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Free porn videos about extremely painful insertion

Extremely Painful Insertion video - 18-Jan-2026 Inverted Zipper - The Extremely Painful Removal

Over the years I have caused the slut sub (CuriousFern) to cry occasionally. This video is the first time in 12+ years she has screamed. The new zipper design (V2) worked perfectly at inflicting serious pain without permanent damage. Thanks again to sub cunt boy (BostSwitch) building these to my specifications. For some unknown reason CuriousFern has not thanked him for all the work he did...

18-Jan-2026 Inverted Zipper - The Extremely Painful Removal 01:56

18-Jan-2026 Inverted Zipper - The Extremely Painful Removal

Extremely Painful Torture 14:26

Extremely Painful Torture

Teen Extremely Fist Fucked 07:00

Teen Extremely Fist Fucked

Painful Fist For Teen 06:44

Painful Fist For Teen

Huge Dildo Insertion 07:01

Huge Dildo Insertion

Brutal Shitty Apple Insertion 01:21

Brutal Shitty Apple Insertion

Hairbrush Insertion 01:07

Hairbrush Insertion

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Extremely sexy amateur self bounding her boobs Remastered 08:30

Extremely sexy amateur self bounding her boobs Remastered

Teen Hottie Trying Painful Anal 06:19

Teen Hottie Trying Painful Anal

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Extreme Painful Whipping

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Painful Anal And Mouth Full Of Cum

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Losing My Anal Virginity Was Really Painful

Glans torture painful whiping 2 00:47

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Painful Fisting In Pussy 'n Ass

Removing a Blind, Painful Eye 02:33

Removing a Blind, Painful Eye

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Painful Tits And Tongue Torture

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Kinky girl gets painful first anal fuck!!

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Foot Fisting And Anal Bottle Insertion

Anal Insertion With Fire Extinguisher 06:15

Anal Insertion With Fire Extinguisher