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Showing 61-120 of 663 Results

Cuckold Chastity Release & JOI Countdown video from PaintedRose

Cuckold Chastity Release & JOI Countdown You've been locked up and horny and now I can give you permission to unlock and release your pent up frustration with a special release and JOI Cum Countdown!

^$7.00 Add to Cart

Dad's New Wife: Blackmail Blowjob video from PaintedRose

Dad's New Wife: Blackmail Blowjob Rosie is your new Step-Mom and she's working out ok but, you have other ideas for her. She's headed out for the evening while Dad is out of town and she asks do you need anything and has a little heart to heart chat about trying to be a good Step-Mom. She comes back late and you know exactly where she was - out dancing and not with her girlfriend. You catch her coming in late and try to blackmail her for a blowjob. Rosie is one step ahead of you. She tells you to show her your dick and if she likes it, she will suck it. Rosie gives you the blowjob of your life and then turns the table on you with news that she received your report card in the mail. Rosie orders you to her bedroom because she has plans to NOT tell Dad about your grades. This is a Taboo Step-Mom, Blowjob, POV, Cheating Wife, Blackmail-fantasy, Femdom, MommyDomme, seduction video. Thank you!

^$12.00 Add to Cart

Sleepytime next to Step-Mommy! Yawn, Stretch, Snooze Visual ASMR video from PaintedRose

Sleepytime next to Step-Mommy! Yawn, Stretch, Snooze Visual ASMR Wanna Cuddle? I hope Step-Mommy's Boobs don't slip out of this bra. You don’t have to Sleep alone anymore and especially when your room is so cold and it’s warm next to Step-Mommy. One hour of Step-Mommy cuddling you, yawning and deep breathing. When you open your eyes you notice Step-Mommy’s breast have fallen out of her bra. Step-Mommy does wear sexy panties. Sleepytime simulation. FallAsleep next to Step-Mommy. Occasional cuddles, yawn, moving around, sighs. Relaxing. This video is also great for after you've Cum For Step-Mommy and now want to be next to me :)

^$12.00 Add to Cart

Body Swap Transfer: Gym Rat/Cougar MILF video from PaintedRose

Body Swap Transfer: Gym Rat/Cougar MILF You've got this cool app that allows you to body swap with a personal trainer to get better results. All of a sudden you're in some older chick's body and you're kinda freaked out but it's only for 5 minutes. So whatever you look down and go for a feel on the boobs and pussy. Wow. You find a mirror and check it out and can't believe you're in a cougar's body. A busty, curvy MILF! You call the app store and finally get an answer and they are working on it so it might be a while. That sucks but you're a fun guy and gonna make the best of it. You snoop in this chicks drawers and put lingerie on her body and find her dildo...no way. This is so weird. So you start touching down there and have your first female orgasm Wow so that's what it's like for a woman. You really want your muscles and penis back! You don't want to be in her body. You don't know how long this will take. This is a custom video.

^$12.00 Add to Cart

Summer Camp: Care Package From Mom video from PaintedRose

Summer Camp: Care Package From Mom You're away at camp for the summer and loving Step-Mom misses you so much and decides to make you a very special care package. She gets the usual stuff that you need but, adds in something special - a video letter and her panties. Thank you for this CUSTOM VIDEO. This is a POV masturbation panty fetish Ste-Mom taboo roleplay fantasy video.

^$12.00 Add to Cart

Pretty Panties Please: Dommy's Perfect Punishment video from PaintedRose

Pretty Panties Please: Dommy's Perfect Punishment Step-Mom gets a call that you're being fired from your job because you were peeping on women in panties in the changing rooms.. again. You've been caught and punished before and I thought you got this panty thing out of your system. It is time for a more permanent solution as Dommy can't keep bailing you out of these messes. You're being permanently transformed into a girl in panties so that you can obsess over sexy panties and as part of the punishment you will be put into chastity by me to endure hours daily of teasing and edging in agony. You will not be permitted to cum you very naughty girl unless you can cum from Dommy's Dick Strap-On. This film is a solo performed adult roleplay fantasy that is 2257 compliant. Please rate/comment this video 5 stars with 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. This film features, Satin Panties, Feminization, Sissy Training, Sissy Slut, Sissygasm, Girl-Pussy, Clitty, Boy To Girl Transformation, Light humiliation, Chastity and Release, Edging, Step-Mom Taboo Roleplay, Caught Peeping, Panties, Fullback, Bikini, Strapon sex, Cum Control, Orgasm from fucking femdom fetish kink. A Rosie Custom Feminization Gentle Femdom Film - Made for Wolfie. Big Hugs and Heart for my dear friend.

^$16.00 Add to Cart

Cuckolding Marriage Therapist JOI CD SPH video from PaintedRose

Cuckolding Marriage Therapist JOI CD SPH You accidentally sent your little dick pics to your therapist. She calls you to her home office right away to address this little situation. This must be the reason you are having problems with your wife, How did you even get her to marry you? You will have to make her happy by any means necessary to keep her. You will have to start bringing in bigger dicks, you will have to serve. I want to see if you also have a small cumload and so I count you down in a humiliating way. JOI, CD, SPH, Cum Countdown, Chastity, Cuckolding.

