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Showing 421-480 of 640 Results

Vacation Sleepover: Son's Forbidden Fuck video from PaintedRose

Vacation Sleepover: Son's Forbidden Fuck Step-Mom Rosie and you are on vacation with your friend and his Mom. You are staying at a cool B&B and didn't realize you would have to share a bed. Stepmom has you step out while she changes but you see everything! Then her T-shirt rises up and you try to ignore it. Then you hear sexual noises coming from the next room. Could it be your friend and his Mom? You're super turned on and start to touch yourself and Mom makes you stop. Then she confesses she can't take it. It's hard for her because she is attracted to you so you have to stop being hard. Just then she decides to take it and suck it! She apologizes that she is your Mom and has sexual desires for her son. She shows you more of her body and tells you that it's a big decision and once it's done, we can't go back. You start fucking your Mom's soaked pussy missionary, Doggy, Her on Top, she masturbates her clit and makes her pussy soaked with a wet pulsating real orgasm and then tells you its your turn to cum. Cum for Mommy with your dick inside! Missionary cumming with Dildo shown. This is a POV Taboo Femdom Roleplay Fantasy for Mommy Fetish, Ass, Virtual Sex, Stepmom video.

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Cougar Confessions: Horny Honeymoon video from PaintedRose

Cougar Confessions: Horny Honeymoon Following the honeymoon, Rosie has a confession - a cougar confession! Rosie tells you a story and her confession. Are you the cheated on new hubby or the son? Rosie just married a much older man and waited to consummate the marriage but unfortunately, even the little blue pills are not working. Rosie goes to workout and in comes her new stepson who is young, fit, and presumable virile and stiff. One thing leads to another during this re-enactment story telling and Rosie fucks her stepson raw for weeks. Hot dirty talking POV virtual sex with cheating, cougar, Step-Mommy, and impregnation scenario. Thank you!

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Mom's Friend: Pantyhose Squirting Sex video from PaintedRose

Mom's Friend: Pantyhose Squirting Sex Your Mom's friend needs help with some boxes on the top shelf and your Mom sends you to help. Rosie knows you got in trouble because you stole your Mom's hosiery and jerked off with them. What you didn't know is that Rosie is a cougar who likes younger boys and that she also has a pantyhose fetish. She inquires about this trouble you got in. She tells you it's ok to confide in her and it will stay a secret. She teases you with her shiny silky seamless hosiery and you confess all, even that you had stolen her pantyhose before too! Rosie isn't mad, she's aroused and loves making you tremble for her smooth legs and the smell of her pussy. Rosie gives you a used pair to sniff on while you watch her masturbate and squirt cum on the pantyhose with an intense wet orgasm. Now it's your turn...you're too young to fuck for real but, through the pantyhose it will be ok. You press your cock shaft in and hump and push yourself into her pussy while she grinds and shows you how a woman moves to some good dick. You grind together until you both cum! Rosie praises your first fuck and tells you we will do it again. Gentle Femdom Roleplay with pantyhose and squirting fetish. Thank you for this custom video.

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A Foot Boy Tease and Seduction JOI video from PaintedRose

A Foot Boy Tease and Seduction JOI What is a foot boy to do but obey and serve? Nothing. That is it. Obey and Serve in whatever way Dommy wishes. I have a sexy date tonight and even though it isn't with you, I have scheduled a playdate for us. I am wearing soft thigh high black nylons and picked out two pairs of heels and a pair of boots to try on. Which pair do you think will make my date lose his mind? I know you are partial to StepMommy wearing boots but let's just make sure. A little agony is so fun to inflict as you picture me turning on my date and fucking him. It could never be you and you know that this is your only way to please me by being on your knees and gooning yourself into a drippy edged frenzy of forbidden dripping for MommyDomme. I will model these three pairs and if I decide to allow you to cum, you will do it how and when StepMommy says. Got it Foot Boy? Thank you so much for getting this custom made video. DM me about your script / scenario and I can make you something special! Painted Rose Films and content is 2257 Compliant Fantasy Roleplay - CurvyTaboo Femdom MILF ROSIE! Please comment my videos with 5 stars and a nice review! Keywords: Foot Boy, FootBoy, FootSlave, Feet, Foot, Toes, Soles, Hose, Thigh High, Tease, Pantyhose, Worship, Goon, Gooner, Gooning, Goddess Mistress, Dommy, MommyDomme, Femdom, FemDomme, Cuckold, CuckSon, Cuck StepSon, JOI, Jerk Off Instruction, StepMom, Taboo ! Hashtags: Keywords: #Foot Boy #FootBoy #FootSlave #Feet #Foot #Toes #Soles #Hose #Thigh High #Tease #Pantyhose #Worship #Goon #Gooner #Gooning #Goddess #Mistress #Dommy #MommyDomme #Femdom #FemDomme #Cuckold #CuckSon #CuckSon #JOI #JerkOffInstruction #StepMom #Taboo

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Mommy Kisses It video from PaintedRose

Mommy Kisses It Step-Mommy hurries with a band-aid and ointment and says you're lucky you don't need stitches. You're watching her patch you up on her knees so sweetly that you accidentally get a boner! OMG - she noticed and tells you it's nothing to worry about - it happens and offers to change if her sexy top is too much for you. The stiffy won't go down and Mommy offers to kiss it and make it stop hurting. Is this happening for real? This is just what you imagined and now she's sucking your cock! She demands you to feed her your cum and you give her a HUGE load that she swallows with like she's done this a time or two. She tells you that you can't just leave her unfucked after all that and gets your dick fat and hard again - to fuck her juicy, tight Mommy Pussy. Lots of dirty talk about the forbidden I during Missionary, doggy, flip around again and fill Mommy up with all your.. love.. A Rosie Original. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

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Smoke With Rosie: Chill and Cum JOI video from PaintedRose

Smoke With Rosie: Chill and Cum JOI You and me light one up and touch ourselves. You're so stiff, sexy, and ready to explode while Rosie smokes and tantalizes you were her body and jerk off instructions. Chill and Cum! Thank you! Please contact me for any assistance or services that you may need. I'd set the prive for 4.20 but it has to be whole dollar lol!!

