Oji-san ga Joshi●sei ni Warui Koto wo Oshieru - Ch. 5

Other comedy manga turned tragedy has kinda ruined it for me because somehow I'm dreading the day I see uncle's sad past or the girl's sad family or something :/

This chapter is still super cute though lol
 
It's always pretty funny when some teenager thinks he/she can trick an older person with lots of life experience.
 
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I think you missed one chapter. This was supposed to be #6, at least in pixiv. The one you missed was when they were buying stuff at the convenience store and the clerk somehow misunderstood them talking about thinness and raw or whatever.
 
@sarshi I don't really remember all of them considering I dropped most of those manga after they turned sad/tragic.

At the moment I can only recall Dokunie cooking and Nekoduke, Gintama can also kinda be considered falling into this genre but it still mixes between funny and sad stuff. Also there are some others that hint at MC or the characters' sad past (like why this girl is hanging out with an older man, where's her family?) and I'm honestly just waiting for them to turn sad at any moment
 

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