You took Jessica on a nice dinner date, but she feels that she was catfished by you. Your profile pictures were not accurate at all. She thinks that you are a sweet guy, but she also thinks that you should represent yourself more accurately. In any case, she asks you to jerk off for her and you jump at the chance. She is clearly out of your league, so you are happy for any attention she gives you. Be aware that this is a one-time thing, so you had better enjoy yourself! She asks you to start jerking yourself off as she lifts off her little black dress. Her matching bra and panties make your dick grow even harder than before. You can smell the lotion she is wearing. Jessica is the consummate tease, expertly guiding you through a jerk off session. Imagine your cock sliding deep inside of her pink cunt as your hand rubs up and down your shaft. Jessica spreads her legs and you see her hairy pink pussy before she encourages you to cum all over her.

Blair grew up in a conservative home and her father is a preacher. She gets a warm feeling, however, when she looks at the bulge in your pants. Will you show her what’s in there? Of course you will! You get out your dick and Blair is excited. She asks you to feel your cock and do what feels right to you, so you start jacking off right there. You ask her to remove her sweater and she figures that if you only look at her, it will be okay. She takes off her pretty bra, too. Would you like her to remove her skirt? You have to promise not to tell anyone! She slides down her tight skirt and her thong and now this innocent girl is totally naked right in front of you. Her dirty talk surprises you and turns you on even more. Blair begins playing with her pussy as she begs you to continue jerking yourself off for her. Now she begs you to cum for her and you do as she asks. Starring Blair Williams

Kacie heard something about you and she wants to talk to you about what she heard. She heard you might be insecure about the size of your dick. Your stepfather is rumored not to have a big dick, so Kacie wonders if it might be hereditary. You are her stepbrother, so it wouldn't be weird, right? So just let her see your dick for herself. She promises not to tell anyone. You show her your dick and she immediately understands your issue. She has never seen one that small before and she asks you to make it hard to see if it gets any larger. Do you use two fingers to jerk off? You certainly do not need both hands for your little thing. Kacie definitely wants to watch you jerk off that little prick. You have normal sized balls, so maybe you can cum normally. Go ahead and show Kacie how you cum. She takes off her t-shirt and you get to see your stepsister's tiny titties. She is very petite and she has some tattoos, which you like. She does encourage you to stroke your tiny dick because she is eager to see how much of a load you can work out of yourself. At least your load is somewhat reasonable, but Kacie suspects that you will never be able to please a woman with your little thing.

Hope thinks that your girlfriend left you alone with her because she wants Hope to suck your cock. You are not sure that you agree with that, but why on earth would you turn down some sexy time with Hope? You do not hesitate when she asks to see your dick and when you show her what you have, she is definitely impressed. Hope asks you to stroke your dick as she takes down the top of her dress. Her titties look soft and perky. Hope confesses how much she loves doing things she should not be doing, so she is really going to take things further. She happily reveals her pussy to you as you keep on stroking off. Her ass is mighty nice, too, you observe. She orders you to stroke faster and she likes having control over your dick like this. You follow her every command because you want her to like you enough to do this again sometime. That is very good... long strokes... yes, just like that. She asks you to rub the spot under your dick near the head and you do. It feels so good! Her pretty pink pussy is right there in front of you and this is when Hope asks about where you would like to cum today. Hope tells you to jerk your dick faster and faster until you finally cum, and she wants your cum all over her. Your dick explodes and Hope again swears you to secrecy about your special time together today. Don't ask, don't tell!

Jayden wants to talk about the other night. She needs money and could never have guessed that you, her stepbrother, would come into the strip club where she was picking up a few shifts. What does she have to do to keep your silence? She will give you a VIP show right now if you agree. Please? This will be way better than what she could give you at the club. She sees your growing bulge and she knows you are in. You do have a hot stepsister. Her red hair and perfect titties are the stuff you jerk off to at night. Jayden loves watching you handle yourself so strongly. You love it when she presents her ass nice and high for you. Each stroke brings your orgasm just a little closer, but you will not cum just yet. Finally she removes her very short denim shorts, though she leaves on her shoes. You admire her fat pussy lips when she spreads her long legs. You are almost ready to cum and you work out the biggest load you ever have – just for your sexy stepsister.

