Missbehavin26 – Mom Plans Out Fantasy With Sons Friend HD 720p

MILF Taboo Mommy Roleplay Role Play Canadian

The first scene has a conversation scene only. You and Tyler are talking about a recent satisfying relationship. You tell Tyler about your satisfaction, it’s Tyler’s good-looking face, good figure, and big cock. But the thing you’re most satisfied with is that Tyler fills your fantasy, because when you were in high school, you wanted to have a popular and dominant boyfriend at a school like Tyler, but you couldn’t, and you said that now you were older and you were really satisfied to have a relationship with your fantasy boy. You said you were very lucky that your son Lewis had a friend like Tyler who didn’t have much in common. And since you told him about your fantasy, You asked him to tell his fantasy, too. You asked Tyler what’s most satisfying in the relationship, Tyler said that he was mainly turned on by the fact that you were Lewis’s mom and that he could have sex with his friend’s mom. You said it was too obvious to know, because when you and Tyler having sex he always wanted you to say many dirty talk containing Lewis and to remind him that he was having sex with “friend’s mother” or “Lewis’s mother,” and he was extremely excited every time you told him. Besides, Tyler wanted to have sex with you in Lewis’s room, so You and Tyler had sex in Lewis’s room several times. So You asked him if that was all, if all his sexual fantasies were filled. He said he had another his ultimate fantasy, but he said it was a secret. You asked him to tell you whatever it is, because you’ll help. He said his ultimate fantasy was let Lewis see you and him having sex. And He said he wanted to make you feel a real orgasm when Lewis watching. When you heard it, you didn’t understand at first. So you asked if Lewis was join in or if Lewis was just watching and pleasuring himself. He said he means Lewis standing there and pleasuring himself. And he want both peeping tom or actually there. You were surprised to hear him for a moment, but soon you tell him, Lewis was your son, so it was hard to do damage by showing his friend having sex with his mother. So you said it is not gonna happen. But you say fantasy is just a fantasy, and you say you don’t go around outside being slutty worshiping young boy’s cock. You said you respectable in public, but within these four walls you do what you want because you can. You say, it is purely fantasy, so maybe you and Tyler can reach compromise, maybe next time if the mood is right, you and Tyler won’t anything, you and Tyler can go into this fantasy of Tyler’s. You said whilst you and Tyler having sex, you and Tyler can cooperate the idea of having Lewis there, and you said you could act like Lewis was watching and you can say many dirty talk that Tyler wants. Tyler like your idea very much. The first scene end with a promise of another time.
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Missbehavin26 – Mom Starts an OF HD 720p

Mother / son Incest, Taboo, Roleplay, MILF, Family Fantasies, Mommy, Cougar, Mommas Boy, OLDER WOMAN / YOUNGER MAN, Role Play, Blonde, Canadian, Talking, Conversation

Scipt: You’re in your living room taking sexy selfies in various poses and positions, teasing and flashing, when your son enters the room. You have a conversation with him, but you don’t stop taking pics. “There you are honey, I need to ask you something. So I was talking to your sister the other day, and apparently that little slut got herself an OnlyFans! Now all the college boys are watching her take cocks all across the campus! But she’s making so much money, she’s already paid off her student loans! Can you believe that? That’s a ton of cash! And now that you’re off to college too, I thought, maybe I could help pay your tuition? Your sister might be a hot young , but I’m a total milf, right honey? I know I could get those boys paying to see me too! I mean, look at this ass ! I see your friends checking it out every time they come over! I also did some research and I noticed that taboo videos are super popular right now. It’s mostly brother sister stuff, but there’s also a lot of naughty mom son porn. So I thought I could lean into that, do sort of a slutty milf mommy thing! So from now on you can call me ‘MissBehavin’!” “But I’ve got one little problem… I don’t know any college boys! So I need you to do me a huge favour honey… I need you to do some advertising for me. I need you to tell all your friends about your milfy momslut and my OnlyFans! Not just your friends, but your classmates, the football team, maybe even your professors too! I know it’s a lot to ask, but I’ll totally make it worth your while! I’m only doing a bit of teasing and stripping right now, but soon I’ll start playing with my pussy too. Once I’m getting some subs, I’ll work up to my first hardcore scenes. If you can get me up too 100 subs, I’ll suck your cock for my first boy girl video! That’s right ! Mommy will give you an amazing blow job, and you can cum all over my face, or in my mouth if you want! But 100 subs aren’t going to be enough.” “If you can get me to 1,000 subs, I’ll let you fuck me! I’m serious! You can be the first one to fuck mommy’s tight pussy on camera! You can even cream pie me, fill your mother with all your hot cum! I bet tons of guys would pay to see some hot mom son inc est action! Only if you get me to 1,000 though. Then I’ll be able to pay all your tuition and school fees! But why stop there? Wouldn’t you like your own car and apartment too? So if you can get me all the way to 10,000 subs… I’ll let you and three of your mates do whatever you want! Use my mouth, fuck my pussy and my ass, D P me, cum wherever you want, totally just gang bang me! And I’ll do it live on stream for all 10,000 of my fans! So what do you say ? You will? Thank you so much, I knew I could count on you! Now go on, get to work! MissBehavin needs those subs!” While you are having this talk, you keep taking selfies and stripping down until you’re naked at the end.
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Missbehavin26 – Mommy’s Homework Reward HD 1080p

