Tag: MOMMY ROLEPLAY

Sloansmoans – Sick Son Sad Mommy

The name “GREYSON” is used throughout this clip: The diagnosis has been given and you only have a few weeks to a few months to live. I am teary eyed and lamenting about all the things you wont be able to grow up and experience like graduating, getting a job, going to college, finding a girl… You then tell me you have never had a girlfriend. I ask if you have even kissed a girl and you say no. This makes me so sad. I’m caught off guard when you ask if I could kiss you since I’m a girl. I’m very hesitant and reluctant but agree to and lean in for a kiss. After the kiss you ask if I can kiss you again with toungue which I very reluctantly agree to as well. While kissing, you touch my breast which makes me reel back and I’m shocked when you ask if you can feel my boobs. I unbutton my shirt and lean my boobs over you. You then ask for me to take the bra off so you can see them. Every request is making me more uncomfortable and squeemish until finally you ask if I can help you with your virginity. I take a bit to think about it until agreeing because I feel so terrible that if I dont, you will leave this world without experiencing a woman. I look around paranoid before slipping my pants and underwear down and crawling on top of you. I tell you that we can’t get caught, nurses could come in any second. I mutter to myself “i wish i could go grab a condom. I’m not on birth control” but there is no time to find one. I straddle you and reach down and feel how hard you are “oh my god you are all ready to go arent you? Are you ready greyson? Here we go.” I lower myself onto you. I whisper sweet things to you, including a lot of i love you’s as i ride you. My pace quickens and I tell you to hold onto my ass as I ride you. You do but then you slip a finger into my ass and that startles me. I tell you that it hurts but you push it in deeper. I muffle my pain and you insert another finger inside my ass. I’m still fucking you and in pain but this sets you over the edge and you cum inside me. I’m surprsed and shocked but ultimately I’m just happy that you felt good and that you are no longer a virgin. I ask you to take your fingers out of my ass so that I can climb off your dick and you tell me to call it “ the big dick that just came in you”. I do as I’m told and get up only to see and feel all of your cum dripping out of me. I’m a bit grossed out and tell you that I must run off to get cleaned up before someone finds out what I’ve done…

CRYING, LOVE, MOMMY ROLEPLAY, POV SEX, TABOO

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Sloansmoans – Mommy the Therapist

I come to tuck you in at night and give you loving little pecks. You mean everything to me, son. I love you so much… though I did catch you in my home office earlier this afternoon. You had a curious look on your face. I decide to ask you about it. I remind you I’m a therapist, that you can talk to me about anything. You bring up the books you found… that special, forbidden, taboo word you’re unfamiliar with was written across nearly every book. I tell you what it means… and I begin to confess to you how I’ve become obsessed with that particular category of patients. I explain how I’ve encouraged my patients to parttake in those most forbidden, most taboo acts and some have even led to conception. I start feeling so tingly talking to you about “it” that i have one more confession: I’ve fantasized about what it would be like for me to commit those acts with someone I love, someone I’m close with and furthermore, to be bred by them… more specifically, you. I sensually, gently, begin to seduce you after several minutes of talking. I feel your hardness and I know you must feel the same way I feel. I tell you that it’s okay, I’ll take care of you. My mouth finds it’s way to your massive cock. I’m stunned at your size. I sensually kiss and lick your cock in the most motherly of ways. I tell you this is how I was meant to love you. But… I need more now. You hesistate but i reassure you. Having sex is instinctual, all you have to do is move your hips to the rythym of the sensations you feel. I lay before you and guide you into me. Being filled by you is pure ecstasy. Our sex is more intense, stronger, more meaningful because… well, you know why. I moan your name and when you start to feel funny I tell you that it’s time to breed me. Time to fill my womb. Time to impregnate me…

TABOO, MOMMY ROLEPLAY, SENSUAL DOMINATION, BREEDING, IMPREGNATION FANTASY

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Siena Rose – Prepping You for the Pool

Mommy is scrubbing her little man in the bath when her son asks her to get in with him. She hesitated because her son is getting a bit too old for that. Mommy decides that she will get in but this will be the last time. She crawls into the tub with him and starts washing her son again. Son wants Mommy to soap up as well. Mommy notices that her son is getting hard for her. Her son asks his Mommy if she would touch him which surprises her. She tells him no but he keeps asking “Please Mommy”. Mommy knows that this will help her son so she gives in. Mommy starts touching her son and stroking his little dick. She can tell that her son is really enjoying it. Her son starts looking at Mommy’s lips and wondering what it would feel like to slide his dick inside his Mommy’s mouth. He asks his Mommy if he can try it. Mommy say’s yes and her son slides his dick in her mouth. Mommy can tell her son is enjoying it with how much her sons dick is pulsing in her mouth. Mommy can tell her son is going to cum soon. She opens her mouth and takes her sons cum down her throat.

BATHROOM, FAMILY, MOMMY ROLEPLAY, POV, TABOO

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Sloansmoans – Cam-Girl Mommy Finds Out Its You

You’re one of my best customers, you’ve purchased my taboo and smoking fetish videos and we even video chat regularly. We have a great chemistry and a deep connection in our chats which I even acknowledge is way more enjoyable than my typical fan. Our video chats have always been one sided where you can see me but your camera is off. One evening, we meet up on chat and start catching up and flirting. You are getting yourself ready when you accidentally hit your cam button and for a nano second I see you before you can turn off your cam. I am stunned, confused, shocked and a little embarrassed finally realizing who has been on the other end.. my son.. I close down my laptop, grab my virginia slim 120’s and knock on your bedroom door just across the hall but you’re not there, I track you down hiding out in the garage, you’re terrified how I’ll react… After lighting my first VS120 to calm my nerves, I ask you questions like: “Honey.. how did you find me online??”, “how long have you known and bought my videos?” “Where did you even get the money to buy so much content?”, “Have you told anyone?” But you’ve kept everything a secret; I am relieved and realize my son is just like me and has always had my same dark desires.. desires I’ve learned to silence and release through my online persona. But now it’s finally time to explore them together…

