Bent Over In Pantyhose

I’m not sure what these two women have done wrong. But I’m sure of this much. By the time I’m done caning them for it, those pantyhose will never be the same:

two women bent over in pantyhose and waiting for caning

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Caned By The Head Butler

This poor girl obviously lives in a house where even the punishments are the responsibility of the senior household staff:

girl is about to be caned by the grim and severe senior butler

Artwork, of course, is by the legendary Bob Bishop.

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Caning The Princess, Redux

I blogged about the free clips from this movie (it’s called The Fairy Tale from Lupus) back in 2008, but I just now found a nice big fat screen-cap as well. Click to enlarge:

woman tied up and caned in Fairy Tale caning movie

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Spanked Up Against The Wall

Somehow I don’t think snuggling the wall is going to solve her little spanked-bottom problem:

blonde spanked on a chair

The cute blonde getting spanked is from this Firm Hand Spanking gallery.

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Spanked By A Bookworm

This is a little bit … odd, but I guess it was all in good fun:

spanked by a man in a bookworm costume

Caption:

And for a change of pace, Sun reporter Crittenden takes a spanking from Michael Foote, The Bookworm, after Crittenden made four spelling mistakes in a test she took yesterday at the Encyclopedia Britannica booth.

Whipping Through Her Riding Tights

I don’t have the upbringing to properly name the fancy riding tights this girl is wearing, but I’m aware of a sort of micro-fetish around the idea of whipping the clothes right off a girl, by whipping so severely that tightly-stretched fabric begins to fail. That’s what’s going on here in this vintage illustration by Carlo:

woman on horseback having her tights whipped clean through with a dressage whip

I’ve had a small version of this illo forever, but not until Chross linked to Heart and Soul’s huge version did I have one with enough detail to be useful. Don’t forget to click the illustration to see it better!

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Naughty In The Confessional

naughty schoolgirl and naughty priest, busted in the confessional

“Only ten Hail Marys? Aren’t you going to spank me this time?”