Movies Like Serving the Boss

If you liked Serving the Boss (2008), a movie directed by Manuel Suave, 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
Everything You Always Wanted to Know About Sex *But Were Afraid to Ask (1972)
★ 6.5/10
A collection of seven vignettes, which each address a question concerning human sexuality. From aphrodisiacs to sexual perversion to the mystery of the male orgasm, characters like a court jester, a doctor, a queen and…
2
Barely Legal (2003)
★ 5.9/10
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…
3
Magic Mike XXL (2015)
★ 6.1/10
Three years after Mike bowed out of the stripper life at the top of his game, he and the remaining Kings of Tampa hit the road to Myrtle Beach to put on one last blow-out performance.
4
Porno (2019)
★ 6/10
When a group of naive teens working at a movie theater in a small Christian town discover a mysterious film hidden in its basement, they unleash an alluring succubus who gives them a sex education…written in blood.
5
Don Jon (2013)
★ 6/10
A New Jersey guy dedicated to his family, friends, and church, develops unrealistic expectations from watching porn and works to find happiness and intimacy with his potential true love.
6
The Wonderful Story of Henry Sugar and Three More (2024)
★ 7.4/10
Four tales unfold in Wes Anderson's anthology of short films adapted from Roald Dahl's beloved stories, "The Wonderful Story of Henry Sugar", "The Swan", "The Rat Catcher", and "Poison."
7
Old School (2003)
★ 6.6/10
Three friends attempt to recapture their glory days by opening up a fraternity near their alma mater.
8
My Awkward Sexual Adventure (2012)
★ 6.7/10
A hyper-repressed and schlubby accountant (Jonas Chernick) strikes a deal with a worldly but disorganized stripper (Emily Hampshire): he'll help her with her crushing debt if she helps him become a better lover.
9
The Bugs Bunny/Road Runner Movie (1979)
★ 7.4/10
A collection of Warner Brothers short cartoon features, "starring" the likes of Daffy Duck, Porky Pig and Wile E. Coyote. These animations are interspersed by Bugs Bunny reminiscing on past events and providing links…
10
Monster High: Friday Night Frights (2012)
★ 7.8/10
After Monster High’s roller skating team is defeated at the Skulltimate Roller Maze tournament, the ghouls team up to face an all-boys league, with the hope of winning back the school crest and restoring school spirit.
11
Your Friends & Neighbors (1998)
★ 5.8/10
Restless and unhappy, two couples get caught up in infidelity and deception. Barry is a sullen businessman married to Mary, a writer who is unsatisfied with their relationship. Mary begins an affair with Jerry, a smug…
12
The Looney, Looney, Looney Bugs Bunny Movie (1981)
★ 7.3/10
Bugs Bunny hosts an award show featuring several classic Looney Tunes shorts and characters.
13
American Pie 2 (2001)
★ 6.4/10
After a year apart - attending different schools, meeting different people - the guys rent a beach house and vow to make this the best summer ever. As it turns out, whether that will happen or not has a lot to do with…
14
The Climb (2020)
★ 6.1/10
Kyle and Mike are best friends who share a close bond — until Mike sleeps with Kyle’s fiancée. A stormy but enduring relationship ensues between Kyle, with limitless patience, and Mike, who only lives his life by…
15
Body Bags (1993)
★ 6.2/10
A horror anthology containing three stories: a female college student working a graveyard shift is terrorized by a serial killer; a hair transplant goes horribly wrong; and a baseball player loses an eye and gets a new…
16
Pillion (2025)
★ 6.5/10
Colin, a timid man, meets Ray, a confident biker gang leader, who initiates him into a submissive relationship, challenging Colin’s mundane existence and prompting personal growth through their unconventional dynamic.
17
X-Rated: The Greatest Adult Movies of All Time (2015)
★ 6.4/10
The evolution of adult cinema through the most influential films in history, a journey that begins in the 1970s and ends nowadays. An in-depth analysis of the success of the most prestigious erotic films, their impact…
18
The Last Repair Shop (2024)
★ 7.5/10
In a warehouse in the heart of Los Angeles, a dwindling handful of devoted craftspeople maintain more than 80,000 student musical instruments, the largest remaining workshop in America of its kind. Meet four…
19
Road Trip (2000)
★ 6.3/10
After a student at the University of Ithaca films his one-night stand with a beautiful sorority girl, he discovers one of his friends has accidentally mailed the homemade sex tape to his girlfriend in Austin. In a…
20
Woman Times Seven (1967)
★ 6.3/10
Seven mini-stories of adultery: a widow misbehaves at her husband's funeral, a wife turns to streetwalking for revenge, a prudish girl surprises, a neglected wife vies for her husband's attention, a fight over a dress…