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French Kiss: Your First MILF Pussy video from PaintedRose

French Kiss: Your First MILF Pussy Your best friend's Mom runs into you right after your workout in the home gym and offers you a protein shake and some muscle building advice. She thinks you look great, so grown up and asks if you can help her move a heavy package. Afterward she wants to give you a tip but says she will have to give you a kiss instead since she doesn't have any cash right now. She is definitely flirting and asks you not to tell her son and says you're her favorite boy in the neighborhood. She goes right down to give you another kiss - on your penis! She says it's a french kiss but you know what's happening - she's gonna blow you - and she does. This leads into her on top, doggystyle, sitting and cumming on your face, and a missionary/cowgirl cum inside. Shhhh Don't tell our secret Thank you for getting this taboo cougar first time MILF roleplay fantasy film. Thank you!

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Soles In Hose: Foot Tease and Cum video from PaintedRose

Soles In Hose: Foot Tease and Cum We know what is sexy and it's my feet in hosiery and how I tease and encourage you to cum with my feet. I walk in with seam lined thigh high pantyhose in nude and you focus right in on my soles, arches, heels and a little on my toes. I pretend I don't see you noticing - sort of with some occasional knowing seductive smiles. Toward the end, things begin heating up after I pull my top down and show you my big boobs.. oops. My motions with feet scrunching get faster and more intense as I moan and cum with you. Thank you!

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Backstage Distraction video from PaintedRose

Backstage Distraction I've been noticing you noticing me when I am backstage and clearly you like what you see by the bulge in your pants. When I bump into you in the corridor, it is the perfect time to introduce myself and invite you to my dresing room for a chat. You're a friend of my daughter arent you? No wonder you look so familiar and wow you certainly have filled out - so handsome.. You won't tell my daughter I said you are handsome, right? Good. Are you a leg man or is it the pantyhose? I've seen you staring at my dancer's legs and drooling - you've got to focus on your stagehand job for your safety. I continue teasing you with my legs and curvy body while seducing you into a full hard frenzy. Before you know it, I am on my knees giving you one and two handed handjobs and teasing you with my body. I want to do so much more to you but I am about to go back on stage and so I give you the hottest handjob until you cum hard draining your full and beautiful cock and balls. This film features danskin pantyhose seamed, Dancer shoes, Hosiery Fetish, Leg seduction and domination, improper affair, cougar cub scene, cumming in pantyhose, and a sensual mature backstage encounter. Thank you for this custom video that is 2257 compliant and an adult roleplay fantasy. Please rate this video 5 stars and please leave a nice review. DM me to order your own Custom video. Please subscribe to my club for all behind the scenes and so much more! Thank you SO MUCH! Hugs and Smoochies, Rosie.

^$15.00 Add to Cart

Dommy's Degraded Sex Slave: Leash and Stay Training video from PaintedRose

Dommy's Degraded Sex Slave: Leash and Stay Training You've stayed silent, naked, and ready to serve Dommy like a good pet sex slave for a week in agony. Dommy is bored today and takes you out to play and for a feeding.You must earn the privilege of being fed upon by performing well in leash and stay training at her Mistresses desired level of obedience to satiate her hunger for slave cum. Dommy needs to feed repeatedly for recharging as she drains you empty and demands more and more pet slave cum. Stay. Good Pet. This custom made film features; spitplay with swallow, collar and leash training, orgasm control, pussy free status, pet puppy training, Taboo Femdom Step-Mom and submissive step-Son dynamic, MommyDomme, pussy squirt facial for you, pure slave agony and degraded humiliation. 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. FemDommy KeyWords: Rosie, Painted Rose, PaintedRose, Goddess, Mistress, Step-mom, StepMom, Mom, Mommy, Mother, MommyDomme, Mama, Momma, Mom, Domme, Femdom, FemDomme, Sex, XXX, POV, Taboo, Taboo Sex, Roleplay, MILF, MILFY, Fetish, Depraved, Perverted, Kink, Suck, Fuck, degradation, verbal humiliating. cum control, orgasm denial, cuck, cuck-son, cuckolding, delicious FemDomination, spitplay, spit, squirt, leash, collar, pet, puppy, slave, slave training, agony, degradation, humiliation.

^$15.00 Add to Cart

Pantyhose Edge: Breakfast, Lunch, Dinner video from PaintedRose

Pantyhose Edge: Breakfast, Lunch, Dinner Your last meal has arrived, it's Rosie bringing you a Big Ass Breakfast, Lucious Lunch, and a Delicious Dinner. You edge all day to pantyhose ass and pussy in three pairs of seamed hosiery. What's Missing? Just the Dessert - Icing on this cake. Rosie finishes you off with a squirting orgasm that drips down her pantyhose legs. Thank you for enjoying this film!

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The Rebound: MomCest Is Best video from PaintedRose

The Rebound: MomCest Is Best Back with Step-Mom feels like home and so does she - warm, safe, and protected. Nobody ever has loved you better or consoled a broken heart with such tender love. She confides that she's been going through heartbreak as well and you being home has filled her with so much .. love. She can see the need in your eyes and wonders how she can comfort her Son - as a man. She knows you can see her taking off all of her clothes behind the curtain and you're shocked when she takes you by the hand and leads you to her bed. She tells you that she's your Mom and a woman - a wet and warm body with a desire to please and console you as a young man. A passionate, raw love-lust-making exchange of dirty beautiful fucking to follow. Blowjob, Missionary, Doggystyle creampie with lots of dirty talk and close ups. A Love-Lust story - so much more than a rebound. A Rosie Original! This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

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Sissy Cuck Maid: MommyDomme and Bully video from PaintedRose

Sissy Cuck Maid: MommyDomme and Bully Since Step-Mommy got divorced she acts very confident and bold. She dresses different and has been going on lots of dates. She tells you that she has a new boyfriend and to your surprise, it's your bully! MommyDomme doesn't believe he could ever be a bully because he's so sweet, loving, and takes such good care of all her needs. One day, you're invited into their bedroom and given a costume and a .. pink.. "cock cage". You're ordered to put it on by Mom as she is fucking her boyfriend - the mean bully! Step-Mom degrades and humiliates you for not being man of the house and only suitable for house chores, and sissy cuckold clean up slave duties. This is only the beginning of your new servitude role for Mommy and "Daddy".

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Mommy's Yoga Pants: 1st Boy Boner video from PaintedRose

Mommy's Yoga Pants: 1st Boy Boner You and Mommy are having a stretch and tone afternoon and she's wearing yoga pants with a thong! Step-Mommy doesn't know that you look at her butt when she is exercising and that you don't really understand why you can't look away. After some stretching, you tell Mommy you are hurting - down there and she is surprised but explains everything and how it's ok. Mommy teaches you how to make it stop hurting by demonstrating a handjob and how to masturbate. She said it's special between you that she be the one to teach you about your first time and then she starts acting different - flirty and 'turned on' as she called it. She says she can teach you lots of fun things and you agree as she's popping off her top and yoga pants. This is a full virtual sex roleplay fantasy with Step-Mommy Fetish, Doggy Style, Missionary, Cowgirl, Close up, Full on close up squirting orgasm, and a 'cum for Mommy' finish. Thank you!

