You are wearing a skimpy bikini as your step-son stares at you. You tell him it’s what all the girls are wearing so they can avoid tan lines. You noticed he keeps staring and you see something hard in his pants. You get awkward and grossed out. He keeps complaining about his hard boner and you sarcastically say what do you want me to do about it. He asks to see your hairy pussy and asshole. You say no and are offended since he is your step-son, but he keeps asking.
You eventually get pissed and to shut him up you reluctantly show him. He then asks to go further. You say absolutely not that is too far. He keeps asking and you reluctantly give in so he will stop and get rid of his boner. He asks you to say dirty things. You say no then give in since it will help him cum. He the asks you to act like a cowgirl and say, “yee haw” as he fucks you. You say no then give in.
He then ask you to say it more convincingly. You say, “YEEEEHAAAAAW” really loud like you’re riding a . You get embarrassed after that. You tell him to hurry as he is taking way too long. You noticed you start feeling like you need to cum. You tell him to hurry as this is completely wrong. You can’t hold it in and you cum really hard. He then cums on your pussy. You are grossed out and pissed. You say you have to use the bathroom. He asks to watch you pee. You’re over it at this point and don’t care so he watches you pee and clean his cum off your hairy pussy.

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NB: This was a custom clip and the name “Eric! is used throughout. This contains gentle, teasing, humiliation and some small penis encouragement
You have found the perfect place to do your homework, on the floor, right at step-mommy’s feet; I can keep an eye on you and you get to look up at my beautiful legs and even get a little glimpse of my my panties when I cross and uncross my legs..You start getting hard, fumbling and blushing and in your efforts to hide your boner, you end up dropping your drink all over yourself. I command you to strip, and I am reminded of how little your cock is. Awww it really is a dinky one isn’t it? But don’t worry sweety, step-mommy loves you all the same!

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Fiona Dagger – Mom I Got My Dick Stuck

You call your mother in to you bedroom to help you… And when she walks in she immediately notices the plastic lawn chair you’re clutching awkwardly in front of you, covered in one of your sweatshirts! She does a double take and asks where the hell that chair came from, and what is it doing in your bedroom? You ask her to promise not to laugh at you, but you really need help. Your mom says she’ll do her best not to laugh, but what on earth is going on with you? You dejectedly admit that you were dared by your friends to do something stupid… and whipping your sweatshirt off the chair, you reveal your poor swollen genitals, shoved through the plastic slats in the chair, and thoroughly stuck! Your mother gasps in shock and spends a few minutes telling you how stupid you are, even as she sympathises with how uncomfortable it looks. She says she thinks the best thing to do would be to get you to a doctor, but you beg her not to – it would just be too embarrassing! You beg her to try and help you herself, and she reluctantly agrees to have a go. She begins by lubing up your swollen cock and balls and trying to shove them back through the chair, but it’s not working and they’re only getting more swollen by the minute! You’re beginning to panic, and your mother thinks hard for a while before eventually saying there’s nothing for it – you’re going to have to ejaculate, to bring the swelling of your balls down so they’ll fit through. You’re shocked but your mother brusquely tells you not to wriggle and complain, and she begins jacking you off! She complains about how gross and weird it is to have to do this to her own son, but decides that perhaps this will be a good part of the punishment for you – the humiliation of being jacked off by your own mother! She strokes your cock for a few minutes as you whimper in desperation, then decides that what will really help the lesson to sink in is if she traumatises you further by making you finish in her mouth! You beg her not to but she insists that this is a good idea, and that you’ll never again be tempted to put your dick in silly places, because you’ll always remember this as the consequence! You wriggle and moan as your mother starts detirminedly sucking your cock, telling you to go ahead and cum and get this over with, so that you can escape the chair! You unleash a huge load in her mouth, making her struggle to contain and swallow it all, and she says no wonder that you couldn’t get out of the chair before, if your balls were that full of cum!

