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When It Comes Around

4.320181h 30mPG-13MovieDramaRomance

Dex is known around his office as one of the most successful players in the dating game. He gets a run for his money from the latest office recruit, Jerry Williams. After a wild ride of manipulation and crafty games, Jerry turns the tables. Dex definitely finds out that the true player, is Jerry.

DirectorDan Garcia

Where to watch

Amazon Prime VideoAmazon Prime VideoAmazon Prime Video with AdsAmazon Prime Video with AdsHooplaHooplaTubi TVTubi TVPlexPlexCineverseCineverse
Availability shown for Canada · rights vary by country

Cast · Directed by Dan Garcia

BJBrad James
Brad James
Dexter
DLDenyce Lawton
Denyce Lawton
Jerry
JHJackée Harry
Jackée Harry
Amina
CBChico Benymon
Chico Benymon
Randal
SRSean Riggs
Sean Riggs
Chris
DGDorian Gregory
Dorian Gregory
Nate/ Willis
SKShanica Knowles
Shanica Knowles
Lisa
NGNikea Gamby-Turner
Nikea Gamby-Turner
Mama
AM
Aaliyah McGuire
Sophie
DGDonna Glytch
Donna Glytch
Monique

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More from Denyce Lawton · Co-star actress

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More from Dan Garcia · Director

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When It Comes Around — streaming FAQ

Which OTT platform streams When It Comes Around?

When It Comes Around is streaming on Amazon Prime Video, Hoopla and Tubi TV in Canada, and available to rent or buy on Apple TV Store. It's not currently on Netflix.

Is When It Comes Around on Netflix?

No, When It Comes Around is not on Netflix in Canada as of September 2026. It's currently on Amazon Prime Video and Hoopla.

Is When It Comes Around on Amazon Prime Video?

Yes — When It Comes Around is included with an Amazon Prime Video subscription in Canada as of September 2026.

Where can I watch When It Comes Around for free?

When It Comes Around is available to stream free (with ads) on Hoopla and Tubi TV in Canada.