Tag: ROLE PLAY

Miss Penny Barber – After School Blowjob From Mom (HD MP4)

I make sure to greet my son with a plate of warm cookies and a cold glass of milk everyday after school but I know a tasty snack is not all a growing young man needs to help him get stronger. That is why I also make sure he has a very powerful orgasm everyday and he likes sloppy blowjobs from mom the best, especially when I wear a dress cut low enough to give him an eyeful of my full breasts. Before he can enjoy his milk and cookies he has to let me unzip his pants so I can have my way with his hard cock. My special man understands that mom knows best and mom definitely blows best.

TABOO, MOMMAS BOY, COCK WORSHIP, ROLE PLAY, MILF, BLOW JOBS

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Miss Penny Barber – Blackmail Blowjobs From Mom’s Therapist (HD MP4)

I consider myself to be a very good therapist but I may have picked up a few bad habits over the years. Like using my hypotherapy skills to turn my hottest female patients into sex slaves. I thought I could get away with programming these women to strip naked and sexually service me on command but never thought what might happen if someone else accidentally used a trigger word near one of my hypnosluts.
My dirty secret is finally exposed to the son of one of my clients when she goes into a trance and takes off all her clothes right in front of him. When the son comes to my office to confront me, I assume he wants justice and a cure for his mom, but I am in for an even bigger surprise than I thought. This little delinquent just wants to know how he can control her to satisfy his own Oedipal fantasies. Of course, he also demands that I strip and give him a blowjob if I want to keep my career. I am definitely mad at first but I have to admit this young man is an ingenious pervert after my own heart.

TABOO, MILF, POV SEX, BLOW JOBS, ROLE PLAY, MOMMAS BOY

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Bettie Bondage – Sex Therapy with Mom mp4

Having a mother who is a sex therapist has been…confusing, growing up. She’s always been so open around sex, always talking you about your penis and your habits. Of course, she insists that she act as your therapist, which doesn’t help the issue you’ve been having since you’ve gotten older. Of course, she acted like it was the end of the world that you couldn’t orgasm. You’ve been working on it, but there’s just something missing. Your mother tells you that she needs to see you for a very special session about this issue.
When you sit down, you can tell there’s something different about to go down. Of course, growing up hearing your own mother say such frank things about sex and men and women’s bodies has really changed how you look at her, but even so…she looks gorgeous. And she tells you that this will be a hands-on approach, something that neither of you can tell anyone about. You’re not sure what she has planned, but when she starts to undress, things become crystal clear. Your mother wants to help you orgasm, for the very first time! She undresses slowly, bringing out a thick pink toy from the table next to her leather armchair. Pulling aside her panties, she slides the toy inside, telling you to stroke at the same pace with which she fucks herself. You’re cock is throbbing, dripping precum as your mother brings you to the edge of orgasm, over and over.
When you feel like you can’t take any more, she tells you to come and stand right at the edge of the chair, with your cock pressed against the warm, wet opening of your mother’s inviting vagina. You wait, desperate to let the tingling in your balls overcome you, as she tells you exactly what to do. Slowly, you push into your mother, watching her face, a wash of pleasure as her son penetrates her. Her hips pivot and grind onto your cock, until you’re buried inside her. Moments later, she is bringing herself to orgasm on your cock, milking out your very first load, filling up your mother’s tight quim with sperm.

TABOO, MILF, NURSE PLAY, ROLE PLAY, POV, VIRTUAL SEX

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Danielle Maye – Step Mothers Revenge JOI Custom

Danielle has just married a wealthy old man, unfortunately She has accidently mixed up his heart medication with Viagra! But his son will inherit his fortune rather than the much more deserving Dani. However she has a plan to deal with her unwanted stepson first, that may lead to a ‘happy’ ending. Danielle looks immaculate dressed in a smart outfit with a pendant necklace. Wearing a tight blouse, short skirt and sexy patterned stockings, she meets with her stepson. The arrogant letch can hardly take his eyes off his pretty new stepmother. and Danielle is going to use this to its full advantage, giving the boy the happy ending he deserves….

