 If you liked
Yahari Ore no Seishun Love Comedy wa Machigatteiru.
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 ...then you might like
Saenai Heroine no Sodatekata
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If you add up a love hating, otaku, unpopular male protagonist, a cold, intelligent, sharp tongued female protagonist, with some equally interesting female protagonists? What do you get? You get two of the best romcom animes in history.
Both anime's are set in a school club environment where everyday comedy and romance ensues. Why is this? Because a couple of beautiful female characters going after your average normal male lead character can create some hilariously awkward situations. If you enjoyed one of these anime's, I will bet my underwear that you will say the same about the other.
The main character of the two animes are both otakus who attract the most beautiful girls in school. Best rom-coms ever.
-Contrasting personalities with great chemistry that work together
-Both are great diologue driven series
-Decompositions of their genres (harem for Saekano and romantic comedies for Oregairu)
-Main characters are unique for the genres they are in (Oregairu's pragmatic and socially suicidal protagonist, Hachiman and Saekano's deadpan heroine, Megumi)
Very very similar in how it handles its romantic subtext. The characters are also quite similar especially when comparing the two dark haired girls.
Really good high school harems with actually a good ending. Both shows cast are great as well as the characters. A must watch
Both anime are pretty good, especially oregairu
Both sum up the story
Both have some pretty good endings
Both have some heartbreak
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Recommended by Eswitchmi1R