Whoreable Bosses

"Will Your Boss Fuck You Up The Ass... Literally?"

Helena Price Over the Summer, when things were slow, the boss would have me do odd jobs around his house. His wife teased me and one day she was in her bed in sexy lingerie and stockings. She told me to lay down and when I did she blindfolded and handcuffed me. Ms. Price stripped me and then started spanking and cropping my ass. Before I knew it she was pouring "lotion" on my ass and then she rammed a strapon right up my butt-hole. She fucked me and taunted me about the raise I wanted until I just couldn't take anymore. I've never had a woman fuck me like that before.

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SM Madonna: Aigyaku

SM Madonna: Aigyaku

1987

Burke & Hare

Burke & Hare

1972

Zange M hari to mimizu

Zange M hari to mimizu

1985

Fuck Work

Fuck Work

2015

Martian Girl Massacre

Martian Girl Massacre

2024

October Crow

October Crow

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The Tickle King

The Tickle King

2017

Seduction: The Cruel Woman

Seduction: The Cruel Woman

1986

SoulMaid

SoulMaid

2007

Special Request

Special Request

1984

The Little Death

The Little Death

2014

Gouda Michiseru and Rima Aono's Bondage and Sex Trainer

Gouda Michiseru and Rima Aono's Bondage and Sex Trainer

1981

Izumi Aki and Megumi Aoi: Latest (Live) Turkish Information Ascension 1

Izumi Aki and Megumi Aoi: Latest (Live) Turkish Information Ascension 1

1981

SM Monster: Nami Matsukawa's Slave Candle Torture

SM Monster: Nami Matsukawa's Slave Candle Torture

1982

SM Monster: Nami Matsukawa's Female Prisoner Crucifixion Water Torture

SM Monster: Nami Matsukawa's Female Prisoner Crucifixion Water Torture

1982

Masochist Daughter Madoka Oshiro's Humiliation and Upside Down Torture

1983

Shimaidzumi no suwappingu (hi) reipu kōza

Shimaidzumi no suwappingu (hi) reipu kōza

1982

Nami Matsukawa's Tied Crazy Flower Core

Nami Matsukawa's Tied Crazy Flower Core

1982

Pup

Pup

2023

American Fetish

American Fetish

2010