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!

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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

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You’ve been having problems with your Bully at school for a while now and because I felt bad I decided I would rather the Bully punish me instead of you, and he agreed to do it but only if you watched it the whole time. I start out explaining to you that I am going to sacrifice myself to save you the trouble because I know that men just need an outlet for their masculine aggression and I’d rather it be taken out on me than on you. He starts by roughing me up a bit before he collars and leashes me to take complete control. Once the collar is on he moves on to paddling and spanking me as hard as he can while I whimper and cry out, looking at you the entire time. After beating up my holes and ass he brings me to my knees in front of him to give him a rough and sloppy blowjob before he sits down and starts shoving my face into his ass. I’ve never licked a guy’s ass before so this was especially difficult for me but I did it because I want to protect you. He made sure I was really in there by pushing my head down with his hands and sometimes even his feet. After nearly 20 minutes of pleasing him that way he stands up and covers my face in a massive load that is bigger than any cumshot I’ve ever seen, and I mistakenly thought that was the end but he had other plans in mind. As I sit there utterly defeated, he then covers my face and dress in his piss while I hold back tears from being so humiliated. By the end of it I am soaked, bruised, and covered in fluids but it was all worth it to protect you from your Bully.

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You’ve come over to your best friend’s house and his mother greets you and invites you to sit in the kitchen while she cleans up. You’re going with your friend’s family on a weekend getaway, and your friend and his father are out running errands. While your hanging out with your friend’s mom, you can’t help but notice that she’s barely dressed, hard nipples poking through the thin fabric of her robe. After a few minutes of talking her big beautiful breast pops out and you can’t help but notice it. Your friend’s mom notices the bulge rising in your pants and starts asking about your experience with women. She’s actually quite delighted to find out you’re still a virgin, and muses about how much she could teach you. Well, she has a nice surprise for you on the weekend getaway…consisting of lots of closeups of her beautiful big tits, her wet, hairy pussy, and her moans of orgasmic bliss while she lets you cum inside of her! This is a virtual sex tape you aren’t going to want to miss.

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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.

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