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Showing 241-300 of 659 Results

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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Satin Panty Try On: Sweet Smooth Silky Soft Panties video from PaintedRose

Satin Panty Try On: Sweet Smooth Silky Soft Panties I finally got more of these panties that I love so much. Wanna see me model then and tell you all about how good they feel? #Satin #Panty #Panties #FullBack #MILF #Curvy #Ass #Goddess #SpoilMe #Thong

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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.

^$13.00 Add to Cart

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.

^$13.00 Add to Cart

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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Keeping Secrets: Sneaking Sordid Sex video from PaintedRose

Keeping Secrets: Sneaking Sordid Sex a Rosie Original. All of this pent up sexual frustration was bound to lead to screaming, slippery orgasms between us Step-Son. An accidental peek and my desires for you were set on fire. I couldn't help but wanting your young, stiff stamina and you couldn't help getting those hard-ons for me. I've taken care of your Step-Dad with a huge chore list and I've also locked the door - by accident of course. Ooops. This film features a short and intense build up to a terrible taboo trist that includes, taboo temptation, dirty "I" talk, fantasy roleplay, POV dramatic story, blowjob x 2, doggy style with close-up, cowgirl her on top and missionary you on top with multiple views from front, side, and closeup, a dripping creampie and cumplay.

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Bathtime Babysitter: POV Washing, HJ, BJ video from PaintedRose

Bathtime Babysitter: POV Washing, HJ, BJ Rosie is your fun babysitter. Really FUN Babysitter. Really a bad babysitter...Rosie gets naked too since she doesn't want to get her clothes wet. She notices you looking at her soapy jiggly breasts and has you touch them. You're reluctant at first...but, Rosie knows how to make you relax. She tells you to move your hands so she can wash your penis. She says that you have a very nice penis and she likes it. It hurts when she is washing it, a new kind of pain and pressure so she gives you some kisses to make it feel better and then a blowjob with swallowing. She tells you this has to stay a secret and makes you promise not to tell. POV Cougar MILF video with use of small dildo.

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Happy Birthday Hubby: Cake and Nice Cream video from PaintedRose

Happy Birthday Hubby: Cake and Nice Cream It's your birthday hubby babe and were going out to eat. I put on a skirt and sexy top for my man with sexy lingerie underneath. I am already to go but you're standing there wanting a different kind of yummy dessert and you know I can't resist your stiffy! I slobber and slurp that hard dick and then you bend me over and pound my fat ass sweet cake while I take every stiff inch! Then I turn around and see you that look in your eyes as you take me deeper. Mmmm cumming on your cock and now it's your turn to give me some sweet cream deep inside. Drip! Thank you for this custom Film!

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Mom's New Bull and Cuck Son Training video from PaintedRose

Mom's New Bull and Cuck Son Training To participate along with this video as a cuck: You will need three filled condoms (Your cum or bull cum) and a dildo. My New bull is hung and dominant and he's left you something son, some gifts. Gifts of his cum in these condoms he filled up for you. It is a welcoming gift. Welcome to your new life as our cuckold. Smell Step-Mommy's feet and ass. I was used and destroyed by a big dick daddy all night. Put your face in my pussy and smell his dick. Smell how he destroyed Mom. You're gonna serve us starting by doing what Mom tells you to with these condoms. Training Day 1 starts now with Mom and tonight is training #2 when Mom's Bull comes to claim ownership.

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Swimsuit Shopping w/ Step-Mom SPH JOI video from PaintedRose

Swimsuit Shopping w/ Step-Mom SPH JOI After finding you that you have only a tiny dicklette, Mom takes you shopping for a new swimsuit. Obviously you can't wear trunks anymore. She talks extensively with the sales girl about your tiny little penis-clit. You are quite embarrassed as Mom picked out a tiny micro thong for you. You should be humiliated for even thinking you could impress the shop girl. You must face the fact that you will always have to jerk off to your Mommy or use your two fingers. You try humping Step-mom to prove you can do it but there isn't even a wet spot. What a disappointment.

