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
as Anna Marie

Michael Weinberger II
as Daniel / Date One

Chris Goodwin
as Paul / Date Two

Sushant Adlakha
as Greg / Date Three

Harris Donnelly
as Louis / Date Four

Stephen Radochia
as Scott / Date Five

Spencer Quartin
as Harrison / Date Six

Matthew Mirliani
as Adrian / Date Seven

Mike Donovan
as Troy / Date Eight

Aidan Levinson
as Billy / Date Nine