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Showing 181-240 of 600 Results

Mommy's Boy Gives Her A CreamPie video from PaintedRose

Mommy's Boy Gives Her A CreamPie Mom and Son Roleplay. You come to visit Mom after being gone and bring your bags to stay. I've missed you and don't want you to leave. I give you a hug and kiss because I missed you but it's a long kiss and it gets you hard. Then You talk and stat touching. Love making turns into a vigorous fuck. Mom has to have you in her mouth but after that you fuck her hard missionary and then from behind for several minutes. POV Virtual Sex with boobs, close up pussy, close up creampie dripping after.

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Step-Mommy's Pussy: Boy Cum Lube video from PaintedRose

Step-Mommy's Pussy: Boy Cum Lube Step-Mommy finds her panties in your room while making your bed and sees your journal describing your obsession with her pussy, tits, nipples, and how you get pain in your pee-pee when you see her cameltoe. She closed the journal right away but decides a curious boy like you should be taught the right way about pretty pussy power. Step-Mommy seduces you into a frenzy of ache and desire by verbally and physically seducing you with words and touching. She teaches you the female anatomy and all about what masturbation is and why we do it. She has you pull it out for visual stimulation for her swollen, juicy pussy. She has a 3 orgasms for you. Squirts on your penis, your dick, boy.. and then jerks you off with her pussy juice and then with a handful of her boy's cum, she uses it as lube to rub her pussy with taboo forbidden cum! It's always the first time with Step-Mommy.. Thank you for this custom film!

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Body Swap: Prude To Rude - FUCK Mom 2 video from PaintedRose

Body Swap: Prude To Rude - FUCK Mom 2 She's back, your dirty, sick minded girlfriend swapped with your prude Step-Mom's body again to have fun fucking you with her little cute feet, tight pussy and thick ass. You walk in and she's waiting - you immediately know by the look in her eye that it isn't your Mom but your skinny girlfriend wanting to play - she's also turned on by Mommy's body and loves fucking with her. She changes your name to fucking pervert throughout the film while taunting you for blowing your load to Mommy while talking about using your Mom's body like a dirty slut and ruining her prude reputation. This film features POV, body swap, transfer fetish, with Stepmom, feet, doggy, missionary, impregnation and lots of teasing. Thank you for this custom film!

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Step-Mommy Wife: It's Ok If We're Married video from PaintedRose

Step-Mommy Wife: It's Ok If We're Married Step-Mommy tells you that she is hoping divorce court goes ok tomorrow and after the movie her nipple slip, sweet talk, and curvy body gives you a boner and she sees it. She looks for a long time and tells you it's very natural and apologizes about her runaway boob. The next morning she finds your love note exclaiming that you are inlove with her and she tells you that she is still married and not free.. She says it would only be ok if she was married to you instead - she squirms in her seat and asks you to wish her good luck for divorce court. After court you celebrate with dinner and then she invites you to her bed where you propose, say vows, kiss, and make love for the first time with your Mommy-Wife!

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Curvy MILF Rosie: Just The Blowjob video from PaintedRose

Curvy MILF Rosie: Just The Blowjob You've missed my lips around you and I'm starving for your stiff cock. Just a blowjob. A hungry slurpy BJ! Of course you can cum in my warm, wet mouth!

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Mom's Forbidden Fuck Boy: Pretend Date video from PaintedRose

Mom's Forbidden Fuck Boy: Pretend Date You come to talk to Step-Mom and she's dressed different than normal and tells you she has a date. It's been a long year since the divorce and she's wanting to get back out there and she tells you she's been lonely since you got that new girlfriend. She says it's been so long since she's been on a date and she is nervous and hopes it's like riding a bike. You offer to teach her new dance moves since she is going to a club. She starts off really bad but gets better, so good in fact that you get a stiffy while pretending to be her date. She asks if you're still pretending when she starts blowing your dick - she can't believe how hot and hard you are and then takes you to her bed. This pretend date is the hottest you've ever been on! You get fucked cowgirl and reverse, spend extra time with doggy style and then turn over Mom to eat her - Mom uses fingers on her clit to orgasm from 'oral' and then fuck her wet pulsating pussy missionary creampie. You're gonna be too busy with Mom for that girlfriend.. Ready to go again? This is a first time POV Virtual sex roleplay fantasy Step-Mom fetish with a side of cheating, PAWG, and seduction. Thank you!

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Curvy MILF Rosie: Just The Blowjob. Foreskin video from PaintedRose

Curvy MILF Rosie: Just The Blowjob. Foreskin You've missed my lips around you and I'm starving for your stiff cock. Just a blowjob. A hungry slurpy BJ! Of course you can cum in my warm, wet mouth! Foreskin version! I love your foreskin!

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Pink: Auntie's Little Perv - Cum Control video from PaintedRose

Pink: Auntie's Little Perv - Cum Control Your Step-Aunt spots you at her strip club after her routine and confronts you about being there. You can't deny knowing she worked there or that you were touching yourself when she danced. She tells you it's fucked up and she doesn't want her sister to find out. You can't resist hoping and buy a VIP package for a chance to get a closer look. She tells you that you're lucky she's as much as a pervert as you and tells you the rules. You can only stroke when you don't see pussy, asshole, or nipples and so when she flashes them you have to stop touching. Edge with Aunties taboo cum control POV JOI. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

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Agent Ass Crack: Hot Property video from PaintedRose

Agent Ass Crack: Hot Property Your real estate agent Rosie just listed a home that might be the one you've been looking for. She shows you around and tells you about all of the specifications. This HOT property is on the market and it won't last long! It's large, beautiful, and ready for you to come inside and make your self comfortable. Rosie keeps dropping stuff with long and eventually completely nude long bend overs. Are you ready to make an offer? Thank you for this custom film! POV Ass DIsplay, ButtCrack Fetish, Unaware, ENF, and ass tease.

