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Showing 301-360 of 640 Results

Cheer Slut Mom For Cock video from PaintedRose

Cheer Slut Mom For Cock You're such a sweetheart for helping Step-Mommy clean out the attic all weekend and I promise this is the last box! Oh look! It's my old cheerleading uniform from Uni. The good old days of Fun Fun FUN as a popular cheerleader! All of my teachers were so amazing and taught me so much useful information that would help me reach my full potential. I was so lucky to have lots and lots of friends, especially the football players - oh what a wild ride it was. I am going to go and see if this still fits - hahahahaha and you are not allowed to laugh if I look silly! Oooops you must have walked in on me changing and don't worry about your reaction because you're just like all the boys who got hard ons for your StepMom! Seeing your reaction makes me want to be a dirty talking and fucking slut for you too - watch close up as i dance and tease you like I use to do for my math teacher! You like that so much babe.. so let Step-Mommy demonstrate how I use to blow and tit fuck the principle! Wow your cock is bigger than the whole basketball team which means you've earned fucking this pussy and making it yours with that perverted taboo cum! This custom made film features multiple spitty cummy blowjobs, tit fucks, cowgirl rides, doggy style ass twerking, stripping, changing clothing, dancing erotically, teasing, a creampie finale with a long cock cleanup fellatio suck you dry BJ. Thank you SO MUCH! Order your own custom film by sending me your scenario / script today! Painted Rose Films and content is 2257 Compliant Fantasy Roleplay - Curvy Taboo Femdom MILF ROSIE! Hashtags and Keywords: #Dommy #Creampie #Blowjob #Taboo #Missionary #DirtyTalk #PussyEating #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 #Cheerleader #Cosplay #Costume Dommy, Creampie, Blowjob, taboo, Missionary, DirtyTalk, PussyEating, Roleplay, MILF, Cougar, Femdom, Curvy, StepMom, Step-Mommy, Fetish, CustomVideo, GoodBoy, StepMom, MILF_Rosie, Rosie, XXX, POV, Panties, Panty, Goddess, Dommy, MommyDomme, Movie, Porn, Love-Lust, A_Rosie_Original, MILFY, StepMom, PaintedRose, Painted, Rose, Sex, Cheerleader, Cosplay, Costume

^$22.00 Add to Cart

Blackout: Nothing Happened video from PaintedRose

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

^$15.00 Add to Cart

Teacher Is A Centerfold video from PaintedRose

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

^$14.00 Add to Cart

Wedding Blackmail - MIL Dominates You video from PaintedRose

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

^$12.00 Add to Cart

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

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

^$12.00 Add to Cart

Step-Mother Knows Best: Sweet Dommy Craves Your Cock Cum video from PaintedRose

Step-Mother Knows Best: Sweet Dommy Craves Your Cock Cum You've been slipping a bit and Step-Mommy takes your phone to help you focus with a warning. She wonders if she was too hard on you and decides to look at your phone to make sure she should ungroud you. StepMom not only found your porn, she found out you are into your own StepMother! Perverted tendencies do run in the family and I guess it didn't skip a generation. She didn't even knock and when she catches you petting the pickle, she tells you to keep going and makes you an offer you can't believe! Before you know it - Pussy in your mouth and riding your face while you glare at her glorious underboob! Work for your Dommy and learn to work hard by being my obedient sex boy toy. She loves how eager you are as she fills your mouth with juicy dripping StepMommy-Pussy! You are pulled to the bed where you eat her from the back. Kiss your stepMothers mouth and don't forget that bubblegum tongue. Yes babe, lay me back and show me how hard and fast you can fuck pussy. Looking down you can see how swollen her throbbing clit is and so you push deeper and make her cum. Once your drenched it's your turn to bust your cum for the first time in forbidden pussy. Mother thinks you have more to give and she takes you with her mouth for a second draining. A Rosie Original. #Dirty talk !! Painted Rose Films and content is 2257 Compliant Fantasy Roleplay - Curvy Taboo Femdom MILF ROSIE! Hashtags and Keywords: #Dommy #Creampie #Blowjob #Missionary #DirtyTalk #PussyEating #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

