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Where Are They Now: Hollywood’s Most Iconic On-Screen Couples

Andrew Lisa
<p>Some of your favorite actors and actresses <a href="https://www.gobankingrates.com/net-worth/celebrities/richest-reality-stars-2000s/" rel="nofollow noopener" target="_blank" data-ylk="slk:rose to stardom" class="link rapid-noclick-resp">rose to stardom</a> after appearing in iconic films from the ’90s, ’80s and beyond. From romantic comedies to tearjerkers, Americans clearly enjoy their love stories — and many of the biggest hits of the genre have featured equally huge Hollywood stars.</p> <p>Click through to <a href="https://www.gobankingrates.com/net-worth/tv-stars-now-big-screen-paychecks/" rel="nofollow noopener" target="_blank" data-ylk="slk:catch up with some of your favorite stars" class="link rapid-noclick-resp">catch up with some of your favorite stars</a> and on-screen couples.</p>

Some of your favorite actors and actresses rose to stardom after appearing in iconic films from the ’90s, ’80s and beyond. From romantic comedies to tearjerkers, Americans clearly enjoy their love stories — and many of the biggest hits of the genre have featured equally huge Hollywood stars.

Click through to catch up with some of your favorite stars and on-screen couples.

Some of your favorite actors and actresses rose to stardom after appearing in iconic films from the ’90s, ’80s and beyond. From romantic comedies to tearjerkers, Americans clearly enjoy their love stories — and many of the biggest hits of the genre have featured equally huge Hollywood stars.

 

Olivia Newton-John and John Travolta: Then

When adjusted for inflation, “Grease” is the No. 29 highest-grossing movie in history and the 10th highest-grossing PG movie of all time — and it was made with just $6 million. Olivia Newton-John and John Travolta starred in “Grease,” which went on to earn almost $400 million at the worldwide box office.

The musical hit, which tells the tale of love lost and love rekindled between a good girl (Newton-John) and a bad boy (Travolta), was nominated for an Oscar.

Olivia Newton-John: Now

A familiar face for more than 40 years, Olivia Newton-John has credits dating back to 1973. And she hasn’t slowed down since playing Sandy in “Grease.”

The actress accumulated multiple credits in the ensuing years, the most recent being the Netflix movie “Wine Country” with Amy Poehler and Maya Rudolph. She also racked up a whopping 136 soundtrack credits. Olivia Newton-John has a net worth of $40 million.

John Travolta: Now

One of the most prolific actors in Hollywood, John Travolta has more than 70 credits dating back to 1972. A crossover actor who achieved success on both the big and small screens, Travolta has an impressive resume that includes hits like “Pulp Fiction,” “Ladder 49,” “Saturday Night Fever,” “Welcome Back, Kotter” and “American Crime Story.”

Travolta, who has a net worth of $170 million, his movies have made more than $3.82 billion worldwide.

Barbra Streisand and Robert Redford: Then

On Oct. 19, 1973, audiences got the chance to see stars Robert Redford and Barbra Streisand on screen together in “The Way We Were.”

The movie, which would go on to gross $45 million at the domestic box office, tells the story of lovers torn apart by conflicting political convictions. It won two Academy Awards and was nominated for four more.

 

Barbra Streisand: Now

Streisand, who has a net worth of $400 million, boasts 86 soundtrack credits dating back more than half a century. Her 23 acting credits include roles in “Meet the Fockers” and “The Prince of Tides.” Adjusted for inflation, her movies have earned more than $2.7 billion at the domestic box office.

Streisand scored an Oscar nomination for her performance in “The Way We Were.”

Robert Redford: Now

One of the richest celebrities over 70, Robert Redford has also been in the business for more than half a century. His 81 acting credits date back to 1960 and include roles in “The Natural,” “All the President’s Men,” “Spy Game,” “Out of Africa” and “Butch Cassidy and the Sundance Kid.”

He won an Oscar for Best Director in 1981. Redford’s movies have grossed more than $5.13 billion worldwide, earning him a net worth of $170 million. He was recently in the hit movie “Avengers: Endgame,” as a villain.

Meg Ryan and Billy Crystal: Then

Billy Crystal and Meg Ryan starred in one of history’s greatest romantic comedies, 1989’s “When Harry Met Sally…” It was even nominated for an Academy Award and five Golden Globes. The tale of friendship-turned-love across the decades grossed more than $92 million at the domestic box office.

