You didn’t know else what to do. You barged into your mom’s bedroom and her hazel eyes widened. “Honey, are you okay?” she asked. “Me and your auntie are talking about what we’re going to do today.”
Okay, this just got a million times worse – you had no idea your aunt was in the house. “Oh my god, I’m so sorry,” Mom’s face flushed red with embarrassment. “Oh no, it’s fine…it’s only natural,” your aunt smiled at her.
The problem? You had a huge erection that wouldn’t go down, and now the both of them saw it clear as day. You had a big date later that night, so you decided to pop a couple of Dad’s Viagra to make sure everything would work “down there.”
“I haven’t seen a cock that hard since I was a t3enager,” your aunt said. Mom gave her a little nudge and giggled, “Oh, stop it!” Although it was a terribly embarrassing situation for you, your mom and aunt were doing the best they could to lighten up the mood “Honey, Mommy and Auntie can help you with this problem before you go on your date. No need to worry,” Mom comforted you. “Next time let me know before you steal your dad’s Viagra – what’s wrong with you?!”
They explained that you were far too young for that sort of thing, and at your age, all you had to do was thing of something and you’d have a boner. “You were too nervous, weren’t you?” Mom asked. “That’s okay, I understand.” Auntie chimed in that she understood you just wanted to impress the girl, and that she loved seeing guys get rock hard for her when she was your age.
“Okay, so your date is in how long?” Mom asked. “An hour?! The only way we can help you is by having you cum. Don’t worry, we won’t tell anyone.” Your aunt smiled sweetly, “We’re all family.” Without hesitation, your mom and aunt pulled out their perky tits and encouraged you to play with them. You were allowed to grope, lick, suck – whatever you needed to do to cum.
“Don’t freak out, Mommy’s gonna take off her shorts,” Mom said, then began stripping down with your aunt. “Come over here and Mommy’s gonna suck you nice and good.” She wrapped her warm mouth around your hard cock and your aunt joined in. They shared your cock, then laid back on the bed for you to use their pussies. “You know what you’re gonna do with your girlfriend tonight? You’re gonna do that with Mommy…” Mom said, “and it’ll be good practice.”
“That’s right, just put your cock inside of Mommy,” Auntie said seductively. “I had no idea he had such a big cock,” Mom smiled. “Oh, it’s bigger than your dad’s.” You fucked your mom first, then moved over to your aunt’s sweet, pink pussy. They encouraged you to cum inside your aunt. “Fill me up,” she told you.
You finally shot a huge load of cum inside your aunt’s pussy. “You know Mommy and Auntie will always help you out. Look, your boner’s going down!” Mom said excitedly. “We told you we’d help you out. Now…go have fun on your date, honey!”

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

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A taboo experience with a brand new Mommy…
“Come on in,” Mom said, “I need to have a chat with you.” Of course any time someone said that, it made you think you were in trouble. “I’m not trying to invade your privacy,” she explained, “but why do you need so much porn on your computer? A lot of the stuff I saw you watching is so unrealistic.”
Her concern wasn’t the porn so much in itself, it was the kind you were watching. “You’re on a face-fucking site – not all women want to be handled that way. I would be very upset if a guy tried to shove my head in like that,” she went on to say. “I mean, don’t get me wrong, some women like that kind of stuff, but realistically, not all women do. Some enjoy the passionate side of things.”
Mom didn’t want you to get the wrong impression of what sex was, of what women enjoyed, and how women should be treated. “I would hate for you to get a girlfriend and she’s thinking like ‘this guy’s crazy because he’s trying to manhandle me,'” she said. So, she was very blunt when she told you that the smacking, choking, and rough penetration sites might be too much of an inappropriate fantasy.
“Also, not every woman looks like a pornstar…” she told you, “women are all different shapes and sizes. And not everybody does the stuff they do – it’s entertainment, son.” She wanted to make sure you knew what a real woman’s body looked like, what it felt like, and then understood how you could still enjoy normal sex.
So, Mom undressed, exposing her body to you for the first time. “See? Nothing crazy going on here,” she showed off her mature figure. Since your cock was hard, she took the opportunity to touch you and show you that you didn’t need to face-fuck her to feel good. As things progressed, she explained how you could enjoy her body without degrading it and manhandling it.
“I know it was weird,” she said after you had orgasmed, “but I’m your mom and I want to make sure you’re led the right way in life. Good job, son, I’m proud of you. If you have any questions, you know where to find me.”

