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Kaley Cuoco in September 2022 | Source: Getty Images
Kaley Cuoco in September 2022 | Source: Getty Images

Kaley Cuoco's Dating History Includes 2 Divorces

Manuela Cardiga
Oct 17, 2022
08:15 P.M.

Kaley Cuoco is on top of the world with her hit series "The Flight Attendant," She may have finally found "The One" after a long search.

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"The Big Bang Theory" and "8 Simple Rules" alum Kaley Cuoco has finally settled down, but in her younger years, she cut quite a swathe through Hollywood's best-looking men.

Fans have been looking back over Kaley Cuoco's dating history, which includes two ex-husbands, several actors and musicians, and a tennis player, among others.

Kaley Cuoco at HBO's "The Flight Attendant" Season 2 premiere in April, 202, in Hollywood, California. | Source: Getty Images

Kaley Cuoco at HBO's "The Flight Attendant" Season 2 premiere in April, 202, in Hollywood, California. | Source: Getty Images

Thad Luckinbill

In 2002, Kaley Cuoco had just landed her breakthrough role in "8 Simple Rules," and her career was about to take off. She started dating actor/ producer Thad Luckinbill when he guested on "8 Simple Rules."

Luckinbill isn't just a talented actor with an impressive list of roles in some of the most successful TV shows of the last two decades. He is also a producer and the man behind "Sicario," "Demolition," and the Oscar-winning "La-La Land."

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Thad Luckinbill at the 29th Annual Daytime Emmy Awards in 2002 in New York City. | Source: Getty Images

Thad Luckinbill at the 29th Annual Daytime Emmy Awards in 2002 in New York City. | Source: Getty Images

Kevin Zegers

Another heartthrob Cuoco met on set is Kevin Zegers. The two actors connected while filming the 2003 movie, "The Hollow," a teen Halloween screamer in which Cuoco played Zegers' love interest.

The couple ended up dating for over a year before breaking up. Zegers, who started acting at age six, is best known for films like "Air Bud," "Dawn of the Dead," "The Mortal Instruments: City of Bones," and "Nighthawks." Zegers is now married ad the doting dad to twin girls.

Kevin Zegers at the 2006 Vanity Fair Oscar Party in West Hollywood. | Source: Getty Images

Kevin Zegers at the 2006 Vanity Fair Oscar Party in West Hollywood. | Source: Getty Images

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Jaron Lowenstein

From 2005 to 2006, Cuoco dated country pop singer Jaron Lowenstein. Curiously enough, Lowenstein has an identical twin, and so has Thad Luckinbill, while another of her exes, Kevin Zegers, is the father to twins.

The Georgia-born Lowenstein was raised in the Orthodox Jewish faith and started his career as a member of the pop duo "Evan and Jaron," alongside his twin, Evan.

Lowenstein has garnered American Country Awards nominations throughout his career, is also a successful actor and producer, and worked on films like "Runaway Bride" (1999) and "The Animal" (2001).

Kaley Cuoco and Jaron Lowenstein at The Fourth Annual Much Love Animal Rescue Bow Wow Ween in 2005 in Los Angeles | Source: Getty Images

Kaley Cuoco and Jaron Lowenstein at The Fourth Annual Much Love Animal Rescue Bow Wow Ween in 2005 in Los Angeles | Source: Getty Images

Al Santos

Cuoco does love pretty boys, and they don't come prettier than former model and actor Al Santos whom she dated in 2007. Santos, a New York native, started acting in TV commercials at age 16.

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His good looks led to a contract with the Ford Modeling Agency, and he was soon walking the runways for the likes of Versace, Armani, and Valentino. Santos is also an actor and is known for his roles in the film "Jeepers Creepers 2" and TV series such as "Grosse Pointe" and "CSI: NY."

Al Santos at the Endeavor Agency and Talk Magazine Celebrate Television's Upfront Week in 2000 in New York | Source: Getty Images

Al Santos at the Endeavor Agency and Talk Magazine Celebrate Television's Upfront Week in 2000 in New York | Source: Getty Images

Josh Henderson

Cuoco and actor Josh Henderson first met when he guested on "8 Simple Rules" in 2002, but the two only started dating until 2007. The delayed romance was short-lived and lasted less than a year.

Still reeling from her divorce, Cuoco found comfort in the arms of charming British actor Paul Blackthorne.

The handsome Texan went on to date Ashlee Simpson for two years after meeting her on MTV's "The Ashlee Simpson Show." Audiences will recognize Henderson from "Desperate Housewives" and his role as John Ross Ewing from the 2012 "Dallas" revival.

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Josh Henderson at the Style and Warner Bros. 2007 Golden Globe After Party in Beverly Hills | Source: Getty Images

Josh Henderson at the Style and Warner Bros. 2007 Golden Globe After Party in Beverly Hills | Source: Getty Images

Johnny Galecki

Yet another of Cuoco's romances that budded on set was with "The Big Bang Theory" co-star Johnny Galecki. They dated for two years and eventually broke up, even though their characters continued dating and eventually married.

