Jaelyn Fox makes her return to Whippedass with Bobbi Starr. This was a very emotional experience for Jaelyn but she manages to tough it out. She is punished, suspended upside down, strap-on fucked, licks ass, hot waxed and made to cum. Bobbi Starr does a great job as domme once again.
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Punished Angels

They look so sweet and angelic, so what could they possibly do in order to deserve such a hard spanking like they get here? All of these Punished Angels are being put over a knee for a reason, as their skirts are pulled up, or their pants are pulled down in order to expose their bare flesh. Then hands, hair brushes, paddles and anything else flat and hard are used to blister their red asses!

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Boys Boarding School

THE BOYS BOARDING SCHOOL HAS RE-OPENED! As per several requests, the Boys Boarding School has re-opened! All exclusive premium content! Get ready now for the *new* Boys Boarding School! New spankees, new Dommes, new locations! The real spanking discipline you were always looking for! Enter now, all you naughty boys - you're welcome! But caution, keep your bottoms covered!

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Three ladies compete to earn their stewardess hats to fly the friendly skies but one sadistic evil lesbian stewardess has unconventional ways of training the girls to prepare them for ANYTHING that could happen at 30,000 feet! Welcome back Kristina Rose, Mallory Mallone and Missy Minks to Whipped Ass as they are spanked, paddled, nipple clamped, strap-on ass fucked, made to lick pussy, dildo gag, humiliated and punished by the sexiest flight attendant anyone's ever seen!
Three ladies compete to earn their stewardess hats to fly the friendly skies but one sadistic evil lesbian stewardess has unconventional ways of training the girls to prepare them for ANYTHING that could happen at 30,000 feet! Welcome back Kristina Rose, Mallory Mallone and Missy Minks to Whipped Ass as they are spanked, paddled, nipple clamped, strap-on ass fucked, made to lick pussy, dildo gag, humiliated and punished by the sexiest flight attendant anyone's ever seen!
Welcome Annika to Whipped Ass! Annika is one smoking hot MILF who loves lesbian punishment and domination. In this risque fantasy roleplay Annika plays the older step sister to college co-ed Gia Dimarco. When Annika catches her step sister fucking her girlfriend threatening to tell their parents, Gia Dimarco decides to keep it all in the family and handle Annika Whipped Ass style! Gia and Asphyxia Noir tie Annika up, molest her gorgeous MILF body and give her a rough OTK spanking then strap-on pound her cunt until her womanly curves are dripping with sweat. She's tied to her parents kitchen table and has her round MILF tittles tied and tortured while being made to make her stepsister's girlfriend cum. In the end she can't help herself and gives in to her desires. The girls strap-on bang both her ass and pussy until she's left in her parents living room tied in wet pile of her own cum.
Welcome Annika to Whipped Ass! Annika is one smoking hot MILF who loves lesbian punishment and domination. In this risque fantasy roleplay Annika plays the older step sister to college co-ed Gia Dimarco. When Annika catches her step sister fucking her girlfriend threatening to tell their parents, Gia Dimarco decides to keep it all in the family and handle Annika Whipped Ass style! Gia and Asphyxia Noir tie Annika up, molest her gorgeous MILF body and give her a rough OTK spanking then strap-on pound her cunt until her womanly curves are dripping with sweat. She's tied to her parents kitchen table and has her round MILF tittles tied and tortured while being made to make her stepsister's girlfriend cum. In the end she can't help herself and gives in to her desires. The girls strap-on bang both her ass and pussy until she's left in her parents living room tied in wet pile of her own cum.
Rosaleen Caned
Rosaleen Caned
Hot mature lady gets punished and spanked hard
Hot mature lady gets punished and spanked hard
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Alicia Stone plays a rich women who gets caught with drugs and thrown in jail. Officer Maitresse Madeline makes Alicia into her little bitch with humiliation, sex and punishment. Alicia's beautiful natural tits get lots of attention as Madeline slaps them and clamps her nipples. She also gets her pussy stretched wide open and her tight ass hole filled with cock!
Alicia Stone plays a rich women who gets caught with drugs and thrown in jail. Officer Maitresse Madeline makes Alicia into her little bitch with humiliation, sex and punishment. Alicia's beautiful natural tits get lots of attention as Madeline slaps them and clamps her nipples. She also gets her pussy stretched wide open and her tight ass hole filled with cock!
Cute young girl spanked hard in a net pantyhose
Cute young girl spanked hard in a net pantyhose
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Shapely teenager's bare bottom spanked to shades of crimson
Shapely teenager's bare bottom spanked to shades of crimson
Misbehaving housewife bent over the chair and caned hard on her full ripe ass - severe strokes
Misbehaving housewife bent over the chair and caned hard on her full ripe ass - severe strokes

Two pretty school girls spanked on their delightful bare bottoms by sexy prefect
Two pretty school girls spanked on their delightful bare bottoms by sexy prefect
Two local house painters are at work in another apartment. The owner of the place is very rude and pushy. She doesn't understand why the painting is taking so long.
Two local house painters are at work in another apartment. The owner of the place is very rude and pushy. She doesn't understand why the painting is taking so long.
spanking porn gallery #19144
spanking porn gallery #17162
This good long spanking will help them improving their grades
This good long spanking will help them improving their grades

Firm Hand Spanking
Firm Hand Spanking
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Our private school has been winning the tennis doubles tournament four years in a row. We may have a problem this year. One of our players has a supposed foot injury.
Our private school has been winning the tennis doubles tournament four years in a row. We may have a problem this year. One of our players has a supposed foot injury.
Tied down to a penalty bank for getting her bottom spanked black and blue
Tied down to a penalty bank for getting her bottom spanked black and blue

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Jaelyn Fox makes her return to Whippedass with Bobbi Starr. This was a very emotional experience for Jaelyn but she manages to tough it out. She is punished, suspended upside down, strap-on fucked, licks ass, hot waxed and made to cum. Bobbi Starr does a great job as domme once again.

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