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Giantess In Hosiery and Heels Finds You video from PaintedRose

Giantess In Hosiery and Heels Finds You Rosie is a very mean Giantess. That's why you are hiding. You love seeing her very large dominating body dressed in heels and hose and so you risk sneaking out to see her but, she spots you in the corner of her eye and begins to search for you. When she finds you finally, she kicks off her heels and threatens to squash you in between her sweaty toes. What a way to go right? Perhaps something more imaginative. So many ideas on how to finally dispose of your little pest self! My tits, mouth, ass, toes...What will Rosie choose? You'll have to find out for yourself. POV Giantess, Smother, Squash, Vore, Femdom.

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Dirty Panty Sniffer: Messy Wet Spots video from PaintedRose

Dirty Panty Sniffer: Messy Wet Spots Rosie gets home from a long day at work to find you playing with panties from her hamper and is mad and scolds you. You didn't have permission to jerk off with her delicates. She tells you that you're kinky and there is nothing wrong with it and confides that she is kinky too. She likes to seduce, tease, and masturbate in front of boys and loves knowing and seeing you get so turned on that you'll do anything to cum with her panties. You get stiffer and so she asks if you mind watching her do her after work stretches. Can you see my wet spot? Can you spell my pussy? She then gives you the panties she has on to sniff while she uses the panties she took from you to play with her pussy and soak up the juices. She has three orgasms and then gets up close and personal to have you jerk into the panties! Dirty Wet Spot! This is an interactive POV film with caught, feet, panty, MILF, and cougar fetishes combined. Thank you for this custom video!

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Step-Mom Strips To Take Care Of You video from PaintedRose

Step-Mom Strips To Take Care Of You It's just the two of you and Step-Mom takes care of everything so that you can get a great education and a safe, warm loving home. She works two jobs as a nurse and finally she has had enough of being treated like a piece of meat by her boss and quits! She knows you need new sports equipment and school fees are due so she gets a job stripping! You come home late just as she's taken off her jeans and your eyes lock - you want her, you love her, she's the only girl for you! You stand there hard with love lust and she gives in to her primal need to be the only woman to take care of you! As you confess your forbidden love - she says the young man she raised is the only one for her.. you begin fucking in all positions so heated and breathless. Step-Mom squirts pussy juice all over you as she cums and then tells you to fill her full of your cum! A Rosie Original !! POV Roleplay Step-Mom Taboo Fantasy.

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My Own Son 4K video from PaintedRose

My Own Son 4K Step-Mom tells you she just got dumped by her coward boyfriend via email and of course you're there for loving support like any good boy would be - you didn't like the creep around her anyway! Later on you hear her crying and then she walks out of her bathroom almost naked - Mom's curves and tits make you instantly hard as a rock! She runs away in tears and later apologizes for what you saw and you confess that any man that would dump her is an idiot because she's the best! The look in her eyes changes and she confesses her forbidden feelings and love-lust for you - her own Son. It's so fucked up - forbidden feelings and if we do this, there is no going back and it's you and Mommy forever! The lust consumes us as we make love and fuck - a Mother and Son that fit together perfectly.. back and forth with intense, wet orgasms! I'm all your's - and you're mine, my own Son. This film features a hot taboo love-lust build up with masturbation, dick sucking blowjob, bent over dick riding doggy-style, Mom on top cowgirl, nipple sucking, squirting Rosie-gasm, You on top giving Mommy a creampie pussy filling. A Rosie Original. This film is 2257 compliant and a solo performed roleplay fantasy. Ten minutes of behind the scenes clips and bloopers at the end!! Thank you!

^$15.00 Add to Cart

Slouchy Sock Snowday and Granny Panties video from PaintedRose

Slouchy Sock Snowday and Granny Panties Rosie is just relaxing after getting home. She strips down into her granny panties and some slouchy socks. She chills out and then goes down to the kitchen to play with pups and make coffee. Rosie takes the trash out and ooops the door gets jammed and she's locked outside in the snow! She's cold and shivering outside in...Grandma's Panties lol!!