^$16.00 Add to Cart

Don't Tell Daddy video from PaintedRose

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

^$9.00 Add to Cart

My Summer Lover: Loving video from PaintedRose

My Summer Lover: Loving Part Three. My Summer Lover - My Sizzling HOT Summer Of Forbidden Love. Everything we to together seems to only heat us up for passionate sex with your pervy boners for your Step-Mother! We've been kissing, playing, lusting while falling inlove and neither of us want it to end! Love Lust and sex on the kitchen counter, the sofa, and finally you make passionate love to Step-Mommy giving me a full creampie after you make me squirt with your tongue. I'm Yours, I've always been yours, and I always will be Step-Son - I love you. 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, StepMommy, Step-Mother, MommyDomme, Domme, Femdom, FemDomme, Blonde, Mature, Natural Tits, Fat Pussy. Phat Pussy, Thick, Juicy, Squirting, Squirt, Female Orgasm, Sex, XXX, POV, Taboo, Taboo Sex, Roleplay, MILF, MILFY, Fetish, StepMommy Fetish, Romantic, Love, Drama, Story, Bundle, POV Sex, Horny, Insatiable, Depraved, Perverted, Kink, Sick, Fuck, Underboob, Curvy, Curves, Chubby, Big Lips, DSL, Rosie, MILF Rosie, Painted Rose, PaintedRose, Goddess, Mistress, Virtual Sex, Taboo StepMom, Cougar, Femdom, Nurturing, Cum for Step-Mommy, Good Boy, Mommy's Good Boy, Blowjob, Doggy, Doggy Style, Anal, Ass, Missionary, Creampie, Cream Pie, Asshole, Pantyhose, Hosiery, Lingerie, Sensual, Lover, Loving, Sweet, Seduction, Seductive, Sin, Sinful, , Facial, Cunt, Step-Mommy Cunt, Fuckhole, Shaved, CumPlay, Spitplay, Cum, Come, Big, Tits, Titties, Tittys, Boobs, Boobies, Breasts, Nipples, Suck, Cock, Dick, Swallow, Step-Mama, StepMomma, Step-Moms, Beach, Vacation, Tanline Tan Line, Bikini, Swimsuit, Shower Sex, Pussy Eating, Kissing, Dripping Pussy

