Goofy ensemble comedy riffs on The Wizard of Oz

Sunny summer flick features several celebrity cameos

Advertisement

Advertise with us

Unabashedly all over the place, this amiable ensemble comedy from director and co-writer David Wain (known for the sketch show The State and the Wet Hot American Summer movies) delivers a nonstop, hit-and-miss stream of dirty puns, slapstick gags and absurdist non sequiturs.

Read this article for free:


or

Already have an account? Log in here »

To continue reading, please subscribe:

Subscribe and receive a limited-edition Free Press branded hat or tote.

Digital Subscription

One year of digital access for only $205*

  • Enjoy unlimited reading on winnipegfreepress.com
  • Read the E-Edition, our digital replica newspaper
  • Access News Break, our award-winning app
  • Play interactive puzzles

*First annual payment billed as $205.00 + GST for one year. This annual subscription will automatically renew at $233.00 + GST every 52 weeks (10% off the regular annual price of $259.35). Offer available to new and qualified returning subscribers only. Cancel any time.

To continue reading, please subscribe:

Add Free Press access to your Brandon Sun subscription for only an additional

$1 for the first 4 weeks*

  • Enjoy unlimited reading on winnipegfreepress.com
  • Read the E-Edition, our digital replica newspaper
  • Access News Break, our award-winning app
  • Play interactive puzzles
Start now

*Your next Brandon Sun subscription payment will increase by $1.00 and you will be charged $17.95 plus GST for four weeks. After four weeks, your payment will increase to $24.95 plus GST every four weeks.

Unabashedly all over the place, this amiable ensemble comedy from director and co-writer David Wain (known for the sketch show The State and the Wet Hot American Summer movies) delivers a nonstop, hit-and-miss stream of dirty puns, slapstick gags and absurdist non sequiturs.

The plucky, self-deprecating cast manages to pull off some good comic moments. And as with the old Zucker-Abrahams-Zucker movies, when a bit doesn’t land, you can just wait 45 seconds or so for the next one.

Still, the film is riffing on The Wizard of Oz (with added sex jokes!). While’s there’s no need to go to David Lynch levels of obsession with this touchstone of Americana, it might help if all the funny stuff added up to something more.

Sony Pictures Classics 
                                In Gail Daughtry and the Celebrity Sex Pass, (from left) John Slattery, Ben Wang, Miles Gutierrez-Riley, Zoey Deutch and Ken Marino are loosely inspired by characters in The Wizard of Oz.

Sony Pictures Classics

In Gail Daughtry and the Celebrity Sex Pass, (from left) John Slattery, Ben Wang, Miles Gutierrez-Riley, Zoey Deutch and Ken Marino are loosely inspired by characters in The Wizard of Oz.

The titular Gail Daughtry (Zoey Deutch) is a peppy, optimistic gal from rural Kansas, best known for penning an essay for her community newspaper titled Why I’m Never Leaving This Town.

A former head cheerleader, she is currently engaged to the former football captain, Tom (Michael Cassidy), and already mapping out their perfect marriage, their perfect home and their three perfect children.

Because Gail Daughtry is meant to parallel The Wizard of Oz’s Dorothy Gale — note the switched-up similarities in the names — her carefully planned life is about to be blown off course by an erotic tornado. She and her fiancé have a casual conversation about a hypothetical “celebrity sex pass” — if either of them encounters their famous crush, they’re allowed to break the monogamy rule — and then Tom immediately runs into his celeb pick. (Look out for a good-sport appearance here by a well-known actress.)

After happening on Tom and his actress mid-sex act, Gail decides the only way to get her universe back in balance is to hook up with her own celebrity crush. Thanks to repeated teenage viewings of Mad Men, this is Mr. Don Draper himself, Jon Hamm.

Soon Gail is off to Los Angeles to see the great and powerful Hamm, along with her best friend Otto (Miles Gutierrez-Riley). (Get your anagram solver out for that character’s name.) The pair encounter Caleb (Ben Wang), an eager but inept assistant at the talent agency CAA; Vincent (longtime Wain collaborator Ken Marino, who also co-scripts), a washed-up People magazine paparazzo; and John Slattery, also of Mad Men fame, playing a scruffy has-been version of himself. (The film claims at one point that Slattery hasn’t worked for over a decade, which would be news to anyone who saw last year’s Nuremberg.)

