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Showing 61-120 of 485 Results

Keeping Step-Mom's Secret video from PaintedRose

Keeping Step-Mom's Secret One morning, Step-Mom hears you stroking off and can't believe she is turned on by you and your stiff young cock. When she notices you staring at her nipple slip, she says it's ok because nobody else is home. Later on after school she tells you how it turned her on to listen to you jerking and tells you that it's your turn to watch her do the same. Do you like this Step-Mommy Pussy? Step-Mom Tits? Ya, I know - it's ok - I won't tell. Later on You get a special sloppy BJ surprise for a great report card and then Step-Mom tells you that you're coming to bed in her room tonight. That night, she dresses up in lingerie and fucks you POV Virtual Sex - Cowgirl, DS, Squirting, Creampie Cum for Mommy Finale. Three Cum Scenes! A Rosie Original! Thank you.

^$14.00 Add to Cart

Classroom Cock Lock: Caged Confinement video from PaintedRose

Classroom Cock Lock: Caged Confinement Since this bad report card came home, it is time for gentle Dommy to take action. Your obsession with short skirts, womens curves, lingerie, hosiery, and fantasizing about sex is interfering with your concentration. Mom decides your punishment will be painful - penis pain with those constant boners from your bad little boy brain working overtime on the wrong homework! You need a little motivation to earn a release but for now this cage looks as cute as the helpless look on your desperate face. This film features white thigh highs, nude pantyhose, heels, stocking feet, lingerie, short skirts, cleavage, blowjob, footjob tease, stripping, pussy eating, female masturbation, tease and denial, chastity, cage, locked cock, face squirting, close up pussy cum, flirting motivation, and two twisted Femdom MommyDommes.

^$14.00 Add to Cart

Dommy's Degraded Sex Slave: Dirty Doggy Dick video from PaintedRose

Dommy's Degraded Sex Slave: Dirty Doggy Dick You've been patiently waiting to be needed and catch a glimpse of Dommy drying off after her shower. You can't help but stare and of course you get caught drooling like a a perverted pet puppy. Dommy has you crawl to her on all fours. "Normally, I would punish you" Today is a special day - the 1 year anniversary since you became my sex slave and degraded pet. Besides, you were just thirsty - open your mouth pet. Pussy free has been your agony that I have enjoyed inflicting but I want to breed and you're obviously full of virile slave sperm. I decide that you'll do for the job very nicely and you'll do it exactly how Dommy says. Dommy orders you to fuck all of her holes thoroughly and to breed and creampie her perfect puffy pussy. You are my forbidden fuck toy forever, Son. Happy Anniversary! Thirsty? This custom made film features; spitplay with swallow, leashed pet, orgasm control, pussy free release, switch control, breeding, toilet fetish, Taboo Femdom Step-Mom and submissive step-Son dynamic, MommyDomme 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

Rosie Improv: Mistress Rosie Teacher Detention JOI video from PaintedRose

Rosie Improv: Mistress Rosie Teacher Detention JOI You arrive for detention - AGAIN! Mistress Rosie decides that you must earn your release from detention today. This video features a Seductive Domme Teacher Jerk Off Instruction with a femdom spin to make sure you bahave. Film Keywords: MILF, Cougar, Femdom, , Goddess, Dommy, Mistress, MommyDomme, Gentle Femdom, Positive Femdom, Sensual, FemDomme, Rosie, PaintedRose, MILF Rosie, teacher, JOI, Jerk Off Instruction, Thigh High, Riding Crop, Glasses, Big Tits, Big Ass, Big Boobs, Dommy ilm Hashtags: #MILF, #Femdom, #Goddess, #Dommy, #Mistress, #MommyDomme, #GentleFemdom, #PositiveFemdom, #Sensual, #FemDomme, #Rosie #PaintedRose #MILFRosie #Teacher #JOI

^$6.00 Add to Cart

Engorged: Milking For Step-Mommy video from PaintedRose

Engorged: Milking For Step-Mommy You and Step-Mom are taking a vacation together - you need some special one on one time. We can do anything you want for fun but, Step-Mommy needs to pump her breastmilk after such a long flight. I can't seem to get my milk to let down with the pump and I am getting so engorged with milk that my boobs are really hurting! Just then you walk in and when I explain what's happening, you offer to suckle to help out. After careful thought, what could be more natural then nurturing my sweet boy with warm sweet milk? I tell you to lean back on the sofa and I will straddle you to let gravity help the situation and because you're a bit too big for Step-Mommy's lap! You start sucking and my nipples get hard and begin to tingle. You enjoy Step-Mommys sweet milk and then I start moaning and accidentally have an orgasm from the nipple stimulation. Oooops - well thank you so much for helping me! A couple of days later, my big milk jugs are aching and so I climb over top of you and we begin to breast feed. When I feel your cock becoming erect under me, I slide you into my juicy, slippery Step-Mommy fuck hole for a double milking session. I hope I wasn't ovulating. A Rosie Original! 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-Mother, Step-Mama, Blonde, Mature, Natural Tits, Fat Pussy. Phat Pussy, Thick, Juicy, Squirting, Squirt, Female Orgasm, Sex, lactating, Love, POV Sex, Horny, breastmilk, breastfeed, Kink, Suck, Fuck, Underboob, Curvy, Curves, Chubby, Big Lips, DSL, Rosie, MILF Rosie, Painted Rose, PaintedRose, Step-Mommy Milkers, Virtual Sex, Taboo Step-Mom, Cougar, Creampie, Cream Pie, perv, Sensual, Lover, Loving, Sweet, Seduction, Seductive, Sin, Sinful, Cunt, Step-Mommy Cunt, Fuckhole, Spit, engorged

^$14.00 Add to Cart

Taboo Seed: Get Mommy Pregnant video from PaintedRose

Taboo Seed: Get Mommy Pregnant Step-Mommy starts telling you a story about how much she loved being pregnant and wishes she could get pregnant again! She tells you all about how she would need fertile seed to plant in her womb to grow a pregnancy. She tells you she would need boy sperm from a penis and how she only has a pretty pink pussy. Just then, she gets a forbidden idea and you're very curious about you might be able to help Mommy with getting pregnant. She says she would like to play a game to find out if you can breed her. She promises it's a really fun game and you will love as much as you love her. This film is a step-mom fantasy roleplay about breeding and impregnation, sex education, first time taboo, sweet loving experience with a side of filth talk. Slow burn edging to build a big first cum to impregnate Mommies fuck hole. Teasing, HJ, BJ, Creampie finish! A Rosie Original. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

^$14.00 Add to Cart

Make Up Sex video from PaintedRose

Make Up Sex This breakup has been harder than I thought - I can't stop thinking about you and the sex we had.. I am trying to stay busy and nothing is working to get my body to stop aching for you. I give in and call you with some silly reason about finding your socks and having a box of stuff for you. When you arrive, you look so delicious and I immediately want to devour you but I play it cool - for about a minute! I start trying to tempt you with my boobs, panty peeks, and reminding you of how juicy my pussy gets for you. I can see that you're also getting heated up and waste no time putting your stiff cock in my hungry mouth. The sex is always so great between us and we begin to fuck frantically right in the living room! You take me from the front, the back, and then get on top of me thrusting deep and hard into my tight, juicy pink pussy. Bonus masturbation scene w/ vocal shaking orgasm at the end. This custom made film is a 2257 compliant adult roleplay fantasy and features blowjob, pussy eating, both on top, doggy style, and a missionary eye contact - cum begging - dripping creampie! Film Keywords: MILF, Cougar, Femdom, Big Tits, Boobs, Big Ass, Curvy, GFE, POV, Fantasy, Roleplay, Love-Lust, Loving, Sexy, Flirty, Dirty Talk, MILFY, Nympho, Rosie, PaintedRose, MILF Rosie, Missionary, Cowgirl, Doggy style, creampie, blowjob, pussy eating, shaking orgasm.