You want to fuck your wife's friend Carey, but she refuses to fuck you. What she will do, however, is to release some sexual energy. Just do as you are told. Unzip your pants and let them fall to the floor. You catch a glimpse of her white panties before you ask her exactly how she wants you to handle your dick. Carey tells you just how she wants to see you do it right before she shows off her big boobs. Your wife told Carey how much you love a big ass, so she stands up and shows you her big, juicy booty. She slides down her white panties and lets you see everything she has to offer, even though you can never fuck her. With her legs spread nice and wide, Carey demonstrates for you a few jerk off techniques. You love thick women like Carey. She is ready for you to finish yourself off and she demands your load all over her big tits. You are then sworn to secrecy before she dismisses you.

Jaclyn looks a little bit like Angelina Jolie, but prettier. Her brunette hair is long and shiny. She offers to take care of you if you will give her free piano lessons. You do not need her to ask twice and you take your dick out and quickly get to stroking. She is quickly turned on and she cannot resist showing you her big, fake titties and sliding off her shorts. Her shaved pussy is fully spread, as if she were waiting for your cock to plunge deep inside of her warm, wet hole. She gets onto the piano bench on her knees so you can look at her ass as she grinds back and forth. Jaclyn cannot keep her hands off of her pussy as she talks you through your jerk off lesson. "I want you to drain those balls all over me, baby," she moans. You can see her nipples are hard and you just want to cum right now. Wait until she asks for your load, though. Just a little longer...a little longer...Now! Drain those balls all over her big titties!

Tracey is looking out for her younger, virgin sister when she talks to you. Her sister is your girlfriend, but Tracey does not want her sister losing her virginity to her sweet sister. Tracey wants to make sure that you dump your loads before you get to her sister. The plan is to help you to get off before her sister comes home, so get your dick out and start stroking it. You never would turn down such an offer, so you whip out your dick and begin. Tracey reveals her titties to you as inspiration, but she reminds you that this is a confidential transaction to be shared with no one. You agree to the terms. She asks you to think about squeezing her soft tits, though you already were thinking about doing just that. Her body is so sexy and her skin looks so smooth. When she shows you her pussy, her bush surprises you - and in a very good way! Not many girls seem to have a bush, so you definitely appreciate what you see before you. You also note that her pussy looks wet and you know that is just for you. Tracey gyrates her hips as if she were riding you and she asks if you want her to be on top. This girl knows exactly how to get to you. Go ahead and give your dick a twist at the head as you speed up your pace. Yes, move your hand to the rhythm of her gyrating hips. You cum and then she promises you the same treatment each time you visit her sister.

Bobbi wastes no time. She takes off her bra, exposing her tiny titties and pierced nipples. Then she drips some lube onto them and massages them. Your dick gets hard in two seconds. You start jacking yourself off as she continues playing with her titties. She asks that you mark your territory (her!!) with the fattest load you can give her.

You were standing outside Ashley's door listening to her talk dirty to her boyfriend. She invites you in, but you have to be quiet. She is telling her boyfriend how to jack off over the phone, but you are invited to join in with her in person. You cannot speak. Ashley is doing all the talking and she seems to be enjoying having two men jack off to her at the same time. When she takes off her shirt, you see her perky titties and her erect nipples. That her boyfriend has no idea you are there is a total turn on. Ashley plays with her pussy as you continue to jack off in her bedroom. You see her pink pussy has huge labia. Those meat flaps would wrap around your shaft nicely as you plunged into her pussy. Her tan lines turn you on. Pretty much everything about Ashley turns you on, though. She directs the both of you to keep stroking your cocks. She tells you to stroke your dick like you are fucking her and you pick up the pace until you release all over her.