These three guys are equivalents — kind of — to the Scarecrow, the Tin Man and the Cowardly Lion. Meanwhile, thanks to a mix-up involving identical pieces of luggage at LAX, the gang gets pulled into criminal hijinkery in a What’s Up, Doc?-type subplot, ending up on the wrong side of a (metaphorical) wicked witch (Sabrina Impacciatore) and her hapless flying monkeys (including Joe Lo Truglia).

Sony Pictures Classics 
                                Gail (Deutch, left) and her best friend Otto (Gutierrez-Riley) take a trip to L.A.

Sony Pictures Classics

Gail (Deutch, left) and her best friend Otto (Gutierrez-Riley) take a trip to L.A.

Any brief written summary of all this silliness suggests more structure than the story actually achieves on screen, where we mostly watch the characters noodle around L.A.

There are random encounters with Los Angeles cabbies and concierges and crooks, often played by alums from previous Wain projects (including Richard Kind, Michael Ian Black and Thomas Lennon).

There are also several famous people playing versions of themselves, including a predictably polite and adorable Henry Winkler, a heavily armed and angry (Weird Al) Yankovic and a game Elizabeth Perkins. Paul Rudd drops in for a silent cameo as an ideal wedding guest (because of course).

The film has a flat, cheap, 1990s movie-of-the-week look, and there are slumpy sections where the hit-and-miss ratio skews toward the misses. The Oz references can be cute — keep an eye out for some ruby slippers — but they never seem necessary. Some of the cameos feel gratuitous, as if Wain were on the phone calling up old friends and offering them walk-ons.

Still, there’s a goofy enthusiasm here.

We’ve got Gail’s sunny Midwestern naivety, effortlessly embodied by Deutch, and Hamm’s bubble-wrapped self-involvement, which demonstrates — as many of the actor’s post-Mad Men gigs do — a sly self-awareness about his celebrity image.

Sony Pictures Classics 
                                Jon Hamm plays a version of himself in Gail Daughtry and the Celebrity Sex Pass.

Sony Pictures Classics

Jon Hamm plays a version of himself in Gail Daughtry and the Celebrity Sex Pass.

And while the out-of-towners premise could come off as a clear showdown between the American heartland and the Hollywood elite, Wain and Marino clearly have affection for both sides. More sweet-natured spoof than pointed satire, Gail Daughtry and the Celebrity Sex Pass is an aimless, funny saunter down the yellow brick road.

winnipegfreepress.com/alisongillmor

Alison Gillmor

Alison Gillmor
Writer

Studying at the University of Winnipeg and later Toronto’s York University, Alison Gillmor planned to become an art historian. She ended up catching the journalism bug when she started as visual arts reviewer at the Winnipeg Free Press in 1992.

Our newsroom depends on a growing audience of readers to power our journalism. If you are not a paid reader, please consider becoming a subscriber.

Our newsroom depends on its audience of readers to power our journalism. Thank you for your support.

Report Error Submit a Tip

More Stories

Agriculture sector wary of ‘strong headwind’ from south

Laura Rance-Unger 5 minute read Yesterday at 2:02 AM CDT

Industry analysts talked in circles on a recent webinar as they discussed the implications for agriculture of Canada’s deteriorating relationship with its largest trading partner.

On one hand, panellists for the hastily convened Canadian AgriFood Policy Institute event acknowledged the futility of negotiating on quicksand: a deal made today with the United States might be sucked into the muck tomorrow.

But on the other, webinar panellists speculated with varying degrees of optimism over what it will take to get negotiators back to bargaining.

This disconnect isn’t unique to this cluster of analysts. However, it underscores the difficulty of coming to terms with the seismic shift in America’s attitudes towards Canada.

Goofy ensemble comedy riffs on The Wizard of Oz

Alison Gillmor 5 minute read Preview

Goofy ensemble comedy riffs on The Wizard of Oz

Alison Gillmor 5 minute read Friday, Jul. 10, 2026

Unabashedly all over the place, this amiable ensemble comedy from director and co-writer David Wain (known for the sketch show The State and the Wet Hot American Summer movies) delivers a nonstop, hit-and-miss stream of dirty puns, slapstick gags and absurdist non sequiturs.

