'Grey's Anatomy' Star Patrick Dempsey and Wife Jillian Celebrate 26th Wedding Anniversary, Sparking Mixed Reactions

While some people celebrated the longtime couple's milestone, others criticized the photos shared and even commented on the television star's grammar.

Patrick and Jillian Dempsey, who share three children, marked their wedding anniversary on social media on July 31, 2025.

"26 years ago today. I can't imagine life without you. Thank you so much for your love, support, and understanding — loving my weaknesses as much as my strengths. You're an incredible mother and an incredible partner. Love you! Happy anniversary!" Patrick captioned an Instagram post featuring a photo from their wedding day.

Jillian posted the same image on her Instagram, writing, "Happy 26th @patrickdempsey 🤍🤍 Found this sweet little moment captured with @mollyrstern doing a touch-up or picking something out of my teeth!"

Reactions were mixed. One commenter asked, "Why would he choose that pic? Surely they have better pics from their wedding day. Also, Patrick's grammar is lacking. 🤦🏼"

Others were thrilled to celebrate the actor and makeup artist's enduring love. "An amazing photograph of real, grunty love," one fan wrote. Another added, "Wow, amazing!!! Happy Anniversary! The REAL Mr. and Mrs. McDreamy! 😍🔥🙌"

Comments continued to pour in, with one fan writing, "Wow! Twenty-six years. Such a huge accomplishment. Happy anniversary, you guys! And Jillian, I just have to say your dress is so beautiful and elegant. I love it!"

Another admirer praised Patrick's appearance, "He got better looking as he got older." One commenter asked, "Is he including her accepting all his affairs????"

Speculation continued, with another person claiming, "I don't know the story, but usually when they say weakness = cheating." Amid the mixed reactions, one fan simply wished them well, "Best wishes."

The couple's anniversary comes just two months after they celebrated a major family milestone. The "Grey's Anatomy" star took to Instagram to share that his twin sons, Darby and Sullivan Dempsey, have graduated from high school.

In a rare family photo posted online, Patrick is seen with his wife, Jillian, and their sons, all dressed in graduation caps and gowns. "Graduation!! So proud of you boys and cannot wait to see where the next chapter of your lives will take you!" he captioned the post, expressing both pride and excitement for the future.

The post quickly drew a wave of fan reactions, with many offering congratulations and marveling at the family's striking resemblance. "Wow, the DNA is strong on that family! Congratulations boys, from your Maine peeps," one fan wrote. Another added, "Wow, what a good looking family."

Commenters also chimed in on how closely the twins resemble their parents. "They got his original nose," one person noted. Another echoed the sentiment, saying, "One looks like dad and the other looks like mom." "It's crazy how one looks exactly like their mom and one looks exactly like their dad," agreed a netizen.

A more detailed observation followed, "I think everyone is saying that one looks like dad and one looks like mom simply because of the hair. The blonde actually looks more like Patrick. Both twins have Patrick's mouth but his face looks more like Patrick's, while the dark-haired one has Jillian's cheekbones. Both twins actually have Patrick's small mouth."

A few fans summed it up with playful comparisons, writing, "Jillian and Sullivan are twins and Patrick and Darby are twins." However, not everyone agreed on the likeness. "Don't look alike at all," one user commented. Another added, "They look fine but they don't look at him at all. [sic]"

The graduation celebration comes just months after another milestone. Back in February, the "Enchanted" star marked the twins' 18th birthday with a heartfelt Instagram post. "happy birthday boys. Love you. I can't believe you're 18 !!! [sic]" he wrote, alongside a sweet tribute to his sons.

Jillian also took to Instagram to show her sons some love. Alongside photos of the pair with their backs to the camera, she joked, "This is what 18 year olds will allow their mom to post for their birthday 😅 Already 1 foot out the door or 4 feet out the door.[sic]"

"Happy 18th birthday to my boys Sullivan & Darby. You’ll always be my babies 🖤 I love you both!" she concluded.

While Patrick rarely shares photos of his family on Instagram to maintain their privacy, Jillian has featured her children on her own page multiple times.