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Classified Photos SPH Sissy Cuck Son JOI video from PaintedRose

Classified Photos SPH Sissy Cuck Son JOI Stepmom just walked in on you stroking to her pics, pics that you took of her in a sleezy motel room a few days ago. You thought you were meeting an escort but it was Mom and she needed the money. Mom says you don't have to put it away and keep stroking. She's glad that there are no more secrets, she is a sex worker and you are a micropenis pervert...who she loves...just as you are. Stepmom asks to see how the pics turned out, she loves them and then a pic pops of of your micropenis. She tells you that you can never get a girl with that but you can continue stroking for has as long as you eat what comes out. Mom has you watch her piss so you can then have it from a glass and lick her pussy and ass clean, don't mind there is still cum from my men in there. You'll learn to like the taste of cum. After all, you will be my cuckold sissy son or daughter depending on how much you like pink and the feeling of cock in your asspussy. Mom strips and opens her ass and pussy wide for you. Look at it gaping from being used and fucked! You can't fuck Mom with that little thing so you will have to stroke off with two fingers to the stories of what I'm going to have my Men do to you and how your going to clean their cum out of my pussy while taking loads in your soon to be stretched out ass. Mommy Loves You! Good job - now eat it! JOI CEI Sissy Cuckold Cuckson Femdom Piss pee MILF Mommy Fetish.

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Giantess: Squatters and The Squasher video from PaintedRose

Giantess: Squatters and The Squasher Goddess Giant Rosie is wasting time while her lover is out of town and roams her land seeking adventure and decides this tiny town squatting on her land has to go - they've gone too far with their roads, hospital, church, park, neighborhoods, and more. Rosie tells her man how she ruthlessly destroyed each building without care while the tinies screamed and begged. Rosie is very creative in her destruction of these little people and their town and enjoys every second because each tiny she destroys sexually charges and wets her pussy and everyone she eats makes her grow stronger. She draws her power from their suffering and screams and her panties get wetter. Rosie saves a bucket of littles for her man to use as an aphrodisiac. Thank you for this custom video.

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Mommy's Black PantyHose FootJob video from PaintedRose

Mommy's Black PantyHose FootJob Mommy has been missing some pantyhose and she suspects you. She has had to order some new ones and shows them to you when she gets home from work. She rubs and touches her legs in the soft, silky hosiery. No panties underneath. She sees you getting hard and now she knows! She teases you with how her body looks and feels so sexy in the panty hose while undressing right in front of you! She tells you to strip and take out your dick. You're in misery so she tells you the only way you are allowed to cum, is on her pantyhose. She teases you slowly with her thighjob, buttjob, calfjob, finally to a foot job to make you cum. Such a naughty Mommy and a very good boy. Custom Video.

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Alien Son's Mission To Impregnate Mom video from PaintedRose

Alien Son's Mission To Impregnate Mom Your wake Stepmom to tell her you were taken by supernatural beings and are now only half human and that your mission is to impregnate her - she gets upset and tells him to go back to bed and that it was a dream. She falls back to rest and when she wakes up she has this need to fuck your supernatural dick! She has an insatiable desire to fuck you step-son and take your taboo supernatural sperm and make her pregnant. The new human race will save the planet and are superhuman and immortal beings that are beautiful and highly sexual. Step-Mom teases, sucks, bends over, and finally takes you on top to empty your supernatural cum load in her fertile pussy and womb. Step-Mom can feel the heartbeat inside! You completed this mission. This is a Step-Mom, Science Fiction, POV roleplay film and I hope you love it. Thank you!

