Yes, this is happening for me too. I added a manual play of a movie I had watched 5 times before, and it erased my previous play from 2022.
Once again Trakt is ruining my data. I’m so done with this site that just keeps breaking more and more for every time they force their new ugly design on us.
Explanation here: Disable Multiple Plays has been automatically ticked - Rewatching then removes any previous history - Trakt / Questions & Help - Trakt Forums
(So not even a bug, they just forcibly made us use that option without telling us, to ruin our data, because they hate their users.)