Actor and producer Matthew David McConaughey originated from the United States. He made his acting debut in the coming-of-age comedy Dazed and Confused as a supporting character. Since they started dating 14 years ago, Matthew McConaughey and Camila Alves have been a happy pair. Despite not getting married until 2014, he hasn’t been dating for more than 15 years.
But many other ladies had the chance to woo the handsome Matthew McConaughey before he started dating Camila Alves. Matthew McConaughey was, in reality, a real ladies’ guy. He worked his way up the Hollywood leading man ladder, beginning with his first significant part in the 1996 legal thriller A Time to Kill. All of his romantic relationships with the ladies who Matthew dated are detailed in this article.
| Name | Years Together |
| Ashley Judd | December 1995 – July 1996 |
| Sandra Bullock | August 1996 – January 1998 |
| Salli Richardson | August 2000 – March 2001 |
| Janet Jackson | February 2002 – March 2002 |
| Penelope Cruz | February 2005 – June 2006 |
| Cassandra Hepburn | May 2007 – June 2007 |
| Camila Alves McConaughey | June 2012 – Present |
Alyssa Judd
The first well-known actor Matthew was associated with as a rising star was Ashely Judd. In the 1996 film A Time to Kill, alongside Matthew’s Jake Tyler Brigance, she portrayed his wife, Carla. It was his big break and his first main role in a Hollywood movie, and 52-year-old Ashley was set to follow suit in the thriller Kiss the Girls from 1997.
Ashley Judd is the sister of Wynonna Judd and the daughter of well-known country music performer Naomi Judd. Her most notable acting performances are those in Double Jeopardy, Bug, Heat, and Insurgent.
However, their brief affair was short-lived since Matthew ultimately started dating another co-star from the same movie. Ashley, who then dated singer Michael Bolton from 1996 to 1997, didn’t feel it was a great loss. She later started dating professional racing car driver Dario Franchetti, whom she wed from 2001 until 2013.
| Relationship Started | 1995 |
| Relationship Ended | 1996 |
| Children | – |
Sandra Bullock
Even though Matthew claims to never date a co-star now, that wasn’t the case when he first started. While filming the 1996 movie with Sandra Bullock, he fell in love with her. In the 1990s, McConaughey and Bullock both had breakthroughs as actors. Though they were acquaintances when they originally met, things heated up while filming “A Time To Kill” in 1996.
Before dating Bullock, McConaughey had an affair with Ashley Judd, who portrayed his on-screen wife in “A Time to Kill,” another of his “A Time To Kill” co-stars. However, things didn’t last since McConaughey ended up with Bullock. The pair got together and dated for around two years before splitting up in the late 1990s. However, they were able to keep their romance mostly under wraps.
When they first started dating, McConaughey and Bullock were so committed to keeping things hidden that they denied ever being together. All indications, nevertheless, point to the two being together in an official capacity. However, their desire to remain anonymous would indicate that neither envisaged a long-term personal relationship with the other.
Another reason why this couple did not work out was that they were too close friends. Although Bullock and McConaughey had chemistry from the beginning, they stayed close friends. And they likely valued what they had so highly that they didn’t want to put themselves under unnecessary stress by attempting to maintain a relationship.
| Relationship Started | 1996 |
| Relationship Ended | 1998 |
| Children | – |
Salli Richardson
Matthew began dating Salli Richardson in 2001. She is an American actress who has starred in several sci-fi films in significant roles. Before breaking up in the same year, they dated for about a year.
| Relationship Started | 2000 |
| Relationship Ended | 2001 |
| Children | – |
Janet Jackson
The well-known singer, dancer, and model Janet Jackson and Matthew began dating in February 2002. At the 44th Grammy Awards, these two came into contact. Although they weren’t romantically involved, there were speculations that they were. After their initial date, the actor said that his relationship with Jackson “kind of” ended.
Jackson was the first to acknowledge their relationship, even though it didn’t end well. She admitted to dating Upscale magazine. The singer has avoided discussing the relationship in the past due to its brief duration.
| Relationship Started | 2002 |
| Relationship Ended | 2002 |
| Children | – |
Penelope Cruz
In 2005, Oscar-winning actors Matthew McConaughey and Penelope Cruz began dating. They first got to know one another on the sets of the action-comedy Sahara in Morocco. Following the completion of the shooting, the two traveled to Mexico in Matthew’s camper, demonstrating that they could coexist as a pair even under cramped conditions. Due to their hectic commitments, their romance ended in 2006; therefore, it was only brief.
In hindsight, Penelope and Matthew were two of the most underappreciated performers in America when they first started dating. Cruz had been reduced to symbol status in America while being a huge celebrity abroad; McConaughey had been appearing as the love interest in rom-coms up until about 2011.
On the other hand, there were speculations that McConaughey and Cruz were still dating when the actor met Camila Alves, who would become his wife. Although the actor told People that he had been “happily single” at the time, the book “Matthew McConaughey: The Biography” claims that he fell for Alves before ending his relationship with Cruz.
| Relationship Started | 2005 |
| Relationship Ended | 2006 |
| Children | – |
Cassandra Hepburn
Many fans might not even be aware that Cassandra Hepburn and Matthew McConaughey ever dated because their union was so brief. In 2007, the pair met while working on the Surfer Dude movie. They started dating sometime in early May that year and remained together until their June break.
The Filipino American actress is most known for playing Maureen in the hit serial opera The Young and the Restless, in addition to her role as Surfer Dude. She also had appearances in The Stand, Medium, and Hell Ride.
| Relationship Started | 2007 |
| Relationship Ended | 2007 |
| Children | – |
Camila Alves McConaughey
The two initially met in 2006 while the Oscar winner served drinks to pals at a pub in Los Angeles. She accepted his invitation to sit at his table with his guests, but she did so alone. Camila Alves and Matthew McConaughey have been wed since 2012. He met his future spouse in the Club Hyde, a pub in West Hollywood. Alves claimed she was unsure of who he truly was due to Matt’s big beard and Rasta’s hat.
Following almost five years of dating, the couple confirmed their engagement on December 25, 2011. On June 9, 2012, they were wed after a period of seven months. His wife is an American-Brazilian model and fashion designer. The couple raises three kids. On July 7, 2008, one year and a half after they started dating, they had their first child, a son they named Levi Alves McConaughey. The couple welcomed a daughter, Vida Alves McConaughey, on January 3, 2010. Livingston Alves McConaughey was born to them on December 28, 2012, after waiting 2 years.
In Austin, Texas, the wedding took place over the course of three days with 120 guests present. According to People, Reese Witherspoon and Woody Harrelson were on the guest list. Levi and Vida, the couple’s kids, also had significant parts in the event as the flower girl and ring bearer.
| Relationship Started | 2012 |
| Relationship Ended | – |
| Children | 3 |
Conclusion
One of the leading men in Hollywood who gets the most petite love is Matthew McConaughey. He earned the distinction thanks to his attractiveness, southern charm, and laid-back outlook. After multiple failed relationships, Camila Alves, a Brazilian model, and fashion designer seem to be the one for him. They started dating in 2007 and were married in 2012.
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