Best ‘Quirky Best Friends’ in Movies, Ranked – saimmalik

Greatest pals are available all styles and sizes, however Hollywood determined that having a really particular “quirky greatest good friend” was essential in romantic comedies. The quirky greatest good friend is there to assist the ingénue of their quest for self-discovery and/or love. The quirky greatest good friend would not usually have a serious affect on the narrative or have a fleshed-out story of their very own, principally serving as a cheerleader or ethical compass to the lead. The quirky greatest good friend is not as “conventionally enticing” and they’re typically neglected in favor of the principle romantic storyline.

Quirky greatest pals may act as supporting characters, however some successfully steal scenes from the leading rom-com queens, elevating the fabric past a shallow trope. The next actors’ abilities have uplifted the romantic comedies they carried out in, some stars shining so brightly that they’re now leads in their very own proper. Whereas the character trope nonetheless exists in Hollywood movies, these fabulous quirky greatest pals have supported the leads’ journeys all through the years, and received a spot in viewers’ hearts. If solely everybody had pals like that.

10 Lizzy Caplan

Quirky Greatest Pal: Janis Ian in ‘Imply Ladies’ (2004)

Picture by way of Paramount Photos

If the black eyeliner would not scream it, Lizzy Caplan‘s unkempt hair and “Garbage” tee will: Janis is completely different. Originating the function of Janis in 2004’s Mean Girls, Lizzy Caplan performed the quirky greatest good friend (together with Daniel Franzese‘s Damian) to Lindsay Lohan‘s hero, Cady. Janis served as a stand-in for the sincere model of Cady earlier than she turns right into a Plastic; she says what everyone seems to be considering, generally brutally so. Whereas Cady typically overlooks Janis’ previous demons (Regina) and successes (her artwork present), Caplan’s expert take portrays the damage and vulnerability of such a seemingly cold-hearted character.

After stealing scenes from Lohan and the success of Imply Ladies, Lizzy Caplan performed Kate Hudson‘s bestie in My Greatest Pal’s Lady, the household screw-up in Save the Date, and a former highschool good friend and cokehead in Bachelorette. Caplan is now a fixture on tv, her expertise touchdown her a stand-out 6-episode function within the steamy True Blood, a spot within the hilarious ensemble of Party Down, the co-lead of Showtime’s Masters of Sex, and the function that Kathy Bates initially made well-known, Annie Wilkes, in the prequel TV series Castle Rock.

Watch on Paramount+

9 Heather Matarazzo

Quirky Greatest Pal: Lilly Moscovitz in ‘The Princess Diaries’ (2001)

Picture by way of Disney

After making her debut within the indie cult basic, Welcome to the Dollhouse, Heather Matarazzo starred alongside Anne Hathaway in The Princess Diaries franchise. As Lilly, Matarazzo supported Hathaway’s Mia as she transitioned from a frizzed-out nerd to modern royalty. She represented what Mia was, earlier than her make-over and correct coaching. Lilly is an effective good friend to Mia, a confidante regardless of Mia more and more neglecting their friendship. Proud and supportive, Lilly represents the “angel” facet of Mia, whereas antagonistic bully Lana (Mandy Moore) is Mia’s “satan.”

Heather Matarazzo reunited with co-star Mandy Moore for Saved, wherein she performed the latter’s lackey with an awkwardly humorous, holier-than-thou perspective. In Sorority Boys, Matarazzo performed Katie, a member of a sorority consisting solely of quirky greatest friend-types and used an obnoxious chuckle to comedic impact – an outsider even amongst misfits. Heather Matarazzo has since moved into horror territory with a gut-wrenching function in Hostel Half II and a bit half as Randy’s sister in Scream 3, which she reprised in 2022’s Scream.

princess diaries poster

The Princess Diaries

Launch Date
August 3, 2001

1 hr 55 min

Watch on Disney+

8 Stacey Sprint

Quirky Greatest Pal: Dionne Davenport in ‘Clueless’ (1995)

Stacey Dash and Alicia Silverstone in Clueless
Picture by way of Paramount Photos

