Pillory Sexed Pair
The redhead is still mad about the pillory sex. I think she’s gonna stay mad. But the cute honey blonde has moved beyond that, and is deep into the “parsing the sensations” portion of her experience:

Art is by Tobehime.
The redhead is still mad about the pillory sex. I think she’s gonna stay mad. But the cute honey blonde has moved beyond that, and is deep into the “parsing the sensations” portion of her experience:

Art is by Tobehime.
Via Spanking Blog, this sex-comic panel by Stragmalia:
In Hollywood movies I can excuse pillories where the holes are too large to be functional, but in the comics? No excuse!
Elsewhere on Bondage Blog:
As every perv fondly imagines, the pillory was never invented for the morally upright purpose of exposing the village drunkard to a spot of correctional dung-throwing. No, it’s obvious the thing always had a sexual purpose. Every lustful and despotic lord with a dungeon worthy of the name must have kept a short pillory in it, for the express purpose of taking recalcitrant wenches and bending them over in sexually-available positions, hands held well away out of the way of his whip and his unfettered enjoyment of rear-entry sex. It must have looked something like this:
Thanks of course to Sex And Submission for bringing pillory sex to the masses.
Elsewhere on Bondage Blog:
You know the pillory sex is energetic when your nipple rings start bouncing:
Artist is Neromasin.
Elsewhere on Bondage Blog:
There are forty-two checkmarks on the wall of that cell. Is it how many days she’s been chained in there? Or is it how many visitors she’s “entertained” since they locked her in the sex pillory?

Artwork is by Azasuke.
Elsewhere on Bondage Blog:
They say the right dungeon furniture totally makes the sex party, especially if the servant girls are reluctant:



I believe the artist is “Olsen”.
Elsewhere on Bondage Blog:
I shouldn’t tease Codey Steel, even though his head does look quite spectacularly rectangular from some of the angles in this shoot. It seems like it had been awhile since Kink.com released a good pillory sex scene, but the recent sequence in Special Delivery with Cherry Kiss is quite good:


Memo to Renaissance fair producers: there’s still room to improve your events and attractions, just saying.
Elsewhere on Bondage Blog: