Movies Like Shakespeare In... And Out

If you liked Shakespeare In... And Out (1999), a drama and comedy movie directed by Peter Shushtari, 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
Barely Legal (2003)
★ 5.9/10Also comedy
Teenager Deacon works at a video shop, and his buddies, Fred and Matt, sell the bootleg porno films he acquires. Deacon gets fired, but the pals have the bright idea of filming their own Internet porn flick in order to…
2
King Cobra (2016)
★ 5.8/10Also drama
It’s 2006, YouTube is in its infancy, and internet porn is still behind a paywall. Taking the stage name Brent Corrigan, a fresh-faced, wannabe adult video performer is molded into a star by Stephen, a closeted gay…
3
Yes, God, Yes (2020)
★ 6.3/10Also drama and comedy
Alice, a young innocent Catholic girl, is tempted into masturbating after an AOL chat suddenly turns sexual, however is conflicted as the act would be considered a sin.
4
Entourage (2015)
★ 6.2/10Also comedy and drama
Movie star Vincent Chase, together with his boys, Eric, Turtle and Johnny, are back…and back in business with super agent-turned-studio head Ari Gold. Some of their ambitions have changed, but the bond between them…
5
CQ (2001)
★ 5.9/10Also comedy and drama
A young filmmaker in 1960s Paris juggles directing a cheesy sci-fi debacle, directing his own personal art film, coping with his crumbling relationship with his girlfriend, and a new-found infatuation with the sci-fi…
6
Horrible Bosses 2 (2014)
★ 6.2/10Also comedy
Dale, Kurt and Nick decide to start their own business but things don't go as planned because of a slick investor, prompting the trio to pull off a harebrained and misguided kidnapping scheme.
7
After the Fox (1966)
★ 6.1/10Also comedy
A criminal mastermind sets up a phony film production as part of a plan to smuggle stolen gold.
8
SubUrbia (1997)
★ 6.2/10Also comedy and drama
A group of suburban teenagers try to support each other through the difficult task of becoming adults.
9
Lovelace (2013)
★ 6/10Also drama
Story of Linda Lovelace, who is used and abused by the porn industry at the behest of her coercive husband, before taking control of her life.
10
Babylon (2022)
★ 7.3/10Also drama and comedy
A tale of outsized ambition and outrageous excess, tracing the rise and fall of multiple characters in an era of unbridled decadence and depravity during Hollywood's transition from silent films to sound films in the…
11
From Straight A's to XXX (2017)
★ 5.9/10Also drama
When a change of circumstances leaves Miriam unable to pay her college tuition, she makes a surprising decision: to start performing in adult films, using the pseudonym Belle Knox. Miriam lies to her family and her…
12
S.O.B. (1981)
★ 6/10Also comedy
A movie producer who made a huge flop tries to salvage his career by revamping his film as an erotic production, where its family-friendly star takes her top off.
13
Plunder Road (1957)
★ 6.9/10Also drama
A spectacular heist starts to unravel as the crooks take it on the lam.
14
Wish I Was Here (2014)
★ 6.5/10Also drama and comedy
Aidan Bloom, a struggling actor, father and husband, is 35 years old and still trying to find a purpose for his life. He and his wife are barely getting by financially and Aidan passes his time by fantasizing about…
15
The Disaster Artist (2017)
★ 7.1/10Also comedy and drama
An aspiring actor in Hollywood meets an enigmatic stranger by the name of Tommy Wiseau, the meeting leads the actor down a path nobody could have predicted; creating the worst movie ever made.
16
Almost Friends (2017)
★ 6.3/10Also drama and comedy
A man in his mid-20s, still living at home with his mother and stepfather, puts all his eggs in one basket: the girl who works at his local coffee shop. The problem is, she has a serious boyfriend. As they become…
17
Bowfinger (1999)
★ 6.2/10Also comedy
On the verge of bankruptcy and desperate for his big break, aspiring filmmaker Bobby Bowfinger concocts a crazy plan to make his ultimate dream movie. Rallying a ragtag team that includes a starry-eyed ingenue, a…
18
London Calling (2025)
★ 6.4/10Also comedy
After fleeing the UK from a job gone wrong, a down on his luck hitman is forced to babysit the son of his new crime boss and show him how to become a man.
19
Real Women Have Curves (2002)
★ 6.1/10Also comedy and drama
In East Los Angeles, an 18-year-old struggles between her ambitions of going to college and the desires of her domineering mother for her to get married, have children, and oversee the small, rundown family-owned…
20
The Enforcer (2022)
★ 7/10Also drama
A noir thriller set in Miami, the film follows an enforcer who discovers his femme fatale boss has branched out into cyber sex trafficking, putting a young runaway he’s befriended at risk. He sacrifices everything to…