Category: Boss

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Alena Croft & Kristen Scott – Doing The Dirty Work

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Alena Croft & Kristen Scott – Doing The Dirty Work Alena Croft wants her intern, Jessy Jones, to be hard at work. But when her stepdaughter, Kristen Scott, arrives at the office, Jessy’s distracted by how horny th...

Cory Chase & Aubrey Rose – Tight And Tanned: Part 1

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Cory Chase & Aubrey Rose – Tight And Tanned: Part 1 Reprobate teen tanning salon employee Aubrey Rose wants nothing more than to rub one out in one of the tanning beds, the only problem is that the shop is filled ...

Christina Shine – Sales Pitch

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Christina Shine – Sales Pitch Christina Shine is the sales manager of a successful business. But when her sales begin to dip, she can’t help but get off on the fact that one of her salesmen is about to be laid off! An...

Rachel RoXXX – The Office Mummy

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Rachel RoXXX – The Office Mummy When Danny arrives at work and is reminded it is Halloween he makes a quick ‘mummy’ costume by wrapping himself up in toilet paper. But when his co-workers get a look at him, they don’t...

Diamond Foxxx & Bobbi Dylan – Lick A Boss

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Diamond Foxxx & Bobbi Dylan – Lick A Boss Bobbi Dylan hasn’t been meeting her sales quotas, so she is called into her boss’ office to explain. Not willing to accept Bobbi’s excuses, Diamond teaches her employee th...

Romi Rain – Pressing News

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Romi Rain – Pressing News Romi Rain rides her staff hard. Some can’t handle this bitchy boss, but Xander is more than willing to do everything she says. If she wants her pussy licked, he’s there. If she wants her big ...

Candee Licious – Sensual Delivery

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Candee Licious – Sensual Delivery A good mail-room clerk has to be punctual and efficient — luckily for Ryan Ryder, his charm and good looks are enough to make up for his clumsiness. When he fumbled Candee Licious’s m...

Karla Kush & Lyra Law – Best Friends get Punished by Rich Boss

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Karla Kush & Lyra Law – Best Friends get Punished by Rich Boss Hot blonde roommates Lyra and Karla have been really bad. They stole a credit card from Karla’s boss and had a little fun. Now he knows everything and...

Cassidy Banks – Young Bitchy Boss

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Cassidy Banks – Young Bitchy Boss Longtime employee Danny D has a new boss who is hot, young, and has far less experience. Sensing a potential conflict, Cassidy wants to find out how comfortable Danny can be working u...

Phoenix Marie & Amara Romani – Our Babysitter’s Butt: Part 1

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Phoenix Marie & Amara Romani – Our Babysitter’s Butt: Part 1 Phoenix and her husband have hired a cute little babysitter by the name of Amara. She seems innocent enough, but one day Phoenix comes home to find Amar...

Brittney White – My Naked Boss

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Brittney White – My Naked Boss Sean can’t work for Ms. White anymore, her clothing-optional attitude keeps getting him in trouble with his wife! But Ms. White is determined to keep her best employee. She gets on the p...

Krissy Lynn, Sheena Rose & Uma Jolie – Outing The Outed

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Krissy Lynn, Sheena Rose & Uma Jolie – Outing The Outed Krissy’s boyfriend’s sports bar is replacing the billboard featuring her to feature 2 young, hot barmaids. Krissy is livid when she sees the very girls repla...

Ashley Fires – Wham, Bam, Thank You Paper Jam!

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Ashley Fires – Wham, Bam, Thank You Paper Jam! Ashley Fires may be the boss of the office, but her ass is the talk of the town! Her employees, however, are tired of having to deal with her uptight behavior. The rumors...

Abby Cross & Alexis Fawx – Supercalafraga-Lick Me

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Abby Cross & Alexis Fawx – Supercalafraga-Lick Me The nanny is cleaning some hard to reach places, and her boss Ramon isn’t home. His wife keeps being treated by some steamy, seductive up skirts, and she can’t tak...

Nina Elle – Eating In The Meeting

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Nina Elle – Eating In The Meeting Office boss Nina Elle is trying to conduct a meeting but she keeps getting interrupted by her loudmouth employee Sean Lawless. It soon dawns on Nina that the only way Sean will shut t...

Kleio Valentien – The C.E.Hoe

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Kleio Valentien – The C.E.Hoe Kleio Valentien is the C.E.O. of her own company. Lately, she’s seen a dip in productivity at the workplace and does her best to please her employees to the best of her business abilities...

Dani Jensen – Titty Sucking Skills

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Dani Jensen – Titty Sucking Skills Dani Jensen does the hiring for her company, so when her boss’s nephew Charles is set up with an interview she’s expected to hire him on the spot. But Charles’ arrogant attitude and ...

Addison Ryder, Tory Lane & Vera Drake – Milf Squad Vegas: Breaking in the New Partner

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Addison Ryder, Tory Lane & Vera Drake – Milf Squad Vegas: Breaking in the New Partner In this episode of Milf Squad Vegas, hard boiled cop Tory Lane is saddled with a new partner, a green young rookie named Addiso...

Nicole Aniston – A Union Nutbuster

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Nicole Aniston - A Union Nutbuster Office boss Nicole Aniston’s afternoon masturbation session is interrupted when her employees occupy the conference room and threaten to form a union unless their demands are met. Ir...

Tory Lane – I’m Your Christmas Bonus

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Tory Lane - I'm Your Christmas Bonus Tory Lane has always been a bitchy boss, but this year she’s really outdone herself. When her employees find out she spent their Christmas bonuses they're ready to quit. Tory reali...

Eva Angelina & Jenna Ashley – This Is How We Work

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Eva Angelina & Jenna Ashley – This Is How We Work Jenna Ashley has come to see her boss Eva Angelina to complain about being harassed by her male co-workers. Unfortunately for Jenna, nothing pisses of Eva more tha...

Jessica Jaymes – Judge Juggy

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Jessica Jaymes - Judge Juggy When his client is sued for a sexual misdemeanor, Keiran Lee takes it upon himself to prove to the honorable Jessica Jaymes, a.k.a. Judge Juggy, why having sex at the workplace shouldn’t b...

Lela Star – Infiltrating Kim K

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Lela Star – Infiltrating Kim K After teaching the paparazzi a lesson they’ll never forget, Kim K (Lela Star) is back with a purpose: this time she’ll use her adoring paparazzi to promote her third sex tape! When the p...