September 2018: First Dates
Euphoria actress Sydney Sweeney and businessman Jonathan Davino first sparked dating rumors in 2018 when they were spotted attending several parties together, including Hulu's Emmy Party in Los Angeles.
October 2018: Party People
The pair were photographed at the InStyle and Kate Spade dinner in Beverly Hills.
October 2019: Game On
A year later, the Anyone But You star and her guy enjoyed a night out at a New York Knicks game in NYC.
February 2022: Bargain Hunting
The private pair enjoyed a low key trip to the flea market in West Hollywood weeks before they got engaged.
"I don’t date people in the spotlight," Sydney explained to Cosmopolitan of her stance on romance in 2022. "I don't date actors or musicians or anyone in entertainment because I can just be normal Syd that way and it's easiest."
When asked about what she looks for in a partner, Sydney explained: "I look for a best friend. I need to be able to be with someone who I can literally hang out with 24/7 and never get sick of and we laugh every single day."
May 2023: Stepping Out
The White Lotus actress and her fiance continued their adventures with a fashionable trip to the Cannes Film Festival in 2023.
September 2023: Back in Black
Looking all loved up in matching black outfits, the cute couple attended an event at the Venice Film Festival in Italy.
March 2024: Happy Family
Back in New York City, the twosome were spotted walking Sydney's dog Tank.
July 2024: Sydney in Paris
The power couple, who produced Anyone But You and Immaculate together, held hands after a romantic dinner in Paris.
As for what it was like to mix work and romance? Sydney told Glamour UK in 2023, "It’s really great to work with someone who knows you so well, who fully supports your ideas, your vision and your voice."
September 2024: Workaholics
The couple returned to the Venice Film Festival in 2024, with Sydney telling Entertainment Tonight months earlier that they hadn't started any wedding planning, noting, "I am so busy working!"
January 2025: Snowball Fight
During a rare outing in winter 2025, the couple partook in a cheeky snowball fight in New York.
March 2025: Separate Ways
In March 2025, multiple outlets reported that Sydney and Jonathan had called off their engagement and relationship after seven years together.
Just before their breakup was confirmed, Sydney attended a wedding alongside Glen Powell—who she first sparked romance rumors with amid press for Anyone But You in 2023—in Texas. However, Glen's mother Cyndy Powell, shut down any romance brewing, telling the Daily Mail in 2025 that Sydney is simply a "friend" of the Powell family.