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

Continue to download

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

Continue to download

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

Continue to download

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

Continue to download

“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

Continue to download

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

Continue to download

Oh…hey honey, what are you doing in here? Are you okay? You look kind of frazzled. Wha-what? I’m sure you’re fine, you have nothing to worry about. Don’t worry about other guys’ sizes, every guy brags about their dicks being so big, but most guys have a pretty normal dick – like your step-father’s, he’s average. Yours is probably not small at all. I think you’re just obsessing. Are you watching too much porn where the guys have really insane, big ones? It’s not realistic.
You wanna show me? No, no, I don’t need to see it, don’t show me. Why do you need me to see it? I’m sure everything’s fine, you’re probably average just like the other boys in school.
You’re not going to give up, are you? Okay, I…guess you can show me. I’m just going to give my opinion and that’s it, nothing else. And then you’ll know that there’s nothing to worry about. I guess you can go ahead and take off your pants…are your pants off?
You look average! I mean, it’s kind of limp, so I can’t really tell because some guys are growers, but even your limp dick looks average. Well then, you’re going to have to tug it a few times if you want me to look at it while it’s full erect. Give it a few tugs. I’ll look away to give you your privacy while you do that. There’s nothing to be nervous about, I’m your step-mother. You don’t have to be shy – you’re the one who wanted me to look at it!
It seems like you’re having a hard time…come over here, let Step-Mommy help you. Step-Mommy’s going to help you get it nice and hard, and once I give you my opinion, you can get up out of here with the understanding that your dick isn’t small. Let me know when it’s at full erection. I already feel it getting bigger and harder in my hand.
You don’t have to look at me, I’m not looking at you. It looks normal, it’s definitely not a small penis. You also don’t have a monster penis, which you should be grateful for, because you’d be scaring girls away. Your dick looks just like your step-father’s dick. And I’ve been with your step-father and we obviously had no problem with his dick because you’re here.
You should have no problem with girls. There’s nothing to worry about. In fact, you look a little above average – a lot of girls will like that. But now you have a hard-on. It’s going to hurt if you don’t take care of it, you know? You’re going to have to cum. You want Step-Mommy to take care of it? I can show you how a girl would enjoy someone with your dick size, and meanwhile, we’ll take care of that hard-on, okay?

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

Continue to download

Scene One: Step Mom Is Desperate
My step-mom came to visit me at my new job, and she can clearly see that I am a big shot at work! She confesses to me that she is having some financial troubles and she really needs my help. “How is this my problem?!” I ask her. “It’s not your problem! But I really need money, sweetheart,” she tells me. She offers to work for me and make some money that way. “Please give me a chance and I won’t let you down!” she begs me. I tell her that I’m not sure if she’s the right person for the job, but I am willing to let her prove to me that she can do the job. “You are going to have to do some things that you might not want to do… I will need you to be naked around my office all the time!” I tell her. She thinks I am kidding at first, but I tell her that I am completely serious. “I will give you cash if you get naked for me and do some other things for me…” I tell her. She is unsure about what to do, but she really needs the money! I show my step-mom a stack of cash and she starts to strip out of her clothes for me. She takes off her bra and undies and before I know it, she is completely naked in front of me! “It’s nice having you on board, step-mom!” I exclaim. I tell my step-mom to walk out and leave my crowded office, completely naked! She must humiliate herself if she wants this stack of cash! She is nervous, but she does what she is told!

Scene Two: Why Are you Not Naked Step-Mom
I walk in to my step-mom’s house and she is fully clothed in the kitchen. “What are you wearing?! GET NAKED!” I demand. She laughs because she thinks I am joking. “I am serious! Take off your clothes right now or you are fired!” I exclaim. She starts to strip out of her clothes for me, because she is afraid of losing all of the money that I plan to give her. Once she is fully naked, I demand that she get down on her knees in front of me. I pull my hard cock out, right in front of her face. “Don’t be afraid of it! Give it a little kiss!” I exclaim. I convince her to put my cock in her mouth and give me a blowjob. “I haven’t had dick in so long! And you do have a really nice cock!” she admits to me. She keeps sucking on my cock and my step-mom isn’t too bad at this at all! “Stand up now, step-mom!” I tell her. I tell her to lean up against the kitchen counter so I can fuck her. She grabs her glass of wine and takes another sip first. I shove my hard cock inside of her pussy and she starts to apologize for being a mean step-mom towards me back in the day. After a few minutes, I cum inside of her. “Did you just cum?!” she asks me. “That’s part of our deal!” I remind her.

