Your new psychiatrist tells you its totally normal to fantasize, but she doesn’t know what you like. Or so you think. Your mother spilled everything, it turns out: about catching you jerking off to that picture of your sister, about how you stole her panties…god, how embarrassing. But this doctor, or whatever she is, she tells you its perfectly normal to have attractions like that. Is she for real? She seems it. She also seems like maybe she’s flirting a little. She starts telling you her own fantasies, and stories, too. About her sexual experiences, with her own brother. You don’t want it to happen but your cock is getting really hard, and before long, your telling her things, admitting things, stroking your cock while she touches herself, encourages you to stroke, and confess, and fuck, god…to cum for her…
Category: Milf
After your last punishment for spying on Step-Mommy, I told you to be on your best behavior for two full days. You promised me that you would be my good boy, but I had to know for sure before rewarding you with a full orgasm. Unfortunately, your browser history shows that you’ve been very, very bad. You’ve been watching all kinds of porn and jerking off without permission! This time, I’m not letting you off easy. I’m going to make you edge yourself to my naked body, then pump out a huge load of cum. But I’m not letting you stop then! You have to keep stroking hard and fast, rubbing the sensitive tip of your cock after you finish cumming. Maybe this harsher punishment will finally teach you that I’m the one who owns your cock!
Having become something of a lazy, useless step-son recently, I command you to fix the broken toilet. But when I come back in to check on you, I find you’ve somehow managed to get your head stuck in the bowl. Unfortunately for you, I have an important meeting to attend today so will have to leave you there until tomorrow. But the following day, upon receiving your report card in the post, I’m far from impressed by your grades. Well, I need to use the toilet and as punishment for you, I’m going to do it whilst your head is stuck down there. Unfortunately for you, it’s a number two and it will likely end you as it’s a going to be a big one. And if it doesn’t end you, I’ll just leave you down there and keep using your face as my toilet until it does!
I caught my naughty boy, Clayton, jerking off to porn without permission. I show off lots of sexy bras to remind him that jerking off with Mommy is always best. But I won’t be satisfied with just one load of cum – first I make him cum with a hand job, and then I ride his cock until he explodes again.
How embarrassing to be called into your teacher’s office for a meeting. It doesn’t surprise me though you have always been a naughty boy.
I can’t believe what Miss Cox is telling me though, is this correct, that you’ve been watching BUSTY MILF PORN in class?
Luckily for you Miss Cox, has persuaded me to help her give you some discipline and not just kick you out of school! So, you sit there, and do exactly as you are told… Whilst we show you exactly what BUSTY MILF PORN is all about, and hopefully you’ll be able to get it out of your system!
I’ve had my eye on your d a d the entire time we’ve been dating. He’s everything you wish you were. Hot, successful, funny, smart, and most importantly-rich. You were such a fool not to see this coming! When he invited us to the country club for the weekend I knew what he really wanted….. I just couldn’t resist fucking him! Now he’s making all sorts of promises to Me and I just know I’ll have your inheritance drained before he even croaks. You can call me Step-Mommy Valentina now!
We need to have a chat, darling. I know you’ve been sneaking around and jerking off to me, but I’m not mad about it. I know how distracting I can be, especially since I mostly wear lingerie at home. I want to help you have a full release to let out all of that pent up frustration. Let Step-Mommy guide you through a rewarding jerk off session while I slowly strip naked. Are you ready to be Step-Mommy’s good boy? You just have to promise to keep this our little secret…. KEYWORDS: Taboo Roleplay, Taboo Fantasy, Step-Mommy, Encouraging Step-Mom, Sensual Domination, JOI, Jerk Off Instructions, Jerk Off Encouragement, Cum Encouragement, Nude Femdom, Strip Tease, Curvy Goddess, Tits JOI, Ass JOI, MILF, Lingerie
A Penny Barber Fantasy.
Sweetie, I wanted to talk to you about something… Since I’ve been living with you and your fâther, I noticed no girls ever come over to visit you. Is it safe to assume you don’t have a girlfriend? And that you’re maybe still a virgin? Oh that’s ok darling, you can tell your step-mommy. That’s what I thought, you’ve never had relations with a woman. I would hate you to stress about it and pursue girls, so I’d like to propose you and I enter a special kind of relationship – MOMnogamy. It’s a relationship where you stay my virgin boy forever. You seem apprehensive about it but I can see the erection in your pants, sweetie. Why don’t you just give it a chance, take your cock out, and stroke for step-mommy? You’ll love it, I promise.
Hey mijn kleine viespeuk, jij doet toch alles om mmmy te pleasen?! Luister maar braaf naar wat ik zeg en kom maar voor mij, als je braaf bent natuurlijk.