TABOO, MOMMAS BOY, OLDER WOMAN / YOUNGER MAN, VIRTUAL SEX, EBONY, INTERRACIAL

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As soon as he woke up, he could feel something was off. Platinum blonde hair ran through his fingers, and then pressed against big, plump, pink lips. His body was petite now, and when he looked down, his morning wood wasn’t there – nothing was. “Oh my god,” he said startled.
He went on to find out that he had a high pitched, feminine voice, perky tits, and a vagina in place of his manly traits. His blue eyes narrowed as they scanned the familiar room. “Wait…is this my Mom’s room?” he asked himself. He scrambled to pick up the cell phone lying on the floor, then looked at his reflection in the screen. “Oh my god, I’m my mother,” he said shocked.
He wasn’t sure what to do – he had so many questions. “Is she me?” he wondered. “Is this really what she wears to bed?” he looked down to see she had black, revealing lingerie on. “I wonder if she woke up with a penis today. Oh my gosh, okay…calm down.”
He sat down on the bed with a million thoughts running through his head. “You woke up in your mother’s body…” he thought about his situation, “well, my body now.” His curiosity grew, and soon, his soft hands were running against his mother’s flawless, mature body. “Anything I do would be…” he tried to justify what he was about to do.
He struggled to pull off the complicated one piece. “I guess she got tan lines from being at the pool so much,” he said noticing the sun on her fair-skinned body. He giggled as he jiggled, twerked, and smacked her ass. “It’s so weird from this angle,” he looked down at his shaven, bare pussy. “Easier to find the clitoris, that’s for sure…I’ll be sure to remember that.”
He began to explore himself down there. “No wonder women are so crazy about that,” his finger flicked against his clit. He moaned as he touched his pussy, masturbating until he brought himself to an orgasm. “Oh my god…” he panted. “What do I do now? God, what does Mom do all day? I hope it’s not this…well, maybe I do.”

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

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A beautiful, passionate, intimate, secret relationship with your mom…your night time lover.
The two of you had fallen in love. Mom would sneak into your room while Dad was asleep, and you’d have another night filled with passionate, intimate, wild love making. “Oh, I just needed to sleep with you tonight,” Mom whispered sweetly, “you know how much I love you.”
Mom slid her beautiful, mature body besides yours on the bed, then looked at you adoringly. “Come over here,” she smiled putting a finger up to her lips, “but don’t talk loud…shhh.” She asked if you had missed her, then confessed that she had been thinking about you all day long. “I just wanted to kiss you and hug you,” she said. “Too bad we can’t tell anybody what we’re doing.”
That was the hard part. You wanted the world to know how much the both you were in love, but you knew they wouldn’t accept it. Dad could never know. “But every night, you can show me how much you love me,” Mom went on to say, “and I’ll show you how much I love you.” She asked if you missed kissing her, if you had thought about her while you were at school.
“I just wanna be with you all the time,” she said. “If it wasn’t for me being with your father, we could move somewhere far away and be together and no one would care. I love you so much, babe. Wanna come over and kiss Mommy?” She leaned in to give you sweet, passionate kisses, then pulled back to show off her red lingerie set that she wore just for you.
Mom loved the way you made her feel beautiful – the way your cock would throb for her body. She wanted you to touch her again, to make love to her. Her warm, wet mouth wrapped around your hard cock, and before you knew it, the two of you were sharing another incredible night together.
“You know Mommy knows how to make you happy,” she flirted. After the both of you had orgasmed, Mom laid beside you with an enormous smile. “I love you so much. Let’s cuddle, and then I gotta go back to Daddy’s room, okay? I’ll cuddle with you until you fall asleep.” She nuzzled her head into the pillow, her naked body against yours, and the both of you closed your eyes.