^$18.00 Add to Cart

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

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

^$12.00 Add to Cart

Friday Night: Cheating Mom Rides Son video from PaintedRose

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

^$12.00 Add to Cart

Prince Of Darkness: I Love Your Dick video from PaintedRose

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

^$12.00 Add to Cart

Mommy Valentine: The Pretend Date video from PaintedRose

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

^$15.00 Add to Cart

Busy Britches: Does Babe Need Changed? video from PaintedRose

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

^$12.00 Add to Cart

Rosie's Casual Ten Bra Try On video from PaintedRose

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

^$12.00 Add to Cart

Curious: Losing Your Virginity To Mommy video from PaintedRose

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

^$14.00 Add to Cart

My Summer Lover: Lusting video from PaintedRose

My Summer Lover: Lusting Part Two. My Summer Lover - My Sizzling HOT Summer Of Forbidden Love. We decide not to worry about what we did last night - it was only once and well... we were a little out of sorts. We start off innocently going to the beach with a clean slate but you wouldn't stop staring at me and smiling and you - with that big boner for Step-Mommy was making me wetter than the ocean. Shame on you - teasing me... When we get back to the room it's on as I punish you by pulling down my bikini bottom and demanding you fuck me doggystyle. This leads us into a lustful addiction of getting to know eachother as lovers... We can't go back to how it was.. can we? 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, StepMommy, Step-Mother, MommyDomme, Domme, Femdom, FemDomme, Blonde, Mature, Natural Tits, Fat Pussy. Phat Pussy, Thick, Juicy, Squirting, Squirt, Female Orgasm, Sex, XXX, POV, Taboo, Taboo Sex, Roleplay, MILF, MILFY, Fetish, StepMommy Fetish, Romantic, Love, Drama, Story, Bundle, POV Sex, Horny, Insatiable, Depraved, Perverted, Kink, Sick, Fuck, Underboob, Curvy, Curves, Chubby, Big Lips, DSL, Rosie, MILF Rosie, Painted Rose, PaintedRose, Goddess, Mistress, Virtual Sex, Taboo StepMom, Cougar, Femdom, Nurturing, Cum for Step-Mommy, Good Boy, Mommy's Good Boy, Blowjob, Doggy, Doggy Style, Anal, Ass, Missionary, Creampie, Cream Pie, Asshole, Pantyhose, Hosiery, Lingerie, Sensual, Lover, Loving, Sweet, Seduction, Seductive, Sin, Sinful, , Facial, Cunt, Step-Mommy Cunt, Fuckhole, Shaved, CumPlay, Spitplay, Cum, Come, Big, Tits, Titties, Tittys, Boobs, Boobies, Breasts, Nipples, Suck, Cock, Dick, Swallow, Step-Mama, StepMomma, Step-Moms, Beach, Vacation, Tanline Tan Line, Bikini, Swimsuit, Shower Sex, Pussy Eating, Kissing, Dripping Pussy

^$18.00 Add to Cart

The Pretend Fuck: Report Card Reward HJ video from PaintedRose

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

^$12.00 Add to Cart

Sinful Seamless Seduction: Hose - Heels video from PaintedRose

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

^$12.00 Add to Cart

Mom's Secret Breeding Bed video from PaintedRose

Mom's Secret Breeding Bed You and your Step-Mom are even closer now that Dad left and she is devoted to only you with all her care and love. You decide to watch a movie in her bed and run to get on your PJ's and accidentally walk in on her changing and get an erection at the sight of Mommy Naked! She notices and tells you it's normal to get boners from seeing boobs and she begins to realize what a young man you are. After the movie, she confesses she wants to be pregnant again even though she doesn't have a husband. She wants you to do her a favor - she wants you to prove your love by fucking her Mommy pussy and breeding her with your fertile young seed. She sucks your stiff and throbbing cock and then shows you her body and holes to penetrate. Close up Doggy style cock bouncing and riding you turns into a missionary steamy creampie breeding impregnation. Mommy needs you sweet boy. I love you. A Rosie Original! Thanks!

^$15.00 Add to Cart

Boy Next Door: Daydream: Anatomy 101 video from PaintedRose

Boy Next Door: Daydream: Anatomy 101 The younger guy next door is studying and drifts off daydreaming. Rosie's neighbor helps her carry in her groceries and she notices how strong he is. They talk about how things are going in their lives. Rosie is a teacher and use to teach him when he was younger. Now he is starting college and really overwhelmed by his anatomy class. He just doesn't really understand the female genitalia anatomy. Rosie is very willing to help and even shows him her urethra. He is very confused until she shows him what hole does what. Then he feels some discomfort in his groin and tells her he doesn't understand what's happening to his body. She decides she must examine his penis and gives him another lesson. She asks him if he has heard of oral sex as a way to relieve the pain. He agrees to try it and a long blowjob ensues ending in some cum swallowed and some running down Rosie's chin. She is just so glad she could help and thinks he will do great on the test. Custom Video.

^$14.00 Add to Cart

Wet Willy Wanking: Suckling Mom's Tits video from PaintedRose

Wet Willy Wanking: Suckling Mom's Tits Step-Mom comes into the bedroom to find you sleepy on her bed and she starts to tuck you in. She's dressed in skimpy shorts and a see through tight t-shirt as usual and she knows it's making your wittle willy so stiff. Mom starts telling you how she sees you and your friend looking back when she breastfeeds. She admits that she likes knowing you touch yourself and get stiffies for her big Mommy tits! Storytime as Mom tells you to suckle on her nipple. Mom tells you to wank under the covers until she is curious and reaches under to wank your willy getting it wet with spit. This POV and interactive film is a Mommy fetish, Nipple and breast milk suckling, naughty horny cougar handjob, dirty talk fetish fantasy roleplay. Thank you for this custom video!

