Well, we did have a long flight.. The beach isn’t going anywhere. We should relax a little bit… I didn’t realize this place only had one bed. But I guess it won’t hurt you to share the bed with your step mom.. I know we didn’t have the best start, but let’s try to make the most of this vacation…
Tag: Sydney Paige
You tried to sneak back in the house, but your two moms were up waiting for you. “You’re two hours late,” they said. “You know you’re supposed to be back at 10 and it’s midnight. You could have at least called or texted, you know we worry about you.”
They rambled on about how good you had it and how you were lucky that they took good care of you. They had grown tired of you disrespecting them, and although they had tried various punishments, nothing was working. You were constantly out partying with your friends, which they didn’t mind, but they wanted you to take care of your responsibilities first. “We’re trying to teach you to be a man,” they told you, “and that means listening and taking care of the family around you.”
So, they had one last thing they were going to try and it was a last resort. “Every time you do this, you’re going to have to come home and pleasure us,” they said bluntly. “Every single time you’re late…and guess what, you’re two hours late.” They demanded for you to get naked. When you hesitated, they yanked down your pants for you.
“We bought those clothes for you,” they said, “so they’re ours. Take them off if you wanna keep living in this house – our house, our rules. It’s not like we’re going to get any enjoyment out of this.” They laid back on the bed, spread their legs, and had you worship and lick their beautiful, pink pussies. They then wrapped their hands and mouths around your cock to get it hard and had you fuck them.
“Oh no, you’re not going to cum, you’re going to make me cum!” Mom said. “If you wanna cum inside of me, you’re going to have to start listening to the rules.” So, after they both came, they sent you to your room with blue balls. And even though they said that they didn’t enjoy “punishing” you this way, you had a feeling that they liked it and were eager to do it again.
TABOO, MILF, VIRTUAL SEX, MOMMY DOMME, MOMMAS BOY, OLDER WOMAN / YOUNGER MAN
A very extreme family clip…not for the faint of heart! Now, if you’re ready to learn how to pleasure your step-mother, let’s continue…
“Welcome, young man, please stand over here,” Ms. Paige greeted you with a strict tone. “So, welcome to our boarding school, I hope your intake went well. Have you filled out all of your forms? Have you also picked up your books? Excellent.”
“This is a place where step-mothers send their young sons…” she began to explain, “so they can learn how to make them happy.” Because your step-mother gave birth to you, provided you with a home, kept you safe, happy, and healthy your entire life, it was time for you to reciprocate that love.
“In all of the ways you need to keep your step-mother happy, you, of course, need to be doing your chores,” she continued. “Be sure you’re doing your homework and bringing home good grades, do things without being asked.” This also meant not spending too much time playing video games or hanging out with friends.
Ms. Paige explained that step-mothers had emotional, mental, and physical needs. If Step-Mom was sad, you’d need to learn how to speak to her with empathy or with sympathy, given the situation. If she was angry, you’d need to be there for her.
She may have problems she needs to solve, or perhaps she just needs mental stimulation – you’d need to be able to step up and help her. “That’s what the academic program is for,” the instructor said. “But the reason you’re here, and what our most intensive training courses are for, are for her needs physically – her needs as a woman. In easier terms, it’s her sexual needs.”
Just like men, women got sexually frustrated, and if those needs weren’t taken care of, they could affect her mental state as well. “So, we will be learning how to satisfy your step-mother sexually,” Ms. Paige continued, “and I’ll be your tutor for this.” Not only would this training help with satisfying your step-mother, but as an added bonus, it would prepare you for any interactions with women in the future.
“Sex is typically back and forth, but in this school and at home, you’ll only be satisfying your step-mother,” she told you. “It’s only for her gratification. If you want to go jerk off later, that’s up to you, that’s cool, that’s whatever, but this class is for you to satisfy her.”
First, you’d start off by asking your step-mother if her needs were being met, how she was feeling physically, if she was feeling sexy. “She will communicate her needs to you,” Ms. Paige said, “she is a grown woman. Your step-mother knows how to communicate with you.”