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

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Mom examined her body in the new, lacy lingerie she had purchased and let out a sad sigh. “Oh hi,” she looked up to see you. “Yeah, Mommy’s not feeling too good right now.” It was obvious that something was wrong, and she hesitated to tell you what it was.
Mom had lost her confidence a while ago. Because Dad hadn’t paid any special attention to her for a while, she didn’t feel attractive anymore. So, she went out to buy some sexy lingerie, but he didn’t notice that either. “I’m…I’m trying not to be upset by it, but I really am,” she struggled to say. “I shouldn’t be talking to you about this.”
“Why?” her eyes widened. “Well, because I’m your mom and you’re not supposed to have to worry about this…but you’re such a good listener, and you always have been, and I love that about you.” You could tell Mom needed someone to talk to. But more importantly, she needed someone to tell her she was beautiful, and someone to show her that she was loved and appreciated.
“And I went out and bought pretty underwear, and I thought it looked good…” she confided in you, “but he didn’t even notice. And now I’m sitting here crying to my son in my lingerie that nobody’s gonna see, nobody’s ever going to take off of me.”
“You think I’m pretty?” Mom was shocked by the compliment. “Do you still think Mommy looks good? I know there are such pretty girls your age…and they’ve got such gorgeous bodies, and well…I’ve had babies.” She explained that she used to have such perky, firm tits, but over the years, her once fit, tight body had disappeared.
You complimented her tits, even asking to touch them, and she was flattered. You knew what you’d do to cheer her up, to make her feel more beautiful than ever. “You wanna see the underwear?” she replied. She stood up and stripped out of her lingerie, then showed off her mature body in her sexy panties. “Thank you, honey…” she said softly, “do you wanna see what a real woman’s private parts look like? Have you ever seen a woman’s private parts before? No?”
You had only see girls in videos online. But now Mom had spread her legs and exposed her bare, pink pussy to you. “I even shaved for Daddy and he didn’t notice,” she said, her fingers rubbing softly against her lips. “Do you wanna kiss it?”
Mom desperately needed to be touched – she needed to feel good again. Soon, she was absorbed in pleasure as the two of you shared your bodies with one another. “It feels so good,” she moaned. “Do you think you can cum in Mommy? Okay, fuck me hard and cum for me…”
“It’s been so long…” Mom purred. “Thank you. Give Mommy a kiss.” She finally felt like herself again, and she was glowing with a natural, undeniable beauty.

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

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A very highly recommended clip. A full family experience! One of my favorites.
“Really? Failing? It’s anatomy – it’s your body!” Mom ranted. “I mean, you can stand in front of the mirror naked. Come on…I don’t want to hear excuses.”
You had been struggling all semester with this class, and it was obvious that Mom didn’t believe you had been studying. She threatened to take away your summer trip and the car if you didn’t pass. “I am going to stay here with you when you study…” she said strictly, “yeah, I know it sucks, but it’s going to ensure that get a good grade and pass.”
But embarrassingly enough, that wasn’t the problem. It wasn’t that you didn’t understand your own body, it was that you didn’t understand how girls worked. “Really? At your age?” Mom asked sarcastically. “I’m joking, quit being so sensitive. Hold on…” She called out for your sister, Anastasia.
“Your brother is failing anatomy…” Mom turned towards her, “he’s failing the female portion.” She had an idea. She’d use your sister to show and explain the different parts on a female body and how they worked. “I’m gonna have you strip,” Mom said to Anastasia, which your sister didn’t like. “You’re a part of this family, sweetheart, and you’re going to devote a little bit of your time and energy to us.”
So, Mom made her strip down until she was completely bare and exposed. “Pay attention,” Mom said strictly as she explained, in great detail, each of your sister’s female parts. She even taught you how to stimulate a woman by showing you how to play with her nipples. Anastasia blushed as Mom’s tongue twirled against her tits, and she denied enjoying it even though her nipples were hard.
Mom’s fingers ran down your sister’s pussy, explaining where the clitoris, inner and outer labia, and vaginal hole were, then how the female reproductive system worked. Mom looked down to see you had a throbbing erection, which she had never intended to cause, and thought of a solution. It was obvious you were curious how the inside of a woman felt, and Mom thought it’d make for an even better lesson.
“I said I’d give first hand experience,” she said, “and what better way…go ahead and fuck your sister.” Anastasia’s mouth dropped in shock, but Mom wasn’t having it. “Just let him fuck you, let him get the feeling, let him know what’s going on with his body, that’s how he’ll understand the changes,” she told your sister.
Anastasia laid back, and Mom told you how to penetrate her, and how to make her feel good. But first, she made sure the both of you were wet. Mom slid your cock inside her mouth for a few seconds, then flicked her tongue against your sister’s pussy. Once you were ready, you slid your cock inside your sister under your mom’s orders, then followed her instructions.
You really began to enjoy yourself, so much in fact, that you had accidentally came inside of her. “Oh my god, no, don’t cum in her,” Mom panicked, but realized there was nothing she could do to stop it. “Well, just finish it off.” Your sister’s pussy dripped with your cum, and Mom casually told the both of you to clean up. “And you – I want your books out!” she said to you.
“Anastasia, sweetheart, don’t get that on the sheets,” Mom said sternly, so your sister held your cum inside of her as she rushed to the bathroom.

