Love hurts. Love scars. Love wounds and marks.
Occasionally, it doesn’t manage to make a lasting impact on our general memory bank. Although we can flawlessly recall each and every line spoken by the Kardashian-Jenners, even we overlooked that brief period in the mid-2000s when there were rumors about Natalie Portman possibly forgetting her scarf at Jake Gyllenhaal’s sister’s residence.
It’s clear that we were oblivious to the fact that Reese Witherspoon had previously dated this popular heartthrob, before eventually developing a deep affection for Ryan Phillippe on the set of the 1999 movie “Cruel Intentions”. (In other words, we were as clueless as someone caught in taffy pulling and left speechless.)
Additionally, it’s worth noting that Katie Maloney, a cast member on Vanderpump Rules, almost experienced some of the happiest times in her life with Crispin Glover following an unexpected meeting with him at a Sundance Film Festival, which took place close to her hometown in Utah.
After watching his 2005 directorial debut “What Is It?” (which the reality star admitted was the strangest movie he’d ever seen), the duo shared tea, both the traditional beverage and a symbolic one. As Maloney remembered, “He was genuinely considerate and inquiring about my life and family. I grew up in Park City, so we had conversations about that.
On Valentine’s Day, when we all have a chance to honor various forms of love, let us raise our glasses in a toast on this February 14th. Cheers to the present power couples in Hollywood as well as those who might have graced the red carpet together for many years!
It’s hard not to picture Blake Lively and Ryan Reynolds as a forever couple, but let’s take a trip down memory lane to recall the celebrities that the Deadpool star was once romantically linked with before they became husband and wife in 2012. Here are some of the stars you might have forgotten he dated, including Ryan himself!
In this version, I aimed to maintain the original’s informal tone while making it easier for readers to follow by removing unnecessary phrases like “Admittedly” and “Check out everyone you forgot that he—and other stars—dated.” The focus remains on presenting a fun trip down memory lane of stars that Ryan Reynolds dated before his relationship with Blake Lively.
In two productions, they portrayed ill-fated lovers – first in the 1990 film “Too Young to Die?” and later in “Kalifornia” of 1993. However, off-screen, their bond was far from tragic; it was a delightful one.
Back in 1995, as I shared with Vanity Fair, my affection for the remarkable woman I met at the 1992 Oscars remains unchanged. She was more than just a date; she possessed an exceptional intellect that left a lasting impression on me. Our time together was truly special, one of the most memorable relationships I’ve ever experienced. However, life has taught me that love, while powerful, is not always victorious over all obstacles. We may harbor the ideal that love conquers all, but reality often paints a different picture, doesn’t it?
In a twist that wasn’t just a figment of Gen X imagination, they indeed ended the 20th century as a pair. According to folklore, they were introduced by none other than Gwyneth Paltrow (known for dating Damon’s close friend Ben Affleck). However, their relationship came to an end in 2000.
In a 2004 interview with Playboy, Damon referred to Ryder as a “remarkable woman” after the event had transpired. On the other hand, in 2009, Ryder told Black Book, “Matt is an exceptional and kind-hearted individual. I feel fortunate to have a good relationship with him.
At the 2003 Nickelodeon Kids’ Choice Awards, there was an undeniable connection between Diaz and Timberlake. This is because they had been dating for nearly four years, a relationship that was serious enough to warrant a public statement when it ended in 2007. The statement, issued by both parties, indicated that the split was mutual and friendly, with an ongoing affection and respect for each other.
In 2005, the actress who played a leading role in “Scandal” graced the cover of “InStyle Weddings” magazine while she was betrothed to a well-known actor, but their relationship ended in 2007.
Or:
Back in 2005, when she was set to marry a famous actor, the actress from “Scandal” was featured on the cover of “InStyle Weddings”. However, they parted ways in 2007.
Madonna had never publicly discussed the rumors that she dated the rapper who tragically passed away in 1996 at age 25 until 2015. It wasn’t until Howard Stern mentioned her spirited 1994 conversation with David Letterman that she revealed, “I was actually dating Tupac back then, and the truth is…he used to stir me up about various aspects of life in general.
Prior to her marriage to Jim Toth, Reese had a relationship with Jake Gyllenhaal, which began after her divorce from Ryan Phillippe. They worked together in the 2007 thriller “Rendition”. Their romance lasted for about two years.
Jake remarked admiringly about his ex, saying “She’s one of the most intelligent and strong individuals I’ve come across among many women I’m close to or have known in a romantic context.
In the year 1997, I found myself tying the knot with Livia Giuggioli. However, our journey together ended in 2019. Prior to that, for a span of five years, I was in a relationship with someone special named Tilly. Our bond resulted in the birth of our son, William Joseph Firth, on September 20, 1990. Just like his old man, young Master Firth has also stepped into the world of acting and graced the screen alongside me in “Bridget Jones’s Baby”.
2003-2004 saw the US Open champion pursuing a relationship with the actress famed for A Walk to Remember, yet their connection did not blossom into a lasting romance.
In 2018, Moore expressed to Howard Stern that he had shattered her heart. She shared that they both were young at the time, and she began dating him when she was 18 years old.
It’s common knowledge by now that one of music history’s lasting mysteries is who actually inspired Morissette’s famous 1995 single, and the Full House actor is a strong contender among the possibilities! However, Morissette herself dismissed it in the 2021 documentary Jagged, which is hard to accept.
In an interview with People in 2005, Reynolds expressed his fondness for his then-fiancée’s music, saying, “I absolutely adore her tunes. It can sometimes be a bit embarrassing when she enters the room and finds me grooving to them in just my underwear.
