Jerkoff Instructions - Hosted Galleries


Small Tits,Blondes,18 To 19,Babysitter

Bedtime stroke session with my babysitter Alison Faye

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Why do you need a babysitter? You are 18 years old and your parents simply cannot trust you to be home alone, so they have Alison watching you tonight. There is a special thing that she can do to help you fall asleep since the bedtime story she read you did not do the trick. She really will take good care of you, but you have to keep this a secret. You swear not to tell, so Alison begins instructing you in dick stroking. Just do as she tells you and she promises that you will cum nice and hard and fall right to sleep. Focus on her tits as you handle your shaft. It is very easy to focus on those pierced nipples and perky titties. Alison asks you to stroke your dick harder and you listen to her. She thinks that showing you her ass will be helpful, so she slides off her shorts. Her tight body is perfect inspiration for your bedtime stroke session. When she briefly slides her panties to the side, you see her fleshy pussy lips and you want to see more. She senses your desire and she provides you a better look at her meaty pussy lips. You are nearly ready to jizz, so Alison tells you to jack off faster and to focus on the tip of your dick. Before you realize it, you have exploded all over your babysitter. You will sleep soundly tonight, thanks to Alison!



Small Tits,Step-daughter,Brunettes,Virtual Handjob

Begging daddy for a boob job (with Ashli Orion)

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As Ashli's step father, you have done all that you can to support her through the years. You do everything for her, but she needs a little more today. Look at Ashli's boobs. She says that everyone makes fun of her because her boobs are so small. She really, really wants to get a boob job. That is the only thing that she wants and she will do anything to get it. Her tiny tits seem perfect to you, so you cannot understand why she would want to mess with perfection. She is willing to do anything for a boob job and she makes this imminently clear as she strips down right there on the bed with you. You are asked to pull out your cock by a clearly horny Ashli and you quickly comply. She bends down and takes your hard dick into her mouth before she uses both hands to stroke you. How did your little girl become such a nasty slut?! With both hands firmly wrapped around your big daddy dick, she begs you to pay for her boob job. "Fix them for me, daddy," she pleads. Ashli shows you her pussy, reminding you that her pussy is much tighter than her mother's is. You have never seen Ashli so passionate about anything as she is about getting a boob job. She wants your cum to drip off of her tiny tits and then after her boob job, she promises to let you jizz on her brand-new, big, fake titties.



Asian,Small Tits,Brunettes,Milf

Being neighborly with CeCe Stone

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You let your neighbor CeCe hang out at your place while she waits for the locksmith to show up to her house next door. As the two of you pass the time, CeCe makes her move. Your wife is out running errands and CeCe thinks that it is time. She tells you that she has overheard you and your wife in bed together and she is curious. Maybe you can play with yourself a little so that CeCe can see how big your dick is. Just rub it a little. You barely touch yourself and you immediately see that CeCe is all worked up. She is so worked up that she begins to strip right there in your living room, but you do not stop her. In detail, she describes what she wants you to do to her and she is rather insistent about her desires. CeCe has small titties... just like you love on a girl. She lowers her pants and shows you her soft ass. Keep stroking your dick and do not stop. Her fingers move to her pussy as she encourages you to keep working your cock. Your cock seems to be getting harder as you watch her fingers play with her pink pussy. You can see her wetness. Now CeCe demands that you stroke your dick till you cum all over her.



Blondes,Big Tits,Stockings,Foot Fetish

Being Sarah Jessie's foot slave

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Looking like a Victoria's Secret model, Sarah Jessie knows exactly what you want. You want to play with her sexy feet and toes. That is okay, there is no need to be embarrassed about that. It kind of turns her on! Her feet are size 7 and currently encased in black thigh high stockings with a back seam. She asks you to suck on her toes through the stockings and you do so, while continuing to play with your dick. You see that she is also wearing toe rings. For additional inspiration, she takes off her sexy bra and then tells you to put your cock between the arches of her feet. She moves her feet up and down, surrounding your dick. Since she knows you love her feet so very much, she takes off her stockings to reveal her toes to you. Now you have a good look at those feet. You take a toe into your mouth and suck as hard as you can. She removes the other stocking and you can now gaze upon both of her sexy size sevens. You work those toes of hers with your tongue while you play with your dick. What Sarah wants is for you to cum on her feet and you want that as well. Finally your dick spews a gusher of cum onto her feet and Sarah then asks you to clean off her toes with your tongue.