TABOO, SMOKING, DILDO FUCKING, JOI, MOMMY ROLEPLAY

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Sinn Sage – Got You Just How I Want You

Your friends are about to arrive and pick you up so you can hang out at the pool with them today. I know that there are going to be girls at the pool and of course Mommy only has your best interests in mind when she reminds you to go “do your thing” before you leave so you don’t get all turned on at the pool. I mean, I really don’t like when you get really big hard ons in public where others might notice your, um, size. You came back out after changing and I realize that you didn’t do what I asked you to do. Mom seems to have to take care of ALL of your needs doesn’t she? Sigh, I guess I better just go ahead and undo your swim trunks and drain your balls myself. Whatever would you do without someone who just knows how to take care of everything for her sweet son?

MILF, MOMMY ROLEPLAY, OLDER WOMAN / YOUNGER MAN, TABOO, FAMILY

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Siena Rose – Let Him Hear Us Daddy

Chapter 1 of a new series for 2022. Welcome to the house of RosesA different spin on the taboo tale- from the husband’s viewpoint! I play a middle aged woman who is in a secure, long term marriage that is watching her son grow up and struggling with the temptations of seeing him mature. As husband and wife we have always had nasty talking, intense sex and we love to push our boundaries….But one night I get to dirty talking and my filthy thoughts take on a risky taboo feel when I propose… what if our son HEARS us? The thrill is delicious and turns me on just thinking about the possibility that my son may have heard us fucking, Daddy. And suddenly you find it strangely hot, thinking that YOUR own son might hear exactly what you are doing to me and that it might make him want his own mother just as much as you lust for her. I wake up the next morning a little surprised at my dirty mouth. That night when we go to bed I see that you have left the door open some and want to fuck. The thought of being overheard is delicious and our sex is intense…And yes, I think that our son might have peeked at us, which was exciting and makes me want to explore this feeling I have. Note: I think the way I made this one that it could show how a family may slip into a taboo relationship over time, posing the scenario that a mother could possibly be so intensely in love with her husband that she cannot resist the pheromones of your legacy and bloodline. Buckle up, Daddy, you get to join in on the fun in Mrs.

MILF, MOMMY ROLEPLAY, POV, TABOO, FAMILY

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Painted Rose – Moms New Boy Toy – Training Young Cock

Step-Mom doesn’t see you coming out of the shower and her robe was open giving you a full view – and an erection. Mom teasingly plays with you and then when she sees your erection she drops to her knees and kisses, licks, and sucks until you cum! What was that?!? A little it later on, Mom asks you into her bedroom and she’s sprawled on the bed wearing pink lingerie and acting very seductive. You don’t understand, this is all new to you. Stepmom tells you how much she loves men’s penises and that she normally goes to strip clubs to watch and play with men’s bodies. She explains to you how orgasms and erections work. She says you can train to be her boy toy if you want to keep having orgasms with her! She explains that girls have ‘erections’ and orgasms too. She leans back and takes off the stockings. She rubs her feet and legs very sensually and then her breasts and pink shaved pussy. She orgasms for you. She tells you there is so much more to learn and a new vocabulary word for you will be, FOREPLAY! Suddenly Mom is riding, sucking, and fucking you to orgasm! This is a POV interactive First Time, MILF, Taboo, Stepmom roleplay scenario with three opportunities for cumming with Mom. Thank you for this custom video!

MOMMY ROLEPLAY, MILF, TABOO, VIRTUAL SEX, FEMDOM POV

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Painted Rose – Mommys Blowjob Bargain- No Touching Son

The babysitter told your Mom that you’ve been touching it! Grandma and Auntie complained too and now Mommy has to have a talk with you. Oh don’t worry Son, Mom isn’t mad. Never ever and not at you but, I need to go to work so you have to stop touching it at the babysitter’s house. Tell me Son, Is it hurting? You’d better show it to me so I can make sure you’re ok. Son do you get more swollen and stiff when you look at Mommy’s Titties? I think you’re just h-o-r-n -y! It’s an erection son – let me teach you how to masturbate. Oh you want Mommy to do it. With my mouth? Ok just this once but, you have to promise not to touch it in front of the babysitter. This is a Taboo, Mommy Fetish First Time Blowjob POV roleplay scenario with small dildo used.

BLOWJOB, FEMDOM POV, MILF, MOMMY ROLEPLAY, TABOO

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Miss Malorie Switch – Best Friends Mom Sucks Your Small Cock

Your best friend went to the store, but you stayed home. After seeing his mom in the kitchen, she brings up that her son told her that you have never had your cocked sucked before. Being the kind MILF that she is, she helps you with your first experience. As your cock is smaller than the average man your age, she encourages your small cock, comparing it to her husband’s, and giving you comfort that you will find someone who appreciates your small penis. She says, based off her small tits, size never matters.

MILF, MOMMY ROLEPLAY, SMALL DICKS, SMALL PENIS ENCOURAGEMENT, SPH

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Jude Ryan – A Treat from Mommy Part 2

Mommy comes in and wakes you up a few nights after you two were naughty together. She says she knows that you two promised not to talk about it, but she can’t stop thinking about you and how good you made her feel. Will you please fuck mommy again? And this time she wants you to cum inside of her pussy. She sucks your cock, and then rides you and gives you a count down to fill her pussy with your load.

DILDO RIDING, DILDO SUCKING, MOMMY ROLEPLAY, ROLE PLAY, TABOO

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