Tag: BLACKMAIL FANTASY

Missbehavin26 – Part 3 – Bullies Blackmail Mom – Twist

Another week has passed you are destroyed by the grief. You’ve been getting fucked everyday since that day at the school. The scene opens with you in a robe walking your husband out of the front door. He’s going a business trip for 3 days. You wave him off with a fake smile because the guilt is still in the back of your mind. You close the door and take a deep sigh, you open your robe to reveal lingerie underneath (anything black with stockings and heels will do). You make a call and say “ok he’s gone”. (Switches to sons POV) You hang up and your son comes down stairs and asks “what are you wearing mom?!” You tell him to shut up and that you made a deal with bully leader. His bully is going to stay with you guys all weekend and he can fuck you anywhere at anytime all weekend. At the end of the weekend he promised to delete all the evidence. Your son begins to argue with you then you two both hear a knock at the door, you take the robe off your shoulders and drop it to the floor. You tell your son he can leave or stay it’s up to him but you have to do this so it all stops. (Switches to Bully POV) You open the door with a fake smile and tell him you’re ready for him and you have on your “uniform” (please refer to your clothes as a uniform) . Even though the sex has been amazing you’re still pissed at him for having blackmailed this whole time so you’re not excited to see him. You lay back on the coach and rub your pussy getting ready for missionary. You tell him to come get it and he enters you roughly as you hold your legs open. You try your best not to enjoy at first but he’s fucking you hard your tits are pop out of your bra. You say “I fucking hate you, but this big teen dick never gets old” angrily. You pull him close and tell him “yea that’s right cmon cum inside me” you look over at your son and he’s just watching you. You roll your eyes at him and look back at the bully as he cums inside you. You push him off aggressively, you slide off the couch and tell the bully he better take advantage of this weekend cause it’s the last time. It’s day 2 The next morning you’re wearing a different uniform as you walk down the stairs, wearing the white teddy from your “black widow” scene with no panties on, barefoot cause thats what he told you to wear. In this part of the scene you’ll walk around the house performing everyday tasks in your uniform and get casually fucked. As you walk down the stairs you go into the living room and start tidying up the pillows bent over with your pussy showing casually. As you’re wiping cum off the couch the bully bends you over and enters you tell him “really? can you at least warn me?” as he fucks you roughly. After a couple minutes he cums on your ass (fake cum please) you push him off and he tells you not to clean yourself. So you continue about your day with his cum on your ass.You’re sitting on the couch watching TV cum dripping out of your pussy when the bully walks in front of the TV while jerking his cock. “How can you still be hard?” you tell him, you say “fine but I wanna watch my shows. (Switch to bully POV) he’s laying flat on the ground and you get on top of him and just bounce on his cock as you watch your shows. While you’re bouncing your son arrives home and you cover and get scared you yell at him to hurry and shut the door before people see! You keep bouncing on the bullies cock and tell your son “leave or stay I dont give a fuck I’m about to cum” you cum hard on the bullies dick as your son watches to your surprise. You stare at your son as you bounce faster and faster on the bullies dick as he cums inside you. The scene ends as you slide back giving your son a dirty look wondering why he stayed to watch. In the final day your uniform is the school girl skirt and socks from ur video with high heels but no panties or top on hair down. You walk down stairs casually like these are your everyday clothes now. (Switch to son POV) your son says “mom what the fuck?!”. You tell him “this is your uniform for the day it’s the last day” he acts disgusted but can’t stop staring your bare tits and your thighs. You argue back and forth for a couple minutes you’re waving your hands in anger and your tits are bouncing as you argue. The bully enters and taps you on the shoulder you turn around and say “oh” you get on your knees and suck his dick (his dick is off camera view is as if your son is watching you from the side). With the dick in your mouth you tell your son he can leave if he’s not comfortable. Out of nowhere he pulls out his cock! You say “what the fuck?!” but the bully shoves his cock back your mouth before you can say anything else. Son then gets up and from his POV is looking over you. You say “no I am not doing this what the fuck!” the bully looks at your son confused then you two make eye contact, thinking of this as just being another way to humiliate you he takes your and shoves it onto your sons cock! He reminds you that you are his all weekend.

