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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I’m bored! What is my handsome young son up to this afternoon?! What did you learn at school? You look kind of flushed again… hmmm … did that pretty teacher make your little kiddie dick tingle again today? Hey, I bet your Mommy can make you even more flustered, look at my new thong! It’s so bright and skimpy, and you can see right through my pants! Wow, it really turns Mommy on when you say I look pretty! Hmm, you can’t take your eyes off Mommy now, can you? What a naughty son to be looking at his Mommy this way! You want to see more? Why do you want to look at your 28 year old mommy anyways? Your eyes follow every move as I tease my tight yoga pants down my curves, showing off my tight pussy and ass in my bright new thong. Sometimes Mommies give their sons confusing feelings and you just have to let it out! Let your developing, hairless penis get as hard as it wants to and push it into Mommy! It’s like your sensitive young penis head is leading you straight into my warm, welcoming pussy! You’re getting better and better at making Mommy feel good! Even my 31 year old friend from our naughty threesome last week said your young fresh kiddie dick was better than any mans! I’m so proud of my son that I’m inviting her over again to get more of the kiddie cock she loves with me!

MOMMY ROLEPLAY, OLDER WOMAN / YOUNGER MAN, MILF, COUGAR, AGE PLAY

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Ever since your parents announced they were getting a divorce and your dad moved out, your mother has been bringing home dates. Guys. Young guys. Really young guys…like, your age. You were upset at first, but it took you a bit to realize that the real reason behind that was you were jealous. You hated to admit it but there was no denying that when you saw her run up those stairs, pulling some young dude along by the hand, to go into her bedroom and get fucked, your cock sprung to attention. And of course, when the noise proved louder than usual last night, you just had to investigate.
What you found was a mostly-open bedroom door, looking right in on your mother and her young lover. And the things she was saying…you thought you were going to cum right there, hands free! She was calling him son, her baby boy, and herself…mommy. Hearing your mother begging for cock, telling this dude you went to high school with to “cum for Mommy…” it was too much! You knew you should just walk away but it was too hot. Of course, you can only blame yourself for getting caught.
This morning, she tells you that you need to talk. She sits you down and tells you that you can’t be spying on private moments. Frustrated, you tell her that she can’t be doing stuff like that! She’s irate, telling you that you can’t tell your own mother what to do with her body. She admits to the mother-son roleplay stuff, and you try to fight the tent in your pants. It’s no use, though. In a moment of white-hot lust, you blurt out that she doesn’t need to go out of the house to get what she’s looking for. She’s floored, insisting that you stop saying such things but since it’s out of the bag now, you’re going for it. You tell her how hot it was seeing her like that. How much you loved her dirty talk. She is begging you to stop but you don’t let up, asking her why she can’t handle it from you, when she loved it last night.
Frustrated, she cries, “because it’s turning me on!” She looks like she wants to take it back, but its too late for that. You reach down to unzip your pants, and she begs you not to. You let your cock fall from your underwear and you can see all her reservations fall away, all her self-restraint disappear as you stroke for her. She’s steadfast that you can’t touch, but agrees that you can watch one another, dirty talk, encourage. You stare down at your mother’s naked breasts, her dripping wet pussy, and stroke as she tells you how hot it is. How she’s always wondered what this would be like…

TABOO, COUGAR, MASTURBATION ENCOURAGEMENT, POV, VIRTUAL SEX, ROLE PLAY

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Nina Hartley – Start taking over for Dad POV- PART ONE 1080p
Nina comes in to talk to her son about how great he has been helping dad out down at the shop, and a lot of the other things dad needs more help with, Now she wants him to start taking over for dad in the bedroom, or even right there in the living room. It’s totally ok, it’s natural for a son to take over.

Nina Hartley – Start taking over for Dad POV- PART TWO 1080p
Nina comes in to talk to her son about how great he has been helping dad out down at the shop, and a lot of the other things dad needs more help with, Now she wants him to start taking over for dad in the bedroom, or even right there in the living room. It’s totally ok, it’s natural for a son to take over.
Nina’s son went on a date and got lucky, it seems every since he started filling in for his father with mom, girls just seem to know he’s not hard up, and he has confidence that he knows what he is doing. But mom comes in to let him know that she wants him to put her needs ahead of other girls.

