Your mom, scantily-clad in a butt plug, nipple clamps, and sheer robe, is traipsing around the house searching for her new 8 inch platform heels to show off on her secret nightly camshow. She can’t find them anywhere! She has a nagging little voice tell her to check your room and sure enough, her heels are at the foot of your bed….covered in a healthy load of your cum! Your mother realizes she’s been found out and you’ve not only discovered her naughty secret but…it turns out you’ve been spying on her and developing a fetish for taboo roleplay…with her. She sits at the foot of your bed trying to figure out what to say to you…and slowly realizes she finds you attractive and begins fantasizing about the relationship you two Could have…she begins rubbing her heels between her pussy lips, masturbating in a fevered state. She lies back on your bed dirty talking about all the filthy taboo things she wants to do to you, how she’d train you and how she’d let you use her holes. She tugs on her nipple clamps and fingers her pussy as her eyes cross and she pants in ecstasy, cumming hard all over your bedsheets. In the heat of the moment, she grabs her heels and licks your cum off and THIS is when you walk into your room with a hard-on, having been spying on her from the door crack. Though surprised, your mother is too horny to cover up, and she begins seducing you. “Mommy’s just having a bit of playtime…like you had earlier with Mommy’s shoes! you’ve been a very bad boy haven’t you sweetie? Don’t worry, it’s okay, Mommy’s been bad too.” She reassures you that you can take your dick out for her and she strokes you a bit before you throw her back on the bed with her ass in the air and begin slapping your dick on her wet pussy. She pleads with you to fuck her, but you can’t help teasing her and making her desperate for your cock. After all, it’s her fault you’ve been fantasizing about fucking her for forever and now she’s a eager lil slut on your bed and you love milking this moment for all it’s worth. You finally dive into her wet cunt and pound away as she moans and slaps the bed, her heels clicking in the air as you throb inside your mother’s tight lil hole. She screams and begs for your cum and tells you what a whore she’s gonna be for you until you thrust hard and nut deep inside of her. She smiles as she reaches back and licks your cum dripping from her pussy. “Now you gotta promise Mommy something…if you wanna keep playing like this, you’re gonna have to keep this a secret between us okay? No one gets to know. If you do that for me sweetie, I’ll let you cum inside Mommy’s butthole next….”

MILF, MOMMY ROLEPLAY, OLDER WOMAN YOUNGER MAN, ROLE PLAY, TABOO

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I’m really struggling to make ends meet since your Father left, and he hasn’t been sending money at all lately, so I’ve started my own business……I decided to go into online adult entertaining. You find this hard to believe? Look at my body, I mean….I still got it going on, and I’m doing well in Taboo Role Play. You wouldn’t believe how popular Step Mom and Step Son role play is, and we could really make a lot of money in this niche. Do I need to encourage you a little….? Maybe show off my tight body while talking about making porn with you, what you would need to do, maybe see if we are comfortable masturbating together? I want you to watch me play with my pussy while we see if you can get hard and play with yourself and cum in front of me. Impress me with your huge load!

MILF, ROLE PLAY, OLDER WOMAN YOUNGER MAN, MASTURBATION ENCOURAGEMENT, MOMMY ROLEPLAY

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I catch you jerking off when you are supposed to be getting ready to leave – your Dad is waiting in the car and if he finds out he will be furious. Luckily I am a very cool step mom and even though I am only giving you 5 minutes to jerk off, at least I am willing to give you some inspiration and instruction. I show off my curves, my breasts, my glorious pussy as I encourage you and tell you some stroking instructions, and then you get a cum countdown while I bend over doggy and spread my pussy, glittering butt plug in full view.

