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Showing 241-300 of 602 Results

Ruined: Mommy Fetish video from PaintedRose

Ruined: Mommy Fetish Sometimes you wonder what happened during your sexual development because you only get fully hard to Mommy Fetish Porn. It's been this way as long as you can remember - it had to start somewhere, didn't it? Let's go back, way back a little ways to a time from long ago when when your little cock thought you might enjoy fucking a girl that wasn't your Mommy. How dare you think of straying from the pussy that you came out of. What would you do if you uncovered a memory of being reprogrammed to only be able to get hard for your Mother. Would you want her even more? Thank you for this custom video. This film is a solo performed adult roleplay fantasy that is 2257 compliant. Please rate this video 5 stars and please leave a nice review. DM me to order your own Custom video. Please subscribe and follow for all behind the scenes and so much more! Thank you SO MUCH! Hugs and Smoochies, Rosie.

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Pantyhose Playtime: Voyeur Sensual MILF video from PaintedRose

Pantyhose Playtime: Voyeur Sensual MILF I don't see you watching me while I try on suntan control top / reinforced toe full pantyhose and check in the mirror. I sensually touch and rub my smooth legs. Then try on some heels. Accidental pussy upskirt views. I then rub my legs and body even more and get really turned on. I rub and touch under and over my pantyhose at one point exposing my shaved pussy. I rub myself into an orgasm and then go back to my hosiery admiration. Heels and pantyhose tryon spycam.

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Bathtime Babysitter: POV Washing, HJ, BJ video from PaintedRose

Bathtime Babysitter: POV Washing, HJ, BJ Rosie is your fun babysitter. Really FUN Babysitter. Really a bad babysitter...Rosie gets naked too since she doesn't want to get her clothes wet. She notices you looking at her soapy jiggly breasts and has you touch them. You're reluctant at first...but, Rosie knows how to make you relax. She tells you to move your hands so she can wash your penis. She says that you have a very nice penis and she likes it. It hurts when she is washing it, a new kind of pain and pressure so she gives you some kisses to make it feel better and then a blowjob with swallowing. She tells you this has to stay a secret and makes you promise not to tell. POV Cougar MILF video with use of small dildo.

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Happy Birthday Hubby: Cake and Nice Cream video from PaintedRose

Happy Birthday Hubby: Cake and Nice Cream It's your birthday hubby babe and were going out to eat. I put on a skirt and sexy top for my man with sexy lingerie underneath. I am already to go but you're standing there wanting a different kind of yummy dessert and you know I can't resist your stiffy! I slobber and slurp that hard dick and then you bend me over and pound my fat ass sweet cake while I take every stiff inch! Then I turn around and see you that look in your eyes as you take me deeper. Mmmm cumming on your cock and now it's your turn to give me some sweet cream deep inside. Drip! Thank you for this custom Film!

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Mom's New Bull and Cuck Son Training video from PaintedRose

Mom's New Bull and Cuck Son Training To participate along with this video as a cuck: You will need three filled condoms (Your cum or bull cum) and a dildo. My New bull is hung and dominant and he's left you something son, some gifts. Gifts of his cum in these condoms he filled up for you. It is a welcoming gift. Welcome to your new life as our cuckold. Smell Step-Mommy's feet and ass. I was used and destroyed by a big dick daddy all night. Put your face in my pussy and smell his dick. Smell how he destroyed Mom. You're gonna serve us starting by doing what Mom tells you to with these condoms. Training Day 1 starts now with Mom and tonight is training #2 when Mom's Bull comes to claim ownership.

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Swimsuit Shopping w/ Step-Mom SPH JOI video from PaintedRose

Swimsuit Shopping w/ Step-Mom SPH JOI After finding you that you have only a tiny dicklette, Mom takes you shopping for a new swimsuit. Obviously you can't wear trunks anymore. She talks extensively with the sales girl about your tiny little penis-clit. You are quite embarrassed as Mom picked out a tiny micro thong for you. You should be humiliated for even thinking you could impress the shop girl. You must face the fact that you will always have to jerk off to your Mommy or use your two fingers. You try humping Step-mom to prove you can do it but there isn't even a wet spot. What a disappointment.

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Giantess In Hosiery and Heels Finds You video from PaintedRose

Giantess In Hosiery and Heels Finds You Rosie is a very mean Giantess. That's why you are hiding. You love seeing her very large dominating body dressed in heels and hose and so you risk sneaking out to see her but, she spots you in the corner of her eye and begins to search for you. When she finds you finally, she kicks off her heels and threatens to squash you in between her sweaty toes. What a way to go right? Perhaps something more imaginative. So many ideas on how to finally dispose of your little pest self! My tits, mouth, ass, toes...What will Rosie choose? You'll have to find out for yourself. POV Giantess, Smother, Squash, Vore, Femdom.

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Dirty Panty Sniffer: Messy Wet Spots video from PaintedRose

Dirty Panty Sniffer: Messy Wet Spots Rosie gets home from a long day at work to find you playing with panties from her hamper and is mad and scolds you. You didn't have permission to jerk off with her delicates. She tells you that you're kinky and there is nothing wrong with it and confides that she is kinky too. She likes to seduce, tease, and masturbate in front of boys and loves knowing and seeing you get so turned on that you'll do anything to cum with her panties. You get stiffer and so she asks if you mind watching her do her after work stretches. Can you see my wet spot? Can you spell my pussy? She then gives you the panties she has on to sniff while she uses the panties she took from you to play with her pussy and soak up the juices. She has three orgasms and then gets up close and personal to have you jerk into the panties! Dirty Wet Spot! This is an interactive POV film with caught, feet, panty, MILF, and cougar fetishes combined. Thank you for this custom video!