 

Meg Ryan: Now

Meg Ryan’s $45 million net worth can be attributed to her nearly 50 acting credits, which date back to 1981. She also appeared in two other iconic rom-coms: “Sleepless in Seattle” and “You’ve Got Mail.” Additionally, she starred in “Top Gun,” “Armed and Dangerous,” “When a Man Loves a Woman” and “Courage Under Fire.”

Her films have grossed more than $2.37 billion at the worldwide box office.

Billy Crystal: Now

Billy Crystal has been starring in movies and TV shows since 1975. His resume includes the “Analyze This” franchise, “Running Scared,” “The Princess Bride,” “Throw Momma From the Train” and “City Slickers.” He has recently acted in the movie, “Standing Up, falling Down.”

Crystal’s films have earned nearly $2 billion at the worldwide box office, and he’s been nominated for three Golden Globes. He has a net worth of $45 million.

Julia Roberts and Richard Gere: Then

One of the most iconic and successful romantic comedies, “Pretty Woman” stars Richard Gere as a ruthless businessman who rescues Julia Roberts from a life of prostitution before she rescues him from himself.

Produced on a budget of just $14 million, “Pretty Woman” went on to earn nearly half a billion dollars at the worldwide box office. Just three romantic comedies have earned more than this Oscar-nominated hit.

Julia Roberts: Now

Oscar winner Julia Roberts, with a net worth of $200 million, is one of the richest actresses of all time. And with 62 acting credits to her name, including blockbusters like “Mystic Pizza,” “Steel Magnolias,” “Sleeping With the Enemy,” “The Pelican Brief,” “My Best Friend’s Wedding” and “Erin Brockovich,” it’s no surprise.

Roberts starred in the Amazon Prime Original drama homecoming. Her films have earned more than $6.07 billion at the global box office, with “Pretty Woman” leading the pack.

Richard Gere: Now

“Pretty Woman” is also Richard Gere’s biggest hit worldwide. That’s saying a lot, considering the actor has starred in nine movies that earned more than $100 million at the global box office. Among his 60 credits, which date back to 1973, are classics like “An Officer and a Gentleman,” “Internal Affairs,” “Primal Fear,” “Chicago,” “The Jackal” and “Runaway Bride.”

The wealthy Golden Globe-winning actor has a net worth of $120 million.

Mary Stuart Masterson and Eric Stoltz: Then

In “Some Kind of Wonderful,” Eric Stoltz’s character is so preoccupied with dating his dream girl that he doesn’t notice his true love is actually his tomboy best friend, played by Mary Stuart Masterson.

Released in 1987, the movie earned $18.55 million at the domestic box office. It was produced by John Hughes, whose movies have grossed nearly $788 million when adjusted for inflation.

Mary Stuart Masterson: Now

Mary Stuart Masterson first appeared in “The Stepford Wives” in 1975, when she was still a child. Since then, she’s accumulated 50 credits for TV and film roles, appearing most recently on TV’s “Blindspot.” She’s also had roles in series like “Blue Bloods,” “The Good Wife” and “Law & Order: Special Victims Unit,” as well as in movies like “Fried Green Tomatoes” and “Benny & Joon.”

Her net worth is estimated to be $3 million.

Eric Stoltz: Now

Eric Stoltz’s 124 acting credits have earned him a net worth of $5 million. His movies include “Pulp Fiction,” “Fast Times at Ridgemont High,” “The Fall Guy” and “Mask,” and he has appeared on TV series like “St. Elsewhere,” “Mad About You” and “Chicago Hope.” He was nominated for a Golden Globe for his portrayal of Rocky Dennis in “Mask.”

Cameron Diaz and Ben Stiller: Then

Raucous and raunchy, “There’s Something About Mary” follows Ben Stiller’s character as he tries to redeem a nightmare date with his high school obsession, played by Cameron Diaz.

The film, which won four MTV Movie awards and was nominated for two Golden Globes, comes in just behind “Pretty Woman” as the fifth highest-grossing rom-com of all time. It earned just shy of $370 million at the worldwide box office.

Cameron Diaz: Now

One of the highest-grossing actresses in show business, Cameron Diaz has appeared in 15 movies that earned more than $100 million at the worldwide box office. All in, her movies have made more than $4 billion globally. And her success has paid off to the tune of a $140 million net worth.