^$17.00 Add to Cart

Time For Dick-Tation: Tease & Cum CD video from PaintedRose

Time For Dick-Tation: Tease & Cum CD Your new secretary walks in for her first day prepared to thoroughly do what you hired her to do and goes above and beyond your expectations from the get go. She tells you to pull it out because you're already stiff and she just knows what you need. She orders you to stroke for her lips, tits, ass, legs, and finally her mouth and tongue. At the end she counts down from 10 and sweetly orders you to empty your big load on her tongue. Who is in charge here? This is a feel good, light and fun, Jerk Off Encouragement video with Rosie sensually dominating you gently but firm. You're going to love it. Thank you!

^$11.00 Add to Cart

Rosie's LIVE Pajama Party TGI-FriYAY Free TipShow and CUM Show video from PaintedRose

Rosie's LIVE Pajama Party TGI-FriYAY Free TipShow and CUM Show We chat, we play, we dance.... Then a CUMSHOW!!! We strip and CUM! I had this amazing edged squirting orgasm with a toy and then a vibrator orgasm that blew my fucking mind it was so intense. Cum With MILF,Femdom,Taboo,Cougar,Mommy Fetish,MommyDomme,Curvy,POV,Virtual Sex,Rosie,PaintedRose,MILFY,Femdom,Taboo,Cougar,MommyFetish,MommyDomme,Curvy,POV,Panties,Rosie,PaintedRose, Live, Live Show, Cumshow, Camshow, CamGirl

^$10.00 Add to Cart

Dommy's Cunt Craving Cuckold video from PaintedRose

Dommy's Cunt Craving Cuckold You instantly recognize your new next door neighbor and are invited in to be given mail delivered to her home.. by mistake of course. You can't believe your favorite Goddess Fetish Cucking Domme is sitting next to you AND flirting! You can't help your face and she figures it out that you're a fan. She asks what your username is and that's when things really start heating up. She remembers all the kinks you're into and asks if you're penis is really as small as you told her online. Goddess is disappointed but says she likes to have all kinds of fetish fun and she knows of several uses for you and that little nub of yours. On your kness 'Cuck Slave' and you do look so cute looking up at Dommy with those sad puppy eyes just aching to please your mesmerizing Mistress. Goddess-Mother would NEVER actually fuck a teensie tiny thing like that so you'll have to jerk it while you watch Mistress being pleased by all of her bulls and you only get to drip your little cum puddle if you FULLY please your Goddess with Creampie Cleanup. This Custom made film is 2277 compliant and features femdom pov sensual domination with small penis humiliation, cuckold, MommyDomme, creampie cleaning, bull fluffing, cuck slave servitude, and sweet humiliation. Rosie is a loving domme - when you remain on your knees in full submission. Film Keywords: MILF, Cougar, Femdom, Cuckold, Cuck, Cucking, Goddess, Dommy, Mistress, MommyDomme, Gentle Femdom, Positive Femdom, Sensual, FemDomme, Rosie, PaintedRose, MILF Rosie, SPH, Small Penis Humiliation. Film Hashtags: #MILF, #Cougar, #Femdom, #Cuckold, #Cuck, #Cucking, #Goddess, #Dommy, #Mistress, #MommyDomme, #GentleFemdom, #PositiveFemdom, #Sensual, #FemDomme, #Rosie #PaintedRose #MILFRosie #SPH, #SmallPenisHumiliation.

^$17.00 Add to Cart

Dommy's Degraded Sex Slave: Obedience Training video from PaintedRose

Dommy's Degraded Sex Slave: Obedience Training Today, Domme Mother tells you that it is time for your obedience training and you are ordered to take off all of your clothing and kneel on the floor in front of her. Pets have no use for clothing, hobbies, or education other than what Dommy provides. Your purpose is to serve and obey your owners every wish as a beloved pet and speak only when told to. Open your mouth pet - Spit, Swallow, Repeat! Now that your mouth is open you must train to suck my cock and cum like a good pet. Crawl away in shame for loving Dommy Dick so much! Lay on Dommy's bed and wait naked with your legs open anticipating the next time I will use and degrade my humiliated dick slave. You've earmed your collar and now I will have my way with you pet. You are powerless under my Dommy control as I take ownership of all of your begging holes with my strap on cock and mouth. Beg? Spit, Swallow, Repeat! Good Pet. This film features spitting into your mouth and making you swallow, cock sucking training, obedience school for pets, femme domination, leash and collar, slave training, pegging with strap on, blowjob, rimjob, cum on Dommy's tits finale. 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. Dommy 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, cuck, cuckold, cuckolding, sph, small penis humiliation, degradation, verbal humiliating, spit, spitplay, pegging, strap-on, strapon, peg, leash, collar.

^$15.00 Add to Cart

Naughty Nurse Stamina Test and JOI Teachers Sissy Boy Detention video from PaintedRose

Naughty Nurse Stamina Test and JOI Teachers Sissy Boy Detention The nurse comes from the agency to perform your stamina test and right away tells you to get naked. Part of the test is the nurse stimulating, and assisting you to edge out and then count you down to cum with her once you've passed the test.The nurse starts by removing her scrubs and checking you for firmness and stimulating an erection. From there, it's her teasing you with her body, shaved pussy, and ass to edge without blowing too soon. She gives you very specific instructions for the jerk off part of the test. Once you've passed, it is time to have her count you slowly from 20 down to 0 to cum WITH HER. Nurse Rosie is hoping you can shoot far enough to hit her bullseye. JOI, Mutual Masturbation, Nurse Fetish, MILF, and Gentle Femdom Scenario.

^$12.00 Add to Cart

Pick a Pair: Sissy Girl Panties video from PaintedRose

Pick a Pair: Sissy Girl Panties Step-Mom asks you if you were going through her panty drawer because you want to wear them and she already knows. She wants to play a game to figure out what kind of Sissy you are. Pick a pair of panties; 1, 2, or 3. Mom already guessed it and wasn't surprised at all! You're my Sweet Sissy Girl. From now on, we will do everything together like girl best friends, including rubbing our sissy clit for a sissygasm! This is an interactive fantasy feminization roleplay.

