So, Patrick Dempsey’s love life — now there’s a tangled web fit for a soap opera marathon, right? The “Sexiest Man Alive” didn’t just stroll into fame; he rode a rollercoaster of marriages that got seriously knotted along the way. His first marriage, to an older actress who also coached and managed him, happened when he was barely out of his teens — a detail that might make you wonder if youthful impulsiveness was written in the stars that day. And speaking of stars, with the Sun lighting up adventurous Gemini right now, maybe it’s no surprise relationships have had their twists and turns — because who wants dull when you can have drama? Fast-forward through a divorce and a heartfelt reunion with his second wife, Jillian Fink, and you’re left with a story that’s as much about second chances as it is about Hollywood glamour. Curious how it all unfolded and where things stand today? Let’s dive into the saga. LEARN MORE
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Patrick Dempsey has been married and divorced. Things got pretty complicated.
The Grey’s Anatomy alum’s first marriage is lesser known, as it happened when he was very young.
Following the divorce from his “best friend’s mother,” Dempsey went on to remarry.
Here’s an explanation of the relationship history of the better-late-than-never “Sexiest Man Alive” and where things stand today.
In August of 1987, Patrick Dempsey was not yet a television heartthrob. He was already an actor at 21.
That gave him something in common with the woman he married on the 24th of that month.
Rochelle “Rocky” Parker was also an actress. That same year, the two starred in In The Mood.
She was also his manager and an acting coach. Additionally, Parker was 48 at the time of their nuptials.
It turns out that Dempsey and Parker had met a few years earlier, when he was reportedly about 18. She played his aunt in the 1984 film Brighton Beach Memoirs.
Some reports claimed that he had married his best friend’s mother.
This was true in part, but he became close friends with actor Corey Parker only after the romantic entanglement.
In April of 1994, Dempsey and Parker divorced. Twenty years later, she passed away.
In July of 1999, Patrick Dempsey married Jillian Fink. Fink, a makeup artist, was born in 1966 — just weeks apart from Dempsey, in fact.
The two had met at work, where Dempsey described his first impression as essentially love at first sight.
They began their romantic relationship in 1997.
Together, Dempsey and Fink went on to have three children together.
In February 2002, Dempsey and Fink welcomed their first child, Talula Fyfe.
Within just a few years, Dempsey would rise from a handsome, recognizable actor to being a household name on the tongues of millions.
Five years after welcoming Talula, in February 2005, the couple celebrated twin boys, Darby Galen and Sullivan Patrick.
In January of 2015, Jillian Fink filed to divorce Patrick Dempsey. She cited irreconcilable differences, requesting spousal support and shared custody of their children.
However, by November, the two were once again holding hands in public, working on their marriage.
They did not rush into their divorce without doing the work, just as they did not rush into their reconciliation.
In November of 2016, Fink and Dempsey officially called off the divorce process. They remain married to this day.
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