Jerkoff Instructions - Hosted Galleries


Brunettes,Doctor,Milf

"Squeeze the tip" dick therapy session with Holly West

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Holly is an in-home sex therapist. She makes it clear that she is not an escort, nor will she touch you. Her job is to help you through your premature ejaculation issues. Her professional demeanor is encouraging, but you find yourself turned on by her appearance. She is a sexy brunette who wears eyeglasses. She tells you to take your penis out of your pants and to stroke it very slowly. Take your time. Breathe. Yes, that is very good. If you feel like you might be getting close to an orgasm, she tells you that you can squeeze the head of your dick nice and hard to calm down. Holly seems to know what she is doing. She first takes her breasts out to offer you some visual stimulation. Can you maintain control of your cock? You are doing very well! She wants to see how you do when she slide off her skirt. If you feel like you are getting close to an orgasm, pinch the tip of your dick and count to 5. You are making excellent progress already! Keep stroking it. Now, get a visual of her vagina. It is okay - just relax and breathe. Stroke your dick nice and hard. Yes. Now squeeze the tip. Count to 5. Release. Now keep stroking. Do you think you are ready for the orgasm? Okay, go harder and faster. No, you have to squeeze the tip again. See how easy this is? Pick up the pace and pinch it. You have to go up and then down a few times to get more control of your dick. Are you ready to ejaculate now for real? Come closer and let loose on those sexy titties. You did an excellent job today and Holly looks forward to future sessions with you.



Blondes,Big Tits,Milf

(720p - WMV)

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Cherie is pleased with the work you and your crew are doing in her yard. She noticed that you and the rest of the landscaping team look sexy as you worked in the heat outside. Maybe you can earn an extra tip today if you do a little extra indoor work for this horny housewife. She is very sexy and you cannot resist an offer to release your cock and rub one out. What you have to offer is more than what Cherie could have hoped for today and this gets her all worked up. She exposes her big tits as she encourages you to jack off and to play with your balls. She is unable to control herself and she takes off her dress. Cherie wants to crush your cock between her fat titties. Then she gets up to let you see her ass. When she fucks her husband tonight, she is going to imagine that you are fucking her in the ass. That makes you grow even harder! You have not seen this side of Cherie before and you want more. She slaps her pussy as she tells you that your cock should be slamming into her pussy. Maybe you could fuck her pussy, then her ass, and then shove your nasty dick right into her mouth. That is enough to make you explode right into this horny housewife's mouth.



Redheads,Big Tits,Milf,Neighbor

A big load for my MILF neighbor (with Syren DeMer)

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Your mom's neighbor Syren needs a young, strong boy to help move some things out of her garage, and she suggested that Syren should contact you. In reality, however, Syren really wants to talk to you about what she sees you doing every day. The secret is out now and Syren really wants to help you with your dick. She is the sexiest neighbor you have and you are a little embarrassed that she is sitting on your bed asking to see what is in your pants. You are not embarrassed enough not to show her, so you whip out your dick and start jacking it. Syren's nipples are already hard for you and her big titties look so soft and luscious that you just want to reach over and grab them. Your hands stay firmly on your dick as she asks you what your favorite porn is. She quickly surmises that you love MILFs with big titties who like to give orders to younger men just like you. Syren knows what she wants and that is to see you cum for her. She becomes more excited and she is able to get a fat sperm deposit out of you quicker than you thought she would.



Step-sister,Redheads

A big load for my step sister Marie

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You are a voyeur and you have just been caught in the act. Your step sister Marie does not seem to mind that you were watching her. In fact, she sometimes watches you. This nearly makes your dick explode. SHE WATCHES YOU, TOO!! Maybe you can both play with yourselves together today. She removes her pajama bottoms and asks that you start stroking your cock. Her pink, hairless pussy looks so good to you that your dick is instantly erect. Her pretty red hair also piques your interest. Her skin looks so soft and smooth and her titties seem to be perfect. Her fingers move over her pussy and she says that she sometimes thinks about you when she masturbates. Do you ever hear her doing it? You are given an invitation to watch her anytime you want, as long as you are quiet. You cannot let your parents find out what you are doing!! Marie's pussy should be wrapped around your dick, but she is your step sister and you have to draw the line somewhere. You continue stroking your dick with Marie, hoping that you will soon cum. As she repositions herself with her ass high in the air, it is all you can do not to slide your dick into her warm pussy. You maintain control for now, but Marie can see that you are getting close to your orgasm. Do you want Marie to cum with you? She wants that also, but she wants you to shoot your jizz onto her pussy as you cum in unison. Marie is working herself into a frenzy and she begs you to cum on her pussy.



