feelsalike.comSign in

Movies that feel like Confessions of a Shopaholic (2009)

If you loved Confessions of a Shopaholic, the closest films we have are My Best Friend's Wedding (1997), How to Be Single (2016) and What's Your Number? (2011). All three share Confessions of a Shopaholic's witty and playful feel, which is what we rank on before quality. 4 of the 12 picks below are included with a subscription right now on Netflix and Disney Plus and others, checked against today's data.

In the glamorous world of New York City, Rebecca Bloomwood is a fun-loving girl who is really good at shopping – a little too good, perhaps. She dreams of working for her favorite fashion magazine, but can't quite get her foot in the door – until ironically, she snags a job as an advice columnist for a financial magazine published by the same company.

🍅 26% Rotten Tomatoes5.9 IMDb ↗TMDB ↗dir. P.J. Hoganwittyplayfulromantictender
Stream it:Disney+
See it on the map

When is Confessions of a Shopaholic streaming? →

If Confessions of a Shopaholic hit the spot, these will too

My Best Friend's Wedding poster
My Best Friend's Wedding
1997 · dir. P.J. Hogan
🍅 75%6.4comedy · romance

P.J. Hogan working the same nerve twice

The difference: Reviewed even better

When she receives word that her longtime platonic pal Michael O'Neal is getting married to debutante Kimberly Wallace, food critic Julianne Potter realizes her true feelings for Michael -- and sets out to sabotage the wedding.

How to Be Single poster
How to Be Single
2016 · dir. Christian Ditter
🍅 45%6.1comedy · romance

New York City shapes both of them

New York City is full of lonely hearts seeking the right match, and what Alice, Robin, Lucy, Meg, Tom and David all have in common is the need to learn how to be single in a world filled with ever-evolving definitions of love.

What's Your Number? poster
What's Your Number?
2011 · dir. Mark Mylod
🍅 23%6comedy · romance

The same preoccupation in both: romcom

Ally Darling is realizing she's a little lost in life. Her latest romance has just fizzled out, and she's just been fired from her marketing job. Then she reads an eye-opening magazine article that warns that 96 percent of women who've been with 20 or more lovers are unlikely to find a husband. Determined to turn her life around and prove the article wrong, Ally embarks on a mission to find the perfect mate from among her numerous ex-boyfriends.

Valentine's Day poster
Valentine's Day
2010 · dir. Garry Marshall
🍅 18%5.8comedy · romance

Both keep coming back to the same thing: romcom

Intertwining couples and singles in Los Angeles break-up and make-up based on the pressures and expectations of Valentine's Day.

Set It Up poster
Set It Up
2018 · dir. Claire Scanlon
🍅 92%6.5romance · comedy

Witty where it counts, playful underneath

Two overworked and underpaid assistants come up with a plan to get their bosses off their backs by setting them up with each other.

What Happens in Vegas poster
What Happens in Vegas
2008 · dir. Tom Vaughan
🍅 25%6.1comedy · romance

Both land romance and tenderness at once

During a wild vacation in Las Vegas, career woman Joy McNally and playboy Jack Fuller come to the sober realization that they have married each other after a night of drunken abandon. They are then compelled, for legal reasons, to live life as a couple for a limited period of time. At stake is a large amount of money.

I Now Pronounce You Chuck & Larry poster
I Now Pronounce You Chuck & Larry
2007 · dir. Dennis Dugan
🍅 15%5.9comedy · romance

Comedy built on wit, twice over

Firefighters Chuck Ford and Larry Valentine are guy's guys, loyal to the core—which is why when widower Larry asks Chuck to pose as his lover so that he can get domestic partner benefits for his kids, his buddy agrees. However, things get dicey when a bureaucrat comes calling, and the boys are forced to present a picture of domestic bliss.

27 Dresses poster
27 Dresses
2008 · dir. Anne Fletcher
🍅 41%6.1comedy · romance

Playful romance, and it commits to that

Altruistic Jane finds herself facing her worst nightmare as her younger sister announces her engagement to the man Jane secretly adores.

Along Came Polly poster
Along Came Polly
2004 · dir. John Hamburg
🍅 27%6comedy · romance

Comedy with a pulse of romance, in both cases

Reuben Feffer is a guy who's spent his entire life playing it safe. Polly Prince is irresistible as a free-spirit who lives for the thrill of the moment. When these two comically mismatched souls collide, Reuben's world is turned upside down, as he makes an uproarious attempt to change his life from middle-of-the-road to totally-out-there.

Trainwreck poster
Trainwreck
2015 · dir. Judd Apatow
🍅 84%6.2comedy · romance

Both lean on tenderness more than on romance

Ever since her father drilled into her head that monogamy isn't realistic, magazine writer Amy has made promiscuity her credo. As much as she enjoys an uninhibited life free of commitment, Amy is really in a rut. While writing a profile about charming and successful sports doctor Aaron Conners, she finds herself actually falling in love for the first time -- and what's more, Aaron seems to really like her too. Amy starts to wonder if it's time to clean up her act and face her fears.

Muriel's Wedding poster
Muriel's Wedding
1994 · dir. P.J. Hogan
🍅 82%7.3comedy · drama · romance

Both are P.J. Hogan's work, and they rhyme

The difference: Played as drama first

Socially awkward Muriel Heslop wants nothing more than to get married. Unfortunately, due to her oppressive politician father, Muriel has never even been on a date. Ostracized by her more socially adept friends, Muriel runs into fellow outcast Rhonda Epinstalk, and the two move from their small Australian town to the big city of Sydney, where Muriel changes her name and begins the arduous task of redesigning her life to match her fantasies.

The Ugly Truth poster
The Ugly Truth
2009 · dir. Robert Luketic
🍅 14%6.4comedy · romance

Witty comedy in both cases

A romantically challenged morning show producer is reluctantly embroiled in a series of outrageous tests by her chauvinistic correspondent to prove his theories on relationships and help her find love. His clever ploys, however, lead to an unexpected result.

In the mood for more witty?

all witty movies →

The best-reviewed films that share Confessions of a Shopaholic’s defining feeling.