There are dynamic duos in Hollywood who people might not know are best friends. From Uma Thurman and Quentin Tarantino to Paris Hilton and Kim Kardashian, these personalities have found kindred spirits before they rose to fame in Hollywood.
Now, these stars know just how great it is to have buddies in show business. They can help each other land roles, empower each other to do their best in their respective fields, and even defend against gossip magazines. To have one person to call when the going gets tough means so much to these stars since they need someone who understands what it’s like to always be in the spotlight.
As much as countless people want to be their best friend, a lot of them already have one— most of whom they met even before they brought electricity to the big and small screens. Find out who these Hollywood stars are and how they met their BFFs:
1.Mayim Bialik & Jennifer Aniston
Long before achieving her breakthrough in Friends as Rachel Green, actress Jennifer Aniston started working with uncredited roles in a few films of the late ’80s. The 1990s was the advancement of her acting career, and she landed a role in a sitcom titled Molloy. There she met her fellow rising star, Mayim Bialik, best known today for her role as Amy Farrah Fowler in the hit sitcom The Big Bang Theory.
Both Aniston and Bialik found Hollywood success of their own, and their respective net worth speaks volumes about their stardom. Since concluding her Big Bang Theory role, Bialik starred in other television shows, such as Celebrity Show-Off and Call Me Kat. On the other hand, Aniston appeared in numerous films, including Murder Mystery, The Yellow Birds, Cake, and Dumplin’. She also served as executive producer in these movies.
2.Jada Pinkett Smith & Tupac Shakur
You may have probably heard about Jada Pinkett Smith and Tupac Shakur’s friendship, which goes way back to their high school days. They attended The Baltimore School of Arts together in the ’80s and maintained a platonic friendship until the famed rapper’s passing. Pinkett Smith later admitted that they had undeniable chemistry during her first real encounter with Shakur, but they ultimately chose to remain friends.
Shakur was an incredibly successful rap artist and actor who was lauded for his socially conscious lyrics. To date, he sold over 75 million records internationally. Shortly after beginning his solo career, he became an international music sensation. Pinkett Smith is also a star in her own right. She is married to A-list actor Will Smith, with whom she shares two kids. The actress and her husband are currently continuing to make waves in the entertainment industry with their various investments.
3.Wes Bentley, Thora Birch, & Mena Suvari
The trio met in 1999 when they worked together on American Beauty. Wes Bentley, Thora Birch, and Mena Suvari easily connected after landing roles in the blockbuster film. After the movie, they each went on to carve a flourishing acting career, with multiple credits both on the big and small screens. Until today, these three actors shine in the Hollywood industry. Bentley, who’s now 42 years old, continues to land roles in movies such as Ghost Rider and Pete’s Dragon.
He has been married to producer Jacqui Swedberg since 2010. Birch, now 39, played Gamma/ Whisperer Mary on season 10 of the hit show The Walking Dead. She also starred in the 2019 thriller film Above Suspicion. She married philanthropist and talent manager Michael Benton Adler in 2018. Lastly, Suvari who is now 42, portrayed Elizabeth Short in American Horror Story. She has been married to Michael Hope since 2018.
4.Leonardo DiCaprio & Ivyann Schwan
Remember Ivyann Schwan? She was the child star in the hit film of the 1990s Problem Child 2. There was a time when someone took a photo of her while she was on a lunch break. Sitting beside her in that picture is none other than the young Leonardo DiCaprio. It was known that both of them developed a friendship when they starred together in the 1990s TV show Parenthood.
In later years, Schwan acted on stage in productions such as The Sound of Music and Miracle on 34th street. She has also performed as a figure skater in the Olympic World Champion in Sun Valley, Georgia, and released her first and only studio album titled Daisies back in 2000. Meanwhile, DiCaprio has become one of the world’s highest-paid actors with countless investments in the film industry and also promotes environmental awareness through his nonprofit organization.
5.Uma Thurman & Quentin Tarantino
With a friendship beginning in grade school, Quentin Tarantino and Uma Thurman have a bond that was built to last. The two have teamed up in Pulp Fiction and the Kill Bill movie series. Since then, they have solidified their friendship. Their closeness even sparked rumors of them dating, but the two Hollywood personalities have cleared that out. According to the both of them, romance has never happened.
Thurman has established herself as a leading actress in movies, with notable roles in The House That Jack Built and Henry & June. In recent years, she launched a TV career and starred in The Slap and Imposters. She was married to actor Ethan Hawke but soon hired lawyers to push their separation. Tarantino has been married to singer Daniella Pick since 2018. He continues making top-grossing films, including the most recent Once Upon a Time in Hollywood.
6.Snoop Dogg & Cameron Diaz
The young Cameron Diaz was one of the cheerleaders at Long Beach Polytechnic High School— a school Calvin Broadus, now known as Snoop Dogg, also attended the school back in the ’80s. “He was a year older than me,” the actress shared in an interview. She also recalled the famed rapper was “very tall and skinny” back then and wore “lots of ponytails.”
