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Showing 481-540 of 665 Results

Shy Mom Cums For Your Spycam video from PaintedRose

Shy Mom Cums For Your Spycam Shy and proper stepmom comes home and doesn't notice your spycam but she does suspect she's being watched. She begins to undress and put on body oil and then a satin slip of a nightie. She gets in bed but just can't rest. She knows she's horny but doesn't believe she should be touching herself. She wakes up and is so horny that she sensually and timidly starts to rub her pussy when she notices a flashing light.. it is your spycam! She decides that since you're both having a problem with being turned on that she will give you something to really watch on your spycam! Thank you for this custom video.

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Study Hall: Teachers Panties Showing video from PaintedRose

Study Hall: Teachers Panties Showing You arrive to the After school study hall and the new teacher arrives and greets you. After a bit, she drinks a soda pop and begins to get belly bloating which make her pants too tight immediately. Her pants are being pushed down exposing her panties over and over despite her attempts to try to pull them up. Throughout the video, the panties are exposed to varying levels. The teacher is somewhat embarrassed but makes sure you're not looking. She is also clumsy and keeps having to bend over and pick things up. She's nice but having quite a day. She grades your paper and then tells you study hall is dismissed. Thank you for this custom video.

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Neighbor Boy Sam Visits Mom Next Door video from PaintedRose

Neighbor Boy Sam Visits Mom Next Door Sam comes to visit, still charged up over the secret blow job she gave him, he wants more and so does she! POV. Cougar Cub. Custom Video Script.

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Beta Goon UnCensored: Good Piggy video from PaintedRose

Beta Goon UnCensored: Good Piggy Rosie loves a good beta boy and you need me today and everyday to remind you of your place as a providing pay prick piggy bank boy. What's it gonna be today? Do you want to cum or just stroke drone out like a pussy free chronic gooner??Relapse Fee, Drip Tax, Cum Tax.. Beautiful music to my Goddess ears. Play that song.. ChaChing! UnCensored - You're Welcome! Rosie's Drip and Cum Tax: DrippyBitch=$10, Jerkaholic=$25, Pussy Free=$50, Chastity=$100!TIP + Message to THANK ME for it.

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Chance Encounter: Stripped video from PaintedRose

Chance Encounter: Stripped Your Step-Mom is very close to you and loves you so much. She even works hard at the strip club making sure she can provide for you! It's almost your birthday and you give her your birthday list -She let's you know you're gonna be a happy boy and that she's got this! Later on that night, MILFY Rose tells her manager that she will take on some VIP private dances because she needs to get her son a special gift. First up is a private dance and Blowjob to a birthday college boy paid for by his group of buddies. Rosie thinks it's weird that he's wearing sunglasses and a hat but whatever - she already got the $$$. After she's done, she decides to grab his glasses off playfully and to her shock - it's YOU! She is upset and tells you to go home and wait for her to discuss it. Once home - you're both upset and then when she sees your hard on, she confesses that she wants you so bad even though it's forbidden lust! She begs you to keep it a secret.. and fuck her doggystyle until you creampie her juicy Mommy Pussy! This is a Rosie Original - Thank you!

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Birthday Breastfeed and Blowjob video from PaintedRose

Birthday Breastfeed and Blowjob Blow out the candles and Step-Mommy will blow you like a big boy.

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The Birthday Gift and Forbidden Fucks video from PaintedRose

The Birthday Gift and Forbidden Fucks It's your Step-Mom's special day - her birthday and you have a gift for her, more than one! First you make her coffee and breakfast followed by present time! When Mommy opens the lingerie, she is pleasantly surprised! She loves it and puts it on right after a naughty bubblebath! THe lingerie makes Mommy feel sexy and think naughty thoughts - thoughts about fucking. Later on, Mommy sees you with her panties in one hand and rubbing your bulge with the other! She is shocked and scolds you but soon realizes you're just a good boy and that you couldn't help it. She says this obsession has to stop so just jerk off to her body in the panties and get it over with. She tries not to look but she can't help it - you get see her getting breathless before she tells you to cum. You're just a good boy but you can tell she's turned on watching you. You hear Mom masturbating in her room and so you knock - like a polite boy and she invites you in. She tells you she loves the birthday gift but it's making her think al sorts of fucked up thoughts.. thoughts about forbidden fucks.. with you. It's Mom's Best Birthday Ever - you made sure of that! The Cum FInale features POV Sex and Mommy Fetish Dirty Talk, Lots of angles and close up of all the fun positions - Missionary, DoggyStyle, Cowgirl front and back, underboob, Blowjob, squirting up close orgasm, and a creampie finale. Good Luck getting through this one in just one sitting! All the birthday gifts and many items used and in the background were actual Birthday gifts from my real fan friends for my Birthday on January 2nd! Please help Mommy and rate this video 5 stars - message me for all your Mommy Desires! This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

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Bad Mommy, Good Son: Morning Wood video from PaintedRose

Bad Mommy, Good Son: Morning Wood Step-Mommy sees that you waited up and drifted off in her bed. I put on something bad Mommy would wear. Something slutty to match my bedroom eyes. You wake seeing me through the curtain teasing you with my body. I know you have morning wood and I want to taste it. You're such a good boy staying hard for me. I tell you not to cum while I ride it, grind it with my ass, or cowgirl your stiff dick. I teach you how to please a woman and cum on top and then give you a long, wet 6 minute blowjob and swallow your huge load. This is Mommy's dick. POV Mom fetish roleplay fantasy taboo gentle femdom video.

