Who: Michelle Williams, Casey Affleck, Matt Damon, Kyle Chandler What: Manchester by the Sea party, hosted by Grey Goose Where: Soho House The Scene: Coach Taylor! Yes, Kyle Chandler was the first Manchester by the Sea cast member I spotted amiably walking around the party; he looks younger and more handsome in person—rarely the case with the Hollywood set. Casey Affleck and his beauty beard plus man-bun and bottom-of-the-hamper wrinkled shirt hung out at the back of the room by the moose head with Michelle Williams, who was a compact blond bombshell in a perfectly on-brand printed mini dress and ankle booties. She moved only from the back of the room to the front patio where she took cover behind oversized shrubbery and chainsmoked while talking to the film's director Kenneth Lonergan and producer Matt Damon, whose back is so broad you could project a movie on it. Musings about life in Brooklyn and Matilda were overheard as they sipped red wine and took the opportunity presented by the warm night to get away from any gawkers inside and laughed and chatted like the best of friends. But we need to talk about the night’s true star, the mini truffle grilled cheese. A snack so decadent and perfect that after you eat it you know in your heart you'd give up your first-born for a full-size version. I heard that it's not even a regular menu item and only gets served during TIFF, which seems like a crime against gourmands, but if this is how we celebrate the influx of shiny happy people into our city, I wholeheartedly approve. –Andrea Miller
TIFF 2016: We Go Inside All the Best Parties
It's all about the films obvi but TIFF is also a time when the city lets her hair down thanks to an influx of red-hot celebs who are ready to party like it's 1999. Follow along as we bring you inside the coolest shindigs in town!
TIFF 2016 parties