Tag: Ruth Cassidy

A Redhead, Silver & Blond, 3 Chairs, 3 Tied MILFs, 3 Hitachis, 3 Ballgags, Countless Bondage Orgasms! #1810

A Redhead, Silver & Blond, 3 Chairs, 3 Tied MILFs, 3 Hitachis, 3 Ballgags, Countless Bondage Orgasms! #1810

The three topless MILFs are tied, relatively, comfortably in their chairs. Well, as comfortable as anyone can be with a super-tight chest harness tied around their tits, straddling their seats with their legs suspended from the chair back, and a giant ballgag (pink, purple and blue, to match their ropes). The drool is already starting […]

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Once Betrayed, Curvy, Crooked Lady Cop KOed, Becomes 2nd Captive in Trunkrunk with Bound Bathing Beauty! #1825 HD

Once Betrayed, Curvy, Crooked Lady Cop KOed, Becomes 2nd Captive in Trunkrunk with Bound Bathing Beauty! #1825 HD

Being a corrupt cop has more advantages than just being able to fix your own parking tickets. When Officer Sandra Silvers teamed up with crime family LadyBoss Ruth Cassidy to capture and sell swimsuit-ed siren AJ Marion, she should have expected it wouldn’t end well for her. Sandra arrives at the exchange point with AJ […]

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A Trio of Struggling Girdle Bound Damsels in Distress Stretched out AOH in the Warehouse! #1747 HD

A Trio of Struggling Girdle Bound Damsels in Distress Stretched out AOH in the Warehouse! #1747 HD

Classic bondage meets classic shapewear in this struggle-fest of three milf of all shapes and sizes. The tempting threesome have their wrists tied tight above their heads and their ankles anchored to the foot of the steel box spring. Unforgiving rope ladders it way up their stocking-ed and garter-ed legs, connecting to coils around their […]

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Sandra, Ruth & AJ, 3 Zip-Tied MILFs in Girdles, Groped by Mistress Lisa! #1812 HD

Sandra, Ruth & AJ, 3 Zip-Tied MILFs in Girdles, Groped by Mistress Lisa! #1812 HD

What’s your favorite shape of damsel in distress? Do you like them super-lean and athletic? How about a tall, big-boobed amazon? Maybe you prefer a curvy, buxom MILF? Lisa can’t make up her mind so she nabbed all three. The three pretty prisoners are cruelly pulled into precarious positions by the painful plastic. The topless […]

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FIVE Hogtied MILF Secretaries Held Hostage in the Warehouse! Attempt Teamwork Escape! #1708 HD

FIVE Hogtied MILF Secretaries Held Hostage in the Warehouse! Attempt Teamwork Escape! #1708 HD

Ladyboss Constance thought she had the opportunity of a lifetime. Deep in debt to the wrong people, she concocted a plan to sell the four ladies who worked in her office as a package deal to the sex trafficker. An athletic blonde, an ultra-busty redhead, a curvy, big-boobed broad and a muscular MILF at the […]

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A pair of Mummified, Buxom Broads Left Under Your Christmas Tree, Ready for Dual Bound Orgasms! HD 1671

A pair of Mummified, Buxom Broads Left Under Your Christmas Tree, Ready for Dual Bound Orgasms! HD 1671

You must have been VERY good this year. Sandra and Ruth are all wrapped up nice and tight in opaque pallet wrap, with their pretty feet and huge boobs left on display. They may be wrapped up and topped off with ribbon and bows, but they are curiously missing gags. Thats because sealed up inside […]

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Two Buxom, Girdle-Bound Captives, Zip-tied and Struggling for Release HD #1656

Two Buxom, Girdle-Bound Captives, Zip-tied and Struggling for Release HD #1656

The cruel plastic cords dig into their flesh. Ruth and Sandra dont know why they were taken, but they know they have to escape. But each struggle brings a sting of pain and a each twitch strains their muscles as the unforgiving thin straps hold fast and strong. They cant call out because of the […]

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