If you're looking for anime similar to Wooser no Sono Higurashi 2, you might like these titles.
Miss Monochrome, an idol who lives in a luxurious castle with her trusty Roomba companion, wants nothing more than to be back in the spotlight like the popular idol Kikuko. But the road to stardom will be fraught with challenges, from finding a trustworthy manager, to getting bit parts on TV, to even getting the media to notice her glorious talents and amazing feats!
If you enjoy short anime with improbable characters in fantastic situations, these might entertain you. Miss Monochrome is the story of a good-hearted girl (android) and Wooser is about a depraved critter of unknown species. I consider Miss Monochrome to have a much stronger plot the links the story arcs, while Wooser tends to rather cynical, dark comedy, but both can be entertaining.
The "Nyanbo" are creatures with square bodies with ears and tails that came to Earth from outer space. There's Tora, who dreams of repairing their broken UFO and returning to space, as well as his sister Kotora, the precocious Shiro, the mischievous Mike, the mysterious Kuro, and many more. All of these Nyanbos are now happily living much like cats, free-spirited and sometimes getting into trouble, in places that humans don't know about.
It follows the daily life of Kotetsu-kun, who aspires to be an astronaut, and friends at the Animal Space Academy as they all pursue their dreams.