Patrick Dempsey shares rare picture of twin sons in honor of their high school graduation

   

Patrick Dempsey gave a rare glimpse of his twins, Sullivan and Darby Dempsey, in honor of their high school graduation.

The “Grey’s Anatomy” alum took to Instagram Saturday to celebrate the 18-year-olds’ milestone with a sweet photo of them dressed up in blue graduation gowns.

He and his wife, Jillian Fink, posed alongside the duo, coordinating their looks with matching tan suits and sunglasses.

Sullivan Dempsey, Patrick Dempsey, Jillian Fink and Darby Dempsey pose together for a photo.

Patrick Dempsey shared a photo of his twin sons, Sullivan and Darby Dempsey, to celebrate their high school graduation. patrickdempsey/Instagram

Patrick Dempsey's sons Sullivan Dempsey and Darby Dempsey pose on their graduation date.

“Graduation!!” he captioned the snap. jilliandempsey/Instagram

“Graduation!!” Patrick, 59, captioned the snap.

“So proud of you boys and cannot wait to see where the next chapter of your lives will take you!”

Fink, 59, also shared a photo of Sullivan and Darby with their arms around each other and backs facing the camera.

 

Patrick Dempsey poses with his sons Sullivan Dempsey and Darby Dempsey.

“So proud of you boys and cannot wait to see where the next chapter of your lives will take you!” he added. patrickdempsey/Instagram

Patrick Dempsey and Jillian Fink attend the CHANEL and Charles Finch Annual Pre-Oscar Dinner at the Polo Lounge at The Beverly Hills Hotel on March 01, 2025 in Beverly Hills, Calif.

Patrick shares his sons with his wife, Jillian Fink. WireImage

“C O N G R A T U L A T I O N S CLASS OF 2025!” she captioned the picture. “I am such a proud momma. Life’s next chapter is upon us- go get it my sweet boys! 👊. Love you both to the moon and back.”

The couple also shares a 23-year-old daughter, Talula Fyfe.

Fink and Patrick tied the knot in 1999 and briefly split in 2015.

Patrick Dempsey (R), wife Jillian Dempsey and children Darby Galen Dempsey, Tallula Fyfe Dempsey and Sullivan Patrick Dempsey attend the World Premiere of "Bridget Jones's Baby" at Odeon Leicester Square on September 5, 2016 in London, England.

The couple is also the parents of 23-year-old daughter, Talula Fyfe. David M. Benett

Tallula Dempsey, Patrick Dempsey, Jillian Fink, Darby Dempsey and Sullivan Dempsey pose together.

Patrick and Fink tied the knot in 1999. Penske Media via Getty Images

In January of that year, the makeup artist filed for divorce from the “Can’t Buy Me Love” star, and the two issued a joint statement to Page Six, stating that they had made the decision after “careful consideration.”

“Our primary concern remains the wellbeing of our children, and we ask with profound gratitude that you respect our family’s privacy at this very sensitive time,” the statement read.

The duo, however, reconciled the following year after privately working on their relationship.

Tallula Dempsey, Darby Dempsey, Sullivan Dempsey, Patrick Dempsey and Jillian Fink attend the Scuderia AlphaTauri launch event at Hangar 7 on February 14, 2020 in Salzburg, Austria.

They briefly called it quits in 2015. Getty Images

Patrick Dempsey and Jillian Fink attend the CHANEL and Charles Finch Annual Pre-Oscar Dinner at the Polo Lounge at The Beverly Hills Hotel on March 01, 2025 in Beverly Hills, Calif

At the time, the makeup artist filed for divorce. WireImage

“They seem very happy and are spending a lot of time together. They go on dates and are also involved with the kids together,” an insider told People at the time.

“The divorce made Patrick miserable. It was definitely a wake-up call.”

While talking to the outlet in September 2016, Patrick candidly admitted that “lots of sex” saved their marriage.

Sullivan Dempsey, Talula Dempsey, Patrick Dempsey, Jillian Fink and Darby Dempsey
'Ferrari' Premiere , Los Angeles, Calif.

They reconciled a year later. Chelsea Lauren/Shutterstock

Patrick Dempsey attends a red carpet for the movie "Ferrari" at the 80th Venice International Film Festival on August 31, 2023 in Venice, Italy.

An insider told People that the duo’s breakup was a “wake-up call” for the actor. WireImage

The “Enchanted” star proved he and Fink were still going strong with a sweet tribute for their 24th wedding anniversary in August 2023.

They also put on a united front with their three kids at the premiere of “Ferrari” in Los Angeles that December.

Patrick and his children matched in all-black attire, and Fink turned heads in a gold sequinned gown.