^$12.00 Add to Cart

Temptation: Your Own Mother video from PaintedRose

Temptation: Your Own Mother You innocently come to see Mommy because you need her and walk in on her doing something you've never seen before! She's touching herself and rubbing - you feel your private place swelling and so you start pushing it back down while staring at your own mother .. naked. All of a sudden she sees you and stops and is very startled. She explains what she was doing and that even if it feels good to touch yourself and watch her - that we must not do it. You ask why - because you are a curious boy and she says that's just the way things are but thinks that you're not doing it right and decides someone has to teach you. Mommy starts moving like she was before and then says you made her h-o-r-n-y and says she needs to.. fuck! Mom on top, doggy, missionary - Cum For Mommy finale. A Rosie Original. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

^$13.00 Add to Cart

Blind Date: Mommy Needs A Fuckboy video from PaintedRose

Blind Date: Mommy Needs A Fuckboy Newly single Mommy is starting to date and so is her Step-Son. After some coaching from you, Mom decides she just wants to have some fun. She gets set up on a blind date.. and so do you.. Little do you both know, you have been set up to go on a date with eachother! After the shock, Mommy suggests you have a pretend date and you both laugh and go for it, why not? Before you know it, this pretend date feels really real - like the real deal. The deal is.. Shhhhhhh she says, "my Son can't find out, I want to sneak you back to my bed and fuck your brains out!" You both pretend to be strangers on a blind date with steamy POV lust, sex, dirty talk and the beginning of a naughty affair. A Rosie Original. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

^$15.00 Add to Cart

Sissy's First Christmas video from PaintedRose

Sissy's First Christmas You're Mommy's Sissy Baby Good Girl who loves to be smooched on, cuddled, breastfed, and loved. Step-Mommy is a horny sweet cougar and gentle Dommy who is getting all ready for Christmas! It's Christmas Eve and so you have to get to bed shortly after your night night Mommy Milky. You're awoken by sexy Mommy and the sound of Santa's sleigh pulling away! You both run to the Christmas tree and decide to open presents right now! Excitedly you both open your presents to find unexpected gifts and instructions from Santa. I guess we made the naughty list in a nice way! This film features first time sissy training, MommyDomme's gentle but firm good girl slut training, dommy dick sucking, fucked by Dommy, Face Riding, Clitty Rubbing, Sissy-Gasm, Cum For Mommy! A Rosie Original. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you! Please give this film a 5 star review, hearts and shares, follow and DM Mommy if you need me. Happy Holidays 2023!

^$15.00 Add to Cart

Homewrecking Cougar Neighbor video from PaintedRose

Homewrecking Cougar Neighbor Rosie has been having an affair with her very married and vanilla sex neighbor and spicing up his sex life by introducing him to different stuff when his pretty little wife is out of town with the fam. I call and ask my maintenance man neighbor to come over in five minutes. When he arrives, I am wearing not much more than fishnet tights and a collar. I am blindfolded and horny with a few sizes of dildos laid out. I tell him I've been bad. He rubs and massages my feet and body. He tickles my feet and sucks my toes. He moves down to my pussy and licks my ass, pussy, and uses toys on me until I orgasm! Then he puts a leash on me and leads me to his big dick. He has me suck his cock! Then I ask if I can fuck him and I ride him front and reverse cowgirl after he makes me squirt Gspot pussy juice to lubricate his cock. He fucks me hard doggy style and missionary and then cums on my feet! He fucks me more and cums again! I thank him. Introducing Prop Dick Guy Calvin. Thank you to Captain for his wonderful and naughty custom script!

^$14.00 Add to Cart

Little Cock Tease: And Denial video from PaintedRose

Little Cock Tease: And Denial I get home to find you waiting for me patiently. I can see your desperate gaze and know your every look begs me to put out your fire. I enjoy being a cock tease and every moment of your agony pleases me. Did I cause this painful erection? Awe Babe - I can relieve a little of the pressure. Just a little.. Thank you For This Custom Film.