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Step-Mom Strips To Take Care Of You video from PaintedRose

Step-Mom Strips To Take Care Of You It's just the two of you and Step-Mom takes care of everything so that you can get a great education and a safe, warm loving home. She works two jobs as a nurse and finally she has had enough of being treated like a piece of meat by her boss and quits! She knows you need new sports equipment and school fees are due so she gets a job stripping! You come home late just as she's taken off her jeans and your eyes lock - you want her, you love her, she's the only girl for you! You stand there hard with love lust and she gives in to her primal need to be the only woman to take care of you! As you confess your forbidden love - she says the young man she raised is the only one for her.. you begin fucking in all positions so heated and breathless. Step-Mom squirts pussy juice all over you as she cums and then tells you to fill her full of your cum! A Rosie Original !! POV Roleplay Step-Mom Taboo Fantasy.

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My Own Son 4K video from PaintedRose

My Own Son 4K Step-Mom tells you she just got dumped by her coward boyfriend via email and of course you're there for loving support like any good boy would be - you didn't like the creep around her anyway! Later on you hear her crying and then she walks out of her bathroom almost naked - Mom's curves and tits make you instantly hard as a rock! She runs away in tears and later apologizes for what you saw and you confess that any man that would dump her is an idiot because she's the best! The look in her eyes changes and she confesses her forbidden feelings and love-lust for you - her own Son. It's so fucked up - forbidden feelings and if we do this, there is no going back and it's you and Mommy forever! The lust consumes us as we make love and fuck - a Mother and Son that fit together perfectly.. back and forth with intense, wet orgasms! I'm all your's - and you're mine, my own Son. This film features a hot taboo love-lust build up with masturbation, dick sucking blowjob, bent over dick riding doggy-style, Mom on top cowgirl, nipple sucking, squirting Rosie-gasm, You on top giving Mommy a creampie pussy filling. A Rosie Original. This film is 2257 compliant and a solo performed roleplay fantasy. Ten minutes of behind the scenes clips and bloopers at the end!! Thank you!

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Slouchy Sock Snowday and Granny Panties video from PaintedRose

Slouchy Sock Snowday and Granny Panties Rosie is just relaxing after getting home. She strips down into her granny panties and some slouchy socks. She chills out and then goes down to the kitchen to play with pups and make coffee. Rosie takes the trash out and ooops the door gets jammed and she's locked outside in the snow! She's cold and shivering outside in...Grandma's Panties lol!!

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Classified Photos SPH Sissy Cuck Son JOI video from PaintedRose

Classified Photos SPH Sissy Cuck Son JOI Stepmom just walked in on you stroking to her pics, pics that you took of her in a sleezy motel room a few days ago. You thought you were meeting an escort but it was Mom and she needed the money. Mom says you don't have to put it away and keep stroking. She's glad that there are no more secrets, she is a sex worker and you are a micropenis pervert...who she loves...just as you are. Stepmom asks to see how the pics turned out, she loves them and then a pic pops of of your micropenis. She tells you that you can never get a girl with that but you can continue stroking for has as long as you eat what comes out. Mom has you watch her piss so you can then have it from a glass and lick her pussy and ass clean, don't mind there is still cum from my men in there. You'll learn to like the taste of cum. After all, you will be my cuckold sissy son or daughter depending on how much you like pink and the feeling of cock in your asspussy. Mom strips and opens her ass and pussy wide for you. Look at it gaping from being used and fucked! You can't fuck Mom with that little thing so you will have to stroke off with two fingers to the stories of what I'm going to have my Men do to you and how your going to clean their cum out of my pussy while taking loads in your soon to be stretched out ass. Mommy Loves You! Good job - now eat it! JOI CEI Sissy Cuckold Cuckson Femdom Piss pee MILF Mommy Fetish.

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Giantess: Squatters and The Squasher video from PaintedRose

Giantess: Squatters and The Squasher Goddess Giant Rosie is wasting time while her lover is out of town and roams her land seeking adventure and decides this tiny town squatting on her land has to go - they've gone too far with their roads, hospital, church, park, neighborhoods, and more. Rosie tells her man how she ruthlessly destroyed each building without care while the tinies screamed and begged. Rosie is very creative in her destruction of these little people and their town and enjoys every second because each tiny she destroys sexually charges and wets her pussy and everyone she eats makes her grow stronger. She draws her power from their suffering and screams and her panties get wetter. Rosie saves a bucket of littles for her man to use as an aphrodisiac. Thank you for this custom video.

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Mommy's Black PantyHose FootJob video from PaintedRose

Mommy's Black PantyHose FootJob Mommy has been missing some pantyhose and she suspects you. She has had to order some new ones and shows them to you when she gets home from work. She rubs and touches her legs in the soft, silky hosiery. No panties underneath. She sees you getting hard and now she knows! She teases you with how her body looks and feels so sexy in the panty hose while undressing right in front of you! She tells you to strip and take out your dick. You're in misery so she tells you the only way you are allowed to cum, is on her pantyhose. She teases you slowly with her thighjob, buttjob, calfjob, finally to a foot job to make you cum. Such a naughty Mommy and a very good boy. Custom Video.

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Alien Son's Mission To Impregnate Mom video from PaintedRose

Alien Son's Mission To Impregnate Mom Your wake Stepmom to tell her you were taken by supernatural beings and are now only half human and that your mission is to impregnate her - she gets upset and tells him to go back to bed and that it was a dream. She falls back to rest and when she wakes up she has this need to fuck your supernatural dick! She has an insatiable desire to fuck you step-son and take your taboo supernatural sperm and make her pregnant. The new human race will save the planet and are superhuman and immortal beings that are beautiful and highly sexual. Step-Mom teases, sucks, bends over, and finally takes you on top to empty your supernatural cum load in her fertile pussy and womb. Step-Mom can feel the heartbeat inside! You completed this mission. This is a Step-Mom, Science Fiction, POV roleplay film and I hope you love it. Thank you!