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Your Step-Mom's A MILF: Sharing Is Caring video from PaintedRose

Your Step-Mom's A MILF: Sharing Is Caring You have a friend over for movie night and snacks from school and he's really cool and older then you. While he's finishing his pizza, you tell Step-Mom that he said you're a MILF. She explains your friend just think she's a cute girl - no big deal. Movie night is awesome but you get sleepy and so Step-Mom send you to bed. You heard a loud noise and woke up and saw then doing sex on her bed. They were licking each other's private parts and he was putting his big pee pee inside of your Step-Mom and she was making noises. Watching gave you a feeling of pressure and you started rubbing and pushing on your own penis. Just then, Step-Mom comes out and is surprised to see you there. She asks if you liked what you saw and you nod yes. Step-Mom begins sucking on your penis like a lollipop. She tells you she doesn't want you to feel left out and that you have a beautiful penis. It's not as big as his because you're still growing. Step-Mom asks you to watch her make your buddy cum again to teach you how. You give Step-Mom a mouthful and your first facial. This video is fucking HOT! I hope you love it - one of my best!

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Giantess and her Shrunken Neighbor Next Door video from PaintedRose

Giantess and her Shrunken Neighbor Next Door Rosie drops by to return the cup of sugar only to find her neighbor has accidentally shrunk himself. She agrees to help him and then starts telling how his tiny new appearance makes him less intimidating and so she tells him how she's had wet panties for him all this time. She tells him she will turn him back to normal size after she is done. She puts him on her nipples and has him kiss them and squeeze and then big hugs between her breasts. She starts to get turned on by his tiny body and knowing he's feeling the full effect of her giantess stature and supersized body. She has little man kiss her toes and worship her and then helps him back up. She knows what is next - her new little clit toy! She has him climb inside her vagina and worship her clit head by squeezing and rubbing. She wraps her inner labia around him and tells him she can keep him warm with a blanket of pussy. She has him smell her as she gets wetter. Watch giantess clit and pussy swell while she uses little man's head to clit fuck her to an orgasm. She keeps her promise when she is done and uses the shrinking reverse device but...something happens... Rosie doesn't want him to be lonely in his tininess so she rounds up some tiny friends to play with them! Custom Video

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Teacher Falls Out: Pants Down Ass Tease video from PaintedRose

Teacher Falls Out: Pants Down Ass Tease Teacher is at it again with her pants down in the classroom. She's falling out of her pants and her tops and you don't mind. She even bumps into your face with her butt a few times and then sweetly apologizes and kisses your cheek / lips. Then you see her breasts too! Her pussy lips are now right up close. Can it get any better? Hell yes. She loses her pen and searches for it, her pants getting lower as she bends over on the floor in front of you. You must have been a good student and got an A to get this lucky! She tells you that the extra credit is for licking her asshole - up close visual. You pass this oral exam with flying colors. Thank you for this custom video.

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Rosie's Bedtime Stories - Ep. 03 video from PaintedRose

Rosie's Bedtime Stories - Ep. 03 Sometimes it's all about the primal fuck. I think you know babe that you and me have something special and that's why it's just so good. Sensual, Primal, Lustful .. Dance, Grind, Fuck, Cum with me.

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Mom's Hoe Training: Thong Contest video from PaintedRose

Mom's Hoe Training: Thong Contest Step-mom / Sissy Mom / Crossdressing Friend Roleplay. Mom calls you in to tell you that you get to help judge the thong contest to decide which will be worn tonight and she teaches you the three qualifying characteristics to judge each of the three thongs! Mom shows off her thongs in clothes, while dancing, and fucking and having three separate pillow humping orgasms! This is also a continuation of Mom's How Training and how to be a seductive slut, especially on the dance floor. You pick the very best one! POV style Mommy roleplay fantasy. Thank you for this custom video!

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Mom's Got Sole: Cum Countdown video from PaintedRose

Mom's Got Sole: Cum Countdown Just back from the pool, Mom starts talking about her dry feet and starts to rub on lotion. So sensual. She knows you like it and continues to tease. She tells you she needs more moisturizer, your cum.. You love Mommy's soles and toes...but the soles :) After a bit of verbal sole foreplay, you are given a cum countdown... can you make it to one?

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Cuckold Husband - BBC Bitch Training video from PaintedRose

Cuckold Husband - BBC Bitch Training Your wife calls you up to let you know she is done with you and your little dick and that she wants a divorce. You beg her not to divorce you, you'll do anything. She has it in for you - trying to come in her bedroom last night was the last straw. She locks your little dick up, makes you take a spade ring to replace your wedding ring, and lastly trains you to suck and fuck an exact replica of her new boyfriends BBC to train you to be her BBC Bitch Submissive Slave.

