The concept of Osamake is not bad; the execution is much worse.
First of, the story. The idea of a revenge romcom where the MC attempts to get back at a certain someone with the help of his childhood friend only for that childhood friend to manipulate him to keep him for herself isn't a bad one. While it could be seen as generic to the genre, solid writing and execution in animation, sound, and voice acting could make Osamake very entertaining. Masamune-kun's Revenge is an example of a ridiculous premise being entertaining with proper execution.
Unfortunately, this isn't the case for this show. In just four episodes, the characters went from revenge to melancholic backstory to confession to rejection to ending with an amnesiac childhood friend cliffhanger. The writing and direction made zero sense. It's as if the creators just put in what they see in popular romcoms but fail to really understand how and why those elements are effective. They don't seem to know how to make good chemistry or at least how to make a good harem. As a regular watcher of harem anime, I know that a good harem in an anime is one with different yet complementary personalities and character designs as well as relationships that makes shipping both enjoyable and reasonable in context with the story. This harem is weak at best. Furthermore, the comedic elements weren't funny which is a shame.
The characters are passable. I don't particularly hate them nor do I care about their relationships--which could be due to the poor pacing of the story's beats. The MC is somewhat likeable, but uninteresting. He vaguely reminds me of Kaniye from Amagi Brilliant Park without the charisma. His childhood friend is okay, but sometimes annoying. His first love was the typical stoic character. She's fine, I guess.
Production is average. I'm not a fan of the character designs and while the animation is okay that dance scene in episode three gave me nightmare fuel (seriously, who choreograph that number?). The background art is okay and the OST--OP and ED included weren't really special.
Overall, the first four episodes of Osamake compelled me to drop the show due to poorly written story beats, passable chemistry, weak comedy, and so on. To be honest, the first two episodes were alright but it went downhill from there.
