Are you having girl trouble? Your sexy stepmom is concerned and she reassures you that you will be able to find another girl very soon. She makes you feel better immediately with a little something special. Get out your dick and start rubbing it as she plays with her big tits. You feel better already! Raven is definitely a MILF. You could also call her a cougar since she is so much older than... more

Your purpose is only to serve Miss Alexis. Disappoint her and you have no worth. You came without permission and now you will pay. She shoves her dirty feet into your face and demands that you lick her soles. She asks to see your cock and you show her, but you have a partial hard-on. This displeases Miss Alexis. You will now jerk off and cum at her command. Failing to do so is not an option, so... more

You tricked your boss into meeting you at a cheap hotel under the guise of a work meeting. She is not amused and she wants to make sure that you know it. Do as you are told or you will be written up. You are ordered to take your cock out, but when she sees what you have to offer, she is disgusted. Your little cock fails to impress Miss Keely. She demands that you rub that pathetic cock for her... more

Britney asked for your help with her bed, but she quickly gets a little distracted. You have been dating her step-daughter and she is curious about the size of your cock. Will you show her? Of course you will! Clearly, this hungry cougar likes what she sees because she wants you to get it hard. Stroke your cock for your girlfriend’s step-mom! You have noticed her big titties and she puts them... more

Your pathetic nature does not escape Becky's notice even from behind your computer screen. She knows you want to be humiliated. You are not even a real man, are you? Becky laughs at you and your little dick. Go on and tell Princess Becky that you are a loser. You both know it is true. You are commanded to give her a proper worship puddle, but do not cum until you are told to do so. Just sit... more

Jessica loves photographing penises for her art project and she loves photographing all kinds. She thanks you for coming over today to let her photograph yours, so she asks to see it flaccid. Will you take it out? You unzip and she takes a few shots. Jessica asks you to start stroking yourself so that she can watch it grow and so she can get some more shots. Now she needs you to become fully... more

Alexa is unable to pay for your driving services right now. She does not get paid till Friday and she is wondering if you are open to negotiations or interesting trades. Maybe she could help you to jerk off. You have a weakness for tall, pretty blondes and she can see that your cock is growing hard in your pants. To give you a little inspiration, she takes off her top and shorts. Her thin body... more

Alison is happy to see you since her step-mom sent her to boarding school. She is 18 now and she does not want to be there. You love your stepdaughter a lot and today she asks what you want to do. You suggest that she help you to rub one out and she agrees. Alison shows you how wet her pussy gets for her step-daddy. What a good girl she is! You love when she calls you "step-daddy" and you also... more

Alana is checking on the house for your parents and she walks into the front door in a bikini. She knows that you have been creeping on her through the blinds as she sunbathes in the nude in her yard. There is no need to hide any longer, so show your sexy older neighbor what you do when you peep on her. If you do not do this, she will inform your parents about what kind of a step-son they have... more

Step siblings have a special relationship with one another. Sometimes the relationships are much closer than they ought to be. Kelly has been told that you have a small penis by one of your ex-girlfriends. She feels badly for you because she knows that it is true, but she really wants to see what you are packing close up. You are ferried into her room and that is where you show your shame, but... more