Hairbrush Spanked To Tears

You can tell this hairbrush spanking is nice and hard because the lady getting it is already in tears and the spanking is obviously far from being over yet:

bill ward artwork of a painful hairbrush spanking to tears

Artwork is by Bill Ward. Unfortunately, when he got to drawing to fast, he was prone to putting alien tentacle-fingers on the hands of the people he drew. We have a particularly sad case of alien tentacle finger in this artwork:

unfortunate hand drawings in bill ward spanking art

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  1. Fr. commented on January 21st, 2020:

    Well, but any art students will tell you that hands are particularly hard! :-)

    The gloves should have made the task easier, though. Hey, still a cool pic!

  2. SpankBoss commented on January 21st, 2020:

    Oh, I know. But lots of Bill Ward art has passable hands. He could do it … he just didn’t always bother, with results that are sometimes both spectacular and creepy.

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How It Started And How It's Going, The Movie:

Wild Party 2: Five Very Sorry Girls

before and after brutal caning photo
"...thirty vicious cane strokes for each delinquent young woman caught drinking on school grounds..."