^$13.00 Add to Cart

MILF Dream-Pantyhose Passion video from PaintedRose

MILF Dream-Pantyhose Passion MILF-Dream: Step-Mommy In Hosiery POV Virtual Sex - You're half awake or possibly still dreaming and see Step-Mommy walking around topless in silky seamless nude pantyhose. She comes over to wake you for your class as you're having a daydream about her riding you! Just then you tell her it's too HARD to go to class and so she casually offers to take care of it and Mom gives you a nice blowjob and swallows! She tells you that Auntie needs your help today when you have time. You get to Auntie's house and she's masturbating on her sofa in light pink seamed hosiery until she squirts with an orgasm...You knock as not to startle her. Auntie think's your such a big help and so cute. So she has you hump her pantyhose and gives you a handjob! Auntie tells you to say hi to your teacher when you get to class. You get to class and Miss Rosie is in her private office and has taken off most of her clothing. This is not how you're use to seeing her. She is upset that you missed her class and says you can work out a deal if you have a nice cock which she demands to see. She smiles and plays in front of you and orders you to stroke. She is wearing seamless white crotchless pantyhose and tells you to enter her pussy. She rides you from the back and front and tells you to cum inside of her. She tells you to say hello to your Mom and Auntie. You had a busy day and still managed to pull of an A+ without going to class. This is a 3 part video with three separate orgasm scenes in one!

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Sissy Thong Training: Sissygasm video from PaintedRose

Sissy Thong Training: Sissygasm Stepmom notices you've been rifling through her panty drawer and so she knows just what to do. You're going to transition to a sissy thong wearing sexy girl who knows about the power of her asspussy. Mom calls you in to model panties for her. You're embarrassed at first but this was meant to be. When you choose your favorite thong Mom describes how the thong slides around on your most sensual part. Mom teaches you to have your first sissygasm as she checks you for tightness. It's time now that you're all relaxed...to go outside and say hello to the neighbors having a blockparty in your little dress and thong. Thank you for this custom video. Roleplay Gentle Femdom, Sissy Training. Thong Fetish.

^$12.00 Add to Cart

MILF Stripper: Taboo Seduction and Lust video from PaintedRose

MILF Stripper: Taboo Seduction and Lust You accidentally catch a site ... erotic dancing! What the heck? You had no idea I could move like that. You know you shouldn't watch but, you can't look away. It's so taboo. I call you up to discuss knowing that you saw me and tell you I was warming up before work. I tell you about how I dance for men to turn them on and I know that I turn you on too. I tell you its our secret but, no way are you keeping that erect cock from me - I want it! I take your dick out and start to slobber and suck it. I love it! So yummy and then bend over and ride your cock from behind! It sounds like mac and cheese we are so horny and my pussy is so wet for you. After you get on top I pin you down and cowgirl fuck your cock until I tell you I am going to cum... I orgasm and squirt so hard that your cock is shot out of my pussy and I put it back in so you can cum inside! POV Virtual Sex, taboo, MILF, Mommy, Cougar, Auntie Fetish! Behind the scenes I show the clear squirting all over my recording equipment!

^$12.00 Add to Cart

Don't You Dare: Dirty Glare video from PaintedRose

Don't You Dare: Dirty Glare Step-Mother knows that you've been secretly becoming aroused by her body and she tells you that you need to have some very special bonding time together. You will learn to control your impulses and look only into Step-Mother's eyes as I slowly undresses and tease you with my body. You will learn to control your glare as you are trained to associate arousal, pleasure, and orgasms while being controlled by Goddess-Dommy. You can smell my lovely cunt as I spread my legs for your edged agony and asks you if you feel like a dirty young man for jerking to your Step-Mother. Don't look down, Don't you dare! You should NOT be turned on by my forbidden sweet fruit, Step-Son. This film features Jerk Off Instruction, JOI, Curvy, Sensual, MILF, Cum Control, Orgasm Control, Femdom, MommyDomme, Goddess Worship, Shaved Pussy, Big Tits, Thick Ass, Dirty Talk, Edged mind fuck, light humiliation about taboo filthy thoughts, and allowance to cum for step-Mommy. This custom made film is 2257 compliant and a solo performed roleplay fantasy.

^$15.00 Add to Cart

Giantess Mommy: Shrink and Respawn video from PaintedRose

Giantess Mommy: Shrink and Respawn In this new world, women can shrink men to the size of an inch. The only way to go back to normal size is to be squished or eaten or...Once re-spawned, you have no memory of the events that have happened. When Stepmom notices you not once today, but twice being a little pervert and looking up her skirt and down her shirt. She snaps her fingers and shrinks you down to an inch size. Mommy loves you but this is your lesson. It serves you right ending up there when you transformed! You're really nervous about what comes next and so Mommy lets you cum with a 10..9...8 countdown both times. Perhaps you will learn to not be pervy with Mama. Thank you for this custom video.

^$11.00 Add to Cart

Make It Grow Bigger for Mom video from PaintedRose

Make It Grow Bigger for Mom StepMom noticed your penis is very small and I tell you the only way for it to get bigger and grow is for me to suck it - a lot! Morning noon and night, all day. If you cum, Step-mom will keep sucking it. You'll have to miss school because of our blowjob growth workouts. Sorry honey. Mom wants to help you become a BIG boy. 2 Cum Opportunities in this video. POV Roleplay Stepmom fantasy.

^$12.00 Add to Cart

My Husband: My Sissy, My Cuck, My Wife video from PaintedRose

My Husband: My Sissy, My Cuck, My Wife Your loving wife goes along with all of your roleplay ideas about her pretending to fuck and get She is shocked when you say you're going to have a vasectomy and you want her to find a bull to get pregnant by. She needs time to think about it, she loves you. While doing household chores, Rosie stumbles upon your makeup, panties, and your porn history about cuckolding and feminization. Rosie realizes a loving wife will do whatever it takes to make her husband happy. Rosie beings the process of giving you special female hormone protein shakes without you knowing.. at first. She finally finds a nice big man to date and she brings him home to fuck with you watching - you must eat his creampie and clean it up. You spend your days and nights fluffing Rosie and her new Stud Cock. Your body is changing and Rosie reveals to you why you have these new curves and sexy body, she's been sneaking you hormones. Rosie tells you that you will start wearing lingerie, make up, and how it will be - you will keep your dick so she can still fuck you, but you will be her wife and co-mom for the baby she is now pregnant with. Multiple wardrobe changes, M/F fuck scene, POV Feminization and cuckolding, Impregnation fantasy, Cum Eating, POV Virtual Sex.