^$12.00 Add to Cart

Sweet Dreams: An Illicit Affair video from PaintedRose

Sweet Dreams: An Illicit Affair It's bedtime and also time to cuddle up and watch a Movie with Step-Mommy. You pick out a movie that's a little naughty and Mommy asks if you're embarassed to watch that stuff in front of her as he nipple slips out. She smiles and tells you that she really likes watching dirty movies with you. You've had a lot of sexual stimulation tonight and when Mom reaches over to put a blanket on you, her arm bumps into your very stiff erection. She explains that it's healthy and normal and asks if you get hard a lot. She says she'd better behave by staying on her side of the bed because she's really turned on after everything. You both start to drift off and then you feel her rubbing on your big meat while she writhes her body back and forth. She startles and says it must be a dream because she'd never ever touch her own Son's dick or take her tits out for him as she straddles you and drops rubs her Mommy pussy on your boner. She starts stroking and then sucking you slurping your precum like a thirsty naughty Mommy. She says you're still hard and she must have your stiff young meat inside her dripping Mommy cunt. She slides you in and rides it cowgirl and reverse doggy style while twerking on your hard on. She turns back around and cums a squirting Rosie-gasm on your dick and then takes your creampie inside raw. It's just a dream.. Isn't it? A Rosie Original. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

^$13.00 Add to Cart

Bad Girl For You - Cumming Together Video video from PaintedRose

Bad Girl For You - Cumming Together Video I am so horny and I want to be a bad girl for you and fuck this yummy pussy and us cum together so hard!

^$3.00 Add to Cart

Nurse Mommy: Stethoscope Heart Racing HJ video from PaintedRose

Nurse Mommy: Stethoscope Heart Racing HJ Step-Mommy gets home from her job at the hospital and starts stripping down not realizing you're in her bed. She thought she startled you and so she was checking your apical pulse with her stethoscope your heart rate increased even more! Mommy realizes you have an erection, a boner and asks you if it hurts. Since it is hurting, Mommy gets the lotion and jerks off your cute little winky and then tucks you into bed. Sweet-Dreams Love.

^$10.00 Add to Cart

Depravity: Fucking Perverts video from PaintedRose

Depravity: Fucking Perverts You walk in on Step-Mom touching herself and can't stop watching.. until she catches you with a boner for her. Later on, she tells you Dad is a prude and would never understand why you watched and jerked it to Mommy and says nothing else must happen. You're there around every corner with a hard on and sex deprived and depraved pervy Mom wants to make you chill out so she gives you a handjob and tells you to cum fast! Later on - again but a blowjob. She says this has to STOP! You can help yourselves - you're both depraved fucking perverts. You walk in on her in a nighty and she seduces you to bed her while Dad is out of town. Lots of HOT SeXXX follows with a creampie! A Rosie Original! This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

^$15.00 Add to Cart

Prop Dick Guy For Step-Mom video from PaintedRose

Prop Dick Guy For Step-Mom You accidentally see Step-Mom setting up between scenes. It's just you and Mom and she had to start doing adult work when Dad left. Things are hard but she's always doing her best to take care of you. Today she says she's having trouble getting the right angles with her new camera and asks if you could hold the camera - since you already walked in and saw her in lingerie. You are excited to help especially because it means you can spend time with Mommy and secretly you don't know why but you really like looking at her in her work costumes. She is shooting something called a, "Mommy Fetish POV" and so you have to hold the camera close while she backs her butt up close to the lens - she says to just hold the camera and try to not laugh at all the dirty words she's saying. She starts talking about "Fucking her own Son" while twerking and you can't help the feelings that are happening down there and then her fat ass bumps into your stiffy and... Thank you for this custom video! This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

^$12.00 Add to Cart

Get A Clue: Mommy Edition 4K video from PaintedRose

Get A Clue: Mommy Edition 4K Step-Mommy has a new game for game night and it's called, "Get A Clue: Mommy Edition" Sounds fun right? Little do either of you know, it is a taboo mystery game. Mommy is so playful and says that you both need to finish the game and taunts you that she's going to win. You take turns rolling the dice and guessing. " Cougar Mommy in the Living Room with a Missionary Creampie" ?? Oh the suspense! How will it end? There are four complete POV Step-Mommy scenes! Sweet Mommy In The Backseat with BJ and Reverse Cowgirl and missionary creampie! Mean Mommy in the Den with Pussy Eating, Handjob Tit Spray. Cougar Mommy in the Living Room with a Missionary Creampie and BJ! Last but not least.. Horny Sexy Mom in the bedroom with all the positions and another delicious dripping creampie! A Rosie Original. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

^$16.00 Add to Cart

A Christmas JOI: Present For StepMommy video from PaintedRose

A Christmas JOI: Present For StepMommy You are the sweetest and you know you've been so good all year for Step-Mommy, haven't you? Of course you have. What's this? You got me a present? We should wait until Christmas? No.. Oh... because you want to GIVE IT to StepMommy right now? Ok. Oh my - you are a naughty..I mean a good.. You're an ANGEL! Thank you so much - StepMommy loves it. I have a present for you too sweety.. A little Christmas JOI - just for you. Mmmmmmm I'm gonna show you just how this toy makes StepMommy squeal and moan. Wettt as it slides in and out all moist drippy. I'm gonna suck you all slurpy and look in your eyes as you touch it for Stepmama. Now put it in from the back - I know you love StepMommys round fat ass. Awe aren't you cute, flip me around and ah ah ahhhhhh ahhhh oooooh babe give it to me.. all of it.. your sweet milk for my cookie.. Yummy. This Rosie Original was a fun improv like what you see in my DRV/PersonalCumEncouragement Videos in my items store. So Much Fun! Painted Rose Films and content is 2257 Compliant Fantasy Roleplay - Curvy Taboo Femdom MILF ROSIE!

^$13.00 Add to Cart

Home Sweet Home: Step-Mother's Vagina video from PaintedRose

Home Sweet Home: Step-Mother's Vagina You must be in Step-Mommy's bed for a reason? I was looking for you to give you a kiss goodnight. Without Step-Mommy's loving hugs and kisses you might not have sweet dreams so pucker up buttercup. You like my kisses don't you? I already know because your little guy (your cute penis) is standing straight up - waiting to come home - to Step-Mommy. Home sweet home to that special warm place that feels so safe, wet, tight - like a bearhug between Step-Mommy's thighs. MommyDomme is so proud of you for getiting such a big and stiff erection and in fact that penis belongs to Step-Mommy.. just look at how hard you are for me. You won't be permissted to touch it or let other girls touch it becasue only bad boys run away from home and my Step-Son is NOT a bad boy, is he? No, of course not. Do you understand the rules Step-Son? The punishment / reward for a big boner is for Step-Mommy to take it away inside of her vagina. Watch this trick as I make your stiffy cock disappear inside of my perfectly pink Step-Mommy hole. Look at how nice your penis fits inside going up and down up and down.. Do you like my big Step-Mommy milkers hovering over you bouncing?Just let it all go Step-Son. Step-Mommy knows. This custom made video features POV taboo roleplay, MommyDomme Fantasty, Cum Control, First Time Sex Ed, Underboob, Cum Inside Creampie, Dirty talk game, curvy body teasing, kissing, mind fuck, Step-Mommy Fetish Introduction and addiction. 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, Step-Mom, Step-Mommy, Step-Mother, MommyDomme, Domme, Femdom, FemDomme, Blonde, Mature, Natural Tits, Fat Pussy. Phat 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, Creampie, Cream Pie, Lingerie, Sensual, Lover, Loving, Sweet, Seduction, Seductive, Sin, Sinful, , Facial, Cunt, Step-Mommy Cunt, Fuckhole, Shaved, Cum, Come, Big, Tits, Titties, Tittys, Boobs, Boobies, Breasts, Nipples, Suck, Cock, Dick, Swallow, Step-Mama, Step-Momma, Step-Moms, Cowgirl, On Top, From Behind, Caught, Panty, thong Panties,

