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Showing 361-420 of 665 Results

Cuckold / Bull Switch and the Wife Swap video from PaintedRose

Cuckold / Bull Switch and the Wife Swap Rosie and her Husband are a hot, older Alpha couple. They made a deal: Husband wants to fuck and cuck a younger more submissive couple by dominating YOUR wife. Rosie wants to gently dominate a sub male and have him call her Mommy. Unknown to Rosie, you have a very stiff and big beautiful cock. Rosie's husband is so jealous to share her but the desire to dominate a submissive younger wife was too good of a deal to pass up! The cucks on him though, you're big, thick, young, and hung! Rosie gives you hand and mouth service while telling you to call her Mommy and thank her for the opportunity to please her. She rides you from the back doggy style and front missionary. She cums loud all over your big dick making sure her husband will hear it. Then she seductively and passionately counts you down and orders you to cum in her. This is a POV style, Cuckold / Bull Switch roleplay with homewrecking, cheating, partner swapping and gentle MommyDomme virtual sex.

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Holiday Tease and Denial JOI Game video from PaintedRose

Holiday Tease and Denial JOI Game Rosie plays a little game called, "Rosie Says" and it is a lovely game where Rosie tries to trick you out of your orgasm with a holiday spin on Tease and Denial. Christmas edging and teasing playfulness, Can you outlast Rosie?

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Sinful Sleepover: Moms First Threesome video from PaintedRose

Sinful Sleepover: Moms First Threesome You and your best friend are home from college hanging out and having a pajama party like old times. Your buddy tanks out early and you over hear moans coming from his Mom's room. Later on - you run into Mrs. Flowers in the kitchen and she invites you to hangout in her bedroom since her son crashed early. You guys chat a little when she starts getting flirty. What the hell, she's practically falling out of her tiny nightgown and you see her nipples. Next thing you know, she's sucking your cock but tells you her son can not find out! You promise not to tell. You're going at it, oral sex, cowgirl, doggy-style and then your buddy catches the two of you. Mrs. Flowers keeps fucking you and tells her son NOT to tell Dad! She tells him to join in for keeping the secret. You and your buddy fill up Step-Mom's lovely mouth and pussy with cum! This is a taboo threesome with POV sex and surprise scenes! Thank you!

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Horny Cougar In The Forest: Chance Meeting video from PaintedRose

Horny Cougar In The Forest: Chance Meeting Cougar MILF and newly single Rosie runs into her son's friend while walking a trail. They decide to walk together because he wanted her to be safe and he's always been fond of her. He compliments her on how she's looking and says he's missed her. She is very fond of him and he says he's never dated an older woman. She notices his dick print in his pants - It's big and it's not even hard! Three miles later they start holding hands. Innocent enough but, not really. She's so turned on! He carves a heart in a tree for her and confesses how much he wants her. They start touching and she grabs his massive cock and bends down on the ground and blows him for a few while. She takes him bent over in a couple of positions and then he lays her back on a rock and gives her a donut glazing and creampie!

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Mom's Tease and Denial: Three Days video from PaintedRose

Mom's Tease and Denial: Three Days You had the misfortune of breaking both of your arms and Stepmom has been caring for you for weeks. You've had to recover in her room to have closer access to the bathroom and so she's been changing her clothes with the curtain pulled. Does she know you can see everything? She's always dressing up and going out and coming back to undress and cuddle with you. It's driving you insane with a drippy, stiff cock. Mom notices your boner and each day she feels so bad that you can't jerk off and that you're in pain down there. Mom tells you she might let you cum tonight but that she doesn't know because she's your Mom. She brings you to the point of dripping precum which releases pressure each day but hasn't decided if she should let you cum all the way. Each day, you are in agony over the cock tease, blowjob, and denial. This is a POV MommyDomme roleplay scenario. Thank you for this custom video.

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Impulsive: Lose Yourself In Mom's Kiss video from PaintedRose

Impulsive: Lose Yourself In Mom's Kiss You're my whole world Step-Son and I can't wait to be with you when I get off my hospital shift. Let's spend some time together - oh you make me laugh and feel like a girl again my handsome young man. After a long day out having a blast, neither of us want this night to end. The long looks, shy blushing, flirting and blurred lines being crossed accidentally and then on purpose. I invite you to hangout in my room if you get bored and I'm not surprised when I turn around to find you looking at me with a boyish look of hunger in your eyes. I won't keep it a secret anymore - my forbidden feelings for you and my desire to explore your body with my mouth and aching body. Breathless. This film is a first time roleplay fantasy (step) Mommy Fetish video with lots of close up POV sex, dirty talk, real squirting Rosie-Gasm and a dripping creampie CFM. A Rosie Original. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you! Did I make you cum extra good? Thank me with the tip? Sweet Boy= $5, Nice Boy=$10, $25=Good Boy, $50=Very Good Boy, $100=Mommy's Favorite Big Boy THANK YOU!

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Giantess Rosie and the Shrinking Serum video from PaintedRose

Giantess Rosie and the Shrinking Serum Rosie and her assistant are working on a shrinking serum and when she gets to the office, he is nowhere to be found. Then she sees him, TINY! He's been working after hours and cracked the code. He wasn't suppose to test the serum on himself, but Rosie thinks he is so cute and tiny. She picks him up and congratulates him on how much money they are going to make. She gives him kisses and decides to play with him. She licks him and puts him in her mouth. He is getting mad, which she thinks is super cute! She loves being so big and him so tiny and wonders what he would feel like in her pussy. She uses him to pleasure herself until she has a wet orgasm and little one is covered in her cum. He is NOT HAPPY. He asks again for the reverse serum...She realizes he's gonna be trouble for her and decides if he isn't around, she will keep all of the profit. She has an idea and tells him it will be quick and painless but, the serum has made him almost indestructible. Almost. Custom Video.

