My Step-mom has the hottest friends. They get together once a week for "Book club" where they basically sit around drinking wine all afternoon and talk about some stupid romance novel or something. They're all super hot MILFs, and I always seem to find some reason to walk through the living room to get a peek at them. They love to flirt and embarrass me, and it really turns me on when they... more

Why have you been so quiet lately? Your step mother Brenda asks why you have shut her out. Did she do something to make you act like that toward her? You tell her that you think that she is doing porn and she is shocked that you would say that. She vehemently denies it, but then you tell her that you saw her yourself. She is shocked that you found out about her secret and she hopes that you... more

I try to be a good step mother, but recently there is such a strange thing happening that I can only think of one person to blame, my step son. No sooner do I buy new panties to replace ones that went missing then the new ones disappear as well. I've had it and am determined to get to the bottom of this. Maybe I can quietly search his bedroom and recover my stolen undergarments. When he... more

I thought you would be hanging out with girls your own age this whole vacation. I am surprised to see you sitting here with me most days. Don't those twenty something's at the pool interest you? Your father certainly doesn't want to spend his vacation days soaking up sun with me so I do appreciate your company. I am wondering though, since you are my step-son if you might have a crush or... more

Your stepmom Marie comes into your room and asks if you have plans. You do not have plans, in fact. She tells you all about all the boring stuff that she does with your dad, but she is a little bored. Maybe you can cure her boredom. She wonders what you have to offer because she hears all the noises coming out of your room when your girlfriend is there. Marie suggests that you should be her... more

It's not my intent to embarrass you but we must talk about a very important issue at hand. I've waited until everyone is asleep so don't worry about anyone hearing this conversation. Are you curious why I brought a ten pack of tissue boxes in your bedroom? You should be curious. I present one incredibly stiff and crunchy sock as evidence to support the reason you need a large supply of... more

You are on vacation with your step mom, but your dad will arrive tomorrow. Since you have some time alone, your step mom Carey wants to talk with you. She is going to be blunt. She knows that you masturbate to porn, but she is curious whether you have ever been with a real girl. No, you have not, but you are excited to be some day. Well, that day is right now. Your step mommy wants to take good... more

Your step mom figured you you've been sneaking into her room and stealing her panties for your masturbation material. You left some DNA on the crotch. Oops. Now she calls you in her room to get you to fess up. For some reason she doesn't thing you are "doing it" the right way so she proceeds to tell you she feels its her duty to school you in the proper ways of self gratification. You don't... more