Tag: ROLE PLAY

Diane Andrews – Mommy’s Sex Ed

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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Diane Andrews – You Love Mommy’s Titties

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.
“For my second video, I would like you to act out my favorite fantasy. It’s summer and we are sitting in the front room with the door open and just the large old fashioned screen door. We are sitting on the couch, you and I and my brother who is nursing at your breasts. I am always there when you nurse my brother because I love seeing your tits. You know this and make sure to make a big scene out of exposing your breasts in a very slow erotic way, never just one, as most mothers would do, but both so that I have an unobstructed view of your bare tit. You have me keep a wash cloth close so that I can catch any drips from the non-nursing breast. You like for me to hold your tit while I wipe the nipple and of course I make it last as long as possible.
Eventually you tell me that it’s okay to just hold momma’s titty, she likes for her men to appreciate her assets.
While nursing, you talk to my brother about me and your bare tit. Things like, “you see what your big brother is doing, he’s holding momma’s titty in his hand,” and ” he likes watching momma feed you and stare at momma’s titties, etc. A nice running commentary about me liking your naked titties.
A little while later, the paperboy comes to the door to collect. You tell him to come on in and ask him what he wants. You ask him if he can wait till you finish feeding my brother, and of course he doesn’t mind at all. He obviously stares at your tits and develops quite a bulge in his pants, no huge cocks, just normal for a boy. You decide that maybe he needs a nice tip for waiting for you to finish.
You begin asking him, “do you like looking at a woman’s titty?” “have you ever seen a woman’s titty before?” “would you like to touch one?” “I’ll let you but you have to do something for me.” Here you talk him into taking his cock out so you can see it.
Now mommy gets really slutty and puts on a show for her sons. Mommy uses cock, pussy, fuck, titty a lot. She offers to pull up her skirt so all the boys can see her pussy. And, please, expose your pussy, just a little for us to see. Asks the paper boy has ever fucked a woman. She tells him about her exploits around the house for her son, me, like cleaning naked, letting me touch you anywhere and whenever I want. Sometimes coming over to the couch while I am watching TV and sitting on my lap facing me straddling my legs pushing your tits into my face, rubbing your bare pussy on me, etc…. And sometimes, when daddy is away, I get to sleep naked with mommy all night.
Eventually you ask the paperboy if he would like for you to suck his cock. Of course he looks startled, and you explain, in explicit detail about women sucking cock. Putting it in your mouth, licking it, rubbing it all over your face, a scene that I find totally erotic in porn videos.
Don’t spend a lot of time with head down, making slurpy noises. The talk is the most erotic for me and of course seeing your body. Head down for a couple of seconds, up and talking to your sons, like “are you watching mommy suck cock? Did you see mommy put his cock right in her mouth, just like she does yours? Etc….
After he comes, you tell me to hurry up and get naked and lets go to bed, mommy needs your boy cock right here in her pussy,
Remember, slow and sensual, with lots and lots of dirty talk by mommy”

MILF, LACTATING, MOMMAS BOY, TABOO, ROLE PLAY, BIG TITS

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Victoria Veritas – Nurturing Step Mommy Peeing and Giving You JOI + Countdown

Could you make a Mommy Pee JOI and Masturbation video? In the beginning you are fully dressed and have to pee really bad and are unaware that your son is hiding in the bathroom. While pushing your panties down, Before you get to finally sit on the toilet you are surprised to see your son hiding in the bathroom but you invite him to watch mommy pee in the toilet or the bath tub. He is very curious and wants to watch from close up and see how it comes out of his moms pee hole. excited! You strip off all of your clothes. After filming your golden censored and your pleasant release you invite him to the bathroom floor so he can explore and watch you masturbate for him on the bathroom rug. You ask him if he would help lick and clean off mommy’s pee hole before she penetrates herself with a dildo that she was hiding from for her little boy. You spread your pussy lips talk about mommy’s golden nectar and slowly work the toy inside. Showing your son how mommy masturbates and feels her nipples when she gets horny. Your son wants to jerk off while mommy masturbates but is too embarrassed. He is getting excited and mom wants both of you to cum at the same time. You then give him jerk off instructions encourage him to stroke his penis for mommy and toward the end you give him a 10-0 countdown on when mommy is going to cum and she is very happy that her son came at the same time. Don’t tell Daddy because this will be our little secret.

