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Currently you are able to watch "Osamake: Romcom Where the Childhood Friend Won't Lose - Season 1" streaming on Crunchyroll Amazon Channel.
There are no options to watch Osamake: Romcom Where the Childhood Friend Won't Lose for free online today in Australia. You can select 'Free' and hit the notification bell to be notified when season is available to watch for free on streaming services and TV.
She smiles just for me. Her name is Kachi Shirokusa and she's even an award-winning high school girl writer! And she's beautiful! I know that she's totally out of reach for me, a normal high school kid named Maru Sueharu! But I think something's there... No, there's definitely something there! Or so I thought... but Kachi has a boyfriend?! Seeing me depressed, my friend ever since we were little who's cute, cheerful, and loves to look after others, Shida Kuroha... who also apparently had no problem telling me that she likes me for some reason just suggested, "Let's get revenge."