Your mom catches you red handed. Cum covered panties all over your aunt’s bedroom. Your mom has this way with you, you can’t lie to her so you confess, your aunty wants you to do it. She doesn’t believe you, its her sister! But you have photos on your phone and even text messages. Vulgar, disgusting text messages from her very own son.
But mommy knows just the trick. When her dad caught her smoking he made her smoke an entire pack and she never did it again.
You are going to cum ALL over these panties until your balls are empty. One, two, three.. however many pairs mommy says until you can’t jerk off anymore. You hear your aunt suddenly knock at the door but mommy doesn’t stop. No. You’ll cum and cum all over these panties.
But mommy doesn’t understand. She doesn’t know how much her boy can cum. You soak the bed with your cum.. all over the panties.. all over your mom! She can’t believe what you just did.. she cant bear the sight of you.
You clean yourself up. Your mom left and aunty is waiting for you. She feels so terribly bad. You must be so sensitive down there after all that jerking and cumming. Aunty knows what will make you feel better. A nice, dirty pair of panties. She’s been getting them ready for you but you don’t think you can. But seeing her smell them, taste those dirty panties.. she can see you’re hard again. First for mommy, now for her. She’ll make you a deal, you can have her filthy panties if.. you fuck her.
You reluctantly fuck your aunty, its.. sensitive but she doesn’t seem to care. She just wants her nephews cum. You’re about to cum, she can feel it. She gets up and wants you to fill those panties but you just keep jerking. She’s telling you to stop.. her sister is home now.. when she opens the door as you UNLOAD a MASSIVE amount of cum all over your aunties face and tits.
Her sister is right there, starting at her. Covered in her sons cum XO
Tags: taboo, kink, sisters, JOI, jerk off instructions, mommy roleplay, family, aunty roleplay, panty fetish, cum fetish, cum on tits, facial, huge tits, big tits, tattoos, eye contact, Harley Sin, Kelly Payne
Category: Family, Mommy Roleplay, Panty Fetish, POV, Taboo
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Add to favoritesYour mom cannot believe you wanted all your friends over for a big sleepover party. But she’s such a good mom, so she makes sure the fridge is full stocked, that you have enough pillows and blankets, the streaming services set up. She kisses you good night and makes sure all your friends know the rules, no girls and no funny stuff! She’s just in the next room so she’ll hear you if you’re up to no good. She’s lightly joking around but you know she means business.
But when she comes after hearing strange noises, she’s so shocked she can barely speak. You and every one of your friends are jerking off to pornography. And you don’t stop when she sees you. You all keep jerking. She finally sees it, what’s on the computer. Its her, your own mommy’s.. mommy porn. She tries to explain, but quickly comes to realize you have ulterior motives. What other explanation is there? You knew she’d hear you, knew she’d come out eventually.
You’re blackmailing your mother. This will ruin her. And the only way out well.. is to let you and your friends have her. However you want. She doesn’t like how you all are looking at her. You grab her arm, pulling her close and pulling open her robe.
She doesn’t stop you. You can do whatever you want to her now. Make her take off her panties, spit on herself, touch herself. But it’s not enough for you. No. You want her to suck your cock, and your friends cocks. She can’t take anymore but your friends keep whipping their dicks out for her to suck.
Now you want to put your cock back where it came from. Back inside your own mothers pussy. She’s trying to resist but you can feel her wetness, her submission. By the time you turn her over so your friend can stick it in, she’s moaning, calling herself a slut..Everything you wanted to happen. Your mother is your whore now. She takes all your cum, one after the other, until she’s absolutely covered in it.