^$12.00 Add to Cart

Date Night Detour: Ordering In video from PaintedRose

Date Night Detour: Ordering In You arrive for your date night with Rosie but, she offers you a detour to her bedroom instead! She starts undressing and seducing you to fuck her. She strips, sucks, and fucks you Missionary Creampie but you're still hard so she finishes you off with some Doggystyle dick riding. You decide to order in and on the menu is MILF PUSSY! This is an interactive POV GFE, Cougar, MILF, Roleplay Video. Heels, Hosiery, Lingerie, Fellatio, Missionary, Creampie simulation, Doggy style Pussy Fucking. Thank you.

^$12.00 Add to Cart

Dommy's Degraded Sex Slave: Bound Beg Breed Training video from PaintedRose

Dommy's Degraded Sex Slave: Bound Beg Breed Training Dommy decides that you need a refesher on your leash, spit and swallow training. Say please and open your mouth like a good slave-step-Son. Thank Mommy for this gift as I lead you around on all fours where you get the pleasure of looking up at Dommys ass. You have been a degraded pussy free fuck toy used to feed Dommy's desire for cum and lots of it for so long and in agony! You are told to go wait naked in dommy's bed - no blankets, no dinner, no cumming today as your punishment for your failure as a breeding pet. You are startled as Dommy binds your hands and feet to the bed where you will stay until she is sure that you've gotten her pregnant. She begins slurping aggresively on her owned cock and balls with a starvation in her eyes that you haven't seen before. She's evil as she climbs on top and begins screaming at you to breed and fill her taboo Mommy cunt! She takes your cum again and again - you mumble that you're getting sore to which you receive cock slaps and spit in your face. How dare you try to get out of it cum slave! MOOOOORRRRRRRRE CUM for Dommy! This custom film features humiliating slave training, taboo Mommy and Step-Son dynamic, Leash and collar, spit and swallow play, breeding impregnation, dirty talk, 3 creampies, FemmeDomination, bondage rope play, a little cbt cock ball slapping for disobedience, a real squirting on your face rosie-gasm, and an awesome real thunderstorm! It was so crazy I even lost power while filming for a bit. This film is a solo performed adult roleplay fantasy that is 2257 compliant. Please rate this video 5 stars and please leave a nice review. DM me to order your own Custom video. Please subscribe and follow for all behind the scenes and so much more! Thank you SO MUCH! Hugs and Smoochies, Rosie. FemDommy KeyWords: Rosie, Painted Rose, PaintedRose, Goddess, Mistress, Step-mom, StepMom, Mom, Mommy, Mother, MommyDomme, Mama, Momma, Mom, Domme, Femdom, FemDomme, Sex, XXX, POV, Taboo, Taboo Sex, Roleplay, MILF, MILFY, Fetish, Depraved, Perverted, Kink, Suck, Fuck, degradation, verbal humiliating. cum control, orgasm denial, cuck, cuck-son, cuckolding, delicious FemDomination, spitplay, spit, squirt, leash, collar, pet, puppy, slave, slave training, agony, degradation, humiliation, breed, breeding, impregnation, cum slave.

^$18.00 Add to Cart

Condom Broke: Oops Taboo Impregnation video from PaintedRose

Condom Broke: Oops Taboo Impregnation This is a roleplay fantasy about stepmom being impregnated by stepson. You come in Mom's room to ask her if you can get in her bed. She half awake agrees and goes back tobed. You keep moving closer and something pokes her. She asks if this is going to keep her up all night and decides to, "take care of it" She says you have to use a condom because she can get pregnant really easy right now. She tells you to stick it in from behind. She rides you from the back. The a hot sexy missionary fuck where she tells you to cum inside (the condom). Afterward while enjoying the orgasm, she notices the condom is off...I guess it broke.

^$12.00 Add to Cart

Mommy's Pee Guzzling Boy Cums Inside video from PaintedRose

Mommy's Pee Guzzling Boy Cums Inside Step-Mommy calls you in and slowly teases and strips completely naked to tease you and tells you that you have to consume her piss and lick her pussy clean after she pees to be rewarded. You will do it. Look how you are getting hard. You comply with Mommy's demand and are then allowed to fuck her tight pink pussy until you cum inside. Close up long pissing into glass, made to guzzle pee, and visual close up of you cumming inside. Good boy.

^$12.00 Add to Cart

Girl Cocks: A Futanari Story video from PaintedRose

Girl Cocks: A Futanari Story You and your MommyDomme have a very close bestie relationship and you even participate in her FemDomme performances! You told her about a clinical trial where you're getting all of this money to take an experimental medication. She could really use some extra cash too and so you decide to do it together. All is fine and the two of you plan to go out dancing - no side effects so far, but you're feeling abnormally extra horny! When you arrive, Mommy discovers she's grown a huge tripod of a cock and you surprise her by showing her yours! You both have big futa dicks and are hornier than ever! I ask you to stroke your big thick dick with me and we both get turned on that we start kissing like lesbians - chicks with dicks! Nothing feels better than a blowjob so we 69 it so that we can blow are loads of cum in eachothers mouth. After we cum, we have pussies and clits again but we're still so horny that we eat start eating eachother's pussies for a close up clit swelling good time! We're gonna have to get more of this medication! Thank you for this custom film! This film is a solo performed adult roleplay fantasy that is 2257 compliant. Please rate this video 5 stars and please leave a nice review. DM me to order your own Custom video. Please subscribe and follow for all behind the scenes and so much more! Thank you SO MUCH! Hugs and Smoochies, Rosie.