Then you’d begin with some light, sensual foreplay. You’d caress your step-mother’s face, run your hands through her hair, nuzzle her neck and ears, then kiss her passionately. Ms. Paige would guide you through an intense training course on how to make your step-mother feel beautiful and appreciated, and most importantly, on how to satisfy her every need. And to help you get in the right mindset, you’d be referring to and pretending that Ms. Paige was your step-mother.
TABOO, OLDER WOMAN / YOUNGER MAN, MILF, VIRTUAL SEX, TEACHER FETISH, MOMMAS BOY
All family clips are required to have “step” in the descriptions.
It had been a long trip across the country to get to Grandma’s house. “I know we don’t usually stay here,” Step-Mom began to say, “but it’s cheaper than staying in a hotel. We have a lot to do with the family tomorrow since we don’t get to see them very often.”
So, as Step-Mom had said several times, that meant no staying up all night to play video games. “I will come in there and snatch that iPad right out of your hand,” she threatened, “and your Switch. Don’t test me…you ARE spending time with Grandma.”
With a reminder to shower and brush your teeth, she sent you off to another bedroom so she could go to rest. “I don’t remember it being this cold,” she shivered, wrapping the blanket tightly around her body. “Is it impolite to change someone’s thermostat?”
What she didn’t know was that the house was haunted. Unseen ghosts were flying by her as she laid in bed causing the temperature to drop in the room. In the middle of the night, her eyes jolted open as a spirit possessed her body. She quickly sat up with wide, blank eyes, then smiled.
“Nice…” the spirit said as he examined the blonde’s body he had just possessed. “This beats that fat fuck from last week! Check you out, girl. Oh, I’m going to have some fun with you.” He went to explore every inch of her – groping her perky tits and juicy ass, then masturbating inside of her gorgeous body.
“Wait a minute…” he stopped, “wasn’t she talking to someone? Who was she talking to earlier? Her step-son…I bet I can make this a lot more fun.” He rushed to get the blonde’s clothes back on, then hollered in a sugary, sweet voice for her step-son to come into the room. “Sweetheart, could you come in here, please?” he asked.
She had woken you up, and you entered the bedroom with tired, half-opened eyes. “Hey honey,” she began to say, “so you’ve been doing everything I told you to do, right? Well, I want to have some fun!” Wait…what? She was acting really weird, and what did she mean by “fun”?
“Come here…” she said seductively, then got up and wrapped her hand around your cock, “how does that feel? Has Step-Mommy ever grabbed your cock before? You like that? Oh, I bet you do.” You didn’t know what to do – was this really happening? She had never acted this way before.
“Look me in the eyes,” she smiled devilishly, but you knew it was wrong. After all, she was your step-mom. “You got hard…you know what that means, right?” Without hesitation, she wrapped her warm, wet mouth around your throbbing cock. You didn’t want to enjoy it, but it felt so good. “Do you like it when your step-mommy sucks your cock?”
“Take a look at these…” she slipped off her shirt to expose her tits, then threw her panties to the side. “Let’s fuck. Come here, little boy. That’s right, get that cock in me!” She grabbed your cock and forced it inside her tight, wet hole.
You thrusted in and out of her as she moaned wildly. “You’re going to make your step-mommy cum,” she said. “Harder! You wanna cum in me? You can’t stop now!” You fucked her until you both orgasmed. Just then, without your knowledge, the spirit left your step-mother’s body.
Her eyes widened in horror when she saw you on top of her completely naked. “Oh my god!” she freaked out and covered her bare body with the blanket. “Get out, get out, get out!”
TRANSFER FETISH, GENDER TRANSFORMATION, ALIENS & MONSTERS, TABOO, TRANSFORMATION FANTASIES, TRANSFORMATION FETISH
Hey sweetheart, I called you in here because I noticed that you were upset. Do you want to tell me what’s wrong, honey? You barely touched your food during dinner…and I even made pie – I know it’s your favorite. You barely had anything to say today…even yesterday you were quiet.
Do you want to talk to me about it? Step-Mommy’s always here for you no matter what – you know that, right? You know it’s just me and you against the world, sweetheart. So, come on, have a seat and talk to Step-Mommy. If you’re having a bad time at school, if your friends are being mean to you, if you’re having other problems…Step-Mommy is here for you. I want you to always know that and always remember it.