With fashionable, virtually matching outfits, Stacey Sprint‘s Dionne and Alicia Silverstone‘s Cher in Clueless are friendship objectives. Collectively, they rule highschool, give a makeover to the even quirkier Tai (Brittany Murphy), and play matchmaker to their two lonely lecturers. In contrast to some quirky greatest pals, Dionne has a pleasant arc to her character all through the movie, particularly along with her on-and-off-again boyfriend Murray (Donald Faison). Regardless of being overshadowed by Cher and Josh’s (Paul Rudd) budding relationship, Dionne and Murray thoughtfully remodel from bickering teenagers right into a extra mature couple (as a lot as they will as excessive schoolers).

After the booming success of Clueless, Stacey Sprint continued her function of Dionne alongside Faison’s Murray within the Clueless tv collection. Whereas Silverstone didn’t return to the IP, Sprint nonetheless had charming chemistry with Rachel Blanchard, who stepped into the function of Cher. Working for 62 episodes, the collection resulted in 1999. In 2003, Sprint starred with Gwyneth Paltrow in View from the High, and reteamed with Clueless writer/director Amy Heckerling and costar Paul Rudd within the Michelle Pfeiffer car, I Might By no means Be Your Girl. Stacey Sprint, sadly, hasn’t had main success on the large display screen since her iconic flip in Clueless, however in 2016 she made an look within the notorious Sharknado franchise.



Launch Date
July 19, 1995

Amy Heckerling


Watch on Paramount+

7 Bonnie Hunt

Quirky Greatest Pal: Kate in ‘Solely You’ (1994)

Robert Downey Jr and Bonnie Hunt in Only You
Picture by way of TriStar Photos

She was within the room when Iron Man fell in love with Aunt Might… Type of. Bonnie Hunt was a go-to quirky greatest good friend within the Nineteen Nineties, which discovered her starring alongside a younger Robert Downey Jr. and Marisa Tomei in Solely You. The epitome of supportive, Hunt’s charming, delicate humor and mushy, maternal demeanor made her a superb good friend as Tomei’s lead chased a decades-old Ouija Board prediction. Hunt supplied a grounded ethical compass, together with witty remarks, and sat on the sidelines because the romantic pairing discovered love.

Bonnie Hunt additionally received to listen to one of the romantic quotes from a movie: “You full me.” Though these phrases had been directed by Tom Cruise to steer Renée Zellweger and to not Hunt. As a substitute, Hunt was taking part in Zellweger’s sister and assist system in Jerry Maguire. The comforting presence that Bonnie Hunt displayed in these rom-coms simply helped her flex her dramatic muscle tissues as “the spouse” trope in Random Hearts and The Inexperienced Mile, in addition to let unfastened in household comedies like Jumanji and Cheaper by the Dozen. Hunt has actually taken benefit of her likability in her voiceover profession, which incorporates mega-franchises Vehicles and Toy Story.

Rent on Amazon

6 Christina Applegate

Quirky Greatest Pal: Courtney Rockcliffe in ‘The Sweetest Factor’ (2002)

Cameron Diaz, Selma Blair, and Christina Applegate as Christina, Courtney, and Jane at a club in The Sweetest Thing
Picture by way of Sony Photos

Whereas Christina Applegate began her career because the blonde bombshell sort, she supplied some nice quirky greatest good friend characters within the early 2000s. One among her greatest BFF roles was Courtney in the Cameron Diaz-led The Sweetest Thing. Offering each considerate perception and gross-out humor, Courtney is the kind of character that should have been the lead. Whereas the script truly supplies her facet character with a fairly thorough arc, Applegate elevates the fabric merely by her actions; she’s going to converse to numerous males in a different way on function, knowingly taking part in a recreation. Applegate permits Courtney’s vulnerability to shine by when she lastly finds a person she has emotions for.

