Total Recommendations: 2
If you liked
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...then you might like
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Both titles are doujinshi written by the same artist and therefore have very similiar art; both feature a loli dealing with mature themes such as NTR, rape, violence, blackmail, impregnation and prostitution. If you enjoyed one then you will most likely enjoy the other one aswell.
If you liked
Needless+: Saint Lily Gakuen no Himitsu
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...then you might like
Otome wa Boku ni Koishiteru: Futari no Elder The Animation
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Both anime are OVAs with few episodes, they feature a boy who is crossdressing in order to enter an all girl school, although their aims are much different. Keep in mind that while Needless focuses on comedy, Otoboku is much more serious and drammatic.