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Pineapple

4.820061h 26mRMovieDrama

A Texas publishing exec who's on the wagon and in A.A., walks in on his wife in bed with another man, and in the nasty divorce that follows, he falls off the wagon and takes up Crystal. Alternating between concern for his pre-teen daughter, his enjoyment of rough sex and cocaine with Crystal.

DirectorDamian Skinner
WritersJohn A. O'Connell·Steven Chester Prince
ProducersScott G. Foster·Terry G. Jones

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Pineapple was released on May 21, 2006 but we couldn't find it on any streaming service yet. Rights can change — try again later.

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Cast · Directed by Damian Skinner

SPSteven Chester Prince
Steven Chester Prince
Andrew
ESEliza Swenson
Eliza Swenson
Crystal
LTLee Tergesen
Lee Tergesen
Bruce
SBSkye McCole Bartusiak
Skye McCole Bartusiak
Alex
JO
John A. O'Connell
Skinny
AWAmanda Welles
Amanda Welles
Katherine
GOGabriela Ostos
Gabriela Ostos
Mary
TPTurk Pipkin
Turk Pipkin
Robert
KB
Kimberly Bramlett
Sara
TC
Teresa Castle
Waitress
BCBrady Coleman
Brady Coleman
Frank
GD
Greg Davidson
Floyd

More from Steven Chester Prince · Lead actor

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Pineapple — streaming FAQ

Which OTT platform streams Pineapple?

Pineapple isn't streaming anywhere in Canada yet.

Is Pineapple on Netflix?

No, Pineapple is not on Netflix in Canada as of September 2026.

Is Pineapple on Amazon Prime Video?

No, Pineapple isn't on Amazon Prime Video in Canada right now.

Where can I watch Pineapple for free?

Pineapple isn't streaming in Canada yet, so there's no way to watch it free at the moment.

What is the OTT release date for Pineapple?

Pineapple hasn't started streaming in Canada yet. Based on the typical 6–8 week theatrical-to-streaming window, we estimate it will arrive around July 9, 2006. This is a prediction, not a confirmed date.