So, tell me…what’s been troubling you? School? Friends? Are you just not feeling well? Are you sick? All of those things? I mean, adolescence is tough – I know mine was, so I understand. What can I do for you, sweetie? Um…do you want to maybe play hooky from school tomorrow and go out and do some fun stuff? Would you like that? We can absolutely do that!
We can go out and eat junk food, go to the beach…you don’t have to do your chores today or tomorrow – you can just have fun and not worry. How’s that sound? There’s other things we can do, too. If you’re having problems at school, I can help you with your homework and talk to your teachers. If you’re having problems with your friends, I can navigate you through that. There’s also some emotional and physical things I can do for you, too, sweetheart.
Step-Mommy’s always here for a hug, as silly as that sounds. You are a growing boy, so there are other things that Step-Mommy can do for you that always make a growing boy feel good – do you know what those things are? No? Well, there are some things that can de-stress you, and you know Step-Mommy can be here for that. You can always find a safe space inside of Step-Mommy.
And not just “inside” of Step-Mommy, but…I know you have a computer in your room and a smart phone in your pocket…you know what I mean. Step-Mommy can do things for you to help you release and de-stress. So, besides skipping school and eating junk food and all that, how about I show you how there’s always a safe space in Step-Mommy for you.
I want you to see that there’s a nice, warm space in here for you…so, come on in. Step-Mommy’s always here for you, in any way that you need her. I love you.
TABOO, MOMMAS BOY, OLDER WOMAN / YOUNGER MAN, MILF, VIRTUAL SEX, POV
A truly disturbing, disgusting, & perverted video. NOT for the faint of heart – seriously!
Mommy and Auntie were thinking about cooking something and we’re thinking we might need your help. We want to make a big chocolate cake! You love chocolate cake, don’t you? All that chocolate icing – oh, that’s making me so hungry! You can help whisk it and everything, then lick the spoon – that’s my favorite part! We have those little pastry bags where you can write on it, too. We can put your name on it, top it with sprinkles, then pig out with some milk and cartoons! You wanna watch cartoons, right? We’ll have so much fun!
But see, we were thinking…and we’re kind of missing an ingredient. There’s a certain ingredient that goes into the batter that makes the perfect chocolate cake, but no store sells it, and since we’re girls, we can’t make this certain ingredient that we need for the cake mix. That’s why we need your help, honey – do you want to help us make this cake?
Yay, you’ll love helping us, and you’ll know you were the special ingredient for the cake. You are the love in the cake, so any time someone says they made a cake with love, you’ll know exactly what they mean. You can tell them that you made this cake with love. You know what the special ingredient is? It comes straight from you! And all you need to do is put it in Mommy and Auntie, then we’re going to take it out and put it in the batter for this awesome chocolate cake.
Do you know how cows make milk? When you squeeze their utters, the milk comes out, and it tastes so good. It’s the same thing. You’re going to be the cow, and you’re going to be giving us the milk we need. But there are certain things that we need to do in order to get your milk out.
Can we have your milk for this cake? It’s going to be awesome for all of us. You know you want that cake – cake is so yummy and chocolate’s your favorite! Why don’t I go ahead and start, honey, and if at any point you’re uncomfortable, you tell me and I’ll stop. Let’s start by taking off your jammies. You know that cows don’t wear clothes, so neither should you when we get that special ingredient out.
So, this is your utter, it’s kinda like a cow’s. You know, Mommy can make milk, too, but only at certain times. When you were younger, you used to suck on these – do you wanna suck on them again? I can’t wait to have some cake tonight!
TABOO, OLDER WOMAN / YOUNGER MAN, VIRTUAL SEX, MOMMAS BOY, MILF, POV
Warning: this is a perverted & disturbing clip!
Hey, come on in here – are you a friend of my son’s? I mean, obviously you have to be. Did you guys just get back from practice? He should have let me know, I would have put out snacks.
Are you the only one here? I love meeting my son’s friends, and you are so handsome! Did my son happen to mention anything about the friends he brings over? He just told you to come to my room? Well, I’ll tell you why he did that. You mind hanging out for a minute? I kinda have a little thing that I like to do.
