— Actor Glen Powell was seen dining with influencer Olivia Jade at Il Cantinori in New York City on Aug. 31, a sighting that sparked fresh talk that his onscreen pairing with Sydney Sweeney has moved into the past; the photos were shared publicly by gossip account Deuxmoi on Sept. 5.
Key Takeaways
- On Aug. 31 Glen Powell and Olivia Jade were photographed dining at Il Cantinori in New York City; Deuxmoi posted the images on Sept. 5.
- An eyewitness message to Deuxmoi indicated Lori Loughlin accompanied Olivia Jade and that the table felt like a date night with family present.
- Powell and Sydney Sweeney were widely linked after starring together in the 2023 rom-com Anyone But You, when promotional chemistry blurred with rumor.
- Sydney Sweeney called off her engagement to Jonathan Davino earlier in 2025 and has been reported to be involved with Scooter Braun.
- Powell previously kept interactions with Sweeney public but described their bond as friendship while Sweeney said the pair were selling a movie rather than confirming a relationship.
Verified Facts
Glen Powell and Olivia Jade were reportedly photographed inside Il Cantinori in Manhattan on Aug. 31, according to a Deuxmoi post dated Sept. 5 that circulated grainy images and an eyewitness direct message. The eyewitness wrote that Powell and Jade appeared to be on a date-time out and that Lori Loughlin was at the same party.
Powell and Sydney Sweeney co-starred in Anyone But You, released in 2023, and their playful chemistry during promotion generated persistent dating speculation. Both actors have publicly framed the interaction differently: Sweeney has described their dynamic in the context of the film, and Powell has called attention to timing and friendship when asked about Sweeney’s appearance at family events.
Sydney Sweeney ended an engagement to Jonathan Davino earlier in 2025, a development reported by multiple outlets. Recent coverage has also connected Sweeney romantically to talent manager Scooter Braun; those reports have been treated as ongoing coverage by mainstream entertainment outlets.
Context & Impact
Co-star pairings often become media stories when films sell themselves in publicity cycles; studios and talent sometimes lean into flirtatious promotion to boost visibility. Anyone But You was marketed in 2023 with a promotional arc that included frequent joint appearances by Powell and Sweeney, which helped stir public interest in their off-screen status.
The new sighting of Powell with Olivia Jade, plus public references to Sweeney’s separate personal life, has led many fans and observers to read the developments as the end of the Powell-Sweeney rumor cycle. Whether that interpretation reflects private realities or simply a shift in media attention depends on confirmation from the people involved.
Official Statements
Powell, when asked about Sweeney’s presence at his sister’s wedding, described the connection as friendly and noted timing is important in life and work.
Powell on Today With Jenna & Friends, Apr. 2, 2025
Sweeney has told reporters that the pair were promoting a rom-com, framing their public chemistry as part of the film campaign.
Sydney Sweeney, interview reported by People, Dec. 2023
Unconfirmed
- The exact length and seriousness of any relationship between Glen Powell and Olivia Jade beyond the reported dinners is unverified.
- Deuxmoi’s eyewitness message inferred that Lori Loughlin attending implied a parents-meeting scenario; that interpretation has not been confirmed by those present.
- Reports linking Sydney Sweeney romantically to Scooter Braun have appeared in entertainment coverage but personal details have not been exhaustively documented by the principals publicly.
Bottom Line
The Aug. 31 dinner photos and surrounding coverage have prompted many fans to conclude the Powell-Sweeney chapter has closed, but public sightings and promotional behavior do not equal formal confirmations of private relationships. Expect continued attention around public appearances and occasional clarifying remarks from the people involved or their representatives.