Both of them never thought they would reach so much in the Hollywood industry. The stars are probably two of their high school’s most famous alumni, and while they’re not that close, fans and audiences alike are amused that they knew each other way back.Diaz worked her way into the ranks of the A-list actresses, with memorable performances in Charlie’s Angels and The Mask. Meanwhile, Snoop Dogg gained a degree of notoriety with his music and media presence.
7.Beanie Feldstein & Ben Platt
From sharing the stage in high school until hitting the world of Broadway, Ben Platt and Beanie Feldstein both share a lasting friendship. The two met at a mutual friend’s bar mitzvah in the mid-2000s in Los Angeles. The pair struck up the kind of conversation, and that was the beginning of everything. They reconnected in high school when they both attended the prestigious Harvard-Westlake School.
Now, they both pursue a Broadway career and have hit the theaters. At every major moment in their lives, the best buds have found a way to include each other. Did you know Platt asked Feldstein as his prom date? Yes, and fast forward to several years later, they sat across each other during the Tony Awards. Both actors have achieved an immense degree of popularity, and it’s inspiring how they still got each other’s back after all these years.
8.Vanessa Hudgens & Ashley Tisdale
These two gorgeous ladies met on the set of a commercial when they were kids, and since acting alongside each other in High School Musical, they have solidified their friendship. Ashley Tisdale and Vanessa Hudgens have been through a lot together, sharing an adorable and enviable friendship that even their fans admire as an example. The two actresses like to document their journey as best friends on social media, and, of course, they garnered millions of likes and thousands of comments. Check out their Instagram and see for yourself!
Anyway, Hudgens continues to portray lead roles in movies, including The Princess Switch and Bad Boys for Life. She is currently dating baseball player Cole Tucker. Tisdale, on the other hand, is a panelist in the competition show The Masked Dancer. Her investment planning includes raising a family and running her music career.
9.Paris Hilton & Kim Kardashian
Kim Kardashian may be known as Paris Hilton’s former assistant, but the reality star said she was more than that. They began as childhood friends, and she later worked as a stylist for the heiress. In later years, both women became household names, thanks to their parents’ prominence. Kardashian is lawyer Robert Kardashian’s daughter, while Hilton is the great-granddaughter of Conrad Hilton. It’s also safe to say that their beauty helped them catapult to fame.
The ladies are known to be on-off friends. While they may never be as close as they were before, they carved their names in the list of Hollywood’s rich and famous. Kardashian continues to star in the long-running series Keeping Up with the Kardashians. She was married to rapper Kanye West until February 2021. Hilton, on the other hand, creates her own name in the business world. She has 50 boutiques worldwide and 19 product lines.
10.Kim Kardashian & Nicole Richie
Paris Hilton, Kim Kardashian, and Nicole Richie all have a common ground before fame. As we’ve mentioned earlier, Hilton and Kardashian knew each other way back, but the latter and Richie began their friendship as early as when they were 11 years old. Kardashian recalled they went into a store in Malibu and took lipstick. According to her, it was something she would always reminisce about their early bond.
Nowadays, we’re unsure if they still have a deep connection as they used to before. Richie continues her career in television after she starred in The Simple Life. She made business investments, founded the lifestyle brand House of Harlow, and has also written and released two fiction novels. At the same time, Kardashian has created her own beauty line called KKW Beauty. The 40-year-old media personality also launched a range of shapewear called Skims.
11.William H. Macy & Felicity Huffman
The lovely couple William H. Macy and Felicity Huffman knew each other while they were just newbies in Hollywood. They go way back to the 1980s when they performed together at the Atlantic Theater Company in New York. The tandem dated on and off for more than ten years, and the funny thing is, Huffman rejected the actor’s marriage proposal a few times. According to her, she was scared of marriage, but after going their separate ways, she realized she was ready to gas up her life by entering into a lifetime commitment with Macy.
Fast forward to two decades later, they are blessed with two daughters. They have been inseparable ever since marrying in 1997. Macy is best known for his performance in the 1996 comedy crime Fargo. One of Huffman’s most memorable roles is Lynette Scavo in Desperate Housewives.
12.Angela Bassett & Courtney B. Vance
These two also have an adorable friendship, or should we say relationship. Angela Bassett and Courtney B. Vance first met while they were earning their degrees at Yale Drama School. At first, they were just friends since the actor had a girlfriend at the time, and his and Bassett’s relationship wouldn’t start for the next several years. Their paths crossed again in Los Angeles about 14 years later, and since then, they became more than friends.
The power duo tied the knot in 1997 and welcomed their twins via surrogate in 2006. Among their many projects together include writing a book together titled Friends: A Love Story, where they shared their journey to parenthood. Vance won acclaim for his performance as Johnnie Cochran in American Crime Story, while Basset is widely known for portraying biographical film roles. She is most notable for playing Tina Turner.
13.Jaden Smith & Kylie Jenner
Kylie Jenner rose to popularity after appearing in the reality show Keeping Up With The Kardashians with her sisters. Jaden Smith, on the other hand, got famous parents, Jada Pinkett and Will Smith. Both best buds claim to be friends since they were kids. Jenner said that Smith comes and supports everything that she does and there was even news of them dating each other during their teenage years.