Diaz has been nominated for four Golden Globes, and her impressive resume includes “The Mask,” “My Best Friend’s Wedding,” “Fear and Loathing in Las Vegas,” “Any Given Sunday” and “Charlie’s Angels.”

Ben Stiller: Now

One of the most successful comedic actors of his generation, Ben Stiller has a net worth of $200 million. His movies have earned more than $6.4 billion at the worldwide box office, and 19 of them took in more than $100 million. His TV series, “The Ben Stiller Show,” earned him an Emmy.

He has 127 acting credits, including “The Cable Guy,” “Zoolander” and the “Meet the Parents” and “Night at the Museum” franchises, and several projects in the works, including “Dodgeball 2” and “Hollywood Renegade.”

Eva Mendes and Will Smith: Then

Eva Mendes and Will Smith’s romantic hit “Hitch” beat out “Pretty Woman” to take the No. 3 spot on the list of history’s highest-grossing romantic comedies. Released in 2005, the film pulled in $368.1 million at the worldwide box office on a production budget of $70 million.

It tells the tale of a professional relationship expert (Smith) who can’t follow his own advice when it comes to his love interest (Mendes).

Eva Mendes: Now

Eva Mendes first appeared on “ER” in 1998. Since then, she’s racked up an impressive 42 acting credits, including “Once Upon a Time in Mexico,” “A Night at the Roxbury” and “Training Day.”

Her movies have earned more than $1.57 billion at the worldwide box office, with “Hitch” leading the pack by more than $100 million. She has a net worth of $15 million.

Will Smith: Now

One of the most accomplished A-listers in Hollywood, Will Smith has achieved remarkable success on both the big and small screens, resulting in a net worth of $350 million. His movies have earned more than $8.65 billion at the worldwide box office.

Smith has appeared in blockbusters like “Men in Black,” “Independence Day,” “Enemy of the State,” “Bad Boys,” “The Pursuit of Happyness” and “Ali,” earning Oscar nominations for the last two. He also starred in “The Fresh Prince of Bel-Air,” which ran for six seasons.

Renee Zellweger and Tom Cruise: Then

Released in 1996, “Jerry Maguire” stars Renee Zellweger and Tom Cruise. It received Golden Globe and Academy Award nominations for Best Picture.

The film follows a high-profile sports agent who has a crisis of conscience that leads to career rebirth and love. Produced on a budget of $50 million, “Jerry Maguire” went on to earn more than $273 million at the worldwide box office.

 

Renee Zellweger: Now

Among Renee Zellweger’s 45 acting credits are big-screen hits like “Cinderella Man,” “Chicago” and the “Bridget Jones” franchise. In total, her movies have earned more than $2.74 billion at the worldwide box office. Zellweger, who won an Oscar for 2004’s “Cold Mountain” and was nominated for two more, has a net worth of $60 million.

She’s currently set to star in “Judy,” about actress Judy Garland.

Tom Cruise: Now

One of the biggest movie stars of all time, Tom Cruise has a net worth of $570 million. He’s had too many blockbusters to name since his first credit in 1981, but his resume includes iconic movies like “Top Gun,” “The Color of Money,” “A Few Good Men,” “Risky Business” and the “Mission: Impossible” franchise. His films have earned more than $10.12 billion at the global box office.

Diane Keaton and Woody Allen: Then

Released in 1977, “Annie Hall” tells the tale of a comedian who falls in love with the titular character, played by Diane Keaton. Woody Allen wrote, directed and starred in the film, which won four Oscars and was nominated for a fifth. It also won a Golden Globe.

“Annie Hall” took in $38.25 million at the domestic box office on a production budget of just $4 million.

Diane Keaton: Now

Perhaps best known for her role as Kay Adams in “The Godfather” franchise, Diane Keaton has 68 credits dating back to 1970, including “Play it Again, Sam,” “Manhattan,” “Father of the Bride,” and “First Wives Club.”

Her movies have earned nearly $1.26 billion worldwide, and she has a net worth of $50 million. Keaton was nominated for three Oscars in addition to the one she won for “Annie Hall.”

Woody Allen: Now

One of the most acclaimed directors in cinema history, Woody Allen has won four Academy Awards and was nominated for over a dozen more. His films include “Manhattan,” “Vicky Cristina Barcelona” and “Midnight in Paris.”

