile 2‘s Miles Gutierrez-Riley. As they look for ways to locate Jon Hamm, they accumulate more companions: none-too-bright agent wanna-be Caleb (Karate Kid: Legends star Ben Wang), not-especially smart paparazzo Vincent (Ken Marino), and Hamm’s now-cowardly former Mad Men costar John Slattery. Each has specific goals, but naturally, their real achievements will be attaining brains, heart, and courage.
Gail Daughtry and the Celebrity Sex Pass isn’t just content to be an L. Frank Baum riff, nor a satire of Los Angeles and the more mundane, tedious aspects of show business. On top of all that, it’s also a parody of ’80s-style MacGuffin comedies like Innerspace, as Gail’s suitcase gets accidentally switched at the airport with a look-alike containing evil plans for destroying the world’s financial systems. This puts Gail in the crosshairs of Ludovica (The White Lotus‘ Sabrina Impacciatore), who fills the role of the story’s Wicked Witch.

Los Angeles residents are particularly likely to laugh at references to local landmarks and specific celebrity hangouts; star maps and CAA also serve as significant plot points. There’s enough here, however, to get laughs from most audiences, as the premise sticks to its absurdity, and its characters are mostly, but not always, oblivious. A former member of comedy troupe The State, Wain has many of his former teammates appear (Michael Showalter is notably absent) along with every celebrity favor he could seemingly call in, from Hamm and Aniston to Weird Al Yankovic and Henry Winkler. Fred Melamed, as Gail’s local mailman, narrates the movie…deliberately badly.
Deutch, who previously impressed as a sex-hungry comedic lead in Zombieland: Double Tap, continues to effortlessly balance sweetness and charm with determination. She’s the most ridiculously perfect, nice woman in her hometown, but absolutely, single-mindedly set on a revenge plan not because she really wants any enjoyment from it, but because it’ll even the score. It takes a lot to make sex with Jon Hamm feel like a relatable, realistic goal, but as the plot proceeds, audiences should feel like he might actually be the bigger beneficiary – any man should be so lucky as to have someone who can be simultaneously as naughty and as nice as Gail Daughtry.
This kind of comedic tonal balance, between sincere rom-com and utter mockery of same, without too much cynicism, is also a sweet spot for Wain. One could say that for him, there’s no place like home.
“25 years after Wet Hot American Summer premiered at Sundance, it’s a relief to know that Wain and Marino are still at the absolute top of their game.“ – Christian Zilko, IndieWire.
“…it satisfies in visceral, pleasurable ways that a more sophisticated comedy could not.” – Richard Lawson, The Hollywood Reporter.
