Tag: ANAL

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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Ashley Alban – Mom’s Eggs and Hams

This is a follow up to “Step-Mom Shows you her New Bikinis.” Your step-mom is making you breakfast while she explains that even though your dad is out of town, she has a lot to get done, and she wants you to focus on your own tasks. As she rambles on about what she needs to do, you can’t help but stare at her ass showing through her see-through leggings. She chides you for not listening and responding to her. After she gives you toast and scrambled eggs, she starts loading the dishwasher. You can’t even eat as you watch her bend over. She catches you staring and says that she doesn’t understand why you’re so obsessed with her butt (she knows why). Eventually she gets frustrated and gives you a full view of her booty, she even pulls down her leggings, and tells you to get an eye-full so you can focus for the rest of the day. She mentions that she made a mistake showing off her ass to you previously, and just because she let you fuck, doesn’t mean it can happen again. After, she walks into another room and you pull out your hard dick to start stroking to the memory of that ass. She walks back in and catches you. She decides that something needs to be done, and she tells you to meet her in her bedroom after you finish eating.
When you go into her room, she’s now wearing lingerie and a lace robe. She tells you that you’re not in trouble. She explains that since you are obsessed, she’ll fulfill your little fantasy one more time. She tells you to pull your dick out again, and she shows off her body. She mentions that she has a surprise, and when she bends over, you find out that she has a buttplug in. She says that she’s getting her ass ready so you can fuck it again and get everrrrryyyything out. You’re rock hard by now, so she gets on her knees and sucks your dick. Once your dick is lubed with her spit, she gets up, bends over the bed, removes the buttplug and tells you to slide your cock in. She gets into it and starts begging you to fuck her ass hard and drain your balls. You oblige and fill her asshole up with cum.

TABOO, ASS WORSHIP, BUTT PLUG, VIRTUAL SEX, ANAL, MASTURBATION ENCOURAGEMENT

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thechronicmasochist – Mommy does Anal

Mommy had a really really rough day, and you get the pleasure of watching me relax while you’re all pent up. You’re a really good pet and you got my joint and wine ready for me, but I need a little extra. I cum in my thigh high stockings and lingerie with my hitachi before deciding I want to feel full. I fuck my ass with my glass dildo before bending over and using my hitachi to cum to a huge orgasm while stuffed, moaning “Mommy’s cumming!”

ANAL, FEMDOM, MOMMY ROLEPLAY, ORGASM DANIAL, SMOKING

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Angie Noir – Son Anal Fucks Moms Destroyed Rosebud

Angie Noir: Mom finished fucking her Big Purple Bad Dragon Dildo (another amazing video!) and looked up to see her Step Son watching her with a rock hard cock!!! Well, time for some Taboo FUN! Peter pulls his cock out and starts fucking Mom’s asshole relentlessly until it drips from her wide open gaping ass! Mom pulls open her dark hole for Peter to jerk off and dump his load into her Rosebud!

MILF, ANAL, GAPING, CREAMPIE, TABOO

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Pandagrl – Mom and Son Admiration Sex

I’m cleaning the bathroom while your watching me through the cracks of the door, My ass is bouncing up and down as your watching and you can’t help but get hard. I hear you breathing and turn around, oh are you starring at me son? Your growing up and getting so horny seeing me around the house, you have been finding my moist panties around the house and have been smelling and touching them. You have been getting so worked up around the house, seeing your sexy mom. You tell me how you found nude pictures of me on dads phone and that you have been wanting to be with me. In my pussy, ass and mouth! You really want to try it in my ass. I tell you that we need to talk! We discuss it, I’m your mom there is no way I can do that! Your father has not even had my ass before! Your cock is growing as I talk and I am so excited by it overtakes me! Maybe we can do it just this once?! Your father will be home soon so I will keep the phone near by. I take you my son in my pussy, ass and mouth all in the bathroom against the mirror and you feel so rock hard and amazing… Eventually your father calls on the phone and you nudge me to answer the phone, You want me to answer it! I am reluctant at first but I pick it up and I talk to him while you are inside me, This excites you so you pull out cum directly in my mouth while I’m trying to mumble to your father. It drips down the side of my mouth as I’m trying to cover up and lie to your father. Camera is POV wide lens, (point of view that you are my son) with second camera for occasional penetration up close shots of Anal and Pussy!

ANAL, MILF, MOMMY ROLEPLAY, POV, TABOO

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Pandagrl – POV Mom Fucks Son with Dad in next room

I come in to do some laundry and find you my son jerking off. Your father is in the next room so I quickly shut the door and tell you to stop but you tell me you want to put it in my mouth, pussy and ass! You want to fuck your mother in the ass? I am taken back at first but I agree, We have sex while I talk to your father in the next room. We can’t let him know anything is going on! You cum twice, you are young and eager. I don’t think your father can do that!

ANAL, MILF, MOMMY ROLEPLAY, POV, TABOO

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