For the second image, I know that character quite well. Her name is Kawakami Kazuko from Maji De Watashi Ni Koi Shinsai!. Maji De Watashi Ni Koi Shinsai! is an anime and has VN's about the anime and life after. It is my childhood game. Sadly I do not know anything about the first image. If you have a bigger and better quality image of the first one maybe I can find out what it is.
heyy can you please update [210811][ナッツが主食] JKボクサー凛香と復讐の地下リング Ver1.1 [RJ325990], there is a newer version of the game, it gives the game an english translation, thank you