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Mom Does It Better Than Your Girlfriend video from PaintedRose

Mom Does It Better Than Your Girlfriend You bumped your head and go into a dream state and have a hot fantasy about your nurse stepmom. She wakes you while wearing a seductive outfit unlike her normal work scrubs and just when it's getting good, you are awoken by Mom in her regular scrubs. You tell her that you bumped your head while getting ready for a date with a girl. She realizes that you're not acting normal and does a full investigative exam on you and your penis - just to make sure everything is working as it should. Mom tells you she knows your body very well and how it works and bets she can make you cum faster than you jerking or fucking your girlfriend. Mom makes you cum three times! Too bad there is nothing left for your girlfriend. Bonus scenes at the end. POV Femdom MommyDomme Fetish, Nurse, Cheating, Taboo, Medical Fetish, MILF, Curvy, Mature.

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Impregnating Your Mother-In-Law video from PaintedRose

Impregnating Your Mother-In-Law Rosie, your Mother-In-Law, looks at her Step-daughter and her Step-Mother's sonogram pics and wishes she was pregnant too. She suddenly realizes that you're probably responsible for both pregnancies and comes up with a plan to seduce you into sex guessing that you love filling fertile pussies and making women pregnant! During seduction it's all about the fuck but, once your inside her 'Step-Mommy Pussy' the dirty talk is all about making one big happy house and keeping all three pregnant and properly filled with your fertile seed at all times! This vide has Cheating, Impregnation, Step-Mom, Breeding, Taboo, Pregnant, POV Sex. Thank you for this custom film!

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Boy Next Door: Daydream: Don't Cum In Me video from PaintedRose

Boy Next Door: Daydream: Don't Cum In Me The boy next door sees his MILF neighbor checking her mail and he begins to daydream. He goes over and knocks on the door to pick up a tshirt that his mom bought.. (A tie dye that Rosie made). Rosie thinks he ought to try it on to be sure it fits. Rosie immediately begins to seduce him by rubbing his arm and touching him. She tells him that she saw him looking in her window with binoculars. She told him she wouldn't tell. She begins to ask him why he was looking and if he liked what he saw. She continues to make him feel uncomfortable by touching his hard penis. He is afraid his Mom will find out. She swears not to tell. She tells him, "Just don't cum in me" She blows him and has him pull he jeans down. He sticks his massive dick inside and fucks. She praises his efforts and tells him how good he is doing. She lays on the bench and he begins to fuck her harder and faster...Then...

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Grounded: Earning Mom's Ungrounding video from PaintedRose

Grounded: Earning Mom's Ungrounding You got yourself grounded you naughty boy and now you need to get Step-Mom to let you free for the weekend before Step-Dad gets back from out of town. Step-Mom says you could earn ungrounding if you do something for her to make it worth it to go behind Step-Dad's back.. You come to an agreement, Step-Mom needs dick and you need pussy - it will be a Hot and Hard weekend! Step-Mom seduces you with her body and says she will teach you to do dirty sex. Sloppy Wet BJ, Ass tease, Doggy Style, Step-Mom fingers her pussy to squirt cum on your cock to make it really wet for your turn to missionary creampie her shaved, pink fuckhole. Cum For Step-Mommy. Thank you for checking out my film! Please message me if you have any needs at all. Thanks!

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Big Boy Bedtime Boner video from PaintedRose

Big Boy Bedtime Boner You and Step-Mommy are having a happy play day and after being outside you come in and then get changed. You walk in and see her in bra and panties but she quickly closes her robe and then you feel a funny feeling in your pee-pee. Step-Mommy thinks you must be afraid to go to bed in your room so she says after story time, you can go nighty night in her room. After the story it's tickle time before getting tucked in and Step-Mom sees that you have your first big boy pee-pee boner. She's really proud of you and gives it a kiss to make it stop hurting. Lots of kisses and then she shows you her panties and bra. You like it so she shows you her p-u-s-s-y and teaches you a dirty secret word and then how to do sex. You even get on top and show her what a big boy you are. You're my very Good boy! Step-Mom Roleplay Fantasy with Dirty Talk and POV sex with small dildo. Thank you for this custom Film!

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Class Boner Paddle and The Extra Credit video from PaintedRose

Class Boner Paddle and The Extra Credit Rosie calls you into her office after class to inquire why you have been skipping class! You're now failing for missing assignments. You admit it's because you were getting boners in class and tell her it's her fault for dressing provocative. She says there is no excuse and asks you what the consequence is for skipping. You already know it is five wacks. Rosie decides you didn't feel the test whack and pulls your pants down. She leaves a nice red mark and she turns you around to see if you're crying but, instead you have a boner. She says she is telling your parents that you're going to fail her class. You beg and so she says you can earn extra credit by giving her a taste of big dick. You also give her the hard fuck from behind that she needs and bang on her desk. She sends you back to class but, you can't go back with THAT DICK HARD so she sucks it and you cum in her mouth and all over her tits which she rubs all over her breasts! Huge Load of cum. Did you pass the class?

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Paid Loser Date: Findom JOI Humiliation video from PaintedRose

Paid Loser Date: Findom JOI Humiliation You bring Rosie in from the dinner date expecting sex, afterall you've paid twice this week for playdates and for tonight's dinner. Surely she is more than an escort. She seems to really like you. She had amazing orgasms and said you 'rocked her world'. You're running low on cash and so Rosie turns you down for sex and tells you that you're a paypig, human wallet with a loser dick. She continues to berate you for wasting her time and makes you take out your wallet and charge some sexy heels for her off of her wishlist, hand over the cash in your pocket, and give her your watch for ruining her night. She tells you to pull down your pants and start stroking and as a thank you for the shoes you can look at her tits and pussy. The punishment for making her ask for the money is that she berates you the entire time you're stroking off. She's so bored so she decides to play a JOI game. If you can shoot four feet and hit her shoes with cum, she will let you have the cash back. Can you do it? This is a POV and interactive Financial Domination Femdom JOI Humiliation.

