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Welcome to my MILFY Playground. I am Rosie - a sensual, taboo friendly Mommy Dommy.
I have an active club here, accept custom film orders, and I also sell panties, go live, and do private sessions!
-Contest Deals In 1st Pic Below.
-Panties worn 2 days w/ pics $50 Mailed USA!
-DM for Live Sessions, CV's, DRV, Simple JOI's!
20 Minute LIVE Video Session=$75 Tip
-25% All Vids NOW + Promo Code=ROSIE25
TGIF Sale 1/17-1/30 is 50% Off ALL VIDS!

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2025 Stockings & Lingerie Contest

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Thigh High Socks / Warm Winter Sexy! All My Vids: $300 Vote. Personal 10 Min Mini JOI $69. 7DayPanty $100

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665 Videos Show All

Satin Panty Try On With Sweet Dommy Rose video from

Satin Panty Try On With Sweet Dommy Rose New panties just drive me so wild. My Pussy gets ALL WET and ready to cum for you. Love Love Love. Do you have a panty Fetish too? I love the way these are pressed up into my skin and feels like what heaven must feel like.. Which pair is your favorite? Buy worn and scented panties in my store. All Panties Made To Order PERSONALLY FOR YOU! Check Out My Wishlists and get me more panties! (FREE In My SUB CLUB) #Satin #Panty #Panties #PantyLover MILF #Mom #Mommy #StepMom #Taboo #Feminization #Yummy #Fetish Included in Fanclub

^$2.50 Add to Cart Save 50% Today! Normally ^$5.00

Good Nighty Night Sweet Handy video from

Good Nighty Night Sweet Handy Step-Mommy comes in to say nighty night and sweetest dreams to her innocent angel. When she goes in for the kiss, her nipple slips out and you feel something tingle your penis. She says it's your first erection and that it's a natural response to seeing tits. She's so flattered that you got your first boner to her StepMommy boobs and so she asks you if you'd like to squeeze them. You love it and so then you touch her warm and wet Step-Mommy fuck hole. You're given positive encouragement with the filthiest of dirty talking while you're given a little bedtime handy. Cum For Step-Mommy. Painted Rose Films and content is 2257 Compliant Fantasy Roleplay - Curvy Taboo Femdom MILF ROSIE! #Taboo #POV #Roleplay #DirtyTalk #CumForStepMommy #Tits #Boobs #Handjob #Masturbation #SexEd #StepMom #StepMommy #StepMom #StepMama Included in Fanclub

^$3.50 Add to Cart Save 50% Today! Normally ^$7.00

About Last Night: Forbidden Filthy Fucking Mommy video from

About Last Night: Forbidden Filthy Fucking Mommy My Wettest Mommy Fetish Movie To Date - a Rosie Collaboration and Creative Cum Conquest in this 3 part seXXX crazed bundle. 10 minute prelude, 2 hour movie, 20 minute Bloopers and extra scenes. From FORBIDDEN to FREE USE Filthy Fuck Fest! So Much Sex and Cum. Your Feature Presentation! Please DM after purchase if you would like to download this movie in 4K. (Too large for upload here). You've moved home with Step-Mom after going through some life changes and she could not be happier to have her sweet favorite home again. You notice she's struggling with her zipper and are ready with your big strong hands. What is she wearing? It's a see through top and gorgeous lingerie underneath. You don't mean to notice how hot she has become - is this the same woman who raised you? She invites you on her business trip and upon arriving find out that there is only one bed. She assures you the bed is big enough for the both of you and goes to get changed. You catch a glimpse and can't believe as your cock gets instantly hard and won't go back down. You're nervous when she climbs in bed and wants to kiss you good night. What the hell is she wearing to bed? Did she do that on purpose??? A sexy silk nighty and where did those tits come from. As she is tossing and turning her tit falls out of that too tiny nighty and then her ass swiped accross your engorged, dripping dick just as she awakens and grasps onto it with a firm grip. She thinks you're not awake and jumps up to run to the bathroom. What happens next is a forbidden filthy fuck fest of fornication. This Rosie collaboration film is a taboo POV roleplay with sex throughout the entire film. Multiple sex scenes with lots of wet sloppy slurpy blowjobs, her on top, you on top, sexy lingerie, undressing scenes, really forbidden dirty talk, shower scene, car blowy scene, doggy style - cum on ass, tit fucking and cumming, Close up female orgasm, cumspray, facial cum, tit cum, cum play, cum hungry, pussy play, upskirt, heels, daydream sequences for extra fun, bonus scenes and behind the scenes, ass twerking on your cock and cum cum cum cum and more cum! Painted Rose Films and content is 2257 Compliant Fantasy Roleplay - Curvy Taboo Femdom MILF ROSIE! Hashtags: #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 #Titties #Boobies #Tits #Boobs #TitFuck #Cumbath Included in Fanclub

