Loving the post so far, I only got midway through 5 last night before I went to bed. Since you asked for a task thought up some and we chatted back and forth and finally decided on one.
Today at work you should take a rubber band to the bathroom with you. The first time you use the bathroom you need to snap each nipple 5 times. Each trip to the restroom will be 5+ the previous amount of snaps. So 5, 10, 15, 20 etc. Hopefully this stays reasonable since i'm not familiar with your pain tolerance, if you find that raising by 5 is too much you can reduce it so it stays fun and challenging and not so painful you need to quit early.
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