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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Your slutty older Step-Mommy motions you into the room, dressed in a short tight skirt and a busty top. She knows you’ve seen the naughty things she does with men. You’ve noticed Step-Mommy undressing and playing in the bed with men as you peek through her doorway. You think you’ve been sneaky, but I’ve seen you every time, and I’ve been showing off extra for you. Now, I want you to watch me undress as I tell you about the nasty things I do to men and then we can practice. We can practice by taking off your cute cartoon underpants and me touching you. Your young, innocent body is tingling as I run my hands up and down your smooth developing penis, wrapping my motherly lips around it and stroking it until you finally cum.

OLDER WOMAN-YOUNGER MAN, STEP MOM & STEP SON FANTASY, COUGAR MILF, ENCOURAGING STEP-MOM, FIRST TIME, MILF, NAUGHTY COUGAR, OLDER WOMAN YOUNGER MAN, SEX ED, STEP-MOM FANTASY, STEP-MOMMY FANTASY, VIRGINS

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No names used-It’s your birthday today!!!! Mommy has a very special surprise too!!! We are expecting two young boys to come over today. They have been coming around for some time now because they just love getting a good wank from mummy!!!! You are going to sit on mummy’s lap today and watch what mummy does to them, that way you will understand all about the birds and the bees!!! Mummy wants to be sure her little boy knows how to make that little dick feel good and spunk for mu mmy!! Mummy will demonstrate on the boys that come over while you sit on my lap!!!! Were going to have your little dick spunking along with the other little boys dicks spunking!!!! Mummy is going to be covered in little boy spunk after it’s all done!!!!!

TABOO, MILF, CUCKOLDING, AGE REGRESSION, MASTURBATION ENCOURAGEMENT, SEX ED

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Oh, hey son! Long time no speak… and its about to get awkward. It’s time for the birds and bees talk but I am NERVOUS. At first, I try to describe everything you’ll need to know about sex, but I’m so nervous that I’m just rambling all over the place, so I decide to take a more hands on approach. I have you take your pants off and we talk about masturbation, ejaculation, lubrication, tittyfucking, blow jobs, hand jobs, the basic parts of the female reproduction organs, and penetration both anally and vaginally. Most of it I just talk through with you, giving short examples of how hand jobs should feel, how blow jobs work (and how misleading the name is), how to apply a condom, and so on, but when it comes time for the vaginal sex portion, you decide to try it for yourself and fuck me! Hopefully we have more of these birds and bees lessons, because man, it almost seems like you could teach me a thing or two!

