Tag: ANAL

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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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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