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Cell Phone Fuckery video from PaintedRose

Cell Phone Fuckery You go get your phone off the table and notice a video mom jokingly must have put on your phone to be funny. When you hit play - woah.. she confesses that she just saw you jerking off in the shower! She got horny watching you and wanted to thank you with a little present - a video of her close up masturbating to the thought of YOUR beautiful boner. She talks so filthy like you've never heard before and when she gets close, she is ooozing Mommy cum until she moans and squirts on your phone! Now what? A Rosie Original! This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

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AuntieRose Cums For A Visit! video from PaintedRose

AuntieRose Cums For A Visit! Your Step-Aunt Rosie Comes for a visit to bring you a new housewarming gift to you and your girlfriend. Your girlfriend is out of town, how convenient for AuntieRose. When she sees how grown up you are she gets real flirty. I mean, you gave her wine and you know how she gets with a little beverage. She already noticed your hard on when she bent over and doesn't see an issue because you tow are alone, horny, and adults. She tells you it's time for a proper blowjob! Then you ask her to sit on your face. 69 starts out sweet but gets when when Auntie squirts repeatedly all over your face and neck when you use your fingers on her g-spot! Then some reverse cowgirl creampie. Exhaustion and pizza time. In the morning you wake AuntieRose with an undercover pussy eating that gives her a wild orgasm! She rides your dick after you fuck her on her back and make her tits Jiggle. Not before she threatens to tell on you for being naughty! AuntieRose says "GET THAT DICK HARD AND IN MY THROAT"! Then you doggy style her HARD.You cum twice, on her ass and then on her asshole! AuntieRose asks to spend the night again!

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Sandy Swim Trunks: Bathtub Blowjob video from PaintedRose

Sandy Swim Trunks: Bathtub Blowjob Your God-Mommy is visiting and everyone goes to the beach and plays in the sand. You bump into each other in the hallway and ask to shower together and at first she says no but then says it's ok since you hurt your wrist at the beach and need help washing. You get your first erection and she panics and begins to suck it for you when you say it's hurting. Later on she says that she wasn't thinking and that she is sorry and tells you that it has to be a secret. You tell her that you're going to tell your Mom if she doesn't do it again and so she has an idea. She comes back wearing a hot sexy outfit and her nipples are poking out and so is your pee-pee. She teases until you beg her to suck it again because it hurts so bad. She tells you that if you decide to do something naughty that it's your idea now and that you will be the one getting in trouble if you tell. You beg her to suck it.. She sucks it sloppy and then tells you some bad words to say like c-u-m and p-u-s-s-y. Then she tells you about condoms and puts one on your pee-pee. She says if she's going to have sex with you that she wants to cum too! She begins riding you up and down saying naughty words to you and you cum so so hard and almost get caught!! This is a Taboo Roleplay fantasy Step-Mommy Step-Mom fetish, bikini, bathtub, swim trunks, first time forbidden Film. If you get this video and would like the 4K version, just message me for it as the file is too large for the clip site as it's a longer film.

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Thunderstorm Cuddles and Breastfeed video from PaintedRose

Thunderstorm Cuddles and Breastfeed Step-Mommy cuddles you during a thunderstorm which makes you feel less afraid. Mommy has special superpower that her private area gets hot and senses when you are in danger! Mommy breastfeeds you to help you relax and forget about the storm. Nurturing mommy continues to reassure your safety and how we are together. Custom Video.Top nudity only.

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Sweet Storytime and Snuggles video from PaintedRose

Sweet Storytime and Snuggles It's story time and Step-Mommy loves to being so sweet to her very good boy. Today is different because it's the first time that you notice Mommy's Big Boobs and feel a pee-pee tingle. During story time you touch yourself down there and when Mommy notices, you say that you really want to squeeze them! Mommy is surprised but she satisfies your curiosity while telling you why girls have big boobs. Step-Mommy check your privates and starts squeezing and rubbing and spitting on it. Next she starts taking out her big boobies and shows you her panties and .. he he! Her butthole !! Now your pee really got big and bouncy - this is so fun! Mommy teaches you to do sex and you make cummies for Mommy. This was the best storytime ever! Handjob, Doggy Style, and Missionary/Cowgirl simulated sex! A Rosie Original. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

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TeenyTinyToni: World Record BabyDick video from PaintedRose

TeenyTinyToni: World Record BabyDick Toni is my nephew from Switzerland also known as "TeeniTinyToni" He is a cute little Sissy who has been trained to jerk and stroke until he cums with Auntie just showing him the two finger/pinky sign with a cum countdown. Auntie tells the shop girl about the "Swiss Boy Wonder and his Little Dicklette. They pick him out a lace g string to wear and discuss the shoppers coming in to see little Toni jerk his tiny weenie. This is a POV, SPH, Sissy, Sissygasm, Cum Countdown Video. Thank you for this custom video.

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Giantess Tiny Town Carnage - Slave Vore video from PaintedRose

Giantess Tiny Town Carnage - Slave Vore Giantess Rosie is a mean Mistress and travels to tiny towns that are heavily populated to cause mass carnage and destruction and bring home slaves to serve and worship her. She's on the phone telling her girlfriend how much she missed on when these two slave brothers come in to make a request. The older brother wants to dedicate himself for his brothers release to freedom. Rosie decides to make them beg for their life and well...she's Rosie. She's mean and she enjoys it. Vore, Giantess, Re-enactment, storytime.

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Good Boy Touches It For Mommy video from PaintedRose

Good Boy Touches It For Mommy It's time to get ready for bed and have cuddle time and your Step-Mommy gives the sweetest hugs. Sometimes those hugs are so tight that you get a pee pee boner and for the first time - she noticed something was upsetting you and told you that it's ok because it happens to all boys. You were so scared that you'd get in trouble and Mommy explains why this happens and what to do about it. She tells you that we have to keep it a secret because it's private to masturbate - especially if you do it with Mommy. She says watching you makes her private place get all tingly too - do you want to see? Mommy makes her P-U-S-S-Y Cum for you and then she helps you make your first pee-pee cum for Mommy! A Rosie Original. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

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Dirty Good Boy Caught and Taught - First Time video from PaintedRose

Dirty Good Boy Caught and Taught - First Time Mom calls you up to discuss her missing panties and porn found on your PC. She is surprised but decides to let you smell the panties up close so you will stop taking her panties. She puts them up close in your face and shows your her shaved slit. She asks you if you'd like to taste it. Mom teases and shows you her ass and asshole too. Get your face in there dear...Next she wets your dick with her mouth and tells you to stick it in doggystyle! Her asshole in your face while she rides your dick from behind. She tells you Good boys don't cum too fast and to slooow down. Mom turns around and teaches you what a creampie is. Custom Video. Virtual Simulated Sex! Dildo slightly visible.Focus on POV Fuck and dirty talk!

