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If you liked Ore Monogatari!! add

...then you might like Machida-kun no Sekai add

Another low-drama, heartstring-tugging shoujo romance where the male lead is arguably the main character, and is admired by the female lead for his exceptional kindness and concern for others, rather than because of his looks.

If you liked Saikyou Densetsu Kurosawa add

...then you might like Tokyo Tarareba Musume add

Older-than-typical protagonists oscillate between regretting the past decisions they did (and didn't) make, and moving forward. Contrary to the other recommendation, I don't feel that these manga are TOO similar - Kurosawa is portrayed as a lifelong loser who never found his niche, while the Tarareba Girls are (for lack of a better word) normies who just think they've aged out of the prime dating market - but they work very well as a spot-the-differences exercise in how josei and seinen manga treat thirtysomething angst in women and men.

If you liked Ciguatera add

...then you might like Oyasumi Punpun add

Both series focus on an adolescent male protagonist dealing with both the joys and agonies of growing up, and the mysteries of life and love.