https://www.fapbox.com/tags/boss-lady/ Thu 04 Jun 2026 22:20:58 +0200 https://www.fapbox.com/videos/33821284/auntjudys-chubby-bbw-boss-lady-megan-milly-hires-you-as-her-personal-assistant-pov/
In this sexy POV Experience, Chubby BBW MILF Boss Lady Megan Milly hires you as her new personal assistant, then gets right to putting you to work. She strips down to her sexy stockings, shows off her big ass, then jacks you off and sucks your cock until you shoot your hot load! Another gem from AuntJudy's Unrivaled Collection of Mature Women and MILFs. ]]> Wed 16 Apr 2025 05:38:41 +0200 https://www.fapbox.com/videos/33821284/auntjudys-chubby-bbw-boss-lady-megan-milly-hires-you-as-her-personal-assistant-pov/ https://www.fapbox.com/videos/33814960/auntjudys-curvy-milf-kjirsten-jensen-interviews-you-for-a-job-pov/
Curvy MILF Kjirsten Jensen interviews you for a job and notices you checking her out. She knows it's inappropriate, but she pulls out her big natural tits, strips down to her sexy lingerie, then sucks your cock before letting you fuck her wet Mature MILF pussy until you shoot your load! Another gem from AuntJudy's Unrivaled Collection of Mature Amateurs and Amateur MILFs. ]]> Mon 07 Apr 2025 04:15:08 +0200 https://www.fapbox.com/videos/33814960/auntjudys-curvy-milf-kjirsten-jensen-interviews-you-for-a-job-pov/ https://www.fapbox.com/videos/33720268/danica-dillon-boss-lady/
Working for his wife's best friend becomes unmanageable for Ryan when he can no longer oppose her physical advances. ]]> Fri 21 Mar 2025 04:40:34 +0200 https://www.fapbox.com/videos/33720268/danica-dillon-boss-lady/ https://www.fapbox.com/videos/33726972/chanel-preston-boss-lady/
When Chanel can't get an employee to confess who forged a company check using traditional punishment, sex becomes her most powerful weapon. ]]> Thu 20 Mar 2025 23:08:10 +0200 https://www.fapbox.com/videos/33726972/chanel-preston-boss-lady/ https://www.fapbox.com/videos/33748592/karmen-karma-boss-lady/
Over demanding and bossy Karmen Karma has one last job for us to do for her in the bathroom. Little did we know it meant our hard cock filling her empty pink hole, boosting up her self confidence and unloading tons of cum on her huge tits. ]]> Wed 19 Mar 2025 10:15:21 +0200 https://www.fapbox.com/videos/33748592/karmen-karma-boss-lady/ https://www.fapbox.com/videos/33716997/auntjudysxxx-busty-boss-lady-marie-gets-fucked-at-the-office/
Busty MILF Boss Lady Marie gets fucked at the office by her employee! She strips down to her sexy stockings and lingerie, pulls out her big natural tits, then sucks his cock before letting him fuck her tight wet MILF pussy! A little taste of Hardcore Home Cookin' from AuntJudy's XXX. ]]> Tue 18 Mar 2025 10:58:47 +0200 https://www.fapbox.com/videos/33716997/auntjudysxxx-busty-boss-lady-marie-gets-fucked-at-the-office/ https://www.fapbox.com/videos/33733957/auntjudysxxx-making-yourself-useful-to-your-busty-milf-boss-keira/
Your Busty MILF Boss Keira wants to suck you cock, and who are you to say no? Keira strips down to her sexy stockings and high heels, pulls out her Big Natural Tits, then jacks you off and sucks your cock until you cum! A little taste of our intimate "POV Office Experience" Collection from AuntJudy's XXX. ]]> Sat 04 Jan 2025 15:57:44 +0200 https://www.fapbox.com/videos/33733957/auntjudysxxx-making-yourself-useful-to-your-busty-milf-boss-keira/ https://www.fapbox.com/videos/33748064/auntjudysxxx-busty-boss-milf-maisie-lewis-fucks-her-employee-at-the-office/
Busty Boss MILF Maisie Lewis knows it's not appropriate workplace behavior, but she pulls out her Big Natural MILF Tits, strips down to her sexy stockings, then sucks her employee's cock before letting him fuck her wet MILF pussy and finish up by shooting his load in her mouth! A little taste of Hardcore Home Cookin' from AuntJudy's XXX. ]]> Thu 26 Dec 2024 07:20:47 +0200 https://www.fapbox.com/videos/33748064/auntjudysxxx-busty-boss-milf-maisie-lewis-fucks-her-employee-at-the-office/ https://www.fapbox.com/videos/33726718/kissing-boss-lady-kisses-and-femdom/
A hot blonde boss lady has her new intern trained and shows her exactly how she expects her to do her work around the office. ]]> Thu 14 Nov 2024 08:57:24 +0200 https://www.fapbox.com/videos/33726718/kissing-boss-lady-kisses-and-femdom/ https://www.fapbox.com/videos/33805799/auntjudy-sxxx-40yo-busty-bbw-office-milf-cassy-fucks-the-it-guy/
40 year-old Busty BBW Office MILF Cassy is working late at the Office and feeling horny. The office IT guy is helping her with the computer, but Cassy has other things on her mind! She pulls out her Big Natural Tits, then sucks his cock and lets the IT guy fuck and CREAMPIE her Hairy MILF Pussy! A little taste of Hardcore Home Cookin' from AuntJudy's XXX. ]]> Mon 07 Oct 2024 11:30:53 +0200 https://www.fapbox.com/videos/33805799/auntjudy-sxxx-40yo-busty-bbw-office-milf-cassy-fucks-the-it-guy/ https://www.fapbox.com/videos/33757441/in-your-boss-s-cumming-office-you-get-hot-cumshots-during-your-lunch-break/
Every day during your lunch break you have to appear at your boss's office. You then have to kneel on the floor and stare at your boss while masturbating your cock! Today you should play with your nipples and jerk your cock to it! There are other employees who also have to come to see me during their lunch break! In this way I increase the performance of my employees! I'm watching you closely! Masturbate and squirt for your boss! ]]> Mon 09 Sep 2024 13:08:46 +0200 https://www.fapbox.com/videos/33757441/in-your-boss-s-cumming-office-you-get-hot-cumshots-during-your-lunch-break/ https://www.fapbox.com/videos/33788376/auntjudysxxx-curvy-big-booty-redhead-milf-boss-juliet-fucks-her-employee/
In her ajx debut, curvy big booty redhead milf boss lady juliet strips down to her sexy stockings & lingerie, pulls out her big natural tits, shows off her big plump ass, then sucks her employee's cock before bending over so he can fuck her tight wet milf pussy until he shoots his load all over her face and in her mouth! Just a little taste of hardcore home cookin' from stepaunt judy's xxx. ]]> Mon 22 Jul 2024 04:18:01 +0200 https://www.fapbox.com/videos/33788376/auntjudysxxx-curvy-big-booty-redhead-milf-boss-juliet-fucks-her-employee/