^$12.00 Add to Cart

Training Guide: Sissy Cuckold Husband video from PaintedRose

Training Guide: Sissy Cuckold Husband So you have a small penis and have never really pleased your wife. You come home to find Rosie in your living room who tells you that she is a marriage-therapist - well sort of.. You can hear noises coming from a back room and she informs you about your wife and her bulls and how the neglected wife has hired her to train you to be a sissy cuckold. Rosie is gentle but firm in her approach to help you save your marriage and even makes it fun by going topless while explaining how you deserve to only serve for your pleasure. You agree to do the training because you want to save your marriage and you love your wife - you're also curious but eager to please your wife. This is a complete training guide discussing becoming a sissy who loves to suck and be fucked and the duties of fluffing as a cuckold. Your clit is locked up in a chastity cage and you're fitted with a pretty pink butt plug as part of your pretty new wardrobe. This is a cuck feminization complete guide and first experience into boring tiny dick vanilla to the fetish lifestyle of subbing to your new mistress and pleasing her and her bull's needs. Thank you for this custom film. The 4K version of this film is too large for the clip site. If you have purchased and would like the 4K, just message me screenshot of your purchase and I will get you the 4K version.

^$14.00 Add to Cart

Mom's Little Porn Addict: Caged Tease and Denial video from PaintedRose

Mom's Little Porn Addict: Caged Tease and Denial You've done it now. You broke your penis from masturbating to porn too much and the doctor says you have to go three days without touching it and then come in for a re-check. Tough love is what Mom has to use on you by putting you under lock and key in a chastity device and not let you watch porn for the entire weekend. She says it hurts her more than it hurts you - ya right.. The way she walks around with her ass and tits falling out, you'd think she was doing it on purpose. It's just three days right, How bad can it be? This video combines fetishes of Tease and Denial, T&D, Chastity, Cage, Porn, Keyholder, Addiction, Edging, Edge, Step-Mom fetish, Heels, ASS, Tits, Big Boobs, Mommy Roleplay. Thank you for getting this video!

^$12.00 Add to Cart

Cucking Cougar: Wife's Big Boy Toy video from PaintedRose

Cucking Cougar: Wife's Big Boy Toy Wife and meet the owner of a restaurant and find out it's the same young man who went to the same college as their daughter. Horny Cougar Rosie goes off to use the restroom but pulls the owner into the bathroom to seduce him and his bulging bull cock! She tells him after swallowing his load to come to her house tonight when her hubby leaves town and informs him they will need to be quiet because her daughter is home. She takes his meat and fucks it in all positions and then hubby comes home early to their surprise. Rosie keeps fucking and tells her husband to sit and watch with his pathetic little dick dripping and shut up or else she will bring her daughter up to get fucked too! Rosie begs for creampie from the superior new dick toy! You can watch this video as the bull or the hubby! 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: Leaky Loser=$15, Jerkaholic=$20, Pussy Free=$35, Chastity=$75, Premature Ejaculation $115, Cuck Bitch $250!

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Cougar Captured: Handcuffs and Blindfold video from PaintedRose

Cougar Captured: Handcuffs and Blindfold Rosie just moved in and you're instructed to welcome her to the neighborhood. She is a little flirty and gives you a drink. You can see right through her dress and she keeps looking at the crotch of your pants. You gotta get outta there but, just then you begin to feel dizzy and drowsy. You come to with handcuffs and a blindfold on. What the hell? She starts sucking you and tells you nobody will believe you if you tell so just cooperate and be quiet. You get used and fucked, you don't like it but you do. She tells you she isn't using a condom and very fertile. The fucks you in different positions and ... POV Roleplay Fantasy bondage hostage-fantasy scenario.

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Step-Son Gets New Mommy Pregnant for Dad 4 video from PaintedRose

Step-Son Gets New Mommy Pregnant for Dad 4 Step-Mommy married old rich Daddy but he hasn't been able to give her a baby of her own. Step-Mommy loves his older kids and is trying to get them to like her. Step-Mom relays to son that his father is feeling very sad because he can't conceive a baby with her. Mommy convinces her hung step-son to impregnate her since old dad hasn't been able to do it. "Let's Do It For Dad"! Yummy Blowjob followed up by some good Doggy and and get mommy pregnant / cum for Mommy missionary fill up cream pie!

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Caught Perving: Taboo JOI and Rosie Squirts 2 video from PaintedRose

Caught Perving: Taboo JOI and Rosie Squirts 2 You've been caught perving with Rosie's panties and sex toys. She asks one question. Why? She laughs and tells you it's taboo - it's forbidden and that you need to learn what those sex toys are meant to do to a woman's pussy. How they smell, taste, and feel. Pull that dick out, NOW! Show me how you stroke. Do it like I tell you. Watch me with this toy, like how I fuck it? I can't fuck you but, I can make you CUM. Don't cum yet, make this edge last. When I squirt, You may cum too. Can you squirt me with it?

^$12.00 Add to Cart

Taboo: Teaching Temptation video from PaintedRose

Taboo: Teaching Temptation Step-Mom is a Sunday school teacher and you walk in her bedroom to find her bent over adjusting some decorations. You're imagining what her butt looks like under her skirt when she turns around and is startled to see you - with an erection! She tells you that you must go take care of it in private - whatever that means and then she asks where your father is. She says that he's suppose to teach you about these things and then attempts to verbally tell you how to masturbate. You ask her if it is a sin to masturbate, she hardly knows what to say and says that it won't stop hurting until you release the pressure. She tells you to take it out and grip it but you're doing it all wrong - she is panicking and very uncomfortable with this inappropriate situation. She starts jerking you off and teaching you about sex in your Step-fathers absence and worries what he and the church would think while she visibly becomes turned on and asks if she can teach you about oral sex. "We've already gone this far, Step-Son" Your prude and holy Step-mother starts to become a cock hungry and dirty talking slut on her knees and then she puts you on your knees so she can cum on your face! "You should not have to wear a condom when fucking your Step-Mother's cunt, son" The filthy forbidden taboo talk continues while you pound away at your first pussy - Step-Mommy Pussy. "Get Step-Mommy Pregnant, Dad will think it's his Son" Fuck and fill my mommy hole with a taboo creampie. Drip. This film features Handjob, Blowjob, Oral Sex, First Time POV Sex, Missionary Creampie and that dirty talk you crave. 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. Step-Mommy Keywords: Step-Mom, Roleplay, Taboo, Dirty Talk, Prude, Cougar, Horny, Squirting, Dripping Creampie, Step-Mom, Step-Mother.