^$15.00 Add to Cart

Twisted Torment: Basement Boy video from PaintedRose

Twisted Torment: Basement Boy I hope you're enjoying your new dungeon dwelling and diet of bread and water. You will be tormented in my twisted training torture basement boy. It was cold and wet last night and clothing or blanket would be too much for a miserable maggot like you. The only comfort you get is the painful swelling you'll feel while cock caged, shackled, bound, gagged, and blindfolded from smelling your Mistresses cunt! Don't be sad, I've brought you a gift of a shiny new toy and you'll be happy to know it is playtime. Thank your evil Goddess. 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. FemDommy KeyWords: Rosie, Painted Rose, PaintedRose, Goddess, Mistress, MommyDomme, Domme, Femdom, FemDomme, Sex, XXX, POV, Taboo, Taboo Sex, Roleplay, MILF, MILFY, Fetish, Depraved, Perverted, Kink, Suck, Fuck, degradation, verbal humiliating. cum control, orgasm denial, cuck, cuck-son, cuckolding, delicious FemDomination, spitplay, spit, squirt, leash, collar, pet, puppy, slave, slave training, agony, degradation, humiliation, Ballgag, blindfold, leash, collar, buttplug, humiliation, cum slave.

^$14.00 Add to Cart

Teachers Sissy Boy Detention video from PaintedRose

Teachers Sissy Boy Detention You are late for detention so now you will get a paddle. You like your teachers pantyhose and while bent over her knee, she feels your boner! So she decides to stop using her hand and use the wooden paddle! She spanks you harder. "You're Step-Mother should have done this at home"! Teacher then puts a stop to your boners with a chastity device. She humiliates you for having a sissy dick and teases you with her vibrator. Teacher tells you not to dare touch it! Teacher teases you into coming in your cage with a soft sissy dick but takes the vibrator away to ruin your orgasm for being a pervert in her class! See you for tomorrow's detention. Don't be late. Sissy Training, JOI, Cum Control, Ruined Orgasm, Chastity, Pantyhose and Teacher Fetish.

^$12.00 Add to Cart

The Pretend Fuck: Report Card Reward HJ 2 video from PaintedRose

The Pretend Fuck: Report Card Reward HJ 2 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 :)

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Eat It For Goddess - CEI Drip video from PaintedRose

Eat It For Goddess - CEI Drip You've never wanted to please your Goddess like this before but you're lacking the confidence and need some loving guidance and motivation to go through with it. You want to please Goddess don't you? You can do anything we set your mind and Mistress will instructs you in the art of submission. Painted Rose Films and content is 2257 Compliant Fantasy Roleplay - Curvy Taboo Femdom MILF ROSIE! #CEI #CumEatingInstructions #Cum #Femdom #CumPlay #MILF #Goddess #SubmissiveTask #Mistress #Edge

^$7.00 Add to Cart

ToosDay BoobsDay Chillax With Step-Mommy Rosie video from PaintedRose

ToosDay BoobsDay Chillax With Step-Mommy Rosie It was a super long day today wasn't it? My day was good and how was yours honey? Is it ok if I undress in front of you? I got some new panties! The satin pajamas feel so good on and I am so sick of this tight bra and jeans. You can get your PJ's on too. Let's cuddle? I also want some kisses and I hope you also like Step-Mommy really close to you like this. Oh did you see that? My Titty accidentally fell out. You didn't see anything did you? Oh you did?? Uhmmmmm well I see you have a hugenormous boner - a stiffy !! Ooops, now I am horny too. Well.. we shouldn't be doing this but Step-Mommy can't help wanting you.. Do you want Step-Mommy too? It's SO TABOO. I Love YOU! Painted Rose Films and content is 2257 Compliant Fantasy Roleplay - Curvy Taboo Femdom MILF ROSIE! #TIts #Ass #Pussy #Boobs #MILF #StepMother #StepMom #Roleplay #DirtyTalk #Taboo #Sex #Blowjob #Creampie #Femdom #Findom #Dommy #StepMommy #Custom

^$7.00 Add to Cart

Becoming A Man For Mom video from PaintedRose

Becoming A Man For Mom You're getting older and Mom is getting hotter and sweeter. You've really bonded as she has devoted her prime years to only raising and loving you and you can't help but notice her body with all of your raging hormones and primal urges. Since you and Mom have been working out together, doing yardwork together, and hanging out a lot - you're just the best of friends.. more than just a Mom and Son. You accidentally see Mom come out of the shower and later that day, she walks in on you and sees you in the shower. Later on, Mom is in her room touching herself and something just comes over you and you enter her room and tell her that you want her. She is so embarrassed and explains that Mom's get horny too and that it would be wrong for her to cross the line of lust with her boy. The bulge in your pants convinces her to forget about her morals and primally take her boys virginity on her knees as you enter Mom's wet pussy from behind, then she slobbers your knob with a wet, sloppy blowjob before cowgirl riding your young, stiff meat. The she stands over you and has you eat her pussy until she cums on your face. Then she tells you to fuck her in her tight Mommy hole until you cum like a man inside of her. This is a POV roleplay fantasy Step-Mom fetish with a nice build up to an even longer hot and horny FUCK!! Thank you for getting this video!