Applegate later popped up as a frenemy to Gwyneth Paltrow in View from the High, wherein she was free to play up her sassiness; she later tapped again into this mode in Dangerous Mothers. In 2010’s Going the Distance she performed Corinne, a extra grounded greatest good friend, and sister to Drew Barrymore‘s love-lorn Erin. Free from the constraints of the “love curiosity” function, Corinne has a extra colourful persona than Erin, bouncing between candy phrases of encouragement and deadpan raunchy humor which captivated audiences.

The Sweetest Factor

Launch Date
April 12, 2002

Roger Kumble


Watch on Prime Video

5 Leslie Mann

Quirky Greatest Pal: Debbie in ‘Knocked Up’ (2007)

Picture by way of Common Photos

Leslie Mann is quirky. She might appear to be a “conventionally fairly” actor, however her off-beat humorousness, higher-pitched voice, and comedic sensibilities make her an excellent quirky greatest good friend. Her magnetic power was good for main the cartoonish George of the Jungle, however her supporting function in Huge Daddy confirmed simply how humorous and sassy she may very well be. Mann went head-to-head with Adam Sandler as his love curiosity’s disapproving sister, resulting in a small however memorable gig as a really drunk clubgoer in The 40-12 months-Outdated Virgin.

Married to comedy legend Judd Apatow, Mann additionally seems in lots of his movies, bouncing between main roles and supporting ones. One among her greatest quirky greatest good friend (and sister) roles was Debbie in Knocked Up, wherein she was the sounding board for newly pregnant Alison (Katherine Heigl). As Debbie, Mann injected the character with extra allure and likability than the movie’s lead, even when having a hysterical meltdown over her marriage to Pete (Paul Rudd). Mann and Rudd as Debbie and Pete had been so preferred, actually, {that a} sequel 5 years later, This Is 40, featured them within the starring roles and Mann in one of her best films.

Knocked Up

Launch Date
June 1, 2007

Judd Apatow


Watch on Max

4 Joan Cusack

Quirky Greatest Pal: Cyn in ‘Working Lady’ (1988)

Joan Cusack hands Melanie Griffith a cupcake with lit candles in Working Girl

After a short 17-episode run on Saturday Night time Stay, Joan Cusack discovered herself as an in-demand quirky greatest good friend. 1988’s Working Lady featured Cusack’s Cyn stealing the present from Melanie Griffth‘s extra conventional and conservative Tess. After Tess finds out about two betrayals (her boyfriend and her boss), Cyn performs the little satan on her shoulder, urging her to get revenge on her boss in addition to minimize her hair into a brand new confidence-inspiring ‘do. Cyn is the encouragement Tess must get her life again.

Joan Cusack’s secondary characters are inclined to outshine the principle ones attributable to her relatability and onscreen charisma. She perfected one of the best good friend function (each grounded and satirical), entertaining viewers in movies like 9 Months, Two A lot, Mr. Flawed, Grosse Pointe Clean, and A Smile Like Yours. Not solely that, however she additionally took a backseat to the romance between Richard Gere and Julia Roberts in Runaway Bride, and Kate Hudson and rom-com king John Corbett in Elevating Helen. And when this bridesmaid lastly will get to be a bride because the betrothed in In & Out, her meant groom (performed by Kevin Kline) comes out as homosexual.

Rent on Amazon

3 Insurgent Wilson

Quirky Greatest Pal: Fats Amy in ‘Pitch Excellent’ (2012)

Patricia Hobart “Fat Amy” in Pitch Perfect

In 2011, Australian comic Rebel Wilson received her breakout gig within the U.S. in Bridesmaids. She made such a splash in her transient function that she landed a supporting gig within the super-successful Pitch Perfect franchise. Utilizing the moniker “Fats Amy,” Wilson’s character is assured, crass, and over-the-top – however she’s solely one of the “bizarre” ones within the movie’s a capella group. Amy is fast with witty remarks, typically delivered in Wilson’s basic dead-pan, and galvanizing along with her encouragement; she helps liberate the opposite singers of the Bellas. Peppered all through the franchise, Amy will get a love curiosity of her personal, however that relationship is performed for laughs as an alternative of honest just like the leads’.