^$16.00 Add to Cart

Kiss Mommy's Neck: Spitting, Cunt Fuck video from PaintedRose

Kiss Mommy's Neck: Spitting, Cunt Fuck You are Step-Mommy's boy and it is time he stop staring at Mommy with an erection and put his cock to good use. POV She kisses him and asks him to kiss her back...on her lips and then sides and back of neck. She sees him getting harder and she says she wants to see how big her boy has gotten. Mommy starts rubbing and giving her boy a handjob! She teases and plays throughout and spits in his mouth and uses it for lubrication on his penis. Mommy then gets too horny and as he is licking her nipples she decides he has to "Ejaculate deep in her CUNT" He missionary fucks Mommy and does a good job making her boobies wobble all over until he ejaculates inside. This is a custom video. Virtual - no dildo seen. POV.

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Latex Lovers: Gloves and Condom Handjob video from PaintedRose

Latex Lovers: Gloves and Condom Handjob Rosie comes in with the black gloves and Black Hose on. She shows you her pussy through the crotch hole of her seamless pantyhose. You like the hosiery but, shake your head no. It will be the clear gloves today. Rosie gloves up and lubes her gloves and begins to stroke you. One and two handed intense Jerk Job. Rosie re-gloves 6 times. In the middle she removes her gloves and puts a latex condom on your stiff erection. She gives you long stokes for a while and then takes the condom off and gloves up and jerks you into a frenzied orgasm with cum dripping down her gloves! Custom POV Video. LOL real life Rosie is allergic to latex. Guess how I found out lol??

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Nurse Mom's Exam: Arousal Test video from PaintedRose

Nurse Mom's Exam: Arousal Test You put off your college physical exam and now you're going to lose your scholarship! Luckily you called the school and they said your Mom can do it because she is a nurse! Step-mom just got off of work and is tired but she says she will do it but that she is very thorough and you will have to everything she says even if you don't want to. During the exam, Mom explains everything she is doing and why it is important. At times you are reluctant but you obey your mom. She checks your temperature rectally and noticed that you got a little bit of an erection. Mom decides you need further arousal testing. After you are flaccid Mom starts the testing and strips down slowly out of her scrubs to see just what makes you hard. Mom finally rides you cowgirl until you cum...the test isn't over. Mom bends you over her knee and massages your prostate and jerks you off and you cum again. Finally Mom insists on using her dildo strap on - on you to really massage your prostate and make you cum hard. You are reluctant at first but, then you love it and cum again! Mom tells you that you may dress now but that she may need to do some more testing. Thank you for this custom video!

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Mom's Dirty Panties: Creamy Wetness video from PaintedRose

Mom's Dirty Panties: Creamy Wetness After a long day at the hospital, Step-mom walks in and sees you with her panties wrapped around your.. your penis. What's going on son? I didn't know you were turned on by me. A very devoted Mom suddenly realizes her son is a man. She's been walking around in panties and bra in the hot summer not realizing she's giving her son boners and a panty fetish. She realizes it's her fault and she decides to remedy the situation by taking care of her boy in all ways. You like panties, smell these ones I am wearing instead. In your face Mom shows you how she rubs the lace and gets them all wet. She takes your dick and sucks it and tells you to take her to the bed like a man. Cowgirl, doggy, missionary creampie! Mom is orgasming throughout from your stiff penetration. She eats your creampie off of her fingers and gets so turned on that she fingers her pussy until she cums one last time for you and makes YOUR panties ever wetter for you. This is a POV, Step-mom roleplay fantasy taboo femdom custom video. Thank you.

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Dom Wife HipnoSwitched to Submissive video from PaintedRose

Dom Wife HipnoSwitched to Submissive Hubby is sick of the bitching and Nagging. Wife thinks she is going for smoking cessation hipno but, instead she is counseled to be submissive to her husband. All hubby has to say is the secret words! What happens next is a long fuck and no more bitching out of her. She is much more pleasing to hubby when under his spell! He shuts her up with a Dick in all her holes and a facial cumshot

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Filthy Fucking Porn: Step-Mommy Fetish video from PaintedRose

Filthy Fucking Porn: Step-Mommy Fetish A Rosie Original. I was opening mail and found out that you've charged a bunch of porn to my credit card and I decide to confront you about paying it - afterall you must learn a lesson about responsibility. I walk in your room mad without knocking and catch a glimpse of you wacking off - probably to more Step-Mommy porn?!?!?! You're embarassed and ashamed of what you did and promise to earn the money to pay off the bill by doing lots of chores and you're sad that you've upset Mommy with another bill to pay. I wonder if I've been to mean - why am I so mad? Why is my Step-Son jerking to OTHER Step-Mommies?? Why am I so angry, so disappointed, so... jealous! We bump into eachother and you try to clear the air and offer to do anything to fix it. I can't stay mad at you Step-Son and you must promise there will be no other Mommies! This film features, Build up with lots of sexual tension to a hot, dirty talking, passionate fuck finale creampie with doggystyle, 3 blowjobs, missionary, you on top, Step-mom on top, and a creampie. 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. **************************************************** KeyWords: Step-mom, StepMom, Mom, Mommy, Mother, MommyDomme, Domme, Femdom, FemDomme, Blonde, Mature, Natural Tits, Fat Pussy. Pussy, Thick, Juicy, Squirting, Squirt, Female Orgasm, Sex, , Mommy Fetish, Romantic, Love, Drama, Story, Bundle, POV Sex, Horny, Insatiable, Depraved, Perverted, Kink, Suck, Fuck, Underboob, Curvy, Curves, Chubby, Big Lips, DSL, Rosie, MILF Rosie, Painted Rose, PaintedRose, Goddess, Mistress, Virtual Sex, Taboo Mom, Cougar, Femdom, Nurturing, Cum for Mommy, Good Boy, Mommys Good Boy, Blowjob, Doggy, Doggy Style, Anal, Ass, Missionary, Creampie, Cream Pie, Asshole, Hosiery, Lingerie, Sensual!