MOMMY DOMME, PEE, MILF, JOI, ROLE PLAY, REDHEADS

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Miss Penny Barber – MILF Teacher Transformed Into Slutty Stepford Mom (HD MP4)

I am not going to tolerate your lewd staring in my classroom any longer. I do not want to hear excuses for your behavior or blaming my appearance for your choices. From now on, I expect…
What was that sweetheart? I guess I lost my train of thought. Would you like some tea? How about some cookies? I only have store bought but I promise they will be homemade next time. I just want my darling to be happy and healthy. Is there anything else….
Nevermind, sweetie, I have something more important we should talk about. Mommy is starting to get very horny and she needs your help. Don’t you like the way my body looks? Maybe if I just take off some clothes so you can see as much of me as you like. I am not sure why you are hesitating to fuck me right here on this desk but will you at least show mom your nice hard cock? Pretty please?

MILF, MOMMAS BOY, FEMALE TRAINING, JOI, ROLE PLAY, TEACHER FETISH

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Miss Penny Barber – Sneaky Son Obsessed With Mom’s Jean Covered Ass (HD MP4)

I am a little confused when I find a very old pair of skintight vintage jeans mixed in with the laundry. My ass always looked great in them but they have been stored in the attic for years. Now I find them in with the clean laundry and my son is very keen for me to try them on. So keen that he doesn’t even give me a chance to undress myself and pulls my skirt down before I even know what is happening. I am a little embarrassed to have him see my butt in just a thong but try to just go along since he seems to really want to find out if the jeans still fit.
The jeans are tight but I can definitely still get them on and I have to admit my butt still does look great in these jeans. My son thinks they look so good we should take some pictures but for some reason he insists the photos would look better without a top in the way so he pulls my blouse over my head before I can react. When I started laundry today I certainly expect it would end with me topless, wiggling my hips, and posing with my denim covered ass popped out while my son takes photos of me. At least, I hope that is all he is doing back there.

TABOO, MILF, CUM ON CLOTHES, JEANS FETISH, ROLE PLAY, EMBARRASSED NAKED FEMALE

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Julia`s Pissing Heaven – Before a gyno exam – Mom pleases Son with Cunt and Pissing

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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KCupQueen – Helping Mommy Pick Out Panties

Your birthday party is coming up, and Mommy wants to make sure everything is perfect 🙂 After she shows you the dress she’s wearing to the party, she gets a little carried away and tries on lots of different panties for you! Only because it’s your birthday, and it has to be our little secret.

ROLE PLAY, TABOO, AGE REGRESSION, BRA & PANTIES, HUGE TITS

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Goddess Joules Opia – Play With Your Pussy for Mommy

Mommy has noticed recently that you’ve been going through the changes. Your body is changing and as it changes you start to get certain urges. New cravings you didn’t used to have. Sometimes it’s floaty feelings or sort of like an …itch. I saw your search history on the computer and know you’re starting to get curious about sex and how to masturbate. Mommy wants to show you and make sure you’re doing it right. Sit down, get comfy, and just do what Mommy does. This sensual clip includes masturbation instructions designed for women and vagina-havers, spread eagle hairy pussy fingering, and a nurturing, loving roleplay.

TABOO, MILF, MATURE, ROLE PLAY, HAIRY BUSH

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Diane Andrews – Blackmailing Mom Into Sex

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. After catching mom cheating with the neighbor, you decide this will be the optimum time to use it against her to get what you want. After joining her in bed for a “nap”, you wake her by lifting her nightie and touching your cock to her ass and then tell her if she doesn’t do what you want, then you are going to tell your father about her fucking the neighbor. Reluctantly, at first, she agrees to go along with it, but then realizes your cock is much bigger than your father’s and ultimately is consumed with passion. BUY NOW to experience the ultimate in MILF, Taboo, Mom/Son, Older Woman Younger Man, Cougar, Mommas Boy, Big Tits, Pov Sex, Blackmail fantasy, Cock Lust, Big Cock, Virtual Sex and the most erotic sensuality and sultry fantasy fulfillment with ME!

BLACKMAIL FANTASY, MILF, POV SEX, ROLE PLAY, TABOO

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