“Gail Daughtry and the Celebrity Sex Pass” features a surprise cameo from this Hollywood icon.

Zoey Deutch tries to sleep with Jon Hamm after her fiancé has sex with this A-lister in celeb hall pass movie

"Gail Daughtry and the Celebrity Sex Pass" features a surprise cameo from this Hollywood icon.

By Mike Miller

Mike Miller

Mike Miller is the executive editor on the movies team at . He previously worked as a writer-reporter for PEOPLE and TMZ.

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January 26, 2026 10:15 p.m. ET

Zoey Deutch, John Slattery, Ken Marino, Miles Gutierrez-Riley and Ben Wang in 'Gail Daughtry and the Celebrity Sex Pass'. Credit:

Courtesy of Sundance Institute

**Warning: The article contains a cameo spoiler about *Gail Daughtry and the Celebrity Sex Pass.***

When David Wain and Ken Marino needed a special friend for their latest movie, this A-list icon was there for them.

The *Wet Hot American Summer *alums' new outrageous comedy, *Gail Daughtry and the Celebrity Sex Pass*, stars Zoey Deutch as the titular starry-eyed hairdresser whose life, and upcoming nuptials, are derailed when her fiancé, Tom (Michael Cassidy), follows through on a celebrity sex pass arrangement she thought was a joke.

The raunchy romp, which is also strangely a *Wizard of Oz *parody (Gail Daughtry...Dorothy Gail — get it?), follows Deutch as she leaves Kansas with her best friend Otto (Miles Guiterrez-Riley) for the City of Angels, where she hopes to get even by sleeping with her celeb hall pass: Jon Hamm (playing himself).

Jennifer Aniston.

Frazer Harrison/Getty

Along the way, she enlists a trio of new friends in her search: CAA assistant Caleb (Ben Wang), washed-up paparazzo Vincent (Marino), and John Slattery, playing himself in a mini *Mad Men* reunion with Hamm. *The White Lotus*'s Sabrina Impacciatore delivers a mob boss version of the Wicked Witch, whose goons (Joe Lo Truglio and Mather Zickel) chase Gail across L.A. after an accidental briefcase switcheroo at LAX.

These plot points were public knowledge ahead of the film's premiere at the Sundance Film Festival on Sunday, but Wain and Marino had a number of surprise celebrity cameos up their sleeves — none of which were bigger than Tom's celeb hall pass: Jennifer Aniston.

At the beginning of the film, Gail and her soon-to-be husband head to a local bookstore to see Aniston read recipes from her new cookbook at a signing event. Before they go inside, Gail tells Tom the concept of a celeb sex pass, which she's just learned about from Otto. While he initially (and a little too quickly) names Tilda Swinton as his choice, he changes his answer to Aniston as they're about to head inside. (Gail can't think of a celebrity she'd want to sleep with until Tom reminds her that she used to masturbate to Hamm.)

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After Aniston signs their cookbook and congratulates them on their upcoming nuptials, they leave the bookstore — but Tom forgets something and goes back inside. The ever-positive Gail patiently waits for an hour before going back to the now-closed shop to look for Tom, whom she finds in the back having sex with Aniston. The *Friends *star and Tom seem genuinely shocked that Gail is upset — afterall, they just made that hall pass pact. Aniston deadpans that she thought this would be a great story to tell at their wedding.

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Naturally, Gail storms away and joins Otto on a trip to Hollywood for a hairdresser convention. It's there that a psychic (*Reno 911*'s Kerri Kenney) tells her that the only way to save her marriage is to even the score by sleeping with Hamm.

Also featuring Richard Kind, Fred Melamed, Michael Ian Black, Tobie Windham, and many more, *Gail Daughtry and the Celebrity Sex Pass *is sure to find a distributor soon after leaving its Sundance audience in stitches.**

- Comedy Movies

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