85		Oh...Sir! Prototype (Windows, 2015)
84		Oh...Sir!!: The Insult Simulator (Windows, 2016)
66		Brief Karate Foolish (Windows, 2016)
63		Max Gentlemen (Windows, 2014)
63		Shower with Your Dad Simulator 2015: Do You Still Shower with Your Dad? (Windows, 2015)
60		Monty Python's Flying Circus (DOS, 1991)
60		Hello Mr. President (DOS, 1994)
60		Dilbert's Desktop Games (Windows, 1997)
60		Elf Bowling 6: Air Biscuits (Windows, 2005)
60		MI5 Bob: Before RON (Windows, 2004)
55		Rigor Mortis (Windows, 2017)
54		Super Impeachment Rampage (Windows, 2016)
50		Circus Atari (Windows, 2010)
50		The Politically Incorrect Adventures of Gewt Ningrich (DOS, 1997)
45		River City Ransom: Underground (Windows, 2017)
44		Octogeddon (Windows, 2018)
44		Campaign Clicker (Windows, 2016)
43		Not a Hero (Windows, 2015)

Notes: Games similar to Oh...Sir!: The Hollywood Roast, Games like Oh...Sir!: The Hollywood Roast, Vile Monarch Sp. z o. o. Sp. k., Good Shepherd Entertainment, Windows, Action, Arcade, Comedy, Side view, PC, Game Similarities.