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Cell Phone Fuckery video from PaintedRose

Cell Phone Fuckery You go get your phone off the table and notice a video mom jokingly must have put on your phone to be funny. When you hit play - woah.. she confesses that she just saw you jerking off in the shower! She got horny watching you and wanted to thank you with a little present - a video of her close up masturbating to the thought of YOUR beautiful boner. She talks so filthy like you've never heard before and when she gets close, she is ooozing Mommy cum until she moans and squirts on your phone! Now what? A Rosie Original! This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

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AuntieRose Cums For A Visit! video from PaintedRose

AuntieRose Cums For A Visit! Your Step-Aunt Rosie Comes for a visit to bring you a new housewarming gift to you and your girlfriend. Your girlfriend is out of town, how convenient for AuntieRose. When she sees how grown up you are she gets real flirty. I mean, you gave her wine and you know how she gets with a little beverage. She already noticed your hard on when she bent over and doesn't see an issue because you tow are alone, horny, and adults. She tells you it's time for a proper blowjob! Then you ask her to sit on your face. 69 starts out sweet but gets when when Auntie squirts repeatedly all over your face and neck when you use your fingers on her g-spot! Then some reverse cowgirl creampie. Exhaustion and pizza time. In the morning you wake AuntieRose with an undercover pussy eating that gives her a wild orgasm! She rides your dick after you fuck her on her back and make her tits Jiggle. Not before she threatens to tell on you for being naughty! AuntieRose says "GET THAT DICK HARD AND IN MY THROAT"! Then you doggy style her HARD.You cum twice, on her ass and then on her asshole! AuntieRose asks to spend the night again!

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Sandy Swim Trunks: Bathtub Blowjob video from PaintedRose

Sandy Swim Trunks: Bathtub Blowjob Your God-Mommy is visiting and everyone goes to the beach and plays in the sand. You bump into each other in the hallway and ask to shower together and at first she says no but then says it's ok since you hurt your wrist at the beach and need help washing. You get your first erection and she panics and begins to suck it for you when you say it's hurting. Later on she says that she wasn't thinking and that she is sorry and tells you that it has to be a secret. You tell her that you're going to tell your Mom if she doesn't do it again and so she has an idea. She comes back wearing a hot sexy outfit and her nipples are poking out and so is your pee-pee. She teases until you beg her to suck it again because it hurts so bad. She tells you that if you decide to do something naughty that it's your idea now and that you will be the one getting in trouble if you tell. You beg her to suck it.. She sucks it sloppy and then tells you some bad words to say like c-u-m and p-u-s-s-y. Then she tells you about condoms and puts one on your pee-pee. She says if she's going to have sex with you that she wants to cum too! She begins riding you up and down saying naughty words to you and you cum so so hard and almost get caught!! This is a Taboo Roleplay fantasy Step-Mommy Step-Mom fetish, bikini, bathtub, swim trunks, first time forbidden Film. If you get this video and would like the 4K version, just message me for it as the file is too large for the clip site as it's a longer film.

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Thunderstorm Cuddles and Breastfeed video from PaintedRose

Thunderstorm Cuddles and Breastfeed Step-Mommy cuddles you during a thunderstorm which makes you feel less afraid. Mommy has special superpower that her private area gets hot and senses when you are in danger! Mommy breastfeeds you to help you relax and forget about the storm. Nurturing mommy continues to reassure your safety and how we are together. Custom Video.Top nudity only.

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Sweet Storytime and Snuggles video from PaintedRose

Sweet Storytime and Snuggles It's story time and Step-Mommy loves to being so sweet to her very good boy. Today is different because it's the first time that you notice Mommy's Big Boobs and feel a pee-pee tingle. During story time you touch yourself down there and when Mommy notices, you say that you really want to squeeze them! Mommy is surprised but she satisfies your curiosity while telling you why girls have big boobs. Step-Mommy check your privates and starts squeezing and rubbing and spitting on it. Next she starts taking out her big boobies and shows you her panties and .. he he! Her butthole !! Now your pee really got big and bouncy - this is so fun! Mommy teaches you to do sex and you make cummies for Mommy. This was the best storytime ever! Handjob, Doggy Style, and Missionary/Cowgirl simulated sex! A Rosie Original. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

