You are very late for your meeting with your boss. She is disappointed in your effort since joining the company and she knows that you have been following her.

You wanted to jerk off to her, so now is your chance. Maybe it is her eye glasses that get you so hard. When you take your dick out of your pants, she is shocked by how small you are. Just to move you along, she shows you her titties. Your little peter is not doing anything for her, so you'd better get it hard quickly.

Wow, she is wearing legwarmers and high heels and your cock springs to life. This pleases her and she hopes that you rubbing one out might get you back on track at work.

Though she is not interested in you, that is okay. You just want something pretty to look at while you stroke away! Her ass is lovely and you are given the chance to kiss your boss' ass.

Finally she removes her panties and you are closer than ever. You are now ordered to your knees (where you know you belong) and you are commanded to put your nose in her pussy. You know that when you are finally permitted to spew your jizz it will be the best work experience ever.

Starring: Beladona Blue
Company: ErosArts, Inc.
Running Time: 7 mins

Watch this clip: Click Here
Buy this clip: Click Here
Pay Per View: Click Here

Do you remember the Bossy Lady Jerk-off Instructions with the sexy Amazon Emilianna? It is our best-selling clip, so we invited this bitchy, bossy, buxom hottie back for another session of jerk off instructions and small penis humiliation. She looks as hot as ever, and she still thinks that you are a pathetic loser who could never have a woman like her. Her long, luscious legs are spread wide as she runs her fingers over her pussy. Throughout the clip, she teases and taunts you with her big, real, fat titties. Don't you wish you could slide your tiny prick between her titties? When this greedy Amazon is ready to take your tiny cock's hot load of spunk, she wants it all over her pink pussy. You won't ever be able to have beautiful Emilianna in person, but you can pretend that you can with this super hot video!
Starring: Emilianna
Company: ErosArts, Inc.
Running Time: 6 mins

Watch this clip: Click Here
Buy this clip: Click Here
Pay Per View: Click Here

You hired your secretary because she looks like a young Mariah Carey. She does not do a very good job, but who cares? She is hot and you don't even care if she can type, but she is thinking about filing sexual harassment charges against you. Maybe you shouldn't have been as forward with her as you have been. You have a lot to lose if she talks, so you will do as she says. Get out that cock and get to work! She totally has the power in this situation, so you do as you are told. She is only 18, but she knows how to wield the power. Her bra is off and she fondles her small tits as she encourages you along through your jerk off session. Lizzie puts her high heels right on the desk and she strokes her pussy through her panties. Now her panties are off and you see that she shaves her pussy. You have never seen a shaved one in person, so your dick bounces to attention. Her hand moves up and down, simulating the motion your hand should be making with your dick. Following her commands should keep you safe at your job, so you listen to her every word. She is rubbing her pussy and she brings herself to an orgasm at the same time as you. This is the best hire that you have ever made.
Starring: Lizzie Tucker
Company: ErosArts, Inc.
Running Time: 7 mins

Watch this clip: Click Here
Buy this clip: Click Here
Pay Per View: Click Here

Uh oh. You are in trouble with your boss. She has called you into her office because she has received a lot of complaints about you. How did someone find out you take jerk off breaks?! As your boss verbally belittles you, your dick grows hard. She has spied on you during one of your jerk breaks and she has not been impressed with your tiny dick. You never noticed before that your boss is hot. She is a blond MILF with a bit of an attitude and you really find yourself turned on by her and her humiliation. Boss Jodi smiles wickedly at you as you jerk your dick right there in her office. She knows that you watch her. She actually starts to rub her clit through her pants because she is mildly amused by your dick-stroking antics. Then she starts to laugh at you. SHE LAUGHS AT YOU. Why the hell does that make your dick tingle so much? You keep going because you really need this job. Then, without warning, Jodi takes her huge titties out of her blouse and you are just a few pumps from cumming. You do your best, but she still makes fun of your small load before dismissing you from her office.
Starring: Jodi West
Company: ErosArts, Inc.
Running Time: 7 mins

Watch this clip: Click Here
Buy this clip: Click Here
Pay Per View: Click Here

Mika knows that you can't find a woman to help you rub one out with your mini-penis. She's very mean and she kind of reminds you of your co-worker…You know the one. She's a lot younger than you, she has an M.B.A., and she thinks that she knows more than you even though you've been working longer than she's been alive. As much as you hate her, you secretly think about her all day long. Here's your chance to interact with her! Mika belittles you while she instructs you what to with your unbelievably small prick. How can something so humiliating feel so good?! Mika is so bossy that she even tells you where she wants you to deposit your spunk: right into her gaping mouth! This is the WMV version for PCs. Please consider the MP4 version for your Mac.
Starring: Mika Tan
Company: ErosArts, Inc.
Running Time: 7 mins

