Mom always had a hard time waking you up for school. “Sweetie?” she sighed as she looked at her watch. “Oh, he’s not going to wake up, I knew it.” The nightstand was covered in candy wrappers, which meant you had stayed up late again last night.
“Oh…” her eyes widened, “well, well, well…aren’t we blessed down there. Sweetie? You are completely out.” She saw the huge bulge in the blanket from your morning wood, and grew curious at how big your cock actually was underneath there. “I guess that’s a good thing – I can brag that my son has a huge cock…” she laughed to herself.
“Sweetie, it’s time to wake up…” Mom said again, her eyes shifting back to the bulge. Her hand slowly crept your cock and she gave it a quick touch. “Oh my god, what am I doing?” she smiled. “Well, I mean…I am your mom, I suppose I should do a thorough inspection and maybe make sure there’s nothing wrong with it…”
“Holy sh*t…yes!” she shouted excitedly, then hushed herself. She had removed the covers to find your cock exposed, and she was thrilled to see how big it was. Since you weren’t waking up, she started to slowly stroke it, which made it bigger, then couldn’t resist the temptation to put it into her mouth.
Her pussy was soaked from playing with you, so she stripped down and got on top of you. She bounced up and down on your cock, going fast and harder the hornier she got until she was moaning wildly in pleasure. And that’s what finally woke you up. “Oh sweetie, hey…Mommy was just…um…you mentioned that itching last week, and I thought it had traveled throughout your body…” she panicked making something up.
Of course you noticed she was naked, so she quickly found a silly excuse for that, too. “Oh, I don’t have anything on my body…and uh…you shouldn’t have eaten so many candy. Oh, that?” you asked about the white stuff on your cock. “That’s just some cream I put on it just in case you were having any symptoms of anything…”
She gathered her clothes in a hurry and told you to take a shower. “Time to wake up, chop, chop, breakfast time!”

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

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Warning: this is an extreme taboo clip…
Every morning after Dad left for work, Mommy would come into your bedroom. “Good morning,” she’d smile. “Wakey, wakey, sweetie, how are you? Look at you…so tired, I know it’s so early. You know how Mommy loves coming in and waking you up.”
She’d lie beside you, her hand softly brushing up against your no-no spot, and ask, “Did you have good dreams last night?” Her voice was sweet and soft, and she was always so gentle with you. “Who’s Mommy’s favorite little boy? You are. You wanna wake up with Mommy like you did last time?” she smiled. “Daddy’s not here, so we can have our special alone time that we like to have.”
You were so young…so pure, so naive…you had no idea that Mommy was taking advantage of you. “Don’t be shy, sweetie, you can trust Mommy,” she said reassuringly. “Why don’t you let me rub you a little bit. Don’t you worry…I can touch there. I know you don’t like your no-no spot touched, but you know Mommy knows how to make it feel good. See, Mommy likes it when it moves. It feels funny, doesn’t it? That’s perfectly normal. If it moves, that means you’re having fun.”
To make you feel even more comfortable with what she was doing, Mommy slipped off her pretty lingerie and showed off her body. “You remember what we call these, right? These are Mommy’s breasts. It’s okay to look, it’s okay to touch. You remember last time it made your little pee-pee jump, didn’t it?” she said warmly. She began to rub her no-no spot to show you it was okay, then asked you to do the special thing she taught you just the day before.
“I’ll lie down and you lie down right on top of Mommy – just make sure you get right between my legs…” she told you. “Just make sure you put it in the right hole, remember? See, that feels good, doesn’t it?” She taught you how to move your pee-pee inside of her private spot. You felt something come out of your no-no spot, but Mommy told you it was okay. “Sweetie, did the white stuff come out again?” she asked. “Oh, it’s okay…don’t be embarrassed, it’s normal. Just slowly pull your little pee-pee out…”
She smiled at you and told you how proud she was of you, then said she would make the two of you some breakfast.

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

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“It’s so cold tonight!” Mom rushed into your bedroom. “I need to get in…I need to get in with somebody warm! It’s so cold, I just need to borrow your warmth.” She got underneath the covers with you and snuggled her body against yours.
“Oh, my feet are cold, can I put them up against your leg?” she shivered. “Oh my god…you are so warm. Can you roll over and put your arms around me? That feels so good.” Her butt accidentally grinded against your cock, and she let out soft, satisfied moans from the warmth. “Oh wait, what’s that hard thing?” she felt something stiff against her body. “Did you go to sleep with a toy in your bed?”
But then a sweet, warm smile ran across her face. “Did Mommy give you that?” she asked. “Did Mommy make you hard? I bet it feels good for Mommy to rub it, doesn’t it?” She first stroked your hard cock, then put her mouth around it. “That feels so good…you’re so warm. Keeping Mommy warm is such an important job,” she told you.
She laid back, her silky nightgown pulled up now, and told you to slide your cock inside of her. “Oh god, that’s so warm…” she moaned. “This is such a nice way to warm on a frigid night.” After penetrating her wet pussy, you finally filled it with your cum. “That’s the best love making I’ve had in a long time…” she said. “I’m not cold anymore. Thank you, honey. Can you cuddle with me now…keep me warm for the rest of the night? Just like that…your arms feel perfect around Mommy….”

