Kill Ao
Kill Blue

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These are new-gen manga having legendary assassins as their protagonists. Both the MCs pretty much deviate from their line of work(being an assassin) and now live entirely different lives. Their assassination skills come in handy though. They have great action scenes and lots of comedy and lighthearted moments. Both are enjoyable and pretty fun to read. 

Both manga have a female lead who ends up in the protection of the older male lead. The female lead is in need of protection because of something to do with their family. Additionally, the male lead happens to go to school with them, either as a student in Kill Ao, or as a custodian in Dengeki Daisy. Also, both manga has an arc where by using a password known by the female lead, the main cast end up going through a futuristic facility that forces them to do a bunch of wacky challenges to reach a goal.