MOMMY ROLEPLAY, TABOO, SEX ED, MILF, BIG BOOBS

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A full family experience…
“I’m going to teach you some sex education,” Mom said bluntly after pulling you and your sister into her bedroom, “like the birds and the bees.” Since you two were getting older, Mom figured it was the perfect time to talk about this, and that it would make for an even better learning experience to have you guys practice on one another.
“Your brother has to know, too…you guys are like the same age,” Mom replied to your sister’s over-dramatic sigh. “I know the teacher at school isn’t going to teach you properly, or they’re going to avoid the subject altogether and say ‘abstinence’ when that’s so unrealistic.”
“No one does abstinence. You guys are young and horny, and you guys are going to have to learn eventually,” Mom went on to say. “So, what better way to learn than with your family and the people you love? That way it’s not embarrassing when you do it with someone outside the house, and you know what you’re doing.”
“What do you think about this, bro? I mean, seriously?” Anastasia turned towards you. It didn’t matter what you guys thought, though, because Mom was going to make you do it anyways. She told you two to strip down so that Anastasia could see a man’s body and you could see a woman’s. “Don’t worry, it’s just a naked body,” Mom comforted you and your sister. “Just think of this as an educational experience.”
“This is so weird, dude,” Anastasia said as you stood in front of her bare and exposed. “Now you’re going to grab your brother’s penis while he grabs your tits,” Mom continued, “that way he knows what titties feel like.” It was awkward – Anastasia was your sister, you were her brother.
Mom reassured you two it would be fine just as long as no one told anybody anything. “You guys need to know what it’s like to be with the opposite sex,” she told you. When your sister was hesitant, Mom got up and wrapped her own hand around your cock. “This is how you’re supposed to do a handjob,” Mom told Anastasia, then saw the odd look on your face. “Don’t give me that look, you know you like it.”
Mom then guided Anastasia into stroking your cock, and then taught you had to finger her. Mom went back and forth teaching the two of you, letting you take turns on each other – stroking, fingering, sucking, and licking each other’s body parts. And it was obvious the both of you were enjoying it.
“I want you to spread open your legs,” Mom told Anastasia, “and now your brother is going to come and stick his dick right in your pussy. Do you want to lose it to some weird guy that doesn’t know what he’s doing? You don’t want to be in pain with that person outside of the house, right?” Before you stuck it in, Mom warned your sister that it was going to hurt a little bit. You slowly penetrated Anastasia’s tight pussy and she let out a painful grunt.
“Not too fast yet,” Mom said sternly, “you don’t want to put your sister in too much pain.” She instructed how to thrust in and out of Anastasia, and the two of you were really getting into it. “Don’t forget to pull out,” Mom told you. “Pull it out before you cum!”
But it felt too good. No matter how much Mom yelled at you, you just wanted to fill your sister’s tight hole. “What is wrong with you?!” Mom yelled. “You’re in big trouble! I told you not to cum in your sister.” Anastasia’s eyes widened in horror when she found out her pussy was filled with your cum. Mom told her not to worry because she would take her to the store to get the morning-after pill. “Don’t worry, I don’t want you guys to have each other’s babies,” Mom said.

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

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Part 1 of 2 A young boy awakens to the sight of his slightly older step-brother with their Step-Mom behind him. Feeling the bed rocking, his eyes widen with fear as he realizes his Step-Mom is stroking his step-brothers penis under the blankets. She’s playing with his tight young virgin ass as she whispers into his ear. Realizing the youngest boy had awakened, she assures him he is just dreaming, and instructs his older step-brother to say the same. He goes back to bed and dreams that he is in his classroom, but the teacher is now his Step-Mom. He watches on in awe and fear as she beings to tease him and touch herself. He runs to the door, discovering it is locked. She laughs as the scared young boy forms a puddle in his pants and the floor. She lures him back over and demands he pull down his pants, revealing his little underwear. He whimpers but obeys. She snaps her fingers and he falls under her spell, pulling down his soaked underwear obediently. She demands he watch a video, a video where the young boy recognizes his older step-brother as the star. Two women are doing horrible things to him, he’s tied up as they shove their bushes and bubble butts into his face. They take turns using him for their pleasure, even using him as their toilet and letting him use them as his. They finger fuck his tight young virgin butt and then shove their fingers into his mouth. The young boy looks up from the video, horrified as he realizes she is now touching herself and getting naked while she watches him. She asks the boy if he knows what’s happening in his pants or what to do with it. The confused boy listens obediently as his Step-Mom explains how to touch and stroke his smooth, hairless, developing penis. He obeys, but the sadistic Step-Mom pulls out a vibrator, pressing it against his too-sensitive head as he squirms and tries to run away. Annoyed, she decides that maybe he will like it better in his little butt. She instructs him to stick his little fingertip into his tight butt and stretch it out for her while he continues touching his penis. She continues using his holes and then makes herself cum with another little boys pair of underwear as she watches him defile himself. She tells him a story of her last young boy escapade as she makes herself cum to the sight of her little step-son experiencing all of this pain and pleasure. Unsatisfied with his dry orgasms, she throws him down to the ground and wraps her lips around his entire penis before swallowing it up as her hips slam down onto the boy over and over until he cums inside her. Kissing his forehead, she assures him he is still dreaming and sends him back to bed.

