Luckless in Love

2023 • 90 min • TV Movie · Comedy · Romance

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Synopsis

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.

Our family guide

Best from age 8

Movie Knight Score

30 reviews

65 Audience · 30 · 100%

A dating blogger, Winnie, writes anonymously about her disastrous dates. When a post about sports agent Holden goes viral, her boss offers her a column, forcing her to keep dating him for content. Complications arise as feelings grow, and Winnie discovers Holden has a teenage son.

Violence & peril: 0/10
Language: 1/10
Drinking, drugs & smoking: 1/10
Romance & sensuality: 2/10
Scary moments: 0/10

Heads up

Some mild flirting and romance
Brief discussions of dating mishaps

What it models well

Honesty in relationships
Balancing career and personal life
Accepting blended families

Talk about it after

The importance of truthfulness
How online content can affect real life
Navigating new relationships with children involved

Written by the Movie Knight editorial team for Luckless in Love. Our own words, our own scoring — always double-check against your family's standards.