The breakup ended the romance, but not the friendship that continues today, which Galecki describes as a valued bond. Galecki has since worked on "Family Guy" and the hit comedy series, "The Conners."

 Kaley Cuoco and Johnny Galecki in Burbank, California in 2009. | Source: Getty Images

Kaley Cuoco and Johnny Galecki in Burbank, California in 2009. | Source: Getty Images

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Josh Resnik

In 2011, Cuoco announced she was engaged to Josh' Lazie' Resnik, an addiction specialist, and former musician. Resnik is dedicated to helping people overcome addiction and is the director of rehab programs.

But whatever brought Cuoco and Resnik together wasn't strong enough to see them through to the altar. Shortly after the engagement, the couple split up.

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Christopher French

Shortly after her brief engagement to Josh' Lazie' Resnik, Cuoco was linked to the handsome musician and actor Christopher French, and the two dated from 2011 to 2012. They have since

, voicing the "Harley Quinn" animated series in 2019.

French has starred in the series "Young & Hungry," and the documentary series "On Tour with Asperger's Are Us" as well as "The Dead Girls Detective Agency." French has been married to actress Ashley Tisdale since 2014, and the couple shares a daughter, Jupiter Iris French, born in 2021.

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Bret Bollinger

In 2012 Cuoco started dating rock band Pepper's lead singer Bret Bollinger. The couple was outed when fans spotted them kissing at a basketball game. Sadly, this was another romance that didn't last, and Cuoco and Bollinger split in January 2013, having dated for a year.

Bollinger founded the band in 1996 with school friend Kaleo Wassman, and the Pepper has released eight studio albums, the most recent being "Local Motion" in 2019. Bollinger is also involved in winemaking.

Ryan Sweeting at the BNP Paribas Open in 2011, in Indian Wells, California. | Source: Getty Images

Ryan Sweeting at the BNP Paribas Open in 2011, in Indian Wells, California. | Source: Getty Images

Ryan Sweeting

Many fans may not know that Cuoco is a keen tennis player who started playing at age three. She only gave up serious tennis at 16 when she decided to become an actress, So it's no surprise that she and tennis player Ryan Sweeting discovered they had a lot in common.

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So much so that they married after a short engagement on New Year's Eve of 2013. Sadly, the marriage was short-lived, and their divorce was final in 2016.

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Paul Blackthorne

Still reeling from her divorce, Cuoco found comfort in the arms of charming British actor Paul Blackthorne. TV audiences will recognize Blackthorne as Detective Quentin Lance on the DC Comics series, "Arrow."

Blackthorne is also a talented photographer, passionate conservationist, and philanthropist --something he shares with Cuoco. The couple broke up in 2016.

enry Cavill at the 'Batman v Superman: Dawn of Justice' European Premiere in London, in 2016. | Source: Getty Images

enry Cavill at the 'Batman v Superman: Dawn of Justice' European Premiere in London, in 2016. | Source: Getty Images

Henry Cavill

Cuoco must have loved that British accent because she started dating the square-jawed Man of Steel, Henry Cavill, in July 2016. The relationship was short, and the couple announced a split after just 12 days.

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Cuoco stunned her fans when she announced that she and Pelphrey are expecting their first child.

The romance ended, but Cuoco's friendship with Superman endured. The British-born Cavill is a firm favorite for the role of the new James Bond after Daniel Craig announced he was leaving the franchise.

Kaley Cuoco with then-husband Karl Cook at the Warner Bros. and In Style 20th annual post Golden Globes party in 2019 | Source: Getty Images

Kaley Cuoco with then-husband Karl Cook at the Warner Bros. and In Style 20th annual post Golden Globes party in 2019 | Source: Getty Images

Karl Cook

Cuoco's next husband rode into her life like a knight in shining armor. In 2016 Cuoco was introduced to equestrian Karl Cook, heir to the Intuit empire. Cook and Cuoco dated for two years before tying the knot, and the actress described her new husband as her 'perfect match.'

There were rumors early in the marriage that the couple was living apart, and after three years, Cook and Cuoco announced their divorce in September 2021. The former couple has continued to be friends and supportive of each other's endeavors.

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Tom Pelphrey and Kaley Cuoco at the HBO Emmy's Party 2022 in West Hollywood, California | Source: Getty Images

Tom Pelphrey and Kaley Cuoco at the HBO Emmy's Party 2022 in West Hollywood, California | Source: Getty Images

Tom Pelphrey

By May 2022, it seemed that Cuoco was in love again, this time with actor Tom Pelphrey, whom audiences will recognize from his work on "Guiding Light," "As the World Turns," and the sci-fi series, "Outer Range."

Pelphrey, who studied theater at the Globe in Britain, has starred in and produced several plays, including "In God's Hat," "End of the Rainbow," and Sam Sheperd's "Fool for Love."

In October, Cuoco stunned her fans when she announced that she and Pelphrey are expecting their first child, and the actress revealed that it would be a girl.

Kaley Cuoco is finally going to be a mother, and she is radiant. The happy couple has yet to announce the date of their baby's arrival, but we will be bringing updates soon.

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