Durarara!!, Working!! Recommendations
The comedy in both shows is all over the place yet still has a realistic feeling to it. The Anime both have a wide range of characters who don't fit inside the box and they have similar Anime styles.
Both are very funny and have very strange char! We can laugh a lot watching just one charpter of Drrrr! or Working. I love them!
Although i have only seen one episode of Working!! i must say that similar characters have the same voice (Souta and Shinra ) :D It's like watching Izaya and Shizou from DRRR working together in a cafe.
Uncannily similar casts - Izaya, Shizuo and Shinra become Souma, Satou and Takanashi, and they maintain similar characteristics. If you watched Durarara first (as I did), it should be a laugh.