Taboo Sex Fantasies 29 – Mothers, Sisters, Daughters!

Description

Spying on Mom During Her Workout HD

Lately your mom has been taking to working out in the living room at such a time that you get home just as she’s stretching out. She wears these tight, tight spandex yoga pants that go see-through when she bends forward or squats, and just a sports bra. At first you felt weird walking into the living room with her like that, but when you realized that she doesn’t wear panties – that you can see her pussy clearly through the strained fabric – you start to look forward to coming home to this, weird as it is to admit that, even just to yourself. You look forward to catching her, watching from the foyer so she doesn’t see you. Every time you have to go run upstairs and jerk your cock until you cum, thinking about your own mother…
Today, she seems to be angling her ass and pussy right in your direction, bending and stretching perfectly to give you a gorgeous view. You can hardly stop yourself from jerking it right there, you know you won’t last long before you have to run upstairs…but before you can turn to leave, she turns her head and looks straight at you! She smiles, telling you she knows you watch. In fact, that’s why she chooses to workout at this exact time. You can’t believe it! You stand and watch as she shows off some more for you, putting her pussy on display as you come closer. You kneel down before her as she shakes her spandex clad ass at you, teasing and bouncing before sliding her pants down and telling you to get closer, take out your cock…soon, your mother’s pussy is sliding up and down the length of your cock…

Category: TABOO
Related Categories: YOGA PANTS, SPANDEX, MILF, STRETCHING, WORKOUT CLOTHES
Keywords: bettie bondage
This clip contains GYM CLOTHES, SEE THROUGH YOGA PANTS, MOM SON, MOTHER/SON, POV TABOO,POV ROLEPLAY, TABOO FANTASY.


Mom’s Debt Resolution HD

Your father passed away…and you should feel bad, but he was a real asshole. Your family is better off without him, and you think your mom is relieved to not have to deal with him anymore but when you find her in bed crying, you wonder if maybe there was more love there than you ever saw. “No,” she tells you through tears, “it’s not that he’s gone…he left us in terrible debt with some dangerous men…and I don’t have that kind of money! He ruined our credit so I can’t take out a loan or even a new credit card…and now the bookie is telling me I can pay it off…by making a move. With you. A dirty one. Can you believe that?!?” Maybe it’s the highly emotional situation you’re in but your cock swells at the mention of it. You try not to sound too eager – the man is , and he was your father…but fucking his widow, your own mother…well, you’re practically dripping down your thigh you’re so excited at the idea. And videotaping it? Icing on the cake. You act disturbed, watching your poor mother struggle through telling you, before you tell her you’d be willing to do it. To save the family. You’ll do it, for her. She objects at first but as you lay it out for her: you’ll move away, free of debt. She can use you to apply for a loan, you’ll help raise your little sister. You can see the wheels turning in her mind as you spin a tale of hope, all with the intent to get your cock wet inside your mother’s holes. By the time you’re done laying it all out, she’s smiling and happy, ready to do this – for the family! Wow. There’s an outline the creep gave her, and you’re happy to see it has your mother spreading for you and talking dirty before riding your cock doggy style, dirty talking about fucking her son the whole time. Maybe it’s the fear of this dangerous man coming after her if she doesn’t do it right, but she seems really into. Really into it. She keeps stealing glances at you over the camera, and you can see a certain glint in her eye that makes you think maybe she’s enjoying this. When she cums on your cock, you’re all but convinced your mother is loving riding her son’s cock. The instructions are to finish across her face and tits, and you are proud when you hold out, only cumming when your gorgeous mother strokes you while begging for your cum…



Free Use Family Mommy’s DP HD

Ever since Dad enacted a “free use” policy in the home, you and your brother have been spending a lot of time with Mom. Every day after school, you both go into the living room and get your cocks jerked, fucked, and sucked by your gleefully subservient mother. Today is double penetration day: your mother mounts your brother and slides him into her ass while she faces you, fitting you into her tight snatch while she tells you how happy she is to be a free use mother. She rides and bounces on your cock until you fill her with cum, letting it drip out onto your brothers dick until he too fills her ass with a huge load.