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Naughty Boy Spanking and the Belt Graduation video from PaintedRose

Naughty Boy Spanking and the Belt Graduation You have been naughty again and so step mom realizes that her hand and hairbrush spankings are not enough. She decides to show you the belt. It is time to teach you and demonstrate how unpleasant it will be if you keep acting out. Behave or you will get something to cry about. This is a custom video.

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Anniversary Cuck Release 5 Cum Challenge video from PaintedRose

Anniversary Cuck Release 5 Cum Challenge It's your special day and your loving wife didn't forget. Look at what she put on for you.. Oh she put that on for her BULL because he is on his way and so you only have 10 minutes for a release and to cum 5 times. If you can do it, you get a reward. Rosie humiliates you and berates you while she simulates sex with her BULL to tease you more with what you can't have. Did you meet the challenge? I bet the reward is even more humiliating - either way. This is a cuckold, SPH, Beta Submissive, humiliation JOI cum challenge.

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Mommy Blows Your Bully YOUR Anniversary 12 video from PaintedRose

Mommy Blows Your Bully YOUR Anniversary 12 With blessings from the church, Mommy is married to her son for one year now! After the Anniversary Party, we go home and discuss the future. Chuck, your school bully has moved in full time now at the urging of the pastor and everyone couldn't be happier! Well, almost everyone. The relationship has become a cuckold mother - son with Chuck as the Bull /Bully! Tease and Denial. Cuck Son. Blowjob. Facial.

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The Birthday Massage: Step-Son's Stiffy video from PaintedRose

The Birthday Massage: Step-Son's Stiffy You get home from practice and Step-Mom is waiting to give you a massage for those sore muscles. She says the cake and presents can wait because you're hurting. She says that you will have to strip down and that you get a special massage now that you're old enough. Why is she wearing panties and a bra and sitting on top of you? Rubbing your hard young muscles like a horny MILF! She bumps into your stiff boner and pulls back the towel. She smiles and let's you know that she is happy to work out this hard and swollen muscle. Oh ya - this is happening! Step-Mom sucks you, fucks you, twerks on your big dick and rides it until you blow a hot creampie raw in her MILF Pussy!

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Sweet Taboo: Warm Milk Drip video from PaintedRose

Sweet Taboo: Warm Milk Drip Step-Mommy brings you some chocolate milk and a sweet for her sweety. You were always such a thirsty boy. She tells you how she misses breastfeeding and holding you in her lap, she asks you to suckle on her big Step-Mommy milkers. You sweetly suckle while she moans and rubs on your pants in the front - such a good boy. She asks if she can see if you make milk too and then she sucks on your pee-pee and tells you how yummy your cummy is. She says you got her private place all swollen and so she shows you and teaches you to lick clit, fuck pussy from the back and the front with ass on dick twerking and then a reverse cowgirl creampie. You're still hard so she gets on her knees and begs for you to feed her your warm sweet milk. Step-Mommy loves your little cock cum - what a good boy you are. This film is Step-Mom, POV Sex, Lactation Suckling, Blowjob, Creampie, DoggyStyle, Sex Ed, First Time, Taboo Roleplay Fantasy! A Rosie Original.

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Hubby Cucked By My Dildo video from PaintedRose

Hubby Cucked By My Dildo You get home early and catch your wife fucking a great big dildo. Is this why she hasn't been fucking you? You're informed of your inferior status as a small dick loser who can't satisfy her basic needs. You're a small prick cuck - her cuck and her beta bitch boy from now on.

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Beta Goon Censored: Good Piggy video from PaintedRose

Beta Goon Censored: Good Piggy Rosie loves a good beta boy and you need me today and everyday to remind you of your place as a providing pay prick piggy bank boy. What's it gonna be today? Do you want to cum or just stroke drone out like a pussy free chronic gooner??Relapse Fee, Drip Tax, Cum Tax.. Beautiful music to my Goddess ears. Play that song.. ChaChing! Censored - You're Welcome! Rosie's Drip and Cum Tax: DrippyBitch=$10, Jerkaholic=$25, Pussy Free=$50, Chastity=$100!TIP + Message to THANK ME for it.

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Cuck Husband's Regret video from PaintedRose

Cuck Husband's Regret Rosie's Hubby wants to spice things up with a M-F-M threesome. While Rosie is reluctant, she goes along with it as long as the guy agrees to wear a condom. Rosie is shy but loves how much bigger and firmer this third is compared to hubs. She starts with shyly giving this bigger dick a blowjob and then takes him doggy in her married pussy while sucking her hubby. Hubs tells Rosie that he wants to see her get fucked raw and the inexperienced bull agrees that it would feel better without the condom. Don't cum in me.. Once the condom is off the new dick accidentally cums prematurely and inside. Rosie is pissed and yells at both for disappointing her. She's still really horny and tells the bull boy it is her hubby's fault and he can watch as she makes you hard again and then cums on your bare dick taunting hubby about taking your cum! What's cool about this video is Rosie humiliates them both! You can play the hubby, the bull, or both in this POV film! Thanks for this custom!

