Showtime has announced the movies and TV shows coming to the service in May. The Showtime May 2021 lineup includes the debut of the anticipated variety series Ziwe on Sunday, May 9.
The Showtime May 2021 schedule also includes the season premieres of drama The Chi, which focuses on the wide-ranging effects of policing in the Black community, and comedy series Black Monday, starring Don Cheadle, Regina Hall, Andrew Rannells and Paul Scheer.
Coming as well is the premiere season of comedy series Flatbush Misdemeanors, created and written by Kevin Iso and Dan Perlman. Desus & Mero will premiere its final episode before hiatus on Sunday, May 2, while drama series City on a Hill and docuseries Couples Therapy will wrap their second seasons on Sunday, May 16.
Showtime Sports will air multiple fights throughout the month of May, starting with Bellator MMA 258: Archuleta vs. Pettis on Friday, May 7 at 9 p.m. ET/6 p.m. PT. Following will be the highly-anticipated fight between Luis Nery and Brandon Figueroa on Saturday, May 15 at 10 p.m. ET/ 7 p.m. PT.
Bellator MMA 259: Cyborg vs. Smith 2 will air Friday, May 21 at 9 p.m. ET/6 p.m. PT, and the long-awaited title tilt between two-time Olympian Nordine Oubaali and Nonito Donaire will premiere Saturday, May 29, 2021 at 10 p.m. ET/ 7 p.m. PT, a fight which was originally postponed in December 2020.
You can view the Showtime May 2021 originals, followed by the full schedule and streaming collections, below.
SHOWTIME MAY 2021 ORIGINALS
DESUS & MERO
Final Episode Before Hiatus Sunday, May 2 at 11 p.m. ET/PT
Desus & Mero, the network’s first-ever late-night talk show, will continue to air weekly on Sunday and Thursday nights at 11 p.m. ET/PT from New York City. Each episode of Desus & Mero features co-hosts Desus Nice and The Kid Mero giving their take on the day’s hot topics and chatting with guests at the intersection of pop culture, sports, music, politics and more.
ZIWE
Series Premiere Sunday, May 9
Writer, comedian and performer Ziwe brings her singular, riotously funny, no-holds-barred brand to Showtime with her new eponymous late-night variety show, Ziwe. The series, starring and executive produced by Ziwe, features interviews, musical numbers, guest stars, sketches and more – including unscripted and unpredictable interactions with everyday people.
CITY ON A HILL
Season Finale Sunday, May 16
Season 2 centers on a federal housing project in the Roxbury neighborhood of Boston that is plagued with drug violence and a rightful distrust in local law enforcement. As coalition leader Grace Campbell (Pernell Walker) works tirelessly on behalf of the community, her efforts are undermined by gang activity happening right under her nose. Enter irreverent FBI agent Jackie Rohr (Kevin Bacon), who is here to exploit Boston’s defective criminal justice system in a desperate attempt to salvage his own career.
Unfortunately for Jackie, assistant district attorney Decourcy Ward (Aldis Hodge) is onto his adversary’s latest misstep. In time, the personal antagonism between these two escalates to an all-out war between the offices of the U.S. Attorney and the Suffolk DA. No one is safe from the collateral damage.
COUPLES THERAPY
Season Finale Sunday, May 16
Couples Therapy follows eight months of therapy sessions with Dr. Orna Guralnik, who deftly guides couples through honest confrontations, revealing real-life struggles and extraordinary breakthroughs. Season 2 features three new couples who work through intense conflicts: a single mother’s unplanned pregnancy forces her to examine whether she wants to be with the father; a woman confronts her husband for failing to deliver the life she wants; and the raw trauma of near-fatal alcoholism reveals unexpected consequences for a young gay couple.
BLACK MONDAY
Season Premiere Sunday, May 23
Things are looking up for our motley crew as season three grooves into the ’90s. Mo (Don Cheadle) dips into the music business with the launch of KokoMo Co Records. But the crown jewel in his new venture, Nomi (guest star Adrienne Wells), a self-possessed young talent with the voice to prove it, might be too hot to handle. Meanwhile, Dawn (Regina Hall) is serving her sentence and herself by exploiting her business savvy behind bars. Freshman Congressman Blair (Andrew Rannells), a guppy navigating shark-filled political waters, is aided by his equally ambitious new Young Republican handler Werner (guest star Thomas Barbusca).
Keith (Paul Scheer) is morphing, literally and figuratively, into a lost Leighman Brother, while the red-hot success of Skants is catapulting Tiff (Casey Wilson) to mega-moguldom. But all their happy days are numbered when it’s revealed that a killer is lurking among them. As the body count climbs and the threats multiply, our band of traitorous traders will be running for cover before margin call.
THE CHI
Season Premiere Sunday, May 23
This season of The Chi will look at the wide-ranging effects of policing in the Black community after Jake has a fateful run-in with a group of officers. Newlyweds Emmett and Tiff deal with the repercussions from his affair with Dom. Kiesha grapples with her pregnancy, while Jada finds love where she least expects. The relationship between Kevin and Jemma takes a turn, and Papa launches a new venture. New mayor Douda harnesses his newfound power while navigating his complicated relationship with wife Roselyn. Meanwhile, Trig and Imani are on a personal mission to help their community.
