Lola Foxx is your Jerk Off Instructor today and she is ready to get you off. Make sure that you have something soft and silky ready (like a scarf or necktie) for your session with Lola. She asks that you wrap your silky material around your dick. Once it is wrapped around your dick, grab the base and start jerking it with a firm grip. You can vary your pace, but if you feel like you might cum, be sure that you hold it in until Lola says you can cum. The sensation of the silk wrapped around your dick is new to you, but you wonder why you never before tried this technique! Additional inspiration comes from Lola when she shows you her small tits. Keep stroking as she takes off her tiny shorts to showcase her pretty ass. You find that you have to slow your pace just a little to maintain control, but when she removes her panties, you go faster. Her petite body is difficult to ignore. Lola wants to share another trick with you. Wrap your silk tightly around the base of your cock, near the balls, so that the blood stays in your cock. Work the head of your cock. Is your cock throbbing now? Lola knew that it would be. She turns around and you see her pink pussy and her pretty ass while you continue to stroke yourself. You finally cum all over her ass and you have never cum so hard before. Lola cannot wait to show you something else the next time you visit with her!

You were looking for your girlfriend, but instead ran into her hot-to-trot MILFy mom. Alana asks how you have been. You feel a little weird, but you find yourself attracted to this older woman. She tells you that it sounds like you and her daughter have fun together. Then she tells you how hard the dating scene is for her. She is hitting on you pretty hard and you simply are unable to resist helping out this needy older lady. Can you show her your cock, please? You show her your cock and she is quite happy with what you have on offering today. Alana kicks off her shoes. Now that your dick is out, can she watch you masturbate? Your hand moves down to your nearly hard shaft and Alana starts stripping off her clothes. This is so very wrong, but it feels so good to you. Her body is in great shape and you wonder if she might ever want to fuck you. For now you continue jacking off for her as she happily shows off her body to you. She soon coaxes an orgasm out of you and she promises not to share your secret with anyone.

Since she is a virgin, Sami likes that you are not trying to pressure her into anything too sexual just yet, but she is ready to move your relationship a little further tonight. She wants to make you cum and you are excited to jerk off for her. Sami has pretty blonde hair and small, perky titties. Remember that she has never seen a guy cum in real life before, so you will be her very first. Tonight is the first time that you get to see her totally naked and you are not disappointed in her taut, petite body. You even love her pierced bellybutton. Such a cock tease, Sami tells you that she wants you to be her first, but not tonight. Just keep stroking yourself for her because she really wants to watch you cum. She suggests that your first experience cumming for her should be on her ass and you agree. Afterward, she offers that the next time you can cum in her mouth.

Lyla cannot and will not fuck your tiny dick, but she wants to play with you today. She asks you to get it nice and hard so that she can compare it to what she really likes. Get it as big as you possibly can! Hold your dick up to her demonstration cock so that she can see how small you really are. Her stunt cock would totally fill up her pussy, but you would never be able to fuck her to find out if you would fill her up. Face it: your dick is totally inadequate no matter how hard you try to jack it. Lyla uses her stunt cock to try to give you some jerk off techniques. Maybe if she shows off her body to you that will help. Even her small titties eclipse your little prick. Lyla is intent on helping you to get the most out of your little dick and she does everything that she knows to do, but your little thing still fails to impress her. She feels badly for your efforts, so she gets totally naked for you. Maybe you should smack her butt hole with your dick. She confesses that she likes sucking off a smaller cock because they are like pacifiers. You would take her any way you could get her, so you do not care that she thinks of your dick as just a pacifier. Lyla wants to hear you beg her to cum today, but you had better not get your jizz in her hair!! You cum when told and she seems pleased with your big load as she rubs your spunk into her titties. She is no longer totally disgusted by you and your little dick.

Daisy tells you from the start that she is horny and she demands that you take your dick out for her. Very quickly she is naked on her bed, showing off her sexy booty. She wants to get messy for you. Reaching over to the nightstand, she pumps out some lube to shine up her ass. With her ass high in the air, she smoothes lube all over her ass till it shines like the sun. Daisy shakes her ass and you watch it wiggle while you stroke yourself. You wish she would let you bend her over and fuck her from behind. You would take both her ass and her pussy and fill her with your cum. That shiny ass teases you and you are ready to nutt all over it. You rub your dick till your balls expel more cum than you ever have before right on that fat, shiny ass.

