Ryan Reynolds’ Women Before He Met His Life Partner, Blake Lively

Published on 05/17/2022
Ryan Reynolds' Women Before He Met His Life Partner, Blake Lively

Ryan Reynolds’ Women Before He Met His Life Partner, Blake Lively

When it comes to the “Most Eligible Bachelor” award, Ryan Reynolds could have been a serious contender. The Deadpool star has been married to Blake Lively for eight years now, but he had his fair share of flings and relationships prior to that. Check out his past relationships!

Melissa Joan Hart – 1996

During the filming of Sabrina, the Teenage Witch, in 1996, the two actors first met on the set and had an intense, brief relationship. It’s not like they were adults back then.

Melissa Joan Hart – 1996

Melissa Joan Hart – 1996

Despite this, the two of them were affected in some way by their brief encounter. It’s probably safe to assume that this was Ryan Reynolds’s first serious relationship with another working actress.

She Shared More Years Later

Once Melissa Joan Hart and Ryan Reynolds broke up, more secrets about their relationship would be revealed. Melissa Explains It All: Tales from My Abnormally Normal Life was the actress’s 2013 memoir in which she detailed her brief romance with Reynolds.

She Shared More Years Later

She Shared More Years Later

She wrote, “Nobody looked as good with wavy blond locks and a thumb ring as Ryan did. Though I was madly in love with James, my boyfriend of six months by then, Ryan and I spent plenty of time together.”

Melissa Joan Hart – Now

Mark Wilkerson, who is now Melissa Joan Hart’s husband, was a member of a band called Course of Nature when they first met in 2002. The event took place in Kentucky, and it was a benefit for a local charity.

Melissa Joan Hart – Now

Melissa Joan Hart – Now

In 2003, they married, and they are still together. They have three children together and live in Westport, Connecticut, as a family. When she married her husband and had a family, it appears that her life took a positive turn.

Traylor Howard – 1998

It was in 2000 that Ryan Reynolds had his first major role in a television show called Two Guys, A Girl, and a Pizza Place. He met Traylor Howard on that set. After eight months of dating Traylor, a woman ten years his senior, their romance came to an end.

Traylor Howard – 1998

Traylor Howard – 1998

Even for a seasoned guy like Reynolds, maintaining a romantic connection with a woman of a more advanced age could be challenging. Despite everything, the relationship lasted for almost an entire year.

They Kept Things Professional

While they were filming Two Guys and a Girl together, Ryan Reynolds and Traylor Howard were able to maintain a level of professionalism that was admirable in spite of the fact that their romantic relationship did not succeed.

They Kept Things Professional

They Kept Things Professional

Until 2001, they were co-stars. According to a lot of people, their breakup may have been a factor in the lack of romantic storylines between the two. Of course, their characters find love at the end of the series. So, was that it for them as far as their relationship went?

Traylor Howard – Now

Divorcee and possibly unmarried Traylor Howard. In 2011, she married Jarel Portman, a musician. There are two children from her previous marriages, both of whom were born before she was married for the third time.

Traylor Howard – Now

Traylor Howard – Now

In 2006, Traylor welcomed her daughter into the world, and in 2012, she welcomed her son. It was also said that she dated George Clooney at one point, but we won’t go into that here because it’s not relevant to the discussion.

Kristen Johnston – 1999

In his personal life, Ryan Reynolds had a knack for enticing the likes of Hollywood’s A-listers. When Traylor Howard and Kristen Johnston broke up, he reportedly started dating the actress from 3rd Rock From the Sun in 1999.

Kristen Johnston – 1999

Kristen Johnston – 1999

Both of them went to see The Green Mile for the first time together at the theater. The couple was a shock to the Hollywood community when they were first seen together.

She Only Has Good Things to Say

For years, the details surrounding Kristen Johnston and Ryan Reynolds’ brief relationship were shrouded in mystery. When she appeared on an episode of Watch What Happens Live, she started to talk about it a little bit more.

She Only Has Good Things To Say

She Only Has Good Things To Say

In short, she had nothing but glowing things to say about her time dating Deadpool’s star to Andy Cohen. “It was so long ago I forgot, but literally, so nice, great guy, lovely,” she said. “Lovely person.”

Kristen Johnston – Now

For more than a decade, the actress has been clean and sober after admitting to a past addiction to alcohol and painkillers in recent interviews. She also exhorts those who are struggling with addiction to speak up and get help, something she herself has done.