TABOO, MOMMAS BOY, OLDER WOMAN / YOUNGER MAN, MILF, VIRTUAL SEX, SILK & SATIN

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It was the perfect time to test out your new remote control. Your mom and aunt had been talking in the bedroom when you walked in with a big, confident grin. “Oh hey honey, how are you doing today?” Mom greeted you with a warm smile. “Whatchu got?”
You showed off your latest invention, which your aunt mistook for a TV controller, but Mom was thrilled. “Oh no, he loves to do these silly, little inventions. He’s going to be my mad scientist. He’s won first place in the science fair every single year,” she bragged to her sister.
You demonstrated how it worked by pressing a button on the controller, which caused Mom and Auntie to say naughty, filthy things immediately. “I want to suck your dick,” Auntie said seductively, then gasped in horror at what she had just said. “What just happened?” Mom’s eyes widened in disbelief and she shoved her sister, “Don’t say those things to my son!” But even Mom couldn’t control herself – she ranted on and on about how much she wanted your cock, then realized that she had been doing it, too.
“No, no, no!” they both yelled when they saw you bring out the control again. This time you had them do a sexy, little striptease for you. “Why am I moving? I can’t control myself…I don’t know what’s going on,” Auntie panicked. “He’s…he’s getting better with his inventions…” Mom lifted her shirt and groped her tits. They shouted at you about how inappropriate this was, and how you’d be grounded the moment they regained control, but you weren’t worried.
“This is humiliating,” Mom said as she danced provocatively and began spanking her butt. You continued to watch as they put on a very unwilling show for you, then hit another button. They fell to their knees and started masturbating right in front of you. They moaned, actually enjoying themselves, which made the situation even more mortifying for them.
And things only progressed from there. You had a throbbing erection, and you were going to make sure Mom and Auntie took care of it. You’d hit another button for them to give you a double handjob, then another for a double blowjob. “I don’t want to stroke it!” Auntie yelled. “What is wrong with you?!” Mom was appalled at how hard you were from family members touching your cock. “Do you know what this is? This is inc*st. A mother should not be stroking her son’s penis!” Mom explained.
But soon it’d be in their mouths…then inside their tight, mature pussies. After hitting a button to get them to lie back, you tried to decide who to fuck first – your aunt. The both of them were stuck in the positions they were in, and there was no fighting you as you fucked them. “Get out of your mother!” Auntie screamed as she watched you thrust in and out of her sister. “She doesn’t want to have sex with you! Stop torturing your mother and me!”
“No means no!” Mom yelled. When you had orgasmed, you left the two there as they threatened to take your remote. You knew they couldn’t move until you let them, so you gave them a cocky wave good-bye and left them there naked, spread, and exposed – your mother’s pussy full of your cum.

MAGIC CONTROL, FEMALE TRAINING, WOMAN FOLLOWING ORDERS, TABOO, VIRTUAL SEX, ROBOTS

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A full family experience with an amazing mom & aunt duo…a very highly recommended clip!
As a growing boy, you had expressed interest in girls. You had asked Mom a few questions already, including how to kiss a girl, and she thought it might make things easier to bring in your aunt. “I’ve been giving it a lot of thought on the best way to explain it you,” Mom went on to say, “and how to show you because I really don’t want you to have one of those awkward, weird first experiences.”
“We’re just going to give you some lessons and some pointers, and hopefully it answers all your questions. Does that sound okay?” Mom asked. She had just told you that her and your aunt used to practice kissing with one another while they were growing up, and that a demonstration might be the perfect way to teach you.
“Make sure you know the girl wants to kiss you. You’ll be able to tell with her body language. She’ll look at your lips, in your eyes…make sure she wants it,” Auntie told you. “That’s an important lesson.” Now, along with all the other pointers they had already given you, there were different ways of kissing.
Mom and Auntie demonstrated passionate, romantic, sweet kisses, then showed you what a french kiss was. You could caress the girl’s face, compliment her – always remember to show her respect. As you watched your mom and aunt kiss for the first time, you felt your cock stiffen. There was something incredibly taboo and sexy about watching their tongues flick against one another’s, and it wasn’t long before they discovered you had a hard-on.
They took the situation as a teaching and learning experience. They’d continue to teach you more about sex and all the different things a girl might do with you if she liked you – all the juicy stuff that happened after kissing. Mom and Auntie would give you your handjob and blowjob together, then you’d lose your virginity to the both of them.

