How long do you think he left her to struggle like that, wondering if he was watching?
I think it was quite a while.
This animated .gif comes out of the long-lost porn-tumblr ecosystem, but that’s all the source I have.
Update: This is Summer Peters in I Can’t Move! from Lew Rubins.
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Extrapolating from metadata, this bondage model with the aggrieved look (and the huge load of jizz) on her face may be called “Natalie Nails” or perhaps “Natalie Nail”. I don’t think she agreed to the spunk bath:
Evidence is, the deep throat bondage blowjob that extracted that hot faceful of sticky man-happiness was downright epic. I will forgive a lot of clothesline bondage when there’s this much fun to be had!
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Georgia ordered a complete suite of kitchen appliances. It was a lot of work for the delivery guys, hauling out her old ones and installing the new ones. Not only was Georgia a complete bitch throughout the process, but when they were done? She didn’t tip them. So they decided to have a little fun, and take their tips out of her ass and pussy. Now that her wrists are tied, she’s decided to cry in a bid for pity, but they don’t care:
Artwork is from the cover of Georgia And The Work Boys (Blue Time BT1106).
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Any time you see ankle shackles and panties down in the same photograph, you know somebody is about to have a lot of fun, and it’s probably not the prisoner:
From House Of Taboo.
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It was surprising, he reflected, just how much time the girl had spent in his slut box. She was holding up pretty well, considering. He hadn’t really expected that this one would prove quite so durable:
Artwork is by Amber.
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I always hate it when prison-themed sex art features bars set so far apart, people could just shrug between them. The only way I can make sense of artwork like that, is that somewhere there must be a love hotel with all the different themed rooms, and this is happening in their “Jail Suite”:
Artwork comes from the cover of Prison Nymph (PP 7036 from Pompeii Press, 1969).
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The bondage isn’t very serious, but the enema nozzle looks like a piece of veterinary equipment. Much bigger than it strictly needs to be, for her special discomfort:
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