Tag: ANAL

Miss Penny Barber – Mom Lets You Fuck Her Ass for Christmas

This little Christmas list of yours is a very naughty joke, young man. Of course, you were kidding, you don’t really want a blowjob from your Mom. I don’t even do the third thing on this list with your father! I guess I did say you could have anything you wanted for Christmas if you got into the right school.
We better start with sucking your cock and then move onto the sex. I suppose you are right, it doesn’t count as a blowjob if you don’t cum in my mouth. I know this school year has proven that you are very determined but are you sure you are up for all three holes in one afternoon? I would not want you to get too tuckered out before you fuck me in the ass.

TABOO, MILF, MOMMAS BOY, POV SEX, ANAL, BLACKMAIL FANTASY

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Roxy Cox and Brook Logan – Step-mom Trains Step-daughter to be an Office Slut

Roxy the mom walks into office and her daughter Brook is waiting there on her first day, looking bored, playing with her phone. Mom tells her she is finally going to learn what work is really about and start being a productive member of society. Daughter scoffs and tells her mom to stop boring her but Roxy suddenly pulls her up by the hair and grabs her by the throat. “I’m not your mother here, I’m your boss, do you understand?”, “you’ll treat me like your boss and do exactly as your told like a good girl. Mom inspects daughter. First looks at face and tells her to be trashier, slaps her, e.t.c. lifts skirt, feels tits, tells her boobs are too small. Compares to her own big tits and gets them out. Mom stuffs daughter’s bra so she looks like a proper bimbo. Mom turn daughter round and bends her over, spanks her ass. Pulls her panties off and tells her to never wear panties to the office, her job here is to be used for other people’s pleasure so she should always be wet with no panties. Mom pushes a butt plug into her ass – stuffs panties her mouth and rubs her clit as she moans. Mom tells her she’s ready to test her daughters holes to see how well she’ll perform in her duties. Daughter complains but panties in her mouth are muffling the sounds. Mom lifts her skirt to reveal a harness and attaches a big dildo as daughter complains. Roxy gets Brook on her knees and shoves her strap on into her mouth, making her suck and gagging and getting it nice and sloppy dripping onto her tits. Grabbing her head and pushing it deeper and deeper down her throat. Mom tells daughter she is ready for a real challenge and strips her off naked except for heels, attaching a body harness & choker and spanking her with a paddle. She bends her over to face full length mirror and fucks her pussy from behind while pushing her mouth onto toy stuck to mirror for DP. Close up on Brook taking that cock from behind and seeing it stretch her. Mom tells daughter she has done better than she expected and now she’s loosened up, she might just be good enough to be the new office slut, but it’s time to prove it to the real boss. Mom pushes the daughter forward to meet boss’s cock. Daughter’s ass is arched up in the air in background as mom fucks her from behind while daughter sucks on bosses cock in foreground. Mom gives JOI telling her boss to use her daughter’s mouth and eventually tells the boss to cum in her mouth, cum drips out onto floor and Brook plays with it.

TABOO, MOMMY ROLEPLAY, SUBMISSIVE SLUTS, SLUT TRAINING, ANAL

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Taboo Heat – Cory Chase – Step Mom Craves Young Cock Vol. 2 1080p

Scene One: Mom Helps Me Study for a Test
Johnny is sitting at the living room table doing his homework, when his step-mom walks in. He is trying to study for his Chemistry test and his step-mom offers to help him study. Johnny keeps getting the answers wrong, so he tells his step-mom to please leave the room so he can just study by himself! Cory offers to teach him a little differently than his science teacher at school does. Once he gets an answer right, his step-mom pulls her shirt off to reward him! “If you get the next answer correct, I will take my bra off next!” she tells him. He gets the next answer wrong, but she stands up and starts to pull her skirt down while she continues to teach him. He gets a few more answers wrong, but when he finally gets one correct, she pulls her bra off and exposes her tits to her step-son. Johnny tries to focus but his step-mom is making it really hard for him! She strips out of her panties next and she tells him that she really wants him to get an ‘A’ on his test! She tells him that if he gets an A, he will get rewarded by having some fun with her sexy, MILF body!

Scene Two: Mom Clears My Head Before Big Test
Johnny walks in to the kitchen before school and he tells his step-mom that he doesn’t think he is going to get an ‘A’ on his test today! His step-mom starts to rub his shoulders and she tries to help him relieve some stress before he leaves for school. She pulls his belt off of his pants and she tells him to stand up so she can pull his pants down. She pulls his cock out and she starts to suck his cock! She wants to make him cum in her mouth so he will be completely stress free by the time he gets to school! She starts to quiz him on his chemistry notes while she sucks his cock. She throws her black, silky bathrobe on the ground and she continues to suck his cock. She takes her big, Silicone-enhanced tits and wraps them around her step-son’s cock. She titty fuck’s him while teaching him about silicone and the other elements in the periodic table! She jerks his cock with her hands before she goes back to sucking his cock. She tells him how she really wants him to cum down her throat. She titty fucks his cock some more, before he cums down her throat and she swallows all of his cum! Johnny starts to get nervous that he will be late for his test now… He quickly puts his pants back on and runs off to catch the bus!