ROLE PLAY, PANTYHOSE/STOCKINGS, TABOO, DOMINATION, BLACKMAIL FANTASY, JOI

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Erryn Hex – Your New Stepmom

I know it’s a little embarrassing having someone as young as Me as your new stepmom. I’m only 22 and married to your father, you must be wondering how that happened. Are you sure you really want to know the honest truth? His bank account… And his dick. Turns out your stepmother isa little bit of a gold digger! HD.

MOMMY DOMME, FEMDOM POV FEMDOM, FEMALE DOMINATION, REDHEADS, ROLE PLAY

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Taboo Mom Natasha – Is This What You Want Son?

SHE ASKS.. SHE SEES HE IS GETTING AROUSED…SHE TAKES DOWN HER PANTS… I BET YOU DIDNT KNOW MOM HAD SUCH A NICE ASS DID YOU? SHE TAUNTS HIM TILL SHE GETS HIM TO FUCK HER.. MOM ASSURES HIM IT WILL LAST FOREVER AND SHE ASKS HIM TO MAKE HER PREGNANT, THEN IT WILL ALWAYS BE THE 2 OF THEM… MAX IS SO LUCKY TABOO MOM SON POV.

Category: MILF
Related Categories: CONFRONTATION, ROLE PLAY, POV

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Bettie Bondage – A Cougar’s Squeaky Bed mp4

You just got a great deal on an apartment. Although you’re barely 21, it’s in a 55+ living complex. All you have to do is attend to the resident’s minor home repair issues. Mostly it’s just fixing light fixtures or moving heavy stuff, but today was different. There’s this one woman – she can’t possibly be 55, can she? – who has been giving you serious bedroom eyes ever since you moved in. Your units are only a few doors over from one another, and you can’t help notice that she has a lot of, um, gentlemen callers. Even so, when she asks you to come look at an issue with her bed, you don’t think it’s anything suspect. Even after you come in, and she’s all flirty, wearing a tight outfit, telling you how strapping and strong you are, you don’t think she wants to…well.
You check out the bed. She says that it squeaks something terrible, and gets on to bounce the mattress and demonstrate, to not avail.
“You know,” she says, smirking, “it’s normally when it’s two people, so why don’t you get on here with me, so you have a better understanding of where the issue is?”
Even then, you don’t see what’s coming next…when she climbs on top of you and starts to bounce. You can be really thick sometimes…and it doesn’t take much of this sexy cougar bouncing on your lap to make you really get thick! Once you notice how hard you’re getting, you try to wiggle away but she doubles down, bouncing and grinding on you, and you realize this was her plan all along! Before you can say “senior discount,” she’s got your cock out, working it into her wet and hungry pussy. You’ve never seen a woman so self-possessed, so sure of what she wants…and what she wants is you, deep inside her milking quim! You watch as she bounces on your cock, making herself cum onto your straining dick, begging for your cum…

Category: VIRTUAL SEX
Related Categories: MILF, ROLE PLAY, DIRTY TALK, COUGAR, POV

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Natalie Wonder Clips – Mommy’s Obscene Behavior As She Lovingly Plays With Her Sweet Baby Boy