Blondes,Big Tits,Milf

Best delivery tip EVER from Alura Jenson, the ultra-horny MILF

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You are not the regular delivery boy, and Alura is wondering what you are doing at her home. You are actually in loss prevention, so each time Alura enters the store, you follow her around with the overhead cameras in the store. You are a little embarrassed when she asks why you do that. You are so attracted to MILFy Alura that you just cannot control your urges. Since you have been watching her in the store all this time, she figures that she can show you a little gratitude for delivering her groceries. She spreads her legs and touches herself. Alura demands that you strip naked before anything more happens. If she was not married, she would fuck the hell out of you. Start jacking your dick for Alura and her fat tits and stroke yourself as if you were fucking Alura. She wants you to jack off like you are going to pound her twat into the ground. Do not be gentle with Alura because she already has an inept lover. Fuck her like you have something to prove. Her words resonate with you and you jack yourself off harder than you ever thought that you could. You are a little shocked by how nasty Alura is and you can no longer hold back your sperm. She rubs herself to orgasm and you blow a fat nutt all over her. This is the best delivery tip ever!



Brunettes,Big Tits,Babysitter

BEST. BABYSITTER. EVER. (with Brooklyn Chase)

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You are being babysat by Brooklyn, even though you are 19 years old. Your parents do not trust you to stay home and behave, so they invited Brooklyn to watch you. She knows how to entertain kids with games like Candy Land, but she has something else in mind for you. You might as well enjoy one another, right? Brooklyn asks you to stroke off for her because it turns her on more than anything. Luckily for you, your dick is an impressive offering. Equally impressive are Brooklyn's big boobs, but you are eager to see her ass. You are humbled by her body and she happily shows you her big tits. They are DDs and perfect. It is now that she informs you that you have made her pussy nice and wet. Show Brooklyn how you like to jerk off. She cannot wait to see how big your load will be. What do you think of her pussy? It is shaven and it looks very tight. You are told to jerk yourself off right onto Brooklyn's big DD tits and you deliver. You have to keep this quiet if you want to see Brooklyn again.



Blondes,Boss / Secretary,Big Tits,Milf

Best. Interview. Ever. (with Brenda James)

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You have applied to a job that requires a male to fill the role, so you have that much going for you. Your potential boss Brenda has a very good reason why she is looking for a male secretary. Brenda is seeking someone who can help to relieve her stress. This can only be accomplished when she watches a man jerk off for her. The more cum you produce, the better for Brenda. Do you think that you can meet her demands? Now is the time to show her what you are made of, so unzip your pants. Immediately she likes your dick, but ultimately, there is more to this job than just having a nice cock. As you begin working your dick over, Brenda unbuttons her blouse. She is unable to resist putting her fingers on her pussy as she tells you that she requires this activity at least three times each day. You feel confident that you can meet her needs as you continue stroking yourself. Brenda is nearly ready to cum and she wants you to do the same. "Put your cum all over me," she huffs. You deliver your best sperm sample to your potential boss and you pray that you will get this job.



Step-daughter,Blondes,Bratty Girl

Better than mommy (with Allysin Wonderland)

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Allysin questions why you married her mother. You are a hot guy and she knows that you noticed her, but you still married her mother. What is the deal with that, anyway? Well, she just got a phone call from her mother and it seems that she will not be home again tonight. Allysin thinks that you need a little extra attention and she is just the woman to give it to you. If you were hers, Allysin says that she would kiss on you all the time. She would take the very best care of you. Well, tonight is her chance to show you just how well she would care for you. Get out your dick and let her show you. She eagerly reaches over to take your dick in her hand and she then asks you to work on it for her. It turns her on to see a man play with himself and you are happy to comply with her request. You can tell that she is getting quite turned on. Her breathing picks up and she cannot resist taking off her clothes. Her bra and panties are the set you bought just for her, though you never actually thought you would see her wearing them. Now you want nothing more than to see her throw them onto the floor. She takes off the panties and she plays with her pussy and she tells you that she wants to taste your cum. You are happy to give her what she wants! Allysin fingers her pussy with two fingers as she calls you "daddy" and she begs you to cum for her. You explode a big load onto your step daughter, just as she requested. Allysin then thanks you for your cum.