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Heaven In Heels: Forbidden Pointed Heels video from PaintedRose

Heaven In Heels: Forbidden Pointed Heels Rosie comes in and wants you to help her choose which heels to wear. She seductively teases you to enjoy the view and gives you the blue pair to hold onto while she tries on the black. You both get so turned on that you cum together with the pointed heels. Thank you for this custom video. Pointed heel Shoe Fetish and High heel with a side of highly arched feet, Shoe smelling, MILF, Cougar, Heels JOI, and Seduction.

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Dirty Movie: Mom's Favorite Film video from PaintedRose

Dirty Movie: Mom's Favorite Film It's Step-Mom's turn to pick the next movie and she offers with Dad being out of town that you could watch something a little more adult - maybe even her favorite dirty movie. You're up for it and Mom wants to go down on you. She says that you can do to her what the guy is doing with his step-Mom on the XXX movie. After your first wet blowjob, you get schooled on fucking. Doggy, Cowgirl, Missionary Cum Inside. Ya.. Rosie totally planned this!! Dirty Talk. This is a roleplay fantasy scenario with Cheating MILF and Cougar Step-Mom Fetish. Thank you!

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Step-Mom's Maid Service: Cum Cleanup video from PaintedRose

Step-Mom's Maid Service: Cum Cleanup You're a dirty and messy boy according to Step-Mom and she's really grouchy about cleaning up your messes and insists that she is not our personal maid - blah blah blah is all you hear and then walks in your dream Step-Mom in a sexy maids uniform catering to your every need and uhm.. cleaning up your messes - with her holes! Finally she does something useful with that mouth. This is a step-Mom / Cougar Film with dancing, blowjobs, fucking, tit bouncing, ass twerking on your dick, and finally a blowjob swallow finish! Thank you!

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Delicious Cherry: Step-Moms Forbidden Fruit video from PaintedRose

Delicious Cherry: Step-Moms Forbidden Fruit Step-Mom tells you that she is going out dancing with Auntie and is dressed sexier than you've ever seen and models her outfit and heels for you to get your opinion. You get a call from her later on asking you to pick them up because they got a little too wild and watered. You are helping her to the bed and you get a little grabby because her tits are slipping out of her dress and she scolds you and tells you that you can't take advantage of the situation and she is upset with you but also realizes she shouldn't be dressed like this in front of you. You continue to try to get in feels and touches knowing she's horny and this is your only chance to seduce her. She gags and slobbers on your big hard dick after seeing your big boner and you fuck her tight juicy pussy and all the ways you've fantasized about. She yells at you to pull out before you cum so you spray your load on her dress and face and then she eats the cum off you stiff one. HD/4K. Thank you for this custom film.

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Mrs. Flowers Favorite Step-Son video from PaintedRose

Mrs. Flowers Favorite Step-Son You're spending the night with your buddy and things aren't so great at home. Mrs. Flowers tells you that you can stay forever as long as you are a good boy and agree to the house rules. Behave, Do as you're told, and come to Mommy's bed when her husband is out of town. You're her new favorite son but it's a secret just between us. Subtle flirting, secret glances, burning desire to sneak passionate fucking now that you're the fave. You get to spend the night in Mommy's bed tonight and I'm going to teach you how to fuck this Mommy pussy boy. Step-Mom Taboo Roleplay Fantasy with MILF, Cheating, Blowjob, Squirting, Doggy Style, Twerk on Dick, and a Cowgirl Creampie! 2 Cum Scenes for you in this Rosie Original!

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MommyDomme's Sissy Lesbian Lover Training video from PaintedRose

MommyDomme's Sissy Lesbian Lover Training It's really strange that my lingerie company sent me a maid's uniform by mistake, isn't it Son? I am not so sure it was a mistake because I've noticed some things going on with your behavior lately. You're going to try this on for me, it just happens to be YOUR SIZE! I will be punishing you in all sorts of ways for lying to Mommy. You will clean on your hands and knees in this maid's uniform and when you finish all of the chores, you will begin your training to be my Sissy Lesbian Lover! First things first, you'll wear this clitty cage so that you stay focused while you you do your Cinderella chores. Feminization training for a sissy slut begins with a Dommy Dick Sucking Lesson on your knees young lady. POV, Oral, Strap-On Sex and more surprises! Thank you to Wolfie for sponsoring this very Dommy Film. Rosie's Thank You Gift: Serve Dommy. Sweet Girl= $5, Nice Girl=$10, $25=Good Girl, $50=Very Good Girl, $100=Mommy's Favorite Girl Submissive Servitude DrippyClitty=$10, SissyGasm=$25, Slutty Pussy=$50, Dommy's Slut=$100! TIP + Message to THANK ME for it.

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Dump Your Girlfriend For Mom's Creampie video from PaintedRose

Dump Your Girlfriend For Mom's Creampie Stepmom is calling you because you're late...the third time this week and wants to know where you have been. Through questioning, Jealous Mom finds out you have a girlfriend! You don't need a girlfriend son, you have me....I can do anything she can do...better. Dump her son...and I'll fuck you, I'll give you your first blowjob. I don't want to lose you to her......Mom get's sensual and turned on telling you how much she wants you. She sees you're hard and takes it...She slow teases and sucks you with a wet sultry blowjob and ask you if you'd like to try doggy style. Next you bend her over and she has you give it to her from the back. That's Mom's good boy. You climb on top of mom and give her the creampie filling that she's begging for. POV Stepmom First time. Mom's seduction.

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BTS Drip, Dance, Cum For Dommy Rose video from PaintedRose

BTS Drip, Dance, Cum For Dommy Rose It's a filmday and I just dance my hips from side to side and edge this juicy pussy to the point of - CUM! A little behind The Scene Fun! #BehindTheScenes #BTS #Dance #Drip #Curvy #Tits #Ass #MILF #Femdom

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Cheating Spouses: A Passionate Affair video from PaintedRose

Cheating Spouses: A Passionate Affair I met you when you began delivering packages and so I kept ordering more so that we can keep having excuses to have lusty, dirty wet sex while our unknowing spouses continue ignoring our needs for passion. It's been going on for months and today my husband walks in and catches us but we keep fucking. Nothing will stop us from being together.. especially your wife. You leave your door unlocked so I can sneak over with only lingerie under my jacket and fuck you while she snores next to us. My moans and rocking that dick wakes her and I tell her to watch while we fuck and breed our primal passions. This is a POV, Cheating, Roleplay with Blowjob, Sneaking, Caught, Reverse Cowgirl, Her On Top, Creampie Breeding. Thank you for this custom video!