BLACKMAIL FANTASY, CUNMSHOTS, MILF, TABOO, FACIALS

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Danielle Maye – Step Mothers Revenge JOI Custom

Danielle has just married a wealthy old man, unfortunately She has accidently mixed up his heart medication with Viagra! But his son will inherit his fortune rather than the much more deserving Dani. However she has a plan to deal with her unwanted stepson first, that may lead to a ‘happy’ ending. Danielle looks immaculate dressed in a smart outfit with a pendant necklace. Wearing a tight blouse, short skirt and sexy patterned stockings, she meets with her stepson. The arrogant letch can hardly take his eyes off his pretty new stepmother. and Danielle is going to use this to its full advantage, giving the boy the happy ending he deserves….

ROLE PLAY, PANTYHOSE/STOCKINGS, TABOO, DOMINATION, BLACKMAIL FANTASY, JOI

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Bettie Bondage – Mom’s New Year’s Eve Blackmail

Your parents had a pretty crazy New Year’s Eve party last night. You’ve never seen your mom so gone! You didn’t realize she’d get so flirty…with everyone. And that included you. By ten PM, she was falling all over any guy that would let her, not including your father. She was being a total slut and honestly, it was embarrassing. You tried to help her but she kept pawing at your chest, reaching for your cock and making jokes about fucking you. You kept telling her to stop but she just wouldn’t! She even flashed you her tits, calling you a prude.You took out your camera and started taking photos.
You wanted her to see, in the morning, how ridiculous she was being…but the camera only spurred her on. You told her she was being a slut and she winked at you. “but if I were really a slut,” she said, “I’d get on my knees and suck that cock!” Next thing you knew, she was on her knees, pulling your quickly hardening cock from your dress pants and getting to work.Your mother stroked and sucked all while you filmed. Of course, you came all over her face.
In the morning, you came downstairs to her cleaning up and couldn’t help yourself. It was all too good to give up. She said she didn’t remember anything, which wasn’t a surprise to you. But you’ve decided to jog her memory, handing over your phone and watching her face switch from light amusement to absolute horror. She knows its not your dad’s cock, and she’s in for an even greater surprise when you tell her whose cock it is! She doesn’t believe you at first, but she will! You let her know that you’ll be needing more of this, if she wants to keep it quiet. Of course, she protests, near tears, telling you how perverse it is, how horrible she feels for “doing that to you,” but you don’t care. All you care about is getting her on her knees again, feeling her talented mouth around your cock, seeing her stroke you to completion across her pretty face, seeing her play with her big, heavy tits – the ones you’ve always lusted after!

Category: TABOO
Related Categories: POV, VIRTUAL SEX, BLACKMAIL FANTASY, DIRTY TALK, MILF

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A Family Affair – Blackmailing Your Stepmom

You were supposed to be spending the night with a friend…good thing you decided to come home instead! You just caught your Stepmom sneaking in really late dressed like a slut! Man, I bet dad would love to know about this! She starts begging you not to tell him. You know she wouldn’t want to lose out on all the money he gives her. You can see her desperation. She says she’ll do ANYTHING…then she walks closer to you and gets on her knees! “I can be pretty persuasive,” she says as she unbuttons your pants…

Category: TABOO
Related Categories: BLOW JOBS, MOMMAS BOY, MILF, BLACKMAIL FANTASY

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Primal’s Taboo Sex – Makayla Cox – Taking advantage of Mom

Part One:
Rickey is tired of living with his mom. She totally ignores him unless it is to tell him to do something or criticize him for something he did. He is on is way out, bags packed when Makayla sees him leaving and stops him. Rickey realizes the only thing she is worried about is all the money his dad gives her to take care of his expenses and he doesn’t really see any of that money. So Rickey decides is time things are different with him and mom, if she reallly wants him to stay….