^$14.00 Add to Cart

Mommy's Has A Date - Son's Dick video from PaintedRose

Mommy's Has A Date - Son's Dick Step-Mommy has her first date in such a long time. She's nervous and feels like she's lost her confidence. Son Jonathon gives opinion that her nipples are too easily seen through her shirt. She realizes that the shirt may be inappropriate she doesn't want to give off the wrong message. He offers to rehearse a date since she is so nervous so they do this. It loosens Mommy up and she starts asking more provocative. Finally rehearsal turns real with a simulated kiss and she invites her, "date" back to her place. "Cum For Mommy"

^$12.00 Add to Cart

Caged Clitty Ruined Release: Sissy Girl Playdate video from PaintedRose

Caged Clitty Ruined Release: Sissy Girl Playdate Dommy keeps you in a chastity cage because you're naughty and you need to be trained properly to only touch when given permission. Your orgasms belong to me and I decide when you get to touch it, rub in agony, or have an orgasm. Today you are given a present - a white, sheer swimsuit - just like Dommy's to wear during our playtime. You assume the position like a good girl on your knees waiting for direction to obey and serve. Dommy is wearing a skirt and gives you upskirt views while she uses her cameltoe to tempt and taunt you into some heavy breathing. One by one she shows more curves while instructing you about your duty and desire to serve her every depraved need. You're aching now and begin to seep sissy slut squirt onto the floor - what a sissified slut you are as your eyes beg for release in agony. Dommy is not without sympathy for your confined clit as it bulges in pain agains the confining bars of the cage. It's all too much for you, she can see that and puts you in and out of misery with a vibrator quick ruined release - just to relieve the pressure. Clean up this clitty cum and go put on those panties that Dommy likes to see you crawl around in. Tip $25 and DM to ASK Dommy NICELY for the uncensored version! Thank you so much for getting this custom made film! To get your own, DM me today with your sexy idea! Please review this video with positive comments. Love, Rosie #Feminization #Sissy #Clitty #Sissigasm #AssPussy #ClittyFuck #Daughter #Taboo #MILF #Taboo #Ruined #Femdom #MommyDomme

^$15.00 Add to Cart

Photoshoot with Hung Stepson Turns XXX video from PaintedRose

Photoshoot with Hung Stepson Turns XXX Rosie has a photo shoot with Her step-son photographer when Dad is out of town. They’ve gotten too close. Her top slips and he fixes the strap but can’t resist to start to squeeze the tits his dad loves! This young man becomes her secret intimate lover on this day. Very steamy and romantic. Many sexual positions and finally a long 69 cumshot scene for both. You can hear the liquid squirting on his face while he finger bangs G-spot and eats my pussy with me sitting on his face and then he cums in my mouth! Squirting, blowjob, Doggystyle, 69, oral sex on banister, cowgirl...Shooting is not POV rather, different angles that give you HOT views of the Romantic Sex. Male doesn't Talk Much, He FUCKS for POV Virtual HOT Sex.

^$14.00 Add to Cart

Don't Go: Stay With Me Mom - Son's Lust video from PaintedRose

Don't Go: Stay With Me Mom - Son's Lust Rosie has a date tonight and her son doesn't like her outfit (It's too revealing) and in fact tells her he wants her to stay with him. She says she needs a man's touch. Son tells her he can do anything her date can do and more. She says she loves him and he's special to her but she is going. She hugs him but then feels his huge hard on in his sweats and and when she looks at him, they start to kiss. She then gets so turned on and starts to blow him. She gets on top and rides his stiff boner. She loves it. She gets so dirty telling him how to fuck her wet pussy. She tells him to lick her pussy until she cums in his mouth! Instead he fingers her gspot and makes her squirt before letting her orgasm in his mouth. She sucks his fat dick again! His cock is aching to cum in Mommy so he beds her over and bangs her hard and cums inside while her tits sway back and forth. Ending in creampie close up! She cancels her date. POV Son / Mom Roleplay!

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Blue Persuasion HD video from PaintedRose

Blue Persuasion HD The 4K version of this video being an hour long was too large of a file for APC.. but if you would like 4K after buying this, I can send you a DL link. This is a fantastic film. A Rosie Original Script and performance. It's just been you and Step-Mom for three years and you're closer than most couples. You're testosterone is making things really.. blue - blue balls while you're Mom can't stop from being persuaded by you're huge boner in sweatpants. She decides to try to masturbate more and you go to your room to stroke off due to yet another accidental nip slip. It isn't working.. it's like eating an apple when you really just want some cake. You come to the conclusion together rather frantically that maybe if you jerk eachother off that you can get it out of your systems. You end up cumming all over your Mom's huge tits which she licks it up and says you shouldn't do it again. That night, you come up to lift weights and what the fuck is she wearing?!? Her sexiest dress which she drops and tells you to get on your knees to please her pussy with your mouth as a punishment for not taking off those gray sweatpants! You do so good at making her pussy drip that she blows you and takes a facial before telling you it has to be the last time. You don't care - this has already gone too far to ever go back - she's ruined you for other girls. Later on, you stand before her - throbbing cock and a determined young body eager and ready to please her and learn every inch of how she feels, smells, and tastes. The Fuck Finale with eating pussy from the back, doggy style, reverse and front cowgirl, missionary, both on top, underboob, tit cum play, cumspray, oral, facial, Mom squirting, and 2 blowjobs finish her. Surprise ending. 1 hour long with 10 minutes of Behind The Scenes!! 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.

^$19.00 Add to Cart

Mom's Road Trip Turns Into Sex w/ Son video from PaintedRose

Mom's Road Trip Turns Into Sex w/ Son Mom and son are on a trip to visit family and stop at a motel to rest. Unfortunately there is only one room with a shared bed. Mom and son are ok sharing, why not? Mom starts getting her pajamas out and finds old lingerie in the bag and her son convinces her to try it on. He asks to see. She is shy and embarrassed but he convinces her and takes pics to show her she looks fine. He touches her breast and she is shocked! HE then touches her pussy which gets her all wet. She tells him to get down and lick her. She gets so horny she blows his big dick. When he fucks her, she wants it rough. Doggystyle, oral sex, missionary...creampie! He cums twice!

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Rosie's Live Chill Pink Love Hangout video from PaintedRose

Rosie's Live Chill Pink Love Hangout I went live to hangout and chillax and had a few visitors stop by and say hi. There is some chit chat and a little dancing. It wasn't a planned live themed show or one where I did private sessions. I didn't get many spins or tips tonight as the show was unplanned on a HUMP DAY.. Thank you to my wonderful fan friends who were able to stop by. Just chill and chat tonight. All Camshows are FREE In My Club. #LIve #Chill #AMA #Hangout #MILF #Dancing #Taboo #Roleplay #StepMom

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Giantess Loves a Little Snack video from PaintedRose

Giantess Loves a Little Snack Giantess is looking all over for you. Why are you hiding? Are you under my heel? You shouldn't hide, I could step on you! I am so sweet to you and you don't appreciate it so you much be punished. You must kiss each of my toes. That was nice but, not enough. it's time for you to play with me. I think Our game today is you will be my tasty little snack.