Blackmailing Your Slutty Boss HD

Your boss is the biggest bitch. You really can’t stand the woman. For starters, she’s younger than you, received several promotions you were jockeying for over the last year when you’ve been there for ages…and talks to you like you’re an idiot. She expects an unreal level of perfection and acts so sanctimonious it’s unbelievable. So when you hear from a guy down in the warehouse that a few years ago, she got sloshed at the company Christmas party and took it in every hole from him and a few other guys (including a couple higher-ups…explains the promotions!), you know you’ve gotta get this leveraged against that bitch. You ask him for proof, goading him into sending you a grainy but damning photo from his cell phone of her on her knees, cross-eyed and covered in cum. You print it out and the next day, head to your meeting…
Predictably, she starts into you quickly, telling you how she expects more, she needs more, blah blah fucking blah. You pull the folded piece of paper from your coat pocket and set it on the table next to you, crossing your arms as she reaches forward and takes it, asking what it is as you remain silent. You watch her face as she opens it, confronted with the reality of this situation. Of course, she thinks you want the promotion. The one everyone knows she’s vying for. She thinks thats what you want, but really…you want much more than that. You want her, on her knees. Sucking your cock, taking your cum. You want to hate fuck her and hold this over her head for as long as you can! Seeing her quickly get on her knees, fighting barely at all as she takes you into her mouth…well, you can’t say you’re surprised. You’re just sad it took this long to figure her out!
She begs you not to cum inside her but honestly, does she really expect you to play nice, after all she’s done? You pump a thick load into her pussy as she pulls away, scooping your cum out of her cunt as she stares at you in disbelief.
Category: BLACKMAIL FANTASY
Related Categories: POWERFUL WOMAN, FANTASIES, VIRTUAL SEX, BOSS / EMPLOYEE, CREAMPIE
Keywords: blackmail boss, mean boss, coercion, surprise creampie, cream pie, bettie bondage


Cheating Mom Caught on Cam and Blackmailed HD

Your mother is sleeping around behind your dad’s back. You know it. You decided to set up a hidden camera in her room over the weekend while your father is away on business. You even lie and tell her you’ll be sleeping at a friend’s house for the weekend, setting up the camera and watching it remotely from the library. When you see her appear on screen, you can’t help but watch the grainy black and white footage. You see your mother start to undress as she sits on top of some guy in your parent’s bed. She’s dirty talking and telling him all about how your dad is away and so are you. You can’t believe her – what a slut! Despite your anger you feel your cock grow in your pants. You almost take it out and jerk off right there in the library but then, you get an idea…
You arrive back at home once you see them finish and get dressed. Looking in the driveway and seeing only your mother’s car when you get back, you walk in with your tablet in hand. You have the video saved, queued up for your plan. Your mom is so surprised to see you! You can tell she hoped to have the house to herself for her little rendezvous. Not if you can help it.
You confront her, showing her the video and telling her you know everything! She acts all upset, sorry and sad – telling you that she can’t believe you’ve spied on her like this. Before she can recover from being found out, you tell her what you need: you want what that guy got. You want her. You watch her face as she realizes what predicament she’s in. Either fuck her own son, or get revealed for the cheating slut she is. You know she has no choice, and even the little sobs she lets out as she begs you not to do this won’t make you stop. You’re going to make your mom fuck you.
At first, she’s so reluctant, begging you to take anything else: a car, money, anything! But you’re persistent. You want her mouth, her pussy – everything. It doesn’t take long before she’s getting into it – your own mother, drooling over your cock, dirty talking her son and begging for cum!
The best part? Your hidden cam is going the whole time, capturing your mom taking your cock! The ideal ammo to insure your mom stays your blackmailed cumslut.
Category: TABOO
Related Categories: BLACKMAIL FANTASY, POV SEX, VIRTUAL SEX, POV, DIRTY TALK
Keywords: cheating mom, wincest, fauxcest, blackmail, mom son, pov blowjob, pov sex, bj, bettie bondage


Your Mother, the Virgin HD

You hear familiar sounds coming from your parent’s bedroom, the sounds of a woman enjoying herself, but you know your dad isn’t home so you sneak up and look in, only to see your mother lying on the bed with a huge toy, plunging it in and out of her pussy while she moans and writhes. She looks amazing, her chest heaving and her pussy glistening as she draws the thick black toy in and out of her wet quim. You step in, standing there boldly but she’s lost to the world, her head thrown back as she fucks herself. Even when she finally looks up enough to see you standing there, she’s too far gone to stop. She apologizes, explaining that it just feels too good to stop…she begs you to forgive her, it’s just that she’s never been penetrated like this…she pulls the toy from her pussy as it gapes, pulses, and she squirts all over the bedspread. She’s shocked. My goodness, that’s never happened before! And to think, from this toy, five times the size of an average penis!
…What do you mean? you ask her. She tells you that this big huge toy is a fantasy – normal guys are like your father, about 2 inches. Right? You laugh. She must be kidding. But you quickly realize that your mother has been victim to a grave injustice: your father convinced her, a virgin until they married, that 2 inches was perfectly average. She’d never even kissed a man until marriage, who was she to doubt that? She admits that she’s never felt something hit so deep, your father always just pressed his penis against the opening of her pussy and ejaculated a few seconds later. You begin to realize that for all intents and purposes, your mother is a virgin! Your cock grows harder in your pants as she continues masturbating in full view, confessing her needs and lacking love-life to her son as she apologizes for her incorrigible lust.
She notices your growing bulge, confused. Don’t men normally get hard for pretty girls? Does that mean…you’re attracted to me? You confess, telling her that you’ve always wanted her. Only her. Even though you have had lots of girlfriends, it’s always only been about her. She blushes. She’s embarrassed – her own son lost his virginity before her! You correct her. You’re still a virgin. The girls at school are too afraid of your size to fuck you. Her eyes widen. You can tell she wants it, wants to see how large a man can really get…
You watch as she pulls your hard cock from your pants, gasping as tells you how much bigger you are than your father, guiding you into her pussy as she moans and begs you to fuck her, take her virginity. Your mother, splayed before you with her pussy full of your cock. You try not to cum as she begs you to fuck her harder, harder…and deeper.
You tell her you’re all the way in, you can’t get any deeper! She assures you that its ok, you’re still so much bigger than your father…but she keeps begging, harder, harder, fuck me deeper and harder sweetie! She’s stroking herself up and down your cock, riding you like a woman possessed. You can’t hold out, cumming inside her before she pulls you out and finishes you all over her pussy and stomach. She quickly grabs her huge toy again, plunging it in and out of herself as she gasps and moans…so deep, god it feels so good…You watch, your cock still dripping and twitching as you witness your mother squirt and cum hard from her thick black toy, again. She assures you that you were wonderful, amazing, so huge, don’t worry about her needing the toy, gosh I hope you don’t feel inadequate, sweetie…but you loved it all.

