Part 2 of 2 Fresh out of jail for her cougar ways, sexy busty MILF arrives home and fantasizes about 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 little 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 kiddie 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 mommy 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 son, Mommy! Look up at the wall, little boy. That’s your Mommy, enjoying young boys just like you. She can’t hide it anymore – CAN you 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 Mommy’s eyes as I touch you and kiss you little boy? 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 little boy. Your Mommy 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 kiddie penis out of those kiddie underwear! It’s driving her crazy watching you wiggle and squirm with confusion and pleasure. Oh no, the nervous little boy just peed himself!” She licks and sucks her kid piss soaked fingers and rubs her horny cougar pussy to the thought of taking young virgin boys innocence. She demands that your Mommy clean you up like a good mother. Her little boy is all dirty from peeing all over himself and not cleaning his cute little butt when he went to the bathroom last. Mommy leans over to clean him up as their corrupter watches on, taking his penis into her warm motherly mouth, the young pushed back and forth between his mother and this stranger, squealing as my throat swallows up his little kid dick and pushes his little virgin butthole harder onto the tip of his Mother’s waiting tongue. She takes her turn with her son as the corrupter instructs him on how to eat her wet horny pussy. With every tongue thrust from 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 Mother. “Mommy can help, but I am going to take your virginity, not her. Watch your sons penis get swallowed by my pussy, Mommy. Next time it will be you so pay attention to how he likes it. He’s going to cum right through these little boy underpants into my pussy! You should be proud of your 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 son from now on. I think we could make a devilish, twisted team, don’t you, Mom?”

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

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Fresh out of jail for her cougar ways, sexy busty MILF arrives home and fantasizes about 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 little 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 kiddie 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 mommy 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 al take turns with each other until I can see your willingness to participate. I know your secret about your son, Mommy! Look up at the wall, little boy. That’s your Mommy, enjoying young boys just like you. She can’t hide it anymore – CAN you 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 Mommy’s eyes as I touch you and kiss you little boy? 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 little boy. Your Mommy 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 kiddie penis out of those kiddie underwear! It’s driving her crazy watching you wiggle and squirm with confusion and pleasure. Oh no, the nervous little boy just peed himself!” She licks and sucks her kid piss soaked fingers and rubs her horny cougar pussy to the thought of taking young virgin boys innocence. She demands that your Mommy clean you up like a good mother. Her little boy is all dirty from peeing all over himself and not cleaning his cute little butt when he went to the bathroom last. Mommy 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 mother and this stranger, squealing as my throat swallows up his little kid dick and pushes his little virgin butthole harder onto the tip of his Mother’s waiting tongue. She takes her turn with her son as the corrupter instructs him on how to eat her wet horny pussy. With every tongue thrust from 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 Mother. “Mommy can help, but I am going to take your virginity, not her. Watch your sons penis get swallowed by my pussy, Mommy. Next time it will be you so pay attention to how he likes it. He’s going to cum right through these little boy underpants into my pussy! You should be proud of your 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 son from now on. I think we could make a devilish, twisted team, don’t you, Mom?”

COUGAR, OLDER WOMAN / YOUNGER MAN, AGE PLAY, SEX ED, MOMMY ROLEPLAY

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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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This was a custom order – no name used. To submit a request, email me at diane (at) insatiablemilf (dot) com. Please submit a full and detailed request for my review.
“Background: All of your son’s neighborhood friends, like to come over to your house because they love watching you clean. You always dress sexy, low, low cut tops, either very low cut bras, i.e. demi-bras, or no bra, and very short skirts, nylons and garters are a plus, love the smoky/black very sheer nylons…. You make sure to bend over in front of the boys so they can see down your top, gently swaying/jiggling your tits for them to enjoy. When you clean shelves you have your back to them so they can see your skirt ride up, or cleaning the ceiling fan, stretching in front of them, facing them so they can see the front of your sheer panties. All, very slow and erotic, mommy enjoys being admired by these boys.
Mommy is extra horny today, daddy left yesterday on a business trip and mommy didn’t get her quota of morning sex.
Mommy makes comments to them such as: are you enjoying the view, do you like what you see, does that make it better (pulling blouse open a bit more and pulling up front of skirt so they get a clear view of your panties)
Mommy becomes more and more blatant about exposing her body to them as she’s cleaning. As she gets turned on, she asks them if they know what fucking is. Of course they all turn red, especially your son, hearing you say such words. Mommy presses the issue, then asking them if they want to know what fucking is.
Mommy decides to show them, swearing them all to secrecy. She leads them al into her bedroom where she undresses, slowly, talking about her tits, what happens when she gets pregnant, her pussy and how it is gonna be used during sex. You have them take off their cloths also, after all, it’s not fair for them to see mommy naked but she can’t see them.
After mommy tells them all about tits, function and erotica, and her pussy, in detail. She takes out a small lifelike cock, hopefully you have one, to demonstrate how a mommy makes love to a cock. Talk about blowjobs, demonstrating, and one of my favorites, titty fucking, then, after she gets the cock all nice and hard, she demonstrates how a mommy gets pregnant by a daddy, slowly rubbing it up and down her pussy, actually showing them, then how it goes into a mommy’s pussy, goes in and out, slowly, then when daddy shoots his white, sticky, cum into mommy’s pussy, she can get pregnant.
Explain to all them that that is how they were made, their mommy’s took their daddy’s cocks, made them hard just like I showed you then she fucks him.
After answering all their questions mommy sends them home then takes her son back into the bedroom to let him practice on you how to make babies. Remember that I like dialog, the more the better, especially the very graphic uses of tits, pussy, fucking, and blowjobs.
While in bed with your son, you talk again about all the things you covered with them, and how you really like showing off for his friends. Then mommy has her son get on top of her and fuck her.
Please, no loud screaming, “here I cum, etc? I like soft quiet talking and gentle body shaking, it’s obvious that mommy has an orgasm.
Cooling down, mommy asks him how he enjoyed fucking her and if he would like to see her fuck each one of his friends while he watches, yes, I am a devout voyeur.”