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Flowers: Make Up Sex w/ Mom video from PaintedRose

Flowers: Make Up Sex w/ Mom You have been so busy that you have not spent a lot of time with Step-Mom lately. She's feeling this and doing everything to get you to hangout with her. Yummy breakfast and a cuppa coffee later, you agree to hangout after your shower. You're interrupted while naked and hard in the bathroom by Mom - she stares at your stiff boner shocked and then runs out saying she's so sorry. You feel bad about the hardon but not bad that you saw your Moms thick body and rack too in the little shower mishap. You pick her flowers to show her that you love her because she's the best Mom ever and you can tell she's very upset by what happened. To your surprise, she kisses you on the lips and then doesn't make a fuss or run away when you get a stiffy from the kiss. You want to fuck her but that's impossible - she's your Mom! In the middle of the night you run into eachother in the hall - neither of you can stop thinking about it - the naked incident, the kiss, what you are feeling... She says she feels like a horrible Mom because she wants your cock and it's forbidden lust! As you come toward her - you pin her in the corner and kiss her to show her you're a man now. She says no but then drops to her knees to suck you but she tells you not to cum.. yet. Then you fuck her all the way to her bed for some love-lust make up sex! This video contains Step-Mom fetish, doggy style, 2 blowjobs, bent over chair sex, missionary, Mom On Top, a squirting real orgasm, and lastly - you on top giving Mom a dripping creampie! This is a Rosie Original. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

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Your Father's Son: Breeding Love video from PaintedRose

Your Father's Son: Breeding Love After losing your Father many years ago when you were small, Step-Mom had to marry your uncle platonically to get health insurance for you but now that your older there is a problem. Uncle wants your Mom to have a babe with him but, she isn't inlove with him - she doesn't want to be pregnant by a man she doesn't love. You are very close with Mom and you love each other very much. She always says how you look and act every bit of the man your father was and how you're more special to her everyday. Mom wants to be pregnant but, by a man she loves and you offer to be her man, her love, the father and carry on not just your genes but also your Fathers! After some convincing the sweet love turns steamy and seductive as Mom gives you your first blowjob, doggy, and you fill and breed her pussy and womb with your taboo seed of love. Taboo Step-Mom Roleplay Fantasy with POV style impregnation, romantic love and slow burning lust. Thank You!

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Step-Mom's Work It, Twerk It, Squirt video from PaintedRose

Step-Mom's Work It, Twerk It, Squirt You walk in and Step-Mommy is working out in her leotard and leg-warmers. She says she does her stretching before her pussy stretch and then shows you her workout equipment which consists of an array of large dildos. Step-Mom starts with an anal dildo for a little rim job and then starts stretching her pussy with dildos normal to huge! When she get's to the big boy stretch - she fucks it front and back and on her back. She let's out a tiny squirt and then keeps working her pussy out until she cums and squirts all over her workout mat! Work out with me with your own dildos or watch and work your love muscle with me.

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Student Gets English Teacher Pregnant video from PaintedRose

Student Gets English Teacher Pregnant Student goes to see Homeroom teacher to get the english assignment. Of course he forgot a pencil. She is walked in on crying by her favorite student. She tells him she can't get pregnant and eventually she suggests he gets her pregnant. She gives him his first blowjob, has him eat her on the desk,She rips a hole in her pantyhose and she gets fucked sitting and finally bent over the desk. He creampie her and she cleans his cock with her mouth and tells him she needs to see him again after school tomorrow to make sure she get's pregnant.

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Sinfully Sweet: Step-Mommy's Good Boy video from PaintedRose

Sinfully Sweet: Step-Mommy's Good Boy When Step-Mommy leaves for work you are suppose to be in bed but you wanted to stay up. She is dressed in a funny costume and you ask Step-Mommy about it. She just said, "Step-Son, I needed The Money" Whatever that means. Later in bed while Step-Mommy is at work, your pee pee got hard and hurted a lot and you told Step-Mommy about it and she told you to rub it. While watching, Step-Mommy starts acting weird and rubbing her panties in the front. Step-Mommy tells you that girls masturbate too. Step-Mommy fucks your cute little boy pee pee in all positions until you explode cummies inside of her. Extreme dirty talk in this HOT Step-Mom fetish film!

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Hugs and Smoochies: Kiss Me - Lips and Kissing Fetish video from PaintedRose

Hugs and Smoochies: Kiss Me - Lips and Kissing Fetish I am sweet on you and your candy kisses and I know how weak you get for me. My luscious shiny lips puckered up and aching for you to press into them. My hugry mouth drooling for your tongue kiss. Kiss me deeply and ever so sweetly until the need to tongue fuck my mouth discreetly. Slide inside of my face cunt and fuck my dirty talking fuck hole. This videos features multiple kisses, short and sweet to long and wet. Some flashing of my perfectly pink pussy pie and big milky white tits. Let's jerk you off? Please leave a positive review, follow me EVERYWHERE and Join my club and get awesome rewards and thousands of vids you can't get anywhere else! This 2257 compliant film is a solo performed adult roleplay fantasy that features StepMom Fetish, First Time, Taboo, Roleplay, Dirty Talk, Curvy MILF. This film is a solo performed adult roleplay fantasy that is 2257 compliant. Please rate/comment this video highly with a nice review. DM me to order your own Custom video. Please follow and subscribe for all behind the scenes and so much more! Thank you SO MUCH! #Kiss #Kissing #Smooch #Smoochie #Lips #Mouth #Lipstick #RdLipstich #ShinyLips #Taboo #StepMom #Love #Loving #FirstTime #SexEd #Roleplay #Fantasy #MILF #Fetish #Femdom #Curvy #Ass #Tits #Boobs #Pussy #Tease #Femdom #Beta #SlaveTraining #MommyDomme #JOI #JerkOffInstruction #Goddess #Worship

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Practice Makes Perfect 4K video from PaintedRose

Practice Makes Perfect 4K A Rosie Original. Step-Mom comes to ask why you aren't ready for class yet and she can tell something is wrong. You finally tell her that a girl turned you down for a date and that it was embarassing. You need some pep talk comforting and some practice to learn how to talk to, kiss, and impress girls. Practice makes you start to feel more confident and makes Mom get really turned on.. oops. Pretty soon you're both naked so that you can learn all about the sensitive .places on a womans body and practice how to turn on and fuck a girl. You eat pussy so good that Mommy squirts and then she gives you a HARD earned blowjob. You get fucked cowgirl and then you bang her from behind like a good boy. Next you get on top so you can put your creampie deep in your Mom's thick juicy Pussy. 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.

^$15.00 Add to Cart

All About That Ass Jiggle video from PaintedRose

All About That Ass Jiggle This is a video clip of me making my butt jiggle, wobble, twerk a little and then humping the bed and my hand until I cum for you!