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Porn Addict Relapse: FinDomme Release video from PaintedRose

Porn Addict Relapse: FinDomme Release Well well well - You're back. You tried so hard to give up porn, porn-domme's, mistresses, goddesses, paying for pussy that you will never fuck, but here you are.. back again and an even bigger pathetic pig than ever. You're more desperate, edged, hopeless and begging to be allowed to cum. Welcome back loser - to the dark rabbit hole of your cock and wallet being owned by Rosie's paid pussy. You'll stoke, edge, goon to only me from here on out. I am in charge of all of you, especially your measly money maggot that your hand pussy is constantly wrapped around. This intro relapse session is just the beginning of you remaining Rosie's pussy free paypig porn addict. You'll do as I say or get completely cut off from your greedy Goddess. Assume the position - cash cock and wallet out. Now. Thank you for getting this video! Pig Fees to follow. Relapse Session Fee=$100, Doubled 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.

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Size Queen Rosie - Dildo Pussy Stretch video from PaintedRose

Size Queen Rosie - Dildo Pussy Stretch You are encouraging Rosie to take her panties down and fuck all of her big boy dildos while you play together. She teases you and tries out three big dildos sucking and fucking until she finds one and works up a g-spot orgasms. Next she fingers and plays while enjoying watching you play with her. She works up a huge orgasm and has you cum HARD with her. She leaves her glasses and heels on the whole time. Cum with me Babe.. No script or roleplay with lots of scenes - just the dirty stuff. Let's stretch this pussy.

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Birds and the Bees video from PaintedRose

Birds and the Bees You were peeking on Mom in the bathroom and she noticed. She calls you in to have a casual discussion about the Birds and the Bees. Mom talks to you about girls for a bit and natural feelings your body can have. She decides you need to know more about what girls body parts are for since you seem so very curious so when you don't understand, Mom decides to undress and show you up close the breast and areolas, outer and inner pussy lips, clitoris, urethra, and vagina. Wow what an education. Mom gets turned on touching herself fully naked for you and notices you're very hard upon inspecting that you're normal down there. In fact, she is pleasantly surprised by your size, girth, and eagerness. She decides it's natural for your first time to be with her and at least you get practice and she gets sex with a hung younger guy. Mom sucks you and has you fuck her Doggy style and she rides your dick from behind and then you bang her missionary an cum inside. Up Close POV creampie You may have gotten Mommy pregnant. She tells you repeatedly what a GOOD BOY you are. Custom Video.

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Dinner Guest VORE: Roasting a Juicy Boy video from PaintedRose

Dinner Guest VORE: Roasting a Juicy Boy You arrive for your special guest dinner invitation from your neighbor Rosie. She immediately starts serving you candy and hot cocoa. You start to feel tired and when you arouse, you notice you are in a pan on Rosie's stove and she is preparing you for a feast. She tells you how you are the special guest and main course. Rosie rubs you with butter and salt - because of the bubbly marinade - you won't feel a thing. Your nervousness causes an erection and Rosie isn't sure how she will fit you in the oven and so she assists in calming you down with a handjob while telling you how yummy you look. This is a POV Vore Cougar roleplay. Thank you for this custom video!

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Step-Mom's Bi Games: Sleepover Suck Off video from PaintedRose

Step-Mom's Bi Games: Sleepover Suck Off You and your best buddy are pulling an all nighter and you tell Step-Mom you are bored. She says when she was your age her friends and her played naughty pranks and games. She asks why you're not playing jerk off games with your penises and says that your buddy is obviously a little cock sucker and you guys should play a game called, "Who sucks it better?" She can tell neither of you has sucked or been sucked and so she offers to teach your buddy to suck your cock. Your hesitant but she says she will give you some motivation and shows you her tits. Do it for Step-Mommy? After She trains your buddy to suck with a live lesson on your dick, she has him do his best while she takes off her panties and puts them in your face to smell. Step-Mom spits on your cock while he sucks you off and starts jerking you into his mouth. Good Boys. Thank you for this custom video!

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Sissy's First Breeding video from PaintedRose

Sissy's First Breeding You are so very close and want to be just like your Step-Mommy-Domme and when she comes to you to tell you that you've been chosen to breed and carry a sissy daughter for her, you know you must do your best for Mommy. Dommy will be by your side every step of the way warming up your sissy pussy for Bull Daddy's taboo fertile seed and getting your womb ready to carry. You belong to Mommy and I am only sharing you with Daddy for the purpose of creating your new little sister. After Dommy pops your cherry, you are placed on all fours facing Mommy for the breeding with her firm but gentle guidance. This video contains feminization, breeding, sissygasm, clitty rub, breeding sissy pussy hole, Panty Sniffing, Bull Cock, Strap On, Dommy Dick. Thank you for this custom film. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you! Sissy Lover Gift of Devotion: DrippyClitty=$10, SissyGasm=$25, Slutty Pussy=$50, Dommy's Slut=$100! Appreciation: SweetSub=$100 SizzlingSub=$500 Super Duper Sub=$1000 TIP + Message to THANK ME for it. You're Welcome Darling.