Scene Three: Reward for Good Grades
Johnny is sitting in his bed when his step-mom walks in to his bedroom. She is eager to ask him how his Chemistry test went, and he is happy to show her that he got an A+ on his test; All thanks to her help! She is ready to reward him with her body since he did such a great job on his test! Johnny is nervous that his dad will find out and get mad at him, but she promises not to tell his dad. She pulls her blouse off and he starts to touch his step-mom’s big tits. “You can kiss them! Go ahead!” she exclaims. He starts to lick her nipples, and then she pulls her panties off. “We’re going to have so much fun and relieve a lot of stress today!” she tells him. She pulls his cock out from his boxer shorts and she starts to give her step-son a blowjob. After sucking his cock for a few minutes, she asks him “Should I sit on your cock?” He tells her to suck it for a little longer first! Then she hops on top of him and she starts to ride his cock in the reverse cowgirl position. Then she flips around and rides his cock in the cowgirl position while she kisses him. She licks her pussy juice off of his cock and then she asks him if he’s ready to fuck her now. She lies down on her back and her step-son starts to fuck her pussy in the missionary position. He leans down to kiss her and thank her for all of her help with his test! “Fuck mommy nice and deep!” she whispers in his ear. She hops back on top of her step-son in the reverse cowgirl position and he fucks her pussy hard. “I want you to feed me your cum!” she tells him. He fucks her in the missionary position until he gets close to cumming. Then, he pulls his cock out and jerks it off in to her mouth and on her face. She swallows as much of her step-son’s cum as she can!

MILF, BLOW JOBS, FUCKING, BIG TITS, BLONDES, ANAL

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Jessie Lee Pierce – BROTHER FUCKS SISTERS ASS ANAL TABOO POV

My Little Brother Fucked My Ass! 2 facial cum shots, implied anal sex Oh my God! I’ve crashed Dads car! I’ll tell my little brother, maybe he can help me come up with an idea. My little brother is willing to take the blame, with a condition of course, he wants me to let him fuck my ass! My little brother is such a horny little fuck, he would suggest that, I always see him perving on me! Well, Dad would ground me for life, I don’t have much choice do I?! Maybe I can make him blow from a blowjob and save my ass from my brothers cock, nope, he’s blown all over my face and he’s still rock hard, I guess I’m going to have to let my brother pound my ass while his cum is still dripping off my face! This was a custom order but no names are used, see description for further info.

ANAL, BLOW JOBS, SISTERS, TABOO, VIRTUAL SEX

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Jerky Wives – Cory Chase – Mommy Needs your Cum 1080p

Mom just came home from work and is not feeling well. She tells me the only cure for what she has is my cum in her belly. First she offers a blowjob as she strips down to her bra. She asks if I am about to cum, I say no and she rides my cock. A couple minutes later she asks if I am about to cum, when I say no she bends over the bed and tells me to fuck her ass.
Again she asks if I am about to cum, when I say no she goes to her knees and blows my cock. I am still not ready to cum so she goes onto the bed and tells me to fuck her ass again. Now that I am ready to cum she goes back down to her knees and opens her mouth wide. I fill her mouth with my load and she sucks my cock clean before swallowing all my cum.
Mom thanks me and says her belly feels better all ready. I start to wonder if that is what she ready wanted because she wants more tomorrow…

MILF, MILF, ASS TO MOUTH, ANAL, CUMSHOTS, CUM SWALLOWERS

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Kelly Payne – Slut Mom has to pay back what she owes PART TWO

PART TWO of Mommy has to pay back what she owes: Mommy Kelly has been behind on her bills, and her landlord has decided to let her pay him back in the form of sexual favors, including fucking various men for money letting them take turns fucking her any way they’d like, and most of them have a thing for MILF’s some even wanting her to spray them with her mommy milk, and mommy dirty talk. Some of the guys even prefer fucking her ass, and Kelly even gets DP. After the men leave, her land lord makes her cum one more time for his viewers, he is recording this after all and makes her orgasm with a vibrator while begging for your cum, not allowing her to stop until making the viewers cum.

