If your watchlist is feeling a little stale, Prime Video is here to shake things up this May with a fresh batch of must-watch releases.
From a fashionable murder mystery on the coast of Italy to an emotional deep dive into the life of a racing legend, this month’s slate offers something for every kind of viewer.
Let’s break down what’s worth hitting play on.
🎭 May 1 – Another Simple Favor
Anna Kendrick and Blake Lively reunite in this sequel to the deliciously twisted A Simple Favor.
This time, the drama takes them to the dreamy island of Capri for a lavish destination wedding… but don’t let the postcard setting fool you—murder is definitely on the guest list.
Expect secrets, betrayals, and the kind of dark glamour we live for.
Watch The Trailer
🎤 May 6 – David Spade: Dandelion
David Spade is back with a brand-new stand-up special, and he’s not pulling any punches.
In Dandelion, he dives into everything from airline anxiety to porn’s glow-up with that signature dry wit that made him a legend on SNL.
Whether you’re a longtime fan or just in need of a good laugh, this special delivers.
Watch The Trailer
🐙 May 8 – Octopus!
Brace yourself for the weirdest, most wonderful documentary of the year.
Narrated by Fleabag’s Phoebe Waller-Bridge, Octopus! somehow connects alien love affairs, unicorns, competitive quilting, and Tracy Morgan—all while exploring the mysteries of our favorite eight-armed sea creature.
No, seriously.
Watch The Trailer
🎶 May 13 – Lee Soo Man: King Of K-Pop
This one’s for the K-pop stans and curious newcomers alike.
Dive into the life of Lee Soo Man, the visionary behind SM Entertainment and the rise of global superstars like BoA, EXO, and aespa.
With never-before-seen footage and artist interviews, this doc peels back the curtain on the man who helped ignite the worldwide K-pop phenomenon.
Watch The Trailer
😂 May 15 – Overcompensating
Get ready to relive the chaos of college with Overcompensating, a hilarious and heartfelt new series following Benny, a closeted ex-football star, and Carmen, a try-hard freshman on a mission to fit in.
It’s messy, it’s real, and it’s the coming-of-age comedy we didn’t know we needed.
Watch The Trailer
🏁 May 22 – Earnhardt
This powerful four-part docuseries is a tribute to NASCAR legend Dale Earnhardt.
With rare footage and emotional interviews from his family and racing rivals, Earnhardt tells the story of a man who built a legacy behind the wheel—and passed that passion down through generations.
Whether you’re a motorsports fan or just love a good story, this one’s worth the ride.
Watch The Trailer
🕵️♀️ May 29 – The Better Sister
Jessica Biel and Elizabeth Banks star in The Better Sister, a gripping thriller about sibling estrangement, family secrets, and a murder that changes everything.
When a high-profile husband is killed, his wife and her sister are forced back into each other’s lives to uncover the truth.
Tension, twists, and trauma—this one’s got it all.
Watch The Trailer
🔥 Which of these Prime Video premieres are you watching first?
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