^$10.00 Add to Cart

Twisted Torment: Submissive Slave Training video from PaintedRose

Twisted Torment: Submissive Slave Training You've been lured to your new neighbors house for a meet and greet. She can see that you're new to being out on your own and could really benefit from a Mother's guidance. She's a hot MILF and shows you her panties and so you're eager to get to know her. She has a present for you - a housewarming gift that she says you will really cum to love. Just then, she pulls out handcuffs and cuffs you to the chair which is bolted to the floor. She laughs and says it's just a game - she's obviously a twisted bitch, the kind that gets off on control. She says you lied about being too busy to accept her invitation and that you will be whipped for disobedience. She assist you to her lap where she spanks you repeatedly with a wicked laugh. You'll be controlled and kept in her cold dungeon - don't worry, you can earn a blanket. She has you strip down and laughs at your penis as she puts you in a chastity device to remind you that she controls your cock too. Your initiation and submissive training has begun. Your new mistress will break you until you serve Dommy with humiliating body worship with complete submission. This film features female domination and slave training, foot and ass worship, handcuffs, ball gag, cock cage and chastity, penis humiliation, cock and cum control, findom and task for slaves. You will submit to Mistress Rosie. Thank you for this custom video. This film is a solo performed adult roleplay fantasy that is 2257 compliant. Please rate this video 5 stars and please leave a nice review. DM me to order your own Custom video. Please subscribe and follow for all behind the scenes and so much more! Thank you SO MUCH! Hugs and Smoochies, Rosie.

^$13.00 Add to Cart

Mommy Girlfriend: Love.. Is Love Son video from PaintedRose

Mommy Girlfriend: Love.. Is Love Son Step-Mom comes home from work and tells you she interviewed for a second part time job.. because Dad left, she's going to really need you to be the man of the house and help out while she is working more hours. You love your Mom - she's the only person who is always there for you. You're very close... very very close. Mom gives you a kiss and it lasts longer than it should and you both give in to your lust and passion making love for the first time. You don't care if it's wrong - all you know is that it feels so right. This POV Style film is one of my fave on my naughty to do list.. A story of Love with kissing, a long BJ, Mom on Top, You on top, doggy, underboob, close up pussy, and some heavy romance. Thank You!

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Ms. Flowers Pants Problems - ENF video from PaintedRose

Ms. Flowers Pants Problems - ENF You arrive to your tutoring session to find Curvy Ms. Flowers having issues with her pants during the class. She is sweetly embarrassed as the pants fall down repeatedly to the ground. She asks you to look away if it happens and you try to but it's hard to focus and you do enjoy the view. Next day, you're late so you need to take the test make up after school. Today her pants are unable to button and she squirms and fidgets with her pants trying to keep her exposed thong out of view. She suspects you are touching yourself and starts being not so nice and sweet. You don't pretend to look away which only makes her upset with you. She catches and scolds you looking multiple times in this Embarrassed Nude Female Exposed Panty Custom Film! Naughty Boy! Thank you!

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Sweet Dreams: Taboo Titties video from PaintedRose

Sweet Dreams: Taboo Titties As you arrive home from school, Step-Mom has just gone bra shopping and asks for your male opinion about which bras look and feel the best. After seeing her modeling her breasts in the bra's, you can't get the images out of your head or your dreams! Titty teasing continues in and out of your daydreams and restless nights for days with different bra's and sexy scenarios of booby rubbing, bouncing, nippy slippy, jiggly wiggly juicy jug hugs around your stiff dick. Finally Step-Mom decides to put that stiffy to rest by teasing you with a tit fuck /cowgirl ride as she fucks you with her tight MILFY pussy draining your balls with underboob bounce until you beg her to take your cock milk!