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

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He was still tired. He let out a big yawn, stretched out, then headed to the bathroom to pee. His eyes were still blurry as they attempted to adjust to the morning light. He stumbled to the toilet, pulled down his underwear, then reached for his cock, but it wasn’t there.
“What the fuck,” he panicked, his exhausted eyes now jolting wide open. He slowly crept towards the mirror to look at his body. “Mom?! No way!” he examined his familiar female reflection. He had somehow gotten into his mom’s body and she was in his. “This is not happening,” he said in disbelief, “this is too weird.”
He checked himself out in the mirror as he groped Mom’s big tits and bounced her big booty. “Holy cr*p…” he went back into the bedroom to think things over. “So, if I’m in Mom’s body, that means that I don’t have to go to school – cool! Okay, psshh…I’m not going to go to work either, I’m an adult!” He could stay at home and relax all day, watch some movies, play some video games.
“I mean, I’ll have to call into work sick…you know, be responsible…” he thought out everything. “But damn, I get to stay home! But…what do girls do?” He sat up and struggled to unfasten the bra he was wearing. “Look at these fucking melons, man!” he played with his big tits. “Whoa, I’m grabbing tits!”
He continued to examine and grope the rest of Mom’s mature body. “Oh, I can twerk!” he smiled as he shook her butt. “I’m a girl, I can twerk!” His curiosity started to grow with the more things he saw, and now he wanted to play with Mom’s lingerie. “Mm…I’m a girl, I like to go to the salon and get my hair done and get my nails done. I’m just so pretty, I want a latte, I like yoga,” he joked as he flung his long hair into the air.
He tried on some sexy pieces of lingerie, then stripped all the way down to examine “down there.” He rubbed his clit, which felt incredible, then continued to play with his mom’s pussy until he orgasmed. After that, he wasn’t too sure what to do. He knew he needed to find his mom, who was inside his body, to try and fix this – if they could fix this. If not, she’d have to teach him all about being a female adult….

GENDER TRANSFORMATION, TRANSFER FETISH, TRANSFORMATION FANTASIES, TRANSFORMATION FETISH, TABOO, MILF

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Warning: this is an EXTREME taboo clip…one where you get to drunkenly take advantage of your poor mother…
It was late and her son still wasn’t home. “Hey honey…” she called him, “what time are you going to be home? Are you at a party? Can you please come home…you’re not supposed to be out that late. And please don’t drink, you know how you are when you start drinking…”
But Mom could already hear the slur in her son’s voice and that made her nervous. He hung up on her, and as anxious as she was, she tried to get some sleep. A few hours later, Mom woke up to her son slamming against the walls of her bedroom.
“Honey, go back to your room…you’re really wasted right now,” she said uncomfortably, her eyes wide and scared. “I don’t like it when you’re wasted – you know how you behave. No, don’t touch me…” She pushed him off of her several times, but he was relentless.
“Stop it, you’re not supposed to touch me!” her teeth clenched. “Don’t do it again!” She screamed and begged for him to go back to his room, but things only progressed. He pulled at her lacy lingerie, then groped at her beautiful, mature body.
“Honey, I don’t want you to do this…please…what do you want me to do so you don’t have to do this? You can hang out with your friends anytime you want, just please…” her voice was desperate and shaky. She knew what was about to happen…it had happened countless times before when he was intoxicated, and there was never anything she could do to make it stop.
“Don’t do this…” she cried. “You know this is wrong, you know you’re not supposed to be doing this. Go sober up, okay? You don’t want to do this.” But he fingered her and flicked his warm, wet, sloppy tongue against her clit as she sobbed.
“Get off of me…this is wrong,” Mom told him, but he continued to penetrate her tight pussy. He was far stronger than she was, so there was no use in fighting him like she had done in the past – she had to take it until he was done.
“Please go…please go…go away,” she begged, her pussy full of his cum. He got up, slamming against the walls, and headed back to his room.