The two were even spotted at Kanye West and Kim Kardashian’s wedding in 2014. Smith, however, clarified that Jenner is just one of his best friends.
Smith followed in his dad’s footsteps in the film industry and even starred alongside his father in The Pursuit of Happyness and After Earth. He also ventured into music and released several albums, while Jenner is an accomplished entrepreneur with a high credit score, widely known as the founder of Kylie Cosmetics.
14.Jonah Hill & Justin Long
Funny men Justin Long and Jonah Hill have been best friends since they were trying to make it big in the entertainment scene. They were even roommates until Long got tired of fighting Hill like “a married couple.” His issues with Hill were just hilarious. He said that the 21 Jump Street actor would just recycle everything and left the bathroom door open, and so he got tired and hired a moving company.
Years later, the dynamic duo went on to share the silver screen in the film Accepted. Despite his early remarks, Long pointed out that Hill is one of his good friends, and it is just easy for them to relate with one another. Hill also said that working with his pal makes everything funnier since they enjoy each other’s company. We hope they will have more collaborations in the future!
15. Jay-Z, Biggie Smalls, Busta Rhymes, & DMX
What do Jay-Z, Busta Rhymes, DMX, and Biggie Smalls have in common? Apart from making millions of dollars and recording multi-Platinum albums, they all went to the same high school – George Westinghouse Career and Technical Education High School in Brooklyn, New York, during the 1980s. During those formative years, Busta even recalls doing rap battles with Jay-Z in the cafeteria during lunch. It’s fun to know that these greats had a hand in honing each others’ rap skills that would eventually inspire a whole generation of rappers.
As most of us may know, Jay-Z would later become one of the most successful rappers in history, having multiple business ventures to go hand in hand with his lucrative music career. In the same light, Busta would also amass his fortune with a lucrative degree of success with his rap career. On the contrary, the late DMX and Biggie, although not making billions like Jay-Z, would become one of the most influential rappers during the 1990s.
16. Craig Ferguson & Peter Capaldi
If you’re a fan of American talk shows, you probably have heard of Craig Ferguson. The Scottish comedian took over The Late Late Show in 2005 from Tom Snyder until his departure in 2014. Craig’s quick wit and crass humor quickly made him a staple with the insurance of unending laughter from The Late Late Show viewers. My personal favorite is his flirtatious interviews with drop-dead gorgeous actresses, which gave him a presence synonymous with that of a rock star – something unique and matchless among his peers.
Surprisingly, Craig’s type of attitude and presence that he carries may probably stem from the fact that he was part of the punk band The Bastards From Hell back in the 80s. Moreover, he was bandmates with Peter Capaldi. Yes, the Peter who portrayed the Twelfth Doctor from 2013 – 2017 in the iconic Doctor Who series. Interestingly, it was Peter who suggested to Craig to try his luck in the field of Comedy.
17. Kevin James & Mick Foley
Knowing Kevin James from the TV shows and films such as The King of Queens, Paul Blart: Mall Cop, and Grown-Ups, it took us by surprise to read about his high school days as a wrestler. To top it off, he was in the same high school wrestling team with professional wrestling legend Mick Foley. Mick even fondly recalls looking up to Kevin and considered him to be the toughest kid in their school. To be considered as the toughest by the iconic hardcore wrestler known as Mankind goes to show the degree of wrestling prowess Kevin had during his prime.
Kevin, due to several injuries, had to forgo his wrestling ambitions and went on to play college football. Sadly, his injuries persisted, and he eventually decided to drop his pursuit of a professional career altogether. Kevin then turned to stand-up comedy, where he would make a career out of portraying heavyset characters.
18. Jon Lovitz & Michael Jackson
Jon Lovitz was a distinguished cast member of the famous sketch show Saturday Night Live. He made a name for himself in Hollywood with his comedy, but he is also a talented actor and singer. Now you might think that singing would be the only thing he has in common with the multi-Grammy award-winning pop star Michael Jackson, but the two of them also grew up in Encino, California.
Surprisingly, apart from growing up in the same area, Jon and Michael shared a deeper childhood connection than one would think. The comedian’s father was the family doctor of the Jacksons. We would say his father had a reasonable degree of success in the field of medicine, considering the Jacksons is a huge family of eleven. They had met on several occasions and can even recall that one time the young Michael almost ran Jon off with his bicycle.
19. MC Hammer & Reggie Jackson
Stanley Burell, professionally known as MC Hammer is a one-hit-wonder popularly known for the song U Can’t Touch This. To his credit, that one song was one of the most famous songs during the ’90s, receiving multiple accolades and a nomination for a Grammy Award for Record of the Year in 1991. Before all the fame and wealth came his way, Stanley grew up financially challenged in Oakland. At 11 years old, he was hired as a batboy by Oakland Athletics’ owner Charles Finley.
While spending his formative years working at the Oakland Coliseum, Stanley got to hang around with some of baseball’s greats – particularly, Hall of Famer Reggie Jackson. Seeing the young rapper’s uncanny resemblance to Hank “The Hammer” Aaron, a fellow baseball Hall of Famer, Reggie dubbed him Little Hammer. The name stuck and he continued on to rise up the ranks from a batboy. Stanley eventually tried his hand at becoming a professional baseball player himself but it ultimately led nowhere and eventually opted to pursue a career as a rapper instead.
