The decade in which the Internet went from being on the rise and became an institution, that fact meant that millions of people had access to more information than ever before. While it is true that easy and speedy access to the Internet led to the masses educating themselves, there also was a whole lot of us that enjoyed the access to things like celebrity gossip.

An unfortunate fact of life, no matter how much the people involved root for a relationship to work out there always is the possibility that simply isn’t in the cards. Even truer when you factor in the pressures of being famous, hectic schedules that take the people in a relationship all over the world could doom any potential love story. With that in mind, it is understandable when a celebrity couple breaks up and worthy of celebration when they stay together. As a result, it is time to look at this list of 10 power couples of the 2000s that never made it and 10 that are still going strong.

In order for a celebrity couple to be considered for possible inclusion on this list, they first and foremost need to have begun dating in the 2000s, according to public reports. On top of that, half of the couples that were in the running are still going strong today whether they are strictly committed to one another, married, or something similar. On the other end of the spectrum, the other couples have long since broken up. In fact, not only are they no longer together but their relationships failed before they were a pair for too long.

20 Pink And Carey Hart Have Been Passionate About Each Other For Years

A big deal in the competitive driving circuit, Carey Hart formerly was a professional freestyle motocross competitor and motorcycle racer who currently is focused on off-road trucking. While he would be the most famous person in a relationship if dated virtually anyone else, Carey’s longtime wife Pink clearly is the more talked about of this couple. An incredibly talented stage performer that is known for her amazing shows, beautiful voice, and the meaningful lyrics she writes, Pink has cemented herself as a pop culture legend. Married since 2006, they separated for a while at the end of the 2000s but even when they were apart, it was obvious how deeply they cared for one another which led to their reunion lasting.

19 Katie Holmes And Chris Klein Ended Months Before She Began Dating A Superstar

Part of a group of actors that rose to prominence due to starring in a surprise runaway hit, Chris Klein’s career briefly went to a whole new level due to the success of the American Pie movies. Turned into a celebrity after the first of those movies was released in 1999, the following year he began dating Katie Holmes.

Best known during the early 2000s for her starring role in the popular series Dawson’s Creek, Katie also appeared in several well-known movies during her time with Chris.

More notable than that, however, when this couple came to an end in 2005, it was only a matter of months before Katie got involved with Hollywood superstar Tom Cruise.

18 Nicole Richie And Joel Madden’s Relationship Has Aged Well

One of the most interesting couples on this list, when Nicole Richie and Joel Madden first became famous they were perceived very differently by the public than they are now. Known for being one of the lead members of the pop-punk act Good Charlotte, Joel Madden created a countercultural image for himself that fit the style of the band that made him a star.

For her part, Nicole Richie became a pop culture star due to her entitled behavior as the star of the “reality” show A Simple Life. Since then she underwent an image overhaul to become a fashion icon and actor and his look has matured.

Together since 2006, these two were married in 2010 and now have 2 children together.

17 Megan Fox And David Gallagher Were A Couple In Their Youth

Mostly gone from the public eye for years now, at the height of David Gallagher’s career he was known for starring in the long-running series named 7th Heaven. Even at his most famous, there is no doubt that he never reached the heights of success that his former girlfriend Megan Fox did during the late 2000s. Best known for starring in the live-action Transformers and Teenage Mutant Ninja Turtles movies, Megan also appeared in several other hit films and even had a recurring role in the show New Girl. Together between 2003 and 2004, both of these two were quite young at the time and Megan had yet to become a star which is why most people forget this couple ever existed.

16 Maggie Gyllenhaal And Peter Sarsgaard Are a Pair Of Indie Darlings

The kind of actors that many people recognize but may not be able to place, this couple is made up of 2 of the biggest indie darlings in modern movie history. For her part, Maggie Gyllenhaal is best known for movies like The Dark Knight and Mona Lisa Smile but she has spent much of her career starring in smaller movies like Secretary or Crazy Heart.

In the case of Peter Sarsgaard, he is just as respected as his wife is in the acting world due to his stellar performances in movies like Shattered Glass, Garden State, Black Mass, and Jackie.

Together since 2002, Maggie and Peter were married in an Italian ceremony in 2009 and they now have 2 daughters together.

15 Marilyn Manson And Evan Rachel Wood Were An Unexpected Pair

Far from a couple that people would have expected to get together based on their looks alone, Marilyn Manson and Evan Rachel Wood have very different images. Probably the best-known shock rocker of his generation, at one time Marilyn Manson was among the most controversial people in the world and he fully embraced that fact. On the other hand, Evan Rachel Wood became a star due to her powerful acting performances and when she walks a red carpet she looks like a classic beauty. A couple for quite a while, Marilyn and Evan were together from 2006 until 2010 and she said of the end of their relationship in 2015 “I just don’t think we were right for each other”.