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My Summer Lover: Longing video from PaintedRose

My Summer Lover: Longing My Summer Lover: Longing - Part One. My Summer Lover - My Sizzling HOT Summer Of Forbidden Love. 'Longing' For My Step-Son. What happens on vacation is a secret right? It was so wildly forbidden and a frenzy of frantic fucks in between falling in love. It started so innocent with just a look. I fell inlove that summer - I fell inlove with my own Stepson. How did it end, you ask? My sweet - Let Step-Mommy tell you the story again... We really needed a getaway and so we impulsively took a roadtrip to the beach. We were having such a blast and then we lost ourselves one stormy night. It's alright Step-Son, don't you know all boys get hasrd-ons for their Mothers'? Let Me take care of that big dick for you.. It's ok - we're on vacation. 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, StepMommy, Step-Mother, MommyDomme, Domme, Femdom, FemDomme, Blonde, Mature, Natural Tits, Fat Pussy. Phat Pussy, Thick, Juicy, Squirting, Squirt, Female Orgasm, Sex, XXX, POV, Taboo, Taboo Sex, Roleplay, MILF, MILFY, Fetish, StepMommy Fetish, Romantic, Love, Drama, Story, Bundle, POV Sex, Horny, Insatiable, Depraved, Perverted, Kink, Sick, Fuck, Underboob, Curvy, Curves, Chubby, Big Lips, DSL, Rosie, MILF Rosie, Painted Rose, PaintedRose, Goddess, Mistress, Virtual Sex, Taboo StepMom, Cougar, Femdom, Nurturing, Cum for Step-Mommy, Good Boy, Mommy's Good Boy, Blowjob, Doggy, Doggy Style, Anal, Ass, Missionary, Creampie, Cream Pie, Asshole, Pantyhose, Hosiery, Lingerie, Sensual, Lover, Loving, Sweet, Seduction, Seductive, Sin, Sinful, , Facial, Cunt, Step-Mommy Cunt, Fuckhole, Shaved, CumPlay, Spitplay, Cum, Come, Big, Tits, Titties, Tittys, Boobs, Boobies, Breasts, Nipples, Suck, Cock, Dick, Swallow, Step-Mama, StepMomma, Step-Moms, Beach, Vacation, Tanline Tan Line, Bikini, Swimsuit, Shower Sex, Pussy Eating, Kissing, Dripping Pussy

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Mom's Granny Panty Prank: Satin Fuck video from PaintedRose

Mom's Granny Panty Prank: Satin Fuck Your Stepmom gets home and she asks if you want to hang out since Dad is out of town and of course you agree. Mom gets the bed cleared off by hanging up her piled laundry and each time she passes by you to go to the closet, you pants her and reveal her satin granny panties - which you love! She warns that you're gonna get a payback and when she does, she finds out that you're not wearing underpants and that you also have a stiff dick. Mom is embarrassed and so sorry for doing that to you. She offers to let you fuck her as an apology. She tells you not to cum inside while she rides your cock DoggyStyle. The satin panties touch your cock while she's fucking you and you explode inside - ooops. Thank you for this custom video!

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Make Cummies For Mommy video from PaintedRose

Make Cummies For Mommy You're standing there when Step-Mommy walks out of the bathroom naked and get a special feeling in your pee-pee. Mommy says you need to talk about it - that you're a very good boy and did nothing wrong at all. Sweet Mommy explains about her body, your body, and all about pee-pee boners and masturbation to make your little stiffy stop hurting. She's worried that you're not making cummies but in pain so she pulls out her big milky Mom tits and gives you pee-pee kisses, licks, and sucks. You like it a lot and still don't make the cummies and so Mommy takes off her pants and teaches you about sex... it feels so warm, wet and good and Mommy says she's cumming on your cock and then says she wants you to make cummies in her hungry mouth. You nod and do as she says and make cummies in her mouth - so much in fact that it drips all over her bouncy boobies. She starts rubbing your yummy cummy all over her tits and then tells you to have a taste of her mommy pussy. She starts rubbing it and then quirts all over your face and mouth. You lick it up like a good boy. A Rosie Original. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

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Slave Sandwich: Hungry For Humiliation video from PaintedRose

Slave Sandwich: Hungry For Humiliation Right on time for your Goddess servitude and humiliation task. Today I'd like to reward you for always doing anything to please your Goddess. Today I will make a a sandwich - a slave sandwich! Oh - don't thank me just yet. I'd like you to watch me prepare it and of course I will feed it to you. You'll be enjoying the most flavorful piss, cum, feet scrapings, snot, and spit delicacy to please me. I am so proud of you. Thank you for this custom film.