Mother / son Incest, Taboo, Roleplay, MILF, Family Fantasies, Mommy, Cougar, Mommas Boy, OLDER WOMAN / YOUNGER MAN, Role Play, Canadian, Single Mom

script: I’m in my bedroom doing homework. You come in holding a plate of cookies. You say the rest of the family is downstairs. You told them you had to come up to see if I’m doing my homework. They think your homework reward is a cookie. But your real reward is i* with your own mother. You love your good boy. You want to be a good mommy and make your son happy. YOU TWIRL AROUND, MODEL YOUR DRESS, AND EVEN LIFT UP YOUR SKIRT TO SHOW ME YOUR LEGS AND PANTIES. You got this dress just for your son. Because you know your son likes peaking underneath mommy’s skirt. Come on, son. Want to see under mommy’s skirt? Want to peak under mommy’s dress? Come on, son. Mommy’s legs are so nice. Mommy’s legs are the road to i*. Come on, son. BUT THEN YOU STOP. You say you this is my reward. And you can’t give it to me unless I did my homework. You’re an i* treat, but you’re STILL a good mother first and foremost. YOU PULL DOWN YOUR SKIRT AND SIT DOWN ON A DRESSER/CHAIR/EDGE OF THE BED. THEN YOU GIVE ME A LITTLE SEXY TEST. You ask if I did my math homework. Yes? That’s a good boy. YOU SPREAD YOUR LEGS A BIT. You ask if I did my english homework. That’s a good boy. YOU SPREAD YOUR LEGS A BIT. You ask if I did my history paper. You want your son to get good grades after all. YOU TEASE ME, ALMOST PULLING UP YOUR DRESS. Did I do my paper? Did your sweet, smart son do his paper? If he did. He gets to see his mother’s panties. That’s a good boy! That’s mommy’s good boy. NOW Mommy’s good boy gets a reward. YOU PULL UP YOUR DRESS AND SHOW ME YOUR PANTIES. YOU REALLY SPREAD YOUR LEGS AND LET ME SEE EVERYTHING. Look at this son. Your mother’s panties. This is the hole you came out of. I created you with my body. Look at your mommy’s pretty body, son. You want me to suck on your breasts. But now you want to tug on your boy’s big cock too. YOU PULL OUT YOUR BREASTS AND PLAY WITH THEM WHILE SPREADING YOUR LEGS SO I CAN SEE YOUR LEGS AND PANTIES. That’s it, boy. Suck on mommy’s breasts. That’s it. You want to be a good mommy. You love baking cookies for your boy. You love taking sucking your boy’s cock. You love feeding your boy dinner. You love it when your boy feeds you his hot cum. This is so wrong. Mommy and son. You feel the warm love of motherhood and the hot love of womanhood at the same time. What would everyone downstairs say if they knew this dirty mommy was fucking her good boy? What would they say if they knew this mommy was a cumslut for her own? YOU TAKE MY COCK OUT, AND START LOVINGLY LICKING MY SHAFT AND BALLS AND ASSHOLE IN BETWEEN, YOU SAY THE FOLLOWING: Mommy and son. Be good boy for mommy. Mommy’s licking her own son’s asshole. Mommy is a treat for her boy. Be a good boy and cum for mommy. I CUM IN YOUR MOUTH Feed mommy your sweet i*. Feed your slut mother your cum. That’s a good boy. That’s a good boy. Mommy loves you
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Missbehavin26 – 1st Night At Your Cougar Aunts HD 720p

