Tag: MASTURBATION ENCOURAGEMENT

Sydney Harwin – In Love With Mother

Not many people know about you like I do. I know you so well that I know just what buttons to press. What to say. How to make you weak. Your greatest weakness of all is your mother. The woman is so perfect that you’d do anything to have her… I even know what kind of naughty things you were thinking when you was younger. She was the cause of your very first erection wasn’t she… your beautiful mom didn’t think she needed to cover up around her own son… she didn’t know you had a crush on her… didn’t know you’d stare at her tits… her ass… watch her from the crack of her bedroom door as she slid her fingers inside herself on her bed… imagine she was screaming your name as she fucked your father in the next room?… I could name a few other things but I’ll leave the rest for when you watch this video…

TABOO, STORIES, MOMMY ROLEPLAY, LACE/LINGERIE, MASTURBATION ENCOURAGEMENT

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Jackie Synn – Mother-in-law Hates Halloween & Little Dicks

Your wife is crazy about Halloween, she has you and your mother-in-law decorating the house getting ready for a party tonight. Your mother-in-law keeps bitching and complaining about how much she hates Halloween and how this whole party is a stupid idea. She decides to liven things up by tempting you to pull out your dick in front of her, you’ve always thought your mother-in-law was such a prude but very very hot. You jump at the opportunity to get your dick sucked by your mother-in-law, but when you drop trowel she is horrified at what she sees! Your cock is far too small for a woman like her and she is not afraid to tell you about it. Your mother-in-law mocks your tiny little cock as you keep stroking, she thinks you are so pathetic and she can’t believe that her daughter would marry someone like you. She insists that you hurry up and you better not make a mess on the floor, the party is about to start so you’re just going to have to eat your cum. Hurry up little dick loser finish up in front of your mother-in-law!

SMALL PENIS HUMILIATION, TABOO, MILF, PAWG, BBW, MASTURBATION ENCOURAGEMENT

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Tammie Madison – Wank for Mommy

Mommy is so proud of you and your very healthy sexual appetite. She knows that you make the most of your amazing dick by jerking off often. But, what she does not know is when you last did it for Mommy. Don’t you find her sexy? She finds you very attractive. In fact, she gets turned on each time she notices just what a sexy man you have become. But, she wants more. Mommy wants to watch you enjoy that gorgeous cock while you look at her. That is not too much to ask, is it? After all, Mommy made you. It only seems right that you show some appreciation by giving her what she wants and masturbating with her.

JERK OFF INSTRUCTION, JOI, MASTURBATION ENCOURAGEMENT, MILF, TABOO

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Amedee Vause – Mommy Is Open Minded – Taboo Masturbation Instructions & Big Boobies!

Hi son, what’s up with you lately? You seem concerned about… something! And you’re also very quiet, like a mouse, nothing like before, I barely recognize you! I just have the impression that you’re… maybe avoiding me? If I’m in the kitchen you prefer to run to your room, you look like you’d need more privacy… you know what I’m talking about? Ok, maybe I’m the one that’s wrong here, but I’m just concerned, son. I think maybe you came to that age already… Come, on, what age? The age when you start getting horny, thinking about girls, sex, you consider yourself unattractive, that age! Do you think you can’t discuss these matters with your own mother? We’re an open minded family, son! You see, me and your father still have sex at this age! People all ages have sex, and for you it’s not too soon if you’re still a virgin. Come on, let Mommy help you in these things, it will be good for you since mommy has a lot of experience! Tell Mommy, have you ever touched yourself down there? Do you ever masturbate? Oh, you’re so shy, now your cheeks got reddish! Come on, let Mommy show you how things should be done. We’ll begin by taking down these pants…

MASTURBATION INSTRUCTION, MASTURBATION ENCOURAGEMENT, TABOO, MOMMAS BOY, JERK OFF INSTRUCTION, BIG TITS

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Peaches Cream – Mommy Edges Naughty Boy