^$25.00 Add to Cart Save 50% Today! Normally ^$50.00

A Foot Boy Tease and Seduction JOI video from

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

^$7.50 Add to Cart Save 50% Today! Normally ^$15.00

A Christmas JOI: Present For StepMommy video from

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

^$6.50 Add to Cart Save 50% Today! Normally ^$13.00

Caged Clitty Ruined Release: Sissy Girl Playdate video from

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

^$7.50 Add to Cart Save 50% Today! Normally ^$15.00

Cheer Slut Mom For Cock video from

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 Included in Fanclub

^$11.00 Add to Cart Save 50% Today! Normally ^$22.00

Chillaxing and Chatting TGI Thursday Hangout video from

Chillaxing and Chatting TGI Thursday Hangout Chillaxing and Chatting TGI Thursday (2 Hours) A little dancing and play but mostly chillax relax and just hangout. Talking S. lol Thanks for spending time with me! I am kinda still getting back to normal after a lot of huge life changes this year and especially the last 3 months. Pardon me as I get back to it with filming and very hyped up Live Shows. (Free In My SubClub and Vid Membership) #Camshow #Chillax #Chat #Hangout #TMI #LoveLife #Sensualism #MILF #Fetish #Femdom #LesbianSex #Toys #Love #RealLife #NippleClamps Included in Fanclub

^$5.00 Add to Cart Save 50% Today! Normally ^$10.00

Trick Or Treat: Spellbound Lovers video from

Trick Or Treat: Spellbound Lovers After the halloween party it's time to do candy inventory and trades. You always get your way because you're Step-Mom's sweetheart. The cherry candies come with a magic spell that is supposed to come true if you eat it. The quickly eaten candy has very interesting spells and taste like sweet cherry Yummm! All of a sudden - the feeling is undeniable and something comes over the both of you and the forbidden affair begins. It's Halloween - Trick Or Treat? This Rosie Original film features a playful intro, a steamy middle, and a sizzling finale. Kiss Step-Mommy. You first get an amazing long blowjob and then you eat juicy pussy for the first time. You do it so good that she tells you to slide back inside and we rock back and forth fucking so good! Then you flip me around and enter me from the back as I slide my panties to the side for you. Get on top and show me how big and hard and ready you are to cum inside of your own Mother's forbidden fuck hole. Painted Rose Films and content is 2257 Compliant Fantasy Roleplay - Curvy Taboo Femdom MILF ROSIE! #Halloween #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 Included in Fanclub