Insurgent Wilson once more performed a unusual greatest good friend in Be Single. Starring Dakota Johnson, Leslie Mann, and Alison Brie, the movie featured Wilson as Robin, a celebration lady and one-night-stand fanatic. Robin would not have a lot backstory or plot of her personal; she serves to problem Alice’s (Johnson) mind-set and progress her journey. In 2019, Wilson deconstructed this rom-com trope of the quirky best friend in Isn’t It Romantic. Within the charming movie, Wilson upgraded her greatest good friend persona into the lead of her personal romantic comedy, and it was nicely well worth the wait.

Watch on Prime Video

2 Kathryn Hahn

Quirky Greatest Pal: Michelle Rueben in ‘ Lose a Man in 10 Days’ (2003)

Kathryn Hahn talks to co-workers Kate Hudson & Annie Parisse by an elevator - How to Lose a Guy in 10 Days

Kathryn Hahn has been stealing scenes from main girls since her breakout function in 2003’s Lose a Man in 10 Days. Her relatable “everywoman groundedness” mixed along with her willingness to ham it up made her shine alongside rom-com titans Kate Hudson and Matthew McConaughey. Viewers may see themselves having a good friend like her – or relating on to her; not everybody may be Hudson. Hahn adopted this up with Win a Date with Tad Hamilton, taking part in second fiddle to Kate Bosworth, and The Vacation, wherein she took a backseat to each Cameron Diaz and Kate Winslet.

Hahn’s over-the-top comedic work in Step Brothers proved that she may stand toe-to-toe with Will Ferrell and John C. Reilly, however it wasn’t till Dangerous Mothers and A Dangerous Mothers Christmas that Hahn absolutely transitioned right into a star. Nonetheless taking part in the quirky (and barely inappropriate) mother within the group, Hahn’s outlandish fashion suited her go-for-broke perspective and she or he made viewers want to party with her. Now, she is stepping out of the shadows and starring in shifting, emotional collection like Mrs. Fletcher and Tiny Beautiful Things, in addition to headlining her personal MCU spin-off series, Agatha: Darkhold Diaries, from WandaVision.

Lose A Man In 10 Days

Launch Date
February 7, 2003

Donald Petrie


Watch on Paramount+

1 Judy Greer

Quirky Greatest Pal: Lucy Wyman in ’13 Occurring 30′ (2004)

Jennifer Garner and Judy Greer in 13 Going on 30
Picture Through Sony

Within the 2000s, Judy Greer was everyone’s quirky best friend. She supported main girls like Jennifer Lopez in The Wedding ceremony Planner, Jennifer Garner in 13 Occurring 30, and Katherine Heigl in 27 Clothes. The irony of taking part in the quirky greatest good friend (once more) to a perpetual bridesmaid in 27 Clothes was additionally not misplaced on Greer. Utilizing her deadpan supply to wonderful impact, Greer ranges from sarcastic in frenemy roles to honest in heartfelt ones, making her relatable to viewers, typically extra so than the main woman. Her characters should not “usually lovely,” nor have they got a lot of an arc or backstory of their very own. However with Greer’s experience, every one pops off the display screen.

Greer also has impressive insight into her prolific filmography because the quirky greatest good friend. When requested why she typically will get typecast in these sorts of roles, she said to Conan O’Brien that she is nice at “boosting the ego of somebody who’s barely extra enticing than me, however much less humorous.” Talking of her humorousness, Greer has written a book and made a short film that embrace and poke enjoyable at her onscreen quirky greatest good friend persona. In one other interview, Judy Greer explained that secondary characters are sometimes saddled with delivering the backstory of a movie. If an actor is humorous, that boring exposition goes down higher with the viewer, and the main focus stays on the leads as an alternative of any clunky dialogue. Fortunately, Greer has transitioned out of those good friend roles and now stars in heavy-hitters just like the new Halloween films, Jurassic World, and Ant-Man and the Wasp.

13 Occurring 30

Launch Date
April 13, 2004

Gary Winick


Watch on Netflix

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