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Teachers Worn Soles: Heels Fetish video from PaintedRose

Teachers Worn Soles: Heels Fetish Teacher Rosie has a class. Her student doesn't know that she knows how he adores her feet in heels and worn out soles on her sexy shoes! She teases him, accidentally touching his groin area while resting her shoes on his chair (not an accident) Poor guy makes a mess in his pants and Rosie loves her job and class. POV, Virtual shoes job, heel fetish, sole fetish, shoe sole.

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Mom's Pantyhose Orgasm: Cougar Bait video from PaintedRose

Mom's Pantyhose Orgasm: Cougar Bait Step-Mom returns from divorce court wearing her wedding shoes and seamed suntan pantyhose. It's final - that bum is out of our home Son and I promise there will be no more dudes here besides you! You'll have to start helping out with some things around here like helping Mom with personal chores such as making her pussy orgasm 5 times! Stepmom begins to undress and leaves on the heels and hosiery. She rubs and plays and squirts for you telling you that she's doing it for you and she wants you hard for her. These pantyhose are for you son - have a taste of the gousette. PS - these are Rosie's real wedding shoes that she really wore to divorce court with this exact outfit 4-2019 lol!! Thank you for this custom video! Taboo Step-Mommy MILF Cougar roleplay fantasy with squirting in seamed leggs suntan hosiery.

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Mom's Panty Boy Gets Fucked: Threesome video from PaintedRose

Mom's Panty Boy Gets Fucked: Threesome You've been getting Step-Mom's panties out of the hamper after you listen to her getting fucked by her boyfriend. You want Mom but you're turned on by her getting fucked by her boyfriend too! You accidentally put her panties back in the drawer instead of the hamper and she found out. When you arrive home it's a different scene going on - She's stroking and sucking her hung boyfriend and tells you that if you want to play with them you can wear the panties and stroke while watching. Next Mom asks if you want to fuck her tight, dripping pussy too and you're so turned on that you say you'll do anything. Mom tells you to suck her boyfriends dick to prove it and even better that your first cum with her will be a bonding experience for the three of you where her boyfriend fucks your tight ass while she jerks you onto her panties! If you do it, let the fuckfest begin with Mom's fuckhole next. What will you do? Bisexual Encouragement, Gay Handjob, StepMom, First time, Virgin Ass, Sissy Boy, Taboo POV Interactive Roleplay Scenario. Thank you for this custom video!

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Milfy Shorts - Take Them Off! video from PaintedRose

Milfy Shorts - Take Them Off! Step-Mom knows you must not like my shorts as you've been staring intensly at them all day. I guess I should take them off. You must be a good boy for step-Mommy and cum for my naked body and dirty talking MILF-Mommy mouth.

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A Foot Boy's Adventure In Butthole Land video from PaintedRose

A Foot Boy's Adventure In Butthole Land You're the very best footboy in all the land and for being so perfectly good at licking, sucking, and worshiping Step-Mom's feet, you get a reward today! Today Footboy gets to be Mommy's little butthole smeller and licker. First on your knees to be teased! Next sniff, lick through the thong pressed tightly upon my asshole. Mommy likes that. Put your tongue inside while I squeeze my juicy ass and pussy on your tongue and nose. Mommy says you're bad. VERY BAD! You forgot to use lubericant / lotion when rubbing her feet.. To redeem you need to give Mommy some sweet cream on her feet.. Now. Thank you for this custom film. This film is 2257 compliant and a solo performed roleplay fantasy.

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Horny Cougar Squirts In Brothers Face video from PaintedRose

Horny Cougar Squirts In Brothers Face Church Friend / Brother Roleplay POV with Up Close Squirting. I'm a widow but, I'm still a woman with naughty desires and carnal lust.. I know it's a sin but, I've been masturbating while thinking of you. You feel guilty for even getting turned on, it's a sin... I tease and tempt you with my body showing you how I masturbate while thinking of you. I pull my panties to the side and show you my wet, slick pussy. I then ask to see it, I've always wanted to see your dick. I suck you off and swallow like a pro. Then it's your turn to orally please me until I cum. Very close up squirting gushing orgasm with pulsating clit contractions. This is a lovely custom video. Roleplay, Church, Brother, POV Oral Sex, First Time, Taboo, Femdom.

^$12.00 Add to Cart

Teachers Buttcrack: Rosie Bends Over video from PaintedRose

Teachers Buttcrack: Rosie Bends Over Teacher Rosie Gives you your work and then walks around doing things, and grading papers, and she keeps dropping her pen and having to bend over! She asks, "Was my butthole showing" The first two times it wasn't...but the third time! For doing so well on your schoolwork, you get a kiss! POV, Ass Worship, Butthole, Teacher Fetish.

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Slut Mom For Bull Daddy Cock video from PaintedRose

Slut Mom For Bull Daddy Cock You arrive and want to take Cougar Rosie's Boudoir photos and she's a little shy at first and then she notices a stiff bulge and says looking at it is turning her into a slut for Daddy Bull Cock. Normally a confident and in charge woman, she desires you to dominate her with your strength and size. A juicy starving Blowjob, Anal play, Doggystyle Pussy Fuck, and Finally a combo missionary cowgirl cum inside finish! Thank you for this custom video - Daddy!