^$13.00 Add to Cart

Anything For My Son video from PaintedRose

Anything For My Son Good Morning - How about coffee with Step-Mommy this morning? First of all, what is your Mom wearing and why is she tempting you without a bra on! Doesn't she know what she's doing? Of course she does.. In between accidentally seeing eachother naked and hanging out together, your sweet Mommy is making sure that you won't want to ever leave home. Step-Mom Taboo Fantasy Roleplay Scenario, Nip Slips, Masturbation, Love-Lust, Doggy style, Missionary, Cowgirl both ways. Doggystyle followed by Mom On Top back to back cums with dripping pull outs. Anything For My Son - A Rosie Original!

^$15.00 Add to Cart

Pantyhose Therapist: Impotence Testing video from PaintedRose

Pantyhose Therapist: Impotence Testing You have not been able to maintain an erection with your partner lately and decide to see a professional. You schedule your first session with a guidance professional who specializes in male impotence and sexual health who will perform several tests on you to determine your overall sexual health. For the testing, you undergo Rosie putting you through the ringers as she uses her seducing skills to determine your virility, endurance, and stamina. What's the verdict? This is a POV roleplay fantasy involving seamless pantyhose, mind fuck, mental manipulation, virtual sex and cheating - ooops. Thank you!

^$12.00 Add to Cart

MommyDomme Initiation Sub Training video from PaintedRose

MommyDomme Initiation Sub Training Step-Mommy found out that you didn't dump that girl at school. Surprise - Homeschool. Lies - Filthy lies step-Son and now I will punish you as your MommyDomme Bitch Mistress and train you into submission. You will regret letting that girl turn your Sweet-Mommy into a MommyDomme Bitch - I promise! Stripped. Penis Whipping. Ball Gag. Handcuffs. Buttplug. Tease and humiliate into an erection. Another penis spanking. Caged into chastity. The real training begins now! Thank you for sponsoring this film my 'Feeble' friend. Rosie's Cum Free Relapse Addict Fee: $100. Double Each Time You Come Back! Rosie's Drip and Cum Tax: DrippyBitch=$10, Jerkaholic=$25, Pussy Free=$50, Chastity=$100! TIP + Message to THANK ME for it.

^$14.00 Add to Cart

Cherry On Top: Step-Mommy Takes Your Virginity video from PaintedRose

Cherry On Top: Step-Mommy Takes Your Virginity Step-Mommy noticed you seem to be sad and were also really hungry at dinner. Dessert is in order - a sweet treat to brighten your day. You confide that you're having a lack of luck with girls and are still a virgin and StepMom comes up with the idea of a little roleplay so that you can practice. The roleplay went so great that as you sealed the deal with a kiss - BOINK! Do not worry, All boys have crushes on their Mothers and maybe I have one on you too. Must have been how sexy and sweet you are or maybe it was the kiss! Maybe and just maybe we've wanted this forbidden filthy talking first fuck all along. It's ok if we are just practicing to get you more experience with girls - don't worry. StepMommy gives you your first blowjob but you're still hard after cumming and so you slide into her forbidden fuck hole for a creampie filling so sweet that you're still hard as a candy cane for her. She decides to take your Cherry ON TOP and cowgirl rides you until she cums on your hard cock repeatedly. Still hard? Feed me that cock milk and glaze her cupcakes with your sweet creamy good boy goo. I Love You. This is a Rosie Original that is 2257 compliant and a solo performed fantasy roleplay. #MILF, #Femdom, #Goddess, #GentleFemdom, #Mistress, #PositiveFemdom, #Sensual, #FemDomme, #Tits #Ass #Pussy #Rosie #PaintedRose #StepMom #MILFRosie #Mommy #Taboo #Dommy, #MommyDomme #Blowjob #Creampie #BigAss #BigTits #BigBoobs #DoggyStyle #Cowgirl #CumOnTits

^$22.00 Add to Cart

Sensual Heel Dangling: Foot Worship JOI video from PaintedRose

Sensual Heel Dangling: Foot Worship JOI I am going to seduce you with my feet and heels very thoroughly. I love provoking your senses with my feet, legs, and my whole everything. Sexy lace pointed toe heels and feet worshipping for a powerful mutual orgasm. This is a shoe dangle, Arched Soles, Pedicured Toes, Heels, Barefoot, POV style, interactive foot, leg, toes worship with a JOI - like mutual finish!

^$12.00 Add to Cart

Taboo Duo: Stepmom Finds Your Porn video from PaintedRose

Taboo Duo: Stepmom Finds Your Porn You've recently moved back home since Stepmom is alone now. She uses your laptop to check her work emails and stumbles onto MILF porn. She can't help but wonder if you're into her like that. She's noticed how you look at her, your sweet touch, and your grown up body. She calls you up to discuss what she saw, she doesn't care but she needs to know. If you want her the way she wants you. She tells you to lay back for an experiment and she grinds and teases you. You're instantly hard. She proposes you either run away or stick it in knowing that you can't go back! Just then you stuff your big dick her her pussy and she starts to ride your thick growing shaft. She reaches back and squeezes your balls and tells you that her pussy is yours now and when you cum, she owns you.