14 Ellen DeGeneres And Portia De Rossi Radiate Happiness

One of those couples that always seem to be deliriously happy when they are together, Ellen DeGeneres and Portia de Rossi are human so they must have hard times but you’d never know it. Someone that built her career as a stand-up comedian and sitcom star, Ellen is now among the most popular daytime-television hosts of all-time.

For her part, Portia de Rossi is an actor that has appeared in one beloved series after another, including Ally McBeal, Arrested Development, Better Off Ted, and Scandal among others.

Seemingly one of the most solid relationships in the public eye, Ellen and Portia became a couple in 2004, got married in 2008, and now live a life filled with animals they adore.

13 Jessica Biel And Chris Evans' Time Together Is Mostly Forgotten

A pair that looks as though they were born in the fantasy of a Hollywood casting agent, it should come as a surprise to nobody that Jessica Biel and Chris Evans played a couple in the movie London. However, that movie failed to find much of an audience, but Jessica did appear in other films like Blade: Trinity, as well as Stealth and she turned heads in the recent series The Sinner. Then there is Chris who is world-famous for playing one of the lead roles in the most successful film franchise of all time, Captain America from the Marvel Cinematic Universe. Somehow forgotten today,

Chris and Jessica’s relationship was no fling since they were involved for five years in the early to mid-2000s.

However, she did find true love with Justin.

12 Matthew McConaughey And Camila Alves Found Love At First Sight

An actor that has done the incredible, after his career went downhill for some time Matthew McConaughey managed to have an incredible second act. Best known early on for movies like Dazed and Confused, EDtv, and The Wedding Planner, in recent years Matthew has been stellar in Magic Mike, Dallas Buyers Club, The Wolf of Wall Street, and Interstellar. The other half of this power couple, Camila Alves is a Brazilian-American model and designer who began dating Matthew in 2006 and went on to marry him in 2012. Speaking of the first time he went out with Camilla, McConaughey said:

“I knew then I’ve been wanting to go on a date with her for the last nine years and not with anybody else."

Talk about romantic.

11 Kim Kardashian And Nick Lachey Really Needed Different Mates

Best known during the 2000s for his involvement in a “reality” TV show focused on his marriage to pop singer Jessica Simpson, Nick Lachey also was involved with a pretty notable person during the decade. Far from well-known at the time, since then, Kim Kardashian has eclipsed the level of fame her former flame Nick enjoyed during their brief relationship. Best known for being arguably the most famous member of a family that has become a multimedia empire of sorts, Kim is among the most-talked-about celebrities in the world today.

In an interesting twist, when asked about his relationship with Kim, Nick made it clear that he thought she dated him with the goal of getting famous in mind.

Well, she did end up attain much fame.

10 Nick Offerman And Megan Mullally Got Together Before He Was Famous

Easily one of the most lovable couples in the celebrity world, Nick Offerman and Megan Mullally seem to be completely devoted to one another. Already a pretty big star during the early stages of their relationship, Megan became an international star due to her work in the popular sitcom Will & Grace.

On the other hand, Nick was unknown to the masses when he landed the woman of his dreams. However, once Nick began starring in Parks and Recreation, the masses fell for his unique comedy stylings.

A couple since the year 2000, in 2003 these two tied the knot and they support each other’s career to such a degree that he appeared in Will & Grace and she had a recurring Parks and Recreation role.

9 Macaulay Culkin And Mila Kunis Broke Up After Many Years Together

Easily one of the biggest child stars of all-time, Macaulay Culkin was such a huge deal that millions of people still adore him today. Best known for starring in Home Alone, he also was a major part of other movies like Uncle Buck, My Girl, The Good Son, and Richie Rich.

Largely disinterested in the trappings of celebrity, he tends to keep his personal life to himself which is why very little is known about his 8-year relationship with Mila Kunis that began in 2002.

In fact, a lot of celebrity watchers tend to forget these two ever were a couple despite Mila being in the spotlight during their relationship due to starring in That 70s Show and several movies.

8 Justin Timberlake And Jessica Biel Are #RelationshipGoals

The only person to appear on this list twice, Jessica Biel’s relationship with Chris Evans failed in 2006 but it wasn’t too long before she first became involved with the man she is with today. First introduced to music fans as part of the boy band NSYNC, Justin Timberlake had already become a highly-successful solo singer when he began dating Jessica. First romantically linked in 2007, these two became engaged in 2011 and the following year they were married in an incredible Italian ceremony. However, it should be noted that at one time things got a little bit rocky between them since they broke up for 3 months earlier in the year in which Justin proposed to Jessica.

