Luckless in Love Poster

Luckless in Love 2023

★ 6.528 votes90 min📅 2023-01-25

In the sharp-witted romantic comedy Luckless in Love (2023), director John Bradshaw crafts a delightfully messy tale of modern dating gone awry.

Director: John Bradshaw

Cast

Paniz Zade
Paniz Zade
Winnie Rhodes
Brett Donahue
Brett Donahue
Holden Fulls
Steffi DiDomenicantonio
Steffi DiDomenicantonio
Kyra
Maria Ricossa
Maria Ricossa
Evette
Dale Whibley
Dale Whibley
Dirk
Jennifer Gibson
Jennifer Gibson
Inga
Lexie Galante
Lexie Galante
Heather (Party Guest)
Liam MacDonald
Liam MacDonald
Ty
Glen Michael Grant
Ret Fawkes
Lauren Howe
Lauren Howe
Tracey Allendale

Frequently Asked Questions

What is Luckless in Love (2023) about?

Luckless in Love (2023) follows Winnie, a dating blogger whose anonymous post about a disastrous first date with Holden goes viral. When her boss offers her a column, she's forced to keep dating him for content—until feelings develop and Winnie learns Holden has a teenage son, complicating their budding romance.

Who directed Luckless in Love?

Luckless in Love was directed by John Bradshaw, known for his sharp comedic timing and knack for blending romance with real-life scenarios.

Who stars in Luckless in Love?

The film stars Paniz Zade as Winnie, Brett Donahue as Holden, Steffi DiDomenicantonio, Maria Ricossa, and Dale Whibley, alongside Jennifer Gibson.

Is Luckless in Love (2023) worth watching?

As a lighthearted rom-com with relatable themes, Luckless in Love (2023) delivers charm and comedy, especially for fans of modern dating struggles. While it flies under the radar without a rated IMDb score, its breezy runtime and engaging cast make it a solid pick for a fun evening in.

How long is Luckless in Love?

Luckless in Love (2023) has a runtime of 90 minutes, making it a perfect fit for a quick, entertaining watch.

🎥 Trailer

About Luckless in Love (2023) — Witty Rom-Com About Dating, Viral Posts, and Unexpected Love

In the sharp-witted romantic comedy Luckless in Love (2023), director John Bradshaw crafts a delightfully messy tale of modern dating gone awry. The story follows Winnie, a sharp-tongued dating blogger hiding behind the pen name "Luckless," whose brutally honest blog post about a calamitous first date with Holden—a sports agent who proudly embraces perpetual singledom—suddenly goes viral. Forced to keep dating him for fresh content when her boss offers her a coveted column, Winnie finds herself navigating a whirlwind of complications when unexpected emotions blossom between them. Just as things heat up, she discovers Holden has a teenage son, adding another layer of stakes to their already tangled romance.

With its finger on the pulse of millennial relationships, Luckless in Love (2023) balances humor and heartache, delivering a lighthearted yet surprisingly tender portrayal of love in the digital age. The film's breezy pacing, sharp dialogue, and relatable themes make it a standout in the comedy-romance genre, perfect for fans of witty repartee and rom-coms with a modern twist.