You don’t seem to learn… You’re Mommy’s naughty boy. Now I have to punish you. I have something in mind, but I don’t think you’re going to like it, but Mommy is going to have a lot of fun with it…. You’re going to stroke your cock, because Mommy says so. When I say ‘START’ you’ll firmly grab that cock and stroke it really hard and really fast… When Mommy says ‘STOP’, you do exactly what she says, ok? Be a good boy and listen very carefully. Soon enough I’ll let you cum – but not before I think you’ve been punished enough. Then when I say you can cum, I want you to shoot your load all over my hands and over your belly… I want to see your creamy, white, sticky load explode from your tip and go everywhere. Give your mother a good show… Leave a big mess for me to clean up. But, how should I clean this mess…? Should Mommy lick it up…? xx

MOMMY ROLEPLAY, EDGE PLAY, CUM IN MOUTH, MASTURBATION ENCOURAGEMENT, DIRTY TALKING

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MoRina – Mom Likes to Watch

You come home to find your mom in her underwear… not that unusual, but today you can tell something is different. She demands that you take your clothes off and sit down in front of her. She demands that you stroke your dick for her. It feels awkward, uncomfortable, wrong… but she is using her stern mom voice that she reserves for when she really means what she is saying. You find yourself complying. Her house, her rules. She starts touching herself too… first through her cotton panties and then reaching inside and eventually pulling them off to finger fuck herself. She pulls one of her big tits out from under her bra too. You are mesmerized by her hairy pussy, and she’s talking so dirty… words you’ve never heard your mom say before! Cunt… fuckhole…she’s using your masturbation as her porn, and you cum when your mom tells you to! She’s clearly pleased, because she ends up squirting all over her fingers! You don’t even mind when she tells you to clean up her messy pussy for her.

TABOO, MOMMY DOMME, MASTURBATION ENCOURAGEMENT, OLDER WOMAN / YOUNGER MAN, DIRTY TALK, MASTURBATION

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Ms Paris Rose – Mommy Has Intense Orgasms with Her Son

Mommy can’t wait each night to call her son at school so they can have some masturbation and dirty talk time together. She’s wearing her new pink dress she bought for him and records the session to send to him later. She uses her vibrator to masturbate as she gives him jerk off instruction and has a loud screaming orgasm then shows off her body to the camera to keep him thinking of her.

ROLE PLAY, TABOO, DIRTY TALK, MASTURBATION, COUGAR, MASTURBATION ENCOURAGEMENT

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MoRina – Mom Misses You While Your Deployed

Mom is a proud military veteran, and she wanted to send you a very special video to tell you and show you just how much she misses you while you are deployed. She can’t stop thinking about that night you spent together before you left. She wants to make sure you know how much she loves you, how proud she is of you, and she can’t wait to get her hands on you again… She even lets you in on a fantasy she has for your return. Your naughty mom gets so worked up during the video that she masturbates and encourages you to do the same. That might take the edge off until you come home to her!

TABOO, MILITARY, UNIFORMS, MASTURBATION, OLDER WOMAN / YOUNGER MAN, MASTURBATION ENCOURAGEMENT

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Cassandra Cain – Step-Mom JOI

Dad is coming home late again so stepmom finds a way to take up some time. She gets a naughty idea and starts flirting and suggesting we get a little closer. She wants to see what you’re working with so she entices you to pull out that cock and helps you get hard by showing herself off and pulling out her big tits. Just as she expected, you have a nice big cock. She starts encouraging you to jerk off to her, rubbing her tits and showing herself off more. Giving you JOI while she touches herself and showing her big round ass and taking off her panties. She shows you how to please a woman by masturbating and pulls out a vibrator. Mommy can’t take it any longer and has to cum. Jerk that cock for mommy and blow a big load.

TABOO, MOMMY ROLEPLAY, JOI, JERK OFF INSTRUCTION, MASTURBATION ENCOURAGEMENT

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