^$12.00 Add to Cart

CEO Mom Shrinks Son: Wardrobe Assistant video from PaintedRose

CEO Mom Shrinks Son: Wardrobe Assistant Boss Mom calls you to her office to discuss your 'Promotion' because the current position just isn't working out. Boss straightens out your attitude real quick and then promotes you to Senior Executive Wardrobe Assistant! Snap a picture - oh it isn't a photo - it is a shrinking app! Boss Mom shrunk you to be little so she can place you in small places to examine her worn panties and get really close up to private places. Your first assignment is to help Boss Mom pick out a swimsuit for the company BBQ. You decide to try your best and do well in your position. Boss Mom tells you not to peek when she is changing. Of course you didn't look, right? Thank you for this custom video!

^$12.00 Add to Cart

Cuddles, Curlers, Cum With Gran-Mommy video from PaintedRose

Cuddles, Curlers, Cum With Gran-Mommy You find Gran-Mom (Older Mom) resting and snoring in her bedroom and want to cuddle. You climb in and curiosity gets the best of you as you lift up her big nighty. Gran-Mommy is curvy and naked under there! Upon awakening, You get gently scolded and talked to and Gran-Mommy says if she is gonna be naked, you are too. While suckling from granny's breast, she begins touching you and then tells you to lay down as she gently mounts you and begins to ride. Am I too big, am I hurting you Son? This is a POV first time, MILF GILF roleplay. Thank you!

^$12.00 Add to Cart

About Last Night: Forbidden Filthy Fucking Mommy video from PaintedRose

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

^$50.00 Add to Cart

Cub Meat: Cougar Step-Aunt Takes Your Cock video from PaintedRose

Cub Meat: Cougar Step-Aunt Takes Your Cock Step-Auntie arrives to go party at the cougar den with your StepMom but she isn't home. StepAuntie hasn't seen you in a while so she decides to wait and visit with you. She immediately begins smoking in your StepMom's house and doesn't care - even offers you to smoke with her as you're old enough now.. She starts quizzing you on secrets and asks if you've been with an older woman.. Do you like cougars? She confides in you how much she likes young cub meat and seducing young cock. This naughty talk leads to her stroking and sucking your big boner and then telling you to take your pants off and fuck her on our Mom's bed. Doggy, Cowgirl, Missionary - Don't you dare pull out.. Creampie!

^$13.00 Add to Cart

Seducing Son's Buddy video from PaintedRose

Seducing Son's Buddy Virtual Sex after Seducing Son's Best Friend.

^$12.00 Add to Cart

Taboo Impregnation Stepmom Fantasy video from PaintedRose

Taboo Impregnation Stepmom Fantasy Stepmom Impregnation roleplay, POV, MILF with simulation virtual sex. Step-mom comes in to read a couple chapters of a novel to you. You're in the mood for something else and even though it is forbidden you reach out and touch her breast. She is shocked and decides to leave and tell you that it's not ok behavior. Stepmom actually has fantasies about you and wants more. Later on, Step-mom comes in dressed in lingerie and stripper heels. What? She tells you that after thinking about it, she decided she shouldn't have been so grouchy and she starts teasing you with her body before sucking on your dick. Mom leans back and uses a vibe to show you how you make her pussy throb with a close up, pulsating orgasm right in your face. Now you enter her shaved pink pussy and she tells you to get her pregnant and you cum inside but to be sure Mom takes you again from behind and rides your dick doggy style until you cum in her. Taboo Gentle Femdom Roleplay Fantasy. This is a custom video.

^$12.00 Add to Cart

Pick a Pair: Sissy Boy Panties video from PaintedRose

Pick a Pair: Sissy Boy Panties Step-Mom asks you if you were going through her panty drawer because you want to wear them and she already knows. She wants to play a game to figure out what kind of Sissy you are. Pick a pair of panties; 1, 2, or 3. Mom already guessed it and wasn't surprised at all! You're my Little Sissy Boy. From now on, I will parade you around in this little see through thong to let everyone see your little sissy dick in panties! In fact, let me take a picture right now to send someone who is eager to see the panties you chose. They will also be at the family reunion today - oh what reunion? It's more of a sissy boy coming out party! Maybe you should have a little sissygasm to calm your nerves - go ahead and stroke that tiny sissy-dicklette through the panty. This is an interactive fantasy feminization roleplay.

^$12.00 Add to Cart

Man Of The House: First Paycheck video from PaintedRose

Man Of The House: First Paycheck You finally get your first paycheck on your new job and haven't decided what to buy. Just then, Step-Mom is going through the mail and says she's gonna have to get a second job to cover the bills. You offer your paycheck and Mommy says no way will she take your money but you insist. You love your Mom and now that it's just the two of you, you can help out out you tell her. She begins to cry and thank you and she gets on her knees to kiss you. Mom tells you that you're man of the house now and that the man gets blowjobs, pussy, and ass. Stepmom starts to get horny and take off her clothes - she shows you and touches her pussy and begins to rub while you're on your knees and your face is in her pussy. Mom builds up a wet squirting orgasm that pulsates right in your face! She tells you to lick it up and then bend her over and give her a proper wet bang. Mom tells you that you bought this pussy and it's yours anytime you want as she rides your dick hard and fast! Mom tells you to cum inside and then she eats your cum!

