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Jerk Off Instructions #34 – Bitchy Bosses Favorite

Four mean bosses make you jerk off in this installation of Jerk Off Instructions.  Read More

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Eros Arts
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You’ve always had a secret desire to be degraded by your sexy boss. Four mean bosses make you jerk off in this installation of Jerk Off Instructions.

Jessie is interviewing for a personal assistant. Do you have good office skills? If so, you might be the right candidate; however, there is another requirement for this job. You have to show your potential new boss your jerking technique. She is a bit of a cougar and she works very hard. To help her through the day, she would require that you jerk off for her twice a day. She would play with her pussy while you jerk off. This might be the best job interview ever! You love those small tits and you wonder if she always forgets to wear her panties. This is a demanding job, so if you cannot handle jerking off for her on demand twice a day, you should look elsewhere. You are pretty sure that you can handle this job, though, so you keep stroking. She wonders how good you are at eating pussy, so she gives you the opportunity to try. Jessie is definitely impressed with your skill set. You are asked to cum on her small tits and you do not want to ruin your chance for this job, so you give it to her. Jessie gives you the job and demands that you arrive on time on Monday.

Your boss wants to see you jerk off. She knows that you are just a pervert and you cannot do your job correctly, so amuse her. Get out that dick and jerk it. At least it seems that you know how to do that. You should be an expert at it based on what your boss sees at work. All you do is stare at girls in the office and run to the bathroom to rub one out. Come on, ass hole, jerk that cock! She smiles at you and you think that she might like you. You are wrong. Anna just thinks that you are a freak and you are here only to amuse her. Maybe she will do this with you every morning before work so that you can concentrate on your job. After all, if your balls are empty, your brain can function. Boss Anna gives you a look at her bra and you take a mental picture so that you can jerk off to her again. Anna then orders you to cum and you happily oblige her.

Runtime (Stream, Download): 27 minutes


Also Starring:

Anna Graham  |  Jessie Fontana


Michael Diamond

Series: Jerk Off Instructions

Jerk Off Instructions #51 - Foot Fetish

Jerk Off Instructions #50 - Jerking For My Step-Mother

Jerk Off Instructions #48 - My Girlfriend's Daughter

Jerk Off Instructions #47 - Panty Fetish

Jerk Off Instructions #46 - Jerk It For Me Daddy

Jerk Off Instructions #44 - Multiple Girls

Jerk Off Instructions #41 - Two Girls

Jerk Off Instructions - Talia Palmer

Jerk Off Instructions - Jordan Kingsley

Jerk Off Instructions - Miss Crash

Jerk Off Instructions - Sasha Sweet

Jerk Off Instructions - Lylith LaVey

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