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Mommy Date - Get Mommy Pregnant Again video from PaintedRose

Mommy Date - Get Mommy Pregnant Again Mommy loves to spend time with you and she hopes she got pregnant the other night but, just to be sure...let's try again. Mommy loves you and how stiff you are. I love feeling you inside throbbing and getting ready to fill me up with sperm. Mommy loves you! POV Virtual Sex.

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Satin Passion: Mom's Horny Honeymoon video from PaintedRose

Satin Passion: Mom's Horny Honeymoon Step-Mom and Dad just got married and they took you along on the honeymoon. You're relaxing and minding your own business when Dad's new wife comes to you're room to see if you're still awake. She says Dad is not awake and you can't help but notice she is wearing a satin nightie and thigh high's with lace trim. You instantly get hard! Dad is suppose to be banging this HOT MILF but he is snoring...Mom asks if you want to touch the satin fabric and then she starts to wrap the fabric around your hard dick and jerk you with it! It feels amazing and then she blows you long and wet. You love it and then she says she wants you inside of her. She sits right on your cock and her pussy is warm and wet. She bounces a bit and then leans back so you can see her pink clit swollen on your shaft. Then Mom Teases you with her body and ass. You want to fuck her hard and she tells you not to worry and just bang her raw and make her tits jiggle and so you creampie mom and she kisses you for it. She asks you to keep it a secret from Dad so you guys can keep doing it! POV Virtual Roleplay.

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Hot For teacher - She's So Mean 4K video from PaintedRose

Hot For teacher - She's So Mean 4K (CV) You're interrupted for your horny boy daydream by Ms. Flowers smacking a ruler in your face and humiliating you in front of the classroom for not paying attention and getting an F in her class! You're inlove with her and enjoy her being mean to you as it makes your big boy boner ever harder everytime she scolds you. You go to her house to make up the test but instead you pop the question with a 3 carat diamond and offer all your money and servitude. She could have anyone she wants and she wants a hubby who will pay all the bills, worship her body, and make her a spoiled stay at home Goddess Mommy. She tells you to impregnate her now and if you make her cum, she will agree to your proposal. POV includes teasing, humiliation, blowjobs, doggy style, cowgirl and reverse, missionary dripping "breed me" creampie. Thank you for this custom video. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

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Tired Feet: Hose Footrub JOI Countdown video from PaintedRose

Tired Feet: Hose Footrub JOI Countdown Getting home from work with tired sore feet and the one thing that always makes me feel better is your foot rub. Your strong hands rub and massage through the hose. You like how I spread my toes and paddle my feet back and forth in front of your face. You love the smell...a lot. When I see you getting hard I tell you to focus on the smell and kiss them and use your hands on your dick now. Stroking for my feet. I countdown. 10...9....8........This is a custom video.

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Confessions Of A Cock Loving Nun: Boy Cum video from PaintedRose

Confessions Of A Cock Loving Nun: Boy Cum Confessions Of A Cock Loving Nun: Boy Cum. Forgive me Daddy - I've been a BAD GIRL. Sister Rosie confesses that she has been tempted into lust .. again. She's wearing sinful lingerie underneath of her clothing and begins touch herself after dismissing the Sunday school class. Her favorite student comes back and catches her and he gets his first penis erection and is scared and sister Rosie panics and touches his pee-pee and then calms him down with a cummy little cock handjob. She then prays and masturbates to the thought of his cute cock and messy cum still on her hand. She decides to pray and repent but the next day - he has another erection and.. The temptation of the flesh is too strong and they give in to lust with a playful handjob, sexy fellatio, horny little cock ride, and finally an open mouth cock milk dripping spray in her cum hungry mouth. She lovingly tells you that our sins are washed away.. if we just pray. Forgive me Father.. Thank you - A Rosie Original.

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Peeking Perverts video from PaintedRose

Peeking Perverts You can't help notice your Step-Mom's curves especially when she walks around in short skirts and push up bras all the time. You know it's wrong but couldn't look away when you woke up early one morning and she was in the kitchen in her hot little panties and bra. Does she know what it's doing to you? You're beginning to think she's doing it on purpose!! She loves the carrot cake you made for dessert and so she serves you up some pie - well pussy pie.. and tells you how sweet "Mommy Cunt" is! She tells you that she sees you looking and maybe she's been doing it on purpose and walks away with a smile. Later on, she practically bumps into your boner coming back to from making some tea - she's having insomnia and so are you. You can't believe your ears when she says she loves giving blowjobs and she doesn't want you to have to keep masturbating alone. She's horny too so she says you're going to learn how to tongue fuck pussy and fuck. You're Mom's Peeking Pervert now. This film features Step-Mom roleplay fantasy, Taboo Dirty Talk, Seduction, Loving Kisses, Sultry Sex, Doggy Style, Missionary, Blowjob with cum spit facial, Pussy eating, Cowgirl dick riding close up and full view with underboob and a dripping cream pie. A Rosie Original.