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You Didn't See My Butt Did You? video from PaintedRose

You Didn't See My Butt Did You? Step-Mommy is putting away laundry and then doing jumping jacks in a bikini and she just can't keep her bottoms up. You didn't see my butt did you?

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Bikini Stripper: Face Fucking MILF video from PaintedRose

Bikini Stripper: Face Fucking MILF Rosie teases and sensually and erotically strip dances, face grinds, and rides for you in this blue shiny bikini. Thank you For this custom video.

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Step-Moms Sin-Our Pervy Pantyhose Passion video from PaintedRose

Step-Moms Sin-Our Pervy Pantyhose Passion Step-Mom's wears pantyhose everyday and you can't stop staring, getting turned on, and stroking with her hosiery. You get caught with a full hard on at Sunday school and the teacher calls home about this. When Step-Mom asks you about it, you confess your love of her body in pantyhose. Later she catches you with her pantyhose and then asks you to come into her room. She tells you how it's not your fault.. you got this from her! She has a kink for hosiery and that it has to be kept a secret dirty desire between the two of you. A week of you and her playing with hosiery together leads to her ripping a hole in the crotch of seamless nude pantyhose and fucking you before church! POV Step-Mom Roleplay Fantasy, cheating housewife, religious fucking sin, taboo passion, and creampie fills her sweet lust hole. Thank you!

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Caught Perving: Taboo JOI and Rosie Squirts video from PaintedRose

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

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Mom's Granny Panties: Cum Lube For Dad video from PaintedRose

Mom's Granny Panties: Cum Lube For Dad Step-Mom comes home from a day at the office and you talk about your day and that Dad is out of town. She begins to undress - in front of you and asks you if you mind. Mom tells you that her Granny Panties cover more than most bikini's anyway and that she just loves how comfy and silky they are. Mom says that after she cleans up the room, that you two can cuddle and watch a movie since Dad won't be here. As she's cleaning and you're watching, you decide to prank Mom and pants her - you really just want to see her backside. Mom does not think it is funny and warns you to not do it again - or else.. and so what do you do? You do it two more times until Mom is fed up - she pranks and pulls your pants down. Mom is shocked at your big, erect penis and tries to look away. She is curious and realizes that you like Granny Panties! Stepmom can't just leave you with that erection and offers to show you her 'wet spot' her 'fuck hole' to help you relieve yourself because she didn't mean to turn you on. She gives you permission to doggy fuck her but, you have to pull out son. Son, don't cum in me... This is a POV interactive Femdom, Sweet Step-Mommy roleplay with playful pantsing, granny panties, and doggystyle creampie cum lube cheating housewife. Thank you for this custom video!

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Dirty Boy Worship JOI - Edge Stroke Cum For Goddess Rosie video from PaintedRose

Dirty Boy Worship JOI - Edge Stroke Cum For Goddess Rosie I know what you need my dirty boy - you need to worship and get a close up look at every inch of my body. I want to watch.. I want to watch you as you get so hard as you obey my ever dirty boy desire. I tease you with my eyes, lips, words, my beautiful breasts, ass legs, and of course my delicious pussy. Watch me squirt and don't lose it until I give you permission. Are you 'up' for the challenge? Good. I wore this outfit for you.. Painted Rose Films and content is 2257 Compliant Fantasy Roleplay - Curvy Taboo Femdom MILF ROSIE! Film Hashtags: #MILF, #Femdom, #Goddess, #Dommy, #JOI, #JerkOffInstructions, #Mistress, #MommyDomme, #GentleFemdom, #PositiveFemdom, #Sensual, #FemDomme, #Rosie #PaintedRose #MILFRosie, #Worship, #Goddess Film Keywords: MILF, JOI, Jerk Off Instruction, Femdom, , Goddess, Dommy, Mistress, MommyDomme, Gentle Femdom, Positive Femdom, Sensual, FemDomme, Rosie, PaintedRose, MILF Rosie,

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Mom's Sissygasm Training: Panty Princess video from PaintedRose

Mom's Sissygasm Training: Panty Princess Step-Mom noticed you've been in her panty drawer and she gets to the bottom of it.. She already knows so you ought to tell her. You love the feel of her soft panties up against your skin and tiny little penis. She makes you put on a pair in front of her and tells you that is your punishment for being a panty princess. Mom says it all makes sense to her now. You're a girl! Her new daughter who must be trained to be a panty wearing sissygasming princess. Mom's going to use you to clean her sex toys and teach you how to have intense sexual pleasure as a girl. No more jerking off like a boy. You will play with Mommy every night and ... lots of surprises for you young lady. This is a POV Sissy, ass pussy, sissygasm feminization video roleplay.

