 If you liked
Ore wo Suki nano wa Omae dake ka yo
|
 ...then you might like
Kanojo, Okarishimasu
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Similar anti-hero protagonists who lives pretty much entirely revolve around losing their virginity. Another group cast of girls with varied personalities who fall into the life of the protagonist some way or another. Similar comedic tone with lots of jokes made at the expense of the protagonist and characters playing around with the feelings of others.
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Recommended by bloodyboyblue