^$16.00 Add to Cart

Storytime With Mommy. Make Mom Pregnant video from PaintedRose

Storytime With Mommy. Make Mom Pregnant We have our very sweet storytime like always and think of how nice it will be to include our baby in storytime later. Mommy teaches you how to put a baby in her belly. What a good boy you are. Mommy loves you! POV Ride and Fuck Mom.

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Let's Make It Official: Love and Sex POV video from PaintedRose

Let's Make It Official: Love and Sex POV Step mom and son recently have been left by Dad but they are getting closer and making it work. Thing's haven't been easy but they appreciate each other. Mom tells son how she is proud and he is touching her breast over shirt and she notices but keeps talking unsure what to do. Then her boy goes in and caresses her nipple under her shirt and she tells him he can't...because...because they are not married. He feels bad and turns red and so she tells him they can make it official and tells him to wait on her surprise. She comes back with a little white dress and asks him to be her Hubby-Son. He agrees and she agrees to be his Mommy-Wife. Only one thing left to do LOL. Mom's turn to put the moves on this young man who gets POV BJ from a very excited Mom. He then surprises her with oral sex and an orgasm. She cowgirl rides him and pushes him down to get more clit pressure and cums again. Two for Mom / zero for son. Mom orgasms again from her son's penetration when he gets on top and makes her tits bounce around. Then son goes in for the creampie. First time to the finish line. Very romantic POV style Mom / Son commitment video with love and passion. Virtual Sex with POV dildo. This is a custom video.

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Suck It Bitch: Earning a Chastity Release video from PaintedRose

Suck It Bitch: Earning a Chastity Release You are a weak and addicted submissive beta bitch boy shrunk & squirming in your cage.. begging for a release from your Mistress. I'd like to let you out to dribble, drip, cum but I'll need you to make it fun for me, worth while of my time. Amuse your keyholder by begging on your knees to earn your release by sucking my strapped cock. No pussy for you! The closest you will get to pussy is smelling my lovely cunt when your mouth is around my throat massager. Now.. Suck it beta bitch boy and earn a 30 second cum release. This film combines fetish of chastity, keyholding, beta, submissive, findom, femdom, heels, humiliation, servitude, and Mistress worship. Thank you for getting this film! Mark up codes apply. Rosie's Drip and Cum Tax: DrippyBitch=$10, Jerkaholic=$25, Pussy Free=$50, Chastity=$100! TIP + Message to THANK ME for it.

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Mom's Hoe Training: Sensual Dancing video from PaintedRose

Mom's Hoe Training: Sensual Dancing Make him CUM on the dance floor with your ass! If he doesn't cum, take him to the bathroom and get on your knees. Pin your hair back and slurp his cock or take it anyway he wants. This is about using your body to MAKE HIM CUM. There is a 5 minute sensual private strip show at the beginning of this film to teach you the basics of moving your hips - your pleasure zone. The video starts out while Step-mom is getting ready to take you dancing. You don't know it yet but she left an even sluttier outfit for you on your bed! Mom's going to train you to make him cum while dancing for him. You'll use your body and mouth to please him. Don't be lazy, you have to work it to be a good slut! Like mother, like daughter! Thank you for this custom video!

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Popping One Off: Balloon Party Game JOI video from PaintedRose

Popping One Off: Balloon Party Game JOI Rosie comes in and starts to clean up the party mess - balloons everywhere.. at least 25 balloons! Rosie sees you getting upset and asks what is wrong. You tell her you don't want the balloons to be gone because they make you feel happy. Rosie says she has to clean up but would love to play a game with you to make you smile and keep feeling happy. You have to be naked for this game. Take your pants off. Rosie tells you that you have to rub and stroke your penis while watching her popping balloons very sexy. You can't 'pop off' until she tells you to. This is a JOI POV Cougar Jerk Off Instruction video. Don't pop your balloon too quick, it will be HARD not to.

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The Tutors Teacher: Mom Takes Your Virginity video from PaintedRose

The Tutors Teacher: Mom Takes Your Virginity How did it go tutoring that pretty, popular girl from class? It's going so good! She is so thankful for her better grades that she wants to have sex with you but you're nervous because you're a virgin. You want to make sure you impress her but are really worried about being inexperienced and express this to me. Step-Son, I understand and it's my job to prepare you for the world and that includes sex education. Go wait for me in my bedroom sweety! Do you trust Step-Mommy? Think of that pretty girl and close your eyes. Step-Mommy surprises you with some sensual kissing on the lips and it's obvious that you like it. I take out your very hard penis and start kissing it and using more dirty talk which gets you even harder. Keep pretending you're with the cheerleader and I will teach you to fuck pussy and how to please a girl sexually. This film features POV Roleplay, handjob, Blowjob, Sex Education, devirginizing excitement, close up, cum on tits. 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: Step-mom, StepMom, Step-Mom, Step-Mommy, Step-Mother, MommyDomme, Domme, Femdom, FemDomme, Blonde, Mature, Natural Tits, Pussy, Thick, Juicy, Squirting, Squirt, Female Orgasm, Sex, Step-Mommy Fetish, Romantic, Love, Drama, Story, Bundle, POV Sex, Horny, Insatiable, Depraved, Perverted, Kink, Suck, Fuck, Underboob, Curvy, Curves, Chubby, Big Lips, DSL, Rosie, MILF Rosie, Painted Rose, PaintedRose, Goddess, Mistress, Virtual Sex, Taboo Step-Mom, Cougar, Femdom, Nurturing, Cum for Step-Mommy, Good Boy, Step-Mommys Good Boy, Blowjob, Doggy, Doggy Style, Anal, Ass, Missionary, Creampie, Cream Pie, Asshole, Pantyhose, Hosiery, Lingerie, Sensual, Lover, Loving, Sweet, Seduction, Seductive, Sin, Sinful, , Facial, Cunt, Step-Mommy Cunt, Fuckhole, Shaved, CumPlay, Spitplay, Cum, Come, Big, Tits, Titties, Tittys, Boobs, Boobies, Breasts, Nipples, Suck, Cock, Dick, Swallow, Step-Mama, Step-Momma, Panty, Panties

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Shy Mom Cums For Your Spycam video from PaintedRose

Shy Mom Cums For Your Spycam Shy and proper stepmom comes home and doesn't notice your spycam but she does suspect she's being watched. She begins to undress and put on body oil and then a satin slip of a nightie. She gets in bed but just can't rest. She knows she's horny but doesn't believe she should be touching herself. She wakes up and is so horny that she sensually and timidly starts to rub her pussy when she notices a flashing light.. it is your spycam! She decides that since you're both having a problem with being turned on that she will give you something to really watch on your spycam! Thank you for this custom video.

