At SXSW 2025, ‘The Baltimorons’ charms audiences with its clever and warm comedic tone, making it a festival favorite and a delightful film. Directed by Jay Duplass, this romantic comedy follows a newly sober man’s unexpected Christmas Eve adventure through Baltimore, igniting a blossoming romance with his emergency dentist, Didi, played by the fantastic Liz Larsen.
We jump right in as the charming Michael Strassner plays the oddly lovable Cliff, who faces a dental emergency on his way to his future in-laws’ Christmas gathering. This unfortunate incident leads him to Didi, a divorcee grappling with her feelings of invisibility. Their chance encounter catalyzes unpredictable events, echoing the spontaneity of an improv show where anything can happen. From impromptu performances in quirky local spots to comical mishaps involving parking, tow yards, and phone tracking apps, the film embraces the unpredictability of life and love.
Filmmakers often underestimate how important it can be to feel their love for their characters. When a writer/director sees the people on-screen as three-dimensional beings with hopes, dreams, and fears instead of mere cogs in the machine of their plot, it’s much easier for us to do the same. Duplass’s affection for Cliff and Didi shines through, allowing audiences to connect deeply with their journey. Their relationship unfolds like a tender walk-and-talk, showcasing the beauty of two good and broken people finding solace in each other amidst their struggles.
Strassner’s performance is both humorous and heartfelt, effectively capturing Cliff’s growth as a character. His chemistry with Larsen is palpable, making their evolving relationship feel genuine and relatable. The film is not explicitly about grand themes but highlights small moments that can lead to meaningful connections, such as the simple joy of sharing a laugh during a chaotic dental visit.
However, while ‘The Baltimorons’ is a pleasing addition to Duplass’s repertoire, it has a few shortcomings. Some moments feel slightly drawn out, and while the whimsical nature of the film is engaging, the pacing occasionally lags. Nonetheless, the overall experience is uplifting and thought-provoking.
After the screening, a Q&A with Strassner highlighted the film’s depth and relatability, further enhancing the audience’s appreciation for the story. Strassner exhibited the same likable, casual energy as his character, making the connection feel authentic. I left the theater feeling inspired to embrace the unexpected in life. ‘The Baltimorons’ shows that sometimes the most surprising encounters can lead to the most fulfilling journeys, reminding us that love can flourish in unlikely circumstances.