Your step-son is dating a girl named Scarlet and she is prettier than any girl you remember when you were that age. She asks if she can sit and wait for him with you. He is late again for a date with her and this is really starting to get to Scarlet. She tells you that she has been thinking about dating someone more mature...someone like you, perhaps. There is some time to pass before your... more

Abby is your step mom, but things are weird. You are the same age as she is and you wonder why she even married your older step-father. Regardless, she wants to ease the tension between the two of you and she thinks that a jerk off session would smooth things over. You agree and she takes off her shirt. When you take your cock out and begin stroking it, Abby definitely shows you that this is... more

You are dating Vanessa's step-mom and she wants to know why. Are you dating her step-mom to get closer to Vanessa? Oh, don't be shy. Her step-mom is gone for a little while and Vanessa would like to get to know you better. Are you up for it? She wants to watch you jerk off while she watches you. Spit in your hand and start stroking as Vanessa gets more comfortable. Did you ever think about... more

Tracey is looking out for her younger, virgin step-sister when she talks to you. Her step-sister is your girlfriend, but Tracey does not want her step-sister losing her virginity to her sweet step-sister. Tracey wants to make sure that you dump your loads before you get to her step-sister. The plan is to help you to get off before her step-sister comes home, so get your dick out and start... more

Alysha finally got her tattoo and she wants to show you, but you have to promise not to tell your parents about it. She trusts you as her step brother, so she shows it to you. You like what you see, and not just that tattoo. You want to see more of her, and she is willing to show you, but you have to keep this encounter quiet. You get her to agree to give you a hand job for your silence. When... more

You ring the doorbell at CiCi's house to talk to her about God. She is kind of bored, so she invites you inside where she tells you how good looking you are. Do you do this all the time? Hmmm... CiCi thinks that there must be other ways to have fun at your age. No, you are a good boy and you are not interested in sins of the flesh. CiCi has something else in mind. She assures you that if you... more

Dillion is trying to get into modeling, but she cannot afford the fees for a photographer, so her step-dad suggested that she come to you. She is a really pretty girl with long legs and a great body. The shoot is going well, but Dillion asks if she should get some lingerie shots. You happily agree and she takes off her clothes to show off her bra and panties. Now you can really see her hot... more

Leya is horny and she is relieved that you answered her ad on Craigslist. You do not look much like your photo, but she does not mind. Though she is out of condoms, she still is horny. She suggests that you both play with yourselves. Take your dick out and start stroking it slowly. Leya lifts up her top and reveals her big tits. You want to put your hands on them, but that will not happen with... more

How are you feeling about your date tonight? Your step mother can see how nervous you are about this girl. This is a college girl, so your step mom wants to make sure you know exactly what to do. The first thing is that you have to relieve some tension. She has a game in mind to help to put you at ease. Are you ready? She wants to role play with you. She will play the part of your girlfriend... more

Your babysitter Shyla wants to talk with you about something. When you and your wife were out last night, Shyla was a little bored. She found a really awesome movie in your collection, but she is a little embarrassed about it. It happens that it was a home movie of you and your wife, and that has turned Shyla on quite a lot. You are taken aback, though not embarrassed. Never did you think that... more