JOI, MILF, OLDER WOMAN YOUNGER MAN, ROLE PLAY, TABOO

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“Hey sweetheart, there’s something we need to talk about…” Mom began to say. While you two were out at the mall and Mom was trying on swimsuits for the summer, she could tell you were watching her. “You do know that those mirrors aren’t just in front of you,” she said, “there’s side mirrors, too. So, as you were sitting there, Mommy noticed that you could not peel your eyes away from her ass.”
Every time she came out of the dressing room, your eyes went straight down to her butt. “Don’t worry, you’re not in trouble,” she said sweetly. Although she had noticed you checking out other butts, you seemed really into hers. The smaller the bottoms got, the redder your checks got. “And don’t think I didn’t notice what happened down there,” Mom pointed at your cock.
“You’re so embarrassed,” she smiled, “it’s okay, every boy likes something. So, maybe your thing is just asses – you like ass. You see Mommy’s ass in this outfit she wore for you? We’re gonna try to get this out of your system so you don’t have to stare at her ass all the time.” She was going to show you everything. She’d shake her ass for you, then uncover it so you could have some fun. You’d be able to shove your nose into it to smell it, flick your tongue against it, then plunge your finger and tongue into her tight hole, and you could even put your hard, little dick in it.
You’d finally get to explore her ass – all of it, every inch. And once you got a smell and a taste, you’d be able to penetrate it. “It’s called anal,” she explained, “and lots of people enjoy it…but I think you would especially enjoy it.”

TABOO, MOMMAS BOY, VIRTUAL SEX, OLDER WOMAN / YOUNGER MAN, ASS FETISH, MILF

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Not only do you get to fuck your girlfriend’s mom, but she’ll watch as you fuck her daughter, too…
You had no idea why your girlfriend’s mom had called you two into her room. “I’ve noticed things are getting pretty serious,” she began to say, “and you’re starting to get more intimate, which is normal for your age…” She was finding used condoms in the trash, so you knew two had been having sex.
But she wasn’t trying to embarrass you or discipline for that. She wanted to make sure you were being safe and using condoms so that her daughter wouldn’t get pregnant, and more importantly, she wanted to make sure that you were fucking her “correctly.”
“Are you even doing it right?” Mrs. Valentina asked bluntly. “Do you guys need help? Good sex leads to a good relationship.” She didn’t want her daughter miserable and disappointed because you sucked at sex – you needed to keep her happy.
“I know, don’t complain,” Mrs. Valentina turned towards her mortified daughter. “Trust me, you’ll be thanking me at the end.” She promised that you guys wouldn’t regret it. Now, she knew you two probably did the “basic stuff” in bed, so she wanted to share a couple of tips that could help improve that.
“You’re going to experiment on me, then you’re going to practice on my daughter,” she told you. “I’ll show you how different that is and how much better it will be for the both of you.” Your girlfriend wasn’t thrilled – in fact, she thought it was weird. Her mom assured her that learning in person was way more beneficial than watching videos from a porn site.
“Both of you take your clothes off,” she instructed, then looked at you,” and you…you come here, I want you to do some foreplay on me.” She told you to start by sucking on her perky tits. “How about you use that tongue a little bit more?” she hinted.
As you experimented on Mrs. Valentina, she would give you tips on how to do better. Once she felt you had improved, she’d have you move over to her daughter to do the same thing. She watched as you groped, touched, and played with her daughter, making sure you had pleasured her properly and made her feel good.
She’d continue to teach you exactly how to make her daughter beg for your cock. “Now stick it in gently,” she told you, “you never want to go too hard too fast, that’s a big no-no. You can’t just run a marathon immediately.” Not only would you get to fuck your girlfriend’s mom, but you’d get to fuck her daughter right in front of her, too.

MILF, TABOO, OLDER WOMAN / YOUNGER MAN, VIRTUAL SEX, GFE, SEX ED

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A fun & perverted family experience…
“I can’t believe that you’re here, I’ve missed you so much!” Mom lovingly wrapped her arms around her sister. “Your hair’s gotten so long!” It had been years since the two sisters had seen one another, and they were overwhelmed and excited to be reunited.
They tried to catch up on what had happened over the past few years. “How is your son?” Ivy asked. “He’s probably gotten so big now, he’s gotta be so handsome and so grown up!” Mom was practically beating girls away with a stick. There was a new one at the door every day for her son – sometimes one girl right after the other.
“He got that from us,” Mom laughed. “Birth control saved our asses in high school!” Although she knew her son was a little Casanova, she made sure to teach him the importance of being safe during sex. “That way he can be a slut like we were,” she joked to her sister.
“Do you remember in high school when we’d compete on who get the guy first or who could make the guy cum first?” Ivy asked. “I am just as competitive. I miss competing with you, no one else can keep up with my competitive side. We should do it again for old time’s sake.”
“Well, you know, there is a man in the house right now,” Mom hinted. “I mean, it’s a little unconventional, but you were asking how your nephew was doing. You want to see how handsome he’s become?” Ivy’s eyes widened in surprise at the suggestion, but also in interest. “This makes it a little more challenging, which makes me want to do it even more!” she said cheerfully.
When Mom called you into the room, you had no idea what was about to happen. Mom and Aunt Ivy explained how competitive they used be and how they used to play these fun, naughty games. “The reason you are in here,” Mom continued, “is because we want to have another competition and you’re the only cock in the house.” They made it clear that they didn’t care if you were their son or their nephew – it was about who could win the game…who could make you cum first.
“So, we want you to drop your pants,” Mom said, “and we want to see which of us makes you cum first…”

