Oh...Sir!! The Insult Simulator is a comical 2D "Insult-‘em up". The central premise of the game pits two characters against each other in an absurd scenario where they must duel it out by throwing verbal insults at each other. The aim of the game is to construct these insults within a time limit to damage the opponent's pride, represented by a health bar at the top of the screen. When a character's pride is completely destroyed, the scenario is over.
Insults are made by stringing random words together from a board at the centre of the stage, accessible to you and your opponent. Both players also have access to their own exclusive set of insults, which the other player cannot see. Damage points are assigned to an insult depending on how effective it is and how relevant it is to the scenario. Each character has individual insults as well as their own weaknesses, which can be exploited if you use a word or phrase that relates to a particular weakness. This will cause more damage to their pride. Points are deducted if the insult is too absurd and nonsensical.
This game features a mixture of online and offline gameplay modes. The single player aspects of Oh...Sir!! The Insult Simulator include a tutorial, instant argument with the CPU and a five-level tournament. If the tournament is completed with various characters, different features such as hidden characters and scenarios, can be unlocked. Multiplayer can take place locally against a friend or randomly with a stranger online.
This game is an improved and elaborated version of an earlier version that was submitted during a gamejam event hosted in 2016 by Artifex Mundi. As such, this new version contains more content, such as a bigger roster of playable characters and more ridiculous scenarios to pit these characters in.