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Package Delivery: Curvy MILF Raw Fuck video from PaintedRose

Package Delivery: Curvy MILF Raw Fuck Package Delivery: Curvy MILF Raw Fuck - Busty MILF Rosie and the delivery guy. I am trying on lingerie when I hear a knock at the door, it is the delivery guy. Right on time! I get a lot of packages but this is a new package delivery guy. He's nice and tall and tells me that he has a heavy and large package for me. Hmmmm how convenient. I ask him if he can bring it in to me since it is so big. Positioning myself on the bed, I apologize for being scantily dressed but, of course he doesn't mind. Chit chat leads to flirting leads to skipping the first and second date to get right to the third date and finding out about that dick. I get right to telling him I want to see his whole body. It's been months since I've had a man after my divorce and I'm starving. What is under those work pants? I can't believe my eyes and get right to slurping on it. Then I back my ass up on that dick for some doggystyle and more sucking. Some reverse cowgirl and cowgirl is definitely what Rosie ordered! The delivery driver has some skills of his own banging that pussy and making me squirt the entire bed and floor with some G-spot finger banging! He licks it up like a nasty dog hungry to get his cock off. Lots more blowjob and him on top until he's ready to cream pie me...not just once but he pulls out to cum on my clit 5 times up close. I tell him I will order more packages if he promises to deliver...and he agrees with a smile. This video combines POV shooting with Story mode filming in HD and available in 4K.

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Dildo Saleswoman: Indecent Exposure video from PaintedRose

Dildo Saleswoman: Indecent Exposure A day in the life of Rosie the dildo saleswoman. She starts off in the morning sunbathing and then gets ready for her third day on the job. She started as a dildo saleswoman and so far had not sold any and so today she has some new demonstration ideas. She pulls out all the stops and sells the whole box after sucking and riding each one for a woman's husband. She gets a call from her boss who then fires her saying she has not sold enough dildos and that she can't use her cleavage and unprofessional methods to get the sale. She is upset but gets an attitude and tells her boss to fuck off. Then Rosie confronts her husband as she knew he would start a fight with her over her losing a job so instead she kicks him out. She doesn't need a man and so she gets out a sex toy and has a delicious orgasm. Just then, the phone rings and it's a job interview. She rushes off and tries to use her body to seduce the interviewer into giving her the job. Do you think Rosie gets the job? POV Femdom Gentle, Goddess, Cleavage Fetish, tease and seduction.

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Little Step-Sisters Keeper: Tits and Ass video from PaintedRose

Little Step-Sisters Keeper: Tits and Ass Newly divorced Rosie asks her older Step-brother if he can come and take a look at her work tablet. They are very close and he lives nearby with his bitch wife who doesn't appreciate him. He's arrives like always to assist his little StepSis. Rosie is dropping stuff and bending over, having nipple slips that she doesn't notice, and her lip gloss is bubblegum pink. He tries not to look and then she notices you noticing and you notice that she doesn't seem to mind. After you finish fixing the device, she confesses that you're both miserable and lonely and that her young crush on her big stepbro has never gone away. She asks why it's wrong and says she doesn't care because she needs you.. she leads you to her bed after planting one on your lips and offers you a slippery titty fuck. You do as your told and drop them like a good boy with a big stiffy. After the Tit fuck comes a wet blowjob, doggy style, missionary, squirting orgasm, a little cowgirl missionary with a dripping creampie! Lots of taboo dirty talk. Step-fam roleplay fantasy. Thank You For This Custom Film.

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Training Step-Mom's Free Use Pussy video from PaintedRose

Training Step-Mom's Free Use Pussy Step-Mom is always falling out of her clothes with her big tits and ass, teasing your dick when Step-Dad is not home. You can't take it anymore and decide your going to seduce her with your stiff young meat. You start by saying she made you hard and that you just need to see her granny panties to masturbate to. Then you ask to rub on her panties - she reluctantly complies. Then you say you need to see her butt.. and ooops you slide right in and fuck her while she scrubs the floor and fill her married MILFY pussy. You've been fucking her all week in random places and next you get her to suck your dick and take a pussy fill as step-Dad pulls into the driveway. Step-Mom comes to you saying she is worried about getting caught so you show her your big boner and she can't resist and asks you to breed her MILF pussy on Step-Daddy's bed! She is dick whipped and now you have trained this Free Use Pussy. Thank you for this custom film.

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Cum-Cakes: Special Recipe CEI video from PaintedRose

Cum-Cakes: Special Recipe CEI You've arrived to Rosie's kitchen for a baking and Cum Eating Lesson. You need guidance and motivation and Rosie is just the Mistress to help you out. She sensually and seductively guides you to cum in a glass while the cupcakes are baking. Tempting you with a taste of her pussy and boob flash on cumpletion of the class - Rosie has the ingredients she needs to finish up the icing on the Cum-Cake. Yummy! You can do this with Rosie's seductive motivation to eat your own cum. This is an interactive fantasy CEI roleplay. Thank you!

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MILF Rosie's Cummed In Panties For You video from PaintedRose

MILF Rosie's Cummed In Panties For You I have a present for you. It's my panties. First, I want to cum in them for you. I tease you with my body, lips, pussy. I stuff these hot red panties in my wet pussy and rub my swollen clit for you. I gently pull and tug on the strings while telling you how and when to cum for me. Message me about me mailing my panties to you...Get yours today!! I have a present for you. It's my panties. First, I want to cum in them for you. I tease you with my body, lips, pussy. I stuff these hot red panties in my wet pussy and rub my swollen clit for you. I gently pull and tug on the strings while telling you how and when to cum for me.

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Brownies For Dad: Son's Sweet Revenge video from PaintedRose

Brownies For Dad: Son's Sweet Revenge Dad won't let you watch cartoons - he's so grumpy and so Step-Mommy asks you to help her make brownies to cheer him up. Mommy looks around but, she is missing a special ingredient for the icing and asks you to help her. You don't understand how you can help and then StepMommy asks you to take your penis out and she starts sucking on it. Mommy keeps consoling you for Dad being being by telling you that you're her special boy and Dad is a meanie and we have to cheer him up with something sweet. Mom shows you her sweet spot and fucks you cowgirl and doggystyle and then strokes you into a cup to make the icing for Dad's Cum Brownie! I am so proud of you - let's go surprise Dad with this Sweet Revenge! This is an interactive POV Cheating Wife, StepMom Roleplay Fantasy. Thank you!