FLATBUSH MISDEMEANORS
Series Premiere Sunday, May 23
New half-hour comedy Flatbush Misdemeanors, created and written by Kevin Iso and Dan Perlman, who both star, is a raw comedy of city life following Dan and Kevin, who play characters struggling to thrive in their new surroundings in Flatbush, Brooklyn. The show explores two long-time friends seeking to climb out of their heads and connect with others. For their work writing, directing and starring in the shorts that form the foundation of the series, Iso and Perlman won Best North American Short Film at the London Film Festival, with the first instalment becoming Oscar qualified following a Grand Jury Award for Best Narrative Short at the Florida Film Festival.
As with the original shorts, the cast includes many actors from Brooklyn or the Flatbush neighborhood, including Kristin Dodson in the role of Zayna, one of Dan’s outspoken high school students, Hassan Johnson as Drew, a bold and direct man whose demands come into conflict with the livelihoods of both Kevin and Dan and Kareem Green as Kareem, Dan’s new stepdad and self-appointed, unwanted guide to Flatbush.
SPORTS
BELLATOR MMA 258: ARCHULETA VS. PETTIS
Friday, May 7 at 9 p.m. ET/6 p.m. PT
Juan Archuleta makes the first defense of his BELLATOR MMA Bantamweight World Championship against Sergio Pettis in an exciting five-round main event. Plus, the highly anticipated debuts of Anthony “Rumble” Johnson and Yoel “Soldier of God” Romero, as they step inside the BELLATOR cage for the first time in an explosive quarterfinal matchup in the Light Heavyweight World Grand Prix.
SHOWTIME CHAMPIONSHIP BOXING
Saturday, May 15 at 10 p.m. ET/ 7 p.m. PT
Highly anticipated WBC super bantamweight world championship fight between Luis Nery and Brandon Figueroa. The battle of two unbeaten champions who have been on a collision course for supremacy in the 122-pound division headlines a tripleheader.
BELLATOR MMA 259: CYBORG VS. SMITH 2
Friday, May 21 at 9 p.m. ET/6 p.m. PT
The greatest women’s mixed martial artist of all-time and BELLATOR Featherweight Champion Cris “Cyborg” defends her world title in a rematch against top contender Leslie Smith. Cyborg is undefeated since joining BELLATOR’s elite women’s 145-pound division in 2019, while Smith is determined to end that streak and put gold around her waist.
SHOWTIME CHAMPIONSHIP BOXING
Saturday, May 29, 2021 at 10 p.m. ET/ 7 p.m. PT
Long-awaited title tilt between two-time Olympian Nordine Oubaali and Nonito Donaire for the WBC bantamweight world championship. France’s Oubaali, who will be defending his title for the third time, and four-division titlist and surefire future Hall of Famer Donaire will finally go head-to-head after their December 2020 meeting was postponed.
NEW MOVIES
About Last Night
American Honey
Annie Hall
Arbitrage
Biker Boyz
Blue Velvet
Bopha!
Born on the Fourth of July
Brimstone
Citizen Ruth
Complicit
Dance With Me
Death at a Funeral
Death Wish
Debunkers, Inc.
Delivery Man
Devil in a Blue Dress
Django Unchained
Fatal Attraction
First Sunday
Hart’s War
Heartbreakers
Hoodlum
House at the End of the Street
Hulk
Inventing the Abbotts
Law Abiding Citizen
Limitless
Longest Yard, The (2005)
Love and Honor
Mac and Me
Masters of the Universe
Mid90s
Moonlight
No Way Out
On the Road
Outlaws
Rollerball
Rosemary’s Baby
Sex, Lies, and Videotape
Sh*thouse
Silver Linings Playbook
Texas Rangers
The Adjustment Bureau
The Art of War
The Blackcoat’s Daughter
The Captain
The Escort
The Exorcist
The Holiday
The Hurt Locker
The Legend of Black Charley
The Queens of Comedy
The Reluctant Fundamentalist
The Taking of Pelham 1 2 3
The Texas Chain Saw Massacre
Two Can Play That Game
Welcome to the Punch
You Got Served
AVAILABLE MAY 1
The Nest (Premiere)
AVAILABLE MAY 8
House at the End of the Street
AVAILABLE MAY 18
The Blackcoat’s Daughter
AVAILABLE MAY 21
Moonlight
AVAILABLE MAY 22
Dreamland (Premiere)
AVAILABLE MAY 28
Lavell Crawford: The Comedy Vaccine (Premiere)
STREAMING COLLECTIONS
DON’T MESS WITH TEXAS
Dallas Buyers Club, Dreamland, Krisha, Never Goin’ Back, No Country for Old Men, Reality Bites, The Texas Chain Saw Massacre, Texas Rangers
MANY SIDES OF MOTHERHOOD
Acres and Acres, Carrie, The Exorcist, Grandma, Hereditary, The Hole in the Ground, The Hours, Margot At The Wedding, Mid90s, The Monster, Moonlight, The Nest, Ophelia, The Parts You Lose, Pieces of April, Relic, Room, Rosemary’s Baby, The Russian Bride, Summerland, Tammy’s Always Dying, Tell It to the Bees, The Truth, The Twilight Saga: Breaking Dawn Part 2, Uptown Girls, You Can’t Say No