OLDER WOMAN / YOUNGER MAN, SEX ED, MILF, COUGAR, TOILET FETISH

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Rushing my best friend and her young step-son quickly into their living room with me, I explain that a storm is coming and we must move fast. Even though we were all dressed up to go out tonight, I don’t think this storm is going to let up and I tell the pair that we should all wait out the storm here. We sit down as we discuss the storm warning I just got, and decide to hang out for the night in the living room. Before long, I set my secret plan into action. I’ve had my sights set on my MILF friends young step-son for awhile, and I can feel his innocent little eyes staring me up and down in my sexy club dress with my hair and makeup all glammed up. Without hesitation, I begin touching myself subtly, but a confused glare meets my gaze when my friend realizes what I am doing. She demands that I stop, but they are trapped in this room with me and I don’t plan on leaving here without having tasted her young, cute step-son. I begin stripping and teasing his step-mother as she watches on, horrified, but increasingly aroused. My huge tits and ass are shoved into the young boys’ mouth and face as she watches him suck and lick my tits and flick his warm soft young tongue on my wet horny pussy. I slip his pants and underwear off as I wrap my greedy mouth around his smooth, hairless, developing penis. His step-mom is glued to her seat as I slam my motherly hips down around her young step-sons penis and ride him so hard that he cums in my pussy within minutes. Still horrified, but admittedly curious and turned on, I lean over to his step-mother and tell her to begin stripping so that we can cum together. We rub our pussies until climax, and I sheepishly admit that I made up the storm warning in order to score some young dick from her step-son. Satisfied for now, I decide we should still go out, but we will back later for some more of that young penis I love so much.

AGE PLAY, COUGAR, MILF, OLDER WOMAN / YOUGER MAN, SEX ED

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Fresh out of jail for her cougar ways, sexy busty MILF arrives home and fantasizes about enjoying her newfound freedom all over again. Eager to have privacy and quiet again, she aggressively throws her bag down and rips out a pair of boys underpants. A little souvenir from her wildest fantasy that she’s kept in anticipation for this moment. Excitement peaks quickly as her hands explore her body again, her sensitive, untouched nipples and pussy throbbing with desire to fulfill her fantasy all over again. Little cartoon underpants rub mercilessly over her pleasure pumped clit until she cries out and shakes with the first intense, real orgasm she’s felt in so long. Post-orgasm, her rolled back, pleasure filled eyes wander to the window where she discovers a cute young boy walking home with his step-mom in the dark. Her chance comes after they turn unsuspecting down a darkly lit side road. She lures them in gently but firmly, confident that this special couple will realize the fun they’ve been missing out on. “Fight it all you want, but you’ll both stay tied up while we all take turns with each other until I can see your willingness to participate. I know your secret about your step-son, Step-Mommy! Look up at the wall, sweet boy. That’s your step-mom, enjoying young boys just like you. She can’t hide it anymore – CAN you Step-Mommy? It’s not anger or protectiveness or disgust flooding over you, as I explore his developing young body in front of you, now is it? Can you see the jealousy in your Step-Mommy’s eyes as I touch you and kiss you? Stare her in the eyes and plead for her to explain what’s happening. She can’t help you, I’ll take care of you tonight. Your step-mom wanted to be your first but she needs to learn from my example first. She has to watch while I suck you, lick your smooth young skin, peel your still developing penis out of those cute little underwear! It’s driving her crazy watching you wiggle and squirm with confusion and pleasure. Oh no, the nervous boy just peed himself!” She licks and sucks her piss soaked fingers and rubs her horny cougar pussy to the thought of taking young virgin boys innocence. She demands that your step-mom clean you up like a good step-mother. Her step-son is all dirty from peeing all over himself and not cleaning his cute little butt when he went to the bathroom last. His step-mom leans over to clean him up as their corrupter watches on, taking his penis into her warm motherly mouth, the young boy pushed back and forth between his step-mother and this stranger, squealing as my throat swallows up his sensitive tip and pushes his little virgin butthole harder onto the tip of his step-mother’s waiting tongue. She takes her turn with her step-son as the corrupter instructs him on how to eat her wet horny pussy. With every tongue thrust from step-mommy in his little butt, his young innocent face is shoved harder into the strangers pussy until her eyes roll back and she can’t keep herself from trying out that young penis in front of the young boys step-mother. “Your step-mom can help, but I am going to take your virginity, not her. Watch your step-sons penis get swallowed by my pussy, Step-Mommy. Next time it will be you so pay attention to how he likes it. He’s going to cum right through these little underpants into my pussy! You should be proud of your step-son! You want him to keep experiencing this excitement, don’t you? Then you’ll tell everyone you two were at therapy. And if you don’t want this getting out, I suggest you agree to “therapy” once a week with your step-son from now on. I think we could make a devilish, twisted team, don’t you, Step-Mom?”

