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Bruce Oppenheim and Cybill Shepherd were once a power couple, Cybill being a famous actress and Bruce a celebrated chiropractor. But after their split, Bruce retreated from the public eye, leading a more private life.
Cybill Shepherd's ex-husband, Bruce Oppenheim, first gained public attention as a charming chiropractor with a roster of celebrity clients. Their love story once captivated the public, especially after the birth of beautiful twins. However, the twists and turns of life took them down separate paths.
Following their divorce, Bruce and Cybill embarked on separate journeys, each pursuing new beginnings. Years later, Bruce gave love another chance, tying the knot with another actress. After an extended period away from the public eye, Bruce and Cybill came together for a special and public occasion.

Bruce Oppenheim and Cybill Shepherd attend the 13th Annual People's Choice Awards at Santa Monica Civic Auditorium in March 1987, in Santa Monica, California. | Source: Getty Images
Bruce, typically a private figure, made a rare public appearance in 2019 when he attended his daughter Ariel Shepherd-Oppenheim's wedding. Ariel, Bruce's daughter with Cybill Shepherd, exchanged vows with Eliza Ladensohn in Palm Desert, California, in October 2019.
Around 100 guests attended the wedding, and during the wedding reception, Bruce and Cybill gave heartwarming toasts in honor of their daughter. Their toasts were touching and humorous, reflecting the deep love and happiness they felt for Ariel and Eliza, as Bruce said:
"I never thought I was going to have children; I didn't want children. I had a life and things were fine. But God blessed me with children, and now, God blessed me with Eliza."

Cybill Shepherd and Ariel Shepherd-Oppenheim attend the 94th Annual Academy Awards at Hollywood and Highland on March 27, 2022, in Hollywood, California. | Source: Getty Images
In March 1987, Bruce married Cybill in a traditional Oriental ceremony. The wedding was held at Cybill's San Fernando Valley home and received considerable media attention at the time.
Cybill, famous for her role in ABC-TV's "Moonlighting" series, donned a striking ensemble for the ceremony, wearing an orange, white, and gold antique Japanese kimono over white silk pajamas.

Bruce Oppenheim and Cybill Shepherd attend the 27th Annual International Broadcasting Award at Century Plaza Hotel in Los Angeles, California. | Source: Getty Images
Bruce embraced the traditional theme, wearing a black silk kimono with black silk pajamas as he exchanged vows with the actress. This marked the second marriage for both of them.
Their wedding was intimate, attended by their loved ones, including Cybill's daughter from her previous marriage, Clementine Ford, her mother, Patty Micci, and her stepfather, Herman Micci.

Clementine Ford, Cybill Shepherd, and Ariel Ariel Shepherd-Oppenheim attend the red carpet launch party for Lifetime and Sony Pictures' "The Client List" at Sunset Tower on April 4, 2012, in West Hollywood, California. | Source: Getty Images
During the wedding ceremony, Cybill announced that she was expecting twins. In October of the same year, the couple welcomed twins Molly Ariel and Cyrus Zachariah.
In 2010, one of Bruce and Cybill's twin children faced legal trouble.
However, their love story took a turn in February 1989 when Cybill filed for divorce, citing "irreconcilable differences." The couple publicly announced their separation on January 31.

Cybill Shepherd, her twin children Ariel and Zachariah Oppenheim during "The Cat's Meow" premiere at Harmony Gold on April 11, 2002, in Hollywood, California. | Source: Getty Images
Bruce eventually found new love with actress Jenilee Harrison, although the exact timing of their wedding is unclear. In 1995, Bruce and Jenilee purchased a Tarzana home for $875,000 and embarked on a significant renovation and expansion project.
Later, they decided to sell their home for close to its asking price of $2.9 million. Subsequently, the couple made two new real estate acquisitions: a small ranch in Agoura Hills and a house in the Sherman Oaks foothills.
Fast forward to February 2022, Bruce filed for divorce from Jenilee in the Los Angeles County Superior Court. Jenilee has gained fame for her roles in the "Dallas" series with Linda Gray and Patrick Duffy; as well as in the sitcom "Three's Company" alongside Suzanne Sommers, John Ritter, and Joyce DeWitt.

Jenilee Harrison attends the 7th Annual Unbridled Eve Derby Prelude Party held at the London Hotel on January 7, 2016, in West Hollywood, California. | Source: Getty Images
In 2010, one of Bruce and Cybill's twin children faced legal trouble. Cyrus was detained at Philadelphia International Airport following allegations of theft from the carry-on luggage of two passengers.
This incident occurred during a United Airways Flight from San Francisco to Philadelphia while Cyrus, then 22 years old, was traveling back to the University of Pennsylvania as a junior Pre-Law major.
A witness reported Cyrus taking items from the passengers' luggage. Cyrus faced two counts of theft, classified as misdemeanor charges. His defense attorney, Bill Brennan, considered the charges "serious but minor."

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