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Grandma's Cookies: Fuck Boy Training video from PaintedRose

Grandma's Cookies: Fuck Boy Training Your Step-Mom sends you to live with Grandma because you were sexually aroused by her panties. Good thing for you, Grandma doesn't mind you being a little pervert and in fact she loves it! Grandma let's you watch her shower, and bake, and gives you used panties to sniff. You're Mom has always been a prude but, Grandma truly understands and that's why you're her favorite. Grandma says in exchange for taking care of you, that you are going to take care of her too. She wants you to serve her sexually. Licking, sucking, and kissing all of her private parts at her command. You do want your good boy rewards, it's a lot more than delicious cookies. This is a POV GILF Virtual Sex roleplay. In this film, you will train to be my sweetheart and be rewarded for good behavior.

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Rosie's Wild Wet Orgasm: Creaming Pussy video from PaintedRose

Rosie's Wild Wet Orgasm: Creaming Pussy No script, No roleplay.. just us - you and me. You're my audience and Its you fucking me into a frenzy. I rub and touch and have you lick me. Then some oil play followed with some dildo sucking and riding. Then some more finger play - ass and pussy and then dildo sucking when getting real close you can see close up my pussy starts to cream a stream of white cum and then a really long dripping wet orgasm with a moaning fun ending. Did you cum as hard as me?

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Aunties Birthday Gift: Strip,Suck,Fuck video from PaintedRose

Aunties Birthday Gift: Strip,Suck,Fuck Happy Birthday Nephew! I keep noticing you staring at Step-Aunties butt and now you have an erection and you're touching it! Come with me before Grandma sees you! Would you like my gift in this envelope or a surprise gift? Great choice! Auntie gives you a strip tease in a back bedroom away from the party and then begins to blow you. Auntie uses you now that you've grown up so nice. I love how hard you are. Don't cum yet! Auntie has you bend her over, fuck her missionary, her on top riding, and bent over Doggy again for the finale with a cum dripping out ending. POV Taboo Femdom Step-Aunt Virtual Sex roleplay fantasy. Thank you for this custom video!

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Sweet Taboo: Mom's Reward JOI video from PaintedRose

Sweet Taboo: Mom's Reward JOI Step-Mom is so proud of you and how good you are being and knows that you've been getting erections, especially when you see her dancing. Mom tells you that she is in the mood to dance and that it is ok if you take out your penis and stroke to her sensual moves. In fact, she orders you to take it out and start rubbing it because she likes it and is proud of you. You comply as Mom dances, teases, and touches herself while telling you how and when to cum. This is a Stepmom fantasy roleplay with femdom taboo JOI Jerk Off Instructions.

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Mommy Blows Big Cock W/ Son Watching video from PaintedRose

Mommy Blows Big Cock W/ Son Watching Custom Video - In this video, I go by, "Mommy Koreen". With my son watching, I blow my big cock friend while teasing my son until he gets hard and jerks for Mommy while telling him, "Good boys don't jerk their cocks for their Mothers" and so on... Facial & Oral Cumshot. It's a light son cucking blowjob scene. Cum For Mommy. Mother - Son Roleplay.

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Dinner Date: SOLE FOOD - JOI Cum CD video from PaintedRose

Dinner Date: SOLE FOOD - JOI Cum CD You're on a Dinner Date at this cute bed and breakfast and you confess to me that you love feet and that you want to take off my heels and tickle my soles until I giggle and jiggle for you. I am so curious, are you into feet, tickling, or...oh...you especially like my soles. I take off my heels and tease you. I love watching you get harder so I use my toe to unbutton your pants. You won't be tickling my feet today, but I will be making you wiggle...for room in your pants! I tease you until I decide to tell you to stroke for me NOW and then I countdown from 10...9...8.............Cum on 1. Thank you for this custom video.

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Cum For Teacher video from PaintedRose

Cum For Teacher The Sexy Teacher sends you to the Principle for your bad grades and inattentiveness in class. After a discussion, you reveal some special needs. Hot Teacher has you Hot and bothered! Your principle then jerks your cock so you can focus and take this test. You are sent back to class to be a rising pupil!

^$8.00 Add to Cart

Poolside Pantsed SPH: Swim Trunks video from PaintedRose

Poolside Pantsed SPH: Swim Trunks You're at the pool with Mom, her friends, and your sister. Your sister humiliated you by pantsing you in front of everyone. Now everyone know...that you have a tiny cock and balls. Mom discusses what happened and why you should be ashamed of your tiny one. She tells you that you should get use to women making fun of it! In fact, she wants to help you get use to being exposed with your tiny dick. Thank you for this custom video.

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Small Penis Humiliation - Rosie Loves You Anyway video from PaintedRose

Small Penis Humiliation - Rosie Loves You Anyway Stand in front of me and drop em... Is it even hard? Let me try and get you hard. Really? That's it! Sorry. Nope it's too small to fuck me. You'll have to remain a chronic masturbator with that little thing.