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TeenyTinyToni: World Record BabyDick video from PaintedRose

TeenyTinyToni: World Record BabyDick Toni is my nephew from Switzerland also known as "TeeniTinyToni" He is a cute little Sissy who has been trained to jerk and stroke until he cums with Auntie just showing him the two finger/pinky sign with a cum countdown. Auntie tells the shop girl about the "Swiss Boy Wonder and his Little Dicklette. They pick him out a lace g string to wear and discuss the shoppers coming in to see little Toni jerk his tiny weenie. This is a POV, SPH, Sissy, Sissygasm, Cum Countdown Video. Thank you for this custom video.

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Giantess Tiny Town Carnage - Slave Vore video from PaintedRose

Giantess Tiny Town Carnage - Slave Vore Giantess Rosie is a mean Mistress and travels to tiny towns that are heavily populated to cause mass carnage and destruction and bring home slaves to serve and worship her. She's on the phone telling her girlfriend how much she missed on when these two slave brothers come in to make a request. The older brother wants to dedicate himself for his brothers release to freedom. Rosie decides to make them beg for their life and well...she's Rosie. She's mean and she enjoys it. Vore, Giantess, Re-enactment, storytime.

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Good Boy Touches It For Mommy video from PaintedRose

Good Boy Touches It For Mommy It's time to get ready for bed and have cuddle time and your Step-Mommy gives the sweetest hugs. Sometimes those hugs are so tight that you get a pee pee boner and for the first time - she noticed something was upsetting you and told you that it's ok because it happens to all boys. You were so scared that you'd get in trouble and Mommy explains why this happens and what to do about it. She tells you that we have to keep it a secret because it's private to masturbate - especially if you do it with Mommy. She says watching you makes her private place get all tingly too - do you want to see? Mommy makes her P-U-S-S-Y Cum for you and then she helps you make your first pee-pee cum for Mommy! A Rosie Original. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

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Dirty Good Boy Caught and Taught - First Time video from PaintedRose

Dirty Good Boy Caught and Taught - First Time Mom calls you up to discuss her missing panties and porn found on your PC. She is surprised but decides to let you smell the panties up close so you will stop taking her panties. She puts them up close in your face and shows your her shaved slit. She asks you if you'd like to taste it. Mom teases and shows you her ass and asshole too. Get your face in there dear...Next she wets your dick with her mouth and tells you to stick it in doggystyle! Her asshole in your face while she rides your dick from behind. She tells you Good boys don't cum too fast and to slooow down. Mom turns around and teaches you what a creampie is. Custom Video. Virtual Simulated Sex! Dildo slightly visible.Focus on POV Fuck and dirty talk!

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Teachers Worn Soles: Heels Fetish video from PaintedRose

Teachers Worn Soles: Heels Fetish Teacher Rosie has a class. Her student doesn't know that she knows how he adores her feet in heels and worn out soles on her sexy shoes! She teases him, accidentally touching his groin area while resting her shoes on his chair (not an accident) Poor guy makes a mess in his pants and Rosie loves her job and class. POV, Virtual shoes job, heel fetish, sole fetish, shoe sole.

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Mom's Pantyhose Orgasm: Cougar Bait video from PaintedRose

Mom's Pantyhose Orgasm: Cougar Bait Step-Mom returns from divorce court wearing her wedding shoes and seamed suntan pantyhose. It's final - that bum is out of our home Son and I promise there will be no more dudes here besides you! You'll have to start helping out with some things around here like helping Mom with personal chores such as making her pussy orgasm 5 times! Stepmom begins to undress and leaves on the heels and hosiery. She rubs and plays and squirts for you telling you that she's doing it for you and she wants you hard for her. These pantyhose are for you son - have a taste of the gousette. PS - these are Rosie's real wedding shoes that she really wore to divorce court with this exact outfit 4-2019 lol!! Thank you for this custom video! Taboo Step-Mommy MILF Cougar roleplay fantasy with squirting in seamed leggs suntan hosiery.