Auntie / Nephew Incest, Taboo, Roleplay, Family Fantasies, MILF, Cougar, Older Woman / Younger Man, Role play, Aunt, Nylon Worship, Pantyhose, Canadian, JOI Games

Script: You are the Cougar Aunt. Your nephew comes to stay with you. My mother had told you in the past about my little obsession with her pantyhose and tights. About finding them with cum stains in them and such. You use that to seduce me. The first night there you come downstairs after dinner wearing a pair of plain black opaque tights as if they were your pajama bottoms with a cute night shirt without a bra. You play it off like no big deal but you notice me unable to look away from you in those tights. You LOVE the attention and knowing how much you are exciting me. You lay on the opposite end of the couch. You tease me by waving your feet and rubbing your legs together. Knowing how eager I must be to touch you. You act coy and ask if I would mind giving you a foot rub. You can tell how nervous I am and you love it. What starts with a innocent foot massage leads to us “misbehavin” Please let me see you masturbate with your tights on the whole time. Using your fingers over and under the tights. Maybe even use a vibrator if you like. I just want to make sure you get those tights nice and scented up to send me. Leave the tights on the whole time please. After letting me watch you masturbate you take a pair of your sheer pantyhose you wore to work that day and roll the leg up and slide it over my cock like a nylon condom. Use a small dildo. Then talk really dirty to me about how my mother told you how I like doing this with her worn pantyhose. How you have always wanted to watch a boy cum. You Stroke my cock through the nylons until I release all by building tension into your pantyhose. You tell me we are going to have a fun time together while I stay with you
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Missbehavin26 – Blackmailing me while my husbands in bed HD 720p

Blackmail Fantasy Blow Jobs Blowjob Close-Ups Role Play

You’ve been seeing someone behind your husband’s back. Just pictures and some sexting, but now they are blackmailing you for a blowjob.The first part of the scene is you leaving the blackmailer a message: “Hey, it’s me. I’m really not happy right now. You want to blackmail me to suck your dick?! I guess my telling you how much I love sucking dick and getting my face fucked went to your head. But you know what, I do love sucking dick, getting my mouth fucked, and taking hot ropes of cum all over my face. Bring that big dick of yours over here and let’s get this over with. I’ll suck your dick, let you fuck my mouth, and shoot your cum all over my face if it will shut you up.” Next part of the scene is your blackmailer arrives and you are still angry. You tell him, “Ok, let’s get this over with. Pull that dick out and let’s get down to business. You’re going to fuck my mouth until you are ready to cum, then you are going to shoot your load on my face.” You begin to get face fucked, hating it at first, then giving in and loving it. You begin moaning, talking with your mouth full about how you love sucking dick, slurping, gagging, giving a spectacular blowjob. During the blowjob he tells you to show him your tits and ass, you pull up your spots bray so your tits are out, and pull your yoga pants down so your ass can be seen while you suck dick. You keep giving an aggressive blowjob until he tells you he is about to cum. You pull away and tell him you want his ropes of hot cum on your face. “Cmon, give me that cum. I sucked your dick, now cum on my face.” He then covers your face in cum. You look up and tell him you’re happy to be done with this blackmail stuff, he can delete the pictures and texts now – with a sarcastic smile. He tells you that he already deleted them, and you smile relieved. He then tells you he snapped a pic of you sucking dick, so you’ll be busy again soon. You sigh and say, “Well, you know me, I just love sucking dick. Tell me where and when. Fine, I’ll also send you dirty pictures in my cheerleader uniform before you get home. Now go before my husband comes home.”
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Missbehavin26 – Mom and Son Mind Control – Milf Taboo HD 720p

Mother / son Incest, Taboo, Roleplay, MILF, Family Fantasies, Mommy, Cougar, Mommas Boy, OLDER WOMAN / YOUNGER MAN, Role Play, POV, Blonde, Amateur, Canadian, Solo Female, Mind Fuck