ANAL, MOMMAS BOY, DOUBLE PENETRATION, KINK, MILF, DIRTY TALK

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Kitty LeRoux – Risky Business: Anal Fuck Friend’s Mom

You’re visiting your friend because Borderlines 3 just came out and you’re going to marathon it like you did when you were in high school. You haven’t seen each other for a while because college happened and you’ve been away. On day 2 of the marathon, you’re in the kitchen. His mom is making you two rice krispie treats and reminiscing about how you used to be over all the time, how she hopes your sleepover is going well because the floor isn’t very comfy. The truth is you had trouble dozing off- because she came in his room last night and was doing unmentionable things while you gave an Oscar-worthy performance of “totally not awake best friend who totally doesn’t have a boner”. You cheekily tell her you had a dream about her! She jokes that she hopes it wasn’t a nightmare. Your friend gets bored waiting for the treats and goes to look up some strategy. “Omg! I can’t believe I got caught.” Your heart is racing. “I’m so wet.” . Turns out your best friend’s mom is super kinky and into risk taking. Now that she knows she’s caught, she’s even more wet. She climbs up on the counter and shows you she’s been using anal beads the whole time she was making treats for you two. While pulling them out slowly-one by one- she confesses to being an anal slut. She desperately tries to not moan too loudly in case her son hears. She pulls out her tits and fingers herself, until your friend yells for an energy beverage. “We should go so we don’t get caught.” Later that night, you wake up to her sucking your cock! Omg, in front of your not awake friend/her son? Kinky slut! But you don’t want her to stop. She figured you wouldn’t mind and you DO NOT. It’s been hard to play the game when you’ve been thinking about her stretching her tight little ass with your cock. The tension is intense. You could get caught at any moment, but that doesn’t stop either of you from fucking. That perfect huge ass of hers is yours. Can you fuck her as hard as you want without getting caught?

ANAL, BBW, MILF, MOMMY ROLEPLAY, TABOO

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Bettie Bondage – Blackmailing Mom into an Anal whore

Catching your mother having an affair was the best thing that ever happened to you. Well, to your sex life. You’d think you’d be upset – knowing your mother was cheating on your dad – but honestly, he’s a jerk anyways. And knowing this puts you in the perfect position to get what you’ve always wanted: your mother. You could pretend like that isn’t what you’ve fantasized since you first started pulling your dick, but it’d be a lie. So when you confront her with this intel and let her know the price of your silence, you’re happy to discover that, although reluctant, your whore of a mother obliges. Anything to keep this secret between the two of you.
It starts out with simple stuff – hand-jobs, blowjobs, eventually fucking. But soon you need more. You start to train her to be an absolute slut, to your specific specifications. You want her dressed a certain way, taking cock a certain way. All her holes must belong to you. Today is no exception, as you wake up and demand a blowjob, then come home early to take her pussy. Not yet satisfied, you make her plug her ass and finish the housework before sticking you thick member into her asshole. All the while she’s indignant, telling you how fucked up it is that you make her your personal whore.
Yet, she doesn’t stop, and her pussy gets soaking wet whenever you make her take it up the ass. And especially when you make her clean your cock off. Who know your mother was an ass-to-mouth slut? You dreamed that it was so, but seeing it in real life, right before your eyes, is just perfection. You watch your mother ride your cock in her tight ass, taking two loads in her shithole, cleaning your cock after each one. A perfect day, brought to you by your sweet, slutty anal whore of a mother!

TABOO, BLACKMAIL FANTASY, POV, VIRTUAL SEX, ASS TO MOUTH, ANAL

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Sammi Starfish – Mom and Son – Duct Tape ANAL Sex

Hi, I’m 38-yr-old Sammi Starfish. Get ready for some very creative anal action in another one of my mother/son RolePlays. In this one my “son” is watching television as I decide to go take a nap. I ask him to wake me up later. Reminding him of what a heavy sleeper I am. So as it’s time to wake me up he tries yelling my name, shaking my shoulders, and pushing me on the bed. Nothing seems to be working.
Having run out of ideas, and getting horny by seeing me lay there with my ass bent over the bed, he decides to try waking me up creatively. He uses Gorilla Tape to spread both of my ass cheeks completely open so that he can examine to see what mommy’s asshole looks like. After enjoying what he sees he decides to put dildos up my asshole. But I still do not wake up. It is not until he has his entire cock deep in mommy’s asshole that I finally wake up. Startled at first I wonder what my son is doing up my ass. But it feels too good to ask him to stop. I orgasm and he finally fills my ass up with his jizz. Then leaves me there with my gaping asshole taped open on the bed.
I have also included 7 minutes of behind the scenes footage that followed my hard ass fucking. I price my videos based on their length, and this BTS footage has been included at no charge. It is a free bonus. You get to watch me stretch and fool around a bit with my stretched out asshole flashing the camera. I could definitely feel that my asshole was looser and very recently fucked. Definitely used my asshole.

ROLE PLAY, ANAL, TAPE BONDAGE, MILF, ASSHOLE FETISH, DUCT TAPE FETISH

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