Part Two:
Things are going great with Rickey and his mom. She has been taking him wherever he wants to go, buying him almost anything he wants and, whenever he wants her to put out she gives him whatever he wants. They are at the movies when he sees the only other people in the theater are a couple his age making out hot and heavy. Rickey decides to see how badly his mom wants to keep him happy.

Category: TABOO
Related Categories: MILF, OLDER WOMAN / YOUNGER MAN, BLACKMAIL FANTASY, PUBLIC SEX, SLUT TRAINING

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Hannah in Fetishland – Mommy Dearest 1080p

Junior (POV) comes home from a semester at college to find Mommy home alone in the living room appearing upset with Dad and uncharacteristically sipping on wine. Junior and Mommy start with some small talk about college, but Mommy is distracted, tipsy, and angry with Dad. Junior asks Mommy why she is so upset, but Mommy is hesitant to share. However, with some cajoling, Mommy breaks. Mommy feels as though Dad no longer sees her as a woman, and to cap it off, she recently found some “dirty pictures” on the family laptop. In short, Mommy’s womanly insecurities are shining through. She’s completely trusting of Junior at this point, but she doesn’t realize that he has a lecherous side. In fact, she has no idea that those “dirty pictures” are actually his. Immediately, he crafts a plan to take advantage of her vulnerability. Through flattery and exploiting her trust and tipsy state, he convinces her that they can make Dad appreciate her as a woman again if she surprises him with some pin-up style photos of herself. Mommy is somewhat skeptical at first but intrigued by the idea. Her biggest fear is being vulnerable to a shady, unfamiliar photographer, but Junior proposes to take the photos himself since he is studying photography at college. With some apprehension, Mommy finally agrees. Since Mommy has no idea how to pose, she asks Junior for explicit instructions. He guides her through a series of poses. He starts out focusing mainly on her legs and gets more suggestive and provocative from there. Junior convinces Mommy to expose more skin by first telling her to raise her skirt or unbutton a few buttons, but then things escalate as he convinces her to remove her clothing piece by piece with some up-skirt, butt, and cleavage poses along the way. As they proceed, Mommy’s confidence builds. Ultimately, as Junior is taking photos of Mommy massaging and pushing together her bare breasts, Mommy can’t help but notice the giant bulge in Junior pants. Though somewhat shocked at first, she can’t help but feel proud of the possibility that she is the cause. She is compelled to ask Junior to show it to her. It’s the largest cock she has ever seen, and she is in awe of its size, girth, and hardness. She asks Junior if it was Mommy who made him hard. Upon confirmation, she now knows that she is a truly desirable woman and Dad is simply unworthy of her. Desiring total validation, Mommy wants to see a real man orgasm to her even if it is her son. So, she instructs Junior to stroke his giant cock and sensually teases him with her body until he has a massive orgasm.As Mommy basks in her renewed confidence, Junior says that he has a confession to make which of course Mommy is very open to hearing. Junior bluntly states that the “dirty pictures” actually belong to him. In response, Mommy exhibits an expression of utter shame and rage at how she has allowed herself to be manipulated. However, what’s done is done, and there’s nothing she can do. Furthermore, Junior’s camera has already uploaded the pictures to the cloud. The video ends with the insinuation that Junior is blackmailing Mommy for further lascivious activity with Mommy in a desperate, embarrassed state.

Category: MOMMAS BOY
Related Categories: TABOO, BLACKMAIL FANTASY, OLDER WOMAN / YOUNGER MAN, MIND FUCK, POV

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Miss Penny Barber – Sexy Mom Is Secretly Batwoman (HD MP4)

What would you do if you discovered your smoking hot mom was leading a double life as a world famous masked vigilante? I slipped up while slipping off my suit and now you know my secret identity as Batwoman. I know it is shocking but this has to stay between us. Even if that means I have to trade your silence for superheroine sex!
Wearing just my gloves and mask, I put on a little show for you by playing with my bare breasts and pussy so your cock is ready for what comes next. You will need a pretty hard dick to fuck Mommy and Batwoman at the same time!