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Hands Off Cum Challenge JOI: Anal Stimulation video from PaintedRose

Hands Off Cum Challenge JOI: Anal Stimulation You said you'd do anything to please your mistress. Prove it. Do you want to see me wet, horny, turned on? Then do as I say my sweet submissive. See this tiny dildo buttplug? It's cute huh? I want you to ride a dick for me, with your asshole! I want to see you cum only from anal stimulation and my commands.. Agreed. Not this tiny dildo - this bigger one! Oooooooh you're really getting excited and so am I. I'd like to take my tits out for you but, only if you ride this much bigger 10 inch cock. That's it.. Hands off. Don't you dare touch that dick. Cum.

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The Birthday Massage: Therapist Rosie video from PaintedRose

The Birthday Massage: Therapist Rosie You arrive at your weekly massage therapy appointment and Rosie says that since it's your birthday you will receive the birthday package today. She gets right to work on the hard aching and swollen muscles. You poor sweet guy, you really needed me today because your so.. tense. Rosie's cleavage and sexy outfit are just too much and you can't help but get a huge erection which she bumps into purely by accident - no way - she pulls back the towel and let's you know she is happy to take on the challenge of rubbing this out. This hot cougar film includes, dirty talk, handjob, blowjob, teasing, seduction, doggy style, ass twerk, cowgirl variations and a dripping creampie finish! Thank you for this custom video!

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Step-Mom's Bully Cuck Cum Slave video from PaintedRose

Step-Mom's Bully Cuck Cum Slave You arrive home to find Step-Mom Fucking One of your bully friends - not just one but all of them. How could she? Ohhhh - maybe that's why they stopped picking on you. You're informed that she's been taking bully creampies for weeks and has come to resent you for it so much that she knows now that you deserve to be bullied and humiliated. Here is your loser lesson! Your other buddy is recording this big dick orgy for everyone to see when Step-Mom tells you how she's been making your girlfriend eat their creampies out of her pussy while Step-Dad fucks her tight pussy with no condom. We are getting impregnated tonight by bully cum while you watch us take load after load to the mouth, tits, and pussy while we verbally degrade you for the loser you are. Your girlfriend is my bitch and so are you now as I tell Step-Dad to spit in your butthole before he fucks it to break you in the easy way. Don't worry - he's not as big as your friends. Keep eating load after load of big bull dick drippy cum loads. Filthy endings are perfect for the ultimate humiliation - Fuck You Loser. Thank you for this custom film.

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Goddess Desires: Servant Cocks video from PaintedRose

Goddess Desires: Servant Cocks The Emperor has been away many weeks and the Goddess Empress has grown restless. She has requested her two favorite servants to assist with her most sultry desires in her private chambers. She orders you to bolt the doors as she does not want interrupted. She explains that you're both going to fuck all of her holes at the same time and then give her a facial cumbath. It is her desires and it will be done. Get naked for your Goddess with your beautiful stiff cocks ready for her every command. One rule.. Fuck her hard and deep in all holes and do not cum until she opens her pretty mouth wide for your thick white milky load. Thank you for this custom video! This film is a solo performed adult roleplay fantasy that is 2257 compliant. Please rate this video 5 stars and please leave a nice review. DM me to order your own Custom video. Please subscribe and follow for all behind the scenes and so much more! Thank you SO MUCH! Hugs and Smoochies, Rosie.

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Confessions: Cougar Mom Seduction video from PaintedRose

Confessions: Cougar Mom Seduction You're unable to hide your erection, that's ok young man, Mommy understands. Why no, it's perfectly normal...don't worry. In fact, You won't be my first or my last. This is what I do. I patiently nurture, teach, and use you for your youthful strong stiffness and stamina. Men my age just can't keep up and lack the eager and willing to please sweetness that I desire. Let me tell you some stories and then I will seduce you too. POV Cougar Cub Confessions. Thank you for this custom video!

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Morning Quickie before workout! video from PaintedRose

Morning Quickie before workout! I just couldn't start the day without rubbing one out LOL

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Forbidden Fingering: Seductive Secret video from PaintedRose

Forbidden Fingering: Seductive Secret The J Files. Rosie finds you in her room and you know you're not supposed to be there. Rosie tells you that she snuck off to masturbate after seeing you and needing to relieve herself. She starts seducing you to watch. She tells you that she knows you are hard for her and that you should touch yourself too. It's so wrong but she says she will never tell. Rosie plays with her pussy until it is super swollen, red, and ready to pulsate close up a hot, dripping, leg shaking, moaning orgasm with you. I hope nobody heard us. This naughty little secret is just the beginning.

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Smoke Chill Fuck: Leave Your Wife For Rosie video from PaintedRose

Smoke Chill Fuck: Leave Your Wife For Rosie You and Rosie are friends but, you're a married man. Your wife doesn't like to smoke, chill with you, or fuck. Tonight you're able to get away and you and Rose smoke together a bit and the seductively seduces you to getting you out of your pants and completely hard! You can't resist - she knew what she was doing and she gives you the bang of your life. Beginning with bending her over, missionary, blowjob, titjob, more missionary and cowgirl and a creampie dripping finish! Leave your wife? We can do this everyday! Thank you for this custom film!