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Just A Kiss: A Mother's Confession video from PaintedRose

Just A Kiss: A Mother's Confession This is a one hour love-LUST story Rosie Original Film with sex in every scene leading to a slow burn finale. A Confessional. Step-Mom sees your swollen cock bulging from your towel and imagines how much she wants to suck it but tells you to go put some clothes on. When she walks in on you jerking off with her panties - what has started can not be undone - but you will. She becomes obsessed with thinking of how she's going to slowly take your innocence. She takes her favorite satin panties angrily from you - and tells you not to stop jerking off. She watches and rubs the panties on her tits. If you want Mommy's pussy, you got it.. as she stands over you naked ordering you to cum as she fingers her cunt. The restless nights from that moment intensify for the both of you until you're both awake in the middle of the night. She walks up and asks for, "Just A Kiss" and as she kisses you she reaches down and jerks you until you cum on her bare, shaved pussy while you finger her wet mommy fuck hole. The next day you wake up so late after your dick drain but your hard on is back as soon as you see Mom in her workout clothes. She makes you promise not to tell anyone - today is the day she's making a man out of you. It's just a kiss... This film features 3 blowjobs, handjob w/ cum squirt, Doggy Style, Cowgirl both ways, Missionary, Mom On Top, and a wet creampie ending as she looks into your eyes when she takes your innocence. This is a Rosie Original Film!

^$17.00 Add to Cart

Giantess Sex Slave Tiny Ticklers video from PaintedRose

Giantess Sex Slave Tiny Ticklers Rosie is a giantess Goddess requiring her tiny little boys or slaves to polish her shoes with their tongues, worship her, be obedient, and tickle, and stimulate her private parts. Rosie smashes a few tinies accidentally as she rubs them on her tits and clit. Some of them she steps on because they aren't trying hard enough to please her. Let's play a game: The favorite tiny (hardest worker) Doesn't get smashed. Rosie gets her orgasm and her little sex slaves get to play a game.

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Mom's Slow Burn: Lustfully Inlove video from PaintedRose

Mom's Slow Burn: Lustfully Inlove Mom is getting ready for her date which gets cancelled when the jerk breaks things off which makes her regret wasting her time that could have been spent with you on some liar cheat. You accidentally see her undressing, dancing in lingerie, and then touching her pussy in her bed and Mom apologizes that you accidentally saw this and tells you your feelings are natural and that she has them too and that is why she was playing with her pussy. Mom kisses you and the two of you can't deny that you are horny for each other and inlove. Step-Mom gives you a hot, sloppy blowjob - your first and sensually takes her thong off and rides your hot stiff dick from the back, cowgirl with underboob, more doggystyle, and then has you lick her pussy. She likes your tongue on her clit so much that she squirts and cums on your face and tells you to slide into the pussy you came out of and make a cummy mess in her Mommy Pussy. This film is a nice slow burn leading up to a long fuck scene with close ups, a real squirting orgasm, taboo dirty talk especially at the end, and a creampie finish. Thank you for getting this film. Hugs and Smoochies. - Rosie

^$14.00 Add to Cart

MommyDomme's Tease and Denial Edge Game video from PaintedRose

MommyDomme's Tease and Denial Edge Game This is an ultimate Tease and Denial game that can have a variation of endings and be played on repeat endlessly! All you need are some dice and your penis. If you don't have dice, just flip a coin. Heads are even, Tails are odd. You do have a penis? Oh a clit - yummy - just rub instead of stroke! The game is played in three parts. As you make it through each part, you will roll the dice to determine your Intermission length. It can be minute, hour, day, week, month - depending on your personal level of edging. We will use an honor system here for the no touching part. Three parts + Surprise Fate Finale! As I hold up each card and and you mimic my strokes, you determine your grip based on desire to NOT cum until the very end. Twists and turns around every corner. Then for The Finale, the dice roll determines if you get to cum hard or ruin your orgasm. If you happen to pre-ejaculate at any point - you lose the game and have to begin again after a wait. This is almost an hour long of edge games - Enjoy.. again and again and infinity!

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Naked Sitter: If Mom Only Knew.. video from PaintedRose

Naked Sitter: If Mom Only Knew.. You have a new babysitter and she's so much more fun than the old one! She will do your chores for you and eat your vegetables and more...as long as you look at her naked body, rub her nipples, and touch her pussy...after a little playtime, she orgasms while encouraging you to also get naked and touch her. Bad babysitter. POV, masturbation encouragement. femdom, gentle, step-mom roleplay fantasy., taboo.

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Cum Eating Class: Edge, Eat, Repeat! video from PaintedRose

Cum Eating Class: Edge, Eat, Repeat! You sign up at Stamina School for Mistress Rosie's Cum Eating Class. You want to do this but you've lacked the proper education and motivation until now. Rosie is going to teach you how to obey and serve with two options: Pass or Fail! Reward or Punishment! Size matters for your cumload, especially if you're going to eat it. Rosie knows you lack stamina and the first step is to teach you how to properly edge and collect a big cumload. Once complete the collection, you start to lack.. motivation. Don't worry because Rosie has a PHD in in sensual seduction gives you the proper motivation. As you begin to get hard and horny enough to do anything to cum again it's time to get comfortable with spit and then cum play. Let's do it together - take the cum cup and smell it, rub between your fingers, use as lube, rub on nipples, lips.. now let's lick our lips a little. You love watching me rub your cum on my lips - it's not so scary is it sweety? No it's so sexy taboo dirty cum play. You do taste yummy - it turns me on so much watching you do it with me honey, I am so proud of you. Let's taste it and spit it back out. As Rosie grinds on your dick and you see the outline of her pussy lips and hard cum covered nipples glistening with your load she tells you it's time to toss it back together and swallow if you want to be allowed to cum again! You can do it.. Now you're really turned and doing anything Mistress says and you NEED to cum but there is only one way. Let me show you how and assume the position! Pass or Fail? This is an interactive taboo cum eating roleplay film with CEI, Cum and Spit play, long sensual tease edging and stamina building, mutual masturbation, Femdom Positive encouragement, 2 cum opportunities, and homework! Thank you for this custom video.