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Homewrecking Cougar Neighbor Seduces You video from PaintedRose

Homewrecking Cougar Neighbor Seduces You Home wrecking Cougar Neighbor Seduces You: Rosie's divorce was just final! She's celebrating and wishing she had some big dick! Just then, her doorbell rings and it is her new neighbor who she convinces to have a quick beverage even though his wife and family are next door waiting. She pours him a glass and feels his big arms. She likes his muscles and accidentally spills her beverage on him. He removes his pants and underwear in the bathroom, she is secretly peeking and finds out he is HUGE. She gets his number before he leaves because she needs help with fixing a table and he fixes things. The next day, Rosie sees his wife leave with the fam for the weekend and Rosie calls neighbor to ask if he has time to fix her table. When he arrives she's dressed sexy and has sex toys on her bed...ooops she forgot to put them away. How convenient! She teases him that they are probably too naughty for him. She offers to pay him with sex for fixing the table, knowing how he's been looking at her feet, legs, tits, and ass. He gives in making her promise not to tell his wife. He says his wife won't do naughty things. They lick and suck eachother, he uses the vibe in her pussy and makes her cum with his tongue. He plays with, massages, and kisses her feet too. They suck and fuck and fuck some more. He cums in her pussy and mouth some and they keep at it! Then Rosie passionately blows him for 13 minutes at the end for a pov style blowjob and facial mouth cumshot! She's got him hooked and caught! Custom Video.

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Teachers Falling Pants: P-Ass or Fail video from PaintedRose

Teachers Falling Pants: P-Ass or Fail Miss. Flowers is at it again with the pants falling down! Today you are at her home office because it is the last day you can turn in a missing assignment to pass the class. You need to do a research project on leather and the only thing you can find is Miss. Flowers belt. She reluctantly gives up her belt but says that her button is broken and that she has lost some weight. It is no surprise that she can't keep her pants up without it. Gosh, it's so hard focusing on schoolwork when you are trying to count the flowers on your teachers panties. This is a POV ENF with Cougar, Pants Falling, Older woman / Younger Male. Thank you for this custom video!

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Bad Word: I Don't Tell, You Don't Tell video from PaintedRose

Bad Word: I Don't Tell, You Don't Tell You got in trouble at school today for saying a bad word, D-I-C-K and Step-Mommy is very unhappy about it but knows that you were not bad on purpose and you just have to learn to only do and say naughty things with her. Instead of getting in trouble, you give Mommy a kiss ON THE LIPS, and then she tells you that she meant her other lips.. her P-U-S-S-Y lips. Today you learn a few dirty words and a few dirty deeds like F-U-C-K-I-N-G all three of her holes. Throughout, we will practice dirty words and dirty S-E-X together. Cum For Mommy ending right after she cums while having you say the dirtiest of words to her. This film might be my best extreme Taboo Mommy-Fetish film to date. I had the best orgasm I've ever had and caught this dripping, squirting, leg shaking orgasm on film for you! POV and interactive. Small dildo used. THANK YOU!

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Rosie's Birthday Show 2024: Cupcakes and Cum Show video from PaintedRose

Rosie's Birthday Show 2024: Cupcakes and Cum Show Cupcakes and Cum Show: 28 feels great! You provided all the sweetness I needed to get all turned on for a nice cum show. For reals... thank you so much for coming and cumming and the love. We danced, played, laughed, flirted, got horny, edged to the naughty pervy wheel spins and then finally a squirt and cum finale! The presents and tips help me so much! (The last five minutes with the thank you's and good night kisses got cut out of the video via glitch) THANK YOU for making me feel so epcial on my cake day!!!

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Seamless Secretary: Seduction and Squirt video from PaintedRose

Seamless Secretary: Seduction and Squirt Your secretary comes in and it's not a surprise that she is wearing seamless nude hosiery. She rubs and glides her fingers up and down the soft, sheer, pantyhose while seductively enticing you. She has left an important file that you need at her home and so you stop by to pick it up where you find that she has already slipped into something more comfortable. Rosie asks you if you'd like to play with her rather than just watch. You give Rosie some nice eye candy as you intentionally do each stroke for her and then let go as Rosie squirts from her wet seamless orgasm! POV Wolford and heels seductive mutual masturbation JOI. Thank you for this custom video!

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Goddess Meat: Early Consumption video from PaintedRose

Goddess Meat: Early Consumption You've lived your life always know that your life was meant for servitude to Goddesses. Slaving for, Longing for, and finally providing nourishment with your body as your final contribution to the superior female body. You know your time has come and you just want to get it over with. You sought out a private Goddess rather than going to one of the meat plants to have a more personalized experience. Rosie is exactly what you need to supply you with a personal experience. She tells you that you're grade A quality and how she will enjoy preparing you. She notices that it turns you on to hear her talking about consuming you. Rosie gives you a final fuck and a painless, quick ending for your ultimate sacrifice of your body for her nourishment. Thank you for this custom film!

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Mom's Private Bachelor Party Seduction video from PaintedRose

Mom's Private Bachelor Party Seduction Your Fiancé says you can't have a bachelor's party but, your loving and jealous Mom has something to say about that and invites you over for a very special present - Her! Mom dances for you after telling you that your new girlfriend needs to learn her place. Mom's boy deserves head and free fucks daily. Mom shows you how her pussy is wetter and tighter than your slut future wife and shows you how much she loves you more than that bitch. Cum in Mom's pussy Son. Blowjob, Cowgirl, Girl On Top, Doggy Creampie. Taboo Mommy Roleplay Fantasy! Thank you!

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Mom Trains You - Sissy Slut Bride 4 Dad video from PaintedRose

Mom Trains You - Sissy Slut Bride 4 Dad Mommy notices panties gone from her drawers and that some have been put back with cum inside the cotton crotch. Mommy knows it was you. Wearing them and walking around hard and horny, leaking cum into Mommy's Panties. Mommy has decided that her and Dad will turn you into their daughter. As Mommy's daughter you get to shop, wear panties, perfume, and dress like a girl. As Daddy's daughter, you must marry him and then he will take your anal virginity. Mommy trains you on how to please Daddy with your mouth and butt. You are a very good girl.