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Cum In Your Pants: Degrading SPH JOI video from PaintedRose

Cum In Your Pants: Degrading SPH JOI You're here - I'm here and I'm all dressed down for sex but you are not worthy to fuck Goddess Pussy. You're not even adequate to jerk off for me so I have another way for you to please me. You will rub your little dickie through the outside of your clothing and if you make a few drops of cum, you will do it in your pants. That sticky, gross reminder of your humiliating situation is what you deserve for being a little pathetic jerkoff junkie. I'd rather touch myself and fantasize about big dicks degrading you than look at your shame. Gross. You're Welcome.

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Thong Try On: 20 Pairs video from PaintedRose

Thong Try On: 20 Pairs Here is a video I made trying on panties after receiving 20 new pairs of thongs in the mail from a fan friend. You may buy a pair of these for $35+10 Shipping in USA. +20 International. 8/1/22 Thank you!

^$4.00 Add to Cart

Breastfeeding Brothers: Mommy Milkers video from PaintedRose

Breastfeeding Brothers: Mommy Milkers Step-Mommy comes home for lunch from work to feed your brother and see you too. You watch as she cuddles and sweet talks your brother so sweet. She asks if you've had lunch and if you're hungry or thirsty and you tell her that you want breastmilk too. Step-Mommy thinks about it for a second and then smiles and lays you on her lap in football hold to feed. She tells you how hungry you were and what a big little boy you are and how much she loves you milking her tits while she milks your pee-pee. Thank you for this custom film.

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Gotta Go Pee! Caught Spying! video from PaintedRose

Gotta Go Pee! Caught Spying! Rosie goes out to the store and comes back after a big iced latte about to pee her shorts. She drops her stuff and runs to the bathroom! Barely making it to the restroom she pees for a while and then washes her hands when she finds your HIDDEN CAMERA! This is your warning and if it happens again, you're going to jail! Rosie strips down and takes a nap completely nude and then wakes up to really have to go! It's an emergency and she makes a run for it. While washing her hands, she sees that you set up your secret camera again! That's it! Jail for you!!

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Impregnating Mommy: Twisted Love video from PaintedRose

Impregnating Mommy: Twisted Love Step-Mommy asks if she can hang out with you because she is lonely tonight. She tells you that she loves being with you and there is a way to be even closer like when you use to breast-feed. She shares a secret with you about her Step-Daddy - he is also your Step-Daddy. She tells you how her first time was so loving and sweet and that's how she got the best gift she ever had - you Son. Mommy shares that she wants to do the same thing with you and get pregnant again. Step-Mommy touches you and sucks to see if she can taste sperm - precum and she says she is so proud of you as she guides you on top of her. Her big milky titties bounce back and forth as you thrust into Mommy's special spot. You cum inside and impregnate her and then she asks you to start suckling to bring in her milk. This is a fantasy-roleplay step-Mom fetish POV Impregnation dirty talk film! Thank you!

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Gay Play: First Tail Wanking video from PaintedRose

Gay Play: First Tail Wanking You stop in to visit neighbor Rosie and it's been a while and so you catch up a little. She's been noticing how you walk and talk and confides in you that her home is a fun house where good boys can explore their sexuality. She comes right out and asks if your knob gets stiff looking at boys or girls.. She asks if you'd like to have fun at the sissy playhouse with her and her friends. Rosie goes to get her friends and comes back fully naked. She explains that you can be her helper and learn how to please big wankers starting with spitting, stroking, and sucking on their penises. You're such a good helper as you play a game to learn to swallow gobs of guy goo - down the hatch! You're invited back for another fun day of gay play. Thank you for this custom film!

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Warm and Wet: Owning Mom's Holes video from PaintedRose

Warm and Wet: Owning Mom's Holes No class for you and Step-Mom makes sure you're being spoiled with a sweet dessert, fun games, and her warm wet fuck holes! It starts out with an accidental nipple slip and then a slip of the tongue - she notices your big DP and she wants to ride but she knows it's a fucked perversion and so she rubs her pussy thinking about you instead. Later on, you are face to face and she tries to smooth it over that it's no big deal that you saw her nipples - boners are just hormones... Her nipples are hard and her pussy is juicy as your huge erection pokes her tummy and she tells you she's going to put you out of your misery. Instead of just a handjob, she can't resist slobbering on your huge cock - Ya Mom is dick whipped for your your fat boner and you explode in her hungry mouth. She says this can't happen again but you know she's aching for more and so are you - you're going to get inside that Mommy Pussy. That evening you walk right in her bedroom and find her in lingerie, dancing and touching herself - perfect timing. It's over and she says that you own her holes now and to come and fuck her tight pussy! This film features - handjob, blowjob, tit fuck, bouncy boobs, cowgirl on top, doggy style with different angles, close up pussy fucking, squirting Rosie-Gasm, dripping creampie, and lots of really fucked up dirty talk. A Rosie Original. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

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Payday For Goddess video from PaintedRose

Payday For Goddess Your payday is Goddess's payday. You work so hard to be worthy of pleasing your perfect preincess on payday. My sweet voice entrances you, my curvaceous body entices you, my giant jugs tempts you, my perfect pink pussy seals the deal. You work for me and I am your payday princess. Simp, Serve, Send for your Goddess.