20. Rick Moranis & Geddy Lee (Rush)
As a kid who grew up in the 1990s, one of our all-time favorite family movies is Honey I Shrunk the Kids. Its star Rick Moranis is one of Canada’s all-time greats. Interestingly, Rick has a childhood connection with another Canadian great, Geddy Lee, the bassist and vocalist of the distinguished progressive rock band Rush. They spent their formative years getting their formal education at the same grade school where they became good friends.
As Rick eventually made it big as an actor and comedian on the Second City Television, he would record a comedy album with co-star Dave Thomas as the Mckenzie Brothers. The comedic duo recorded the album under the same label as Rush. Knowing this, Rick sent an invite to his childhood friend, Geddy to sing back-up vocals for one of their tracks, Take Off. To Geddy’s credit, the song remains to be his most successful single, even more so than any of Rush’s songs.
21. Samuel Beckett & Andre the Giant
Acclaimed playwright and novelist Samual Beckett is known for his distinguished works such as the play, Waiting for Godot. Having the degree of esteem that this man has, it would completely surprise you to learn that he used to drive around a young Andre The Giant – an actor and pro wrestling legend.
By the time Andre was 12 years old, he weighed over 240 pounds and was already 6 feet tall. Though this may sound like a good thing, the downside was he was too big to take his local school bus. Fortunately for the young Giant, his father was under the employment of Beckett, who at that time commissioned him to help build a cottage. As Cary Lewis, Andre’s co-star in The Princess Bride, fondly shares, Beckett started driving Andre to school in his truck. The truck most likely being one of the few vehicles able to carry a young giant.
22. Nick Kroll & John Mulaney
Nick Kroll and John Mulaney are a distinguished comedic duo known for their works, such as the cartoon sitcom Big Mouth and the film Oh, Hello on Broadway. To their credit, their on-stage chemistry is far from an act, and they are close friends in real life. They have been working together for more than a decade in the acting industry.
Nick and John have been working together, creating comedy, since 2005. With that said, they have known each other since their college days. They initially gained financial and critical acclaim working the Broadway play Oh, Hello – which would later have a Netflix adaptation, Oh, Hello on Broadway. In one of Nick’s interviews, he recalls the Broadway play to be the height of his career, having worked together with his best friend, John. Moreover, they even worked with John’s wife as the make-up artist of the production.
23. Liv Tyler & Kate Hudson
Kate Hudson is a distinguished Hollywood actress and fashion entrepreneur best known for her films. She made a name for herself in the industry being a staple in romantic comedies but initially gained a degree of success in the movie Almost Famous. Kate, though being a daughter of celebrities, has a unique father figure in the accomplished rock star Steven Tyler.
Kate built a relationship with the frontman of Aerosmith during her high school days. She studied at Crossroads School in Santa Monica, where she became friends with fellow actress Liv Tyler – daughter of Steve. In 2000, the two co-starred in the rom-com Dr. T & the Women. Moreover, Kate’s character in her breakthrough performance in Almost Famous as the groupie Penny Lane was partially based on Liv’s mother, Bebe Buell. Their friendship is well documented as well as Kate’s ‘father-daughter relationship with Steve, even to the point of calling Steve Papa.
24. Adam Levine & Jonah Hill
Jonah Hill gained his fame in the movie Superbad, and since then, he has starred in a lucrative chain of blockbusters such as the Jump Street franchise, The Wolf of Wall Street, and This is the End. To his credit, he is more than a comedy actor having two Academy nominations for his work in Wolf of Wall Street and Moneyball as he is also famous for his friendship with Seth Rogen and James Franco. Apart from them, you’d be surprised to know that he also has a long-time friendship with Adam Levine, the frontman of the prolific pop band Maroon 5.
Adam and Jonah are childhood friends, and their relationship stems way back when their dads became friends when they met in the principal’s office of their junior high. They even carpooled and lived at each other’s house, just like any other high school friendships. They continued to be close friends, and in 2014, Jonah even officiated Adam’s wedding.
25. Conan O’Brien & Jeff Garlin
Conan O’Brien is one of Hollywood’s most distinguished talk show hosts. He was the host of the Late-Night talk show from 1995 – 2009, spanning an impressive 2,725 episodes. He is held to such a degree of esteem that we usually forget that he was once an aspiring comedian himself.
Interestingly, during his trying days as an aspiring comedian, he lived in an apartment in Chicago and had Jeff Garlin as his roommate during the late 1980s. Jeff, of course, is also a distinguished Hollywood comedian known for his roles in sitcoms such as Arrested Development and Curb Your Enthusiasm. Together, Jeff and Conan in the apartment across Wrigley Field dreamt of making it big in the Hollywood industry. Moreover, the two of them would even hone their comedic prowess together, writing skits and practicing impressions for their own amusements.
