Hello sweetie, I’m the Nurse here on campus, Meana. I see the Dean has sent you here for me to take a look at you, apparently you’ve been struggling in some of your classes? Oh… so only the classes with female professors? That’s interesting. Well why don’t I just give you a quick examination… does it hurt when I press here? How about lower? Heheh Well that might be your problem… that large bulge in your pants young man haha how often are you taking care of that trouser snake of yours? Never?! You don’t masturbate at all? You never have? Oh dear… well that explains a lot. Oh sweetie, it’s very important that you masturbate as soon as you feel your horny cock starting to distract you, otherwise you might have all kinds of problems…in fact I don’t think there’s any point in you going back to class unless you masturbate right now. And since you are so far behind on your jerking off skills, I will instruct you on the best way to get all that naughty boy cum out of you so you can go back to being a good boy. Now just relax and listen to what I say… I want you to take your hand and slowly…gently…squeeze your cock for me….

JOI, MASTURBATION ENCOURAGEMENT, MILF, EDGING GAMES, PANTYHOSE/STOCKINGS, JERK OFF INSTRUCTION

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Your girlfriend shows up, in hand. You’re not huge stoners, but you were recently talking about how ganja makes you both feel horny and relaxed. And she says that’ll be a good mindset to be in, since she has something she wants to talk about.
Lazily, she lights up, smirking as she inhales, exhales, plays with the smoke, holding it loosely to your lips as you drag. She tells you she had to use your computer and while trying to find something she downloaded, she stumbled onto your porn folders. Your taboo porn folders. She laughs when your face betrays your attempt to stay cool, reassuring you that she’s not upset. She just wants to discuss it.
She tells you she found the folder of all the mother-son stuff, saying again that she’s not upset. Quite the contrary. She thinks fantasy is important. Sexy. Healthy. Even the stuff you fantasize.
“But,” she says, “I did notice that all those women looked a lot like your mother. A lot…is there maybe something to that?” You freeze. She’s cool, but is she that cool, that open? You don’t need to respond, though, before she’s smiling again, opening her sweater, telling you that its ok. She wants to explore it. She wants to talk. For both of you to touch yourselves while you explore. While she encourages you. Encourages you to stroke and think about all the naughty, taboo scenarios that were in those videos. Stroke and think…about your mother. Is this really happening?
As you bring yourselves closer and closer to orgasm, dirty talking and encouraging, she tells you to wait. She’s going to get something…
She leaves, and when she returns, she’s carrying something. A picture. Framed. A framed picture of your mother! You can’t believe this. Really? Yes, really. Yes, really, your girlfriend is holding a framed photo of your mother between her legs, against her naked, smooth, wet pussy, stroking your cock and telling you to cum all over your mother’s face. Telling you that its just what she wants. It’s just what you want. And she’s right.

TABOO, POV, VIRTUAL SEX, DIRTY TALK, MASTURBATION ENCOURAGEMENT, JERK OFF INSTRUCTION

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You love your mum, such a mummy s boy! Your momma loves you so much and no other women will ever come close. You think about your momma quite a lot, you fantasise over her. She is a women after all and you are just her horny son! I encourage you to crack one out whilst looking at a pic of your mum, get dirty and hot thinking about the smut that comes out my mouth then cum for me and your mum. She’d love it!

FANTASIES, DIRTY TALK, MOMMAS BOY, COCK TEASE, BRAT GIRLS, MASTURBATION ENCOURAGEMENT

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Name Calvin used- Your step mom is so damn hot! It’s becoming routine for you to masturbate while she is cleaning and rearranging your room. She now comes in even if nothing needs to be tidied up!!! She knows you will be in there jerking that young, horny cock for her. You are my beloved step son and I would do anything for you. I love knowing you masturbate to me and drain your balls to me. I purposely dress like this. I want to tease you relentlessly. I want to see and know that I make your cock rock hard. You love sitting in front of me while I sit and cross my legs with my see through robe on and tell you how to jerk that cock so we can drain all your cum!!!!

TABOO, MILF, MASTURBATION ENCOURAGEMENT, JOI, CROSSED LEGS FETISH, JERK OFF INSTRUCTION

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No names used-It’s your birthday today!!!! Mommy has a very special surprise too!!! We are expecting two young boys to come over today. They have been coming around for some time now because they just love getting a good wank from mummy!!!! You are going to sit on mummy’s lap today and watch what mummy does to them, that way you will understand all about the birds and the bees!!! Mummy wants to be sure her little boy knows how to make that little dick feel good and spunk for mu mmy!! Mummy will demonstrate on the boys that come over while you sit on my lap!!!! Were going to have your little dick spunking along with the other little boys dicks spunking!!!! Mummy is going to be covered in little boy spunk after it’s all done!!!!!

TABOO, MILF, CUCKOLDING, AGE REGRESSION, MASTURBATION ENCOURAGEMENT, SEX ED

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Step mom is there when your dad goes out of town. She’s little older then you and you think she is so sexy. She knows you are a grown up now and she wants to help you transition to being a man. She encourages you to pull out your cock and stroke to her body. Riannon wants you to bring yourself to orgasm as she whispers sweet words to you.

JOI, MASTURBATION ENCOURAGEMENT, TABOO, ALL NATURAL, MOMMAS BOY, MOMMY DOMME

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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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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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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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