Someone messaged me with the idea for a challenge and I figured I'd share it with you guys.
Something to know before hand is that I've also listened to Cal's curse so that makes cumming a few times a day to the same file a bit harder.
I'll start over with the first file and I have permission for one orgasm per day. After five days when I finished with one file and move to the next, my reward will be a slut or bimbo related file which will be picked for me, since that's a huge turn on for me, that I will also get to listen to as well. After every listening I will report back with how the listening went and how I felt about it to see progress.
When I've finished a file I will post a journal entry on the WMM site about how the file went, if I noticed any changes and so on. I am not allowed to correct any typos or other mistakes, which might take some time getting used to.
Once there are a few of the slut/bimbo files that I have to listen to I will rotate them. Unfortunately I don't have the time to be in trance for 10 hours a day.

If I fail to listen one day my "punishment" will be listening to a humiliation file of his choosing. Which is tempting but since I have no idea what file that would be I believe that's something I will try to avoid.
I'm pretty excited to get started.