At a Glance
- Jillian Dempsey flew to Toronto to surprise husband Patrick on his 60th birthday while he filmed Memory of a Killer
- She brought pastries from daughter Talula, T-shirts reading “I’m 18 with 42 years experience,” and an R-rated cake
- Cast and crew joined the celebration, singing “Happy Birthday” between takes
- Why it matters: The intimate peek shows how the couple keeps romance alive after 26 years of marriage
Jillian Dempsey turned her husband’s milestone birthday into a covert operation. The makeup artist, 59, documented on Instagram how she secretly traveled to Toronto where Patrick Dempsey was shooting the Fox series Memory of a Killer and ambushed him with a trailer-full of treats and gag gifts for his 60th.
The Knock Heard Round the Trailer
The video opens with Jillian whispering to the camera, “I’m gonna knock on the door for his birthday.” A loud rap follows. Patrick swings the door open, beaming. “Did you know I was coming?” she asks before kissing him. He insists he was mid-text to her when she appeared.
Inside the trailer, cameras capture the Grey’s Anatomy alum biting into a pastry from a box supplied by their 23-year-old daughter, Talula Fyfe Dempsey. The desserts came from Toronto patisserie Delysees. Between bites of raspberry danish and sips of coffee, Patrick unwraps more surprises.
| Item | Source | Reaction |
|---|---|---|
| Assorted pastries | Talula via Delysees | “Check” the phone, then huge grin |
| Custom T-shirt | Jillian’s design | Points and laughs at co-worker wearing it |
| Sheet cake | White buttercream, strawberries | Funny face at camera, balloons everywhere |
On-Set Shenanigans
A crew member strolls onto set wearing the commemorative tee: Patrick’s face silk-screened above the words “I’m not 60” and, beneath the portrait, “I’m 18 with 42 years experience.” Patrick spots the shirt, flashes a thumbs-up, and keeps filming.
Later, back in his trailer, Jillian unveils a second cake-this one topped with a blunt cake-plaque reading “F—, I’m 60!” Wrapped in clear acetate and black ribbon, the dessert sits center stage while balloons float overhead and extra shirts lie crumpled on the sofa.
Cast Choir and Closing Shots
The montage ends with Jillian leading the entire cast and crew in a chorus of “Happy Birthday.” Patrick hoists an additional cake lettered “Happy Birthday Patrick!” and thanks everyone, calling the set “the best place in the world to be spending my 60.”
She posted the reel with the caption: “Birthday surprise fun day with @patrickdempsey on set in Toronto 🎈.”
26 Years and Counting
The couple, who wed in 1999, marked 26 years of marriage last summer. Jillian commemorated that anniversary with a throwback wedding-day photo and a gushing caption: “I can’t imagine life without you… love you!” Together they also parent 18-year-old twins Darby and Sullivan.
Key Takeaways
- Jillian orchestrated every detail, from pastries to profanity-laced cake toppers
- Daughter Talula contributed the gourmet desserts
- Co-workers embraced the joke, sporting the cheeky T-shirt between takes
- Patrick declared the impromptu party the ideal way to turn 60 while still on location