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

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“Oh, what’s that, honey?” Mom smiled sweetly. “Do you have a new toy?” First off, it wasn’t a toy. You loved your new magic wand. It was a long wooden stick that had been smoothed out, and at the end of it was a pink quartz crystal wrapped in silver.
“A magical wand…oooohhh,” she pretended to be impressed. “I bet it really does work. You wanna try it? You gonna put a spell on your mom?” You held onto the wand, flicked your wrist, and Mom barked. Her eyes narrowed in confusion, “I don’t know what that was…maybe something was in my throat.” It was apparent that she was a little embarrassed by the sudden, uncontrollable act, so you went ahead and tried again.
Mom sat up on the couch, and her arms and hips started moving in a silly manner. “This is starting to get a little weird,” she mumbled to herself, but you were determined to give yourself a show. Another flick of the wand, and she was bobbing her head like a rockstar, her hair flying all over the place. “What is…” she started to say, but then it stopped, and she hurriedly fixed her messy red hair.
Some more flicks and she was groping her boobs, then swaying her hips from side to side as if she was dancing. Mom panicked as her body did things that she couldn’t control, but there was nothing she could do to stop it. She really had no idea it had been the wand the whole time.
Her hands started to undress her, “No, no…honey, don’t look, I don’t know why I’m undressing! Don’t look, this is so wrong.” She embarrassingly covered herself up as her eyes shifted towards the floor. Another flick of the wand and she was pulling her panties down, begging you not to look. “This is so inappropriate, I am so sorry. I really…I don’t know what’s going on,” she said nervously. “Where…where did you get that wand?”
She was starting to piece things together. The wand made her masturbate, then get down onto her knees and suck your cock. She pulled back after it wore off, ashamed of what she had done, but you didn’t stop there. She started spreading her ass for you, crying about how truly embarrassed she was to be doing it. She whined, “This is just awful…stop looking at me! I can’t stop doing this…”
Mom jumped in the air, her big, perky boobs bouncing along with her, and now she was furious. “Give me that wand,” she demanded, but you made her fall onto the bed instead, and she couldn’t move. She saw you pull down your pants to expose your big, hard cock, and a look of concern ran across her face. “Give me the wand…please,” she tried to reason with you. “Put your cock away. No, no…don’t, put it away.” But you roughly penetrated her, and she let out a soft, helpless moan.
“This is not okay!” her voice trembled. “Oh my god, I can’t move. Mommy is going to be sore on so many levels. You are going to be in trouble when I get out of this position!” She knew what you were planning next. “Don’t you dare,” she snapped at you. “You are definitely not cumming inside of your own mother. This is already so wrong on so many levels – there’s no way!” But you both knew that you would, even if she was begging you not to.
“Oh no, you did anyways,” she cried. The spell had worn off of her, and she was so mortified, ashamed, and disgusted that she couldn’t even look at you, let alone punish you. Perfect – an easy escape. After all, you were the one with the wand, and you could make her do anything you wanted.

MAGIC CONTROL, TABOO, FEMALE TRAINING, EMBARRASSED NAKED FEMALE, FORCED STRIPPING, WOMAN FOLLOWING ORDERS

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A full family experience… Highly recommended clip!
“So, tell him…” your aunt, Carmen, nudged your mom. The two of them sat in front of you, and Mom could see the look of concern on your face. “Oh honey, you look so freaked out right now…” Mom said sweetly, “it’s okay, relax.”
They went on to tell you what a wonderful son and nephew you were, and that they needed your help with something. “So, your uncle and I have been trying to have a baby,” your aunt started to say, “but it turns out he’s infertile, meaning he can’t produce any babies.”
“And you’re so handsome…and such an amazing son to your mom,” she continued. Mom caressed your blushing face as auntie went on to say she wanted a son just like you. “So, I was wondering…can you tell him, I’m kinda nervous…” auntie looked over at your mom.
“Your aunt and I have a very, very special, intimate request to ask of you…” Mom started to say, “know that you are definitely in your prime right now – trust me, I do your laundry. So, you could give your aunt exactly what she wants. It wouldn’t be so hard to put a baby inside of her.”
“We won’t tell anyone,” your aunt chimed in, “we’ll pretend that your uncle is the father. No one will know you are the father.” Mom went on to say that it might make your uncle feel better about himself since they had been trying for so long, and that you would be doing a really great thing for the family.
Of course they knew that this would be a little uncomfortable, so they were willing to help in any way they could. Auntie had noticed you checking out her cleavage in her purposely worn, low-cut dresses, so they encouraged you to look and touch all you wanted, and they’d help you “down there.”
They wanted you to sexualize them, to think about them in an immoral, naughty way. Auntie needed a nice, big load of your cum deep inside her pussy, and Mommy was going to make sure she got it. She’d even let you use her body to get your balls full, and when you were ready to explode, you’d give your aunt all your seed. “Fill her up with your cum…” Mom said looking up at you, “make her cum with you. You hear me? You be a good boy and make your auntie Carmen cum with you.”
Making her cum would increase the chances of pregnancy, so you did exactly what they told you, and they gave you a satisfied smile. “Sometimes it doesn’t take the first time,” Mom reminded you, “so, you may have to do it multiple times if this one doesn’t impregnate her. That means you’ll have to play with Mommy and auntie Carmen more. What do you think, baby? Our little secret?”