Category: TABOO
Related Categories: SUPERHEROINES, BLOW JOBS, BLACKMAIL FANTASY, POV SEX, COSPLAY

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Mom is a Cheating Cum Slut – Bettie Bondage

You knew it. You’ve always known it: your mother is a cheating cum slut! And now that you’ve caught her in the act, you know what you have to do…blackmail her into taking your cock, just like she does with that guy you saw sneaking out after she rode his cock til he filled her with cum.
At first, she’s hesitant. She thinks she can get away with just giving you money or convincing dad to buy you a car but that’s not what you want. You want her, laid out before you, ready to take your thick, massive load right in her cum-filled pussy. She balks, unable to believe what you’re demanding but it’s true. You want to further fill your mother’s oozing, sperm soaked cunt!
And just as you suspected, it doesn’t take long before she’s grinding on your cock, loving every inch of her young, horny son’s hard cock!

Category: TABOO
Related Categories: ROLE PLAY, VIRTUAL SEX, CREAMPIE, CHEATING, BLACKMAIL FANTASY

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Step Mom Has A Gambling Problem – Ashley Alban

You come into the kitchen and find your step-mom having a meltdown. You have a feeling what it’s about. You ask her how last night went. As usual, she launches into a story about how she was winning at the casino and thought she could make up for all of her losses, but she ended up losing everything. She tells you that you can’t tell your dad. She even asks you to cover for her since she withdrew more money at the casino and lost it too. She asks if you can say it was you, and says that you can fuck her again if you do. Just as she says that, your dad walks in. She immediately changes her tone and tells him she’s going to cook some food, and he leaves to take a shower. Your step-mom turns back to you and asks if you want to continue the arrangement.
You say yes, and say that you want to fuck her right now, in the kitchen, while your dad is showering. She is exasperated because she knows there isn’t much time, but since she is desperate for your help she agrees. She tells you to get your dick out and start stroking to speed up the process. You ask her to show off her ass while you do it. She leans over the counter and starts to shake her ass. Her legging are so see-through that you can see exactly what panties she is wearing underneath. After teasing you for a bit, she pulls her leggings and panties down and tells you to come get your payment. You slide your dick in a fuck her doggystyle. You ask if she likes it, and she tells you that this is just an arrangement to get your help. But, as you pound away, she begins to moan. She can’t help but get into it and she is soon begging for you to cum inside of her. After, she quickly pulls up her leggings and fixes herself up so it looks like nothing happened.

Category: TABOO
Related Categories: MOMMAS BOY, ASS WORSHIP, VIRTUAL SEX, DOGGYSTYLE, BLACKMAIL FANTASY

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Taboo Triangle ep.4 – Krissy Lynn

I knew my step-mother was cheating on my dad, and oh yes– it infuriates me, but not for the reason that you might think. I’ve been investigating my stepmother and watching her dodge and squirm out of my attempts to catch her in the act. I now have evidence to bring to light.
It’s not possible for her to get away this time. I’ve went over the scenario dozens of times since I connected the dots. I began to fantasize proving her guilt, and she tests me asking “what evidence do I have?” I show her and it pushes her off her high horse, maybe she cowers, tugs on my legs, and begs me to keep her secret. I confess that all the fantasizing has given me quite a power trip. I’m not used to pulling on a woman’s strings as if I am a puppeteer. I’ve started to wonder what else can I make my step-mommy puppet do?

Category: TABOO
Related Categories: LESBIAN, OLDER WOMAN / YOUNGER WOMEN, BLACKMAIL FANTASY, HOME WRECKER, TRIBADISM

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