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Adoration For Goddess video from PaintedRose

Adoration For Goddess You desire nothing but to be recognized by your Goddess for your adoration and servitude and she knows all the ways in which to make you beg and squirm. You begin by approaching on your knees and bowing down to your Goddess-Mother's beautiful body. You will kiss each toe and thank your Goddess for the pleasure of serving with your unworthy mouth. You will repeat after Goddess, a chant of inferiority and a promise of lifetime servitude as aan allowance to stroke and cum at her cum countdown command. Thank you for this custom video! This film is a solo performed adult roleplay fantasy that is 2257 compliant. Please rate this video 5 stars and please leave a nice review. DM me to order your own Custom video. Please subscribe and follow for all behind the scenes and so much more! Thank you SO MUCH! Hugs and Smoochies, Rosie.

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Secrets In The Dark: Taboo Auntie video from PaintedRose

Secrets In The Dark: Taboo Auntie Step-Auntie is house sitting while your parents are out of town. One late night of hanging out turned into passionate all night sex education all week and now your parents are coming home early and Auntie says she doesn't know when you can be together again. You're struggling to rest and Auntie comes in and asks if she can lay with you because her room is cold.. and.. and.. she misses you. You two decide to just cuddle but you start kissing and touching while spooning and then she sucks on your tongue like it's your dick. Next thing you know you decide to just make out but you're stiff as a rock so Auntie can't resist putting you in her throat. She loves you - and your stiff cock. Auntie needs you inside and says that she has to be on top because otherwise your parents might hear. She tries to be quiet but the bed is rocking and you're struggling to contain yourself while she has to cover her mouth to not holler out when you orgasm together with her on top! This film has lots of kissing, spit play, body worship, licking holes, dirty taboo whispers, parents in the next room, taboo sex love affair, blowjobs, girl on top front and back dick riding! Thank you for this custom video!

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Cougar Bait: Five MILF Fuckboy video from PaintedRose

Cougar Bait: Five MILF Fuckboy You didn't ask to be born so irresistible but someone has to do it! You're a chick magnet and Grandma, Your Teacher, School Nurse, Auntie, and finally Step-Mom each take turns teaching you how to be a good boy. The day starts with Grandma getting you ready for school which is going great with her great big granny panties and curlers. When you get to school, you wouldn't expect anything less than the teacher giving you a HARD time and then sending you to the school nurse when your erection won't resolve. Next the nurse gives you a special boy check up and then decides to call home and your Auntie Rose answers the call because your Mom is still at work. When you get home, Auntie takes really good care of her sweet headache boy until your Mom pulls in the driveway. Finally Mom gets home and really takes her time to teach you a lesson you will never forget - Nobody does it like Mommy! This is the ultimate Taboo, POV, MILFY roleplay. Fuck Scenes include Handjob, Blowjob, Titjob, cowgirl dick rides, stripping, front cowgirl, Then Mommy does BJ, Close up doggy dick ride, cowgirl, missionary creampie cum for Mommy! You're such a good boy! This video is 45 minutes and five separate scenes and so the 4K version is too large for clip sites. If you buy this and would like the 4K - just email me a screenshot of your purchase and I will send it to you. THANK YOU [email protected]

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Sissy In Trouble video from PaintedRose

Sissy In Trouble You got caught cutting school and stealing a cute little schoolgirls uniform on camera - don't even try to deny it young lady! Keeping secrets, not being good at school, almost going to jail? Shame on you for not telling Dommy sooner! You'll have to be punished. Marched right down to apologize at the school and then you will be homeschooled by FemDommy Rosie! Show me the outfit NOW young lady! You'll have to start focusing better on your lessons and less on the outfits - you must be taught to make your clitty-gasm the sexy way.. afterall, you're my sissy girl. This film is dedicated to Wolfie for her great ideas and friendship! This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

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John's Ruined Orgasms video from PaintedRose

John's Ruined Orgasms Rosie has a video call with you and she ruins your orgasms because it turns her on. She is way more interested in her own orgasm and slobbers on her dildo and uses a vibe to please herself while teasing and watching you suffer. She wants you to please her first and ruin your orgasm to show your loyalty. The panties are SO WET!

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Watermelon Call: Mom Sucks Son w/ Dad on Call video from PaintedRose

Watermelon Call: Mom Sucks Son w/ Dad on Call The Watermelon Call. Stepmom calls son into the room and is cuddling him and notices his boner and decides to pull it out and devour it. Just then, Dad calls and Mom just keeps going while talking to dad and being sweet to him. All the while she's slobbering on a big stiff one. She keeps going and rolling her eyes at him and making kisses on your cock. She tells dad the noise is her having some juicy watermelon. She sucks you off with Dad unknowingly listening to his son getting a BJ from his cheating wife! POV Virtual Blowjob. Thank you for this custom video.

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Good Teacher Turns Bad: Sweet Tooth video from PaintedRose

Good Teacher Turns Bad: Sweet Tooth This film is a little crush story between a good teacher Miss. Juliette and her favorite student - Little Romeo who wrote her a love note at the beginning of class. Miss Juliette goes over the times table for the sixes and when she gets to 6x9=54, Little Romeo answers "69" !!! Just then, he begins to daydream about Miss Juliette dancing and stripping down while licking a lollipop! She even hands him CANDY just as he is coming out of this fantasy daydream! Just then, Bad Teacher Miss Juliette is angry and dressed different and takes the candy and decides a paddling on the bottom is definitely in order for Sir Romeo! His bad boy boner only gets stiffer during the spanking and Bad teacher likes it and gives him a task. He must stay hard while she licks his lollipop and fucks his candy stick and instead of another paddling, she will add his name to the good boy list - only if he can satisfy her sweet tooth, and his. This film is a MILF cougar Taboo Teacher Fantasy Roleplay with Blowjob and on teacher on top cum together finale. Thank you!

