Movies Like Harry Enfield Presents Kevin's Guide to Being a Teenager

If you liked Harry Enfield Presents Kevin's Guide to Being a Teenager (1999), a comedy movie directed by Clive Tulloh, 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
How to Irritate People (1969)
★ 6.6/10Also comedy
A pre-Monty Python mockumentary, written by and presented by John Cleese, that provides tips on learning how to irritate people.
2
Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016)
★ 7/10Also comedy
Hawaiian-shirt enthusiast Gabriel "Fluffy" Iglesias finds the laughs in racist gift baskets, Prius-driving cops and all-female taco trucks.
3
Kevin Hart: Laugh at My Pain (2011)
★ 7.1/10Also comedy
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.
4
Jim Jefferies: Freedumb (2016)
★ 7.2/10Also comedy
Returning for a second Netflix comedy special, Jim Jefferies unleashes his famously ferocious black humor to a packed house in Nashville, Tennessee.
5
Much Ado About Nothing (2013)
★ 6.8/10Also comedy
A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.
6
Iliza Shlesinger: War Paint (2013)
★ 6.5/10Also comedy
Her innocent appearance is just a cover for Last Comic Standing winner Iliza Shlesinger's acerbic, stream-of-conscious comedy that she unleashes on an unsuspecting audience in her hometown of Dallas in "War Paint," her…
7
Dave Chappelle: The Age of Spin (2017)
★ 7.6/10Also comedy
Comedy icon Dave Chappelle makes his triumphant return to the screen with a pair of blistering, fresh stand-up specials. Filmed at The Palladium in Los Angeles, California, in March 2016.
8
Jim Gaffigan: Beyond the Pale (2006)
★ 7/10Also comedy
The affable, towheaded comic demonstrates his hysterical brand of self-effacing comedy and deadpan delivery at two sold-out shows at Chicago's Vic Theater. It's OK to laugh at this pale white guy...'cause nobody's…
9
Thunderstruck (2012)
★ 6.2/10Also comedy
After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.
10
Iliza Shlesinger: Elder Millennial (2018)
★ 7/10Also comedy
Filmed February 23, 2018, aboard the USS Hornet, comedian Iliza Shlesinger brings an ‘elder millennial’ perspective to her audience. Recently engaged, she dives into undeniable truths about life at age 35. Looking back…
11
Jim Gaffigan: Mr. Universe (2012)
★ 6.8/10Also comedy
Funnyman Jim Gaffigan offers up his unique take on everything from Disney World to overweight whales in this live show from Washington, D.C.
12
The Ladies Man (1961)
★ 6.3/10Also comedy
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…
13
Ricky Gervais Live 2: Politics (2004)
★ 6.8/10Also comedy
A year after Animals, Ricky Gervais comes back with his second stand up comedy tour: Politics.
14
Eddie Murphy: Delirious (1983)
★ 7.6/10Also comedy
Taped live and in concert at Constitution Hall in Washington, D.C. in August, 1983, Eddie Murphy: Delirious captures Eddie Murphy's wild and outrageous stand-up comedy act, which he performed in New York and eighteen…
15
Impractical Jokers: The Movie (2020)
★ 6.5/10Also comedy
The story of a humiliating high school mishap from 1992 that sends the Impractical Jokers on the road competing in hidden-camera challenges for the chance to turn back the clock and redeem three of the four Jokers.
16
Kevin Hart: I'm a Grown Little Man (2009)
★ 7.3/10Also comedy
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…
17
Chris Rock: Tamborine (2018)
★ 6.4/10Also comedy
Chris Rock takes the stage for his first comedy special in 10 years, filled with searing observations on fatherhood, infidelity and American politics.
18
Bo Burnham: What. (2013)
★ 7.8/10Also comedy
Left brain and right brain duke it out and then belt out a tune in comedian Bo Burnham's quick and clever one-man show. As intelligent as he is lanky, Burnham cynically pokes at pop entertainment while offering…
19
Duplex (2003)
★ 6.1/10Also comedy
When a young couple buys their dream home, they have no idea what the sweet little old lady upstairs is going to put them through!
20
Robot Chicken: Star Wars (2007)
★ 7.2/10Also comedy
A series of 30 sketches, following the hilarious antics of various characters from a galaxy, far, far away.