TABOO, OLDER WOMAN / YOUNGER MAN, MILF, VIRTUAL SEX, MOMMAS BOY, POV

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Warning: this is an extreme taboo clip. It has been created for those interested in something more than your typical family video.
“Honey, I don’t want you leaving,” Mom whined. “Do you have to go to college out of state? You know you can stay here, there’s plenty of good jobs and colleges here in the city.”
She urged you to stay home where you wouldn’t have to leave your friends, your family…your mother. “I’m going to miss you so much,” she told you, a sadness in her voice. “I don’t want to be in the house all by myself, I want you to stay here. Do you know what I can do to make you stay? There has to be something.”
“You’re not going to like the girls at college…” Mom said confidently, “fuck those girls. None of them are going to be as good as me. There’s no one who’s going to take care of you as well as I have.” You were her best friend, her other half. She begged you not to leave her. It’d only make her depressed and lonely, and she couldn’t bear the thought of not having you around her.
She knew that, if you stayed, you’d be safe and happy and well-fed. You wouldn’t have to worry about rent or dorm rooms, you could stay at home for free and attend a community college. “I need you to stay here,” she said desperately, but it didn’t matter – you still needed to leave.
“Fine,” she sighed. “If you’re going to leave, can I at least hug you and kiss you one last time? Touch you? You know those girls are never going to be like your mom.” Your mother had raised you differently. She taught you that it was okay to show love to one another in various ways. Because of that, you two had formed a closer bond than most mom and sons. You’d cuddle and sleep together at night, and she’d take care of you whenever you were horny.
She pressed her soft lips against yours, then brushed her hand against your stiffened cock. “Do you want me to touch you down here?” she purred. “Yeah, you’re going to miss that. You know no other girl is going to know how to touch you so nice down here. I know you love it…”
“Why don’t you come here?” Mom motioned for you to come closer to her. “You know I love it when you suck on my tits.” After you circled your tongue against her perfect, perky tits, she wrapped her wet, warm mouth against your throbbing cock. “Come on, you know I need you…” her eyes were wide and desperate.
You penetrated her tight hole like you had so many times before. It felt amazing, it always had, and she loved when you filled her with your cum. “You know what I forgot, honey?” she looked up at you, her pussy filled with your seed. “I forgot to take my birth control…I’m going to get pregnant. You’re going to have to stay and raise this baby, you can’t leave me now.” Mom had planned for you to stay all along, and now, you’d be the father of her baby.

TABOO, MOMMAS BOY, IMPREGNATION FANTASY, OLDER WOMAN / YOUNGER MAN, VIRTUAL SEX, MILF

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Warning: this is an extreme taboo clip. It has been created for those interested in something more than your typical family video. It is highly disturbing & perverted.
“Hey, sweetie,” Mom said with a warm, cheerful voice, “are you and your friends having a good time at your sleepover?” She was thrilled to hear you three were having fun playing video games and eating snacks. She didn’t even mind if you boys stayed up late!
“I love it when you guys come over!” she smiled at your friends. When she noticed there had been a lull in your party, she had invited the three of you into her bedroom so you boys could play a game with her. “You wanna play a game with Mommy? You guys wanna play a game with me?” she asked.
Before the game started, she needed to ask you boys a few questions. “Have you guys ever touched yourselves…down there…” she pointed towards your pee-pee, “you know in this region? No?” Her eyes widened in disbelief.
She explained that in this game, you would be touching your little wee-wees, and as you did, they would begin to stiffen as the b1ood rushed down to it. Once you had stroked it long enough, white stuff would come out of it, and once that happened, it would feel really good – one of the best feelings in the entire world.
“Whoever makes the white stuff come out first wins,” Mom went on to say. “Doesn’t that sound like a really fun game? I’m gonna help you play this game – I’m going to be the referee, if you will. You’re going to pay attention to me…you’ll need something to look at.”
The instructions were simple. You wouldn’t look at each other, you’d focus solely on Mom. “So, go ahead and drop those cutey, little pajama bottoms,” she instructed. “Now that everyone’s out, you’re going to take your hand and put it on your little wee-wee. Here, put it on there just like that…”
Mom then taught you and your friends how to touch your wee-wees to get them hard. As she guided you, she began stripping down and teasing you with her beautiful, petite figure. It’d be the first time any of you boys saw a real woman’s body.
“See, this is the equivalent for girls,” Mom said, her fingers circling her clit, “we rub right here and you guys stroke like that. And when you’re older, you might even get to put that right in here…and that’s another amazing feeling for another day.”
Mom loved watching your young, innocent cocks throb for her. It turned her on to watch the three of you get off to her beautiful, matured body. There was no better feeling than corrupting such sweet boys.

