Not sure why but if I try to sleep with the male prostitute in Silverglen, after the fight my items are missing from the chest in the room. I am wondering if this is due to me breaking in and looting it before this encounter.

I didn't break in and it made several of my items vanish. Blossius's Will and a bloodstone I got from defeating Pontius, didn't even notice at the time, and don't have a save game to revert to anymore.

I also had the same issue.

I was a bit trigger-happy, blew up the brothel chest and lost my main character's loot. Ramon drops the key for the chest so my assumption is that all your loot goes to that chest for the quest.

This is a slightly game-breaking bug, but can be fixed by making the chest indestructible like the old metal chests.

Thanks for the report, I'll forward this to design. Your items naturally should not disappear if you have destroyed the chest.

As for you, Calvin, have you tried the loot all button? It may be that your items are still in there, just not visible by the confined container UI (we are aware of this).

If you still do not have your items back, could you send us a report.zip from our support tool? It will allow us to check your D:OS logs and figure out what went wrong.
It can be found here: http://www.larian.com/OriginalSinAlpha/AnalysisTool_DOS.exe
Simply run the tool and click generate report, then send this to supportdos@larian.com with a small description.

Thank you

I'll load it up and go back and look. I still don't have the will, but the bloodstone turned out to be not a big deal.

I'll let you know when I have uploaded the report.

I confirm the problem. I have broken the chest to the left of the bed and my stuff disappeared after the encounter.

A suggestion: not that there is anything reminding me of GTA or anything, but Ramon should drop 250 gold (unless they are supposed to appear in that broken chest) .

I just ran into this as well. I had looted the chest (by crushing it) before talking up Ramon and after the fight everything on my main char's gone