Tag: Sydney Harwin

Sydney Harwin – You WILL Look At Mommy

You get turned on by being sexually inappropriate toward your mother. She doesn’t like your new attitude and is horrified at your behaviour lately. She blames the guys you are hanging out with… bad influence on you, son! Your mother is even more shocked when you ask her what panties she has on… then you start to try to show her your hard dick. She asks you to leave the house, she doesn’t want you living with her anymore… but you have something on your phone, something that shocks your mom to the core. For months you have been secretly taking video recordings of her privately masturbating and you say you’ll put them all online if she doesn’t cooperate with you. You wanna kiss your mommy. You wanna touch your mommy. You wanna fuck your mommy… which is a lot easier than you first thought! She won’t protest and she won’t make a fuss. Your mom has a stiff upper lip as you drill into her cunt. She will NOT be humiliated by her own son. She is going to take this like a woman… like a mother should take it from her son. She will not cry and she will not beg you to stop. She just won’t give you the satisfaction of fucking her against her will. Your mommy just has one request… you MUST look at her. Don’t tell her to look away because you feel guilty. Don’t let the guilt take over, son. You WILL look at your mother as you fuck her. Look at mommy and be a fucking man and take it from your mother whilst looking into her eyes.

TABOO, MOMMY ROLEPLAY, POV SEX, VIRTUAL SEX, FANTASIES

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Sydney Harwin – Rotten

Opening scene is your mom riding you. She finds your mom/son affair dull. It doesn’t feel as sordid as it once did. Not quite ‘rotten’ enough for her tastes. She whispers that she wants you to do something. Something so bad, so wrong. Just wait until everybody in the house is in bed and thats when you’ll do it. Creep into your sisters room. Pull back the sheets to expose her panties. Rip them off. Climb on top of her and FUCK her. Thats right boy, your mommy wants you to fuck your sister. Humiliate her. Make her bark like a little doggy does. Push your fingers up her asshole. Fuck her like you mean it, but don’t cum. No… your mother wants you back in her bedroom afterwards so that she can suck her daughters pussy juice from your hard cock. Fuck your sister so your momma can taste her. You’d do anything for your mommy wouldn’t you? Now wait, son… wait until dark and thats when you’ll do it. Such a horny lil bitch, she’ll probably secretly love her big brothers dick in her…

FAMILY, HUMILIATION, MOMMY ROLEPLAY, POV, TABOO

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Sydney Harwin – Five Day’s With Mommy

‘Five Days With Mommy’ is my most adventurous (and challenging) taboo movie yet. It follows you coming home to your mother after living at your dads house for almost a year. Your mom had some mental health problems and so decided it was best (whilst she was recovering) for you to stay with your father. Upon moving back home, your mommy is not her usual self. She is very touchy feely with you and doesn’t understand why you won’t just reciprocate. She is almost throwing herself at you, and acts out when you don’t respond. You can’t be sure, but you think your mom might be hiding something… maybe you don’t remember, but what if you’ve forgotten after all that time away… forgotten how to properly be with your mother? Is she crazy… or do the two of you have some unspoken sexual tension still burning away from before you left?

TABOO, POV, POV SEX, VIRTUAL SEX, MOMMY ROLEPLAY

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Sydney Harwin – Do You Need Mommy Tonight

Mommy is so good to you, boy. She knows you can’t settle if you don’t release before bedtime… She knows your favourite thing… you like to snuggle up against mommas pussy and feel the fabric of her underwear. You also like it when she pulls them to the side so you can press your nose against her tight asshole. When you are done with that, she gives you a special treat and fucks you on top, massaging your balls and sweet talking you toward orgasm. Just when you are about to cum, she stops and lets you get on top so that you can jerk it inside your mother in missionary position. A mothers love truly knows no bounds…

TABOO, MOMMY ROLEPLAY, POV, VIRTUAL SEX, AGE REGRESSION

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Sydney Harwin – Nasty Mommy

Mommy loves you. Never forget that. No matter how mommy speaks to you and treats you, just know that when mommy is horny and wet between her legs, she needs you to be a man. Now shut the fuck up and lick mommas cunt. Suck on her asshole. Let her use your soldier to masturbate her pussy with.

TABOO, RUINED ORGASMS, POV SEX, VIRTUAL SEX, MOMMY ROLEPLAY

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Sydney Harwin – How I Feel Playing Your Mommy

I decided to make you a video where I talk about how I REALLY feel about playing the virtual role of your very own Mommy. I also show you how I get into character, what it means to me and how I do it, and I act two separate Mommy roles in front of the camera to help you understand the difference in the types of Mommy that I play 🙂

TABOO, MOMMY ROLEPLAY, CONFESSION, TALKING, POV

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Sydney Harwin – Mommy Knows Your Fetish

Mommy has found pornography on your laptop of a different kind. You love to watch beautiful women smoking whilst they fuck. You admit to your mommy that yes, you do have an insane smoking fetish and you can’t help it. You are so ashamed of yourself and tell your mom how you just can’t resist all the hot girls smoking in the parking lot, taking long drags on their cigarettes and teasing you with their short skirts and bad attitudes. Your mommy can relate… she WAS the bad girl back in high school, enticing all the boys to bang her in the back seat of their cars… All this talk of smoking is really making mommy crave a cigarette… As you watch your mommy light up, she spots your growing boner under your trousers… Suddenly she turns into a filthy talking woman who is just so desperate to do nasty stuff together. Your fetish has brought out your mommas terrible side… and as she takes your cock in her mouth she makes sure to blow smoke as she sucks it, your dick entering the smokey abyss of her tight mouth. She taunts you as the smoke drifts slowly upwards in a thick cloud from her mouth. She asks you if you’ve ever fucked a girl before. You say no. Your mother wants to see to that…

SMOKING, POV SEX, TABOO, DIRTY TALKING, MOMMY ROLEPLAY

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Sydney Harwin – Mom Asks Son For Advice

Your mom is so happy that by next year you’ll be a fully qualified Doctor! She is over the moon and proud to call you her son. She has just one question though… considering you will be a Doctor and you know so much about the human body now, would you take a quick look at something thats been bothering her?… You know… in-between her legs? You say you will and your mom (embarrassed) spreads her legs for you to take a close look. You check her out and insert your finger, but you can’t resist her hot pussy and soon are pushing your cock inside of her warm cunt… your mother has her eyes closed and it takes her a few seconds to realise it is your dick inside of her… You don’t stop… and she doesn’t want you to. She fucking loves it.

TABOO, POV, VIRTUAL SEX, MOMMY ROLEPLAY, BRITISH

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