26. BJ Novak & John Krasinski
John Krasinski and BJ Novak are widely known for starring in the iconic American adaptation of the British comedy series, The Office. The two of them experienced a lucrative degree of success in the sitcom, with reports of being paid at least $200k for each episode. To the delight of fans across the world, BJ and John share a long-standing friendship even before they took up their roles in the famous sitcom.
Not only were they childhood friends, but they also started their acting careers simultaneously. The two comedians went to the same high school, and they even starred in their school plays together. Moreover, John shares in one of his interviews that it was BJ who pushed him into pursuing a career in acting. He even goes further to say that he feels he owes him a percentage of everything he has accomplished since.
27. Robert Downey Jr. & Keifer Sutherland
Robert Downey Jr. has had a prolific long-running career in Hollywood. In recent years, he had a lucrative renaissance portraying the fictional billionaire-superhero Tony Stark in the Marvel Cinematic Universe franchise. Before all this newfound fame, he already had a reasonable degree of success in the industry during the 1980s. With this, it is interesting to know that he has built friendships and relationships in the industry, particularly that with 24 star Kiefer Sutherland.
Keifer and Robert started their friendship when they co-starred in the war movie 1969 back in 1988. In an interview Robert did with Howard Stern, he fondly recalls his contrasting relationship with Keifer. His laid-back attitude was the direct opposite of the disciplined work ethic that his co-star had during those days. Nonetheless, they established a long-term friendship and were even dear friends during the relationship he had with actress Sarah Jessica Parker.
28. Judd Apatow & Adam Sandler
Adam Sandler is one of Hollywood’s well-established comedians. He has made a name for himself with his string of comedic movies back in the late 1990s. His iconic movies include Happy Gillmore, Billy Madison, Waterboy, and Big Daddy. In the 2000s, he further gained a lucrative degree of fame with his works in 50 First Dates, Click, and Anger Management. During Adam’s rise to fame, his profitable fate was intertwined with then-aspiring director Judd Apatow.
They were roommates and even had a hand in Happy Gilmore. He did some uncredited rewrites for the iconic Sandler movie. Moreover, he also helped produce some of Adam’s stand-up CDs. These eventually opened the gates to success for the director, and he would direct or produce critically acclaimed movies such as The 40-Year-Old Virgin, Knocked-Up, Superbad, and Forgetting Sarah Marshall. To his credit, Judd stood out with his unique brand of campy comedy that would quickly capture the hearts of many across the world and remains to be one of Hollywood’s best comedy directors.
29. Gwyneth Paltrow & Maya Rudolph
As we know, Gwenyth Paltrow is a distinguished Hollywood celebrity. She starred in numerous lucrative blockbusters such as Shakespeare In Love, Shallow Hal, and as Pepper Potts in the Iron Man franchise as well as the Avengers series. More than being an actress, she has tons of investments, including the massive lifestyle brand Goop. Long before her fame, Gwenyth grew up in a well-off family. Her dad is Bruce Paltrow, a Hollywood director. She spent her formative years attending school at Tulane University along with Maya Rudolph – a Saturday Night Live star.
Maya and Gwyneth have been friends ever since they were seven years old. In 2001, when Gwyneth had the honor of hosting the famous Saturday Night Live, she dedicated her opening monologue to her friend Maya. She even shared photos of them during their adolescent days when they were in 5th grade.
30. Naomi Watts & Nicole Kidman
Long before Naomi Watts and Nicole Kidman made huge names in Hollywood, they were already close pals. The two have been each other’s excellent support system through the number of years that they have been together. Naomi and Nicole are both from the Land Down Under and first met in high school at the Phillip Street Theater. The two, however, only became good friends when they both did the Australian coming-of-age drama, Flirting in 1991.
After ten years, Nicole was already presenting Naomi an award for her incredible performance in the 2001 surrealist neo-noir mystery film Mulholland Drive. Nicole revealed their degree of friendship could be seen when Naomi would attend her and her then-husband Tom Cruise’s movie premieres, and she finally was able to retaliate by giving her the award. They support each other professionally and personally, having each other’s back no matter what.
31. Wes Anderson & Owen Wilson
Before Wes Anderson and Owen Wilson worked together on the big screen, they were first roommates at the University of Texas. They first met in 1989 in a playwriting class, and their close bond stemmed from their love for similar directors, like Martin Scorsese and many more. They then moved in together and started planning to work on a film. The apartment they lived in was a far cry from the mansion they have today.
It got broken windows and a lot of issues that they just stopped paying their mortgage, left, and moved out in the middle of the night, which ultimately strengthened their bond. Fast forward to today, Wes and Owen are one of the biggest filmmakers and stars in Hollywood, having successfully fulfilled their dreams and worked together professionally in the 2001 movie The Royal Tenenbaums. The pals are surely planning something more as they’ve managed to maintain their close friendship.
32. Connie Britton & Lauren Graham
Not many know, but Connie Britton and Lauren Graham are friends in real life. The two met before they became famous as Lorelai Gilmore on Gilmore Girls and Britton on Friday Night Lights. They lived together when they were only starting in Hollywood, sharing an empty house that they shouldn’t be living in. They might even have not owned limitless credit cards back then, having no furniture and eating only Rice Krispies Treats.
