Here are some fic recs set in the mid-90's when Windows 95 was released (I remember!). However, this version is an Eldritch Horror that wants to be Your Only Friend.
2. Re: Windows 95 People talk about their experiences with Windows 95 (Eldritch Horror version) on a mailing list. Things get creepy. https://archiveofourown.org/works/24853906
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timeasmymeasure
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Date: 2020-07-10 07:44 am (UTC)1. Welcome to Windows 95!
Done entirely in realistic (and creepy) screenshots.
https://archiveofourown.org/works/24073393
2. Re: Windows 95
People talk about their experiences with Windows 95 (Eldritch Horror version) on a mailing list. Things get creepy.
https://archiveofourown.org/works/24853906