50 Worst Dates
50 Worst Dates
Directed by Andrew Bossone
One fed-up but optimistic comedian. 50 unhinged dates. Comedian TaTa Sherise attempts to survive a rotation of fellow comics portraying the dating pool's most delusional red-flag characters in this fast-paced, improvised comedy series.
After the Screening: Following the screening, join the creators for a live Q&A.
· AMC 19th Street, Theater 1
Creator Statement
I created this series out of romantic burnout and a love for comedy. We’ve all endured dates so absurd they felt scripted, so I wanted to lean into that collective trauma and transform it into pure, unfiltered comedy. By placing real stand-up comics in hyper-exaggerated red-flag roles, we get to laugh at the worst parts of modern dating together. Ultimately, I hope audiences take away a sense of catharsis—a reminder that no matter how chaotic the dating world gets, turning your worst experiences into shared laughter is the ultimate victory.
Filmmaker Bio
TaTa Sherise is a dynamic, NYC-based comedian, actor, and creative force hailing from South Jersey. Whether she is performing stand-up, acting in films, or creating original sketches, TaTa Sherise is a powerhouse talent whose journey inspires and entertains in equal measure. Follow TaTa as she rises, one stage, one laugh, and one story at a time.
Cast & Crew
Director: Andrew Bossone
Creator: TaTa Sherise
Writer: Andrea Lewis
Producer: Andrew Bossone, TaTa Sherise
Principal Cast: TaTa Sherise, Andrew Bossone, Paris Sashay, Leonard Outz
Production Company: Bossone Productions, TaTa Sherise LLC
