From the screenshots, the title seems to be Motto Shite Shite Oneesan, released in 2000. It's been a while since I last installed an Ail title, but IIRC you need to properly install the application first by running AilSetup.exe (appeared in the third screenshot) instead of trying to boot it straight from the CD.
The old game releases aka pre 2006 in some cases won't work on windows 10, 7, What you need to do is the following -
Download japanese windows 98 / XP / Millennium, install virtual box, install that windows on your virtualbox and then from there install and play in that game.
Also, it would be more helpful NOT EDITING AND DELETE all the info like that. Others who may have the same issue that you do will find this topic helpful. We aren't a support hotline, but we do our best to help everyone and build a knowledge base over time - to help people like you.
can you please update the links? please don't tell me you don't have the game anymore :(
https://www.anime-sharing.com/threads/060813-半端マニアソフト-コミックデイズ・H-パッケージ版.1255752/
Hello, how are you? I see that your posts, and practically your links, are inactive. Well, for the older ones, have you tried using Pixeldrain or Terabox? They offer a lot of free storage. Also, I want to sincerely thank you for sharing the latest anime music from excellent sources. Good luck!. Altruistic people like you make this world more bearable.