When adjusted for inflation, his movies have earned more than $1.2 billion at the domestic box office, and he has an estimated net worth of $80 million. He currently released “A Rainy Day in New York,” in 2019.

Winona Ryder and Ethan Hawke: Then

Winona Ryder and Ethan Hawke’s “Reality Bites” took in $33.35 million at the worldwide box office and was nominated for an MTV Movie Award. Directed by Ben Stiller, the movie follows a pack of young adults facing the realities of life after college.

Winona Ryder: Now

From “Edward Scissorhands” and “Beetlejuice” to “Black Swan” and “Girl, Interrupted,” Winona Ryder boasts one of Hollywood’s more diverse resumes. She recently found success with the Netflix series “Stranger Things.”

Her movies have taken in $1.44 billion at the worldwide box office, and her net worth is estimated at $18 million.

Ethan Hawke: Now

Known for his roles in “White Fang,” “The Purge,” “Training Day” and “Before Sunrise,” Ethan Hawke has 81 acting credits dating back to 1985. His movies have earned $1.43 billion at the worldwide box office, and he’s been nominated for four Academy Awards.

He’s currently working on several projects, including “Tesla” and “Cut Throat City.” His net worth is $55 million.

Patricia Arquette and Christian Slater: Then

Probably the most violent romantic flick on the list, “True Romance” was written by Quentin Tarantino and released in 1993.

The movie features Christian Slater and Patricia Arquette as a lovestruck couple on the run from dangerous characters. Although it boasts a high-profile cast, the movie earned just $12.28 million at the domestic box office.

Patricia Arquette: Now

Patricia Arquette got her start in 1987 with the third installment of “A Nightmare on Elm Street.” She went on to appear in movies like “Boyhood” and “Ed Wood” and is known for her starring role in the TV series “Medium.”

Her net worth is estimated at $24 million. Currently, she voices Harmony’s mom in “Toy Story 4.”

Christian Slater: Now

Eighties icon Christian Slater has accumulated more than 120 acting credits since he first appeared on “All My Children.” His resume includes “Young Guns II,” “Heathers,” “Mobsters,” “Kuffs” and “Pump Up the Volume.” He won a Golden Globe for his role in “Mr. Robot” and has a net worth of $30 million.

 

Alicia Silverstone and Paul Rudd: Then

Coming in at No. 70 on the list of history’s most successful romantic comedies is “Clueless,” which features a love story between spoiled rich-girl Alicia Silverstone and her down-to-earth stepbrother, Paul Rudd.

Released in 1995, “Clueless” earned more than $56 million at the worldwide box office.

Alicia Silverstone: Now

Alicia Silverstone began her career in 1992 with a stint on “The Wonder Years.” She later landed roles in “The Crush,” “Tropic Thunder,” “Batman & Robin” and several Aerosmith videos. Her net worth is estimated at $20 million, and she was nominated for a Golden Globe for “Miss Match.”

When adjusted for inflation, her movies have taken in more than $670 million at the domestic box office.

Paul Rudd: Now

Paul Rudd boasts more than 100 acting credits, including roles in “The 40-Year-Old Virgin,” “I Love You, Man,” “Ant-Man” and “Knocked Up.” In total, his movies have grossed nearly $3.4 billion at the worldwide box office, and he’s been nominated for seven MTV Movie Awards.

Rudd, who has a net worth of $70 million, will be acting in the new “Ghostbusters” movie.

Drew Barrymore and Michael Vartan: Then

“Never Been Kissed” is No. 73 on the list of the highest-grossing romantic comedies in history. Starring Drew Barrymore and Michael Vartan, the film follows a newspaper reporter whose story requires her to enroll in high school again. It grossed more than $84 million at the worldwide box office after its 1999 release.

Drew Barrymore: Now

Hollywood royalty, Drew Barrymore is the granddaughter of actor John Barrymore. Although she appeared in two TV movies and one film prior to 1982, it was her role as Gertie in “E.T. the Extra-Terrestrial” that catapulted her to fame. Her resume includes “Scream,” “Charlie’s Angels” and “Riding in Cars With Boys.”

Barrymore has won a Golden Globe and has been nominated for two more Globes and two Emmys. She’s currently starring in the Netflix sitcom “Santa Clarita Diet.” Her movies have grossed nearly $2.67 billion worldwide, and she has a net worth of $125 million.

