If you liked
Pump Up
|
...then you might like
Watashi no Shounen
|
Both depict a relationship between an assertive girl and a very innocent, feminine boy. Mizutama and Mashuu resemble each other in their sincere, kind-hearted, yet slightly oblivious personalities. Pump Up! is a light romance whereas WnS is a more reflective and ambiguous drama, however.
If you liked
Yokohama Kaidashi Kikou
|
...then you might like
Watashi no Shounen
|
Both feature a younger male/older female pairing (though with less of a focus in YKK). Though WnS is far more dramatic than YKK, both are delicately-told stories with themes of growing older, the passage of time, and changing one's perspective through life's stages.
If you liked
Otoyomegatari
|
...then you might like
Watashi no Shounen
|
Both depict a relationship between a young boy and an older woman in a very nuanced, respectful way. Otoyomegatari is overtly about a budding romance whereas the characters in WnS are more ambiguously affectionate. Both feature some very tenderly written and emotional drama, as well.