Bondage Blog

More pirate revelry with captured wenches. Looks like he’s about to toy with the girl on the table:

OK, so being straitjacketed in “The Hole” is never the best place to be, when in prison:

Or is it? The first thing those serious-looking guards do to this pretty inmate is bend her over the warden’s desk for a whipping, still in her straitjacket. I’ll bet The Hole is looking pretty good to her right about now:

But it can get worse, it can always get worse. Eventually they put her on the whipping frame:

By the time they are done with her, she’s nothing but a mass of red stripes and welts — more harshness than I care to show on a friendly little bondage blog. But it’s all there at Pain Gate.

Elsewhere on Bondage Blog:

• Hooker Discipline?
• The Bondage Go-Buggy
• Sun Warmed Bottom In Bondage
• Put Her In The Whipping Irons!
• Two Men, A Girl, Some Rope

Here’s a pencil drawing of everybody’s favorite, the bondage blowjob from a young woman in a cheerleader’s outfit:

I think this may come from one of the early Fansadox/Dofantasy comics.

Elsewhere on Bondage Blog:

• Seven Years Of Bondage Blowjobs
• Six Bondage Blowjobs
• The Blowjob Dungeon
• Chained For A Suck
• Bandana Blindfold And A Bondage Blowjob

I’ve seen thumbscrews that look like this (only smaller) and some foot-squishing devices in old torture illustrations, but I’ve never seen a full-body bondage press like this one from Vintage Spanking Photos:

Talk about a well-equipped bondage dungeon!

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:

• Pillory Sad Face
• Pillory Privileges
• Pillory Art
• The Difference Between Dogs And Werewolves
• Bondage Wives: In The Pillory

The next time you’re chatting away online with SweetTeen18 and she starts hinting she’d like to meet up with you and let you play with her handcuffs, please remember your internet safety and prudence tips, and keep this object lesson in mind:

Hmm, naked girl captured by pirates, tied to a pole like a deer, and hauled back to the longboat for ravishment at leisure. Who knew that playing with paintable figurines could be so much fun?