Brunettes,Big Tits,Tattoos

A big load of cum for Lylith LaVey

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You will not be having sex with Lylith tonight because her roommate fell asleep in her bed. Instead, however, Lylith wants to help you jerk off on the couch, but you have to be quiet and not spill your seed on the couch. You agree and you take your dick out as Lylith slides off her top. Her fat titties are soon fully exposed. You want to put your face between them until you lose your breath. Lylith then slides her panties to the side and you notice that she has a piercing on her hood. You really want a closer look, but that will have to wait till next time. She tells you to squeeze your cock nice and hard with each stroke before she turns around to show off her ass to you. Lylith is eager to see you cum and you are definitely eager to cum for her, so you pick your pace up and work yourself up a little more. It is time to cum right now, so milk out every single drop of jizz from your balls.



Small Tits,Blondes,Facial,College Girl

A computer nerd's jack off session with Kelly Klass

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Kelly is so happy that you are her friend because you helped to fix her computer. She cannot afford to pay you with money, but she has something else in mind. You are not exactly on the same level as Kelly is, or so she says, and she feels that if she gives you a little pleasure that this would be a good deal for you. She asks you to take your dick out and she immediately takes it into her hand. How do you like it to be stroked? Show Kelly what you like as she strips down for you. You love her petite body and tiny tits and ass. She tells you to move close so that she can have a few more strokes on your dick. You take your dick in your hand again and Kelly spreads her big pussy lips. Once again she takes your cock into her hand and you give thanks to the universe that you are a computer geek. Kelly tells you that she wants to work your cum out of your cock and balls and she works you over until she feels that you are ready to blow your load onto her face and tits. You finish yourself off as she asked and she is happy with your fat load of cum.



Step-daughter,Blondes,18 To 19

A crush on my step dad (with Britney Young)

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Britney heard you and her mother arguing earlier today and she has come to talk to you. Britney thinks that her mom is a bitch and that you, as her step father, deserve better than her mother. Does her mother even put out any more? Perhaps Britney can help you with your needs instead. You are not exactly related - you are her step father, so it is not completely wrong, right? You take your dick out and your step daughter is happy with what you have to offer. In fact, she confesses that she wears your shirts to bed so that she can smell you. She has a crush on you and she then asks if you want your shirt back. She removes it to give back to you and you see her perky, full titties. They are in much better shape than her mother's tits are. She slides down her shorts and you see her tight, fresh pussy. As she encourages you to stroke your dick, you wonder what took her so long to act on her urges. Britney is now ready to take your cum and you coat her tits with a huge load, much to your step daughter's pleasure.



Redheads,Humiliation,Milf,Cuckold

A cuckolding fantasy with Marie McCray

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Marie read an article and now she has an idea. She wonders if you might be interested in having one of your friends come over to fuck her. Would you do it? Marie might, but for now, she asks that you both fantasize about it. Pull that cock out and start thinking about Marie fucking your best friend. What do you think he would do with Marie? Would he spank her ass? What would you be doing? Would you be sitting in the corner of the room watching or would you be more of a peeping pervert watching from outside? Marie wonders if your friend has as nice a cock as you do. You think about your friend slapping her face with his hard dick as you continue to stroke off. Marie vividly describes all the ways that your friend might violate her pretty holes and she confesses that it is turning her on to think about this. How much cum can you muster today for sexy Marie?



Blondes,Big Tits

A different kind of Family Game Night with Alix Lynx

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Alix is totally over Family Game Night. She would rather be out with her friends at a party, but she is playing cards with you instead. You just lost a game of strip blackjack and when you take off your underwear, your hard cock is on display. Alix has something in mind instead of card games. She wants to watch you jerk off to her. Do you want to see her tits? Okay, she pulls off her bra and you finally get to see her titties. Keep stroking your dick or she will put all her clothes back on. She takes off her panties and leans back to play with her pussy. Will you cum along with Alix or will you cum all by yourself?



Small Tits,Latina,Facial,18 To 19,Babysitter

A facial for my babysitter (with Josie Jagger)

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Your babysitter Josie is over to sit with your kids - or at least she thinks that is why she is there. Your wife is not there and you confess to Josie that you and your wife are having some troubles. Josie offers her help, but she does not feel right about physically interacting with you. Maybe you can jack off while you watch her. Josie is a cute girl and you thought that she was innocent, but since she is willing to help you to get off, you realize you were wrong about her. Soon her bra is off and she asks if you want to slide your dick between her titties. Even better, she stands up and lets her shorts slide to the floor. Her ass is nearly perfect and you wish you could reach out and touch her soft skin. Josie tells you to grab your dick nice and hard to simulate fucking her very tight pussy. It is almost too much for you to handle when she takes off her panties to expose her pussy, but you remain in control and continue to masturbate to your babysitter. Josie is now ready for you to cum on her face and you give your nasty babysitter just what she wants.