Osomatsu-san, Poputepipikku Recommendations
Both series feature absurd humor. In a way, these series are similar to what one would see on adult swim where the humor is not afraid to be mean-spirited or sometimes be cringey yet still funny. If you're sick of typical anime humor then I recommend both series for a nice change of pace.
Both have nonsensical comedy.
Both Mr. Osomatsu and Pop Team Epic are absurdist, gag-centric, slap-stick & referenced-ladened comedy anime based on manga. They are also very in-the-now, meaning their references are timely to today's meme-based pop culture. Finally, both series are not afraid to enter cringe territory with vulgar language, body humor and slap-stick violence.