AGE PLAY, AGE REGRESSION, MOMMY ROLEPLAY, OLDER WOMAN / YOUGER MAN, SEX ED

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A bonding & learning experience with your beautiful mothers. Enjoy a video with wonderful chemistry & intense dialogue. Your mommies have so much to teach you.
You were upset, embarrassed…hurt. Your moms always knew what to do and what to say to make you feel better, so you decided to talk to them about what had happened.
“Why did she break up with you?” they asked. “You’re such a great catch. I don’t know why anyone would want to break up with you. You’re so handsome. You know you can tell us anything.” That’s the one thing you really loved about your family – no matter how bizarre, how awkward, or silly the situation was, they were always willing to help out.
“She didn’t like…what you…oh…and she told you?” their eyes lit up. “At least she’s honest – would you rather be lied to? Take this as a positive, learning experience.” It was a hard pillow to swallow – I mean, who gets dumped because they suck at sex stuff? It was humiliating. Especially because it wasn’t just fucking that you were bad at, it was everything else before that, too – kissing, foreplay, AND sex.
“See, I think this is the only downfall to our relationship,” Mom said turning towards her lover. “There’s no man…” However, on the plus side, they were woman, and they knew what girls liked. “And we’re your moms and we love each other,” they smiled. “And maybe a man shouldn’t be teaching a man anyways. Most guys just want to stick it in, they don’t know what to do after they stick it in.”
So, it was settled. They’d not only teach you what women liked, they’d demonstrate it on one another, then let you have some practice. “So, the very first thing when being intimate with a woman, what would you do?” they asked. “Kissing? Okay. So, how were you kissing her? Mm…no. Honey, we love you very much, but a stiff tongue is a big no-no. It looks like you’re trying to engulf her face with your mouth.”
“You want to feel her hair, caress her face, rub her earlobe,” they demonstrated for you. “Just make her feel very wanted.” Your moms gave each other a beautiful, passionate kiss, which made your cock stiffen. “See? Isn’t that much better?” they smiled. “Start with the lips, don’t go straight tongue.”
They went on to explain, in great detail, how to grope a woman properly, in a way that she’d love, how to rub her pussy, how to finger her, then how to lick her. It wasn’t just a “this is what they want,” it was a thorough explanation of why to do things a certain way, and how to make your partner happy.
Your moms wanted to make sure you understood everything, that way you’d be confident with your next girlfriend. It wasn’t something to be upset about, it was something to learn from, and that’s exactly what you did with the embarrassing situation. So, getting practice with two beautiful lesbian moms not only made you feel better, it bumped up your ego. You followed their instructions and it made it easier to get them off.
They even allowed you to try out different sex positions on them, explaining what felt good about each one, and why a woman might prefer one over the other. It was important to listen to what the girl wanted rather than to just pleasure yourself. “Just know that you can always come to us,” they told you, “we will help you.”

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

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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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