Your step-mom's friend is waiting for her and she is chatting you up. She asks you about how you like college and she suspects that you probably are very popular with the girls. Alana asks if you have ever been with an older woman before. You have not, but Alana would be a good place to start. She could teach you many things. Alana notices the growing bulge in your pants and she asks you to... more

Skyla knows that you are fixated on her big boobs and she is ready to have a little fun with you today. She reaches for a bottle of oil and drizzles it onto her titties and massaging it in and she asks that you jerk your dick off while she plays with her titties. You imagine sliding your hard dick in between her shiny funbags. Her skin is so smooth and slippery. Are you still jacking your cock... more

Aiden is not pleased that you treated her to such a cheap date. She is definitely not going to put out tonight, so forget that. Your cheapness ruined any chance of fucking Aiden. She will never let you touch her, but you can gaze upon her loveliness and her sexy long legs knowing that you will never have her. She continues criticizing you before she finally decides that she will let you jerk... more

Raven is about to get into the bath, but she sees you creeping on her. What is your problem, step brother? Have you never seen a girl naked before? Fine. She drops her towel to the floor and spins around for you so that you see all of her. She sees you have gotten a hard-on and she tells you to take off your pants. She tells you to stroke yourself. You take your dick in your hand and get to it.... more

You are in an odd predicament because of a clause in your prenuptial agreement. Miss Mercedes is your mediator and she has to help prove that you can keep an erection long enough to impregnate your wife, about five minutes. You will have to stay hard with Miss Mercedes for five full minutes, so get out your dick and start stroking yourself. Miss Mercedes brings out her fat titties as... more

Brooklyn knows that your little penis is the reason that you jack off at your computer all the time, but she is going to help you get yourself off today. Are you ready for a real woman? Get out your little dick and start stroking it with your two fingers. Brooklyn informs you that you have to cum in your hand and then lick your hand clean for her. She calls your dick "pathetic" and it turns you... more

Cheyenne thanks you for the date, but she does not think that there is any chemistry between you. She is not going to fuck you, but she will watch you jerk off, so get your dick out and play with it. Cheyenne lets you look at her small titties and her round ass as you continue to jack off. Finally she has removed all of her clothes and you get to see a bare pussy. She encourages you to play... more

Katy heard a rumor that you cannot cum for 40 days and she knows you are on day 39. She does not know why, but she is keen to see if she can tease an orgasm out of you. How do your balls feel? Are they full? Why would you even agree to this kind of a bet in the first place? She lifts her shirt to let you see her small titties and you are already having dirty thoughts about Katy, who is now... more

Harley makes it immediately clear that she is way too hot for you. She is totally out of your league and you will never be able to fuck her. You know this, too. Harley suggests that you can jerk off to her, but just do not even think that you can fuck her. Take your dick out and amuse Harley with your masturbatory skills. She knows you jerk off a lot, so impress her. A girl as sexy as Harley... more

You are dating Ela's step-sister and they talk about everything. She told Ela that she wants to remain a virgin for a while longer. Does she do anything sexually with you at all? No? Wow, that is sad for you, but Ela would like to help you out. You are a man and Ela knows that you have needs. Go on, sit down. Take your dick out and let lovely Ela help you. Just grab your dick and don’t be shy... more