Nisemono [English], a Naruto hentai doujinshi, by Pets
Tsunade and Jiraiya are concerned that Naruto is still a virgin, and they instruct Shizune (Tsunade’s assistant, the one with a pig) to go and deflower him. She does as asked, after some comedy, first disguised as Sakura, and then the action continues with her under her real appearance.
Unlike almost all the Naruto hentai doujinshi that I’ve seen (save a rare precious exceptions), that one stays mostly true to the story, to the personalities of the characters, and even, to their body proportions. The only alteration would have been Naruto harboring “elder sister that I wouldn’t dislike fucking and falling in love with” feelings towards Shizune.
So, allright, the art is “only” okay, but it’s a cute storytelling (I mean it, it was heart-warming ), and we get to see Tsunade with Jiraiya, Naruto with Sakura, and Shizune with Naruto. It’s plenty already, enjoy! ^_^
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Hi, if you don't mind me asking, which are those "rare precious exceptions" you speak of? it made curious! regards!
You should try looking for the innocently by shimoyake, although it is a Naruto and Hinata doujinshi, it has been translated recently I think it captures the personality of the character really good.
One of the best classic Naruto doujin.