Kristen Johnston – Now

Kristen Johnston – Now

David Newson and Ryan Reynolds were her boyfriends in 1996 and 1999, respectively. She has never had a relationship of any kind. Please keep up the good work that you’re doing to help those who are afflicted by addiction.

Rachael Leigh Cook – 2001

As Rachael Leigh Cook discovered in She’s All That, Freddie Prinze Jr. was the nerdy one until he took them off. Ryan Reynolds had a brief fling with Rachael Leigh Cook in 2001 after he broke up with Kristen Johnston.

Rachael Leigh Cook – 2001

Rachael Leigh Cook – 2001

In the world of film and television, Ryan Reynolds is the man; he never rests. In the end, he and Rachael’s relationship didn’t last as long as everyone expected it to.

Two Big Stars at the Time

Both Rachael Leigh Cook and Ryan Reynolds have, to tell the truth, been cagey about the specifics of their brief romantic involvement in the early 2000s. The relationship between the two stars lasted only a few years.

Two Big Stars At The Time

Two Big Stars At The Time

What we do know is that they struck up a friendship just before Reynolds had his breakout role in Van Wilder in 2002. Other than her role in She’s All That, Cook was a sought-after star at the time in the film industry as well. She was also in the film Josie and the Pussycats.

Rachael Leigh Cook – Now

Back in 2004, actress Rachael Leigh Cook tied the knot with actor David Gillies. In 2001, she broke up with Ryan Reynolds and they started dating. A daughter was born in September 2013, and a son was born in April of that year.

Rachael Leigh Cook – Now

Rachael Leigh Cook – Now

They announced their divorce in June of this year. The couple decided to part ways amicably. In the current state of affairs, the actress is single and there is no sign of a romantic relationship.

Tara Reid – 2002

Ryan starred as the title character in National Lampoon’s Van Wilder in 2002. Tara Reid, who played his romantic interest, sat directly across from him, and the two had great chemistry.

Tara Reid – 2002

Tara Reid – 2002

Even though they were both single at the time, we were all surprised that these two didn’t become an official couple. Rumor has it that they had a brief sexual relationship behind the scenes. Ryan has a tendency toward blonde co-stars, so we’re not surprised by this revelation.

Rumors Spread Like Wildfire

On the set of Van Wilder, Tara Reid and Ryan Reynolds had undeniable chemistry, despite the fact that the rumors of a romantic relationship between them outside of the film have not been proven to be true.

Rumors Spread Like Wildfire

Rumors Spread Like Wildfire

These rumors got their start because of how well their on-screen characters got along. Many people were curious about their relationship after seeing them both on TRL. In addition to her role in the American Pie films, Tara Reid was a sought-after comedy star at the same time as Reynolds.

Tara Reid – Now

Tara’s love life has been quite active since then. Tara and Michael Axtmann got engaged in 2010 and called it off three months later. The following year, she began a relationship with Michael Lillelund, whom she later claimed to have married. He claims that he didn’t know about it.

Tara Reid – Now

Tara Reid – Now

When asked about her marriage to Zachary Kehayov later that month, Tara claimed it was a misunderstanding. Erez Eisen, a musician, proposed to her in 2013. Over the course of a year, they remained together. Since then, we haven’t heard anything about Tara’s love life, as she seems to have stayed out of the spotlight.

Alyssa Milano – 2002

Ryan appeared in a slew of rom-coms in the early 2000s. Buying the Cow, a film released in 2002, was one of them. In Charmed, Alyssa Milano played a stereotypical womanizer opposite him. The fireworks were clearly visible in the film as the two intertwined.

Alyssa Milano – 2002

Alyssa Milano – 2002

This sparked a flurry of gossip. Even though they were a cute couple on screen, they claimed that their relationship never extended beyond the set. Whether or not they would have had a successful relationship if they had dated is something we’ll never know.

The Unlikely Couple

A romance between Alyssa Milano and Ryan Reynolds in 2002 would have been highly unlikely for a number of reasons. Milano and Cinjun Tate had divorced just a few years prior to starring in the film Buying the Cow.

The Unlikely Couple

The Unlikely Couple

The fact that she was dating Charmed co-star Brian Krause at the time made it unlikely that she would have had a relationship with Reynolds. Furthermore, Reynolds was in the midst of his most high-profile relationship yet. More on that in a moment…

Alyssa Milano – Now

After starring in Charmed, Alyssa gained a significant amount of popularity, both on and off the screen. She had a two-year relationship with her Charmed co-star Brian Krause, which ended in 2003.