Michael Vartan: Now

Known for his roles in “Bates Motel,” “One Hour Photo,” “Alias,” and “Monster-in-Law,” Michael Vartan boasts 41 acting credits and a net worth of $8 million. He’s been nominated for an MTV Movie Award and three Teen Choice Awards.

 

Daryl Hannah and Tom Hanks: Then

Quirky mermaid comedy “Splash,” starring Tom Hanks and Daryl Hannah, was released in 1984. It was nominated for an Academy Award and a Golden Globe and earned nearly $70 million at the domestic box office. Currently, “Splash” ranks at No. 56 on the list of the world’s highest-grossing romantic comedies.

Daryl Hannah: Now

Daryl Hannah, who has a net worth of $20 million, has racked up over 92 acting credits since appearing in “The Fury” in 1978. Her resume includes roles in “Wall Street,” “Kill Bill,” “Blade Runner” and “A Walk to Remember.”

Hannah currently has three projects in the works for 2018: “Papa,” “Vampires of Hollywood” and “Undateable John.”

Tom Hanks: Now

Tom Hanks graduated from silly comedies like “Dragnet,” “The Money Pit,” “The ‘Burbs” and TV’s “Bosom Buddies” to become one of the most acclaimed actors in the world. His credits include “Saving Private Ryan,” “Apollo 13,” “Philadelphia,” “Cast Away” and “Forrest Gump.”

At the worldwide box office, his movies have grossed more than $10 billion, and Hanks has accumulated a net worth of $400 million along the way.

Demi Moore and Patrick Swayze: Then

Demi Moore and Patrick Swayze starred in one of the biggest romance films of all time. “Ghost” is a story of love, loss and otherworldly romance.

The second-biggest movie of 1990 after “Home Alone,” “Ghost” banked more than half a billion dollars at the global box office on a production budget of just $22 million. It won two Oscars and was nominated for three more. It also won a Golden Globe.

Demi Moore: Now

Demi Moore has 63 acting credits dating back to 1981. Her resume includes blockbusters like “A Few Good Men,” “G.I. Jane” and “Striptease.”

Adjusted for inflation, her movies have earned more than $2 billion at the domestic box office. Moore, who has a net worth of $150 million, and will appear on the TV adaptation on the book “Brave New World,” in 2020.

Patrick Swayze: Now

Known for classics like “Dirty Dancing,” “Road House,” “Red Dawn” and “Point Break,” Patrick Swayze was one of the most iconic actors of his generation. He was nominated for three Golden Globes.

Adjusted for inflation, his movies earned more than $1.3 billion at the domestic box office. He had a net worth of $40 million when he passed away in 2009.

Kate Winslet and Leonardo DiCaprio: Then

You can’t talk about epic on-screen romances without mentioning Kate Winslet and Leonardo DiCaprio. “Titanic” is by far the biggest romantic drama of all time, and the second highest-grossing film worldwide of any genre after “Avatar,” which is also a James Cameron creation. The film took in $2.19 billion at the global box office. It won 11 of the 14 Academy Awards for which it was nominated.

Kate Winslet: Now

While she didn’t win the Best Actress Oscar for “Titanic,” Kate Winslet did go on to earn one for “The Reader” — and score a few more nominations. With more than 63 credits to her name, Kate Winslet has a resume that includes “Divergent,” “Eternal Sunshine of the Spotless Mind” and “Revolutionary Road.”

Her movies have grossed more than $4 billion at the global box office, earning her a net worth of $45 million. She’s currently working on “Avatar 2,” due out in 2020.

 

Leonardo DiCaprio: Now

Leonardo DiCaprio’s films have earned nearly $7 billion at the worldwide box office. The blockbuster star boasts over 43 acting credits, include critical and commercial successes like “The Basketball Diaries,” “Inception,” “The Departed,” “Gangs of New York,” “The Wolf of Wall Street” and “Django Unchained.” He won an Oscar for “The Revenant” and was nominated for five others. DiCaprio, who has a net worth of $260 million, is currently starring in the Quentin Tarantino film alongside Brad Pitt in, “Once Upon a Time … in Hollywood.”

More on Celebrity Net Worths

 

All net worth figures are according to Celebrity Net Worth. Movie figures are according to Box Office Mojo.

This article originally appeared on GOBankingRates.com: Where Are They Now: Hollywood’s Most Iconic On-Screen Couples