Samantha is a princess and she demands to be treated as such. You will be allowed to jerk your dick off, but you cannot cum till you are given permission. Oh, and did she mention that you will have to pay her to cum? Yes, you are Samantha's money pig today. Get out your dick and your wallet and be prepared to pay up! You didn't think you would get to be with Samantha and NOT pay, did you? Silly... more

Your step-brother is a jerk to his girl Binky. She thinks that she should be dating you instead of your step-brother. Binky confesses to you that she is curious about you. Is your dick as big as your step-brother's dick? Show her. Now get it hard. Binky wants to see what you are working with. She is happy to watch it grow. It looks bigger than your step-brother's dick and this makes her happy.... more

You had to send an eviction notice to one of your tenants. She is a single step-mom with k i d s to support, so one of them has come to you. 18-year-old Lara is begging you not to kick out her family into the streets and she is extremely willing to do whatever she must to keep her apartment. She will help get you off. Her awkwardness is a turn on for you. As she strips, you can see that she is... more

Sierra confronts you about your creeping on her and her friends. She knows that you spy on them and then go back to your room and jack off. Your step sister is hot and she has a lot of hot girlfriends. When she offers you the chance to jack off to her so close in return for her not telling your parents about your perverted ways, you jump at the opportunity. Sierra knows that her perverted step... more

Dillion is studying for her human anatomy class, specifically, she is focusing on the male reproductive system. Maybe you can help her! You don't mind helping her. Isn't that what a step father should do? She questions how real her prop really is and you fully intend to show her. If you cum into a cup, she can take your sample to school. Maybe she'll even get extra credit. Dillion measures your... more

Sabrina is wearing rainbow-striped toe socks because she knows you like seeing her wearing socks. She offers you a sockjob and you get excited. As you watch her toes wiggle, she asks you to take out your dick. Now that your dick is nice and hard, she puts her feet together as though she were rubbing your dick between her feet. Sabrina offers explicit instructions on how to stroke your dick and... more

You have always been uncomfortable around girls because of your diminutive dick. Your friend Belle wants to see it, so you show her. She is confident that it will grow and it does. You love her all-natural boobs and her dark hair. She looks on the bright side of your smaller dick. After all, it would be easier for a girl to give you a blowjob and it would be perfect for doing anal! Belle is... more

Today is role playing day and Ariella wants to play the step-daddy game with you. She wants to watch you play with yourself. She is a walking dream in eye glasses, pigtails, and socks - just sitting there before you. Her hand moves up and down to show you how she wants to see your hand move. Mirror her movement and tempo. Yes, just like that. Next she takes her big boobs out and you almost fall... more

Aiden is your hot baby sitter. You got home early tonight and she is surprised to see you. Now that she is 18, she is ready to pounce on you. She shows you her tits and your dick bulges in your pants. You have wanted to see those titties for so long and now they are right there in front of you. Aiden asks you to pull out your dick and stroke it for her. You comply with her request. Her ass is... more

Alysha was supposed to go shopping with her best friend (your girlfriend), but she isn't home right now. Do you want to pass the time with Alysha? You two have had a slight flirtation, but never acted on it. Today things change. She confides in you that she loves to watch men jerk off and she asks you to do that right now. Your cock pleases her with its size. She takes out her tits and you... more