Alyssa Milano – Now

Alyssa Milano – Now

David Bugliari proposed to her in 2008, a year after they began their relationship. August 2009 marked their wedding day. As of April 2020, the couple has two children and is still married.

Alanis Morissette – 2002-2007

Even before Blake Lively and Scarlett Johansson announced their engagement, Ryan Reynolds had a bride-to-be in mind. In fact, Ryan Reynolds and Alanis Morissette were engaged from 2004 to 2007. They had a five-year relationship, but they never got married. As a result of this declaration, Reynolds claims that he feels like they “were married, too.”

Alanis Morissette – 2002 2007

Alanis Morissette – 2002 2007

In February of 2007, the couple made their split official. Alanis must have been in a lot of pain after that. She wrote a song about Reynolds after they broke up, in which she lamented the end of their romance and the importance he had to her. When she released her album Flavors of Entanglement, she included a song called “Torch,” which she wrote specifically for him.

So Close, Yet So Far

After a few years of engagement, Alanis Morissette and Ryan Reynolds’ relationship came to an abrupt end. She has since admitted that she is to blame for things going wrong.

So Close, Yet So Far

So Close, Yet So Far

In an interview with Women’s Health, she confessed, “I get angry at myself for staying in relationships for way too long”. There was also the possibility that the two didn’t have enough in common, and that there would be some power play at the end of their engagement.

Alanis Morissette – Now

Mario Treadway, better known as Souleye, is an American hip-hop artist and rapper. Alanis Morissette married him. In 2010, they married in a private ceremony at their Los Angeles home. The oldest was born in December 2010; the second was born in 2016, and the third was born in August 2019.

Alanis Morissette – Now

Alanis Morissette – Now

You could say that after the heartbreak of her relationship with Ryan Reynolds, she’s made positive changes in her life. She is completely deserving of a happy life with her husband and children.

Kristin Booth – 2003

For those who don’t know, Ryan’s favorite types of films to watch are rom-coms and action comedies. In 2003, he starred in the film Foolproof, and we couldn’t say we were surprised by it at all. We were taken aback by his chemistry with Kristin Booth in the film.

Kristin Booth – 2003

Kristin Booth – 2003

Throughout the film, the two work together to pull off major heists, and we couldn’t help but notice how well-matched they were. Many fans had hoped that their on-screen chemistry would extend to the real world. Nothing has been confirmed as to whether or not they are in a relationship, despite some reports to the contrary. His long-term relationship with Alanis may have played a role in this.

Fans Shipped Them

Even if Kristin Booth and Ryan Reynolds were to start dating, many fans of Foolproof would be setting themselves up for failure if they did so. This was due to Reynolds’ engagement to Alanis Morissette, which was still in progress at the time.

Fans Shipped Them

Fans Shipped Them

Reynolds was not going to abandon Booth so easily, despite the fact that it didn’t end well. Despite the fact that Reynolds’s career has taken a different path from Booth’s, the question remains: what is she doing now?

Kristin Booth – Now

After wrapping up filming for Foolproof, Kristin went on to star in a few more movies, such as At Home By Myself… with You and The Calling, which turned out to be her final appearance in a feature-length movie.

Kristin Booth – Now

Kristin Booth – Now

Kristin has, for the most part, remained silent about her romantic endeavors. However, we are aware that in 2006 she tied the knot with the musician and composer Tim Ware. As of the month of April in the year 2020, it is reported that they do not have any children.

Amy Smart – 2005

During the 2005 production of Just Friends, Ryan collaborated extensively with the actress Amy Smart. They had wonderful chemistry on screen, which made the audience laugh until they cried from how hard they were laughing.

Amy Smart – 2005

Amy Smart – 2005

A huge commercial and critical success, the film starred Reynolds as Chris Brander, a hopeless romantic out to win over his childhood friend after years of being apart. It’s true that Smart was another one of Reynolds’ female co-stars who was the subject of rumors that the two were dating off-screen. But was this really the case?

Just Friends?

There were rumblings that the two were more than just friends to some people. Both parties, of course, denied the allegations, and we will have to be content with the fact that we will never actually know.

Just Friends?

Just Friends?

However, the actor was engaged to Alanis Morissette at the time, making this seem unlikely. Just a few years earlier, Smart had starred in another highly successful comedy, Road Trip, so joining Reynolds in Just Friends made perfect sense. Amy Smart’s whereabouts and what she’s been up to since then remain a mystery.