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Giantess Persuasion Ass-ignment video from PaintedRose

Giantess Persuasion Ass-ignment You've been detained and have resisted cooperation on the top secret project and so they have decided to call in Rosie, a psychoanalyst and world renowned chemist who has her ways of making men like you cooperate using her shrink serum to make you powerless. You've heard of waterboarding right? Being 'trained' into cooperation by Giantess Rosie and her Asstounding methods is pure torturous mind fuckery that even you will suc-cum to. Thank you for this custom film which combines Giantess, beta humiliation, feet / shoe / pantyhose toe play. Squashing and roughing up. Ass play and butthole winking (head first mostly for air depravation) and ultimately your complete cooperation or extermination - you decide.

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Teacher's Pets: Cuck and Bull Timeout video from PaintedRose

Teacher's Pets: Cuck and Bull Timeout Miss Rosie thanks your for the love note and flower and tells you that if you want to be her Teacher's Pet that she will have to see if your penis is big enough. After dropping your pants, she informs you that it's not big enough yet and that she has an idea to work with you and another student for some special tutoring. She calls her first pet back to class and it's obvious that she's infatuated with his ginormous dick and compares the two of you. Miss Rosie teaches you about what it will mean to be her Bull Pet and her Cuck Pet. She offers you special prizes for participating in this opportunity that you can't refuse. She attempts to see if you get bigger by sucking Big Boy's cock right in front of you while giving you permission to touch your little dick but not to cum quite yet. As she taunts you by praising Big Boy, she gets hotter and plays with her tits and pussy while blowing him until he cums in her mouth. She spits the entirety of his big dick juices into a little cum and tells you that if you want her to ever suck you that you will have to swallow his cum as a growth serum. She pours big boys cum down your throat and wanks you until you cum as a reward. You will be required to complete the cuck program to graduate to be her Teacher's Pet. This is a cuck and bull roleplay fantasy in a classroom scenario of favoritism, naughty puns, and submissive servitude. Thank you!

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Crossing The Line: Spits and Squirts video from PaintedRose

Crossing The Line: Spits and Squirts Step-Mommy is very Pretty, Prim, and Proper and has Pornstar CURVES that you crave like the filthy fucking pervert that you are. Luckily for you, StepMom is easily convinced that this MILF pornography that you've been watching is the problem and decides that she must observe you masturbating right this minute. If only you can get it out of your system, you can focus and behave with less being distracted by her forbidden tits. She's getting very anxious that you're not ejaculating fast enough and goes along quite reluctantly with undressing, spitting into your mouth, and finally squiring P up close for you to see. It isn't your fault that her body was made for taboo sex and you are the one corrupt enough to warp her innocent mind. Thank you SO MUCH for enjoying this really perverted custom made video with me. Painted Rose Films and content is 2257 Compliant Fantasy Roleplay - Curvy Taboo Femdom MILF ROSIE! #Taboo #StepMom #MILF #POV #Roleplay #CustomVideo with #SpitInMouth #Spitting #Squirt #P #Squirting and Really #Forbidden #DirtyTalk

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Tickles and Touches: Teaching You Taboo video from PaintedRose

Tickles and Touches: Teaching You Taboo You get awoken by Step-Dad's snoring and go to find step-Mommy and she is resting - with no clothes on. She is surprised you're awake and confesses that She is resting on the couch because of the snoring and she invites you in the covers to get warm - but only if you get naked first - to increase body heat. She starts to play a game with tickling and touching which you love and she tells you that you can tickle her anywhere you want. Step-Mommy teaches you about taboo tickles, touches, and talking with dirty words. You smell and taste each other for the first time and soon you have an erection and Step-Mommy says she can make your penis disappear with a little pee-pee game. When you rub your privates together, your pee pee will disappear. Step-Mommy shows you how to do sex and thrust harder and faster until you cum inside of Mommy's secret special hiding place. This is a POV Virtual Sex Step-Mommy Fetish Taboo Roleplay Fantasy with a lot of taboo dirty talk. Thank you!

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Don't Tell Dad - POV BJ HJ video from PaintedRose

Don't Tell Dad - POV BJ HJ You said something inappropriate to Mommy. Shame on you! I'm going to tell your dad. I tease you with my body. "Mommy doesn't deserve your inappropriate thought" I show you my ass. "Shame on you for having a boner for Mommy" I grab your dick and kiss it. "Mommy would never suck your cock or stroke you off" POV Blowjob and Handjob with a little teasing about telling dad.

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School Nurse SPH: Like Father, Like Son video from PaintedRose

School Nurse SPH: Like Father, Like Son The recess attendant calls Miss Rosie to tell her you got hurt (The Principle's Son) and need to get checked out. You tell Rosie that you were chasing this cute girl in a skirt on recess and that she kicked you - down there. Rosie sees right away that you are a lot like your father and she tells you to drop your pants so she can examine you for injury. Rosie sees nothing wrong except that she asks if you're really a boy because it's so small. She slips about the rumors she overheard and wonders if you have a micropenis. She gets out a flashlight and tape measure. She wants to give you a chance to make it bigger and tells you that there is a test but that you better keep quiet about it because you could get in trouble - for looking at the school nurse's tits! During the test, you get harder but not much longer. Nurse Rosie notices that you seem to get stiffer when she says mean things to you and lightly smacks your penis for being a bad boy. Like Father, Like Son. This Film is a SPH, Penis Size Humiliation, a little feminization for being small, corporal-punishment. This ends with a teasing and laughing handjob. Thank you!

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Mommy Fetish Confessions: True Stories video from PaintedRose

Mommy Fetish Confessions: True Stories Why and how I got into the Mommy Fetish and true stories about Mommy Roleplay sex stories - true stories about my sex life on and off cam. Excuse that I'm chubby right now. I had a cortisone shot and 10 pounds gain just like that but I will lose it!!! I am on the keto diet.