The plucky, self-deprecating cast manages to pull off some good comic moments. And as with the old Zucker-Abrahams-Zucker movies, when a bit doesn’t land, you can just wait 45 seconds or so for the next one.

Still, the film is riffing on The Wizard of Oz (with added sex jokes!). While’s there’s no need to go to David Lynch levels of obsession with this touchstone of Americana, it might help if all the funny stuff added up to something more.

The titular Gail Daughtry (Zoey Deutch) is a peppy, optimistic gal from rural Kansas, best known for penning an essay for her community newspaper titled Why I’m Never Leaving This Town.

Read
Friday, Jul. 10, 2026

Commanders and Jets square off in a matchup of lowly teams looking toward next season

The Associated Press 6 minute read Preview

Commanders and Jets square off in a matchup of lowly teams looking toward next season

The Associated Press 6 minute read Thursday, Dec. 21, 2023

WASHINGTON (4-10) at NEW YORK JETS (5-9)

Sunday, 1 p.m. EST, CBS

OPENING LINE: Jets by 3, according to FanDuel Sportsbook.

AGAINST THE SPREAD: Commanders 5-8-1; Jets 5-8-1.

Read
Thursday, Dec. 21, 2023

Tokyo Olympics sponsorship scandal widens with more arrests

Yuri Kageyama, The Associated Press 3 minute read Preview

Tokyo Olympics sponsorship scandal widens with more arrests

Yuri Kageyama, The Associated Press 3 minute read Tuesday, Sep. 6, 2022

TOKYO (AP) — Bribery allegations against a former Tokyo Olympics organizing committee member widened Tuesday as Japanese prosecutors “re-arrested” Haruyuki Takahashi in a case involving suspected payments from a publisher which became a sponsor for the Games.

The latest allegations center on 76 million yen ($540,000) Takahashi received from Tokyo-based publishing company Kadokawa, according to Tokyo District prosecutors. The sponsorship allowed Kadokawa, which also makes films and games, to publish programs and other books related to the Tokyo Olympics.

Also arrested Tuesday were two Kadokawa officials, Toshiyuki Yoshihara and Kyoji Maniwa, who allegedly deposited the money.

Takahashi has been in detention since being arrested last month on suspicion of receiving bribes from clothing manufacturer Aoki Holdings. He was formally charged Tuesday with receiving 51 million yen ($360,000) in bribes from Aoki.

Read
Tuesday, Sep. 6, 2022

Pandemic has seen a record number of adults taking music lessons

Alan Small 6 minute read Preview

Pandemic has seen a record number of adults taking music lessons

Alan Small 6 minute read Tuesday, Oct. 13, 2020

For some people, it’s called six-string therapy. For others, it has become 88 keys to coping with 2020.

It seems learning to play a musical instrument has struck a chord for adults during the COVID-19 pandemic.

“Since the whole COVID outbreak, a lot of people are starting to turn toward in-home lessons or online lessons,” says Mike Fondse, operations manager at Quest Musique’s Portage Avenue location. “As far as music lessons, home recording, anything regarding playing music at home has skyrocketed recently.”

It’s no surprise, really. In the spring, when lockdown protocols to prevent the spread of the novel coronavirus kept people at home, they took up baking, tried learning a new language, or planted their first gardens, among other activities.

Read
Tuesday, Oct. 13, 2020

Brewers question province’s plan for trade missions to open markets

Gabrielle Piché 5 minute read Preview

Brewers question province’s plan for trade missions to open markets

Gabrielle Piché 5 minute read Yesterday at 2:02 AM CDT

INSTEAD of a travel itch, confusion and frustration have emerged among some Manitoba brewers while the province plans interprovincial trade missions for the sector.

The government has slated $500,000 for its initiative.

Work is just beginning. The Manitoba Chambers of Commerce and Manitoba Liquor and Lotteries have been tapped to assist.

Delegations may land in Saskatchewan, Alberta, British Columbia or Ontario, a government spokesperson said.

Read
Yesterday at 2:02 AM CDT