Lauren, luckily, landed a role on Gilmore Girls in 2000 that changed her life, while Connie had to wait until 2006 to be part of the award-winning series. Lauren praised Connie for being a great roommate, saying she’s an ideal one to be with. She didn’t even have any bad habits, and she’s always a breath of fresh air. By the looks of it, these two have nothing but good words for each other.
33. Britney Spears & Christina Aguilera
Britney Spears and Christina Aguilera had been often pitted during the heights of their careers in the early 2000s as they’re two of the hottest and most famous pop stars at the time—two music icons in their own rights. They used to be part of The Mickey Mouse Club when they’re young teens, but when they started climbing the ladder of success, rumors about their feud began to emerge.
Christina explained that it’s only the media that made issues between them. They wanted Britney to be the good girl, while she would be the bad one because of her image. She would even hear others calling her mean names. It even came to the point that she would feel hurt to a certain degree after seeing a commercial on MTV that made her look like a villain. The truth is, Britney and Christina have an amicable relationship and have always talked to each other whenever they had the chance.
34. Matt Damon & Ben Affleck
One of the most celebrated celebrity friendships is Matt Damon and Ben Affleck. These two have been friends since they were kids, resulting in a decades-long bond that permeated even Hollywood. They used to play as kids and also went to the same high school. Things got pretty serious when they did the 1997 movie Good Will Hunting together with Robin Williams. The film won Academy Awards for co-writing the screenplay, which even received acclaim.
Matt and Ben also support each other professionally and personally, even in fights. Did you know their strong bond was cemented after Ben defended Matt in a kid fight? This scene made Matt realize that Ben was more than willing to be in the wrong spot for him. Though fortunately, the event didn’t end up needing a lawyer’s help, they knew right then and there that they would be good friends for life.
35.Leonardo DiCaprio & Tobey Maguire
Back in the 1980s, actors Leonardo DiCaprio and Tobey Maguire were two young talents who were still trying to find their big break in the industry. Like many early industry friendships, these two met through an audition. Even back then, it’s really great to know that there has never been competition between them. After all, both actors were vying for a spot, but instead of letting that get in the way of a friendship, these two best buddies just went for it.
Today, DiCaprio still fondly recalls how it all started. According to him, he knew right away that he wanted Tobey to be one of his friends. We’re sure their young selves couldn’t have imagined just how much they would achieve and how far their friendship would go. Today, both are established actors in the industry and have received credit from some of cinema’s biggest names.
36.Justin Timberlake & JC Chasez
You may know these two guys from the 90’s pop boy band NSync. However, did you know that they met long before they started flooring teenage girls with their dance moves and noodle hair? The Prince of Pop Justin Timberlake, and former America’s Best Dance Crew judge JC Chasez, were already chums before they became the lead singers of NSync in 1995. I bet you wouldn’t expect where they first met.
The former bandmates became friends in the Disney kids’ show, The Mickey Mouse Club. They initially met when Timberlake became a cast member in 1993 and 1994. The boys became really close friends to the point that the SexyBack singer contacted Chasez and recruited him to be in an all-male singing group that was managed by Lou Pearlman, which ultimately became NSync. Now, they are both still friends and are still hanging out through weekly Zoom calls with the other members of the band.
37.Demi Lovato & Selena Gomez
The Disney Channel has managed to pair together so many talented young actors and actresses throughout the years. The company has nurtured some of today’s biggest stars, and not least of which are singer-actresses Demi Lovato and Selena Gomez. While they are often seen as rivals by people, the reality is that they used to be great friends. In fact, not many are aware that long before they landed roles in their own Disney shows, these two were already friends.
They first met at an audition for the classic children’s show Barney & Friends. At the time, they were both only ten years old, but they immediately hit it off. Since then, the two have stayed in touch and have encountered each other during a few other auditions. In 2009, the two starred together in the film Princess Protection Program. Even years since they met, the electricity between the two is still palpable!
38.Zach Braff & Lauryn Hill
They might seem like an unlikely pair, but singer Lauryn Hill and actor Zac Braff used to be high school friends. In the ’90s, they both attended Columbia High School in New Jersey, and they didn’t just meet fleetingly during their stay there. These two artists actually got to hang out and spent plenty of time together. Hill even attended Braff’s Bar Mitzvah, which just shows how well they got along back then.
Braff even goes on to share a fun little anecdote about their friendship. The two of them participated in a game called Coke and Pepsi, where each person has to take the role of either soda. Depending on what drink the DJ would yell, they had to run across the flooring and sit on the other person’s lap. Braff fondly recalls that at the time, Hill was her partner for the game!
39.Ryan Gosling & Justin Timberlake
They may have taken different routes, but these two best friends are still tight as thieves. Ryan Gosling and Justin Timberlake first met as members of the famous Mickey Mouse Club. They were part of the show from 1993 to 1995, along with other popular stars of their generation, such as Britney Spears and Christina Aguilera. Now, unlike other cast mates, the two artists really developed a close friendship during their time on the show.