TABOO, MOMMAS BOY, OLDER WOMAN / YOUNGER MAN, MILF, JOI GAMES, MASTURBATION ENCOURAGEMENT

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Mom needed help. She was stressed out between her recent divorce with Dad and the odd behavior her son had been displaying. He was usually happy, and although boys started getting moody at his age, this was different – it was as if he had completely changed personalities. Not only was he back-talking his mom, he wasn’t eating well, and his grades in school were suffering.
“I don’t know what’s wrong,” Mom sighed desperately to her sister. “I expected a phase, but this is not normal.” The two decided to call him in to talk to him – after all, Aunt Carmen was there to help out. “Hey honey, I wanna see you,” Auntie said sweetly after hearing him cuss out his mother.
“Hey honey, how have you been?” she asked him, but he had given her a nasty response, too. “You don’t have to be that rude, I’m your favorite aunt. What’s wrong with you?” They wanted to know if something was going on at school, if it was something about a girl, or if he was getting bullied by his classmates. “We promise not to tell anyone,” they said, concern in their eyes. “We just want to help, you can tell us anything.”
They tried bribing him with money and gifts for the information – they just wanted him to be healthy and happy. Was it a medical thing? Was it mental or physical? Was his anger directed towards something, or was he just stressed out and angry in general? “Okay, so we’re getting somewhere,” Mom said relieved once her son admitted to just being stressed and angry. “So, what causes guys to be stressed?”
The answer was obvious to Mom and Aunt Carmen. It wasn’t too long ago that her son and his girlfriend had split up. “Maybe that girl was doing all the work…” Mom whispered to her sister. “That’s why she broke up with him.” So, they decided that he needed to learn how to “take care” of himself – something he had never done before since his girlfriend took good care of him.
“That way you can relieve yourself and you’ll feel so much better,” Aunt Carmen told him, “then everyone else around you will feel so much better because you won’t be pissing them off.” To make things more comfortable, Auntie taught him how to properly jerk off. “Here, let me show you the right way to do it…”
It wasn’t long before he came from Auntie’s hand stroking his cock. Although he felt better, he was still sexually frustrated, so Mom took over to teach him some more techniques to pleasuring and relieving himself. He came from her hand, too.
It was obvious that he was pretty backed up, so Mom and Aunt Carmen went back and forth between one another pumping out as much cum as they could. They used their hands, mouths, and bodies to de-stress him and get him back to normal. After he had cum countless times, they decided they’d have to give him the daily chore of jerking off. They’d also take him to the sex store so he’d have some toys to use, too – anything to keep him happy, healthy, and balanced.

TABOO, MOMMAS BOY, OLDER WOMAN / YOUNGER MAN, VIRTUAL SEX, MILF, POV

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Mommy is missing you ever since you left for college. You finally come home to visit and I sit you down to talk. I’ve noticed all the girls on your social media and I want to have a serious sex talk with you. I don’t want you getting some random college slut knocked up. The conversation gets awkward and I decide I want you to show me how you are having sex. You refuse but I threaten to pull you out of school. You fuck me missionary and then I ride you until you cream pie me. You come back months later for a visit telling me that you got your girlfriend pregnant. I reveal to you that I am pregnant as well and I make you come back to live with me or otherwise I will tell everyone what you did to me.

TABOO, MOMMAS BOY, MOMMY DOMME, IMPREGNATION FANTASY, OLDER WOMAN / YOUNGER MAN, ALL NATURAL

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