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The Cheating Sessions: Honorable Intentions video from PaintedRose

The Cheating Sessions: Honorable Intentions You begin seeing a professional because you love your wife and are worried about your fantasies of other women. You've really made positive improvement with being a loyal husband and this is your final test to pass. Are your honorable intentions enough or will you succumb to Rosie's ultimate test? This film features an aphrodesiac, sultry visions of seduction, and seemingly knowledgeable Rosie giving you a choice to make the right decision. Painted Rose Films and content is 2257 Compliant Fantasy Roleplay - Curvy Taboo Femdom MILF ROSIE! #MILF, #Femdom, #Goddess, #GentleFemdom, #Mistress, #PositiveFemdom, #Sensual, #FemDomme, #Tits #Ass #Pussy #Rosie #PaintedRose #StepMom #MILFRosie #Mommy #Taboo #Dommy, #MommyDomme #Mesmerize #Cheat #Cheating #MindFuck

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Christmas Eve's Naughty Girl Playtime video from PaintedRose

Christmas Eve's Naughty Girl Playtime Mrs. Claus is excited that you finally made the naughty girl list. She cums bringing you your first lingerie and sex toys. She gives you a little lesson and a lot of pleasure! Merry Christmas Sweet Girl. Feminization and Sissy Girl First Time Roleplay.

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Sensuality: Erotica and Wet Orgasms video from PaintedRose

Sensuality: Erotica and Wet Orgasms When you see her at work and she is dressed casual, do you ever wonder what she is wearing underneath? Garters with her hosiery? Sexy Bra and Panties? How does she act when she is alone and thinks nobody is looking? How does her body move? What does she sound like when she is moaning in ecstasy? My sexiest film yet with a wet pulsating orgasm squirt at the end!

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Mommys Fat Little Piggy - Feeding Time video from PaintedRose

Mommys Fat Little Piggy - Feeding Time Mommy must fatten you up and feed you a lot of delicious desserts. Let's rub some on Mommy's Nipples and...

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Pink Persuasion: Bait, Bed, Breed! video from PaintedRose

Pink Persuasion: Bait, Bed, Breed! You and I have become lovers and now that weve both tasted the forbidden fuck fruit, we know you'll never be able to stop. One thing we love is lots of cummy creampies and you have no problem keeping Step-Mommy full. This morning I woke up after being filled all night and took a pregnancy test because I am a little worried that we have not discussed contraception. Instead of discussing what we are going to do, it leads to us kissing and fucking again. After you creampie me, I go down and start cleaning your cock with my hungry Mommy mouth.. I can't believe you're hard again and so I get on top and ride it while telling you how amazing it would be if you got me pregnant. My big titties would get bigger, pussy engorged and wetter, stronger squirting orgasms and we can fuck everyday!With that you groan and thrust me harder giving me a thick, white creampie in my Mommy Breeding Cunt! At lunch you BAIT Mommy with your Big Dick - eating my pussy, fucking me bent over the counter, and filling my juicy Mommy Fuckhole with your stiff dick. We decide to go play outside later and you're hard again! What's a good Mommy to do? That's right, I beg my big dick Son to impregnate my Mommy pussy again! Just when I thought you were all the way drained, you prove me wrong banging my sweet 'slut for son slit' until you have your thick white jizz running down both of my legs! It's time for BED, BREED Me Son? Guess What, Daddy? This Rosie Original Film features 5 Visual creampies and 6 cums, multiple positions including blowjobs, doggy style 3 times, cowgirl, you on top missionary, underboob, dramatic storyline, forbidden fucking, worried about getting caught, lots of forbidden dirty talk. This film is a sequel to Blue Persuasion or a stand alone film! This is my best impregnation film to date! This film is a solo performed adult roleplay fantasy that is 2257 compliant. Please rate this video 5 stars and please leave a nice review. DM me to order your own Custom video. Please subscribe and follow for all behind the scenes and so much more! Thank you SO MUCH! Hugs and Smoochies, Rosie. Keywords: Step-mom, StepMom, Mom, Mommy, Mother, MommyDomme, Domme, Femdom, FemDomme, Blonde, Mature, Natural Tits, Fat Pussy. Phat Pussy, Thick, Juicy, Squirting, Squirt, Female Orgasm, Sex, Mommy Fetish, Romantic, Love, Drama, Story, Bundle, POV Sex, Horny, Insatiable, Depraved, Perverted, Kink, Suck, Fuck, Underboob, Curvy, Curves, Chubby, Big Lips, DSL, Rosie, MILF Rosie, Painted Rose, PaintedRose, Virtual Sex, Taboo Mom, Cougar, Femdom, Nurturing, Cum for Mommy, Good Boy, Mommys Good Boy, Blowjob, Doggy, Doggy Style, Anal, Ass, Missionary, Creampie, Cream Pie, Asshole, Lingerie, Sensual, Lover, Loving, Sweet, Seduction, Seductive, Sin, Sinful, , Facial, Cunt, Mommy Cunt, Fuckhole, Shaved, CumPlay, Spitplay, Cum, Come, Big, Tits, Titties, Tittys, Boobs, Boobies, Breasts, Nipples, Suck, Cock, Dick, Swallow, Mama, Momma, Moms, Cowgirl, On Top, From Behind, Caught, Panty, Panties, breed, breeding, bred, impregnate, pregnant, creampie.

