Sweetie Im so proud of you. You’re so much more confident now. Mommy’s special lesson really had a positive effect on you. I’m so happy the boys aren’t teasing you anymore at School. Oh you want a girl to come over? Hmmm I dunno. I mean.. you know so little about girls. I know mommy showed you how to get a blowjob… but… well I could show you more things… but… well I’m sure you’ll just figure it out for yourself… unless… you really want mommy to show you… but it’s very naughty… If I do, maybe you’ll come back to being home schooled? Promise to mommy.

TABOO, MILF, BIG TITS, POV, SEX ED, CREAMPIE

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“Hey, so how was your day?” the babysitter had greeted you warmly when you came back from school. “That bad, huh?”
Sonia tried to make you feel better. Although it was still just the beginning of the school year, you were already starting to have girl trouble. “Oh, gotcha. So, what’s the trouble? Are you just really awkward or are they mean? Or…?” she tried to help. “Oh, just don’t know how to…you know you can talk to girls like normal people. But you mean the ones that you like?”
You had an extremely difficult time flirting with girls. You didn’t know what to say, how to act, and you often embarrassed yourself because of it. “To be honest, there’s no magical secret for you,” Sonia explained. “I mean, I could give you some tips to at least boost your confidence – confidence is a big key. Confidence vs. cocky.”
Sonia then went on to tell you a few pointers on how to talk to girls. “I mean, if you want,” she proceeded to say, “I could show you the way I like things and the way I know a lot of girls that I’m friends with like. Yeah? Okay, yeah, if you’re cool with that. Maybe don’t tell your mom and dad? Just keep it between us – I hate to see you so sad. I want you to feel confident and secure.”
She started off explaining kissing while she stripped down. Her fingers caressed her pink, pretty nipples, showing you exactly what girls found pleasurable and how they liked to be touched. “Just less is always more, especially at this age when everybody’s hormones are going crazy and everything is sensitive,” she told you. “Do you wanna try? Yeah, see? Good, nice and gentle.”
Once you understood how to touch boobs, she explained how to kiss and suck them. “Imagine like a snake with the tongue out,” she said as she flicked her tongue for demonstration. “Do that kinda stuff on nipples. The lighter touch will get things going. Again, I can only imagine what porn has taught you about vaginas, but probably not anything you’re gonna wanna do with your girlfriends, so…”
The babysitter stripped down completely, exposing her bare, shaven pussy to you. She explained the different parts of the vagina, then introduced you to the clit – “the magic button.” She showed you how to rub a pussy, how to warm a girl up, then talked about how to lick a pussy. “Always listen to her breathing, to her body – try and play along. Everybody is different. So, do you wanna try?” she asked.
“I think you’re going to be just fine,” she comforted you as you ran your wet tongue against her pussy. Once you got a feel for how that worked, she moved onto the next lesson – sex. “Oh yeah, you’re hard,” she giggled, “that’s good. I love a man who gets hard from licking vagina. Alright, ready? I’m just going to stick it in…”
“Yeah, go nice and slow to start it, you don’t have to rush it,” she instructed. “This isn’t a porn, this is real life. You’re just here to make you both feel good. Yeah, you’re getting close. I know, it’s okay, it’s a lot for your first time, go ahead.” She told you that it was okay to cum inside of her, so when you were ready, you filled up her tight pussy.
“Oh wow!” she smiled. “There you go. Wow, that was a lot. Okay, so? You feel a little better now, a little more confident about going to school and talking to girls? You got this.”

BABYSITTER, OLDER WOMAN / YOUNGER MAN, VIRTUAL SEX, REDHEADS, SEX ED, INSTRUCTIONAL

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You come back home feeling a little confused, after having caught your girlfriend fucking another guy. You went to see her and the door was open, so you went in and didn’t expect her to have guests, so you thought you’d surprise the love of your life. Little did you know that you were up for a surprise, yourself. She was having the time of her life with a hot, tall, bulky black man with one of the biggest cocks you’ve ever seen. You only saw cocks this big in porn. So you didn’t want to say anything and sneaked in a corner to watch. The weird thing is that you got horny and liked seeing her with a much manlier guy than you are. You then sneaked into the bathroom to jerk off before leaving in a rush, so she doesn’t know that you know. You still have no idea what just happened and what to do next, but you think you hot step-mum might know, since she seems like the kind of woman with a lot of experience when it comes to sex. You go into her room and ask if you could talk, and then share your experience with her. It somehow turns out that it runs in the family, cause you’re not the only one to have a cuckold fetish haha 🙂 but she decides to be sweet and introduce you to the fetish that is about to change your life forever: cuckolding. Get ready, little one, you’re about to learn a lot, so you better get a pen and paper 😉

CUCLODING, SEX ED, TABOO, FEMDOM, BLONDE

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Mommy’s really upset and you can tell. You might still be young, but you can tell she’s upset about something “grown up”. She hesitates to tell you at first, saying you’re too young to understand, but she eventually unloads on you. She says your step-father is shooting “blanks” and all she wants is to get pregnant. She starts asking some weird questions like, have you done stuff with girls yet? You tell her honestly that you have but never without a condom on… and you know what she asks then?? She asks if you’d like to feel what it feels like without a condom on – with HER! It all happens so fast, but before you know it, you’re fucking your mom so hard that you shoot a load of hot cum right inside her tight pussy!