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Mom's Blowjob Bargain: No Touching Son video from PaintedRose

Mom's Blowjob Bargain: No Touching Son The babysitter told your Mom that you've been touching it! Grandma and Auntie complained too and now Mommy has to have a talk with you. Oh don't worry Son, Mom isn't mad. Never ever and not at you but, I need to go to work so you have to stop touching it at the babysitter's house. Tell me Son, Is it hurting? You'd better show it to me so I can make sure you're ok. Son do you get more swollen and stiff when you look at Mommy's Titties? I think you're just h-o-r-n -y! It's an erection son - let me teach you how to masturbate. Oh you want Mommy to do it. With my mouth? Ok just this once but, you have to promise not to touch it in front of the babysitter. This is a Taboo, Mommy Fetish First Time Blowjob POV roleplay scenario with small dildo used.

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Taboo Teacher: All Boys School video from PaintedRose

Taboo Teacher: All Boys School Miss Flowers arrives today with her lunch in hand and a very proper skirt today. You are front of the class, afterall you ARE her favorite student. As Miss Flowers does her work, occasionally looking up to check on the class, you go off into vivid daydreams of naughty interactions with your favorite teacher. After class, Teacher asks you to stay behind to discuss something very important with a sweet smile. Miss Flowers has noticed you becoming aroused in her classroom and sweetly asks you to elaborate on what is causing this. You confide in her your secret and she then confides in you hers. She asks you why you think she likes working in an all boys school. In great detail, she informs you how much she loves teasing all the boys and then masturbating during her lunch break everyday. She asks you point blank if you'd like to see her wank her cunt for you...As long as you can keep in a secret, that is. You watch her strip for you, fuck a dildo and cum! She then tells you that you're going to make a mess in her mouth and she gives you your very first blowjob! This is a MILF POV older woman / younger male roleplay taboo fantasy. Thank you for this custom video!

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School Counselor: Upskirt Therapy video from PaintedRose

School Counselor: Upskirt Therapy The principle sends you to see the school counselor because you got caught looking up girls skirts! Rosie decides if you can behave at school, that once per week, you can do a therapy that includes upskirt views of her for a special immersion therapy. Your eyes can be a secret camera while she pretends to not see you. It's really hot this day and she ends up stripping off all of her clothes while tidying up her office space. Ooops. Thank you for this Custom Film with upskirt, voyeur, ass teasing, ignore, and seduction!

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Mommy's Panty JOI: White Cotton Bikini video from PaintedRose

Mommy's Panty JOI: White Cotton Bikini Step-Mom Asks you if you know why her favorite white panties were missing for so long and she immediately starts teasing you in them and tells you since you have a boner to start milking your pee-pee for her. Jerk it like a good boy to my ass while I tease your dick. Step-Mommy starts rubbing and moaning through her panties while talking dirty throughout - a few glimpses of pink but this is all about the cameltoe, teasing fingers inside and jerk off instructions as Mommy Moans and plays making her big boobs jiggle back and forth! Perhaps you'll cum 2-3 time during this dirty talk panty tease. Thank you for this Mommy Fetish, PAWG, Ass tease, panty, panties, cotton white panties, POV JOI.

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Guided Relaxation Session video from PaintedRose

Guided Relaxation Session Rosie is a practicing natural healer who helps with stress and you've been seeing her for a few sessions. When you leave the office after sessions, you have a hard time implementing the techniques once you're immersed back into your high stress lifestyle. Rosie says that while you are in her office, she is going to help you relax by any means necessary. She begins by saying that masturbation is the best way to release stress naturally but that since your always in control that she will use her special methods for a hands off approach. No touchy. Lay back, focus on your breathing, focus on my body and how I make you feel and forget all of your worries. We will probably need to increase the frequency of these guided relaxation sessions. Thank you for this custom video! (Can You Spot The Blooper?)

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Principle Humiliation SPH JOI video from PaintedRose

Principle Humiliation SPH JOI You're late - you are small anyway so I am going to tease you until you make that little tiny thing cum.

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Small Penis Punishment video from PaintedRose

Small Penis Punishment How dare you look at Step-Mommy's BIG butt in panties? Oh and you have a pee-pee boner? Is it hard? It isn't very big is it? I guess you need to be punished for that too.. Penis spankings will either make it bigger or smaller - which is it for you? Let's find out. Thank you for this custom video which is 2257 compliant and a solo performed roleplay fantasy.

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Cunt Fucking Step-Mommy In Tights video from PaintedRose

Cunt Fucking Step-Mommy In Tights You come in because you miss me, your sweet Step-Mommy in tights - pink seamless pantyhose that are soft and shiny. You love watching my legs and special curvy places move when wrapped in the sheer hosiery fabric. You long to touch and have my curvy legs wrapped around you. I tell you that you're naughty for looking at your Mother's body and getting an erection but that all good boys are horny for their Mothers and so we should play a game. You wantch Mommy play with her juicy pink cunt through the hosery to see how hard your penis gets. You do have such a nice penis, Son. Mommy likes it - Mommy likes it a lot. Will you do something sweet for Mother? Will you Cunt Fuck my Mommy Pussy? I rip a hole to let you.. back inside of my dirty "I" Mommy Cunt. This Custom made film is a solo performed adult roleplay fantasy that is 2257 compliant. Please rate this video 5 stars and please leave a nice review. DM me to order your own Custom video. Please subscribe and follow for all behind the scenes and so much more! Thank you SO MUCH! Hugs and Smoochies, Rosie. KeyWords: Step-mom, StepMom, Mom, Mommy, Mother, Blonde, Mature, Natural Tits, Fat Pussy. Phat Pussy, Thick, Juicy, Squirting, Squirt, Female Orgasm, Sex, Mommy Fetish, POV Sex, Horny, Insatiable, Depraved, Perverted, Kink, Suck, Fuck, 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, Asshole, Sensual, Loving, Sweet, Seduction, Seductive, Sin, Sinful, , Facial, Cunt, Mommy Cunt, Fuckhole, Shaved, CumPlay, Spitplay, Cum, Come, Big, Tits, Titties, Tittys, Boobs, Boobies, Breasts, Nipples, Mama, Momma, Moms, Panty, Pantyhose, hosiery, seamless, tights, JOI