^$8.50 Add to Cart Save 50% Today! Normally ^$17.00

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

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, Included in Fanclub

^$7.50 Add to Cart Save 50% Today! Normally ^$15.00

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

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

^$8.50 Add to Cart Save 50% Today! Normally ^$17.00

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

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 Included in Fanclub

^$8.00 Add to Cart Save 50% Today! Normally ^$16.00

Rosie Improv: Mistress Rosie Teacher Detention JOI video from

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

^$3.00 Add to Cart Save 50% Today! Normally ^$6.00

Dommy's Cunt Craving Cuckold video from

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

^$8.50 Add to Cart Save 50% Today! Normally ^$17.00

The Pussy Cat Heist video from

The Pussy Cat Heist Rosie is a professional Pussy Cat Burglar who especially enjoys mind fucking her weak minded losers for their inability to resist her persuasive pussy power seduction. Whatever the prize, it's your perverted surrender of her cock controlling conquest that turns her on the most. She's been watching you and following your every move. Lights Out. This is going to be too easy... Thank you for getting this custom made film that features Femdomme / Submissive dynamic, Cat burglar theme, capture and bondage, blindfold, imminent corporal punishment for refusal of compliance, mind fuck, pussy control, pervert shaming, exposure and humiliation fantasy roleplay. This film is 2257 compliant and a solo performed roleplay fantasy. FemDomme Listings: Film Keywords: MILF, Cougar, Femdom, Cuckold, Cuck, Cucking, Goddess, Dommy, Mistress, MommyDomme, Gentle Femdom, Positive Femdom, Sensual, FemDomme, Rosie, PaintedRose, MILF Rosie, burglar, heist, cum control, pervert, humiliation, weak, submissive, pussy control, curvy, big tits, big ass, big boobs, bondage, rope, seduction, trickery. Film Hashtags: #MILF, #Cougar, #Femdom, #Goddess, #Dommy, #Mistress, #MommyDomme, #GentleFemdom, #PositiveFemdom, #Sensual, #FemDomme, #Rosie #PaintedRose #MILFRosie, #burglar, #heist, #cum #control, #pervert, #humiliation, #weak, #submissive, #pussy control, #curvy, #big #tits, #big #ass, big #boobs, #bondage, #rope, #seduction, #trickery. Included in Fanclub

^$7.50 Add to Cart Save 50% Today! Normally ^$15.00

The Proposal: Mommy Wife For Life video from

The Proposal: Mommy Wife For Life The Proposal - It's the only way. It's only natural that you're turned on by your Step-Mom but, she's completely innocent to the notion that you're getting hard ons for her. She's sweet, loving, and a bit feisty when she needs to be and that's just what you love the most! When you walk in and see her dancing and stripping, she is shocked to see you and your big dick bulge. Step-Mommy tries to look away and then the two of you make eye contact. You grab her and kiss her right on the mouth and she pulls back. You kiss her again and the two of you begin touching eachother. You finger her pussy while she strokes your throbbing cock. She licks the cum off of her fingers and gets on her knees to suck you off and swallow every drop. The next day after work, she comes and asks if you're ok and you tell her that you loved what happened between the two of you. She's worried she has traumatized you, but instead you tell her that you're going to be her man now. You propose that the two of you run away and get married so she can be your Mommy-Wife. It doesn't take much convincing as she's ripe and ready.. ready for your cock to be inside her juicy forbidden fuckhole. What happens next is only the beginning. This Rosie Original film is 2257 compliant and a solo performed roleplay fantasy and features dirty talk, taboo roleplay, pov style filming, doggy style, handjob, pussy fingering, pussy eating, blowjob, cowgirl, you on top and a missionary creampie. All the GOOD STUFF! FemDomme Listings: Film Keywords: MILF, Cougar, Femdom, , Goddess, Dommy, Mistress, MommyDomme, Gentle Femdom, Positive Femdom, Sensual, FemDomme, Rosie, PaintedRose, MILF Rosie, Taboo, StepMom, Mommy, Mom, Momma, Doggystyle, Blowjob, Pussy Eating, Dirty Talk, Cowgirl, Missionary, You On Top, Handjob, Dripping Creampie. Film Hashtags: #MILF, #Femdom, #Goddess, #Dommy, #Mistress, #MommyDomme, #GentleFemdom, #PositiveFemdom, #Sensual, #FemDomme, #Rosie #PaintedRose #MILFRosie #Taboo, #StepMom, #Mommy #Mom #Momma #Doggystyle #Blowjob #PussyEating #DirtyTalk #Cowgirl #Missionary #YouOnTop #Handjob #Dripping #Creampie. Included in Fanclub

^$9.50 Add to Cart Save 50% Today! Normally ^$19.00

Make Up Sex video from

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

^$8.50 Add to Cart Save 50% Today! Normally ^$17.00

Rosie Improv: Little Swimsuit Try On video from

Rosie Improv: Little Swimsuit Try On The pajama party can wait because Step-Mommy wants you to try on these little speedo bottoms for our beach trip right now! I need to see you in all three to decide which one makes your cute little penis the most adorable. You know I love it when you model and do the spin so I can see your bottom too. Everyone at the beach is going to love that teensie weensie pokie pecker sticking out. Oh my - so hard like a little thumb tac! Show me how you use two fingers to make a drippy dicky. This custom film features small penis humiliation and small penis encouragement in a very sugar coated jerk off instruction tease and is 2257 compliant and a solo performed roleplay fantasy. Thank you SO MUCH! Film Keywords: MILF, Cougar, Femdom, Cuckold, Cuck, Cucking, Goddess, Dommy, Mistress, MommyDomme, Gentle Femdom, Positive Femdom, Sensual, FemDomme, Rosie, PaintedRose, MILF Rosie, SPH, Small Penis Humiliation, SPE, JOI, Jerk Off Instruction. Included in Fanclub

