Part One:
Step-Mom comes in to talk about how you got caught in your girlfriend’s room having sex. She tries to comfort you, but also talk to you about having safe sex. She knows you weren’t using a condom, and she doesn’t want your girlfriend getting pregnant and becoming a grandmother! She decides that if you want to keep having unprotected sex, you can have sex with her so you can relieve your urges without consequences. But you have to PROMISE not to tell your step-father.

Part Two:
Your step-mom catches you trying to sneak out of the house. She KNOWS where you were planning on going and what you were planning on doing. Very angry, she reminds you that you’re only suppose to be having sex with your step-mother. But if you actually are going to go out with your girlfriend, you’re not going out with a full load.

TABOO, MILF, OLDER WOMAN / YOUNGER MAN, MOMMAS BOY, AMAZONS, POV

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I hope you are as excited as I am for our little vocabulary study session. I am sure you will get plenty excited once we start and it will be easy to see it in those pants you are wearing. Remember the rule is that for every word you get right Step-Mom will flash you or take something off. Was the thought of seeing these big tits and round ass enough motivation?

MOMMAS BOY, MILF, BLOW JOBS, STRIP TEASE, ROLE PLAY, TABOO

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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

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All descriptions are now required to say “step.”
Step-Mom called you and your friends into her bedroom. “Hey guys,” she greeted all of you with a big smile, “I need your help. I’m gonna go on a date later, and I got these lingerie sets…and I need you guys to tell me which ones look good – is that okay?”
It sounded easy and innocent enough. “It’ll be nice to have more than one opinion,” she looked at you, “because I know you’re going to tell me I look good in anything.” She already had her first lingerie piece on, so she stood up and showed it off to you and your friends.
“Does it make me look good from behind, too?” she asked, turning around and running her hands up and down her back and butt. “You like it over there, I can see your little smile.” After she was done showing off that piece, she stripped down and put on another set.
You guys couldn’t believe your eyes. Step-Mom was casually getting naked in front of you and your buddies. She continued to show off each lingerie set, making sure to let you boys get a good view of her body in each one.
“I think you guys are enjoying this a little too much…” Step-Mom said. “You guys do know what’s going on, right? You got…a little hard down there – you know what that’s called?” She explained that, when you really liked something, you’d get a tingly feeling in your pee-pee which made it hard – it was called an erection.
“There’s only one way to take care of it guys,” she went on to say, “and if I’m going to take care of it, you guys can’t tell anyone else, okay? Pinky promise? You, too.” It had to be a secret. She got down on her hands and knees and wrapped her warm, wet mouth around each of your pee-pees. You boys had never felt something like that before, but it made your pee-pees throb even harder.
“You’re going to put your pee-pees inside of me…” she explained, “and you’re going to keep going until you feel something come out, then your erection will go away.” She slid her body towards one of your friends and had him fuck her until he came inside of her. She then moved over to the next friend and did the same thing, then over to you – she wanted to save the best for last.
“That was so good,” she smiled, “thank you guys. Now go get cleaned up and go play.”

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

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All clip descriptions & titles are now required to say “step.”
“You know Step-Mommy doesn’t like it when she sees you all sad…” Step-Mom began to say. “What’s the problem? Why don’t you tell us? Stop being so shy.” Although it was embarrassing, you finally confessed to watching some “movies” online.
“Why are you on those websites anyways?” Step-Mom scolded you. “You shouldn’t be on those sites. You…wanna know more? You want to understand what they’re doing?” Your step-sister and step-mom thought it was adorable and were happy to teach you more about girls.
“I bet you’ve never seen a girl naked, huh?” Step-Mommy smiled. “I have an idea…maybe I can show him,” Akira suggested, then turned towards you. “I want to make sure you experience everything you wanna know.”
Your step-sister stripped down and Step-Mom began showing you her different body parts. “Here are the titties,” Step-Mom explained, her hand on your step-sister’s chest. “Wanna come up and grab?” If they were going to teach you about what you saw in the movies, you couldn’t tell anybody.
Step-Mommy then went on to show you hers, “You used to suck on these when you were itty bitty, but you don’t remember that.” They were so perky, soft, and squishy, and Step-Mom even let you try sucking hers and your step-sister’s. Step-Mom explained that no girl had the same chest – they were all different.
They went on to show you their butts, allowing you to smack them and grab them, then invited you to strip down along with them. “A lot of guys like it when a girl has a nice, big butt like this,” Step-Mom explained. Akira even let you take a sniff of Step-Mommy’s panties, letting you experience what a pussy smelled like.
The more you learned, the more you wanted to know. Step-Mom and Akira explained that pussies grew hair and that sometimes girls shaved it, but sometimes they didn’t. It was a very sensitive area on a girl’s body, and Step-Mom invited you to taste it – to give little kisses on her pee-pee, just like you had seen in the movies. Next, they’d give your pee-pee kisses to show you what it felt like.
“I bet you’ve never seen it so big and hard like that before,” Step-Mom said, her eyes shifting down to your pee-pee. Your penis was now doing the same thing as the guys in the movies, and once it got that big, Step-Mom told you that you needed to stick it inside a hole. “This is how you show a woman how much you love her,” Step-Mom said.
She instructed you to move your hips back and forth while your pee-pee was inside of hers. “Keep going until you feel something come out of you,” Step-Mom said as you fucked her and your step-sister. “It’s that same sticky stuff you find in the mornings after you wake up.”
After you came inside your step-sister, Step-Mom reminded you not to tell anybody about they had taught you – not even your friends. “If you keep this a secret, we’ll be able to do it again,” Step-Mom smiled, her finger pressed against her lips. “You wanna do it again? You happy now? Why don’t you and your step-sister go take a shower together?”