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Little Swim Trunks: Mommy Peeks At It video from PaintedRose

Little Swim Trunks: Mommy Peeks At It Step-Mommy comes to see why you left the pool and is surprised that you took off your little swim trunks. You tell Mommy that your pee pee hurts and so she takes a peek. It's just an erection, you know son, a boner...? She tells you there are some games we can play to make it stop hurting. Mom sucks your penis (Dick, Cock) and then has you climb on. Then Mommy has you lay back so she can ride you. Small Dildo. POV. Virtual Sex. Taboo.

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Leave The Lights On 4K video from PaintedRose

Leave The Lights On 4K You and your big Step-Sister are headed back to the family home for a visit and it's been too long! You were so close and then she left for college and then so did you. It was hard because you were so close growing up and learning all about secrets in the dark. Step-Mom and Step-Dad didn't like the the lights on at night and you and big Step-sister always snuck in the same bed so she could keep you safe and you could keep her warm. One night, Step-Sis noticed your pee-pee sticking out, and asked why it does that. She asks to touch it and it gets even harder as your curious minds explored your bodies and giggled. Big Step-Sister and you learned about the birds and the bees together through night after night of love-lust and keeping warm and safe in the dark. After all these years, you both can't help but wonder if the other still remembers all the wild nights of passion learning about dirty taboo sex and the primal need to cum. You didn't know what you were doing, Right? "Leave The Lights On". A Rosie Original! This film features POV sex throughout with backstory scenes and a slow burn forbidden lust handjob, blowjobs, missionary, cowgirl, doggy-style, squirting, tit spray cum rub finale! This film is 2257 compliant and a solo performed roleplay fantasy. Please leave a 5 star review - it helps me so very much!! Thank you for supporting my pervy performing art!

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Filling In For Dad - No PJ's Allowed Filling In For Dad - No PJ's Allowed video from PaintedRose

Filling In For Dad - No PJ's Allowed Filling In For Dad - No PJ's Allowed Mom (Step-mom) tells you Dad will be gone for a week this time. This is cool because you get more time to spend with Mom 1 on 1. When you come to cuddle with Mom, she tells you that Dad doesn't wear clothing to bed and neither should you. Mom starts telling you about how Dad likes her butt and asks you if you like boobs or butts better. You're shocked at what Mom is asking, but you are very curious. Mom gives you special kisses and very special touches. She shows you her boobs and it gets hotter from there as she teaches you how to creampie her pussy while she rides your dick. Lot's of TABOO talk about "I". POV Virtual Sex. No Dildo shown.

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Party Favor: Caught in the Panty Drawer Party Favor: Caught in the Panty Drawer video from PaintedRose

Party Favor: Caught in the Panty Drawer Party Favor: Caught in the Panty Drawer It's your best friends birthday and you come to the party that his Mom is throwing. After a bit, you have to use the restroom and then you wander off and find his Mom's panty drawer. She catches you with her panties and threatens to tell your parents! No, not that, you're so sorry and tell her that you were just curious about a womans body and have questions about the birds and the bees and apologize. Ms. Flowers feels bad for yelling at you and offers to show you what a womans anatomy is about. She begins showing you and then ends up touching herself and licking her wet fingers. She knows she shouldn't touch your pee-pee but doesn't want to send you back to the party with this stiff painful erection so she sucks it but then decides she is horny and gets on top. She orgasms and squirts on your little penis while riding you which only makes you wetter and more horny and you cum inside! She says you should not have came in her - ooops. As she is dressing, you are warned not to tell about the secret lesson or she will tell about the panty drawer.

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Dinner And Dessert: Step-Mom's Sweet Pie video from PaintedRose

Dinner And Dessert: Step-Mom's Sweet Pie After Dinner, Step-Mom serves you some of her sweet pie and then you head to the living room to play a board game. After beating her fair and square with a 'dirty word' on a triple word score, she teases and tickles you. Grumpy old Step-Dad snores while you get cozy together and she jokes that he can't hear anything as she jiggles her boobs and ass for you - knowing very well that she gave you a stiffy. Enough of this she says and horny, sex deprived Step-Mommy gives you head, ass, and sweet creamy pussy pie. Thank you for this Custom Film!

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Claiming Step-Mom's Fertile Pussy video from PaintedRose

Claiming Step-Mom's Fertile Pussy Step-Mom finds out that her POS boyfriend has been being mean to you too and she kicks him out and is done and tells you that you're man of the house now and asks if you can help out with the man jobs around the house. After a special dinner, she tells you that she had stopped taking her birth control and is glad that she isn't pregnant by him and that you're all she needs. Later on, It's movie night in Step-Mom's bedroom and she puts on a 'grown-up' home made porno and tells you it's time for you to learn how to make her fertile pussy yours. She teaches you about how to turn her on, give her orgasms, and claim her fertile pussy when you cum for Step-Mommy and give her a yummy creampie. Taboo Step-Mom Impregnation. A Rosie Original!