^$4.50 Add to Cart Save 50% Today! Normally ^$9.00

Rosie's LIVE

Rosie's LIVE "Think Pink" Cam & Cum Show 8/10/2024 This is the Last 40 minutes of the cam/cumshow where things heated up to us cumming together. The total 2+ hour show was SO FUN with lots of spinning, dancing, spanking, playing, moaning and YA FUN!! It was a 2 hour show but sadly because of 'muffled audio' at the very beginning, we didn't get a full show recording. Included in Fanclub

^$3.50 Add to Cart Save 50% Today! Normally ^$7.00

BTS Drip, Dance, Cum For Dommy Rose video from

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 Included in Fanclub

^$3.00 Add to Cart Save 50% Today! Normally ^$6.00

Don't You Dare: Dirty Glare video from

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

^$7.50 Add to Cart Save 50% Today! Normally ^$15.00

Circumcision Decision: Penectomy Persuasion video from

Circumcision Decision: Penectomy Persuasion A Rosie Original. You've been referred to a specialist Doctor for a circumcision and when you arrive you are greeted by a the one and only Dr. Flowers. She begins setting up and dicussing the medical necessity of your procedure and how she will make it painless, precise, and the procedure that is best for her patient. She says that you need a full circumcision due to your circumstances and encourages you to consent and states that she won't even charge you more as it's her duty as a doctor to perform the procedure that is best for her patient. She's given you an antibiotic injection with a little something extra to help you relax. She grips your penis to begin numbing it and assisting with achieving a full erection - for the most precise incision. Her alternative methods are very pleasing and you sign your final constent. Let's get started, shall we? This film is 2257 compliant and a solo performed medical roleplay fantasy. This film features medical equiptment, gloves, injection fantasy, a slow build to increase the suspense, a real registered nurse experienced in many things - wink wink, penectomy encouragement, femdom, sensual domination, and an ending that will make you completely powerless to your doctors desires. #Penectomy #Circumcision #Femdom #Sensual #Domination #MILF #Humiliation #Medical #Fetish Included in Fanclub

^$8.00 Add to Cart Save 50% Today! Normally ^$16.00

Rosie Improv: Dommy SPH Bully Cuck JOI video from

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. Included in Fanclub

^$3.50 Add to Cart Save 50% Today! Normally ^$7.00

Rosie Improv: Pantyhose Goddess Worship and Punishment video from

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. Included in Fanclub

^$3.00 Add to Cart Save 50% Today! Normally ^$6.00

Show All 665 Videos

491 Photosets Show All

Sexy Satin Polka Dots Photo Set photo gallery by PaintedRose

Sexy Satin Polka Dots Photo Set

Included in Fanclub

^$2.50 Add to Cart Save 50% Today! Normally ^$5.00

It's Sweater Weather Photo Set photo gallery by PaintedRose

It's Sweater Weather Photo Set

Included in Fanclub

^$3.50 Add to Cart Save 50% Today! Normally ^$7.00

Boldly Beautiful Black Lingerie Photo Set photo gallery by PaintedRose

Boldly Beautiful Black Lingerie Photo Set

Included in Fanclub

^$2.50 Add to Cart Save 50% Today! Normally ^$5.00

What positions do you start and end with? photo gallery by PaintedRose

What positions do you start and end with?

Included in Fanclub

^$2.00 Add to Cart Save 50% Today! Normally ^$4.00

Big Bunches of Behind The Scenes photo gallery by PaintedRose

Big Bunches of Behind The Scenes

Included in Fanclub

^$5.00 Add to Cart Save 50% Today! Normally ^$10.00

Pink Fuzzy Fantasy photo gallery by PaintedRose

Pink Fuzzy Fantasy

Included in Fanclub

^$3.00 Add to Cart Save 50% Today! Normally ^$6.00

Secret About Mommy photo gallery by PaintedRose

Secret About Mommy

Included in Fanclub

^$5.00 Add to Cart Save 50% Today! Normally ^$10.00

Screen Pics from, photo gallery by PaintedRose

Screen Pics from,

Included in Fanclub

^$5.00 Add to Cart Save 50% Today! Normally ^$10.00

Think Pink Photo's - Stripping Out Of Jeans and Pink Heels and Coat photo gallery by PaintedRose

