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If you liked Hajimete no Gal add

...then you might like Boku no Kanojo ga Majimesugiru Sho-bitch na Ken add

Both are trashy shows with the protagonist getting a girl he didn't think he could. Both shows also have a high tendency to talk about sex and other erotic matters

If you liked Danganronpa: Kibou no Gakuen to Zetsubou no Koukousei The Animation add

...then you might like Kakegurui add

Same Dark-thone-highschool life. I'd say Kakegurui is a mix of Danganronpa and No Game No Life