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Step-Mommy's Good Boy JOI Reward video from PaintedRose

Step-Mommy's Good Boy JOI Reward You've been a good boy - or so she thinks. Step-Mommy knows you're also a little bit naughty and so your reward is you get to see her pussy if you take out your penis and touch it for her. You take it out and follow instructions and show off how good you squeeze and stroke your big boy boner. You're not allowed to cum until Step-Mommy tells you to cum with her! What a good boy you are! Step-Mom fetish, JOI, Mutual Masturbation, Dripping Creaming Pussy, NO toys just fingers and real pussy drip and female orgasm. Enjoy!

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A Proper Spanking video from PaintedRose

A Proper Spanking You're a naughty boy and got caught looking at Step-Mommy's panties and butts. That is NOT respectful to women and not how I raised my Son! You're getting a spanking young man, bend over my lap for a bare bottom spanking! A pee-pee Boner!!! You must like this, I guess I have to spank you harder boy until that pervy prick behaves! This video features, satin panties and corset, nipple slips, upskirt, penis spanking, corporal punishment, humiliation, cum on tits! A Rosie Original! This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

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Rosie Improv: Dommy SPH Bully Cuck JOI video from PaintedRose

Rosie Improv: Dommy SPH Bully Cuck JOI You arrive home to find out that she already found out about what happened today from the bully himself. Your penis size is and embarassment and you dared to change in the locker room and let people see it? Dommy will deal with you and then the bully. This Rosie Improv is 2257 compliant and a POV style roleplay fantasy that features small penis humiliation, bully and cuckold dynamic, Step-Mommy Dommy Jerk Off Instruction. Categories: Femdom, Fetish, Kink, Domme, Cuck, Cuckold, Cuckolding, JOI, Jerk Off Instruction, Dommy, SPH, MommyDomme.

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Maid For Service: Cougar Cleans Cock video from PaintedRose

Maid For Service: Cougar Cleans Cock You hire Rosie who needs the job badly to clean your Grandma's house because she seems to have some nice qualities for the job position. When she arrives you advise her that Granny is out of town and give her the required uniform. She says you have to pay her more that minimum wage to wear this slutty skimpy outfit and so you agree. She's embarrassed but starts cleaning the room and eventually is on her hands and knees. You want to bang her but restrain your erection until she makes you an offer you can't refuse. POV Femdom Seduction and Cougar virtual sex roleplay. Positions in order: Blowjob, Cowgirl, Doggy, Missionary tit bounce, finale blowjob w/ cum in mouth spit and rub on tits.

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Forbidden Fruit: Mom's Sex Re-Education video from PaintedRose

Forbidden Fruit: Mom's Sex Re-Education Step-Mom is eating a banana after - you get a stiff erection and she notices it. You discuss condoms being put on bananas at school sex ed class and Mom laughs and asks if you have any questions. Step-Mommy answers some great questions and even demonstrates using a condom - with her mouth. She gets turned on and can't resist offering to teach you how to fuck! You lick Mommy, she rides you, you bend Mom over and take her from behind and finally flip her back over for a raw cream pie filling! This is a POV Step-Mom fetish film with extreme dirty talk and nurturing but Dommy Cougar. Thank You!

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Claiming Mom's Taboo Hole video from PaintedRose

Claiming Mom's Taboo Hole Step-Mom confronts you about finding her homemade porn downloaded on your PC. I didn't mean to snoop, I was putting your laundry away and I was shocked to see that you're into the extra forbidden taboo! Son, I have a confession - I like it too - I LOVE it! I like it young, stiff, and eager to please! I am so glad we can talk about it now that I know you're into it. Society calls it forbidden but our desires don't need to be shamed. Come to bed so Mommy can teach you about forbidden fucking, lust, kink, breeding creampies, fuck positions, filth talk while fucking and how to keep Mom yours by continually breeding her shaved and ready fuck hole. Dildo shown for fuck scenes. This is a virtual sex POV roleplay fantasy. (Step-Mom, Breeding, Taboo, Forbidden Lust) Thank you for this custom video.

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Rosie's Domme Mommy Live CamCumShow! Part Two video from PaintedRose

Rosie's Domme Mommy Live CamCumShow! Part Two We get things heated up, we stroke and play, Then we and edge more until we cum and squirt so hard together.. Then some aftercare After talk about gaming. If you missed this amazing CUM show, this is your opportunity to cum with me SO HARD! Sensual and Erotic PLAY! #Cam #Cum #Cumshow #MILF #MILFY #Mommy #Step-Mom #Live - Thank you for calling me Mommy when you cum.

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Rosie Improv: Pantyhose Goddess Worship and Punishment video from PaintedRose

Rosie Improv: Pantyhose Goddess Worship and Punishment I know about your dirty fetish and all of your sweet cravings for Goddess Dommy's Cunt In Pantyhose. My need to Domme every inch of your weakness takes over as I take my pleasure on your sweet release. This Rosie Improv is 2257 compliant and a POV style roleplay fantasy that features Goddess Worship, Taboo Roleplay, Cunt Eating, Cum Control, Destroyed Pantyhose, Hole In Crotch, Sweet Humiliation, Step-Mommy Dommy Jerk Off Instruction. Categories: Femdom, Fetish, Kink, Domme, Pntyhose, Hosiery, Seamedg, JOI, Jerk Off Instruction, Dommy, Goddess Worship, MommyDomme.

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Cougar Boss Seduces Young Cub video from PaintedRose

Cougar Boss Seduces Young Cub You and your boss are stuck in town after a business meeting and the only room available only has one bed. Rosie asks if you mind just sharing the bed and you're ok with it but, it's weird because she didn't bring pajamas and is wearing skimpy lingerie to bed. She confesses she has a secret-crush on you and asks to kiss you just once to see if you like it. She tells you it can be a naughty secret business trip and that nobody can find out. She starts sucking you and fucking you on the spot - it's wrong and you know you shouldn't but it just feels so good. Blowjob, kissing, cowgirl, doggystyle, missionary creampie. POV interactive roleplay with virtual sex, cougar, and dildo shown with virtual and implied sex simulation. Thank you for this custom video!