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Body Swap: Prude To Rude - FUCK Mom video from PaintedRose

Body Swap: Prude To Rude - FUCK Mom She's back, your dirty, sick minded girlfriend swapped with your prude Step-Mom's body again to have fun fucking you with her little cute feet, tight pussy and thick ass. You walk in and she's waiting - you immediately know by the look in her eye that it isn't your Mom but your skinny girlfriend wanting to play - she's also turned on by Mommy's body and loves fucking with her. She changes your name to fucking pervert throughout the film while taunting you for blowing your load to Mommy while talking about using your Mom's body like a dirty slut and ruining her prude reputation. This film features POV, body swap, transfer fetish, with Stepmom, feet, doggy, missionary, impregnation and lots of teasing. Thank you for this custom film!

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Blackout: Nothing Happened video from PaintedRose

Blackout: Nothing Happened It's your 21st birthday and Step-Mom says she is taking you out to party! You encourage her to wear a sexy dress when she comes out dressed like a frumpy prude Mom and so she excitedly puts on a new dress she's been wanting to wear. She tells you how strong and handsome you are and her sweetness makes you feel so loved. Mom parties a little hard and dances all evening and upon arriving home, she is all wobbly and dizzy. She asks you for help because the dress she wore is too tight to get off but she forgot she didn't wear a bra. She drops the dress and tells you she gets horny after partying and well.. she offers you a birthday present you can't resist. This film has POV Step-Mom roleplay with erotic dancing, sexy stares, loving touches, forbidden lust, missionary, doggy style, blowjob, cowgirl, Mom on top, squirting pussy gush, dripping creampie. This Never Happened lol!! This is a Rosie Original! This film is 2257 compliant and a solo performed roleplay fantasy. Thank you! Did I make you drip or cum? Thank me with the tip please: MILFY's Sweet Boy= $5, Nice Boy=$10, $25=Good Boy, $50=Very Good Boy, $100=MILFY's Favorite Big Boy

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Teacher Is A Centerfold video from PaintedRose

Teacher Is A Centerfold You're a good boy in class but today is the day you decide to confront your college teacher with a pornographic movie that you discovered online. You know it's her because of the tattoo - there is no way she can deny it. She immediately thinks you're blackmailing her and so she offers a sexual favor to keep you quiet and to that you are very willing to keep her secret. She tells you to lock the door and she begins to strip and tells you to take out the cock she's going to suck. Just then, Your buddy walks in and catches you both because YOU didn't lock the door right! Mrs. Flowers is a little upset but decides to make the best of it by asking you both to re-enact the porno by double teaming and giving her a double cum facial finale. You both eagerly agree and promise that this will NEVER happen again. This custom made film is a solo performed adult roleplay fantasy that is 2257 compliant. Please rate this video 5 stars and please leave a nice review. DM me to order your own Custom video. Please subscribe and follow for all behind the scenes and so much more! Thank you SO MUCH! Hugs and Smoochies, Rosie. KeyWords: Teacher, Caught, Blackmail-Fantasy, Cougar, MILFY, Blonde, Mature, Natural Tits, Fat Pussy. Phat Pussy, Thick, Juicy, Squirting, Squirt, Female Orgasm, Sex, POV Sex, Horny, Insatiable, Depraved, Perverted, Kink, Suck, Fuck, Curvy, Curves, Chubby, Big Lips, DSL, Rosie, MILF Rosie, Painted Rose, PaintedRose, Virtual Sex,, Cougar, Femdom, Good Boy, Asshole, Sensual, Loving, Sweet, Seduction, Seductive, Sin, Sinful, , Facial, Cunt, Mommy Cunt, Fuckhole, Shaved, CumPlay, Spitplay, Cum, Come, Big, Tits, Titties, Tittys, Boobs, Boobies, Breasts, Nipples

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Wedding Blackmail - MIL Dominates You video from PaintedRose

Wedding Blackmail - MIL Dominates You It is your wedding day and Mother In Law stops by to congratulate you right before the nuptials. She has video evidence of you cheating on her daughter at the bachelor party. Why? Because Mom hired the stripper to test you! She tells you you're not good enough for her daughter and you're a male pig. Once She sees your massive erection, she needs it. She dominates and blackmails you for the dick she craves. She yanks off your belt and tells you to put your massive erection in her throat. She swallows you like the whole man you are! This Naughty cougar sits on your cock and rides reverse cowgirl while you make her squirt and splash your wedding clothes with HER pussy juice. She hopes her daughter smells her pussy on you. You give it to her Doggy rough and she takes all that cock with ease! Mother in Law asks you how you will like being her bitch boy and at her beck and call when she uses you as her fuck toy. She tells you to call her Mommy while you bang her wet pussy. You Give that dick and creampie to your new home wrecker Mommy In Law. Mom decides to keep you around for her personal sex servant. She tells you to hurry up and get dressed, the wedding is about to start. Custom Video.

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Cougar Office Fuck: Son's Best Friend video from PaintedRose

Cougar Office Fuck: Son's Best Friend Rosie is a horny MILF who has been fucking her son's best friend. Her eager young friend shows up at her office and she can't resist his body and hard cock. She is teasing him and ready to get off when her son keeps calling......She sucks, fucks, rides her cub meat while on the phone off and on with her son. The thought of the son suspecting her of being naughty turns her on. She loves getting off and getting off this younger stiff dick too. POV Blowjob, on top, doggy, missionary virtual sex. Cum inside pussy missionary.

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Don't Tell Daddy video from PaintedRose

Don't Tell Daddy Step-Mommy calls you into her room to see if you want to cuddle now that you're home alone together. Cuddles turn to kisses turn to touches and lots of secret dirty talk. Good boys don't tell. Wanna see Mommy make her private place get all red and swollen? Take out your pee-pee and don't tell Daddy. A Single shot Cum For Mommy JOI / Mutual Masturbation with a heavy focus on the forbidden filthy talk and a close up dripping cumming full pussy orgasm. This film is 2257 compliant and a solo performed roleplay fantasy. A Rosie Original. Single shot scene.

