The Love, Weddings & Other Disasters cast is headlined by Diane Keaton, but she's just one of several big name performers in the ensemble. Written and directed by frequent Adam Sandler collaborator Dennis Dugan, the 2020 movie follows characters of all ages who look for love in Boston. Love, Weddings & Other Disasters originally had a theatrical premiere and has since released on streaming services.
In Love, Weddings & Other Disasters, a Boston woman named Jessie breaks up with her boyfriend while skydiving and crashes into a wedding. She becomes known as the "Wedding Thrasher" and lands a gig as a wedding planner for a politician's marriage event. Jessie eventually collaborates with the successful caterer Lawrence Phillips, who softens his stern demeanor while dating a blind woman, Sara (Keaton). Meanwhile, tour guide Captain Ritchie hopes to find a former patron, his "Cinderella." Like most rom-coms, the climax of Love, Weddings & Other Disasters includes several grand gestures.
The supporting Love, Weddings & Other Disasters cast also features a former pop star-turned-voice-actor, Jesse McCartney, along with Mexican singer Diego Boneta. The romantic comedy initially centers on American actress Maggie Grace but then shifts its focus to Keaton and the esteemed English actor Jeremy Irons.
Diane Keaton stars as Sara, a blind woman who develops a romance with a well-known Boston caterer after a blind date. In the '70s, Keaton portrayed Kay in The Godfather: Part II and starred as the title character in Annie Hall. Her other roles include Erica Berry in Something's Gotta Give, Sybil Stone in The Family Stone, and Sister Mary in the HBO show The Young Pope.
Jeremy Irons co-stars as Lawrence Phillips, a Boston caterer who reluctantly collaborates with a young wedding planner while dating Sara. Irons portrayed Beverly/Elliot in David Cronenberg's Dead Ringers and voiced Scar in the 1994 movie The Lion King. He also appeared as Alfred in Batman v Superman: Dawn of Justice and Adrian Veidt in Watchmen season 1.
Maggie Grace portrays Jessie, a woman who becomes known as the "Wedding Thrasher" after going viral during a public break-up video. She's then hired as a wedding planner for a high society event. Grace portrayed Shannon Rutherford in Lost and Kim in Taken. Her other roles include Faith in Californication and Althea Szewczyk-Przygocki in Fear the Walking Dead.
Diego Boneta appears as Mack, a bar musician who develops a romance with Jessie after breaking up with his bandmate. Boneta portrayed Drew Boley in Rock of Ages and Diego Ramos in Terminator: Dark Fate. He also starred as the title character in the Netflix show Luis Miguel: The Series.
Andrew Bachelor portrays Captain Ritchie, a charismatic tour guide who hopes to re-unite with a woman who left a Cinderella shoe on his bus. Bachelor portrayed John in The Babysitter and Greg in To All the Boys I've Loved Before. He also appeared as Colin in Greenland and Neil in Holidate.
Andy Goldenberg (above left) as Jimmy Barton: A "Crash Couples" contestant who is paired with a woman with mob ties. Andy Goldenberg portrayed Andy in Bad Timing and David V in Broad City.
Todd Stashwick as Zhopa (above center): A mafia boss who targets Jimmy and his date. Todd Stashwick portrayed Richard Sionis/The Mask in Gotham and Deacon in the 12 Monkeys TV series.
Melinda Hill as Svetlana (above right): A Russian "Crash Couples" contestant who lies about her identity while paired with Jimmy. Melinda Hill portrayed Melina in the Netflix show Lady Dynamite and voiced Doctor Princess in Adventure Time.
Elle King as Jordan: A park singer who performs throughout the film and gets hired by Jessie. Elle King is a Grammy-nominated recording artist. She's the daughter of actor Rob Schneider, and has appeared in the films Deuce Bigalow: Male Gigolo and The Benchwarmers.
Jesse McCartney as Lenny: Mack's blonde-haired bandmate who starts a new band with his girlfriend. Jesse McCartney portrayed JR Chandler in All My Children and later released five studio albums. He appeared as The Turtle in The Masked Singer season 3 and voiced Theodore in the Alvin and the Chipmunks movie franchise.
Dennis Dugan as Eddie Stone: The host of "Crash Couples." Dugan wrote and directed Love, Weddings & Other Disasters. He's best known for making the Adam Sandler films Happy Gilmore, Big Daddy, and Grown Ups.
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