Movies Like Sorry You're Watching This: Matt Cross

If you liked Sorry You're Watching This: Matt Cross (2019), a movie, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Comedy Central Roast of Justin Bieber (2015)
★ 6.8/10
Several roasters, and the master himself Kevin Hart, make fun of Justin Bieber.
2
The Ladies Man (1961)
★ 6.3/10
After his girl leaves him for someone else, Herbert gets really depressed and starts searching for a job. He finally finds one in a big house which is inhabited by many, many women. Can he live in the same home with…
3
Kevin Hart: I'm a Grown Little Man (2009)
★ 7.3/10
Fresh off the heels of appearing in movies like Superhero Movie and The 40 Year-Old Virgin, fast-talking comedian Kevin Hart stars in this live stand-up performance where he makes fun of everything and everybody…
4
Jim Jefferies: Freedumb (2016)
★ 7.2/10
Returning for a second Netflix comedy special, Jim Jefferies unleashes his famously ferocious black humor to a packed house in Nashville, Tennessee.
5
Morning Glory (2010)
★ 6.4/10
A young and devoted morning television producer is hired as an executive producer on a long-running morning show at a once-prominent but currently failing station in New York City. Eager to keep the show on air, she…
6
Annie Get Your Gun (1950)
★ 6.7/10
Gunslinger Annie Oakley romances fellow sharpshooter Frank Butler as they travel with Buffalo Bill's Wild West Show.
7
Return of the Seven (1966)
★ 6.1/10
Chico, one of the remaining members of The Magnificent Seven, now lives in the town that they (The Seven) helped. One day someone comes and takes most of the men prisoner. His wife seeks out Chris, the leader of The…
8
Nate Bargatze: The Greatest Average American (2021)
★ 7.2/10
Nate Bargatze touches on Zoom comedy shows, losing his phone, hotel breakfast fails, animal caddies, new math and much more in this special.
9
MVP 2: Most Vertical Primate (2001)
★ 5.8/10
MVP 2 opens with the lovable Jack being ousted from his hockey team, the Seattle Simians, and having to hit the road after being falsely accused of league misconduct. Jack ends up in the city, where he's befriended by…
10
Jerry Seinfeld: I'm Telling You for the Last Time (1998)
★ 7.4/10
Taped for HBO in August 1998, on the final date of Jerry Seinfeld's tour appearances at New York City's Broadhurst Theater, I'm Telling You for the Last Time presents the standup comedian's so-called "final" standup…
11
Nate Bargatze: The Tennessee Kid (2019)
★ 7.4/10
Comic Nate Bargatze touches on air travel, cheap weddings, college football, chocolate milk and the perils of ordering coffee in this stand-up special.
12
Bronco Billy (1980)
★ 6.3/10
An idealistic, modern-day cowboy struggles to keep his Wild West show afloat in the face of hard luck and waning interest.
13
Kevin Hart: Laugh at My Pain (2011)
★ 7.1/10
Experience the show that quickly became a national phenomenon. Get an up-close and personal look at Kevin back in Philly where he began his journey to become one of the funniest comedians of all time.
14
Open Season: Scared Silly (2015)
★ 5.9/10
The humans and animals believe a werewolf is on the loose, and former hunter Shaw uses the opportunity to re-open the season. Boog, Elliot, and Mr. Weenie have to face their fears and find the werewolf to get the…
15
The Drawn Together Movie: The Movie! (2010)
★ 6.4/10
When the mystery-solving musician Foxxy Love notices she and her fellow housemates can curse without being bleeped—something they've never been able to do before—she realizes their show has been canceled. Determined to…
16
PCU (1994)
★ 6.1/10
Nervous high school senior Tom Lawrence visits Port Chester University, where he gets a taste of politically correct college life when he's guided by fraternity wild man Droz and his housemates at The Pit. But Droz and…
17
Support Your Local Gunfighter (1971)
★ 6.6/10
A con artist arrives in a mining town controlled by two competing companies. Both companies think he's a famous gunfighter and try to hire him to drive the other out of town.
18
Jerry Seinfeld: 23 Hours to Kill (2020)
★ 6.2/10
Jerry Seinfeld takes the stage in New York and tackles talking vs. texting, bad buffets vs. so-called "great" restaurants and the magic of Pop Tarts.
19
Too Funny to Fail: The Life & Death of The Dana Carvey Show (2017)
★ 7.9/10
It had all the makings of a huge television success: a white-hot comic at the helm, a coveted primetime slot, and a pantheon of future comedy legends in the cast and crew. So why did The Dana Carvey Show—with a writers…
20
Madagascar: Escape 2 Africa (2008)
★ 6.5/10
Alex, Marty, and other zoo animals find a way to escape from Madagascar when the penguins reassemble a wrecked airplane. The precariously repaired craft stays airborne just long enough to make it to the African…