MILF, SEX ED, MOMMAS BOY, TABOO, ROLE PLAY, DIRTY TALK

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Watch me tell my son how im going to take his virginity for all to see.. I tell you to suckle on mommys breasts while i tell you what is going to happen step by step… While mommy fingers her wet pussy while she talks to you…. I tell you how mommy is going rock back and forth our privates touching and you are going to release warm liquid into mommy.

TABOO, MILF, SEX ED, AGE PLAY, AGE REGRESSION

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Im masturbating in my bed and my son walks in… “Its okay” “No need to be embarrassed this is completley normal” “Do you want to play a game son?” “Be Mummys Doctor?” I get close to you and spread my pussy wide have you explore all those places and tell you all about them and what there for… I then show you my hole… and tell you to slip a finger inside see how deep it wwill go… You see it fits alot…. I ask you if you want to push mummys toy inside like a good little doctor… You go fasterr when i say and i come very aroused, Your getting tired but i tell you not to stop…. You then slow down and i realise you need to rest… I lay down and your suckle on mommys nipples, while you do it unaware to you im finishing myself off and making myself cum hard while enjoying my sons suck.

TABOO, MILF, SEX ED, AGE PLAY, AGE REGRESSION

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Your loving, supportive Mommy thinks its about time you learned about sex and how to make a woman feel good. She shows you how to suck her big tits and rub her clit to make her cum while you stroke for her as she gently and enthusiastically encourages you. This is a Mommy fantasy POV clip with lots of mommy related dirty talk, JOI, masturbation and a leg shaking orgasm.

TABOO, MOMMAS BOY, FANTASIES, SEX ED, JOI, POV

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I find my panties in your bedroom. I know you are young and never had sex before…your curiosity about sex is overwhelming. All your school friends are getting laid, except you. You go home and jerk off to your mom’s wet panties.
I am not mad at you, instead I will help you to become a man. I will help you to experience the pleasures of sex. There’s no one else better to do it with for the first time then your hot mom. Young inexperienced girls don’t know what to do. As I sit in front of you, wearing lacy see-through robe, little red silky thongs and red high heels. You can’t stop but stare at my luscious full breasts, long legs, the outline of my pussy.
I tease your young cock, growing in your pants, getting fuller and fuller…You are about to pop but mommy wants you to fuck her. She touches your erect cock , strokes it with her soft hand. You know that something amazing is going to happen in the next few minutes. I turn around, show off my juicy ass, make a few comments how much you love “mommy’s ass”, how you secretly look at it when I am not looking. “Come here, don’t be nervous, slide your cock in mommy’s wet pussy”. I start moaning loud, grinding on your hard cock. My son’s cock feels so good…so much better than his daddy’s. I bounce faster until I orgasm all over his cock. I know you can’t hold your orgasm any longer. I command you to cum inside my pussy…. Oh the sweet moment of shooting your hot load inside your mommy. Seeing her happy, satisfied face. She touches her pussy, then licks up your cum off her fingers. “Sweetie, you are a man now, I want you in my bedroom every night…”

MOMMAS BOY, TABOO, SEX ED, BIG TITS, POV SEX, COCK TEASE

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Watch your mummy tease you an d make you stroke that dick while you watch me masturbate with my huge bbc dildo… i dirty talk telling you how i want to feel my sons big dick stretch moms pussy wide and drip creamy cum down to yor balls.. Stroke that throbbing cock son while you watch me fuck my arse and mommys dripping wet pussy I Say Alex in this.

MOMMAS BOY, MOMMY DOMME, BIG BLACK COCK – BBC, TABOO, DILDO FUCKING, SEX ED

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Sheena Ryder – Mom’s Needs PART ONE 1080p
Sheena has been talking to her friend Sarah how about how much dating at their age sucks. And she has to admit, she really just needs sex, GOOD sex. No strings, no drama just someone to fuck her like she needs it regularly. Sheena is used to her friend being the one to always be the one that she can talk to, since no matter how much of a slut she feels like for confessing her needs, Sarah is always twice as bad as she is. This time Sarah’s suggestion is way over the line even for her, which says a lot. Sheena is shocked when Sarah confesses she has been fucking her own SON! It’s crazy! It’s…disgusting? It’s wrong…isn’t it?

Sheena Ryder – Mom’s Needs PART TWO 1080p
It’s the next morning and Sheena can NOT believe she did what she did. She fucked here son! And, it was SO damn good she gets wet just thinking about it, which makes her feel more guilty! Nathan comes in while she is just trying to have some coffee and figure out what to do. She tries explaining it was a mistake, and she’s sorry, but, she sees the look in his eye. He wants more, and, she knows she should end it right there, but instead she tells him, since he is so worked up, and it isn’t his fault that they can do it one more time, but that is the end of it…

TABOO, BIG TITS, OLDER WOMAN / YOUNGER MAN, ROLE PLAY, SEX ED, POV

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