Think Pink Photo's - Stripping Out Of Jeans and Pink Heels and Coat

Included in Fanclub

^$3.50 Add to Cart Save 50% Today! Normally ^$7.00

Naked In Bed (Secret Pics) photo gallery by PaintedRose

Naked In Bed (Secret Pics)

Included in Fanclub

^$2.50 Add to Cart Save 50% Today! Normally ^$5.00

Good Morning (NUDES) photo gallery by PaintedRose

Good Morning (NUDES)

Included in Fanclub

^$1.50 Add to Cart Save 50% Today! Normally ^$3.00

Look Into My Eyes (Extra HOT Pics) Very Pink photo gallery by PaintedRose

Look Into My Eyes (Extra HOT Pics) Very Pink

Included in Fanclub

^$2.50 Add to Cart Save 50% Today! Normally ^$5.00

Show All 491 Photosets

5 Bundles Show All

Cuck Bundle bundle by PaintedRose

Cuck Hubby, Cuck Son, Cucky Cuck Cuck!

^$37.50 Add to Cart Save 50% Today! Normally ^$75.00

Value*

^$421.00

*value is $ USD required to purchase all items in this bundle individually

Small Penis Bundle bundle by PaintedRose

Small Penis Bundle

Whether it's encouragement or humiliation - it's still too small..

^$20.00 Add to Cart Save 50% Today! Normally ^$40.00

Value*

^$204.00

*value is $ USD required to purchase all items in this bundle individually

All My Vids bundle by PaintedRose

All of my videos in a neat and tidy bundle!

^$249.50 Add to Cart Save 50% Today! Normally ^$499.00

Value*

^$7082.00

*value is $ USD required to purchase all items in this bundle individually

Feminization / Sissy Bundle bundle by PaintedRose

Feminization / Sissy Bundle

For my sweet girls

^$42.50 Add to Cart Save 50% Today! Normally ^$85.00

Value*

^$531.00

*value is $ USD required to purchase all items in this bundle individually

Giantess Bundle bundle by PaintedRose

Giantess Bundle

All Of My Giantess Vids in a nice little bundle!!

^$25.00 Add to Cart Save 50% Today! Normally ^$50.00

Value*

^$184.00

*value is $ USD required to purchase all items in this bundle individually

Join My Fanclub

You'll receive instant access to everything I've posted in the Tier you join, plus instant access to every perk in that tier and everything I post to that Tier throughout the life of your membership.

As Low As ^$ Per Month

10 Videos 10 Photos 20 Posts

What's included in this Tier

Model Display Name

Jan 15, 2020

1234

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Includes up to 1560 Videos & 11314 Photos

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About Me

Joined Jun.01, 2020

Welcome to my MILFY Playground. I am Rosie - a sensual, taboo friendly Mommy Dommy.
I have an active club here, accept custom film orders, and I also sell panties, go live, and do private sessions!
-Contest Deals In 1st Pic Below.
-Panties worn 2 days w/ pics $50 Mailed USA!
-DM for Live Sessions, CV's, DRV, Simple JOI's!
20 Minute LIVE Video Session=$75 Tip
-25% All Vids NOW + Promo Code=ROSIE25
TGIF Sale 1/17-1/30 is 50% Off ALL VIDS!

Age 39

Height 5'1"

Weight 145 lbs

Bra Size 36D

Body Type Curvy

Eye Color Blue

Hair Color Blond

My Stats

Videos 665

Views 39,551

Loves 0

Faved 103

My Profile Tags

My Links

Rosie's Website

Rosie's Loyal Fan Blog

My Wall

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2025 Stockings & Lingerie Contest

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$50 Personal Masturbation Encouragement.
$75 One Scene Simple JOI

CV's:
$125 10 Min
$200 20 Min
$270 30 Min
$360 45 Min
$420 60 Min

Prices are Marked Down Already 20% lower for March 2024 Sale.

My Specialties

Hosiery / Heels
Jerk Off Instruction / CEI
Step-Mommy
Taboo Topics
Femdom Goddess Worship
Feminization
Cuckolding
Sissy Training
Cougar Teacher Nurse

My Off-Limits

Self Degradation
Illegal Stuff
BM/Large Anal
Flatulence
Racial Slurs
Rape
Animal Stuff

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