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Keeping Step-Mom's Secret video from PaintedRose

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

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Classroom Cock Lock: Caged Confinement video from PaintedRose

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

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

Dommy's Degraded Sex Slave: Dirty Doggy Dick You've been patiently waiting to be needed and catch a glimpse of Dommy drying off after her shower. You can't help but stare and of course you get caught drooling like a a perverted pet puppy. Dommy has you crawl to her on all fours. "Normally, I would punish you" Today is a special day - the 1 year anniversary since you became my sex slave and degraded pet. Besides, you were just thirsty - open your mouth pet. Pussy free has been your agony that I have enjoyed inflicting but I want to breed and you're obviously full of virile slave sperm. I decide that you'll do for the job very nicely and you'll do it exactly how Dommy says. Dommy orders you to fuck all of her holes thoroughly and to breed and creampie her perfect puffy pussy. You are my forbidden fuck toy forever, Son. Happy Anniversary! Thirsty? This custom made film features; spitplay with swallow, leashed pet, orgasm control, pussy free release, switch control, breeding, toilet fetish, Taboo Femdom Step-Mom and submissive step-Son dynamic, MommyDomme pure slave agony and degraded humiliation. This film is a solo performed adult roleplay fantasy that is 2257 compliant. Please rate this video 5 stars and please leave a nice review. DM me to order your own Custom video. Please subscribe and follow for all behind the scenes and so much more! Thank you SO MUCH! Hugs and Smoochies, Rosie. FemDommy KeyWords: Rosie, Painted Rose, PaintedRose, Goddess, Mistress, Step-mom, StepMom, Mom, Mommy, Mother, MommyDomme, Mama, Momma, Mom, Domme, Femdom, FemDomme, Sex, XXX, POV, Taboo, Taboo Sex, Roleplay, MILF, MILFY, Fetish, Depraved, Perverted, Kink, Suck, Fuck, degradation, verbal humiliating. cum control, orgasm denial, cuck, cuck-son, cuckolding, delicious FemDomination, spitplay, spit, squirt, leash, collar, pet, puppy, slave, slave training, agony, degradation, humiliation.

^$15.00 Add to Cart

Rosie Improv: Mistress Rosie Teacher Detention JOI video from PaintedRose

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

^$6.00 Add to Cart

Late For School: Mom's Sweet SPH Handjob video from PaintedRose

Late For School: Mom's Sweet SPH Handjob Step-Mom is getting your clothes out for the day when she looks and sees you masturbating your pee-pee. She is appalled and shocked and tells you to just hurry up before you're late for school - again! You're taking too long and ask Mom to see her titties to help you along and she decides to help because if you're late again she's gonna be the one in trouble. Mom shows you her boobies and butt while telling you to make that little thing cum. You're still taking too long so Mommy gives it a kiss for good measure and jerks it until you cum all over her tits and shirt. Thank you for this custom film. SPH, Positive Encouragement, Handjob, POV, Step-Mom Fetish roleplay fantasy.

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Wet Weekend: Step-Mom's Tease and Denial video from PaintedRose

Wet Weekend: Step-Mom's Tease and Denial Step-Mom has booked a mini vacay for the two of you and when you arrive to the hotel - the only room left is a big bed and Step-Mom refuses to let you lie down on the floor. She insists that it's ok to share and sends you to get your teeth brushed and pajamas on. When you come back you glimpse her just putting on her nightgown and can see her thong through it and you already are worried about managing your erection. Step-Mommy is cold and she cuddles you by rubbing her big butt into your crotch and you start to drip with an erection so hard you have to relieve yourself. You quietly start rubbing but, then she hears you and is shocked you would stroke it next to her.. for her. She feels bad when you confess it is the way she's rubbing and wearing a see through nighty. She tells you to hurry and finish because it's inappropriate and you're still taking too long so she begins to give you a handjob. Just when you're close, she decides she needs to cum - on your face since it's obvious you can't have real sex. She rides and grinds her sweet wet pussy on your tongue and lips and soaks you with an orgasm. She decides after that you need better control over your orgasms and tells you that you can not cum right now. She takes control by making you go to bed with an aching boner. Maybe she will ride your face again .. if you're a good boy. Thank you for this custom Film!

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Mommy Workout With Son - POV Fuck video from PaintedRose

Mommy Workout With Son - POV Fuck Mommy loves to workout and today you are here with her watching, drooling. Mom notices the bulge in your pants and asks if she can help. Mom gives you POV BJ, POV on top, POV doggy style. Mom tells you to CUM INSIDE! You also got in your workout today!

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Milk and Cookies: Hungry Good Boy video from PaintedRose

Milk and Cookies: Hungry Good Boy You're ready for your snack and so you go into Step-Mommy's room to find out what is taking her so long. She is changing and you've just seen everything. Her namkey Mommy body and you can't look away. She begins asking you what you saw and wants you to tell the truth. She tells you that you're a growing boy and it's normal for you to be curious about Mommy's Milky Jugs and Sweet and Yummy Cookie. Good boys love Milfy Cookie and you should have all you want because you are her special sweet boy. Thank you for being my very good boy. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