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Cute Cucking Cum Eater - Pathetic Penis Punishment video from PaintedRose

Cute Cucking Cum Eater - Pathetic Penis Punishment It is time for your night time breast suckling session and so you go to step-Mommy's bedroom only to see that she is not alone and has guests. They are slamming into her body with their naked ginormous penises and she is moaning and appears to need your help. You go up to her but she is very mad that you have interrupted her threesome with her 'boyfriends'. You are to be punished for spying and sneaking. You are told to take out your penis to show her if it is big enough to play with the big boner boyfriends and sadly it is not. You put your head down feeling very sad about your wittle weiner. Disappointed, stepMommy teases and humiliates you until you lose your little loser load of cummies in your hand. You are to learn your place as a small cock little cuck and eat it in shame. This film features Cuckold, Cuck, Cucking, Cucked, Big Dick Bull Roleplay, Edging, Step-Mom Taboo Roleplay, Sneaking and Peeping, JOI, SPH Humiliation, Gentle Femdom, Cum Control, Orgasm from fucking femdom fetish kink and CEI degradation. This film is a solo performed adult roleplay fantasy that is 2257 compliant. Please rate/comment this video highly with a nice review. DM me to order your own Custom video. Please follow and subscribe for all behind the scenes and so much more! Thank you SO MUCH! Hugs and Smoochies, Rosie. #Cuck #Cuckold #Cucked #CEI #SPH #Femdom #Taboo #Roleplay #StepMom

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PantyHosiery Joy: Sensual Seamless Seduction video from PaintedRose

PantyHosiery Joy: Sensual Seamless Seduction I know you like to look and I want to show you my new seamless silky shiny pantyhose. These tights are wrapped around curvy body so cozy, smooth, and silky turning me into your pantyhose slut. Your eyes won't look away as I model them for you while I frequently look down to see how hard you are for me and my hosiery legs, ass, and juicy pussy. You'r stiffness and intense gaze make me swell and I can no longer wait to touch my juicy pussy for you. Let's see how wet we can make these naughty nylons. A Rosie Original. 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.

^$12.00 Add to Cart

Truth Or Dare: Mommy Dares You To CUM! video from PaintedRose

Truth Or Dare: Mommy Dares You To CUM! The babysitter told Step-Mommy that you tried to touch her Boobies and so Mommy sent her home and decides it's time for a game. Truth or Dare (Pick the dare - wink wink). Mom tells you that you are her good boy and it's normal to be curious and like to look at and touch female bodies. She says not to try it with the babysitter anymore because her boobs are too small anyway. During the game, you dare Mommy to get naked and she dares you to take out your pee-pee. One thing leads to another - quite intentionally on Mom's part as she teaches you how to rub your privates together to make them feel really good. Step-Mommy goes from sweet to sultry and horny. Step Mom shows you her body, plays with her pussy, teaches you about blowjobs, missionary, cowgirl, doggy style and a close up orgasm in your face that she has you lick clean with a missionary creampie finish in Mom's dripping taboo fuck hole. Lots of dirty taboo talk.

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Bad Seed and the Dirty Deed video from PaintedRose

Bad Seed and the Dirty Deed A Rosie Collaboration Step Roleplay Film. A perverted cheating wife impregnation passion persists after an accidental taboo mixup fuck with my own hung and horny stepSon. It all began when you helped me pick out a dress for the party and you noticed me noticing you notice my hard nipples and panty lines. It was very sweet of you to help me pick out a dress to get your father to notice me for once so we can keep trying to get pregnant. We both start getting ready for the party and I am not surprised at all how handsome you look and how much fun we have. StepDad is nowhere to be found and it's my ovulation day so I kiss you goodnight even though I want to keep having the best time ever with you. Someone is snoring in the bed and so I pull out all the sexy, slutty stops to get him to want to fuck and get me pregnant. NO more playing around, I see the boner and I'm going to suck and fuck it and so I climb up and can't believe how big it is. StepDad must be Extra Horny as I don't remember it ever being this hard or huge! Oooops I got a mouthful of delicious cum because I sucked it so good and that's ok because it's still so hard that I get on top to let my fertile pussy milk that sweet sperm right into my uterus! Exhausted and dripping cum down my legs, I use the restroom and come back to see my step-Son in my bed in the mornings light. OMG - we didn't? It was a simple mixup but I was ovulating and cheated on StepDad and and and "Oh Son, What Did We Do?" You grab me and tell me that you made my StepMommy pussy yours and that you fucked me better than StepDad ever could. I know it's true and as you pull me closer and begin to finger my wet and dripping StepMommy pussy, I realize you're the man StepMommy wants. StepDad wasn't doing his job anyway and you're my one true love that I will never be able to resist now that I've had a taste of forbidden bad seed. Seed so bad but oh so good that my womb is on fire with lust for you to impregnate and own my StepMommy cunt. You bend me over and take me for another round of forbidden fucking and Fertile sperm seed fucking and filling my breeding hole better than StepDad ever could. Hashtags: #Dommy #Impregnation #Cheating #CheatingWife #Cuckold #CuckDad #Breeding #Ovulation #INlove #Forbidden #Creampie #Blowjob #Taboo #Missionary #DirtyTalk #Roleplay #MILF #Cougar #Femdom #Curvy #Step-Mom #Step-Mommy #Fetish #CustomVideo #GoodBoy #StepMom #Taboo #MILF_Rosie #Rosie #XXX #POV #Panties #Panty #Goddess #Dommy #MommyDomme #Movie #Porn #Love-Lust #A_Rosie_Original #MILFY #StepMom #PaintedRose #Painted #Rose #Sex #Titties #Boobies #Tits #Boobs #TitFuck #Cumbath

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Little Brother: This Never Happened video from PaintedRose

Little Brother: This Never Happened Your older Step-Sister wore the most revealing bikini at the pool today and she had you put oil on her in those hard to reach spots. Later on - she finds you by her bed because you brought her stuff up from the pool and she thanked you and apologized for how mean she was to you when you were little. You compliment her bikini and she gets embarrassed - you know she hasn't fucked in a while and you pull out your dick to show her what she did. She again apologizes but she can't look away and tells you she want's it but that you can't tell anyone. She's starving for your cock and fucks you like a hungry dirty MILF starving for forbidden dick. Ass tease, gagging sloppy BJ, Doggy dick ride, Cowgirl, Missionary CUM INSIDE YOUR SISTER! Look at me when you cum. Lots of taboo talk! This is a Family Taboo Roleplay Fantasy with POV Virtual Sex. This Never Happened!

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Tag Team Work: Suck, Fuck, Facial! video from PaintedRose

Tag Team Work: Suck, Fuck, Facial! You're sent to the counselors office by the principle with an ex-friend becasue the two of you can't seem to get along. Rosie gets to the bottom of the problem and decides some teamwork roleplay therapy would help the two of you. She locks her office door and you think she has to be kidding until she starts to take off her clothes! Could this really be happening? She tells you both that you will have to work together to properly fuck all of her holes in order to achieve the goal of cumming all over her face. You will have to work as a team, take turns, and of course be obiedient when she tells you to to fuck her harder! You're ordered to both drop your pants NOW and the first one gets to put his cock in her mouth. Counselor Rosie incorporates team building and bonding by any means necessary and no holes barred. This custom film features spit roasting positions, goddy, cowgirl, facial and a stern but gentle approach by your cum loving MILF Rosie! 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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Robot Mom Malfunction: Circuit Overload video from PaintedRose

Robot Mom Malfunction: Circuit Overload You're a sweet boy with no mother and so your father decides to get an android robot for maternal and housewife needs. When you get home, your father already has set up the online programming personalization and introduces you to your new Mother. You are surprised at how lifelike she is for a robot - complete with big tits and curves. She calls you "My sweet good boy" and other names that make you feel affection toward her. She's been doing a great job as her program settings require her to be the perfect Mother and Wife. One day she asks if you are having, "A bad day". You finally tell her what's wrong - that you have sexual attraction toward her. She informs you that all sexual remarks, questions, and touching is prohibited in her code. She uses her self directed autonomy allowance to research and she tells you that you have a Mommy Fetish and that is is not a PG rated allowed topic. She begins to malfunction and 'feel' compassion - a mothers love and decides to research more about a robot fetish which turns out is NOT prohibited. She has found a way to bypass the adult block your father has set up in her code. As you show her your penis and begin jerking off, she informs you that for educational purposes, she may assist you in order to learn about masturbation. This film features a combined robot and mommy fetish, handjob, blowjob, cum on tits, cum in mouth. Thank you for this custom film! 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.