MOMMAS BOY, TABOO, OLDER WOMAN / YOUNGER MAN, SEX ED, IMPREGNATION FANTASY, MOMMY DOMME

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“Okay sweetie, I really need to get back to cleaning those dishes,” Mom said frantically, “what do you need to talk to me about?” Because you were getting older, you started to express an interest in girls and wanted to know more about them. For months, you had been asking Mom to teach you about foreplay, sex, and how to pleasure a woman, but she didn’t want to talk about it…at all.
“Oh god, no, not this subject again…” she panicked. “Why do I have to be the one to talk about sex with you? No, please…I told you how uncomfortable this subject makes me…” Of course she understood that you were going through puberty, but she didn’t want the responsibility of talking about the awkward things with you. “Can’t you go on the internet like normal boys do…or talk to your father?” she went on to say. “Why don’t you ask him about it? I’m sure he wouldn’t mind.”
You knew Mom was going to respond like this – she always did. So, you had come up with a plan. You told her that you had a magical amulet that, when touched by two people, would swap their bodies. If it worked, she’d have to teach you about sex, and if it didn’t, you’d leave her alone forever. “Sure, then I’ll be happy to show you a woman’s body and show you just what to do and every inch…” she promised. She didn’t believe for a second it would work.
“So, that’s it?” she asked looking down at the amulet. “I put my hand on it? Now what? It’s really warm…what am I waiting for exactly?” Just then, a surge of energy pushed her back, and the both of you had swapped bodies. “Oooooh see, I told you it would work!” you said excitedly. “I bet you feel like a big dummy now, don’t you? Mom, stop…don’t freak out, we’ll be able to switch them back later.”
Mom was scared of all the crazy things you might do with her body, but you reassured you wouldn’t be rude. “You promised that you would show me,” you pointed at her with a big smile on your face. “It’ll be fun! So, show me what I’m doing here. How do you get out of one of these things in the first place? I’m going to touch these boobs one way or another!”
“If you want me to be nice to your body, then you better show me how!” you told her. You struggled to unbutton her blouse with her long fingernails, but were excited to see her big tits popping out. You started groping them, but Mom made sure you weren’t too hard on them – girls didn’t like their tits groped so rough. You experimented on them, pinching, groping, grabbing…until you figured out what felt best, and how to pleasure a girl by touching them.
“I want you to show me about…down there,” your fingers pointed towards your mom’s pussy. “Come on, you said you would! Plus, there’s so much going on down there, you really need to teach me what to do…I need to learn how to do this right.” So, Mom went on to explain a woman’s body, and what to touch to make a girl feel best.
You tried it out on yourself, even pressing a few fingers inside, but that wasn’t going to help you learn about the sex part. You wanted the full experience, so you asked Mom to put her cock, since she was inside your body, inside of you. “I don’t want to hurt a girl,” you told her. “Take my penis and slide it in me for a minute, just so I know not to go too hard. Listen Mom, I know I’m making you uncomfortable, but you made a deal with me…”
So, she did…and boy, did you love it! It felt amazing. “Oh my god, my dick is so deep in your vagina,” you laughed, but after a bit, you felt something wet inside of you. “Whoa, what was that…? Oh my god, it feels like you just plunged so deep in me. What is that? It feels weird…you can pull out for a second. Your pussy is soaking wet, Mom!” But you had quickly discovered that your mom had accidentally cum inside of you. “Mom, you did not! Did you seriously cum in me? Ew, Mom!” you said jokingly. “You don’t know how to use a dick?! I know your pussy’s tight, but really…gross, I need to clean this out.”
Of course Mom was ready to switch back, but you weren’t done. “We’ll switch back after I do a little experimentation…” you went on to tell her. “I wanna go in the bathroom, clean up a little, and I’m gonna see how tight your ass is. Just a couple of fingers, I promise!” You quickly ran off to the bathroom.

GENDER TRANSFORMATION, TRANSFER FETISH, TRANSFORMATION FANTASIES, TRANSFORMATION FETISH, TABOO, SEX ED

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This production contains imagery intended only for adults. All characters/person(s) are 18 years of age or older. Any characters or events depicted are fictional and purely fantasy and do not represent any real life scenario or person(s), whether living or deceased*** Your failing grades in Ms. Easton’s class land you in her room after school for a stern speaking to. She tells you that your “D” average grades won’t do, and promises to give you the “A” if you complete some special extra credit. She bends over to whisper that she loves fucking young boys and how she is craving to teach him a thing or two. Having had her eye on you all year, she finally gets to make her move, pulling out your cock and sucking it as she stares curiously through her glasses up at you to watch your reactions. All this talk of teaching young boys about the female body and blowing her young students’ minds has her wet and naked and she slips your young throbbing cock into her waiting pussy wearing nothing but glasses and ripped pantyhose and begins to ride your cock like you’ll never forget. Before long, she’s already begging for you to coat her glasses and face with cum.

OLDER WOMAN / YOUNGER MAN, PANTYHOSE, TEACHER FETISH, SEX ED, MILF

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Eva really loves nights home with her son. She doesn’t get to see him as much as she wants and one night as they watch tv together she starts talking about how boring th men her age are. As they talk Eva realizes that she would date someone just like her son. And she also realizes that she subconsciously wears clothes she hopes will get his attention. Will she act on the feelings she has discovered?
Later in the week Nathan plans to go on a date. He is sure what happened was a one time thing, until Eva explains how she feels and what she wants.

TABOO, OLDER WOMAN / YOUNGER MAN, MILF, COUGAR, SEX ED, BLOW JOBS

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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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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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