TABOO, MILF, COUGAR, SENSUAL MASSAGE, OLDER WOMAN / YOUNGER MAN, POV

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You’re home early from bible study group. You’re not supposed to be there. When your STEP-MOTHER catches you, she just knows your dad will be mad. She’s very RELIGIOUS, and is very upset that you’re missing bible study. You’re supposed to be working towards becoming a man of god. How can you do that if you miss bible study? Your step-mother insists that if you are home, the two of you will sit and read passages from the bible together. She tells you to turn to a certain passage as she begins reading. She reads and then looks up . . . wait, are you even listening? Oh, wait. Now your step-mother knows why you’re home early. You were hoping she would feel for you as you feel for her. Ok, listen, the man upstairs probably won’t like this, but if you promise to never miss a bible study again, your step-mother promises to show you, just once, what is hidden beneath her uppity CHURCH clothes. She begins to seduce you as she shows off…

RELIGIOUS, POV, ASS FETISH, TIT FETISH, COUGAR, STRIP TEASE

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Diamond has been noticing her son looking at her very strangely. Then, as she is exercising in her room she feels his eyes on her. She starts to scold him but realizes it is natural for sons to have…feelings, especially at his age. She is his first crush and she wants to handle it the right way

TABOO, MILF, COUGAR, OLDER WOMAN / YOUNGER MAN, SLUT TRAINING, DOMINATION

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Mom is going to visit her gynaecologist and asks son to sniff her cunt just to be sure she smells good. She imitates a pose like on a gyno chair so the boy could sniff her gorgeous cunt well. But of course she knows that would turn him on again! The view of that fantastic big labia pink mature cunt, wide open stunning legs and her dirty talk make him wank and cum before she leaves to the doctor. Oh, and one more thing please – would you pee all over me Mom! I need to feel that divine liquid all over me again!

PEE, MOMMAS BOY, TABOO, OLDER WOMAN / YOUNGER MAN, ROLE PLAY, COUGAR

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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.
What do you think you were doing spying on me like that? Don’t you understand that’s wrong? I mean, I’m your mother, you are not supposed to look at me that way! Maybe I’m so angry because… well… maybe I liked it. I did. It actually turned me on a lot to know you were looking at me that way. Do you really want to know what it would be like to experience your mother’s body?

MILF, COUGAR, POV SEX, TABOO, ROLE PLAY, BIG TITS

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This was a custom order – name used. To submit a request, email me at diane (at) insatiablemilf (dot) com. Please submit a full and detailed request for my review.
“I was interested in a POV video with you playing my tipsy mother coming into the living room from the party outside to unknowingly seduce me over a longer period of time. I was watching some TV while drinking on the couch and you decided to join me. We talk with each other for a bit, talking about what drinks we like. Then it moves on to talking about the party and how everyone was checking you out. I try to move on from the subject. [Silence]
You make a couple drinks for us to have. Then after drinking you feel buzzed and start checking me out. You ask, “Honey, you remember that talk we had a long time ago about , when you said people should be able to make love to whomever as long as their adults and consent. I remember I disagreed with you and said that sex between family members is not alright at all, do you remember?”
ME: Yeah
MOM: Well, I have been thinking about it…. a lot.” [Pause]
ME: Okay, what about?
I mean, I have been umm … you know…umm…thinking about it…late at night.”
ME: Ummm what do you mean?
MOM: I have been thinking about how you might be right.
ME: Mom?
MOM: I have been thinking about what your cock looks like ….. and if it would feel good for me to touch it.
ME: What the fuck Mom? Umm, ummmm we can’t and there are so many people outside anyways.
This is where you seduce me by slowly assuring no one is going to come in from the party and you want to just look at it. You slowly pull me out of my jeans [no cock in video plz], You smile and then grab it, seducing me to be able to suck it to completion in your mouth. [2 minute bj]
After cumming in your mouth and you swallowing it. You dress back up and drink to clear your throat. Someone comes in from the party [no actor needed] to grab some beers and quickly leaves which is good because we act kind of awkwardly silent watching TV. After partier is gone back outside…
MOM: Did you like that?
Me: omg…yes.
MOM: I am so fucking wet for you Samuel. Are you still hard?
ME: Yes, but we shouldn’t.
MOM: [smile] You know you want to.
You seduce me quickly and pull me out of my jeans again and move your panties over to the side from under your skirt , climb on me and take control riding me and then urging me to come inside you eventually. [4-5 minute sex] [Toward the climax, plz pull out your beautiful breasts and ensure me that you don’t care if anyone comes inside.]”

MILF, COUGAR, POV SEX, TABOO, ROLE PLAY, BIG TITS

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