Covered in cum, your cum, your friends cum. You just jerked off all over your mommy XO
tags: taboo, mommy roleplay, jerking off, blackmail fantasy, POV, group sex, MILF, cum on tits, cum fetish, submissive sluts, submission, blow bang, blowjobs, huge labia, mom panties, cum in mouth, eye contact, Harley Sin
#BlackmailFantasy
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Add to favorites**Video excluded from membership, contest votes & MV live prizes**
**You’ve always wondered what’s going on inside her mind.. now you can find out. My greatest mommy roleplay yet. If you loved Weekend with Mommy you’ll love this video. It’s nothing I’ve ever done before, hope you guys like it!**
Fall down the rabbit hole, deep inside your mommy’s depraved mind XO
tags: taboo, kink, mommy roleplay, POV, virtual sex, blowjobs, heavy mom/son trigger words, cowgirl, big tits, huge tits, tattoos, eye contact, slow burn, Harley Sin, MILF
Your mother is reading on the couch and thinks to herself how handsome you (her son) look. She can’t get her mind off how attracted she is to you. She can’t keep from looking at you and catches you looking at her the same way. She starts to imagine you without clothes on and wonders how big your cock is. She then decides she wants to do something together with you like watch a movie. She can’t shake the attraction and sexual tension no matter how hard she tries. She decides to move closer to you and catches you looking at her breasts and notices that your cock is hard. Nervous, she tells you she’s tired and wants to go to bed. You visit her in her room after awhile and tell her that you want to spend more time with her. She asks if you want to lie with her. AFter a while she notices your erection is back again. She asks if you want to go take care of it. After a moment of silence, she then asks if you want her to take care of it. She begins to stroke your cock until you cum all over the bed. She then gets on top of you, you begin to suck on her breasts, she then has her way with you until you come deep inside her.
#Kink
#Mommy Roleplay
#POV
#Taboo
#Virtual Sex
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Add to favoritesMany years in the future, we are in a matriarchal society. Very few males are being born due to a defect in the Y chromosome. Most women are bisexual, finding fulfilling lives with other women due to the lack of men and boys. Most of the men seem shy and embarrassed. But that seems to intrigue this particular sex ED swim coach. She wants to help. It’s her JOB to help.
So the board approved a very controversial rule: boys are the swim naked. No covering up. No hiding behind the other boys. No pulling up your knees when you sit down.
You all have penis’s. There is no need to hide them. Covering your penis will now get you detention, because it’s not fair to the other boys who will be naked. As she walks by, she should be able to see your penis whether you are sitting or standing.
So as soon as you take off your underwear, you’ll get started. Sex-ED, and the importance of masturbation. You will be allowed to rub your own penis in her class. She is going to show you by touching your penis.
She notices you’re staring at her feet, which she thinks is very cute. She shows you her feet, undresses slowly to show how the female body works. Touches herself, encourages you to touch yourself while she watches. She loves seeing your penis grow while you watch her. She shows you how to masturbate, to learn more about your own body.
She shows you how your penis leaks precum as lubricant. She licks it, puts your penis in her mouth. To help you not feel embarrassed ever again about your own beautiful body. So natural, you cum in her mouth and it spills down.
Your first ejaculation. She is so HAPPY! And she can’t wait to see you on Monday morning with all your classmates. All 20 penis’s in one room, ready for their new lessons XO
Tags: MILF, blowjobs, femdom, embarrassment, handjobs, POV, authority figures, teacher fetish, foot fetish, CFNM, precum, cum in mouth, sex ED, sex-positivity, mutual masturbation, eye contact, Harley Sin, tattoos, brunette
#Femdom
#Foot Fetish
#MILF
#POV
#Teacher Fetish
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Add to favoritesYour mom hasn’t been able to stay in your newly purchased home, her sense of smell in this pregnancy has made it impossible, she can detect even the most subtle hints of the fumigation so you’ve been made to stay at a cheap model for the time being.
She can barely open the door to the room without having to move furniture. Barely can sit down. There is no way this room was meant for two people, let alone your very pregnant mother. She remembers when she was pregnant with you, how claustrophobic she felt. But now you’ve stared your own family, and she knows you’re going to make the best daddy. Why not start expanding the family now?
She knows its rare but, since you’re her son, maybe the chances of becoming double pregnant will be possible. Your mommy was meant to be bred. She’s fertile right now, and extremely horny. It’s the hormones XO
Tags: taboo, kink, mommy roleplay, pregnant, impregnation fantasy, double pregnant, funny, satire porn, creampie, nipple play, huge tits, big tits, eye contact, huge labia, tattoos, masturbation, heavy mom/son theme, breeding, cheap motel, virtual sex
Category: Pregnant, Impregnation Fantasy, Kink, Taboo, Mommy Roleplay
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Add to favoritesPart 1
The mom of the boy you’ve been bullying shows up at your place unannounced. She’s so prim, so proper, and best of all. She’s just come from church. You’re still wet from the shower, and only wearing a towel. She asks if your parents are home, and doesn’t understand you’ve been left on your own, on a Sunday. She agrees to speak with you, but won’t sit down as it won’t take long.