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Mommy's Foot Slave Hypno / Mesmerize: Smell Feet video from PaintedRose

Mommy's Foot Slave Hypno / Mesmerize: Smell Feet You don't know why but when Step-Mom takes off her heels, you need to smell them. Mommy lovingly tells you to smell and take in the aroma of her feet. Breath in Breath Out. Let the smell mesmerize and relax you. Your eyes feel heavy, the stress is leaving you now. Keep breathing in the smell of Mom's cute, little feet. Very nurturing Mom knows this is what you need and crave. Breath In, Breath Out. and repeat. Deep breathing and relaxation.

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Son's First Time: Taboo Blowjob video from PaintedRose

Son's First Time: Taboo Blowjob Small dildo used for this video. Step-mom comes in to see if your room is done being cleaned and you still have not done it. Mom is disappointed and scolds you and you begin to cry. Mom wipes your tears and offers to help you clean your room and comforts you. You get an erection to Mom's surprise! She didn't realize you could get boners already. Mom explains and shows you how to masturbate. She shows you her tits, ass, and pussy and tells you it's normal to be turned on by a womans body - even your mom. Mom get's horny after helping you stroke and decides to teach you what grownups do and gives you your first blowjob. She's so proud of you for cumming in her mouth. You promise not to tell.. Gentle Femdom, POV, Virtual Sex and Blowjob / handjob video. Taboo small dildo.

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7 Days: Mom's Taboo Tease and Denial video from PaintedRose

7 Days: Mom's Taboo Tease and Denial You recently spent time with casts on your arms and Mom had to take care of you for the last three days. She was constantly teasing by changing behind the sheer curtain and occasionally stroking you to release some tension - not enough to cum. Now you got your Casts off! Wait - you don't want this to end. You've enjoyed this little game with Mom. When Mommy notices that you're sad, she has a plan and an idea on how to continue. She tells you that the only way she can continue to tease and touch you, is for you to wear a chastity cage and she will continue when and how your cock is allowed to be erect or cum. Shall we say 7 days of teasing and a surprise at the end? Deal. Thank you for this custom video!

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Mom's Sissy School Girl Edge Training video from PaintedRose

Mom's Sissy School Girl Edge Training MommyDomme is headmistress of your prep school and your Step-Mommy. She has found out that you were peeping in the girls school locker room and knows it's because you want to wear panties. Unfortunately, you still must receive the disciplinary action of summer school and you're lucky you 're not being expelled. MD comes up with a very special curriculum for you and you will need to be dressed in a full school girl uniform - complete with over the knee socks and white panties and bra/bralette. You're going to be edging while looking her MD panties three times a day for seven days in five 1 minute intervals. Don't worry - this will be so fun, a little game. You are teased and denied cumming until the 7th day and at that time, if you make it to the end without cumming - you must flip a coin to determine if you get to cum hard or ruin your orgasm. To play along you will need a coin. Optional vibe, optional chastity cage as needed, and optional school girl uniform and white panties with over the knee socks. Thank you for this custom film Wolfie-Pie Good Girl!

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Mommy's Good Boy Series Part - 2 video from PaintedRose

Mommy's Good Boy Series Part - 2 (Part 2) You come to me again with an erection. I tell you since you were such a good boy, I will show you my privates and let you stroke until you 'cum' on my pussy and tits! You're Mommy's Good Boy!

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Taboo Teacher: Better Than Recess video from PaintedRose

Taboo Teacher: Better Than Recess Your parents hired a tutor to come out and help you with math and social studies. Rosie is a busty MILF teacher and she's really cool and nice. She cares about your grades, helping you with your homework, and she makes sure you have fun. Maybe it's not so bad having a tutor. Rosie starts being a little inappropriate while asking you about your hobbies and what you like to do for fun. You both agree that recess is the best subject along with lunch but, Rosie says she has something even better than recess. Rosie touches you and you immediately get hard. She's surprised you have erections already. Rosie wants to see and begins to suck on your penis for a few minutes and then she tells you not to cum yet because she is going to sit on your dick and ride it. Rosie says she doesn't have a condom so you have to tell her when you're going to cum because she can't get it inside - she doesn't want to get pregnant. Rosie bounces on your penis and when you start to cum she pulls your cum out with a handjob that makes you shoot so much cum! Rosie is so proud of you and believes you learned a lot in today's study session. Rosie says we can do it again tomorrow but only if you finish your homework silly boy. Taboo Teacher Fetish, Small dildo, pov virtual handjob, blowjob, cowgirl dick ride. Thank you for this custom video.

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Fucked Up: Our Secret Desires video from PaintedRose

Fucked Up: Our Secret Desires Step-Mom gets home from work and is upset that you didn't clean up your mess and says she's going to teach you about responsibility and being a man. She notices you getting aroused when she scolds you and can feel the forbidden lust between the two of you. She's been wanting you and realizes now that you want her too. She asks if you want to know her fucked up secret desires.. She says she wants to fuck you and teach you how to be a real man. She tells you that your dick is hers and your innocence belongs to her too. Step-Mom is going to teach you about raw passionate fucking. I understand your fucked up desires my Step-Son - because I have them too.. Our Secret. A Rosie Original. Thank You!