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Mom's Panty Boy Gets Fucked: Threesome video from PaintedRose

Mom's Panty Boy Gets Fucked: Threesome You've been getting Step-Mom's panties out of the hamper after you listen to her getting fucked by her boyfriend. You want Mom but you're turned on by her getting fucked by her boyfriend too! You accidentally put her panties back in the drawer instead of the hamper and she found out. When you arrive home it's a different scene going on - She's stroking and sucking her hung boyfriend and tells you that if you want to play with them you can wear the panties and stroke while watching. Next Mom asks if you want to fuck her tight, dripping pussy too and you're so turned on that you say you'll do anything. Mom tells you to suck her boyfriends dick to prove it and even better that your first cum with her will be a bonding experience for the three of you where her boyfriend fucks your tight ass while she jerks you onto her panties! If you do it, let the fuckfest begin with Mom's fuckhole next. What will you do? Bisexual Encouragement, Gay Handjob, StepMom, First time, Virgin Ass, Sissy Boy, Taboo POV Interactive Roleplay Scenario. Thank you for this custom video!

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Milfy Shorts - Take Them Off! video from PaintedRose

Milfy Shorts - Take Them Off! Step-Mom knows you must not like my shorts as you've been staring intensly at them all day. I guess I should take them off. You must be a good boy for step-Mommy and cum for my naked body and dirty talking MILF-Mommy mouth.

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A Foot Boy's Adventure In Butthole Land video from PaintedRose

A Foot Boy's Adventure In Butthole Land You're the very best footboy in all the land and for being so perfectly good at licking, sucking, and worshiping Step-Mom's feet, you get a reward today! Today Footboy gets to be Mommy's little butthole smeller and licker. First on your knees to be teased! Next sniff, lick through the thong pressed tightly upon my asshole. Mommy likes that. Put your tongue inside while I squeeze my juicy ass and pussy on your tongue and nose. Mommy says you're bad. VERY BAD! You forgot to use lubericant / lotion when rubbing her feet.. To redeem you need to give Mommy some sweet cream on her feet.. Now. Thank you for this custom film. This film is 2257 compliant and a solo performed roleplay fantasy.

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Horny Cougar Squirts In Brothers Face video from PaintedRose

Horny Cougar Squirts In Brothers Face Church Friend / Brother Roleplay POV with Up Close Squirting. I'm a widow but, I'm still a woman with naughty desires and carnal lust.. I know it's a sin but, I've been masturbating while thinking of you. You feel guilty for even getting turned on, it's a sin... I tease and tempt you with my body showing you how I masturbate while thinking of you. I pull my panties to the side and show you my wet, slick pussy. I then ask to see it, I've always wanted to see your dick. I suck you off and swallow like a pro. Then it's your turn to orally please me until I cum. Very close up squirting gushing orgasm with pulsating clit contractions. This is a lovely custom video. Roleplay, Church, Brother, POV Oral Sex, First Time, Taboo, Femdom.

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Teachers Buttcrack: Rosie Bends Over video from PaintedRose

Teachers Buttcrack: Rosie Bends Over Teacher Rosie Gives you your work and then walks around doing things, and grading papers, and she keeps dropping her pen and having to bend over! She asks, "Was my butthole showing" The first two times it wasn't...but the third time! For doing so well on your schoolwork, you get a kiss! POV, Ass Worship, Butthole, Teacher Fetish.

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Slut Mom For Bull Daddy Cock video from PaintedRose

Slut Mom For Bull Daddy Cock You arrive and want to take Cougar Rosie's Boudoir photos and she's a little shy at first and then she notices a stiff bulge and says looking at it is turning her into a slut for Daddy Bull Cock. Normally a confident and in charge woman, she desires you to dominate her with your strength and size. A juicy starving Blowjob, Anal play, Doggystyle Pussy Fuck, and Finally a combo missionary cowgirl cum inside finish! Thank you for this custom video - Daddy!