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Study Hall: Teachers Panties Showing video from PaintedRose

Study Hall: Teachers Panties Showing You arrive to the After school study hall and the new teacher arrives and greets you. After a bit, she drinks a soda pop and begins to get belly bloating which make her pants too tight immediately. Her pants are being pushed down exposing her panties over and over despite her attempts to try to pull them up. Throughout the video, the panties are exposed to varying levels. The teacher is somewhat embarrassed but makes sure you're not looking. She is also clumsy and keeps having to bend over and pick things up. She's nice but having quite a day. She grades your paper and then tells you study hall is dismissed. Thank you for this custom video.

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Neighbor Boy Sam Visits Mom Next Door video from PaintedRose

Neighbor Boy Sam Visits Mom Next Door Sam comes to visit, still charged up over the secret blow job she gave him, he wants more and so does she! POV. Cougar Cub. Custom Video Script.

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Beta Goon UnCensored: Good Piggy video from PaintedRose

Beta Goon UnCensored: Good Piggy Rosie loves a good beta boy and you need me today and everyday to remind you of your place as a providing pay prick piggy bank boy. What's it gonna be today? Do you want to cum or just stroke drone out like a pussy free chronic gooner??Relapse Fee, Drip Tax, Cum Tax.. Beautiful music to my Goddess ears. Play that song.. ChaChing! UnCensored - You're Welcome! Rosie's Drip and Cum Tax: DrippyBitch=$10, Jerkaholic=$25, Pussy Free=$50, Chastity=$100!TIP + Message to THANK ME for it.

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Chance Encounter: Stripped video from PaintedRose

Chance Encounter: Stripped Your Step-Mom is very close to you and loves you so much. She even works hard at the strip club making sure she can provide for you! It's almost your birthday and you give her your birthday list -She let's you know you're gonna be a happy boy and that she's got this! Later on that night, MILFY Rose tells her manager that she will take on some VIP private dances because she needs to get her son a special gift. First up is a private dance and Blowjob to a birthday college boy paid for by his group of buddies. Rosie thinks it's weird that he's wearing sunglasses and a hat but whatever - she already got the $$$. After she's done, she decides to grab his glasses off playfully and to her shock - it's YOU! She is upset and tells you to go home and wait for her to discuss it. Once home - you're both upset and then when she sees your hard on, she confesses that she wants you so bad even though it's forbidden lust! She begs you to keep it a secret.. and fuck her doggystyle until you creampie her juicy Mommy Pussy! This is a Rosie Original - Thank you!

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Birthday Breastfeed and Blowjob video from PaintedRose

Birthday Breastfeed and Blowjob Blow out the candles and Step-Mommy will blow you like a big boy.

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The Birthday Gift and Forbidden Fucks video from PaintedRose

The Birthday Gift and Forbidden Fucks It's your Step-Mom's special day - her birthday and you have a gift for her, more than one! First you make her coffee and breakfast followed by present time! When Mommy opens the lingerie, she is pleasantly surprised! She loves it and puts it on right after a naughty bubblebath! THe lingerie makes Mommy feel sexy and think naughty thoughts - thoughts about fucking. Later on, Mommy sees you with her panties in one hand and rubbing your bulge with the other! She is shocked and scolds you but soon realizes you're just a good boy and that you couldn't help it. She says this obsession has to stop so just jerk off to her body in the panties and get it over with. She tries not to look but she can't help it - you get see her getting breathless before she tells you to cum. You're just a good boy but you can tell she's turned on watching you. You hear Mom masturbating in her room and so you knock - like a polite boy and she invites you in. She tells you she loves the birthday gift but it's making her think al sorts of fucked up thoughts.. thoughts about forbidden fucks.. with you. It's Mom's Best Birthday Ever - you made sure of that! The Cum FInale features POV Sex and Mommy Fetish Dirty Talk, Lots of angles and close up of all the fun positions - Missionary, DoggyStyle, Cowgirl front and back, underboob, Blowjob, squirting up close orgasm, and a creampie finale. Good Luck getting through this one in just one sitting! All the birthday gifts and many items used and in the background were actual Birthday gifts from my real fan friends for my Birthday on January 2nd! Please help Mommy and rate this video 5 stars - message me for all your Mommy Desires! This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

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Bad Mommy, Good Son: Morning Wood video from PaintedRose

Bad Mommy, Good Son: Morning Wood Step-Mommy sees that you waited up and drifted off in her bed. I put on something bad Mommy would wear. Something slutty to match my bedroom eyes. You wake seeing me through the curtain teasing you with my body. I know you have morning wood and I want to taste it. You're such a good boy staying hard for me. I tell you not to cum while I ride it, grind it with my ass, or cowgirl your stiff dick. I teach you how to please a woman and cum on top and then give you a long, wet 6 minute blowjob and swallow your huge load. This is Mommy's dick. POV Mom fetish roleplay fantasy taboo gentle femdom video.

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Your Step-Mom's A MILF: Sharing Is Caring video from PaintedRose

Your Step-Mom's A MILF: Sharing Is Caring You have a friend over for movie night and snacks from school and he's really cool and older then you. While he's finishing his pizza, you tell Step-Mom that he said you're a MILF. She explains your friend just think she's a cute girl - no big deal. Movie night is awesome but you get sleepy and so Step-Mom send you to bed. You heard a loud noise and woke up and saw then doing sex on her bed. They were licking each other's private parts and he was putting his big pee pee inside of your Step-Mom and she was making noises. Watching gave you a feeling of pressure and you started rubbing and pushing on your own penis. Just then, Step-Mom comes out and is surprised to see you there. She asks if you liked what you saw and you nod yes. Step-Mom begins sucking on your penis like a lollipop. She tells you she doesn't want you to feel left out and that you have a beautiful penis. It's not as big as his because you're still growing. Step-Mom asks you to watch her make your buddy cum again to teach you how. You give Step-Mom a mouthful and your first facial. This video is fucking HOT! I hope you love it - one of my best!

