If you liked
Gakuen Babysitters
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...then you might like
Uchi no Ko no Tame naraba, Ore wa Moshikashitara Maou mo Taoseru kamo Shirenai.
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Both are shows about a guy in his late teens taking care of a kid that lost his/her parents. In Gakuen Babysitters the older brother takes care of his younger brother after the death of their parents, in If it's for my Daughter... an adventurer takes care of a devil girl he meets in the forest after her father dies.
Also both shows are cute as hell and make a lot childfree people (like me) want to reconsider their reproductive choices.