^$7.00 Add to Cart

Engorged: Milking For Step-Mommy video from PaintedRose

Engorged: Milking For Step-Mommy You and Step-Mom are taking a vacation together - you need some special one on one time. We can do anything you want for fun but, Step-Mommy needs to pump her breastmilk after such a long flight. I can't seem to get my milk to let down with the pump and I am getting so engorged with milk that my boobs are really hurting! Just then you walk in and when I explain what's happening, you offer to suckle to help out. After careful thought, what could be more natural then nurturing my sweet boy with warm sweet milk? I tell you to lean back on the sofa and I will straddle you to let gravity help the situation and because you're a bit too big for Step-Mommy's lap! You start sucking and my nipples get hard and begin to tingle. You enjoy Step-Mommys sweet milk and then I start moaning and accidentally have an orgasm from the nipple stimulation. Oooops - well thank you so much for helping me! A couple of days later, my big milk jugs are aching and so I climb over top of you and we begin to breast feed. When I feel your cock becoming erect under me, I slide you into my juicy, slippery Step-Mommy fuck hole for a double milking session. I hope I wasn't ovulating. A Rosie Original! This film is a solo performed adult roleplay fantasy that is 2257 compliant. Please rate this video 5 stars and please leave a nice review. DM me to order your own Custom video. Please subscribe and follow for all behind the scenes and so much more! Thank you SO MUCH! Hugs and Smoochies, Rosie. KeyWords: Step-Mother, Step-Mama, Blonde, Mature, Natural Tits, Fat Pussy. Phat Pussy, Thick, Juicy, Squirting, Squirt, Female Orgasm, Sex, lactating, Love, POV Sex, Horny, breastmilk, breastfeed, Kink, Suck, Fuck, Underboob, Curvy, Curves, Chubby, Big Lips, DSL, Rosie, MILF Rosie, Painted Rose, PaintedRose, Step-Mommy Milkers, Virtual Sex, Taboo Step-Mom, Cougar, Creampie, Cream Pie, perv, Sensual, Lover, Loving, Sweet, Seduction, Seductive, Sin, Sinful, Cunt, Step-Mommy Cunt, Fuckhole, Spit, engorged

^$14.00 Add to Cart

Cold Night Gets Hotter - Taboo Cougar Step Mom video from PaintedRose

Cold Night Gets Hotter - Taboo Cougar Step Mom This is a step-mom roleplay POV fetish fantasy . You realize the heat isn't working and wake Mom to ask her what to do. She is in bed and WOW her soft and warm skin looks so touchable! She wakes up and says she can't call the furnace guy until morning so you will just have to keep warm some other way. You ask to just get in her bed and she agrees and drifts off but seems to be having an arousing dream. She touches and rubs. Of course your dick is hard. You know you shouldn't watch but, you just can't look away. She arouses and is embarrassed. She was having a romantic dream and also notices your erection. After a thoughtful process, she asks if she can just see your dick. when she sees it, of course she wants more and you're ready to go anyway so when she teases you with her body, you innocently agree to let her ride it. She wants you to give it to her doggy, her on top, you on top, and then she wants filled and of course you're good to go and fill her up with a hot load of cum to warm her shaved, pink pussy. You both realize you stayed up fucking all night and lay down to cuddle some more. This is a gentle femdom roleplay pov virtual sex and custom video.

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Taboo Seed: Get Mommy Pregnant video from PaintedRose

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

^$14.00 Add to Cart

Feminization Of Sissy Neighbor - Part 1 video from PaintedRose

Feminization Of Sissy Neighbor - Part 1 New neighbor visits you to return a mistaken delivered package - full of panties and frilly items. You deny being a sissy but, she gives you a task to start turning you into a sissy. Shaving, Wearing Panties, and jerking to hung daddy porn fucking sissies. We will check in for coffee in one week to monitor your progress.

^$10.00 Add to Cart

Make Up Sex video from PaintedRose

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

^$17.00 Add to Cart

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

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

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Little Dick Momma's Boy: Sweet SPH video from PaintedRose

Little Dick Momma's Boy: Sweet SPH You didn't ask to be born this way - as a little dick Momma's Boy. Step-Mom knows it's her job to tell you the truth after accidentally seeing your D-pics on your phone. You'll always be stuck living at home because you won't be able to keep a girlfriend ever with a penis that small. After making sure that you understand your place in the world of sex and humiliation for not.. measuring up, Step-Mom has some ideas about what to do with that tiny thing. SPH Small Penis Humiliation Affirmations, Humiliation, So sweet and so small.

^$7.00 Add to Cart

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

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

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Secretary Revenge: Payback for Pussy video from PaintedRose

Secretary Revenge: Payback for Pussy You hired your secretary for more than her personal assistant skills unknown to her and you let her know what she has to do to keep her job. Later on she is sick of it. Your small softie, even with Viagra dick. Your arrogance and unfair demands. Your disgusting disregard for your wife or your secretaries feelings. Secretary Rosie is sick of your limp little cock rides and decides to end it and you. Your wife is going to divorce you when she finds out and you're gonna marry her. Don't worry, she might let you cum...sometimes. You're going to listen to Rosie now. She is controlling everything...your life, your finances, and your cum. This is a custom video. Gentle Femdom Roleplay. Financial Domination and Blackmail Revenge.