Scirpt: Mom Mind Control Mom (you) is sitting at the kitchen table in a bathrobe drinking her morning coffee and reading the news. I walk towards her and she smiles and says “good morning, sweetie.” She mentions how dad just left early this morning for his weekend business trip and how it will be just me and her for the whole weekend. She asks me to think of something fun to do while she goes and takes a shower. This is the chance I was waiting for. I had been perfecting a mind control technique in preparation for this weekend. When she comes out of the shower (still in her robe) she asks me if I found anything for them to do today. I say there is something that I want to try and ask her to lay down. She does. I ask her to close her eyes. Then I start gently massaging her temples for a minute while she drifts into unconsciousness. Then I gently tap her on her forehead and she is instantly awake. But now her mind is blank and completely submissive to me. I tell her to stand up in front of me. She does. I ask her go back into the bathroom and put on that leopard print bikini I love. She does. When she emerges she is modelling the bikini. I tell her to slowly strip naked while making comments about how horny and fertile she is today and how nothing would make her happier than being impregnated by me. When she is naked I ask her to give me a blowjob. She does. After a few minutes I ask her to lay down on the bed and spread her pussy as wide as it will open. She does. I slide my cock directly into her open pussy and start slowly fucking her. She comments how deep inside her I am and how she feels me reaching into her womb. She moves my hands from her hips onto her breasts while making comments about how full with milk they’ll be after we conceive. Suddenly I start going faster. She knows I’m about to cum. She tells me to shoot the thickest, most potent load I have ever shot directly into her womb. I do. After a moment she comments how she is certain I emptied my balls inside her. I slowly pull out, savoring the feeling of her pussy. I tell her to start masturbating and to push all my cum deeper inside her. She moans in pleasure as she complies. Another minute passes and I tell her she needs to keep my seed inside her all weekend. She promises she won’t let a single drop out of her. I tell her to put her robe back on and lie down again. I tap her on her forehead and her consciousness returns. She has no memory of anything that just happened. She says that she must have dozed off and that she suddenly feels very full (while massaging her uterus
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Missbehavin26 – Mother’s Christmas Gift HD 1080p

Mother / son Incest, Taboo, Roleplay, MILF, Family Fantasies, Mommy, Cougar, Mommas Boy, OLDER WOMAN / YOUNGER MAN, Role play, Blonde, POV, Amateur, Canadian, Virtual Sex

Script: Son from college visits mom for christmas and stays on her couch. Father is not brought up and assumed to be out of the picture. On christmas eve night mom and her son are having some whiskey and coke and she confronts him about pictures of her she found in his luggage. A lot of pictures from her younger years in sexy dresses or bikinis out at the lake. It’s obvious her son jacks off to pictures of his mom and has a huge crush on her. She tries not to embarrass him and let him know everything is okay. She knows you were always a good little mommys boy that enjoyed cuddling with mom on the couch laying in her arms with her big beautiful boobs in your face. It’s clear he has always thought she was beautiful. They have always been very close. She is secretly excited about this partly due to she being a little buzzed from the whiskey. She tells him she found the pictures earlier and that’s why she wore such a sexy outfit that night – she knew he would be checking her out and taking mental images to jack off to that night on her couch. Well because he’s always been such a good boy she has a special gift for him in her bedroom. She sends him to her bedroom and she secretly goes to change clothes. Cut scene to the bedroom. Son is on the bed and mom enters the room in lingerie (black satin robe?? lingerie underneath?) and proceeds to seduce him. Sex positions – mom rides on top followed by missionary – encourages him to cum in her pussy. preferred clothing (I’ll eventually look through your video previews for clothing ideas) First part of the scene I was thinking something like a sexy, tight fitting turtleneck sweater. When the scene goes to the bedroom she is wearing a black satin robe with lingerie underneath. Requests – most important part is the dirty talk. The phrase “fuck your mother” could not be said enough. Staring into the camera and saying it for 5 minutes would literally make me the happiest man ever however I realize that may not be fun for you! “fuck your mother” and any variant “fuck mommy” “Keep fucking your mother son” etc mommy loves you – you love your mother – you’re such good boy – mommy’s boy – darling – honey – baby Here’s a quick sample dialogue for the finale. Doesn’t have to be word for word but if it is or anything close I’ll be to the moon! Look into my eyes baby. Tell me you’re mommy’s boy. Tell me, say it. Tell me you love me. That’s it good boy. Mommy loves you too. fuck your mother. that’s it, mommy loves your cock in her sweet wet pussy. Keep fucking mommy. you ready son? fuck your mother hard and give mommy all your cum. Cum in mommy’s pussy. Cum for mommy, cum in your mother baby. Good boy
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Missbehavin26 – PART2 – Bullies Blackmail Mom HD 1080p

