Spanked With A Vibrating Buttplug In

You might think the vibrating butt plug suggests this is to be a fun spanking, despite the vicious-looking hardwood paddle:

preparing for a harsh spanking with a wooden paddle while wearing a huge vibrating buttplug

You would be wrong. I don’t think there’s a buttplug in the world that can deliver enough fun/tingle to lessen the sting of getting a set of paddling bruises like this:

painful spanking bruises and torn stockings

Art is by Ani.

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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..."