Amy Smart – Now

The Single Moms Club and Avengers of Justice: Farce Wars are just a couple of the many films in which Amy has appeared since. Aside from Shameless and Justified, we’ve seen her in a number of other projects.

Amy Smart – Now

Amy Smart – Now

We do not know whether she is single or in a relationship at this time because, in contrast to the majority of people in Hollywood with active careers, she has kept her romantic life a secret.

Scarlett Johansson – 2007-2010

Ryan Reynolds went from one serious relationship to the next, this time with Scarlett Johansson. The couple did marry, but they kept it a closely guarded secret away from the red carpet and the paparazzi. Their marriage lasted two years.

Scarlett Johansson – 2007 2010

Scarlett Johansson – 2007 2010

A major factor in their divorce was Scarlett’s displeasure with the fact that they had to live apart for most of the year. As a result of Scarlett Johansson’s divorce, Ryan stated that he would never get married again.

Why Did They Split?

The rumors that Scarlett Johansson and Ryan Reynolds had a competitive streak was one of the other contributing factors that led to their breakup. In addition to that, it is widely held that they engaged in a great deal of conflict.

Why Did They Split?

Why Did They Split?

As time has gone on, Johansson has admitted that she was too young for her marriage to Reynolds to succeed. “I mean, the first time I got married I was 23 years old,” she told Elle magazine. “I didn’t really have an understanding of marriage. Maybe I kind of romanticized it, I think, in a way.”

Scarlett Johansson – Now

Romain Duriac, a French businessman, was the actress’s new boyfriend after the end of her marriage to Reynolds. Rose Dorothy Dauriac was born in New York City in 2014, the result of their relationship before they split up.

Scarlett Johansson – Now

Scarlett Johansson – Now

Scarlett Johansson and Colin Jost got engaged in 2018 after dating for a year. Scarlett appears to be tying the knot for a second time, and hopefully this time it will be a long-term commitment.

Isla Fisher – 2008

Reynolds and Isla Fisher starred in the hit film Definitely, Maybe back in the day. We were all giggling and swooning as the two characters went through the process of falling in love.

Isla Fisher – 2008

Isla Fisher – 2008

That they had such a great on-screen chemistry wasn’t hard to see. We can’t help but think that the two would have been a cute real-life couple, despite the fact that nothing has ever been confirmed about them.

Isla Fisher – Now

During a trip to Australia in 2002, Isla met Sacha Baron Cohen. In 2004, they got engaged after dating for two years. Three children have been born to the couple since they married in a Jewish ceremony in 2010.

Isla Fisher – Now

Isla Fisher – Now

Isla continues to appear in film and television productions. She most recently appeared in the television series Arrested Development and in a few movies, such as Keeping Up with the Joneses and The Beach Bum.

Sandra Bullock – 2011

Ryan Reynolds had a great year of love and romance in 2011. Prior to Blake Lively, he had a few affairs following his divorce from Scarlett Johansson. Sandra Bullock, a well-known actress, was the subject of one of these brief liaisons.

Sandra Bullock – 2011

Sandra Bullock – 2011

When they first met in Texas in 2011, they were said to be flirting with each other. After they broke up, Ryan Reynolds began dating Blake Lively, so many assumed their romance was only a passing fancy.

Sandra Bullock – Now

The years 2005 to 2010 saw Sandra Bullock married to Jesse James. The couple is blessed with two children. After being accused of having multiple affairs, Jesse James sought treatment for “personal issues” at a rehab facility.

Sandra Bullock – Now

Sandra Bullock – Now

In 2010, Sandra Bullock filed for divorce, citing a “conflict of personalities” as the reason. According to friends of the actress, she may have already married photographer Bryan Randall, while other rumors claim that they had a private wedding.

Agnes Fischer – 2011

Reynolds was spotted with German model Agnes Fischer following his divorce in 2011, according to People Magazine. People began speculating about their relationship as soon as they saw the two of them together.

Agnes Fischer – 2011

Agnes Fischer – 2011

According to rumors, they only dated for a month. As it turns out, we had never heard of German model Agnes Fischer until she was spotted out and about with Ryan Reynolds.

Agnes Fischer – Now

In addition to Ryan Reynolds, Agnes was linked to Shannon Leto in 2010. Thirty Seconds to Mars songwriter Shannon Leto is a native of the United States and a member of the band.