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Weiner Spanking Your Bad Boy Boner video from PaintedRose

Weiner Spanking Your Bad Boy Boner Step-Mom tells you that you need to have a talk and you already know you're in trouble but you aren't sure what bad thing she found out about. This time it was improper boners and she says that you must be punished because she loves you and she doesn't want you to be a bad boy. Mom says she is going to spank your weiner so take it out right now! She spanks your weiner but it just keeps getting harder with each smack. Mom decides to try rubbing it - with her tits out as an experiment and takes pleasure in continuing to throw in some slaps - a little pain with pleasure. She feels bad for being so mean - sort of and tells you since this isn't working she's going to spank your ass - with her dick - her strap on cock! She tells you how you're going to like it because she is going to continue rubbing your weiner until you cum! This is an interactive POV CBT Step-Mommy MommyDomme Femdom roleplay fantasy film. Thank you for this custom video!

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Simply Irresistible: Serve, Simp, Send video from PaintedRose

Simply Irresistible: Serve, Simp, Send When you need to let go, I'll be there to be in charge and give you relief. I love using my body to take you deeper into the mind fuckery that rules your body's need to serve me as your Goddess. Serve, Simp, Send. With this send - If you'd like, message me to tell me all about your specific needs as a submissive. I also have a formal application for you. Pleasing me is pleasing you. Send. You're Welcome. Goddess Rosie Rosie's Thank You Gift Options: Serve Dommy. Sweet Boy/Girl= $5, Nice Boy/Girl=$10, $25=Good Boy/Girl, $50=Very Good Boy/Girl, $100=MILFY's Favorite Boy/Girl Submissive Servitude Leaky Loser=$15, Jerkaholic=$20, Pussy Free=$35, Chastity=$75, Premature Ejaculation $115, Relapse Fee $250! Sissy Lover: DrippyClitty=$10, SissyGasm=$25, Slutty Pussy=$50, Dommy's Slut=$100! Appreciation: SweetSub=$100 SizzlingSub=$500 Super Duper Sub=$1000 TIP + Message to THANK ME for it. You're Welcome Darling.

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Lucky Cucky Foot Fucky video from PaintedRose

Lucky Cucky Foot Fucky Coming home horny to Dommy again? Always and especially when I am wearing seamless sheer silk hosiery and teasing you with my curvy Goddess body and sensual moves. These pantyhose were your favorite? Well they are your best friends favorite now too. He destroyed them while you were gone as he tore them while fucking me. It's storytime Cucky! You'll earn an allowance to cum only on my feet after you endure hearing about how your bestie came over and over and in your Dommy Mommy. This pussy can only be cummed in by his cock. On your knees and assume the position. This is going to be agony and I promise you will love it. This film features cuck-son, taboo roleplay, femdom, mistress Mommy, ripped crotchless pantyhose, beta training, submissive task, jerk off instruction, female domination and gentle humiliation. Thank you for this custom video. This film is a solo performed adult roleplay fantasy that is 2257 compliant. Please rate this video 5 stars and please leave a nice review. DM me to order your own Custom video. Please subscribe and follow for all behind the scenes and so much more! Thank you SO MUCH! Hugs and Smoochies, Rosie.

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Holiday Masturbation Humiliation Gift video from PaintedRose

Holiday Masturbation Humiliation Gift Merry Christmas and Happy Holidays! Rosie has a gift for you and I think it's something that you really need - tissues and lube! You're so pathetic, did you think I was going to actually let you touch me with it? I'd rather fuck this candy cane - and I do.

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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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