Movies Like Wow, It's Cindy

If you liked Wow, It's Cindy (1971), a movie directed by Ray Nankey, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Playing It Cool (2014)
★ 5.9/10
A young man meets and instantly falls in love with an engaged woman.
2
The Substance (2024)
★ 7.1/10
A fading celebrity decides to use a black market drug, a cell-replicating substance that temporarily creates a younger, better version of herself.
3
Head Over Heels (2001)
★ 5.8/10
Ordinary single girl Amanda Pierce unexpectedly finds herself sharing an awesome Manhattan apartment with four sexy supermodels. Determined to bring Amanda into their world, the models give her the ultimate makeover…
4
La La Land (2016)
★ 7.9/10
Mia, an aspiring actress, serves lattes to movie stars in between auditions and Sebastian, a jazz musician, scrapes by playing cocktail party gigs in dingy bars, but as success mounts they are faced with decisions that…
5
Walk of Shame (2014)
★ 6/10
A reporter's dream of becoming a news anchor is compromised after a one-night stand leaves her stranded in downtown L.A. without a phone, car, ID or money - and only 8 hours to make it to the most important job…
6
Bowfinger (1999)
★ 6.2/10
On the verge of bankruptcy and desperate for his big break, aspiring filmmaker Bobby Bowfinger concocts a crazy plan to make his ultimate dream movie. Rallying a ragtag team that includes a starry-eyed ingenue, a…
7
Burlesque (2010)
★ 7.2/10
Ali leaves behind a troubled life and follows her dreams to Los Angeles, where she lands a job as a cocktail waitress at the Burlesque Lounge, a once-majestic theater that houses an inspired musical revue. Vowing to…
8
Someone Great (2019)
★ 6.4/10
An aspiring music journalist lands her dream job and is about to move to San Francisco when her boyfriend of nine years decides to call it quits. To nurse her broken heart, she and her two best friends spend one…
9
Pretty Woman (1990)
★ 7.4/10
Vivian is a carefree, streetwise diamond in the rough when she meets sophisticated billionaire Edward in a chance encounter that turns into a week-long business arrangement. But Vivian's energetic spirit challenges…
10
The Neon Demon (2016)
★ 6.5/10
When aspiring model Jesse moves to Los Angeles, her youth and vitality are devoured by a group of beauty-obsessed women who will take any means necessary to get what she has.
11
Barton Fink (1991)
★ 7.5/10
A renowned New York playwright is enticed to California to write for the movies and discovers the hellish truth of Hollywood.
12
Sly (2023)
★ 7.2/10
His love of film began as an escape from a rocky childhood. From underdog to Hollywood legend, Sylvester Stallone tells his story in this documentary.
13
Seriously Single (2020)
★ 6.8/10
While her free-living bestie urges her to embrace singlehood, a commitment-craving social media expert can't stop following the life of a former love.
14
The Kissing Booth (2018)
★ 7.2/10
When teenager Elle's first kiss leads to a forbidden romance with the hottest boy in high school, she risks her relationship with her best friend.
15
Yoh! Bestie (2026)
★ 6.2/10
Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.
16
Something Borrowed (2011)
★ 6.2/10
Though Rachel is a successful attorney and a loyal, generous friend, she is still single. After one drink too many at her 30th-birthday celebration, Rachel unexpectedly falls into bed with her longtime crush, Dex…
17
Entourage (2015)
★ 6.2/10
Movie star Vincent Chase, together with his boys, Eric, Turtle and Johnny, are back…and back in business with super agent-turned-studio head Ari Gold. Some of their ambitions have changed, but the bond between them…
18
My Date with Drew (2005)
★ 5.9/10
Ever since the second grade when he first saw her in E.T. The Extraterrestrial, Brian Herzlinger has had a crush on Drew Barrymore. Now, 20 years later he's decided to try to fulfill his lifelong dream by asking her…
19
The Big Picture (1989)
★ 5.9/10
Hollywood beckons for recent film school grad Nick Chapman, who is out to capitalize on the momentum from his national award-winning student film. Studio executive Allen Habel seduces Nick with a dream deal to make his…
20
Yes Man (2008)
★ 6.7/10
Carl Allen, a guy whose life is going nowhere, signs up for a self-help program based on one simple covenant: say yes to everything…and anything.