Role Play MILF Mother’s Day Taboo Orgy

Surprise! The reason the bullies knew who you were is because you are actually a teacher at your son’s and their school. The scene takes place in a classroom over 3 days and you’re in front of the class teaching behind your desk. On the first day you’re dressed professionally but not too conservative in a button up and tight skirt. About a week has passed since the blackmail incident. Your attitude about the whole thing has changed. Where you were angry and took charge at home during the incident, the guilt of what you had too do has now made you timid and scared after. You can visibly see the change in your attitude as you teach the class with very little confidence and a soft voice. As you continue your lesson your phone vibrates on your desk. You look down and see pictures of the incident! You’re shocked cause you didn’t know they were taking pictures that day. You look up from your desk and look at the 3 bullies sitting in the back of your class and at your son. The rest of students are whispering to each other wondering why you stopped with a scared look on your face. You continue to stutter through the lesson when you get another message on your phone. “Take off your shoes”. The worry on your face grows as you slowly remove your heels (camera shows feet). You try and power through the lesson because you want to get out of there before it gets worse. Another message pops up. “Unbutton your shirt”. You’re shocked you look up at them and shake your head. They send you another picture of the incident to remind you who is in charge. You have no choice, you continue teaching while unbuttoning the top 3 buttons of your shirt trying to be discrete about it. You act casual as if nothing out of the ordinary is happening. You teach for a little bit with your tits almost popping out of your shirt as you see the whole class whispering to one another, your son is shocked. You get one more message. “tomorrow you’re wearing a tight shirt showing cleavage and booty shorts, or else”. You look up at them and nod defeated. The bell mercifully rings and you cover up and run out of the door. Day 2. You show up in exactly what they told you too. You embarrassingly teach the class with huge cleavage and your ass hanging out of the bottom of your shorts you cant bare the idea of your son looking at you like this again. You think that this is all that you’ll have to do…until you hear your phone vibrate.”Take the bra off”. You can’t believe it, any move you make you lose your job. You look at them and nod sadly. You continue teaching trying your best to be discrete taking your bra off under your shirt. You finally get it off and throw it under the desk. Your tits are almost popping out as you continue to teach. You write a problem on the board and ask for a volunteer to solve it because you’re too flustered too continue. Several students raise their hands but the bully leader messages you saying “pick me”. You begrudgingly pick him. (Cam switches to his POV). He makes his way to the front and starts working on the problem. He drops something on the floor and whispers to you to pick it up. When you kneel down and look back up his cock is out! Your desk is covering you and his cock. You begin to argue with him whispering to him that you cant do this and you don’t want too. While you two are arguing back and forth he shoves it in your mouth. You’re gagging,coughing and tearing up. The class is starting to get restless and you say to the class with the cock in your mouth “just pay attention to board everyone!” as you gag don’t take the cock out when you speak. He cums in your mouth and it starts too dribble out of your mouth and onto your tits(Fake cum please). He zips up and tells you to get up without cleaning yourself before he makes his way back to his desk.(Switch to class POV) You hesitate and first then get up from behind the desk trying to act as if there isn’t cum all over your face tits and shirt. You casually pull your tits back into your shirt as you tell that class that the bully got the right answer and he did a good job. Last message for the day comes up “Tomorrow you’re gonna wear the shortest skirt you have, high heels and the smallest, tightest shirt, no bra”The bell then mercifully rings again and you run out as fast as you can humiliated. Day 3 You show up in coat that covers you up because you couldn’t walk around the school in what they told you to wear with your hair down. You begin to teach in the coat until you hear the phone vibrate “you have 5 seconds to take off the coat”. You look at them, then at your son. You are defeated and have no choice.. you remove the coat revealing the clothes they told you wear. The entire class gasps collectively and you smile and laugh out of sheer embarrassment and try and continue teaching. Every time you turn around your bare ass is on display for all 30 students in the class and your son, your stomach is showing and your nipples almost poP
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