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

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A truly disturbing & perverted family video…not for the faint of heart!
Sweetie, why don’t you come sit next to Step-Mommy so I can talk to you about something very important – some very special, too. There’s been time that you and I have been missing out on and that’s special step-mommy and step-son time.
There’s a lot of little things that you can be doing to be helping Step-Mommy out every single day – did you know that? Do you now how stressed out Step-Mommy gets and how much she counts on you? You know you’re my big man now even though you’re just my little guy. I’m really counting on you to make Step-Mommy feel good.
If you think that you have the patience to sit with me and learn a little bit, I’d love to teach you a few things. You think you can do that? You think you can listen to Step-Mommy? I was thinking that maybe, from now on, when you get home from school and after you’ve eaten dinner, once your homework is done, you should have special Step-Mommy time with me. It feels really good to take off all those clothes at the end of the day and be close to you.
You think you’d like to sit with Step-Mommy and rub Step-Mommy’s shoulders? Maybe touch Step-Mommy and make her feel good? Your hands are so soft and you’re already getting so strong. I could use hands like yours to make me feel better. You haven’t seen this much of me before, have you, sweetie? No, you haven’t. This is a part of Step-Mommy she really wants you to see.
I want you to know every single part of me – every part of my body. How else are you going to make me feel good? You know what Step-Mommy likes? Here, let Step-Mommy teach you exactly what it is we do during special step-mommy and step-son time….

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

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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

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“You have a really nice room here,” Step-Mom smiled, her eyes glancing around the bedroom, “it seems like your parents are taking good care of you. I saw some really cute family pictures in the hallway.”
It was the first time you had met her. She abandoned you when you were just a baby and you were lucky to be adopted by such a wonderful, loving family. “I appreciate you just letting me come talk to you face-to-face,” Step-Mom went on to say. “I know your parents were uncomfortable with me coming and talking to you. I just really want to build a relationship with my step-son…finally, and I’m not expecting you to just open up to me right away.”
Step-Mom wanted another chance. She rambled on about how she was young and stupid when she had you, that she couldn’t even take care of herself. She felt scared and she had no one to help her. She even admitted to having a lot of “partners” during that period of time and wasn’t thinking clearly. “I just needed time to grow up…” she said, “and I mean, look at you, you had plenty of time to grow up…you’re almost a man. They did a really good job raising you.”
Pathetic excuses…all of it. You weren’t going to sit there and listen to her sob story. She abandoned you – your own step-mother abandoned you. “I told you, my head wasn’t there, I wasn’t ready to be a step-mom,” she said desperately in response to your anger. “I am now. I’m sober, I don’t rest around like I used to…and I just want to be a part of your life if you’ll have me.”
She wasn’t your real step-mom. Your real step-mother wouldn’t do something like that to you. That was cold…cruel. “I’m here because I love you and I care about you,” she told you. “I know you’re angry, but you have to give me a chance to make this right. Calling me a slut isn’t going to help anything, you don’t need to yell at me.”
You were furious. This woman…this stranger thought she could suddenly come into your life? “Well, what do you want me to do?” she said out of frustration. “You…what? Listen, I’m your step-mother, you’re not going to talk to me that way. I am not going to strip for you! Calm down! That’s really going to help? Humiliating me? Having me strip down in front of my own step-son?”
You wanted to degrade her, humiliate her – you wanted to make her feel worthless and used. She was nothing to you. You’d grope her, then force her to do awful, sexual things with you. You wanted to make her feel disgusting. She’d beg you to stop, for you to accept her into your life, but she was nothing but a dirty whore. After all, this is what she deserved for abandoning you.

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

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It’s just so disgusting…I can’t believe you think about your step-mother in that way. You know it’s wrong to think about me sexually, but you’re still doing it. Is there something wrong with your brain?
Where do you even get off being like that? Do you just sit around and jerk off thinking about me all the time? Do you fantasize about my body and the things you want to do to me? Do you even know how fucked up that is? It’s so gross.
You probably want to touch yourself now, don’t you? You jerk off to me all the time anyways, so why not do it now? You know it’s wrong, but you’re going to do it anyways. You’re going to pull out your cock and start jerking off…right in front of your own step-mother.
You want me to unfasten my robe, don’t you? You really want to see what’s under here? I’m your step-mother, don’t you know it’s fucking wrong? That it’s disgusting? I bet you fantasize about bending me over and shoving your big cock inside my pussy. Do you think about cumming inside of me? About pulling my hair? Do your friends know that you think about that? Do they know you fantasize about your own step-mother sexually? About seeing her naked? About walking in on me while I’m in the shower? Do you think that’s normal?
There’s gotta be something wrong with you. You’re always checking me out and telling me how good I look. At first, I thought you were just complimenting me, but now I see that you’re just a fucking disgusting pervert. How long have you been fantasizing about me, huh? How long have you been imagining touching my body…about grabbing me? How long?
Do you think about what kind of lingerie I’m wearing? I bet you have a specific kind you like, too. I bet you go into my room when I’m not there and you pull them out and rub them against your body, don’t you? Do you smell my panties?
You gonna cum? Keep going. Ah…now how did that feel? Do you feel like a disgusting pervert? You just jerked off in front of your step-mother…

TABOO, OLDER WOMAN / YOUNGER MAN, MOMMAS BOY, MILF, DIRTY TALK, MASTURBATION ENCOURAGEMENT

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