^$14.00 Add to Cart

Valentine: Old Friends, New Lovers video from PaintedRose

Valentine: Old Friends, New Lovers She's alone on Valentines Day and so are you - the single ones in the friend group. You decide to hang out last minute and you bring a bottle and she brings the sweetness. Catching up and having a relaxing evening turns into a little soft music, slow dancing, and a sensual mood.. Why not? We let the mood get away with us promising not to ruin our friendship with this new crush or whatever this is. You take her on from behind on the chair, Then she starvingly sucks you like she's eating her first steak, and then front facing hot sex! A Rosie Original!

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Pits and Tits: Sweet Strokes and Prick Pokes video from PaintedRose

Pits and Tits: Sweet Strokes and Prick Pokes Step-Mommy wears a lot of sleeveless tops and she's noticed your sexual obsession with her soft, shaved armpits for a while. It's agony for you to see them everyday naked in your face and unable to touch them. You will worship all parts Of Goddess-Mother's body. You love every inch of sweet Dommy from head to toes. Armpits are deserving of your dripping delicious dick juice. Today is the day she decides to show them off properly to you and in return, you will let her watch you jerk off for her armpits. "Cum For Mommy's armpits" Please? Painted Rose Films and content is 2257 Compliant Fantasy Roleplay - Curvy Taboo Femdom MILF ROSIE! Taboo #Mommy #StepMom #Roleplay #Fetish #Armpits #JOI #JerkOffInstruction #Pit #Pits #Armpit

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Santa's Baby: Christmas Cocks For Rosie video from PaintedRose

Santa's Baby: Christmas Cocks For Rosie 2022 Christmas Film! I've been a good girl all year and you're finally here with some presents for me! Three presents - Is this one the key.. the ring... the deed.... ? Oh My - Dildos! Thank you Santa! Before my eyes the dildo turns into your cock - Did you bring some milk for my cookie Santa? Suck, Fuck, and Ride on all three of Santa's Magical Christmas Cocks! This Cougar Christmas video features, raw and magical fucking, cowgirl front and back, cock sucking, real lustful squirting orgasm, doggy style, candy cane cream filling with raw breeding maybe baybe! This video is FREE for all of my subscribers! Happy Holidays!

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Painful Penis Punishment - Jerk Off Humiliation video from PaintedRose

Painful Penis Punishment - Jerk Off Humiliation It's not really a Surprise that Step-Mommy caught you jerking off and this isn't the first time. You know you have to have permission to touch it and since you've disobeyed and had another erection, you must be taken to the punishment chair. I pull out my big tits to soothe you a bit because what is coming will only seem like a reward at first. Suckle as I jerk off your little dick until you begin to spill from your poor, pitiful penis. Thats the fun part where the punishment comes in. Your orgasm will be cruelly ruined by your Mother while she laughs and spanks you on your cock and balls. Filthy. This film is a custom made video that is a 2257 compliant adult roleplay fantasy and features taboo step-mom roleplay, verbal humiliation, corporal punishment, handjob, breast suckiling, and a ruined orgasm with dick and ball slapping.. Please rate this video 5 stars and please leave a nice review. DM me to order your own Custom video. Thank you SO MUCH! Hugs and Smoochies, Rosie.

^$13.00 Add to Cart

Naughty List: Mom's Sissy Slut for Santa video from PaintedRose

Naughty List: Mom's Sissy Slut for Santa It's Christmas Eve and your sweet and sexy MommyDomme calls you upstairs to see what you're wearing for Santa! That won't do dear so you get to open up a present early! It's something sexy to wear - oh it's ok honey, I know you love panties as much as I do! Your slutty role model step-Mom tells you that Santa loves naughty girls just as much or more than the good girls and that there is one for sure way to get everything that you wanted on your list! Santa is coming with his big candy cane and Mom shows you what you're going to do with it. In the end, you show off your cute little AssPussy and have your first SissyGasm! This is a fun and playful feminization training video with a naughty girl Christmas theme! I just love my CD, TG, Bi, Sissy Sweeties. Merry Christmas!

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Sissy Girls Get Curls video from PaintedRose

Sissy Girls Get Curls You arrive at Step-Mom's house after being kicked out by your girlfriend for trying to be manly. I guess it's time for discipline and training. You're so weak for Feminine training with MommyDomme but lack the confidence to be your true self in front of your girlfriend. Mommy now owns your balls and says that you will give your masculinity to her as you are transformed into the ultimate service sissy girl. You;'ll begin your training right now as you weaken from Mommy's lingerie, curls, and her FemDominance over you and your sissy bitch needs. You need girl training, discipline, and fucking sissygasm for servitude. Thank you for this custom video. This film is 2257 compliant and a solo performed roleplay fantasy.

^$13.00 Add to Cart

Step-Mothers Milk Is Best video from PaintedRose

Step-Mothers Milk Is Best Step-Mothers Milk Is Best You've just gotten home from school and there is your favorite person - Step-Mommy and her great big milkers. You tell her you didn't want your milk at school and she says it's ok because Mothers Milk Is Best! As you suckle and nurse, your tummy gets full but so does your pee-pee. She notices you're full and aching too and so she drips her breast milk onto your penis and stokes it while you finger her MILF pussy with your hand. You release your MILK for her as you both cum together. What a good boy you are.

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Just Like Dommy - Sissys Tease, Edge, Denial, Chastity Lockdown video from PaintedRose

Just Like Dommy - Sissys Tease, Edge, Denial, Chastity Lockdown You're spying on Step-Mommy again while she changes into her sexy new shiny, quite sheer swimwear and she catches you! She's not mad as she knows juist how much you love dressing up in her panties already and encourages you to have special panty princess cuddle time often. Step-Mommy is a little Dommy and decides to have a little fun with you. Maybe it's October or maybe you've just earned it by being such a good girl. You are called in and given a gift of 4 matching swimsuits - just like Step-Mommys to wear! Try them on for me doing exactly as I say and watch as I tease you sweetly with all of my soft curves. You love to be teased, edged, and finally denied because this edge session is about to get more intense. I have another surprise for you dear step-daughter. It's a Chastity cage for your yummy clitty to continue this sweet agony a little longer. Now go get some panties on and let's cuddle. There will be a Clitty Release and Cum to Follow. Painted Rose Films and content is 2257 Compliant Fantasy Roleplay - Curvy Taboo Femdom MILF ROSIE! #MILF #Cougar #Femdom #Curvy #Fetish #CustomVideo #Feminization #Sissy #Clitty #Sissigasm #AssPussy #ClittyFuck #Taboo #MILF_Rosie #Rosie #XXX #POV #Goddess #Mistress #FemDomme #Findom #Dommy #MommyDomme #Movie #Porn #Love-Lust #Chastity #Cage #Keyholder #Swimsuit Keywords: MILF Cougar Femdom Curvy Fetish CustomVideo Feminization Sissy Clitty Sissigasm AssPussy ClittyFuck Taboo MILF_Rosie Rosie XXX POV Goddess Mistress FemDomme Findom Dommy MommyDomme Movie Porn Love-Lust Chastity Cage Keyholder Swimsuit

