Holly had a great time last night, but you passed out and did not even get to cum. This morning she wants you to cum as hard as she did last night. Get your cock out and jerk it off for Holly. Use both hands and go slowly. Yes, just like that. Now spit on it. Holly spreads her legs and shows off her pussy to you. It is a pity that you did not cum last night, but Holly will help you cum right now. She is very clear in her instructions to you about how she wants you to work yourself over. You are tired from last night, so you appreciate her direction. Maybe today Holly will let you cum on her pussy. She is making sure that you give your balls some special attention as well. Then she asks you to jerk your dick with your left hand only and then she demands that you cum for her. You bring yourself to an orgasm with your left hand and you cum right on her floor - just as she asked you to. Then you are ordered to clean up your nasty mess and to get the fuck out of her house.

You have repaired Kasey's dishwasher and she now has another request. After watching you fix the dishwasher she is turned on. You are so sexy! She cuts right to it: she wants you to jerk off while she watches. You have some time before your next job, right? You feel like you're in a porn movie, but you go along with it. After all, you love jerking off to sexy girls, so it makes sense to do it with a real girl in person. Soon she is taking off her clothes and you wonder exactly what might happen next. Starring Kasey Warner

Today Kimber is really excited to be with you. She thinks about fucking you all the time, but she does not want to get fired. You work together and she wants to be careful. Maybe instead of fucking you there is something else that you can do and not even touch one another. Will you let her see your cock and then jerk off for her? Of course you agree to this! You are happy to show her your big dick and she is eager to watch you stroke yourself. Kimber takes off her top and lets you see her small tits. She is obviously turned on by you, but she really needs to keep her job. She knows that if she takes off her pants your dick will get even harder, so she slinks out of her tight black leggings. You feel like she might have done this before because she really seems to know how to tell you how to jerk off your dick. Can you see how wet her pussy is? When she puts her ass in the air, you almost put your hands on her, but she stops you. You really like the teasing aspect of your time with Kimber, but you really need to cum. Soon she begs you to cum on her and you drench her with your sperm.

Today you will finally get to jerk off for Courtney Shea, but you will have to abide by her rules. When she blows her whistle, you have to stop. Are you ready? Go! She sits and watches you handle your meat. Knowing that you are under her control is appealing. Courtney lets you have a look at one of her pierced nipples and you hope that she might show you more soon. She is somewhat disgusted by you, but at least she is taking some time with you. Each time she blows her whistle, you must stop touching yourself. It is difficult, but you want to do whatever you can to make Courtney happy. Her pretty, round ass is on display as she again allows you to stroke off. Her titties jiggle subtly as her hand moves in the classic JO motion. As she plays with her pussy, she blows the whistle. It is frustrating not to be able to touch yourself as she touches herself, but you must follow her lead. Did you know that it turns Courtney on a lot when you listen to her? That is all the motivation that you need. When she finally counts down to your orgasm, you realize just how lucky you are that she was kind enough to spend some time with you, as she continues to exert her control over your dick.

Your dad's new wife is not happy that you are living with them while you figure out your life. She hates what a lazy slob you are and she wants you out of the house. How is it that you are so useless when your dad is so great? Your real mom must be a disaster. You hate your dad's wife, but she is super hot. You happen to like bitches like her. Your stepmom wants to watch you stroke yourself off right now, so get out that dick right now. She lets you see her small tits and she continues to talk down to you. As long as you can get your nutt, you don’t care how mean she is to you.

You forgot the condoms for a fun night with Anya, but she wants to make sure that you get what you need anyway. She wants you to stroke it while you watch her and you think that is a good idea, especially when she turns around and shows off her ass. You love her round butt and it always makes your dick hard when you see it. Anya takes out her titties and you watch her take off the lingerie and thong she was wearing. When she is totally naked, you regret not stopping off to buy those condoms. You do know what you are missing, but at least you get to rub one out with Anya. She loves to watch you jack off and even more she loves when you cum on her. Tonight you drop your load all over pretty Anya and you vow never to forget condoms again.

Kasey is thankful that you rescued her after some car trouble. None of her other friends answered her phone call, but you did and she wants to make sure that you know exactly how grateful she is for your help. You want to fuck her and she knows it, but that is not going to happen tonight. She suggests helping you to cum would be an alternative. Kasey sees your growing bulge and she tells you to undo your pants and pull out your cock. Then she confesses she has thought about what your cock would look like in your hands. Now she will find out for herself. She is obviously turned on as you begin to handle your business and she takes off her shirt. Soon she pulls down her bra and you see her perky tits. She tells you that she wants you to cover her with your cum and that she wants to lick it off of your cock. Then she pulls aside her panties and you see some dark hair on her pussy. You are turned on more now because so few girls actually have a bush. She rubs her pussy hair and asks if you want to cum on her bush. You quickly expel your hot cum onto her dark pussy hair and she puts her finger down there and tastes your load. You will always answer the phone when Kasey calls!

Your mom's friend Holly is concerned that you have found some naughty photos on her computer. She is concerned that you will say something to your mom, but she is hoping that there is something that she can do to make you keep this a secret. Holly knows that you jerked off to her photos and she figures that you jerking off to her in person might motivate you to keep this secret. She is correct. You take your dick out and Holly asks you to stroke it for her. Did you like seeing her playing with herself? For an older woman, Holly certainly is open about her sexuality. Just watching you turns her on. Do you like her big titties? She knows that you do. She stands up and shows you her shapely ass as she smacks it a few times. Do you know that you are making her nice and wet? She urges you to stroke your cock with both hands. Yes, just like that - and twist the head a little. You wish she would allow you to titty fuck her. As she lowers her panties, she is sure to spread herself wide open so that you can see everything she has to offer. Even though she knows you want to cover her tits with your sperm, she commands you to cum on her wet pussy. You cannot refuse her and you unload right onto her wet MILF pussy.

Belle wants to join a sorority full of all the popular girls. A requirement of pledging is that she has to get a photo of a guy jacking off. Will you please let her take a picture if she helps you? You are her step brother and she does not know anyone else in the area, so this would really help her. Since you are such a good guy, you immediately comply with her request. She begins taking photos, but she quickly removes her dress so that you have some inspiration. Don't be shy because she knows you have been peeping on her around the house. Belle is surprised to be turned on by watching you jack off. She snaps a photo for her assignment, but she does not leave the room. She does, however, show off her pussy to you. Her fingers work her pussy and your hands keep working your cock. Belle turns around and shakes her jiggly ass because she knows how close you are to your orgasm. She wiggles her ass a little more and that is just enough to make you blow your load right there.

Your sugar baby Nina has control over you. She wants you to get out your old-man dick. Get it hard for her. Spit on it. You will do anything that your beautiful sugarbaby demands. Nina coaches you through a jerk off session and you are overjoyed for the attention of this sexy, young girl. She is worth every single penny you spend on her and you are happily her sugar daddy.