If you're looking for anime similar to Di Gi Charat Ohanami Special, you might like these titles.
When Kaede, a girl frustrated with her grades like any other teenager, finds a female Ninja attempting to steal her underwear, she didn't expect a friendship to be the result. And as the modern day world of ordinary high schooler Kaede collides with Ninja-in-training Shinobu, she soon comes to discover that the world of modern day Ninjas are filled with parties, picnics, and the training of the elder master Ninja yellow form changing glob: Onsokumaru!
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For randomness and hilarity in great quantities, check out 2x2 Shinobuden. If you love the randomness of Di Gi Charat, combined with the high octane feel, I can't see why you wouldn't enjoy this.
In a normal neighborhood in a normal city, a young maid arrives from the maid village to help out a young unnamed girl. But this battery-operated being is no ordinary maid! Not only can she remove her head and turn her body into glue (amongst other things), Cheko-chan also has the wackiest of friends. From Mizore, the edible snow spirit from the north, to Nachiko, a large squid who likes to change faces, to Kanato the Yankee, the bully who is the strongest of them all, it seems the craziness has just begun in the life of a once typical high school student.
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Liked the cute character designs and random-ass comedy of the Di Gi Charat Ohanami Special? Then it's well worth checking out Pugyuru which is equally as bizarre and cutesy.
As the mighty star fleet of the planet Keron prepare their invasion of Earth, Sergeant Keroro and his elite team of commandos have been sent to infiltrate the enemy strongholds and gather as much intelligence as possible. However, it seems even his extensive military training is no match for the forces of Earth, as he is discovered and captured by the two middle school siblings, Fuyuki and Natsumi. Submitted to the rigorous torture of housework duty, the amphibious Keroro must now bide his time, covertly locate his squad-mates, and resume his mission of conquest!
Naru and Seishuu, along with a few special guests, are taking a break from their usual island hijinks to give their take on various topics - be it Naru's love of cicada shells, the merits of certain television shows, or most importantly, just how hard it is to be a big-headed chibi character!
This is the story of a small miracle. Stars from different universes and different times that were never meant to cross paths. By irony of fate, these stars come together in “Kaginado Academy”. What awaits them there is a lively school life full of hope and dreams. The wonderful encounters provide the stars with new radiance. What awaits beyond that radiance...?