Anna just moved to Boston and is looking for a romantic connection to help make the new city feel less lonely. She goes on ten dates with ten different people, hoping that one of them will lead to something more.
Katelyn Sparks
Anna Marie
Michael Weinberger II
Daniel / Date One
Chris Goodwin
Paul / Date Two
Sushant Adlakha
Greg / Date Three
Harris Donnelly
Louis / Date Four
Stephen Radochia
Scott / Date Five
Spencer Quartin
Harrison / Date Six
Matthew Mirliani
Adrian / Date Seven
Mike Donovan
Troy / Date Eight
Aidan Levinson
Billy / Date Nine
Sean O’Connor
Nick / Date Ten
Paul Inwood
Neil Whistler
Joe Boccia Jr.
Roommate
Noel B Doherty
Interviewer
Jeff Saint-Dic
Unhappy Boyfriend
Shannon Sweeney
Unhappy Girlfriend
Prosser Friedman
Waiter
Teague Shoup
Roller Skater
Tommy Knox
Elijah Patnaude
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