Scene Three: Step-Mom Cleans My Cock
I walk in to the living room to find my step-mom vacuuming and she is completely naked, like I asked of her. “You are dressed appropriately!” I tell her. “I’ll be right back step-mom, but you should keep cleaning!” I say. I walk back up to her quickly and I grab her big, natural tits. I push her down on the couch and I instantly shove my hard cock inside off her pussy. “You are taking your new job very well!” I tell her. I keep fucking her pussy harder and she tells me that I can do whatever I want to her. I know that she is so focused on the stacks of cash that I am giving her, that she does anything I want now and I love it! “This deal of ours is really starting to pay off for me!” she exclaims, while I fuck her. I flip her over in to the doggy style position and I fuck her pussy from behind while her big ass bounces up and down. “May I cum on your cock?” she asks me. “Yes, you may,” I give her permission. I fuck her in the missionary position next. When I get close to cumming, I make her get down on her knees and I jerk my cock off in her mouth. She swallows it all, like a good step-mom should!
***Nikki Brooks Exclusive First Time Swallow!!!***

Scene Four: Step-Mom Has a Secret
My step-mom has a little chat with my step-dad and she is so angry with him, that she confesses to my step-dad that she has been fucking me! “Your son had a solution to my financial crisis after you screwed me over with that divorce! Your son fucks me all the time now!” she laughs at him. She calls me in to the room and I get on top of my step-mom, right in front of my step-dad. “How does it feel that your son is about to cuckold you!?” she asks. I lick my step-mom’s nipples before I shove my cock inside of my step-mom, while my step-dad sits in the room watching us. My step-mom keeps talking down to my step-dad while I keep fucking her in the missionary position. “I’m cumming all over my son’s cock now!” she moans. I fuck my step-mom until I creampie her pussy while my step-dad continues to watch!

MILF, TABOO, POV SEX, CUCKOLDING, POV, BIG TITS

Continue to download

Scene One: Dare You Not To Get Hard
I am really bored at home this afternoon and I want to find something to do! My step-mom, Cory, walks in to the kitchen wearing a tight, red dress. She looks really slutty as she tells me that she wants to play a game with me! She starts to rub my cock over my shorts, and that makes me feel nervous! Cory starts to giggle as she strips out of her dress in front of me and she tells me to put my phone down. I feel really awkward because I’ve been living with my step-mom for a while now, and this is weird! She grabs my hands and makes me feel her big, enhanced tits. She sits on my lap and she starts to give me a lap dance, to try and get my cock hard! She gets down on her knees and she pulls my cock out of my shorts. She starts to lick my cock up and down and then she shoves it all in her mouth! This is unbelievable! She wraps her big tits around my cock and she titty fuck’s my cock. She keeps giving me a blowjob until I cum in her mouth! Then, I run out of the room because I am confused about what just happened!! “Where are you going?! I wasn’t done playing with you yet!” Cory yells after me.

Scene Two: Dare You To Just Put in The Tip
I am sitting on the couch watching a movie with my step-mom, Cory. “Where did you run off to yesterday?!” she starts to question me. “What happened between us was really awkward for me, step-mom” I tell her. She tells me that she will be quiet now and let me watch my movie… Thank goodness! Out of the corner of my eye, I can see my step-mom rubbing her tits and I don’t know why she is acting so slutty and weird?! She won’t leave me alone and she keeps talking during the movie! She tells me how she used her vibrator earlier but it wasn’t the same as a cock! “How about you pretend that I’m somebody else and then you can fuck me!” she suggests. “Step-Mom! No! What the Hell?!” I ask her. She starts to rub my cock with her hand as she asks me to just stick the tip of my cock inside of her. She pulls her big tits out and she makes me rub her tits. I’m not really in to her but I give in anyway, because she won’t leave me alone! She pulls my cock out and she starts to give me a blowjob. She tells me that I can imagine that she is the actress from my movie, so I try to close my eyes and pretend she is a different person. She lies down on the couch and she spreads her legs in front of me. “Just stick the tip in, sweetie!” she demands. I stick the tip in and then I ask her if we can go back to watching the movie yet. “Come on! Just a little more! You can stick it all the way in!” she begs me. I start to fuck my step-mom in the missionary position and she keeps moaning loudly! She flips over in to the doggy style position and I fuck her pussy from behind. Then she rides my cock in the cowgirl and reverse cowgirl position! I accidentally cum inside of her pussy and then I run off to my bedroom! This is officially getting too awkward…

Scene Three: Morning Sex
I am napping in my bed one morning when my step-mom sneaks in to my bedroom. She starts to rub my cock with her hands and I am really starting to believe that my step-dad married a mentally unstable woman! She is acting beyond strange! She pulls my cock out and she starts to give me a blowjob. I open my eyes and I jump up! “Step-Mom! What are you doing?!” I ask her. I tell her how weird this is but she tells me that she needs more of my cock! “Didn’t you get enough earlier?!” I ask her. “I can never get enough!” she tells me. She keeps giving me a blowjob and then she hops on top of me and she rides my cock. She rides my cock for a few minutes and then she lies down on her back and she asks me to fuck her. I fuck her pussy until I get close to cumming and then I pull my cock out and I jerk my cock off in to her mouth and on her face… Now hopefully she will finally leave me alone and let me go back to bed!

MILF, HAIRY BUSH, BLOW JOBS, CUMSHOTS, POV, BIG TITS

Continue to download