Did Parallels shared folders wipe my Mac Desktop photos due to a 2025/2026 system clock conflict?

Hi everyone,

I am facing a severe data loss issue on my Mac and need some expert insight.

Back in early 2026, my iPhone ran out of storage space. To clear some room, I created two folders on my macOS Desktop, connected my iPhone via a standard USB cable, and transferred my photos directly to those folders using the default macOS transfer method. Please note that I do not use iCloud for my photos, I didn't have Time Machine set up, and I have absolutely no other backups of these files.

Shortly after the transfer, my brother manually rolled back my Mac's system clock to 2025 for a specific reason. I didn't notice this time change at all because I had been using Windows 11 inside Parallels Desktop for the past 2–3 years, basically living inside the virtual machine and barely ever using the native macOS interface. The software I needed at the time was strictly exclusive to Windows 11 and had absolutely no macOS compatibility, forcing me to stay entirely inside the VM environment and occasionally shut down the Mac during this period.

Because I assumed the files were safe, I never checked the photo folders on my macOS Desktop during those months. I only noticed they were completely empty recently, after I finally found a native macOS alternative to that Windows-exclusive software and switched the system clock back to the correct 2026 time.

When running diagnostics in the Mac Terminal, I noticed this specific line on my Desktop directory:
4.0K /Users/mark/Desktop/$RECYCLE.BIN

Since Parallels shares the macOS Desktop with Windows 11 by default, a Windows Recycle Bin folder is now sitting right on my Mac Desktop. This makes me heavily suspect that macOS didn't delete the files, but rather Parallels/Windows did.

Is it theoretically or practically possible that Windows 11 ARM (via Parallels Shared Folders) glitched out because it encountered folders and files with "future" 2026 timestamps while the active system clock was set to 2025? Could the combination of the time conflict and abrupt system shutdowns cause Windows to wipe, override, or hide these files somewhere inside the virtual machine's ecosystem?

If Windows intercepted or moved them, where should I look to find them? Or is my only real option left to perform a byte-to-byte image recovery of the live Mac SSD volume?

Thank you so much for any help or technical guidance!
 
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