Confessions of a Womanizer Poster

Confessions of a Womanizer 2014

★ 2.95 votes90 min📅 2014-09-06

Dive into the chaotic world of *Confessions of a Womanizer* (2014), a raunchy comedy directed by Miguel Ali that peels back the layers of modern chauvinism with unfiltered humor.

Director: Miguel Ali

Cast

Andrew Lawrence
Andrew Lawrence
Ritchie
Gary Busey
Gary Busey
Gary
Jillian Rose Reed
Jillian Rose Reed
Megan
C. Thomas Howell
C. Thomas Howell
Tony
Kelly Mantle
Kelly Mantle
Ginger
Andrew Lewis Caldwell
Andrew Lewis Caldwell
Matt
Nosheen Phoenix
Nosheen Phoenix
Jasmine
Patricia De Leon
Patricia De Leon
Patricia
Cynthia Murell
Cynthia Murell
Gianna
Morgan Snyder
Morgan Snyder
Athena

Frequently Asked Questions

What is Confessions of a Womanizer (2014) about?

*Confessions of a Womanizer* follows Ritchie, a self-absorbed playboy whose life unravels when his shallow lifestyle clashes with his first real relationship. Haunted by past trauma and armed with nothing but arrogance, he meets Ginger, a no-nonsense prostitute who forces him to face his demons. What begins as a tale of conquest spirals into a messy, laugh-out-loud journey of self-discovery.

Who directed Confessions of a Womanizer?

The film was directed by Miguel Ali, a filmmaker known for his work in independent and comedic projects.

Who stars in Confessions of a Womanizer?

The cast includes Andrew Lawrence as Ritchie, Gary Busey, Jillian Rose Reed, C. Thomas Howell, and Kelly Mantle, with Andrew Lewis Caldwell rounding out the ensemble.

Is Confessions of a Womanizer (2014) worth watching?

If you enjoy raunchy comedies with a side of social commentary and don't mind offensive humor, this film delivers laughs and a surprisingly heartfelt undercurrent. While it won't win any awards for subtlety, its bold premise and strong performances make it a memorable watch for fans of the genre.

How long is Confessions of a Womanizer?

The runtime for *Confessions of a Womanizer* is 90 minutes.

🎥 Trailer

About Confessions of a Womanizer (2014) — A raunchy comedy about toxic masculinity and unexpected redemption

Dive into the chaotic world of *Confessions of a Womanizer* (2014), a raunchy comedy directed by Miguel Ali that peels back the layers of modern chauvinism with unfiltered humor. The film follows Ritchie, a self-proclaimed womanizing jerk whose reckless pursuit of fleeting flings masks deep-seated insecurities. But when he stumbles into his first genuine relationship—complete with cookies and condomless intimacy—his entire facade begins to crack. Enter Ginger, a sharp-tongued transgender prostitute turned unlikely mentor, who challenges Ritchie to confront the emotional wounds fueling his destructive habits. Blending crass comedy with moments of surprising vulnerability, this 90-minute rom-com delivers a scathing satire of toxic masculinity wrapped in a wink-and-a-nod narrative.

With a tone oscillating between outrageous farce and raw confession, *Confessions of a Womanizer* (2014) carves out a niche in the crowded comedy genre. Andrew Lawrence stars as Ritchie, supported by a scene-stealing ensemble including Gary Busey as his delusional father figure and C. Thomas Howell as a rival with questionable motives. The film's themes—misogyny, redemption, and the absurdity of modern dating—resonate through its sharp dialogue and chaotic energy, making it a cult hit for fans of unapologetic, boundary-pushing humor.