Hi I’m looking for a very taboo age play/regress scenario where you my mommy is coming back from a date with your new boyfriend. I’m your cute little baby boy and you love me so much but tonight your new boyfriend brings out some very inappropriate actions in you. You quietly walk in (boyfriend off camera) to check up on your sweet baby after the babysitter left. Baby wakes up as soon as mommy walks in of course. Mommy talks lovingly to her baby boy. She coddles him, tickles him and kisses him all over. Mommy intermittently talks to her boyfriend while playing with baby. Mommy introduces her baby boy to her new boyfriend. But mommy promises nobody will ever take baby’s place. The boyfriend loves watching mommy cuddle with her cute baby boy. Boyfriend makes some very inappropriate comments. Mom is in shock he would suggest such a thing! (Please use your perverse imagination I trust your judgement to surprise me with something very taboo). Eventually mommy admits she’s had certain “thoughts” about her own little baby boy. She can’t help it when she changes him or cleans him up. It probably happens to most mommies but they would never admit these thoughts! She makes her boyfriend swear never to tell anyone! Mom can’t even believe she’s just admitted these depraved thoughts! Mom begins to get horny and realizes her baby boy will never remember anything anyways! Mom goes ahead with her obscene actions. She makes pervy sexual remarks/jokes with her boyfriend and is very verbal about what she is doing.
I’d love it if mommy could disclose about how she’s masturbated herself while breastfeeding me. She goes ahead and shows boyfriend how she did it all while encouraging me to feed from mommy’s hard nipples. There’s another hard nipple on mommy’s body that baby can suck on as well. And if mommy’s good baby boy sucks long and hard enough, more warm milk will cum out. Also I’d love it if mommy can get my little peepee hard and then suck it because it’s my turn to produce milk for mommy.

Category: ROLE PLAY
Related Categories: TABOO, AGE REGRESSION, MILF, DIRTY TALK, XXX HARDCORE

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Rose Blacks Fetish Store – Mommy Makes You Feel So Good-MP4

” Mommy encourages peepee play: Mommy, any and all body hair preferred, no face make up necessary, hair up in a loose bun, barefoot, loving nurturing voice, intermittent close up views of your body parts and face as you baby talk your little boy through exploration.
(First 3 min)
Id like the first view to be from the floor as you walk in my room nude and find me playing with myself and exploring my penis. “It’s time Mommy made use of that little peepee, here let Mommy show you how!” Squat down in front of me and give me a full body view from further back at first. Please notice me curiously staring at your toes, pussy and breasts… Tell me all about your special body parts and use the terms that are personal.
Start rubbing your breasts sensuously while noticing my erection as I become aroused by mommy’s “show and tell” game.
“Look at that cute little peepee! Is your little peepee standing up because you see mommy?! Yea?! It’s ok my funny little boy, that’s what mama wants! Wiggle it at mommy, oh yea that’s it baby boy touch it for mama! Oh god you’re so fucking cute my baby boy….Oh god mama said fuck, opps. (Moan a lot) Mommy can’t contain how she feels about your stiff little peepee honey. You’re at the right age to be curious so let’s do it…don’t be shy baby, all mama’s do this with their boys! Yes! (please Moan and whine throughout clip dialogue)
(Next 2min)
Lean in and reach to give me a hanjob while you also touch yourself. Please make sure your breasts swing and jiggle. Tell me this is normal and that you love me…. “Mama knows it feels so good… It’s ok to squirm and twitch with pleasure.” Giggle and enjoy the pleasure you are giving me. Teach me, educate me, this kind of sex education is normal, get off on the power you have over me with my little penis in your hand…
Now sit on your bottom with your legs apart, knees bent and feet gripping the ground for me… give me a good view of your pussy, belly, boobs, legs and feet. Tell me to stand up.
Tell me my little dick and balls look so good that you want to suck the entire peepee and little peanut sack all the way in your mouth.
“Mmmmmm honey, Mommy’s gonna swallow your peepee all the way down!”
(Last 3 min)
Giggle and ask me if what mama just did felt good. “Do ittle boys like that?” Mommy liked it… why don’t you rub your peepee some more!
“Here look at mama some more” Roll onto your back in the baby girl position and grab your little toes and play. Wiggle your toes a bit. Next, spread and show me your butthole and pussy hole in an educational manner. Keep the view from down between your legs. “That’s it, Oh, that’s it Stroke that peeppe for mommy!” “That’s Mommy’s good little boy, yeah honey just like that” “Yeaaaah, that’s a good boy, yea!” “Your such a good boy for Mommy.”

Category: MOMMAS BOY
Related Categories: TABOO, MASTURBATION INSTRUCTION, SEX ED, ROLE PLAY, MILF

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