Tag: Sydney Harwin

Sydney Harwin – Inseminating Mom

You promised your mom that on the day of her next ovulation, you would inseminate her with your seed, all behind your dads back. Your mother had nobody else to ask, and she desperately wants a baby. You said you would keep inseminating your mom until you are successful at getting her pregnant. This evening, your mom comes to you with the good news that she is ovulating RIGHT NOW, but she is so nervous that you are afraid that she’ll change her mind. She lubes up your cock and pushes the tip inside her. She wanted to be on top so that she could set the rhythm. She jerks you off with her hand, but you have this uncontrollable urge to fuck her now. You tell her its not working for you and there is no way you’ll cum with her just using her hand like that, so she agrees to fuck you in order to pump your cum into her. She tells herself this is purely for impregnation, and you both shouldn’t enjoy it… but after a few seconds of riding your big dick, your mom is moaning and saying that she hopes she DOESN’T get pregnant this time around, just so that she gets to fuck you again!

IMPREGNATION FANTASY, TABOO, FAMILY, MILF, MOMMY ROLEPLAY

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Sydney Harwin – Let Me Be Your Mommy

You would never tell your real life mommy how you feel… but you can trust me with your darkest fantasy. Let me be your mommy and I promise that I will make you a very happy man. This mommy will let you use her however you like, whenever you like. This mommy will spread her legs for you and swallow your cum. I can be your perfect, loving, caring, sexual, honest mommy… if you’ll only let me.

FANTASIES, MASTURBATION ENCOURAGEMENT, MOMMY ROLEPLAY, TABOO, MILF

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Sydney Harwin – A Weekend With Step Mom

You are left at home with your step mom for the weekend whilst your dad is away on business. You try your hardest, but you just can’t help making your step mother feel uncomfortable. Something about watching her look noticeably nervous makes you hard, and plus, you know deep down she fucking loves the attention you give her. She calls you a pervert, but you laugh it off. She asks you to respect her, but instead you carry on acting the big man. You purposely don’t help out around the house because you want to see how far you can push her. She is so nice to you and never raises her voice, which is what makes this game all the more fun for you. She loves your dad, but she would love you more, if she gave you the chance to show her how to have fun.

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

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Sydney Harwin – Mom And Sons Affair Exposed

Your mom catches you just before you leave for the cinema, wanting a quickie before your dad gets home from work. Your mom has been fucking you behind your dads back for a few months now and its the best adrenaline rush ever. You fuck your mom in lots of positions and she even wants you to lick her pussy (something your dad can never be bothered to do) … You are almost ready to cum when her phone rings. Your dad is saying he will be home in 5 minutes, and you haven’t got much time! You bang your mom some more before quickly finishing in her mouth. Your mom comments on how built up you were with such a big cum load, and you admit that you’ve only been fucking your mom, nobody else and it isn’t enough just fucking her once every few weeks. Your mom suggests she’ll try to start fucking you nightly, to help with the blue balls, but she suddenly can hear something… noise coming from somewhere… she forgot to end the call with your dad, and he heard EVERYTHING.

TABOO, MOMMY ROLEPLAY, CHEATING, FAMILY, POV SEX

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Sydney Harwin – Unplanned Fuck With Mom

Your mom gets a phone call from her friend inviting her to a work party taking place next saturday night. She is initially upset because she doesn’t have anybody to go with. Your father left home a few years ago, leaving your beautiful mom alone. She is worried that her colleagues will make fun of her and whisper behind her back if she doesn’t turn up on the arm of a man. Her work friends are all married to successful men, and she doesn’t want to stand all by herself all night with nobody to dance with. But then she has an idea! Why don’t YOU, her loving son, go with her and PRETEND THAT YOU ARE HER TOYBOY?! Her colleagues would be soooo jealous if they thought she was dating a guy half her age, and so you agree to accompany your mother to the work party. *Scene Two* You watch as your mother picks out a dress on the evening of the party. She moans at you for not getting ready fast enough (“Go put a decent shirt on, son, we are going to be late!”;) but you are too busy watching her gorgeous body squeezing into that little tight blue dress. Your mom is excited to be seen with you at the party and tells you to give her your coat at the end of the night, so her friends will see how much of a true gentleman you are. *Scene Three* You and your mom both stumble back into the house, tipsy and laughing. She jokes that she appreciates the realism of you playing her boyfriend , but did you really need to squeeze her ass that hard? Your mother takes off her heels and puts her arms around you, the two of you giggling like school friends. You both sway together, getting closer. Your mother can’t think straight, but you know exactly what you are doing. You know exactly what you want. Suddenly, you are both kissing and you fall to the floor in a moment of passion. Your mom quickly lifts her dress up and before you know it, she is filled with your dick.

TABOO, MOMMY ROLEPLAY, FAMILY, VIRTUAL SEX, POV

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Sydney Harwin – Mom- An Intimate Encounter

Your relationship with your mommy hasn’t always been straight forward. She makes you feel things that you know aren’t right… strange even. A mother should never touch her son on his private parts, but when your mommy does it you can’t help but feel waves of pleasure wash over you. Tonight, as you lie on your bedroom floor with the lights on, waiting for your mom to get home from a night out, you worry about what mood she’ll be in. When she arrives, she is tipsy, but happy. She wants to touch you tonight and she is desperate to feel you inside of her. She tugs on your dick, making it grow, before rubbing it all over her pussy and getting you to push it in. Your mother is sweet talking you into enjoying it, enjoying the sex, enjoying the wrongness of it all. Your mommy loves you very much, you should be happy to be back inside of her.. where you belong where it is safe, warm and tight. Now doesn’t that just feel so good? This was a custom made video where a name is used a couple of times throughout.

FAMILY, MILF, MOMMY ROLEPLAY, POV SEX, TABOO

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Sydney Harwin – Quick Son, Dads In The Shower

Son, we gotta be quick, dads only going to be a few minutes in the shower. God, mommy wants you so fucking bad! Its just going to be a very quick handjob, and you’ll have to cum in mommys mouth and I’ll swallow it so that your dad doesn’t suspect anything! Oh fuck I want you so fucking bad, son! I gotta feel you inside of me but we don’t have the time… fuck, mommy just HAS TO sit on your cock. Oh fuck, it makes such a nice change for mommy to have a fat cock to sit on, your father doesn’t satisfy mommy anymore. God you are just so fucking thick, son! You can’t cum inside of me, your father likes to have sex with mommy every night before bed, and he’ll notice, I said you gotta cum in my mouth. