Luckless in Love

Overview

Winnie, a dating blogger who anonymously writes under the pen name Luckless, goes viral for a post about a disastrous date with Holden, a perpetually single sports agent who refuses to settle. When Winnie’s boss offers her very own column on the popular lifestyle site, Mush, Winnie has no choice but to keep dating Holden for content. But things get complicated when feelings develop and Winnie learns that Holden has a teenage son.

Trailer

Cast

Paniz Zade

Winnie Rhodes

Brett Donahue

Holden Fulls

Steffi DiDomenicantonio

Kyra

Maria Ricossa

Evette

Dale Whibley

Dirk

Jennifer Gibson

Inga

Lexie Galante

Heather (Party Guest)

Liam MacDonald

Ty

Glen Michael Grant

Ret Fawkes

Lauren Howe

Tracey Allendale

Lisa Norton

GPS Voice

Where to Watch

Stream

Availability for the US. Data from JustWatch.