You know how your mommy and daddy love each other? Care for each other? Well, I love and care about strapping, young men like you. So, when my son brings his friends over, I personally like to meet them. Do you mind if we get personally acquainted? No? Well, it is very, very nice to meet you. Is it very nice to meet me?
Oh, don’t be scared, honey, he won’t be back for a while. Would you like to know how I like to get personally acquainted? Well, with young, soft, little boys like you, I like to feel that youth. Now, why don’t we make this acquaintance a little more intimate and get those pants off of you. I prefer skin-to-skin contact. You’re going to be a good friend, I can tell.
MILF, TABOO, VIRTUAL SEX, OLDER WOMAN / YOUNGER MAN, POV, COUGAR
The saleswoman introduced you to their newest model, the Sydneybot 2000. “Isn’t she gorgeous?” she smiled. The fembot was made to look, feel, and sound human-like and was eager to serve you and your every need.
Mrs. Secret invited you to touch the doll’s realistic blonde hair and beautiful body. “She has blue eyes, long eyelashes, and look at the smile…” she went on to say. Her body was flawless. She had perky tits, a flawless figure, and soft skin.
“Did you want to see some of the functions?” she asked. “Sydneybot stand up.” With a “Yes, Mistress,” the fembot was obedient and did as she was told. The saleswomen showed off the fembot’s body from head to toe and from front to back.
Next, she proceeded to show off some of Sydneybot’s functions. With the command, the fembot sexily swayed her hips from side to side, then undressed. “See? These definitely look real,” Mrs. Secret groped the robot’s tits, “and she has a perfect vagina. You wouldn’t even be able to tell she’s a sexbot.”
Mrs. Secret continued to have the fembot do a sexy dance for you, then demonstrated her “dirty talk” function. “I would love to suck your cock,” Sydneybot said, “I would love to take every inch of you deep inside of me.” After that, she had the fembot masturbate, then commanded her to orgasm for you.
“We can have her call you whatever you want,” Mrs. Secret said, “right now we have her programmed to say Master.” As the saleswoman rambled on, the fembot’s head twitched to the side for a couple of seconds, but Mrs. Secret reassured you it was nothing but a min0r glitch.
She went on to have Sydneybot demonstrate one of her sexual functions, giving a blowjob, then had her get into doggystyle, missionary, and cowgirl sex positions. “So, like I had said, we have a sale going on,” Mrs. Secret said, “it’s 10% off if you…” She stopped to look over at the fembot who was glitching and twitching her head even more this time. “Would you like me to turn around, Mistress?” Sydneybot blurted out.
The saleswoman panicked and apologized to you, then tried to get the robot under control. “Yes, Master, I can absolutely get down and suck your cock,” Sydneybot replied without having been given a command. She proceeded to get down on her knees and bobbed her head up and down in front of you as if giving you a blowjob.
“This is so embarrassing,” Mrs. Secret said frantically. “This really doesn’t happen, she’s been doing fine.” The saleswoman commanded for her to stand up, then powered her off. After a few seconds, she powered her back on, and Sydneybot opened her eyes, moved up her head, and smiled. “What can I do for you, Mistress?” she smiled.
“There we go,” Mrs. Secret said cheerfully, “all she needed was a little reboot.” After a few test commands, everything seemed fine, but things were only about to get worse. As the saleswoman rambled on about the great savings you’d be getting by purchasing this fembot, Sydneybot began malfunctioning even worse.
“Would you like to put it in my ass, Master?” the fembot asked you, then turned around and got onto the bed with her butt up. “Yes, Master, I will dance – I will dance for you.” Her body stiffened, her movements become jagged, and her speech stuttered and stammered. Her body moved in every which way, sparks and smoke now shooting out from her body.
“Sys-tems overheating, over-heat-ing, mal-func-tion-ing,” she stuttered, “shut-ting down, shut-ting down.” The saleswoman tried to call for some tech support, but the fembot shut itself down, bending at the waist and closing its eyes. A huge blast of sparks shot out from her back followed by a huge puff of smoke.
“Oh wow, that’s never happened before,” Mrs. Secret said awkwardly. “I think this model may be done, I’m not sure…”
ROBOTS, FEMBOT, FEMALE TRAINING, REAL DOLL, WOMAN FOLLOWING ORDERS, SCI FI
“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
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