Normally, Amazon Prime Video waits until the middle of the month to debut its biggest movies. But this month, Prime Video is flipping the switch by releasing Another Simple Favor on May 1, with both Anna Kendrick and Blake Lively reprising their roles from the 2018 film A Simple Favor.
Considering that Stephanie Smothers (Kendrick) had her former BFF Emily Nelson (Lively) sent to prison in the first movie, she’s naturally suspicious when the latter returns and invites her to a destination wedding in Italy. Emily is almost certainly looking for some kind of payback, and Stephanie has very good reasons to be suspicious.
One of the other highlights in May is The Sexiest Man in Winnipeg, a new documentary narrated by Will Arnett. This film presents the wild true story of Steve Vogelsang, a Canadian sports anchor who became a bank robber.
The complete list of what’s new on Amazon Prime Video in May 2025 can be found below.
May 1
Agent Cody Banks (2003)
Agent Cody Banks 2: Destination London (2004)
All Quiet on the Western Front (1930)
All the Money in the World (2017)
Animal House (1978)
Another Simple Favor (2025)
Are We There Yet? (2005)
Babe (1995)
Babe: Pig in the City (1998)
Barbershop (2002)
Barbershop 2: Back in Business (2004)
Because I Said So (2007)
Blood Diamond (2006)
Body of Lies (2008)
Boo! A Madea Halloween (2016)
Born on the Fourth of July (1989)
Cinderella Man (2005)
Coogan’s Bluff (1968)
Dante’s Peak (1997)
Death Wish (2018)
Dragon: The Bruce Lee Story (1993)
Earthquake (1974)
Fried Green Tomatoes (1992)
Fury (2014)
Gattaca (1997)
Get on Up (2014)
Her (2014)
Heroes (1977)
How High (2001)
In the Heat of the Night (1967)
It’s Kind of a Funny Story (2010)
Jarhead (2005)
Jersey Boys (2014)
John Q (2002)
Legally Blonde (2001)
Loving (2016)
Mallrats (1995)
Overboard (1987)
Play Misty for Me (1971)
R.I.P.D. – Rest in Peace Department (2013)
Ray (2004)
Ride Along With Gag Reel (2014)
Space Cowboys (2000)
Starsky & Hutch (2004)
The Beguiled (1971)
The Exorcist (1973)
The Flintstones (1994)
The Flintstones in Viva Rock Vegas (2000)
The Hobbit: An Unexpected Journey (2012)
The Hobbit: The Battle of the Five Armies (2014)
The Hobbit: The Desolation of Smaug (2013)
The Karate Kid (2010)
The Lord of the Rings: The Fellowship of the Ring (2001)
The Lord of the Rings: The Return of the King (2003)
The Lord of the Rings: The Two Towers (2002)
Traffic (2001)
Two Mules for Sister Sara (1970)
White House Down (2013)
You’ve Got Mail (1998)
May 5
The Peanut Butter Falcon (2019)
Amazon Prime Video appears to have a very loose definition for what qualifies as a comedy movie. Some of Prime Video’s selections include films like Jean-Claude Van Damme’s Street Fighter that don’t really fit in with traditional comedy pics. Street Fighter is very funny, but largely by accident. Rather than focusing on those outlier titles, […]
May 6
David Spade: Dandelion
Ruby Gillman, Teenage Kraken (2023)
May 8
Octopus!
May 9
Molly-Mae: Behind It All
The Sexiest Man in Winnipeg (2025)
May 13
Lee Soo Man: King of K-Pop (2025)
May 15
Overcompensating (2025)
May 20
Motorheads (2025)
May 22
Earnhardt
April is a busy month for most, and that’s especially true for Amazon Prime Video. The streamer keeps adding new movies to its already impressive library, so you’d be forgiven if you found it hard to keep up with what’s new and good to watch. Fortunately for you, Watch With Us has the perfect curated […]
May 23
Clarkson’s Farm season 4
May 27
September 5 (2024)
The Fire Inside (2024)
The Second Best Hospital in the Galaxy season 2
May 29
The Better Sister season 1
May 31
Good Boy