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Primal Instinct: Sniff Mount Hump Breed Mommy video from PaintedRose

Primal Instinct: Sniff Mount Hump Breed Mommy The urges have been building inside of you as you become a young man and Step-Mommy has noticed your primal hunger starting to brew. She tells you that you're ready to be an alpha male and choose a mate and asks if you can smell her scent. Seductively she begins to teach you how to tap into your primitive desires to sniff, mount, hump, and breed. She knows how much you have been hungry for your own mother and she desires you to claim, take, and impregnate her breeding hole with a dripping creampie ending.

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Mommy's Good Boy Series Part - 3 video from PaintedRose

Mommy's Good Boy Series Part - 3 (Part 3) Once again, you come to me with an erection. Since you are such a good boy, Mommy will let you touch her body and she will teach you about blowjobs, doggystyle, and cumming in her pussy. Since you are so good for Mommy, you have graduated to a special new role. Mommy loves you so much. You are such a good boy.

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Taboo Mom Cancels Date: Son's First Cum video from PaintedRose

Taboo Mom Cancels Date: Son's First Cum Stepmom is making the bed and dancing while getting ready for her date tonight. She asks for your opinion on her outfit...which you like. You tell Mom that you're not feeling well and upon inspection, she decides to cancel the sitter and the date. She loves spending time with you anyway and you her. You ask her to pick the movie and she wonders why you aren't interested in the movie. She didn't realize her skirt was up and you can see everything. Mom is embarrassed but that leads to adult conversation. She asks if you have a little girlfriend yet. After revealing to Mom that you want her to be your girlfriend, she confesses the same. This leads into a sloppy and wet blowjob. Mom is surprised and delighted that you have a nice size penis and that you can get hard. She decides to teach you to fuck like the big boys. She rides your dick doggystyle and you give it to her really good. Lots of dirty talk about, "I" and Taboo fucking. Then you get on top of Mom and make her tits bounce and jiggle while fucking her! Mom begs you for a creampie and you are happy to explode for the first time in your own Mother's pussy. Taboo Stepmom roleplay fantasy, POV, Dildo shown for BJ and Cream pie.

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Sloppy Seconds: Creampie Loser Lube video from PaintedRose

Sloppy Seconds: Creampie Loser Lube Your wife comes home and isn't in the mood which has been the normal lately. She has a, "Headache" Your wife turns you down and confesses she's having an affair because you aren't able to please her. She said all of her holes were saturated with his cum tongiht. This turns you on and you want her to be happy so you tell her it's ok. She likes that you are so sensitive to her needs and offers to let you fuck her only with his cum as lube so that you can feel, smell, and taste a real man's cum. Gently humiliating, positive femdom, POV, Soon to be cuckolded husband. Thank you for this custom video.

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

Dommy's Degraded Sex Slave: Toilet Training Initiation! Step-Mommy walks in on you in the bathroom and catches a peek at your stiff cock on the toilet. Did you leave the door unlocked on purpose, Step-Son? I think yes and come over to begin jerking and blowing your cock. How dare you get a boner in Step-Mommy's bathroom. Step-Mommy will teach you a lesson with her hungry mouth - you'll do anything for more! Weak For Dommy! The next day - you do it again - leave the door open and Dommy walks in and grabs you by the cock and guides you to finish! What's this - still hard? Step-Mommy makes you kneel down and open your mouth for some spitplay spitting fun! Swallow it! Of course that made you premature ejaculate so you muct be punished and rewarded with face squirting for MommyDomme's Pleasure. You're Welcome! This Custom 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. FemDommy KeyWords: Rosie, Painted Rose, PaintedRose, Goddess, Mistress, Step-mom, StepMom, Step-Mom, Step-Mommy, Step-Mother, MommyDomme, Step-Mama, Momma, Step-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

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Mommy's Good Boy Series Part - 1 video from PaintedRose

Mommy's Good Boy Series Part - 1 (Part 1) You come to mom and tell her how you are hurting down there with a swelling. We decide it's your first erection and so I help you very sweetly by giving you your first encouraging handjob. You're such a GOOD BOY!

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Teachers Ass Tease: Pervert Cock Cage video from PaintedRose

Teachers Ass Tease: Pervert Cock Cage You've been perving on Ms. Flowers for a while and she's had it! She confiscates a cock cage chastity device from you early in the day. When she comes back from lunch she notices the cage is gone but the keys are in the box. You explain that playing truth or dare during lunch led to you being dared to break in my office put the cage on....Ms. Flowers decides it's time to tell your parents..no wait. She decides to tease you with her ass daily to teach you a lesson for popping boners in her class, staring at her butt, and being sexually disruptive at school. Ms. Rosie has all kinds of ideas on how to keep punishing you while she teases you with her ass. POV Femdom Ass Worship, Chastity device, punishment fantasy roleplay. Thank you for this custom video!custom video!

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Subby Servant For Life: No Other Bitches video from PaintedRose

Subby Servant For Life: No Other Bitches You arrive to your Femdomme session with Rosie and tell her you have a new girlfriend. You're acting like a sissy - a pathetic pussy whipped submissive and to that you will be treated with a regimen to take back control over you and your locked appendage.Your very twisted Mistress is not pleased about your behavior but decides on your treatment plan to mind fuck your helpless body. We will begin with some bondage, you're restrained and whipped enough to leave a nice red mark. You're teased and dominated on your knees with the last lingerie set you bought for Mistress. You serve your Mistress orally in between spankings for her pleasure. Your new girlfriend has locked you in a chastity cage but Mistress Rosie has methods and .. a plot twist. You belong to me sweet subby - for life. Rosie's Goddess Tribute: Submissive to Mistress=$10, Weak For Dommy=$25, Dripping in cage=$50, Edged To Agony=$75, Cum For Dommy Rose=$100! This film features sissification, mind fuck, MommyDomme, Femdom, submissive domination, orgasm control, chastity, keyholder, bondage, servitude, findom, and twisted fucked uo fuckery. Thank you for this collab Wolfie! 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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Packages: Horny Housewife Seduces Driver video from PaintedRose