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Giantess and her Shrunken Neighbor Next Door video from PaintedRose

Giantess and her Shrunken Neighbor Next Door Rosie drops by to return the cup of sugar only to find her neighbor has accidentally shrunk himself. She agrees to help him and then starts telling how his tiny new appearance makes him less intimidating and so she tells him how she's had wet panties for him all this time. She tells him she will turn him back to normal size after she is done. She puts him on her nipples and has him kiss them and squeeze and then big hugs between her breasts. She starts to get turned on by his tiny body and knowing he's feeling the full effect of her giantess stature and supersized body. She has little man kiss her toes and worship her and then helps him back up. She knows what is next - her new little clit toy! She has him climb inside her vagina and worship her clit head by squeezing and rubbing. She wraps her inner labia around him and tells him she can keep him warm with a blanket of pussy. She has him smell her as she gets wetter. Watch giantess clit and pussy swell while she uses little man's head to clit fuck her to an orgasm. She keeps her promise when she is done and uses the shrinking reverse device but...something happens... Rosie doesn't want him to be lonely in his tininess so she rounds up some tiny friends to play with them! Custom Video

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Teacher Falls Out: Pants Down Ass Tease video from PaintedRose

Teacher Falls Out: Pants Down Ass Tease Teacher is at it again with her pants down in the classroom. She's falling out of her pants and her tops and you don't mind. She even bumps into your face with her butt a few times and then sweetly apologizes and kisses your cheek / lips. Then you see her breasts too! Her pussy lips are now right up close. Can it get any better? Hell yes. She loses her pen and searches for it, her pants getting lower as she bends over on the floor in front of you. You must have been a good student and got an A to get this lucky! She tells you that the extra credit is for licking her asshole - up close visual. You pass this oral exam with flying colors. Thank you for this custom video.

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Rosie's Bedtime Stories - Ep. 03 video from PaintedRose

Rosie's Bedtime Stories - Ep. 03 Sometimes it's all about the primal fuck. I think you know babe that you and me have something special and that's why it's just so good. Sensual, Primal, Lustful .. Dance, Grind, Fuck, Cum with me.

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Mom's Hoe Training: Thong Contest video from PaintedRose

Mom's Hoe Training: Thong Contest Step-mom / Sissy Mom / Crossdressing Friend Roleplay. Mom calls you in to tell you that you get to help judge the thong contest to decide which will be worn tonight and she teaches you the three qualifying characteristics to judge each of the three thongs! Mom shows off her thongs in clothes, while dancing, and fucking and having three separate pillow humping orgasms! This is also a continuation of Mom's How Training and how to be a seductive slut, especially on the dance floor. You pick the very best one! POV style Mommy roleplay fantasy. Thank you for this custom video!

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Mom's Got Sole: Cum Countdown video from PaintedRose

Mom's Got Sole: Cum Countdown Just back from the pool, Mom starts talking about her dry feet and starts to rub on lotion. So sensual. She knows you like it and continues to tease. She tells you she needs more moisturizer, your cum.. You love Mommy's soles and toes...but the soles :) After a bit of verbal sole foreplay, you are given a cum countdown... can you make it to one?

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Cuckold Husband - BBC Bitch Training video from PaintedRose

Cuckold Husband - BBC Bitch Training Your wife calls you up to let you know she is done with you and your little dick and that she wants a divorce. You beg her not to divorce you, you'll do anything. She has it in for you - trying to come in her bedroom last night was the last straw. She locks your little dick up, makes you take a spade ring to replace your wedding ring, and lastly trains you to suck and fuck an exact replica of her new boyfriends BBC to train you to be her BBC Bitch Submissive Slave.

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Naughty Boy Spanking and the Belt Graduation video from PaintedRose

Naughty Boy Spanking and the Belt Graduation You have been naughty again and so step mom realizes that her hand and hairbrush spankings are not enough. She decides to show you the belt. It is time to teach you and demonstrate how unpleasant it will be if you keep acting out. Behave or you will get something to cry about. This is a custom video.

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Anniversary Cuck Release 5 Cum Challenge video from PaintedRose

Anniversary Cuck Release 5 Cum Challenge It's your special day and your loving wife didn't forget. Look at what she put on for you.. Oh she put that on for her BULL because he is on his way and so you only have 10 minutes for a release and to cum 5 times. If you can do it, you get a reward. Rosie humiliates you and berates you while she simulates sex with her BULL to tease you more with what you can't have. Did you meet the challenge? I bet the reward is even more humiliating - either way. This is a cuckold, SPH, Beta Submissive, humiliation JOI cum challenge.

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Mommy Blows Your Bully YOUR Anniversary 12 video from PaintedRose

Mommy Blows Your Bully YOUR Anniversary 12 With blessings from the church, Mommy is married to her son for one year now! After the Anniversary Party, we go home and discuss the future. Chuck, your school bully has moved in full time now at the urging of the pastor and everyone couldn't be happier! Well, almost everyone. The relationship has become a cuckold mother - son with Chuck as the Bull /Bully! Tease and Denial. Cuck Son. Blowjob. Facial.

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The Birthday Massage: Step-Son's Stiffy video from PaintedRose

The Birthday Massage: Step-Son's Stiffy You get home from practice and Step-Mom is waiting to give you a massage for those sore muscles. She says the cake and presents can wait because you're hurting. She says that you will have to strip down and that you get a special massage now that you're old enough. Why is she wearing panties and a bra and sitting on top of you? Rubbing your hard young muscles like a horny MILF! She bumps into your stiff boner and pulls back the towel. She smiles and let's you know that she is happy to work out this hard and swollen muscle. Oh ya - this is happening! Step-Mom sucks you, fucks you, twerks on your big dick and rides it until you blow a hot creampie raw in her MILF Pussy!

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Sweet Taboo: Warm Milk Drip video from PaintedRose

Sweet Taboo: Warm Milk Drip Step-Mommy brings you some chocolate milk and a sweet for her sweety. You were always such a thirsty boy. She tells you how she misses breastfeeding and holding you in her lap, she asks you to suckle on her big Step-Mommy milkers. You sweetly suckle while she moans and rubs on your pants in the front - such a good boy. She asks if she can see if you make milk too and then she sucks on your pee-pee and tells you how yummy your cummy is. She says you got her private place all swollen and so she shows you and teaches you to lick clit, fuck pussy from the back and the front with ass on dick twerking and then a reverse cowgirl creampie. You're still hard so she gets on her knees and begs for you to feed her your warm sweet milk. Step-Mommy loves your little cock cum - what a good boy you are. This film is Step-Mom, POV Sex, Lactation Suckling, Blowjob, Creampie, DoggyStyle, Sex Ed, First Time, Taboo Roleplay Fantasy! A Rosie Original.

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