Yuuki O Dashite (“Be Brave”) [English], by Hiroya
(38 votes, average: 4.50 out of 5)
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Aaaah, the magic of hentai.
From a plain, unkept-looking nerd, with glasses and an awkward smile showing complete lack of self confidence, to a super hot babe clad in a glorious bikini with an awkward smile showing shaking determination 
In a nutshell, two classmate otakus, male and female, successfully break out of their shell, let’s say ^^
I could give more details, but why spoil the warm and fuzzy feelings for you? I’d rather let you savour the vanilla as the mangaka intended to serve it to us, enjoy, my dear filthy pervs 
We owe this fine release to LookAtYourOwnName, many thanks! 
–Update: excellent news, this post has become obsolete!
This share now belongs in Haruiro Kanojo + Extra, a 246 pages long masterpiece
Aww.
Well, that was confusing as fuck. In case anyone else misses the subtext that I did, the dude on the first two pages gets a makeover and is the dude in the rest of the story.
Oliver is one of us, he picked the best panel of the doujin for the cover.
How I kinda wish the Princess Diaries had gone.