Senyuu., Saiki Kusuo no Ψ-nan Recommendations
short, quick moving gag jokes. sarcastic character who acts tough/emotionless actually cares for his friends a lot more than he lets on. neither show takes itself too seriously. Senyuu has more of a plot building up in the background, while Saiki is solely comedic.
-Both are anime shorts, that are almost entirely comedy based
-Ridiculous shenanigans ensue in both series
-Characters are interesting and have unique designs and interactions
-Saiki is more episodic, but Senyuu actually has a plot
If you like a nice short minute comedy that will definitely leave you with a smile on your face then looks no further.