This clip contains MOTHER SON, MOM, LOSING VIRGINITY, VIRGIN, SPYING, CUCKOLDING, GENTLE SPH, POV CUMSHOT, MULTIPLE ORGASMS, FAKE CUM.
Category: TABOO
Related Categories: POV SEX, CUMSHOTS, BIG DICKS, SQUIRTING, MOMMAS BOY
Keywords: multiple orgasms, real female orgasm, squirting orgasms, mother son, mom, nerdy mom, glasses, socks, spying, cuckolding son, gentle sph, pov cumshot, bettie bondage


Your Best Friend’s Mom has a Secret HD

You’re sleeping at a friend’s house, on the couch in the living room, when you hear a loud bang. You open your eyes to see a figure in the dark living room. Your first thought is that its your friend’s mom, home from her shift as a nurse but when see what she’s wearing, you think again: a tight leopard mini dress, fishnet stockings, and sky-high lucite stripper heels. She’s creeping across the room, trying to be quiet. You clear your throat to make your awakened state known and watch her flinch. She grimaces, clearly embarrassed as she slowly walks over.
“Shhh. We have to be quiet. We can’t wake up my son. And you can’t tell him you saw me like this…”
You think maybe it was a date or a hookup but she smirks, “No. I was at work. C’mon. You’re a smart boy…you must know what’s going on.” You look at her outfit, her makeup, the way she leans forward so you get a great view of her gorgeous cleavage. You know what’s going on alright. Your best friend’s mom is a stripper. And she’s flirting with you.
This clip includes BEST FRIEND’S MOM, MILF POV, VIRTUAL HOOKUP, FANTASY, STRIPPER, SECRET SEX, OLDER WOMAN, BETTIE BONDAGE.
Category: FANTASIES
Related Categories: MILF, DIRTY TALK, VIRTUAL SEX, POV, CONFESSIONS
Keywords: best friends mom, friends mom, milf pov, milf virtual, older woman, hookup, secret, quiet, hold the moan, fantasy, stripper mom, secret, bettie bondage


The Boss of Me HD

Your new secretary Bettie is such a tease. She’s always wearing these tight little skirts and tops that hug her big breasts in a way that you can’t help but notice. You know the guy she used to work for, and he tells you that she’s a prude…but you know she’s in a hard place, and you aren’t above using that to your advantage. You bring her in for a little chat, and it doesn’t take long for her to realize what you’re telling her. Either she fucks you, and then you can talk about a possible promotion or, if she declines a deep dicking in the office, right now well, then, you can’t promise her much of anything. You wouldn’t fire the poor girl, but…well, if she’s so set on the position of office manager…she gets the picture, slowly and reluctantly pulling down her shirt to reveal those gorgeous tits you’ve been all but drooling all over whenever she comes in to ask you a question. Next her skirt, revealing she has no panties on under those nude fishnets. Perfect. Rip a hole right in them and make her show you her wet little hole…
First, you instruct Bettie on how to suck and tease your cock. She tells you she doesn’t even do this for her boyfriends, which thrills you, spurs you on, until you have her flat on her back on the floor of your office, watching as she slides herself down onto your cock, rocking her hips back and forth like she loves it, loves your cock and wants it deep. You almost laugh at what a slut she’s being, this so-called prude, a supposed cock-tease. She tells you that you have to pull out, and you think maybe you will, at first…but once you feel it swell inside you, you know where it needs to go…so what if she’s young, fertile, and not on birth control?…

This clip contains POV SEX, SURPRISE CREAMPIE, SURPRISE IMPREGNATION, RELUCTANCE, SECRETARY BOSS ROLEPLAY, BOSS FANTASY, BETTIE BONDAGE, FISHNETS.
Category: POV
Related Categories: FANTASIES, BOSS / EMPLOYEE, IMPREGNATION FANTASY, SECRETARY, ROLE PLAY
Keywords: pov sex, surprise creampie, surprise impregnation, reluctance, secretary blackmail, blackmail, coercion, boss, bettie bondage
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