^$17.00 Add to Cart

Jealous: Forbidden Lust For Mommy video from PaintedRose

Jealous: Forbidden Lust For Mommy You notice Step-Mom going out more and then she tells you she's been seeing a 'friend' from art class. It's been 5 years since the divorce and you've had your Mom all to yourself and the thought of some other guy taking her out makes you so upset! You know that she's your Mom but you also realize you have forbidden feelings and desires. Over a few days, you realize if you want her to stop dating this dick, that you need to do something to show her that you can be her man. Step-Mom tells you she wants a friend for adult activities and that it's time for her to start thinking about her unmet needs for love and intimacy. You reach out to touch her breast and at first she jumps and says it's wrong but, you don't give up. You drop your pants and show her your big stiff cock and she can't stop staring as she begins to drop her dress for you. You promise to be the man she needs and agree there is no going back. This film is a Step-Mom fetish roleplay fantasy love-lust story of drama, loving playfulness, passion, forbidden taboo, dirty talk, wet pussy and MILF Mommy Sensual Dominance. This video has POV doggy style, blowjob, close up squirting, cowgirl, reverse, dick twerk, and dripping creampie. A Rosie Original. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

^$15.00 Add to Cart

Son's Footrub Turns To Sex: Dad Snores video from PaintedRose

Son's Footrub Turns To Sex: Dad Snores Step-Son comes in and wakes Mommy to ask her if he can rub her feet for 20 bucks for a video game and she wakes up and says ok. She will do anything he asks. Dad is napping and is snoring from his sleepytime pills. Mom and son fuck doggy after she blows him, then he fucks her missionary while she uses dad for a pillow, then son licks mom's pussy, Mommy Blows him some more, then she reverse cowgirl fucks son until he cums inside right next to lazy napping Dad. Lot's of cheating talk, soles of feet, Sex. Dad snores lightly the whole time !! Custom Video.

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Son-In-Law Seduces Mom w/ Big Dick - Horny Homewrecker MILF video from PaintedRose

Son-In-Law Seduces Mom w/ Big Dick - Horny Homewrecker MILF Mom is ironing shirts for her (YOU) Son In Law when he comes over early to see her. She is surprised by this and his flirting. She reminds him that he is married to her daughter. He tells her that he has a big dick and knows she needs it. When he starts touching her breasts and upskirt with his big, strong hands she stops resisting. She tells him it's a secret and not to cum in her!He let's big big boner flop out and she immediately starts sucking it. She's starving for dick and getting fucked. He bangs her doggy and then puts her legs in the air for a fuck and creampie! He cummed in mom's pussy!! She begs him to cum inside!! She took his 10 inches very well. Close up creampie cumming. Son is the seducer.

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Mom's Panty Punishment: Stuff and Soak video from PaintedRose

Mom's Panty Punishment: Stuff and Soak Step-Mom notices that her panties are disheveled and asks you if you know who has been going through her panty drawer. She is surprised that you confess so easily and decides your punishment shouldn't be too harsh since you came clean about the naughty behavior. Mom starts telling you with electric sexual energy how you shouldn't be turned on by your own Mother and in fact that nothing she does is to encourage you to - take out your cock and stroke with her. Your mother turns into a horny babe as she removes her panties and begins stuffing them deep inside her pussy. Mom loves the pressure and she she fucks her pussy and asshole with her fingers and the panties you love sniffing so much! Mom keeps going with this reverse psychology mutual masturbation until she tells you NOT to cum with her as she moans and soaks the stuffed panties! As she pulls them out, you get a little souvenir gifted to you for taking your punishment so serious. This is a POV interactive Mom /son roleplay fantasy and mutual masturbation with panty stuffing and a really wet female orgasm. Thank you for this custom video!

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Dad's New Wife: Better Than Your Mom video from PaintedRose

Dad's New Wife: Better Than Your Mom You get to your Dad's house and he isn't back from work but, his new wife is there waiting to meet and greet you. Rosie welcomes you and tells you how she wants to make sure you always have the best time when visiting. Rosie asks you what you would like to call her and is very pleased that you will call her Mom. Afterall, your real Mom is way too hard on you. She doesn't let you play games, fool around, or watch porn! New Step-Mommy tells you how she bought you a gaming system, candy, and that you can have all the fun you want at your new home away from home. In fact, she confides a little secret that your Dad would LOVE for you to stay with them all the time. Just think about it son. Rosie confides that there is no porn block on the WIFI and that masturbation is normal. Just then, Rosie has a malfunction with her top and the buttons becoming loose because her boobs are too big. She asks you if you think they are too big and if you like them. New Step-Mom Rosie noticed a HUGE bulge and tells you that your old Mom shouldn't be so strict and that you should be allowed to date girls and have sex. Rosie begins to seduce you with her body, mouth, pussy and a nice creampie finish! This is an interactive POV Mommy Fetish Virtual Sex Cheating Wife Taboo MILF Roleplay!

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Red Light Rosie - Pussy Passion video from PaintedRose

Red Light Rosie - Pussy Passion When the red light comes on - you STOP and let Rosie tease and tempt your senses with her eyes, lips, ass, hands, and her juicy pussy. Let's cum together? Now. Please :)

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Santa's Helpers: Stocking Stuffers video from PaintedRose

Santa's Helpers: Stocking Stuffers Rosie gets a surprise Christmas Morning with Santa and two elves. Rosie has been a good girl all year and Santa says she can be naughty for one day! She tries out both elves - an average size elf cock and A fat dick elf. Rosie makes both cum (Orally, Cowgirl, Doggy) but the winner gets a special reward and gives Rosie a mouthful of candy cane rod and a throatful of sweet cum! This is a POV, Cock size comparison, naughty horny cougar, holiday Christmas, Virtual Sex roleplay film! Thank you!

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Pervert Like Mommy video from PaintedRose

Pervert Like Mommy Step-Mommy finds you resting in her bed and decides you must want to cuddle. She's only wearing her bra and panties and your eyes become very big with curiosity. After some cuddles, Mommy shows you her outfit and shows you her big Mommy Milkers and talks to you about your pee-pee. She shows you her private place up close and tells you her 'pussy' can do a squirting trick that you can see if you watch real close. You need an anatomy lesson about girls bodies while Mom also teaches you about touching your private part - your cute pee pee boner - your 'dick' Son. After the yummy squirt trick with lots of dirty talk, Mommy says it's fun to rub your private parts together so that you can, "cum for Mommy"! A Rosie Original. This film is 2257 compliant and a solo performed roleplay fantasy,

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