As she’s standing in your living room, she explains that she needs you to stop bullying her son. She’ll do anything, she can’t stand it anymore. You ask her inappropriate questions, does she lay in the same bed with her husband, why isn’t he here with her. She doesn’t understand the purpose of your questions, but she answers them. There is not purpose to intercourse except to procreate, and she only has one son, so laying in the same bed does not serve.
You tell her you’ll stop bullying her boy, if you get to have her, for an hour.
She doesn’t understand, have her what?
It finally hits her, when you remove your towel and she see’s your huge hardon. She’s never seen anything so massive. Even compared to her husband, who is the only man she’s been with.
She agrees, it’s only an hour, to save her son from you.
She sucks your cock. She is very hesitant at first, but slowly succums to your huge dick. She can barely fit it in her mouth. She’s sucking you off when her son calls. He’s checking in on her, seeing how the conversation is going.
As she’s talking to her son, she lift one of her legs up and slide it in. She’s trying not to moan as she’s talking to her boy, but a few escape her lips. He’s asking what she’s doing. At first she tries explaining, covering it up. But you’re fucking her so good, after only.a few minutes, she’s begging for more one the phone with her son! She tells him you’re fucking her, and that she fucking LOVES it. She tells her son she has to go, and now has your full attention…
What is this ruined MILF going to say, after she realizes she’s fucked you in front of her boy? What will her husband think? Will she come back for more…?
Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin
#POV
#MILF
#Kink
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#Mommy Roleplay
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Bully Ruins Christian MILF Vol.2 HD
The MILF you’ve been fucking invited you over. Booty call. But she’s dressed in her Sunday clothes, you don’t understand. She explains she can’t see you anymore. God knows her sins, and she’s going to repent. She knows you’re still bullying her boy even though she continued fucking you. But she repented and is going to make it right.
But you know her. You KNOW she can’t help it with you. You pull at her, even thought she’s begging you to stop. Kiss her, touch her. She pulls away from you but you’ve already torn open her conservative dress to reveal the slut lingerie she’s hiding underneath.
You knew it. She’s going to repent to your cock instead. You take it out, she knows what to do. She begs you, tells you she doesn’t want to, that it’s not fair.
But she can’t help it. She does what you want. And she loves it. You grab her legs, flip her onto her back. Her eyes roll into the back of her head as you slide it in. She knows she cant repent this.
While you’re in the middle of ruining her.. again.. her phone rings. She tries to get you to stop but you won’t and its her son’s school calling. She has to pick up. Its her son, calling from the office ;) XO
**Contains: taboo, kink, mommy roleplay, MILF, foot fetish, creampie, vibrator, kissing, POV, POV sex, bully**
Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin
#POV
#MILF
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#Mommy Roleplay
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Add to favoritesWhat can I say? This film has everything. If you love my mom content, you’ll love this video. Contains all the taboo dirty talk I know you love from a loving mother who’s just happy you’re home XO
Tags: taboo, mommy roleplay, MILF, POV, cream pie, mutual masturbation, tease & denial, masturbation encouragement, fingering, finger fucking, virtual sex, huge labia, mom jeans, panties, pussy eating, asshole fetish, asshole licking, blowjobs, cock worship, closeups, eye contact, tattoos, Harley Sin
Category: POV, MILF, Taboo, Creampie, Mommy Roleplay
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Add to favorites**This video is very taboo, lots of dirty talk, impregnation fantasy.. and SLOW BURN. It’s one of my fav videos to date! enjoy pervs xo**
Your mom rushes over, she could hear how stressed you were on the phone. You are very reluctant to tell her, but she’s insistent. She wants to help. You finally confess, you and your wife have been trying to start a family for a long time. She’s finally decided she doesn’t want to anymore and has moved into the guest house. Your mother is.. shocked. Doesn’t she understand how important this is to you? How long you’ve wanted this?
Seeing your place, and the state you’re in. She insists. Your mother is staying and won’t take no for an answer. By the time you’re out of the shower, she’s already made your favourite meal and cleaned the kitchen. She was right, it is helping.
