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When I first looked at 'Ore no Imouto Ga Konnani Kawaii Wake Ga Nai', I originally thought that it was going to be some trashy fanservice anime, but after I watched a few episodes, I was relieved to find that it is not what I originally thought, and I honestly think it's extremely good.

Story 10/10 - I found the plot really intriguing - a high school student and his younger sister don't really get along very well, the sister being a model with perfect grades, and the brother being your average plain guy. All this changes when he finds an eroge belonging to none other ... than his oh-so-perfect little sister. He then goes onto helping his little sister with her otaku hobbies. However, what I found really interesting is that the main character isn't an otaku at all, and originally believed the bad stories on the news surrounding the culture. While the story is mainly about the brother and sister starting to get along and fixing their broken relationship, it also focuses on the male lead learning about otaku culture, and even defending it at times.

Art 8/10 - The art in the anime is really nice. The character design is good, but if I had one complaint it would be that a few of the female characters look alike, such as Ayase and Kirino looking like the same person with different hair colour and personality.

Sound 6.5/10 - The voice acting is average; there isn't anything overly amazing about it, and the OSTs are decent. The opening is the best of the soundtracks. The others are decent.

Character 7.25/10 - The characters are average, but done pretty well, creating an interesting setting for the anime. The female lead is your average tsundere, but there aren't many weird incidents surrounding her, which is relieving. The male lead is really bland, but he certainly acts like a high school student, and cares for and helps his sister, despite how annoying she is. Then for the other characters you have a goth loli, weird otaku, self-conscious model and a shy childhood friend as the love interest.

Enjoyment 9.5/10 - I really liked the anime. Every time I finish an episode I want to know what happens next. There are no real cliff-hangers, but I genuinely want to know what is going to happen next in the characters' world. It's a really interesting show.

Overall 8.25/10 (8/10 for MAL Scores)

I know the show aired 10 years ago, but I thought it was a really interesting subject, and wanted to express that in this review.
I would highly recommend you watch 'Ore no Imouto Ga Konnani Kawaii Wake Ga Nai' or read the manga/light novel, as it is a great slice of life comedy with an intriguing plot and great character development.