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Sizzle Fizzle Dommy Mommy Fuck Doll video from PaintedRose

Sizzle Fizzle Dommy Mommy Fuck Doll It's a burning feeling inside of me to show you how my body feels when it's full of electric charged desire to be seen by your eyes, touched by your hands, loved by your heart and to give you ALL of that back. Just two people needing. Something.. More. You're Dripping and I’m Wet.. So let’s rub and suck and fuck and let’s get Step-Mommy out of these clothes… And then into something a little nakeder.. FREE IN MY MOMMY CLUB #Strip #Erotic #Dancing #Striptease #Domme #StepMom #Roleplay #Mommy #Cream #CumForMommy #ILoveYou #Please #Tip #Thank you

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Small Penis Encouragement - Mutual Masturbation video from PaintedRose

Small Penis Encouragement - Mutual Masturbation So you have a small penis? It's probably not as small as you think. Well ok, maybe it is. Let's talk blunt about size and pleasing a woman. You want me to tell you how to make a woman cum with a small penis? Start stroking so I can see how big it gets. I want you to stand over me with that tiny dick and drop your big load right on my clit. JOI SPE SPW Mutual Masturbation.

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ABDL: Quick Change and Cum w/ Mom video from PaintedRose

ABDL: Quick Change and Cum w/ Mom Step-mom notices you need changing. Equipped with all of the essentials, the clean up sweetly begins. When I notice how stiff you are...knowing that it hurts, I decided to playfully take care of that by rubbing and wiping until you make cummies. Loving, Sweet Mum / Step-son interaction and play time.

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Thank Me: Cam Call FinDom - BBC Cuck video from PaintedRose

Thank Me: Cam Call FinDom - BBC Cuck Your addiction, a FemDomme Camgirl and fetish film maker Rosie has been financially draining you for weeks. You're going broke. Your cock gets so hard everytime you pay her or buy her a gift and you wait anxiously never knowing when she will call or allow you to cum for her. She doesn't allow you to fuck your girlfriend anymore and in fact has easily had you turn against your girlfriend / fiancé by making her a gloryhole whore just to pad Rosie's bank account and buy her more gifts. Your girlfriend thinks she's gonna put an end to it and calls Rosie, but She soon finds herself also addicted to Rosie's Domination. Your girlfriend is only allowed to take BBC at the gloryhole and not fuck you at all without Rosie's instructions. Rosie knows your now EX GIRLFRIEND loves all the cumloads and huge BBC Fucking and stretching her used and abused pussy like you never could. You're both pathetic paypig stroke drones. Now THANK ME for it. Thank you for this custom video. Penis Humiliation, BBC Worship, Gloryhole, Cuck, Cuckolding, Tease and Denial, Financial Domination, Human Wallet Paypig Femdom Roleplay.

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Matching Pajamas: Your First Big Boy Boner video from PaintedRose

Matching Pajamas: Your First Big Boy Boner It's Christmas Eve and that means you get to open one present! Guess What? Step-Mommy got the same pajamas - let's get changed and wait for Santa! You accidentally see Step-Mommy changing and then your little pee-pee started to feel funny. In bed, when Step-Mommy notices and asks if it's ok she tells you you're NOT on the naughty list and it is NOT your fault.. Sometimes these things happen when you see something that excites your cute little pee-pee. It's hurting so Step-Mommy teaches you to masturbate. She get's so turned on that she crosses the line of no return and teaches you how to do sex. Creampie, Doggystyle, Cowgirl, Anal, Blowjob, Dirty Talk, Teaching First Time, Virgin Boy, Female Orgasm.

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Please Me: Cam Call FinDom - Initiation video from PaintedRose

Please Me: Cam Call FinDom - Initiation Rosie is your new favorite Camgirl / Fetish Film Pornstar. You have been watching her quietly and been a member of her content dropbox for years! When Rosie noticed your renewal, she decides to reward you with a FREE live video cam call. She'd like to meet you and see what you're all about. During the call, Rosie realizes quickly how easily she will be able to control your dick and wallet, your dick wallet. She instructs you to take out the app and tip her to continue the session. She is in control of when you cum, you're edging as she's demanded you to and you're getting overheated. You DESERVE to have Rosie take all the control and let you touch your throbbing cock for her. You NEED this, You NEED her. Rosie tells you the session is just beginning and has you keep tipping her to show her that she has control of you, your dick, and your wallet. You love making Rosie squeal and moan with pleasure every time you PLEASE HER with a Tip or present. Rosie wants all of you and your wallet. Rosie doesn't like that you have a girlfriend because Rosie DOES NOT share. Rosie decides that you will only use and fuck your girlfriend at her discretion and under her rules - a game really. Rosie likes games, games that make your cock even harder and her FinDom hold even stronger. You NEED this. You DESERVE this. Tip me again and show me how much you want to cum. Show me how much you want to PLEASE ME. This is only the beginning. For this interactive video, please have your payment options ready, and be ready to PLEASE ME with your wallet and complete submission.

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Mommy's Poolboy: Ready, Set, Cameltoe video from PaintedRose

Mommy's Poolboy: Ready, Set, Cameltoe Stepmommy is still wearing her bikini and you become aroused at her cameltoe and body and you two discuss the birds and the bees. You have a big boy erection and StepMommy explains how your body works and then goes to give you a kiss but instead kisses your big boy pee-pee. Mommy teaches about a girl's body and how to do sex. You put it in and creampie Mommy. Interactive POV Taboo Step-Mommy Roleplay Fantasy Film with taboo dirty talk. Thank you!

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Mommy Cuddles, Rubs, Strokes You Sweetly video from PaintedRose

Mommy Cuddles, Rubs, Strokes You Sweetly Sweet Mommy calls you in for our routine cuddle time before bed & we talk about our great fun day at the park and how cute you were. We discuss playtime and baking cookies for tomorrow all while Mommy rubs your back. You get aroused by Mommy's breasts and ask to touch them. It hurts down there so mommy rubs that too. We play a little game where you see how far you can shoot! What a sweety. Let's go Nighty Night. Taboo Mommy Roleplay and Ageplay.

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