In fact, Timberlake’s mother even acted as Gosling’s legal guardian, following the latter’s return to Canada for work matters.Since then, they have both managed to establish very successful careers. One in acting and the other in music. Reports do suggest that they are still good friends and as fans of both, we certainly hope they continue to do so for years ahead. After all, no investment is as valuable as that of a great friendship.
40.Madonna & Debi Mazar
Madonna and actress Debi Mazar have been friends for nearly 30 years, long before the Queen of Pop even dropped her first song. In fact, Mazar was Madonna’s first make-up artist, and she helped put together many gorgeous and iconic looks for the pop diva. The two first met while Mazar was working as an elevator attendant at the Danceteria. Madonna entered the unit she was in and promptly asked her to dance. Just like that, the two hit it off and began spending more time together.
After all, they both shared a great love for dancing! Even back then, Mazar says that Madonna already had a passion for the industry. The latter always talked about becoming a big star one day, and there was never any doubt in Mazar’s mind that it would happen. Are they still friends? With years of investments in their friendship, the two remain close as ever.
41.Jay-Z & Busta Rhymes
At present, they are two of hip hop’s biggest and richest stars. However, these two friends don’t just share a passion for music. Aside from creating rap music together, they have also known each other since their early beginnings. In fact, the two used to duel each other in rap battles back when they were still teens! What a sight that would have been right? We’re sure the audience back in the days recognized their talent and saw both of their potential for greatness.
Both Jay-Z and Busta Rhymes attended the George Westinghouse Career and Technical Education High School in Brooklyn, New York. If you’ve ever wondered who might have won between the two during a duel, that point goes to Jay-Z! We’re sure Busta has had plenty of time to practice since then, and they do both deserve the credit they are now receiving from the industry.
42.Elijah Wood & Macaulay Culkin
Being a child actor has a lot of pros and cons. Some of its pros are you’ll get to earn money and don’t have to worry about student loans when you grow up. Its cons, however, can definitely affect a child’s experiences growing up. They’ll be busy with schedules and not have time to actually play like they’re supposed to. Maybe that’s why child actors Elijah Wood and Macaulay Culkin became close friends because they understand each other.
Lord of the Rings star Elijah Wood, and Home Alone star Macaulay Culkin, became up-and-coming child actors around the same time. They first met when they were both casts in the 1993 psychological thriller, The Good Son. The two have enjoyed working together and became friends really quickly. As they grew up, they both walked a different path, but they didn’t let that affect their friendship. The two have such a strong bond and treat each other like brothers.
43.Chaz Bono & Jennifer Aniston
Chaz Salvatore Bono, formerly named Chastity Sun Bono, is the son of the duo Sonny and Cher. As a child, he frequently appeared on his parents’ variety shows. He was enrolled at Fiorello H. LaGuardia High School of Music & Art and Performing Arts in Manhattan. Shortly before he went to LaGuardia, he figured out that he was gay. He came out to his parents when he was a senior in high school.
Do you know who else attended LaGuardia High School with Chaz? It’s Friends star, Jennifer Aniston. Bono and Aniston were actually classmates in high school before becoming a famous actress. In an interview with Aniston, she remembers hanging out with Chaz and the others at his place a couple of times. To Aniston’s credit, she can confidently say that she is friends with Chaz, and, at the same time, she spent some time in Cher’s house.
44.Courtney Love & Drew Barrymore
In her younger days, party venues would probably call roof repair services after Drew Barrymore partied there the night before as she would surely blow the roof of any place she partied at. Due to this behavior, she crossed paths with Hole lead vocalist Courtney Love. During that time, Love was a prominent figure in the grunge and alternative rock scene and was known for her edgy exploits.
Love first met Barrymore in a club bathroom. They smoked cigarettes and got into talking, and even though there was a huge gap in their age, Barrymore being 19 and Love being 29, there was a mutual understanding between them, and they became kindred spirits. Eventually, Barrymore did end up fixing her image and got her life together, but that wasn’t a hindrance to their relationship. The two women continued to be close, and Barrymore became the godmother of Love and Kurt Cobain’s daughter, Frances Bean.
45.Matt Bomer & Lee Pace
High school is a place where you make friendships that would last a lifetime. You’ll find those bonds in the classroom, during club, or in varsity teams. One such connection is with Magic Mike actor Matt Bomer and Guardians of the Galaxy actor Lee Pace. They both went to Klein High School in Spring, Texas. Bomer, who is an upperclassman, met Pace in the Drama club of the school.
They both enjoyed The Normal Heart, a play by Larry King, which they thought was a contrast to their traditionalist town. After high school, the two went their separate ways, but both still pursued acting. The budding actors also graduated with a degree in Fine Arts, Bomer at Carnegie Mellon University and Pace at Juilliard. As if their story is coming to a full circle, both men got to star in The Normal Heart, Pace is in the Broadway revival, and Bomer is in the HBO adaptation of the play.
46.Taylor Lautner & Victoria Justice
Do you remember a world without online classes and social distancing? That was when these two artists started to bud. During the peak of their popularity, Twilight star Taylor Lautner and Nickelodeon actress Victoria Justice were rumored to have been dating. Justice all but confirmed that the two are just extremely good friends. Media outlets came to this conclusion when the two were spotted with each other, often in public. Justice also says that they have been close friends since they were kids.