2007 marked the pause in their shared musical journey for the Canadians, yet their amicable parting following four years as a group was remarkably courteous.
It isn’t unfair to say that the star of Mad Men has a fondness for humorous men. She had a brief romance with both Jones and Sudeikis back in 2010, followed by a short-lived relationship with Will Forte five years later.
In reality, the couple portrayed in the movie “Good Will Hunting” also became a couple, but they did not leave together towards a sunset horizon.
Damon stated on The Oprah Winfrey Show in January 1998 that he was single at the time. He had previously been in a romantic relationship with Minnie, but they are no longer together. Instead, they have become close friends, and he holds her in high regard. Although they care deeply for each other, their relationship wasn’t destined to work out, as sometimes happens.
She later mentioned to the Los Angeles Times that she felt it was unfortunate when Matt appeared on Oprah. To her, it seemed like an improper venue for him to declare their breakup to the entire world, which she found excessively public and inappropriate.
In my role as a lifestyle enthusiast, let me share an intriguing piece of Hollywood history: I had the pleasure of learning about the romantic entanglement between Liam Neeson and Helen Mirren, two iconic figures in the world of cinema. Their paths crossed on the set of the 1981 film, “Excalibur,” where they formed a bond that extended beyond the silver screen. Mirren even took it upon herself to teach Neeson how to drive! However, their relationship eventually came to an end in the mid-’80s.
In February 2023, Neeson stated in an interview with ET Canada that he feels incredibly fortunate and privileged to have spent between three to four years with that remarkable woman. She is truly extraordinary.
Finding love in Jurassic Park? What a meat cute.
The actors started dating following the completion of the 1993 hit movie, with Goldblum stating to The Chicago Tribune then, “I was captivated, I’d been a long-time admirer of hers. I believe she’s an extraordinary actress, and an exceptional individual. I was struck from the start. However, it was after the film that we discovered our mutual affection.
In 1995, they became engaged, however, their relationship didn’t last long as they separated two years afterwards. In 2022, they reappeared together for the first time on screen since then, in the film “Jurassic World: Dominion,” which is the sixth installment of the Jurassic Park series.
Back in the years 2016 to 2020, an ex-cast member of The X-Files was involved romantically with the creative mind behind The Crown. In 2020, Anderson received an Emmy for her portrayal of Margaret Thatcher in The Crown’s popular Netflix series.
According to Arquette, the two dated while filming their 1995 Western Wild Bill.
During a Reddit AMA session in November 2015, the actor from “Clueless” verified an obscure piece of gossip, disclosing that he once dated his co-star from the 1992 TV movie “Desperate Choices: To Save My Child.
He mentioned that she was his initial girlfriend who was an actress, and they maintained a long-distance connection over a considerable period. Needless to say, he was deeply smitten by her.
2015 saw TopMob News reporting an exclusive item about the Real Housewife of New York and Modern Family actor being romantically involved. However, their relationship didn’t last long as they parted ways by the next year.
For a number of years, an alumnus from Southland and the performer famously known for portraying Theo Huxtable on The Cosby Show were romantically involved. However, they decided to end their relationship in 2013.
In the year 1987, prior to John Travolta becoming well-known, this renowned bachelor was already living with Preston. They cohabited and had a pet potbellied pig named Max whom they shared. However, their relationship ended in 1989.
Indeed, I do hold a firm conviction that love transcends into another realm. The iconic actress, who was once romantically linked with the ‘Top Gun’ star and two other esteemed musicians in the ’80s – following her divorces from Sonny Bono and Gregg Allman – continues to believe in the power of enduring affection.
Before he was Heidi Klum‘s ex, the “Kiss from a Rose” musician romanced a different supermodel.
It’s said that the pair began dating following their encounter on the set of the 2005 movie “Brick,” however, their relationship lasted just six months.
The Dawson’s Creek alum and the Josie and the Pussycats star dated for about a year back in 2002.
In 1993, the charming star of NCIS: LA and America’s beloved figure, Reese Witherspoon, started dating shortly after the 17-year-old actress relocated to Los Angeles for the first time.
The individual currently portraying Iron Man for Marvel openly acknowledged that substance abuse, particularly alcohol and drugs, were the reasons behind the breakdown of his seven-year romance with Sarah Jessica Parker from Sex and the City. In a 2008 interview with Parade, he stated, “I had a drinking problem and was using drugs, which didn’t align with Sarah Jessica because it couldn’t be more unlike her character. She attempted to assist me. She was extremely disappointed when I failed to turn my life around.
It is rumored that the actor from “Friends” and “The Hangover”, who has since passed away, briefly dated in 2003, but their relationship was so fleeting it barely registered on the celebrity dating scene.
Actress from “2 Broke Girls” had a short-lived romance with her “Thor” co-star in 2010, as they were noticeably affectionate during their Comic-Con appearances to promote the Marvel movie. However, by the time the film premiered the following year, their relationship had ended.
Back in 1999, prior to his marriage with Blake Lively, Reynolds was romantically involved with an actress from “3rd Rock from the Sun”. They were spotted together at the premiere of “The Green Mile”.
In 2006, these young acting sensations who went on to become Hollywood heavyweights had a brief romance. Despite their relationship ending, they have maintained a strong friendship and even appeared together in the emotionally charged film “Brothers” released in 2009.
Gyllenhaal noted in 2011 while presenting Portman with the Desert Palm Achievement Award, “She’s a vegan, which can sometimes make finding a suitable restaurant quite challenging.
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2025-02-13 20:29