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Just A Kiss: A Mother's Confession video from PaintedRose

Just A Kiss: A Mother's Confession This is a one hour love-LUST story Rosie Original Film with sex in every scene leading to a slow burn finale. A Confessional. Step-Mom sees your swollen cock bulging from your towel and imagines how much she wants to suck it but tells you to go put some clothes on. When she walks in on you jerking off with her panties - what has started can not be undone - but you will. She becomes obsessed with thinking of how she's going to slowly take your innocence. She takes her favorite satin panties angrily from you - and tells you not to stop jerking off. She watches and rubs the panties on her tits. If you want Mommy's pussy, you got it.. as she stands over you naked ordering you to cum as she fingers her cunt. The restless nights from that moment intensify for the both of you until you're both awake in the middle of the night. She walks up and asks for, "Just A Kiss" and as she kisses you she reaches down and jerks you until you cum on her bare, shaved pussy while you finger her wet mommy fuck hole. The next day you wake up so late after your dick drain but your hard on is back as soon as you see Mom in her workout clothes. She makes you promise not to tell anyone - today is the day she's making a man out of you. It's just a kiss... This film features 3 blowjobs, handjob w/ cum squirt, Doggy Style, Cowgirl both ways, Missionary, Mom On Top, and a wet creampie ending as she looks into your eyes when she takes your innocence. This is a Rosie Original Film!

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Giantess Sex Slave Tiny Ticklers video from PaintedRose

Giantess Sex Slave Tiny Ticklers Rosie is a giantess Goddess requiring her tiny little boys or slaves to polish her shoes with their tongues, worship her, be obedient, and tickle, and stimulate her private parts. Rosie smashes a few tinies accidentally as she rubs them on her tits and clit. Some of them she steps on because they aren't trying hard enough to please her. Let's play a game: The favorite tiny (hardest worker) Doesn't get smashed. Rosie gets her orgasm and her little sex slaves get to play a game.

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Mom's Slow Burn: Lustfully Inlove video from PaintedRose

Mom's Slow Burn: Lustfully Inlove Mom is getting ready for her date which gets cancelled when the jerk breaks things off which makes her regret wasting her time that could have been spent with you on some liar cheat. You accidentally see her undressing, dancing in lingerie, and then touching her pussy in her bed and Mom apologizes that you accidentally saw this and tells you your feelings are natural and that she has them too and that is why she was playing with her pussy. Mom kisses you and the two of you can't deny that you are horny for each other and inlove. Step-Mom gives you a hot, sloppy blowjob - your first and sensually takes her thong off and rides your hot stiff dick from the back, cowgirl with underboob, more doggystyle, and then has you lick her pussy. She likes your tongue on her clit so much that she squirts and cums on your face and tells you to slide into the pussy you came out of and make a cummy mess in her Mommy Pussy. This film is a nice slow burn leading up to a long fuck scene with close ups, a real squirting orgasm, taboo dirty talk especially at the end, and a creampie finish. Thank you for getting this film. Hugs and Smoochies. - Rosie

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MommyDomme's Tease and Denial Edge Game video from PaintedRose

MommyDomme's Tease and Denial Edge Game This is an ultimate Tease and Denial game that can have a variation of endings and be played on repeat endlessly! All you need are some dice and your penis. If you don't have dice, just flip a coin. Heads are even, Tails are odd. You do have a penis? Oh a clit - yummy - just rub instead of stroke! The game is played in three parts. As you make it through each part, you will roll the dice to determine your Intermission length. It can be minute, hour, day, week, month - depending on your personal level of edging. We will use an honor system here for the no touching part. Three parts + Surprise Fate Finale! As I hold up each card and and you mimic my strokes, you determine your grip based on desire to NOT cum until the very end. Twists and turns around every corner. Then for The Finale, the dice roll determines if you get to cum hard or ruin your orgasm. If you happen to pre-ejaculate at any point - you lose the game and have to begin again after a wait. This is almost an hour long of edge games - Enjoy.. again and again and infinity!

^$15.00 Add to Cart

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