7 50 Cent And Chelsea Handler Dated Very Casually

No longer a music superstar, these days 50 Cent gets more attention for things like buying 200 Ja Rule concert seats in order to mess with his enemy by leaving the front section empty.

However, at one point, it seemed like every song he released was bound to become a massive hit.

Then you have Chelsea Handler, an extremely outspoken comedian and television host that takes shots at her political foes and is never at a loss for words. A duo that virtually nobody could have expected to get together, when she posted a photo of them cuddling it took the world by surprise. Commenting about her short-term fling with 50 Cent, Chelsea said, “We dated, very casually”.

6 Lisa Bonet And Jason Momoa Seem To Be Completely In Love

At one time a huge TV star, at the height of her career Lisa Bonet appeared in a show that was among the most popular sitcoms of all-time. Obviously, a huge deal for her career, her time staring in The Cosby Show affected her life in a huge way that she would only learn about many years later.

That is the case because Jason Momoa, who is best known for playing Aquaman, became infatuated with Lisa after watching her on TV and they began dating in 2005.

Speaking about his wife Lisa whom he married in 2017, Jason revealed that at the age of 8 he told his mother, “I want that one”.

5 Ryan Gosling And Rachel McAdams’ Break Up Broke Hearts

Arguably one of the most underrated stars in Hollywood, Rachel McAdams has been marvelous in many movies, including Mean Girls, Wedding Crashers, Red Eye, About Time, and Doctor Strange. For his part, Ryan Gosling has become respected enough among his peers and moviegoers that he is largely seen as being one of the best actors of his entire generation.

One of the films that cemented his place in Hollywood, Ryan co-starred with Rachel in The Notebook, which is a romantic movie that millions of people adore and is bound to pass the test of time.

For that reason, fans were overjoyed when these two became a real-life couple in 2005 and were extremely disappointed when their romance came to an end 2 years later.

4 Maya Rudolph And Paul Thomas Anderson Seem Very Different But Are Still Together

From the outside looking in, this romantic pairing certainly seems like an example of the common belief that opposites attract. Extremely adept at eliciting laughs, Maya Rudolph was a Saturday Night Live star from the year 2000 until 2007 and she has appeared in far too many comedy films and shows to list them here. On the other end of the spectrum, the highly respected director Paul Thomas Anderson is known for making movies like Boogie Nights, Magnolia, There Will Be Blood, and Phantom Thread. There is no way to know how funny PTA is in his everyday life but he has been involved with the always hilarious Maya since 2001 and they have 3 daughters together.

3 Jennifer Lopez And Ben Affleck Were All Over The Tabloids

Put in a situation that very few couples could hope to survive, while Jennifer Lopez and Ben Affleck were together they were dogged by the paparazzi pretty much everywhere they went. Constantly seen on the cover of the tabloids after they first became a couple in 2002, later that year, they got engaged but they broke up after only 2 years together.

When asked about this relationship in 2016, Jennifer revealed, “There was genuine love” between her and Ben.

With that in mind and considering the degree to which their shared private life was dissected by reporters, it seems entirely possible that all of the attention hindered things working out between them.

2 Harrison Ford And Calista Flockhart Are A Long-Lasting May-December Couple

The absolute epitome of a Hollywood legend, Harrison Ford cemented his legacy based on playing two of the most beloved characters of all-time, Han Solo and Indiana Jones. On top of that, he has also starred in several other fantastic films, including Blade Runner, The Fugitive, and Air Force One. No stranger to the world of celebrity, Calista Flockhart has stepped out of the spotlight for the most part but at one time she starred in the hit show Ally McBeal. Entering one another’s lives when they met in 2002, even though Harrison was technically married to someone else until 2004, he got engaged to Calista in 2009, they wed in 2010 and they are still together today.

1 Alanis Morissette And Ryan Reynolds Seemed So Happy

Hugely popular today due to the extreme popularity of his portrayal of Deadpool in a pair of movies, Ryan Reynolds is the kind of star that it seems like people can’t get enough of. Currently married to Blake Lively, Ryan Reynolds seems to be so happy in his that relationship that it seems almost impossible to envision him with someone else.

Despite that, Scarlett Johansson was his wife from 2008 until 2011 and after he met the Canadian songstress Alanis Morissette at a birthday party in 2002, they began dating.

Together for several years, they announced their engagement in 2004, but they never walked down the aisle as they broke up three years later.

References: cosmopolitan.com, mtv.com, twentytwowords.com, glamourmagazine.co.uk

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