I think it's pretty cute when my stepmom cranks up the 80's rock in the car. It annoys my dad but makes me wish I knew her way back when. I got my chance when she came to my room late night dressed in one of her old concert shirts. She tells me I look a lot like her boyfriend back then. She asks if she could mess around with me the way she used to mess around with him. My dad was asleep... more

My step mother and I have been on this road trip together for a couple nights. I can tell she is tired and wants to be to our destination already. I can also tell she would probably rather be alone than doing this trip with her nineteen year old kid. She sends me off to shower first and tells me to stay extra long because I need to do some manscaping. She called me a hairy little monkey! I... more

Your father really hurt my feelings earlier by telling me I don't dress sexy enough for him. I need a man's opinion and it certainly isn't going to come from him, which is why I asked you to come in my bedroom. You're a smart young man. I mean you get really good grades at the junior college so I figure you would give me an honest opinion if I ask for it. I would like to try on some of my... more

I already know the answer to the question I am about to impose upon you but I want to hear it from your mouth. How exactly did my new panties that match this bra I am wearing end up stuffed underneath your mattress? Think about your answer and don't lie to me boy. Admit you're a pervert who lusts after his own stepmother! I want you to show me exactly what you did with my panties because... more

I know you stay in your room a lot and it concerns me so I want to talk with you a little. If anything I say makes you uncomfortable don't worry, I'm only your stepmother. It's o.k. to tell me what bother's you. I was wondering if you don't have a girlfriend because maybe you have a small penis like your father. Let me tell you all the reasons why having a small penis is a very good thing.... more