Packages: Horny Housewife Seduces Driver Rosie is home alone, obviously has a ring on but continues to flirt with the package delivery driver daily. She orders lots of packages and always dresses in lingerie when he comes right on time. Today she invites you in for coffee... Is it sweet enough for you? I can sweeten the deal she says...with some no strings attached fun. She's noticed your bulging muscle...I mean muscles. She shows you her dildo and wants to show you what she does when she thinks of you at night...Then Rosie says she wants the real thing...and you. She blows you to warm you up and shows you her wet pussy and you go right in for a taste before giving her the D..A little missionary before Rosie climbs on taking control in the drivers...seat. She tells you to creampie her while bouncing her tits and pussy cowgirl on your willing and eager erection! Thank you for this custom video!

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What Is A Mommy Fetish - Explained video from PaintedRose

What Is A Mommy Fetish - Explained For two years I have been a fetish film creator and performer and the majority of my films have Mommy fetish as the predominant kink. As of now I have made over 600 Films and most of them are custom orders and Step-Mom role centered and through conversations with customers, reading scripts, and finding creative ways to turn a person's specific needs into a film that is personalized for them - I have learned a lot about humans and the need for a nurturing, leading, supportive role as "Mom". Being a Mother is nothing new to me as I have been a Mommy to my 5 little sisters and my own 5 offspring - raising little humans since I was one myself and then went into nursing as a profession for many years. I have always been a nurturer. This is what I know and a personal recount of my experience with the fetish side of the role as a kink.

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Shopping Spree Try On: Corsets and Dresses video from PaintedRose

Shopping Spree Try On: Corsets and Dresses Thank you for buying me a whole new wardrobe! I absolutely feel so sexy in all of these clothes. Several dresses and a bunch of corsets and panties modeled! Enjoy all this MILFY!

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Neighbors: Homewrecking Horny MILF video from PaintedRose

Neighbors: Homewrecking Horny MILF Rosie, your hot and horny next door neighbor loves to tease and make you hard. You don't even realize it's on purpose. You're trying to fuck your girlfriend but you can't get off to her and have to peep on your neighbor to get your cock hard and cum. One day, Rosie stops in after your girlfriend leaves to confront you about your peeping and tell you to fuck her. She teases you with her ass and tits up closer than ever before. Then she gets on top and rides you hard until she cums but you're still hard as a rock so she has you fuck her doggy until you creampie her ass. POV Virtual Sex, Dildo Shown for Doggystyle. Thanks for this custom video!

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Wet Vacation with Mom video from PaintedRose

Wet Vacation with Mom Step-Mom and Step-son are on vacation and visit the gardens and Mom sees you looking at her in a swimsuit. She changes the subject and invites you to dinner. Later on, back at the hotel, you talk about what a nice time it is and she asks you if you think dirty thoughts about her or if you masturbate to her. Finally, you admit that you do a lot and confess you can't help it. Mom says it's ok and she feels the same way. She lusts after your body and loves you. She says you should test out if it's true love by kissing her and so you're shy so she makes the move on you. Your hands begin to touch her tits in her revealing dress. She sucks your fingers and tells you with her eyes that she wants more than that in her mouth. You can feel her passion as she guides your hand to her body. Mom and you begin to make love passionately. She sucks your stiff dick a few times. There is some nice reverse cowgirl creampie after Mom is on top You finger her and she squirts - sprays you we with her cum. Mom sucks you off and then spits your cum into a condom...The love between you is real and beautiful. Your new passion is on fire.

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Allowance For Dommy-Puss video from PaintedRose

Allowance For Dommy-Puss Since the divorce, you're loaded with allowance while Step-Mom is working a lot and loves going out to let loose and flirt with men. They can look but no touchy she says as she looks at you with knowing eyes. Is it a coincidence that she's always half dressed or is she teasing you with her body? She says she's going out tonight and going to get lots of free drinks with her hot and too tight skirt! She says too bad you're not able to go with her and watch her dance and get men to give her attention.. unless are ready to learn how to get pretty girls to pay attention to you.. She asks if your wallet is full of $$ and offers you a little aphrodisiac to relax your mind but stiffen your cock. She says she will show you what she does for men at the club but that you have to pay for pussy because you're a 'nice guy'.. You're more than ready to empty your wallet for your curvy horny Mom's pussy. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you for this custom video! 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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Ruined: Mommy Fetish video from PaintedRose

Ruined: Mommy Fetish Sometimes you wonder what happened during your sexual development because you only get fully hard to Mommy Fetish Porn. It's been this way as long as you can remember - it had to start somewhere, didn't it? Let's go back, way back a little ways to a time from long ago when when your little cock thought you might enjoy fucking a girl that wasn't your Mommy. How dare you think of straying from the pussy that you came out of. What would you do if you uncovered a memory of being reprogrammed to only be able to get hard for your Mother. Would you want her even more? 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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Pantyhose Playtime: Voyeur Sensual MILF video from PaintedRose

Pantyhose Playtime: Voyeur Sensual MILF I don't see you watching me while I try on suntan control top / reinforced toe full pantyhose and check in the mirror. I sensually touch and rub my smooth legs. Then try on some heels. Accidental pussy upskirt views. I then rub my legs and body even more and get really turned on. I rub and touch under and over my pantyhose at one point exposing my shaved pussy. I rub myself into an orgasm and then go back to my hosiery admiration. Heels and pantyhose tryon spycam.

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