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Our Cumslave: Step-son First Sissy / Cuck Training video from PaintedRose

Our Cumslave: Step-son First Sissy / Cuck Training We have caught you peeping on our secret fuck location with the security cameras. What is the reason? I want you to meet me there tonight for a special surprise. You walk in to see me smothering Blindfolded Step-dad with my pussy and see his massive dick being used and teased by me. You didn't think I brought you here to fuck me did you? NO. That will never happen. You are in chastity now. Oh what does that mean? I will explain. Let me see how your dick compares to his. It's too small and worthless to ever please a girl, You are meant for beta servitude only. Today begins your training. You will learn to only be aroused by Step-dad's cum. You will learn to serve me just as he does. You are both under my control. Your cocks are mine to do with as I please. There is no turning back now. Thank you for this custom video. Sissy / cuck roleplay, Mommydomme gentle femdom. POV CEI.

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Friday Night: Cheating Mom Rides Son video from PaintedRose

Friday Night: Cheating Mom Rides Son It's Friday night and you're both home so Step-mom asks if you want to hang out. Pretty soon she is noticing your body and your boner. Dad is at work and he's too busy for lonely, cock hungry Stepmom. She starts to touch your body and kiss you. Instant wood needs some mouth and handjob attention. She reverse cowgirls your hard erection and then turns around and fucks you with her tits in your face. Real Orgasm On top - sorry my "O" face is dumb lol. Then I ride you until I tell you to cum in Mom's Pussy. POV Style Stepmom, Cheating wife roleplay.

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Prince Of Darkness: I Love Your Dick video from PaintedRose

Prince Of Darkness: I Love Your Dick Rosie's been waiting for you - why so busy babe? I need you to let me have it and dick me down so good! Relax and let me take care of your needs. A little strip tease, blowjob, missionary titty jiggle and dick riding from the back. Cum in me! This video features a large chocolate dildo for POV interactive Virtual Sex.

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Mommy Valentine: The Pretend Date video from PaintedRose

Mommy Valentine: The Pretend Date (Step) Fantasy Roleplay. It's V-Day and neither of you have a date and so Step-Mom says she is going to make you a special dinner and you can make the dessert. Don't feel sad, we will have a romantical pretend date with a Cherry Red theme. She has something special for you and you return the favor with giving her a sexy red thong! She is surprised at first but says she loves it and will model it for you. No peeking while Mommy changes young man! A little dancing and an end of the date pretend kiss turns into a steamy pretend blowjob! It's too late to turn back now - besides this is only a pretend frenzied fuck featuring spitty cum play, Mom on top, big twerking ass riding cock reverse and cowgirl, up close thick dick in pussy views, POV missionary dripping creampie. A Rosie Original.

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Busy Britches: Does Babe Need Changed? video from PaintedRose

Busy Britches: Does Babe Need Changed? Mommy lovingly plays and coos with her baby boy and notices a bad smell. Are you tooting or did you make a mess in your pants? Is it time for a diapee change? Mommy isn't mad, she's glad you went. Mom has sibling bring supplies so she can change baby. Mommy tells them to plug their nose because it's full blowout messy pants. Non Sexual, Non Nude. Custom Video.

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Rosie's Casual Ten Bra Try On video from PaintedRose

Rosie's Casual Ten Bra Try On Here I try on some bras and talk about the size, style, fit, brand and why I like or dislike them :)

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Curious: Losing Your Virginity To Mommy video from PaintedRose

Curious: Losing Your Virginity To Mommy Step-Mommy is making you breakfast and for the first time, you feel a curious tingle in your pee-pee while watching her cooking. She's so sweet and loving to you and invites you to hang out and have dessert together. Good boys deserve a sweet treat and you watch her licking and sucking whipped cream off of the strawberries - then it happens again, a tingle. She notices and tells you that you have your first pee-pee boner because you must really love Mommy. She lovingly tells you about how to masturbate and gives you pee-pee kisses which feels really good - so good that you make your first yummy cummy in Mommy's mouth. She tells you Moms can make cummies too as she asks you to squeeze her big boobies and watch her touch her private part - her pussy. Mommy asks you to give her kisses and licks on her pussy and you do such a good job that Mommy makes cummies too. Then she notices how hard you are again down there and teaches you how to rub your pee pee in her pussy and you both cum again together. Curious boy - Mommy's Little Man. A Rosie Original. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

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The Pretend Fuck: Report Card Reward HJ video from PaintedRose

The Pretend Fuck: Report Card Reward HJ You are surprised when Step-Mom says you can have a reward for such a good report card and so you tell her you'd like a strip and for her to dance in her lingerie for you. At first, she says NO WAY! She offers some other ideas but you tell her that's the one thing you really want. Mom agrees and after she does it, she seems to loosen up a little from her normal prudeness. Mom tells you she feels bad because now you have this erection and she says she JUST CAN'T have sex with you even though she wants to because now she is turned on from watching your body. Mom has an idea, a handjob but you have to close your eyes and pretend that she is fucking you! Are you're eyes still closed? Do you feel Mom's warm, wet pussy sliding down on your stiff cock? Do you want to come inside my pussy son? Thank you For This CUSTOM video! Stepmom Fetish POV Handjob with imagination dirty talk to simulate real fucking. Don't peek lol :)

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Sinful Seamless Seduction: Hose - Heels video from PaintedRose

Sinful Seamless Seduction: Hose - Heels The combination of Wolford Black Seamless Femme Fatale 15 and These Arch Displaying heels are a perfect combo paired with MILF Rosie's sensual seduction. Rosie is getting ready for work and sees you getting very excited as she puts on the delicate hose and sexy heels. She warns you not to touch yourself and to think of her all day while she is gone if you wish to be rewarded. When Rosie arrives home, she sees that desperate look in your eyes and begins to slowly strip tease you into a frenzy. Rosie instructs you to pleasure yourself with her and she plays and rubs until she rips a hole in the wolfords to finger bang her pussy into a wet squirting orgasm for you. What a pair! Thank you for this Custom Video!

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