Patrick Dempsey | Source: Getty Images
Patrick Dempsey's Son Shows Off a Fresh Look – and Fans See the Resemblance
Nov 29, 2025 - 11:00 A.M.
Jillian Dempsey just shared a new batch of photos of her son, and people are noticing more than just the haircut. With his latest look, fans say he's looking more like his dad, Patrick Dempsey.
Jillian Dempsey just gave Instagram a closer look at one of her twin sons, and fans were quick to point out something familiar: he’s starting to look a lot like his dad, Patrick Dempsey.
Darby Dempsey, from a post shared by his mother, Jillian Dempsey, in November 2025 | Source: instagram/jilliandempsey
In a post shared to Instagram, Jillian dropped a casual photo carousel of her son, captioned simply: “PHOTO DUMP of @darby.g.dempsey.”
The series shows Darby in a mix of moments — from a styled shoot to time outdoors. “We started off with fluffy hair, then we decided to chop into it ✂️ For the rest of the images I used my Roadie Hair Pomade,” she wrote, referencing her own hair product line.
Darby Dempsey from a post shared by his mother, Jillian Dempsey, in November 2025 | Source: instagram/jilliandempsey
She also added a quick styling tip: “A Tip: Warm up the Roadie Pomade in your palms and fingertips for the perfect style and texture.”
Fans took to the comments right away, not just to compliment Darby’s style, but to point out the strong family resemblance.
Darby Dempsey from a post his mother shared in November 2025 | Source: instagram/jilliandempsey
“Oh my gosh he is the spitting image of a young Patrick xx,” one person wrote. Another added, “Very handsome young man, looks like his dad!” One fan noted, “Very handsome young man. Looks like his dad and his mom.” And another summed it up: “Wow, that is such a cross between both you and Patrick so handsome.”
While Darby has mostly stayed out of the spotlight, this recent post is a reminder that Patrick's kids are growing up, and in Darby’s case, starting to show some of the same features that helped make his dad a fan favorite since the early days of "Grey’s Anatomy."
Darby is one of Patrick and Jillian's twin sons, born on February 1, 2007, in Los Angeles. He and his twin brother, Sullivan, are fraternal, and even as infants, they had very different looks.
Patrick and Jillian Dempsey with their children, Sullivan, Talula, and Darby at the premiere of "Ferrari" t Directors Guild Of America on December 12, 2023 in Los Angeles | Source: Getty Images
According to Patrick, Darby was born with blond hair, while Sullivan had “Sid Vicious black, punk-rock hair.”
Their personalities were different, too. Darby was described as “reserved and quiet,” while Sullivan was more expressive and funny.
Darby Dempsey from a post shared by his mother in November 2025 | Source: instagram/jilliandempsey
Patrick once joked about raising twin boys, telling "Jimmy Kimmel Live!" that parenting them was like living in a slapstick routine: “You cannot turn your back [because] there's always an injury, there's always something going on.”
The twins graduated from high school this past spring. In a post shared on May 31, Patrick wrote, “Graduation!! So proud of you boys and cannot wait to see where the next chapter of your lives will take you!”
Darby also marked the occasion on his own Instagram account, writing, “Couldn’t have asked for a better senior year.”
Now, with high school behind him and more glimpses showing up on social media, fans are starting to see more of Darby — and for many, it’s a reminder of a younger Patrick Dempsey, just with a modern twist.