Watch this clip: Click Here
Buy this clip: Click Here
Pay Per View: Click Here

Your new boss wants to be amused and she sees it as your responsibility to do so. She is so hot, but you do not believe what she is asking. When threatened with losing your job, you figure that you should obey her. You begin to stroke your cock right there – in front of her! She cannot be more than 20 years old and now SHE is your boss?! At least you have some eye candy at work. Now in her panties and sitting on her big desk, she shows you exactly how to stroke it. If you cannot make her happy, you will be in the unemployment line. You follow her rhythm as you jerk off for her. Then you notice her long nipples! They have to be at least a quarter inch long – probably more! Amai commands you to the floor and she wants her black high heels covered in your cum. Though not a mean girl, you know that she has you under her control. Before you know what has happened, you are sweetly commanded to deposit your load on her shiny shoes. You do as you are told and you look forward to your next meeting with your boss.
Starring: Amai Liu
Company: ErosArts, Inc.
Running Time: 7 mins

Watch this clip: Click Here
Buy this clip: Click Here
Pay Per View: Click Here

You have been called out by your boss during your yearly work review. If you want to keep your job, there is only one option: humiliation by jerking off in front of your boss. She is hotter than hell, but you are a little scared. This job is important to you, but can you deal with the humiliation of exposing yourself to your female boss? You have no choice. You have to jerk it for your job. Okay, then. You pull out your cock and go to work. Your boss puts her shiny red high heels on her desk and then spreads her legs to reveal her panties. Your predicament pleases Carissa and she smiles wickedly as she confesses that this turns her on a little. When she removes her blouse, you realize what a hot body she really has and then she takes off her bra! For being a mature woman, those tits look fantastic! You wish you could tell someone about this, but doing so would guarantee that your ass would be out on the street looking for a new job. Now her panties are pulled to the side and she strokes her hairless pussy right there in front of you. She has a busy schedule, so you have to cum as instructed. Your boss tells you to cum all over her desk and you do not disappoint, dropping a big load all over it. She is sufficiently pleased with your performance and your job is spared – for now, that is.
Starring: Carissa Montgomery
Company: ErosArts, Inc.
Running Time: 9 mins

Watch this clip: Click Here
Buy this clip: Click Here
Pay Per View: Click Here

Your boss wants you to read a new book that your company is publishing. You are expected to give her a review, but you can't think about the book with her in the same room. Though she is bitchy, there is something about her that you find irresistible. Between the reading material and your sexy boss, you can't control your miserable cock and you get an erection. In order to keep your job, she demands that you stroke your dick off right in front of her. You are humiliated, but you are still very aroused. If you don't stroke it and cum for her, you will be fired. You cannot afford to lose your job, so you oblige her. She reaches out and digs her nails into your nutsack and you are shocked, but you keep stroking your dick. She presents her shaved pussy to you to help you along, but she won't reveal more than just her pussy lips. Dammit, she is a fucking tease! Keep stroking it faster. She is getting impatient with you because she has a lunch date, so you had better hurry the fuck up before you get fired. Jenna demands that you move your hips up and down to fuck your own hand. You are coached to spew forth your man gravy and before you know what has happened, she demands that you get the fuck out of her office.
Starring: Asian Jenna
Company: ErosArts, Inc.
Running Time: 9 mins

Watch this clip: Click Here
Buy this clip: Click Here
Pay Per View: Click Here

Your boss is trying to run her small business, but she knows that there is some sexual tension between the two of you. Consider her attention a job perk. Show her what you are working with, but understand one thing: she is the boss. Her dress is soon crumpled on the floor and she stands in front of you wearing only a black negligee. You are ordered to your knees and you are expected to comply with her every demand. When she turns around, you see a juicy ass and your dick grows even harder. Your new job is to worship your boss' ass. Get your face up in that ass! As she fingers her pussy, you hear how wet she is. The view of her ass is amazing and you cannot believe how lucky you are! Time is money, though, so you are quickly ordered to cum all over her titties. You never knew how much you could like coming to work.
Starring: Candy
Company: ErosArts, Inc.
Running Time: 5 mins

Watch this clip: Click Here
Buy this clip: Click Here
Pay Per View: Click Here

Your new boss at the office is a tasty little redhead. She thinks very little of you and your work abilities. Actually, Vixen generally thinks that you are a complete waste of space; however, she decides to indulge you by carefully explaining how you should jerk off for her. She starts by humiliating your tiny prick, showing you with her fingers exactly how small she thinks your cock is. To help you along, she takes out her titties. She orders you to cum on her glasses while you jerk your cock harder and harder and harder.
Starring: Vixen Vogel
Company: ErosArts, Inc.
Running Time: 7 mins

Watch this clip: Click Here
Buy this clip: Click Here
Pay Per View: Click Here

© 2010 jerkofflessons.com Suffusion WordPress theme by Sayontan Sinha