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

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“Before you go out tonight, there’s something I need to talk you about,” Mom closed her book. “Do you a minute?” You knew exactly what this was about. You had been acting strange and nervous around her lately, and she was concerned that you were hiding something, or that you were in trouble.
“I’m your mother, I want to know if something is troubling you,” she said sympathetically.”Don’t look at the ground, look at me.” You hesitated to tell her what was going on – it wasn’t right, it was immoral. You weren’t supposed to have feelings like this, but you did. You had a crush on your own mother.
“What do you need? What can I help you with?” Mom asked. She told you that she was getting calls from school about your lack of engagement in class. “You’re also acting oddly around your father – I need to know what’s going on. I mean, you’re not even dating…you’re going out tonight alone.”
There was no point in dating. Your mom was far more beautiful than the girls at school, and you could never get her out of your head. “Me? Well honey, you’re always going to be Mommy’s special boy…I’m flattered that you admire me. Do you like my hair…my smile, personality?” she was surprised at what you had just told her.
“Oh…okay, um…well honey, as your mother, I want you to be well adjusted and happy in normal everyday activities…” she proceeded to say. “What can Mommy do for you? If you want to look at Mommy, that’s fine.” She stood up and let you look at her petite, flawless figure.
“I know Mommy’s quite a bit more grown up than the girls in your class,” she smiled, “but soon you’ll go to college and you’ll meet tons of girls that are mature.” She invited you to touch her body, letting you grope her beautiful, perky tits and juicy ass. “Do you feel better, sweetie?” she asked. “I want to do anything I can to help alleviate your anxiety.”
Mom continued to let you explore your fantasies with her…her hand and mouth wrapping around your throbbing cock, then allowing you to penetrate her pretty pink pussy. She didn’t want you to feel embarrassed or ashamed for admiring her, for having a crush on her…and she’d do anything to make you feel better. Anything for her sweet boy.

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

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Every morning, after Dad left for work, you would sneak into your parent’s bedroom. Mom would still be sleeping, just like you had hoped, and that’s what made your cock throb the most – her not knowing what you were going to do to her mature body.
You’d pull back the covers, move her bra to the side, and grope her perky, little titties while she moaned in pleasure. A smile formed on her red lips as you touched her pretty pussy, then ran your tongue against the clit. “Mm…” she sighed twisting her body gently.
Her eyes finally opened and she let out a huge yawn. “Oh good morning, sweetie pie,” she smiled. “Looks like someone was getting carried away with Mommy while she was sleeping, weren’t you? I know how much you like to creep in and watch Mommy while she sleeps, so that’s why I wore something a little more naughty underneath the covers.”
“You know just the right ways to get me excited,” Mom said touching herself. She could feel that her panties were soaked, “Were you eating Mommy’s pussy this morning? Did you slip it in for Mommy already? You want to, though, don’t you?” Her fingers massaged her clit and she spread her pussy for you.
“Just slide that big cock into Mommy…right there…nice and deep, just fill Mommy up this morning,” she told you. Mommy loved the ways you touched her in the morning – the way you did whatever you wanted to her body while she was sleeping and completely unaware.
It was your regular morning routine, and Mom would let you do anything you wanted….

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

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“Honey, can I come in?” Mom’s voice was soft behind your bedroom door. “There’s something I need to talk to you about.” She told you that she had received numerous phone calls from school about you falling asleep in class. “Your father and I both noticed that you’ve been up all night watching TV, playing video games…you’re on the computer. I understand insomnia, I went through the same thing when I was your age.”
Falling asleep in class meant failing grades, and if that continued, you wouldn’t get into a good college. “We really need to do something about this, honey,” Mom’s eyes were stressed and concerned. “So, I was brainstorming of ways to get rid of some of that excess energy, so that you can get a better night’s sleep.”
Sure, there was melatonin, teas, medications…but Mom was certain she had a better idea. “Do you agree that this might be a little bit of a problem? Besides your studies and all that, you’re not going to get a date if you’re asleep at your desk at school,” she went on to say. “So, this may be a little bit unorthodox, but I think maybe we should…sexually train you at night, after your studies…would you like to give it a try?”
“Now Mommy’s definitely open if you are,” she smiled sweetly in an attempt to make you comfortable, “and I’ve been told I’m not too bad looking.” Every night, after she had checked that you finished your homework and studying, she would begin the new night-time ritual. “I would get you nice and hard…” she said rubbing your cock, “are you comfortable with Mommy doing that?”
“Mommy just wants what’s best for you…” she told you. “And as a bonus, this could help you with your dating life – I know prom is coming up soon. You’ll improve your studies, get that pretty girl I hear so much about to go to prom with you.”
So, Mom guided you through her new idea, and soon enough, you were worn out…just like she thought you would be. Tired and ready to go to sleep.

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

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