You sit down to watch a movie but your mom keeps looking at you. She slides closer, puts her hand on your leg. You can feel the heat of her body, something about her energy seems.. different than before. She runs her hand between your thighs, over your cock. You don’t mean to but you get hard. She keeps her hand there. You.. start to feel weird. Uncomfortable. She senses it, takes her hand away and apologizes. You’re not sure whats going on so you quickly excuse yourself to your room for the night.
But a few minutes later your mom is in there, what is she wearing? It looks so.. familiar. And her smell.. you recognize it. She sheepishly admits she went through your wife’s things. Put a few things on, including her perfume.
She knows you love your wife, but she can’t give you what you need. You can start a family with her, and then you two can really play mommy and daddy XO
tags: taboo, kink, mommy roleplay, family, POV, cheating, impregnation fantasy, MILF, missionary, doggy, creamy pussy, huge labia, blowjobs, ball sucking, virtual sex, lingerie, silk, eye contact, Harley Sin
Category: MILF, Impregnation Fantasy, Taboo, Mommy Roleplay, Cheating
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How many days, weeks has it been with zero outside influence? Only the two of you. Mom and son. It’s only natural something… unnatural should happen. Something forbidden. Something… unforgivable. Daddy won’t ever understand and can ever find out.
Tags: taboo, kink, isolation, mommy roleplay, POV, impregnation fantasy, virtual sex, breeding fetish, desperation, slow burn, big tits, huge tits, eye contact, creampie, closeups, huge labia, nipple play, pussy eating, blowjobs, lingerie, no panties, stockings, Harley Sin
Category: POV, Impregnation Fantasy, Kink, Taboo, Mommy Roleplay
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Family Relations Made Legal HD
**Disclaimer: contains heavy mom/son taboo trigger words**
You’ve been waiting for this. It has FINALLY happened. It’s been legalized. ALL family members don’t have to hide anymore. Your mother is ecstatic. She never thought this day would happen. But you can finally be in the open.. get married, start a family. Everything you’ve ever wanted. She thinks this is a cause for celebration XO
Contains: taboo, kink, mommy roleplay, MILF, love, closeups, missionary, doggy, kissing, impregnation fantasy, facials, face fetish, blowjobs, POV, POV sex, eye contact, brunette, tattoos, Harley Sin, mom, mommy
Category: POV, Kink, Taboo, Mommy Roleplay, Love
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Add to favorites**Disclaimer: heavy mom/son trigger words throughout and surprise impregnation at the finale**
Mom’s been waiting for you all day. All those dirty nasty things you do to each other, it’s all she can think about. She teases you with her tits, each button straining in her too small top. She knows it drives you wild. She slowly pulls her top down and wants you to suck them. Bury your face in her massive tits.
You make her crazy, she kisses you and touches you face, tells you how much she loves you. She can’t take it anymore.. she needs you to kiss her other lips.
There is so many places to bury your head, now you’re in between mommy’s legs. You taste the pussy that made you until her pussy juice is dripping. She cums all over your face while you look up at her.
Mommy is slippery wet but she likes it extra wet. She spits on it, that pussy that made you and your cock slides in. It doesn’t take long before she cums all over that cock. You’re too good at fucking mommy. She knows you’re throbbing for her so you climb on top.
She cums on your cock again while you fill her up with your seed. Your creampie spills everywhere and she confesses she’s ovulating. She knows she should have told you but she wants to start a family with you, her own son XO
Tags: taboo, kink, mommy roleplay, POV, pussy eating, face fetish, love, kissing, ASMR, spit, huge tits, big tits, nipple sucking, wet pussy, missionary, creampie, impregnation fantasy, eye contact, Harley Sin, tattoos
Category: POV, Kink, Taboo, Mommy Roleplay, Love, Virtual Sex
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Add to favoritesStarring your all time favourite MILF Harley Sin, playing herself and first time appearing on film debut.. her son!
It’s finally out in the open. Mommy’s biggest secret ever, but since you’re finally 18 and have no plans for college it’s time she expands the business. You’re in shock at first, having no idea what she’s been doing all this time but one thing leads to another and well… you know how these things go ;)
Tags: taboo, kink, mommy roleplay, POV, mom/son trigger words throughout, barely legal, lingerie, blowjobs, precum play, comedy porn, funny, cum on tits, cum play, big tits, huge tits, eye contact, brunette, Harley Sin, tattoos.
#POV
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#Barely Legal
#Mommy Roleplay
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