The two, and their families, moved to California at around the same time, Lautner in 2002 and Justice in 2003. The Victorious actress said that they’ve known each other since they were 12 years old. In 2006, both were budding celebrities, and it is possible that the two met during a gig in the Nickelodeon studios since Lautner had voice-over roles for some of the shows and Justice appeared in some of the live ones.
47.Tyra Banks & Kimora Lee Leissner (previously Simmons)
The world of modeling and supermodels may look all beautiful and sexy from the outside, but these ladies are out to hunt and can also be vicious to their fellow sisters. That’s why having one or two friends with whom you can go shopping and maximize your credit cards is important. That’s what it’s like with models Tyra Banks and Kimora Lee. They started around the same time and first met as young promising models at Chanel. Banks and Lee became really close friends during that time.
These two women have strong personalities and would never back down from a fight, which is why they were able to cement their friendship instantly. Both have known each other since they were around seventeen and have continued to develop their relationship even through tough times and schedules. Tyra even goes on to mention that Kimora is family to her. Tyra was the maid of honor in her wedding (with Simmons) and is the godmother to Ming Lee, Kimora’s daughter.
48.Brad Pitt & Christina Applegate
When Christina Applegate was just 16 years old, she became good friends with Brad Pitt, an actor in his twenties who was already slowly rising to fame. During that time, she was also getting recognition for her role in the sitcom Married…With Children. The two then decided to try dating each other since they were both so close already. It all ended in 1989 when Applegate brought Pitt as her date to the VMAs then left the event with another man.
Knowing what you know now, who would ever think of ditching the award-winning actor and producer Brad Pitt? Applegate said in an interview that they didn’t see each other after the incident, so it was sort of like a clean break between them. However, looking at Pitt’s record with his marriages and separations, maybe the Anchorman actress made the right decision. It saved her a call to her lawyer asking for legal separation from the World War Z actor.
49.Brooke Shields & Matt Dillon
Forty years ago, back in the ’80s, there were two artists who were on the rise, Brooke Shields and Matt Dillion. Both became close friends rather easily and are practically inseparable. Their apparent closeness sparked rumors that they were romantically involved. Of course, Dillion quickly made it clear that they were just friends. Maybe that’s the real reason why he turned down the role opposite Shields in Blue Lagoon.
Dillon’s reported statement was that he was uncomfortable with the nakedness required in the scenes for the movie. Maybe, he just didn’t want it to be awkward between them. One could only speculate. Although Dillon did deny being together with Shields, it has been reported by multiple sources that the two did date each other. Sadly, their hot air balloon relationship ran out of hot gas and didn’t take off, having only dated for a short while from 1980 to 1981.
50.Aubrey Plaza & John Gallagher Jr.
These next celebrity buddies are the closest we can get to childhood friends on this list. Aubrey Christina Plaza and John Gallagher Jr. were both born in Wilmington, Delaware, in the same year and the same month, June 1984. Gallagher was born nine days earlier than Plaza. The two wanted to pursue acting and first met at a community theater in Delaware doing just that. They both hit it off and became friends immediately. There was a spark between them, so they started dating, but it had no electricity, so in the end, they eventually split up.
Despite being broken up, Plaza and Gallagher remained friends even to this day. Aubrey found her big break in TV when she was cast as April Ludgate in Parks and Recreation and has starred in movies including Scott Pilgrim vs the World, Mike and Dave Need Wedding Dates, and Dirty Grandpa. John, on the other hand, focused on theater and appeared in musicals such as Spring Awakening, where he won a Tony award for Best Featured Actor in a Musical.
51.Sean Penn & Nicolas Cage
The home security systems in our celebrity buddies’ houses must be state-of-the-art since they both made it big in Hollywood. However, before they were huge stars, they were just young men trying to make it big in the acting industry. Nicolas Cage first met fellow actor Sean Penn in Fast Times at Ridgemont High. From then, they become the closest of buds. They got together again in the drama film Racing with the Moon in 1984, where Penn met Elizabeth McGovern, whom he was engaged to briefly.
In the early 2000s, both actors had a falling out with each other. Penn has said that Cage was not an actor anymore but a performer and added that Cage was a sell-out for making movies that were bad but were direct to video. There have been no further reports about their relationship, but it seems like the two are just minding their own business.
52.Corey Haim & Alyssa Milano
These two celebrities don’t need home loans if they want to buy a house since they became successful in their own way. Corey Haim was a Canadian actor in the 1980s and found early success through his films, including Lucas, License to Drive, and Silver Bullet. He became a household name when he partnered up with Corey Feldman in the Lost Boys. The duo, The Two Coreys, became a hit, appearing in multiple movies and a reality TV show.
When Haim was still in the Lost Boys, he befriended Who’s The Boss actress Alyssa Milano and eventually, the two dated from 1987 to 1990. During this time, Haim was having troubles with substance abuse and Alyssa, his parents, and Haim’s former manager tried to get him some help but ultimately failed in their plight. The couple split not long after but still continued to be friends.
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