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Once again, I’ve found you, lying on your bed, in front of your screen, masturbating! After I gave you a second chance, as well, after all those sick fantasies you had about me, I warned you if it happened aged and you betrayed my trust, you would be severely punished and that you’d be shrunken down permanently and verbally humiliated you until you cried and shook with fear. I warned you of the consequences and now here we are. But you let your penis rule your brain, you’re clearly addicted. Why is it you have photo after photo of me, your own step-mother, all over your phone? What are you doing with all these photographs of me on your phone? Once again, you’re jotting your fantasies about me on your phone. Fantasising about being chastised by me and being punished whenever you break eye contact with me to stare at my cleavage. Plus, you also seem to have developed a fetish for me stomping my feet, you become aroused by the embarrassment you feel in my presence! What on earth is wrong with you? Is that cough syrup underneath your bed? You’ve been fantasising about my face and my cleavage, getting high on all these fantasies you have over me. If you’re so attracted to me, why don’t you jerk your cock off to me now? That’s what you’ve been writing about in all your fantasies, isn’t it? I can’t believe someone as pathetic as you could be mine, you little wussy, sissy, pathetic, little bitch! You can’t handle my words, so just jerk and cry over how pathetic you are, you’ve no idea of the punishment that’s coming your way tomorrow, you will not disobey me again, your tears will get you nowhere, let those tears stream down your face while you jerk. Whilst you live under my roof, you will never have access to pornography, Benadryll bottles. you have betrayed your step-mother and you will face the consequences. (name Gregory is used)

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Honest Cock rating with a twist where I play Mom. Ive found naked pictures and vids on your phone. Did you take this whenI walked in on you the other day and you dropped your towel. Are you embarrassed mommy has seen you?.. What does mommy think of your cock? Does she get excited about it? What score does mommy give you?

CFNM, EMBARRASSMENT, MOMMY ROLEPLAY, OPINION, SFW

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Lizzy and her momma Vicky get back from a party and Lizzy is upset that all the boys want Vicky but not her. Maybe if Lizzy didn’t dress and act so prude she could get the boys’ attention. Vicky comes back with a dildo and say she’s gonna teach Lizzy how to suck a cock. She starts off by teaching her how to lick it seductively. Then she proceeds with the dick sucking and deepthroating. To finish, Lizzy’s Momma holds the dildo as if she’s the guy and Lizzy gets down on her knees to suck it just how the boys like.

MOMMY ROLEPLAY, LESBIAN DOMINATION, FEMALE DOMINATION, DILDO SUCKING, EMBARRASSMENT

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Your mom and dad finally let you have a s l e e p over with a bunch of your friends. As they’re about to head out the door, your mom wanders upstairs to quickly grab something out of the guest bedroom. To her surprise she accidentally walks in one of your friends jerking off. Embarassed, she offers to get him a towel or tissues to clean up and then go back downstairs. He confesses he was jerking off while thinking about your mom because she’s so hot. Desperate to get off, she resists his offer to fuck a couple times before giving in, taking him to another room where he can pound her out the way he wants to. Part 1 of w clips.

MOMMY ROLEPLAY, MILF, TABOO, AGE PLAY, EMBARRASSMENT

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This… is only the beginning. This… is the “new normal,” as they say. But this isn’t exactly what “they” meant. You’ve been held up, at home, together, all this while. Alone, just the two of you: *mother* and *son*. And it’s not going to end anytime soon. Nothing odd or unnatural about that. Not until… hormones come into play. Or the fact that your *mother* is just… everything a man could dream of and knows he’ll never find again. Your *mother* is perfect in every way: naturally beautiful, full of joy, fun-loving, confident, loving, caring, sexily unaware… until today. You couldn’t help yourself. You had to… act. You had to be yourself, had to just come out and say it – ask it of her. And so, the saga begins…

TABOO, MILF, EMBARRASSMENT, HOUSEWIVES, STUCK, MASTURBATION ENCOURAGEMENT

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You have always been close to us, and we feel that you can talk to us about anything. We are very disappointed, though, since receiving a phone call from your now ex-girlfriend about your behavior. We think that you need to change your ways, and after hearing about your abhorrent behavior and what you have been making your poor girlfriend deal with, we decided it is time for us to intervene. We decided just to throw out the whole “man” and start over. How are we going to do that, you ask?
Well, we are going to be fully regressing you. You will no longer be a man who is allowed to do manly things. We will pamper you to start. No more big boy potty for you! Instead, you will be made to **** and p*** right in that Huggie. That’s not all we will do, though, because you and that tiny dick need to learn! We will also be making you only use bottles, no more big boy beds, fully regressed into a small person-like state. Again, we are just going to start over since you haven’t learned anything over the years!
Now go put this pamper on because you will be starting over for your Step-Auntie Olivia and Step-Auntie D right now!

TABOO FANTASY, TOILET FETISH FANTASY, DEGRADATION, EMBARRASSMENT, HUMILIATION, LAUGHING, SMALL PENIS HUMILIATION, SPH, STEP-AUNT, STEP-AUNT FANTASY, TABOO FANTASY, TOILET FETISH FANTASY

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