Agnes Fischer – Now

Agnes Fischer – Now

Agnes Fischer is not currently involved with any men, as indicated by a number of sources on the internet as well as on her own Instagram page, at this time.

Charlize Theron – 2011

No one can deny the fact that Ryan Reynolds enjoys being surrounded by beautiful women. Reynolds had a brief relationship with actress Charlize Theron in 2011 before marrying Blake Lively.

Charlize Theron – 2011

Charlize Theron – 2011

After dating during the summer months of 2011, US Weekly reports that Ryan and Charlize decided to go their separate ways because they had different priorities and could not find common ground.

Charlize Theron – Now

Charlize adopted two children in 2012 and 2015 after her brief relationship with Ryan ended. In 2014, she announced her engagement to actor Sean Penn, whom she had previously been romantically linked to. Six months later, in 2015, they broke off their engagement.

Charlize Theron – Now

Charlize Theron – Now

Charlize hasn’t been linked to anyone new since then, preferring to put her energy into raising her children and advancing her career. The Addams Family and Murder Mystery are just two of her recent big-budget roles.

Blake Lively – 2011-Present

Blake Lively is an American actress best known for her portrayal of Serena van der Woodsen in the Gossip Girl television series. She first met Ryan Reynolds on the set of Green Lantern, where they both worked as co-stars. As the relationship progressed, they began to see each other as more than just friends.

Blake Lively – 2011 Present

Blake Lively – 2011 Present

As a result of her marriage to Ryan Reynolds in 2012, Blake is now the proud wife of the actor. They’ve already had three children. They’re one of Hollywood’s cutest couples, and everyone loves them for it. The family is based in the city of Los Angeles, California.

Marriage On A Former Plantation

On a former slave plantation in South Carolina, Ryan Reynolds married Blake Lively. After hearing this, some fans were not pleased, but it’s their wedding and they should be able to do what they want with it, right?

Marriage On A Former Plantation

Marriage On A Former Plantation

The plantation in question was also used as the backdrop for the romantic drama The Notebook. Because Blake Lively and Ryan Gosling had a previous relationship, it doesn’t seem quite as romantic as it first appears. Isn’t it a strange choice of location?

Morena Baccarin – 2016

You thought this was the end of the story, but there’s more. Rumors have swirled that Ryan Reynolds and Morena Baccarin, his Deadpool co-star, have become romantically involved. It was of course, Ryan Reynolds’s Twitter account that dispelled the rumors.

Morena Baccarin – 2016

Morena Baccarin – 2016

Unfortunately, being famous and having a history of dating a large number of attractive women in the past tends to attract the unwelcome attention of the media as well as rumors that are not supported by any evidence.

Morena Baccarin – Now

Ben McKenzie, Morena’s Gotham co-star, proposed to her in September of last year. She was expecting their first child, a daughter, who was born in March of the following year.

Morena Baccarin – Now

Morena Baccarin – Now

The couple announced their engagement in late 2016 and tied the knot on Morena’s birthday, June 2, 2017. New York City is where they got married, and they’re still together today.

Monica Ruiz – 2019

An advertisement for Peloton called “The Gift That Gives Back” was released in 2019. It sparked a lot of debate when it aired on TV. Monica Ruiz portrays a wife who receives a stationary bike for Christmas from her husband. For his Gin aviation commercial, Reynolds hired Monica Ruiz after the public outcry had subsided.

Monica Ruiz – 2019

Monica Ruiz – 2019

There were rumors that there was more going on between the two of them after this, of course. Both of them said they didn’t know. It was Ryan’s intention to assist a fellow actor in need, he explained. The kindness she received from him helped her restart her career.

Monica Ruiz – Now

Christopher O’Malley and Monica’s wedding took place in 2013, and they have been married ever since. They are the proud parents of a daughter and a son as a result of their union.

Monica Ruiz – Now

Monica Ruiz – Now

Monica worked as a maternity model a lot while she was expecting her first child. In addition, she has appeared in a number of commercials. Since the Peloton ad, she has kept most of her personal life out of the public eye.

The Divorce Rumors

Rumors about their favorite TV stars never go out of style for the fans. Blake Reynolds and Leonardo DiCaprio have been rumored to have reconciled, despite the fact that the couple is still married.

The Divorce Rumors

The Divorce Rumors

Fortunately, this was not the case, and the couple is still together and happy today because of it. Ryan, on the other hand, has a habit of making fun of these rumors and speculations. Maybe the fans should just accept that Ryan and Blake have a wonderful, happy family life together.