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Rosie's Bedtime Stories - Ep. 02 video from PaintedRose

Rosie's Bedtime Stories - Ep. 02 Loosen Up! It starts in the morning - chilling and dancing in my bedroom. Later on putting on pantyhose and lingerie for a photoshoot. More dancing :) Then later putting on a dress and.. more sensual dancing, teasing, getting all turned on. Then I hit a couple puffs and say gosh I need to do my homework but... let's play first. I sensually rub, grind, and touch my pussy for you. Riding front and back, toys, fingering, spit play on tits, then a long sensual build to a delicious orgasm for you. Enjoy!

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Mom's MILF Bikini and Your Friends video from PaintedRose

Mom's MILF Bikini and Your Friends How could you forget, it's BEACH day! Step-mom comes in to find out why you're not ready and you're friends will be here any minute! C'mon you can change in front of me. What do you mean you don't like my bikini and it's too revealing? Don't worry about your friends looking, It's not like I'm going to blow them if they get little boners... Mommy is not a slut, I'm just curvy and I can't help it. I mean, if were there and my top slips off because it's a nude beach it is no big deal. I wonder if you will get a boner if I have you rub oil on my butt, I'm trying to work on my tan. Get changed son! Ok I'll look away while you change. Mom peeks to see if you have a chubby one. I continue to tease you about blowing you and your friends at this clothing optional beach until you...cum in your swim trunks. Oh I hear the doorbell, it must be your friends. Thank you for this custom video!

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Seamless Nude Hosiery and Heels JOI video from PaintedRose

Seamless Nude Hosiery and Heels JOI I get ready for our date and choose something that I know you like! When you arrive, I show you my outfit and when I see your arousal, I decide to undress down to the heels and hose while you watch. I start sensually touching all over and have orgasms from touching myself. Arched feet in heels. I love watching you get turned on, stiffer, and then lose complete control under my heel/hose JOI!

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Divorce Present: Cuck Son and Bully Cum video from PaintedRose

Divorce Present: Cuck Son and Bully Cum Mom is just home from divorce court. Your parents are both dating new people and they love you more than ever and are finding ways to spend time with you. Step-mom nurtures you best and knows you've been getting bullied at school and is taking steps to put an end to it and make sure you spend lots of time together. The dude in the locker room who use to bully you is Mom's new boyfriend. Mom tells you how she just couldn't resist the boy with the biggest dick in the locker room and inquires if the rumors are true that you are gay. You deny it right away but, Mom has plans for you to join her and her new boyfriend as her very special Cuck Son. The bully likes you too. He'd like you even more on your knees so Mom starts training you with dildo's how to suck a big dick. Now don't gag and if you do, you must keep going. You'll need to help out and serve and take your job as our cuckold very serious. Mom tells you he is cumming over tonight and that he already filled her pussy for you on her way home from divorce court. Mom has you eat it directly out of her pussy! Thank you for this POV Gentle Femdom Cuckold Video!

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Mom's Messy Balloons: Pin Pop Explosion video from PaintedRose

Mom's Messy Balloons: Pin Pop Explosion Step-mom walks in and sees the mess you made in her living room and starts popping the balloons to teach you a lesson about not making a mess. Just then you're sad and so she says she like playing and popping balloons but also wants to play with you. She takes out your cock and starts to rub and then suck it while taking breaks to pop balloons - to lessen the BLOW of being so mean. You like when she is mean, it's sexy. She starts riding you and popping them off. One by one. As you get more excited she stops riding you and has you cum on the balloon while she gives you a handjob. Then She pops the balloon and cum and confetti fly all over Mom's body and breasts. Look at this big mess to clean up!

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Personal Assistant - Sissy Fuck Toy video from PaintedRose

Personal Assistant - Sissy Fuck Toy You go to an interview for a personal assistant job and find out the pay is amazing, the boss is hot, the benefits are.. unheard of. You're open minded but the boss starts your training with a box of toys! She say's she will be giving you a girl name and you will only wear pink to work and call her mistress. Sissy crotchless panties, buttplug, ball gag, rope, and the boss's starter cock strap on. You're the boss's new fuck toy and you love it! Thank you!

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Sensual Heel Dangling In Hosiery video from PaintedRose

Sensual Heel Dangling In Hosiery In this sexy film, I walk in and walk around a bit clicking my heels before sitting down. I tease and tantalize you by touching my feet, legs, and body by starting off slow and taking you to an intense finish. I leave my heels on the whole time but the dress comes off in a slowly stripped off teasing with leg crossing, high heel dangling, and finally a moaning cum encouragement to give you a very happy ending. Thank You!

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