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Dommy's Cunt Craving Cuckold video from PaintedRose

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

^$17.00 Add to Cart

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

Dommy's Degraded Sex Slave: Obedience Training Today, Domme Mother tells you that it is time for your obedience training and you are ordered to take off all of your clothing and kneel on the floor in front of her. Pets have no use for clothing, hobbies, or education other than what Dommy provides. Your purpose is to serve and obey your owners every wish as a beloved pet and speak only when told to. Open your mouth pet - Spit, Swallow, Repeat! Now that your mouth is open you must train to suck my cock and cum like a good pet. Crawl away in shame for loving Dommy Dick so much! Lay on Dommy's bed and wait naked with your legs open anticipating the next time I will use and degrade my humiliated dick slave. You've earmed your collar and now I will have my way with you pet. You are powerless under my Dommy control as I take ownership of all of your begging holes with my strap on cock and mouth. Beg? Spit, Swallow, Repeat! Good Pet. This film features spitting into your mouth and making you swallow, cock sucking training, obedience school for pets, femme domination, leash and collar, slave training, pegging with strap on, blowjob, rimjob, cum on Dommy's tits finale. This custom made film is a solo performed adult roleplay fantasy that is 2257 compliant. Please rate this video 5 stars and please leave a nice review. DM me to order your own Custom video. Please subscribe and follow for all behind the scenes and so much more! Thank you SO MUCH! Hugs and Smoochies, Rosie. Dommy KeyWords: Rosie, Painted Rose, PaintedRose, Goddess, Mistress, Step-mom, StepMom, Mom, Mommy, Mother, MommyDomme, Mama, Momma, Mom, Domme, Femdom, FemDomme, Sex, XXX, POV, Taboo, Taboo Sex, Roleplay, MILF, MILFY, Fetish, Depraved, Perverted, Kink, Suck, Fuck, cuck, cuckold, cuckolding, sph, small penis humiliation, degradation, verbal humiliating, spit, spitplay, pegging, strap-on, strapon, peg, leash, collar.

^$15.00 Add to Cart

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

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

^$12.00 Add to Cart

Pick a Pair: Sissy Girl Panties video from PaintedRose

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

^$12.00 Add to Cart

Mommy's Big Boy - Wittle Wee Wee JOI video from PaintedRose

Mommy's Big Boy - Wittle Wee Wee JOI Jerk that cute wittle wee wee for Mommy (step-mommy). What a cute little baby dick. You want to cum in your diapee don't you? Mommy shows you her boobies and butt for fun. JOI countdown. SPE. JOI. Mommy Roleplay.

^$10.00 Add to Cart

Doctor Cougar and the Physical Exam video from PaintedRose

Doctor Cougar and the Physical Exam Doctor Rosie has a new patient come in for a college physical. She decides he needs a very thorough physical exam. Sure, the usual stuff but, let's make sure the sexual health is normal. She starts with a shot to help him relax and ... medicinally assist in an erection. Shhh... He doesn't know why he is getting aroused. He is embarrassed. Doctor Rosie has him lie down and when she comes back, she is wearing just lingerie under her lab coat. She manually stimulates him to measure his erection but, the gloves aren't helping so she removes them. The Rosie decides he needs visual assistance and she shows him her breasts. Once fully hard, Rosie hops on and cums on his dick to measure optimal stiffness. Yes, he will do well on this exam. She realizes she can't send him home with a boner and decides to now drain him with a hand / blowjob. In the end she jerks his big volcano until he has a full eruption!

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Sweet Dreams: An Illicit Affair video from PaintedRose

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

^$13.00 Add to Cart

Christmas Cuckold: Big Boy Battle. Cuck vs. Bull video from PaintedRose

Christmas Cuckold: Big Boy Battle. Cuck vs. Bull It's present time and Step-Mom calls you both in for your gift. The only problem is Mom can't decided who gets which gift. Mom decided to make it a game. She tells you to both take out your penises so that she can decide who will be the Big brother and who will be the Little Cuck Brother. There is a clear cuckold winner and it is you! Step-mom goes on to tell you all about your new roles and has you release a few drops of cum before she locks your little dick in a cage. Big brother makes a nice pile...for you to eat. This is a POV Cuckold CEI, JOI Bull / cuck roleplay fantasy. Gentle Femdom Cuckson Virtual Simulation.

^$12.00 Add to Cart

Bad Girl For You - Cumming Together Video video from PaintedRose

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

^$3.00 Add to Cart

A Good Boy's Storytime video from PaintedRose

A Good Boy's Storytime It's Storytime with Step-Mommy. This is a taboo tale of twisted tickles and touches. It was just the two of us and a cold night that turned into a heated horny all night novel of short sinful sagas. Chapter 1. Curiosity and Mommy's Cunt. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

^$11.00 Add to Cart

Classified Photographs: Mom / Son Mixup video from PaintedRose

Classified Photographs: Mom / Son Mixup Step-mom answers a classified ad for posing for lingerie modeling from a guy who says he has a small penis and just wants some pics to jerk off to. Mom needs the money and she does this sort of thing regularly although her son and hubby do not know. She tells the guy to meet at her secret place for doing her dirty deeds. To her surprise, it is you, her son! What? My son has a tiny sissy dick? Okay I need the cash so I will do it but your dad can't find out, do you have your camera?... I start posing and you offer to pay more for full nude, I agree. I pretend your not my son and start getting naughty. I'll still need to punish you, you little pervert. I need to go...so you want to watch and I make you do more than watch. We take more provocative pics and you get a little tiny erection. I still love you even though you have a tiny penis son. As your punishment.....You have to........... Gentle Femdom roleplay sissy boy small penis humiliation, JOI, CEI. This is a custom Video.

^$12.00 Add to Cart

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