Why is it that you are choosing to bother sexy redhead Katy? Oh, she knows exactly why you come to her. You are not happy with your wife. It is obvious to her, but she does not want to hear your sob story. Just shut your mouth and give Katy a show right now. Pull your dick out and stroke it for Katy. Oh, if your wife only knew what you were doing right now? Isn't your wife good enough for you? There is no comparison between Katy and your wife. Katy is way hotter than your wife is. Her small tits are so perky. You love her all-natural ginger bush, too, don't you? You want to bury your face in that bush and breathe her scent. She tells you to keep stroking and that you cannot stop until she tells you to stop. She shakes her ass for you because she knows you love a jiggly ass. Are you ready to cum for Katy? She wants your load all over her beautiful body and she plays with her pussy until she cums, too. Now go back up to your wife and Katy will see you later…online, that is.

You had a nice dinner with Lola tonight, but you are a little surprised when she asks to measure your cock. She tells you that she is in search of a man with a big dick and she hopes that you can meet her needs. You get your dick out and she lowers her top to help get you hard as you begin stroking off. Lola checks your length and she is not impressed, so she moves along to the girth measurement. Still she is unimpressed with what you have, so there can be no relationship with Lola. She is not a monster, however, so she decides that she will help you to finish yourself off so that the date was not for nothing. She asks that you jerk your cock and she strips down so that you have something pretty to look at for inspiration. Since you are so good at jacking off, Lola assumes that you do it frequently. As she stands with her ass facing you, you notice the two dermal piercings on her lower back. You wish you could get up close to get a better look, but you decide not to push your luck. Lola is nearly ready for you to pop, so she asks that you jack off faster and faster until you pop right on her tiny titties. You might not have a huge dick, but Lola seems happy with your load.

Belle has heard that you are a foot slave and she is prepared for you. She begins this clip with black strappy wedge platform sandals. Take your cock out of your pants as she removes her shoe. A little dangling piques your interest. She removes the other shoe as she reminds you to stroke your cock to her feet. Both feet are now exposed and she demands that you suck on her toes. You love the light coral polish on her toes, and the polish matches her next pair of shoes perfectly. She slides on patent coral platform heels and she poses in them. You wish she would let you slide your tongue on them and she does! You polish her shoes with your eager tongue just as you have been trained, all the while continuing to stroke your dick. She removes the shoes and lets you have a close-up look and smell of her pretty feet. She is now ready for the final pair. They are the same style as the previous pair, but they are black and in need of your tongue to shine them. Your efforts today have pleased Belle, so she permits you to cum on her pretty feet.

Your step daughter Lara has a question for you. Now that she is in college, she wonders why guys don't seem to be asking her out. Should she stop wearing glasses? Do you think she is cute? You think that she is more than cute, but you try not to be inappropriate. She is actually hot, in your opinion. If she weren't your step daughter, you'd jump her right now. Can you show her just how hot you think she is? Take your dick out and let her see it get hard. She promises not to tell anyone. You unzip your pants and take your dick out. Play with it a little bit to get it hard. You should hold it tighter and stroke it with long strokes, according to Lara. Will taking off her top help you to get that cock nice and hard? She also removes her bra and you gaze upon her milky white titties. They are all-natural and you would love to hold those titties in your hands. Lara already feels better about herself now that she sees the effect her body is having on your dick. Emboldened by this new-found information, she removes the rest of her clothing and she shows off her virgin pussy to you. This makes your dick grow even harder than before! "Keep stroking it, daddy," she urges. As she shows her ass off to you, you decide that the guys at college have no idea just how sexy Lara is. You now cum on that pretty ass and Lara thanks you for helping her to feel better about herself. You're a good daddy.

Charlotte used to come to the pool at the house you now live in and she really misses being able to use it. Do you think that you could make an arrangement so that she could use the pool anytime she wants? She would be willing to spend a little quality time with you if you will agree to let her use the pool anytime she wants. She cannot touch you, but she is definitely able to let you look at her tight body as you play with your dick. Charlotte will even coach you through a jerk off session with her anytime you like. Grab your cock and let her tell you exactly what to do. She explains just what she wants you to do to your cock. Did you know that she is only 18 years old? Her titties look it – they are perky and firm. As she slides off her panties, she can see how turned on you are. Tell her how badly you want to cum. Go on. Tell her. She already knows, but she will let you cum only when she decides it is time. Keep jacking your dick off. Imagine that her little hands are working your fat shaft. She knows that you are almost ready to blow, but you must hold off just a little longer. Spit on your shaft and keep it wet. Are you ready to cum right now? Do it! Cum right on pretty Charlotte. Oh, you naughty boy. Look at the mess you just made! She will go clean up in your pool.