Translated by Daedroth 
(https://f95zone.to/members/daedroth.465887/
https://ulmf.org/members/daedroth.360340/)

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In Condom Skirt's description the dev uses phrase 未来に生きてんな describing someone who would wear something like this. It means someone is overturning the conventional values. It's like they are from the future, literally.

放置プレイ (Houchi play) -- SM play where one masochistic partner derives pleasure from being discarded/thrown away without being given attention/cared for. It's used in the sentence about automatic battles, in the context that weak monsters are to be discarded and not given any attention.

Honne and tatemae - https://en.wikipedia.org/wiki/Honne_and_tatemae

Picking flowers is an euphemism for toilet business/answering the call of nature in Japan. Don't remember why that is the case, but it might be because the posture of urinating/defecating is similar to the posture of flower picking.

A big number of side quests' names are references to something. Just to name the few: Everything Investigator Soldier is a nod to the game made by happypink circle called Everything Investigator Girl, the quest in Truss' school -- to untranslated Spike Chunsoft game based on show called Kinpachi-sensei. Some stuff in database might or might not be influenced by Monster Hunter and Baki. Not really familiar with both franchises to say with confidence.