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

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Warning: this is an extreme clip.
You were furious. You stormed into Mom’s room screaming at the top of your lungs. “Can you…” she gave you a serious look, “stop yelling at me!” She was talking on the phone, but because you were causing such a scene, she had to hang up.
“Calm down!” she said sternly. “Excuse you, young man! What exactly is the problem? Slow down, slow down.” You explained that you had went into your room to see that your favorite action figures were gone. “You’re mad that I threw away your little dolls? Yeah, I threw them away,” she argued, “how old are you now? You are way too to be playing with dolls!”
It was obvious that Mom didn’t understand what they had meant to you, and it only infuriated you more when she called them “dolls.” She rambled on about how you should go meet other people instead of playing with toys – that it was time for you to “grow up.” She stood up to walk past you, and that’s when you decided to fight back – you’d make sure she’d never throw away another one of your toys, that she’d never disrespect you again.
You slammed her against the wall, your hand against her throat, and she gave you a terrified look. “What are you…what are you doing? Stop it!” she panicked with wide eyes. “Get your hands off of me – I am your mother! Do not touch me like that, I don’t like it. I know that you’re mad, but let me go.”
Not a chance in hell. She wanted you to interact with other people? Grow up? Okay, fine. You groped her big, perky tits and she cried…even begged you to stop. “Don’t grab me there!” she pulled back to button her shirt up. “No…you’ve made me really uncomfortable. Stop it!”
Things only got worse for her. You pulled up her black skirt, rubbed your fingers against her panties, then began to strip her down. She tried to fight you off, but didn’t stand a chance since she was weaker than you. “Don’t take my panties off,” she said desperately. “I’m sorry, I’m sorry that I upset you…don’t-don’t do that…” Her pretty, pink pussy was exposed now, and you rammed your fingers inside, then swirled your wet, warm tongue against her clit.
You wrapped your hand around her neck to throw her down on the bed, then penetrated her hole. “Please stop…” she cried, “you don’t know what you’re doing. Please don’t cum in me.” Even though poor Mommy didn’t want this…you could feel her pussy was wet around your cock. “No, sweetie…no…don’t do it, don’t do it…please don’t cum in me!” But the both of you knew you were going to do it.
“Please just let me go…I won’t even tell your father about this,” she looked up at you with exhausted, sad eyes, her pussy full of your seed. You patted her on the cheek as a sarcastic way to comfort her, then watched as she quickly gathered her clothes and began to get dressed.

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

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“Oh hey, sweetheart,” Mom said after taking a sip of her wine, “what do you need?” Exhausted from a long day at work, she had slipped into some lingerie, and was drinking for a relaxing buzz. “I’m just unwinding,” she slurred.
She asked you to sit beside her, quickly forgetting why you had come into her bedroom in the first place. “You’re such a handsome young man,” she said sweetly, “I made such a handsome boy.” She giggled as the wine started to intoxicate her more, and she bluntly asked, “Do you think Mommy’s pretty?”
“I know Mommy usually doesn’t act like this,” she said sprawling onto the bed, her fingers running through her beautiful, blonde, wavy hair. “One day when you’re older, you’ll understand – I just needed a stress relief.” Her drunken eyes shifted downward and she let out a smile, “What’s that? I’m your mommy, that’s naughty!”
The way Mom had been flirting with you and moving her flawless figure on the bed made your cock hard. “You mind if I touch it?” she asked. “That’s not inappropriate, is it? Does my sweet, little boy like that? I bet you’d like to see a bit more of Mommy, wouldn’t you?” Her hand brushed up against your erection, and she began to undress, exposing herself to you for the first time.
She invited you to touch her perky, perfect tits. “What do you think, son? Do you like Mommy’s tits? They’re so soft, aren’t they?” she smiled. You weren’t sure if Mom knew what she was doing, or if she was too inebriated to realize the immorality of it. Soon she was asking for a sweet kiss on the lips, then offering to wrap her warm mouth around your cock.
It was obvious that the wine had made her tipsy and horny, and she laid back to allow your tongue to circle her pink pussy. She was ready to have you inside of her, to be filled with your cum. “You wanna make Mommy cum, baby? Do it harder…just like that,” she moaned. “Cum with me.”

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

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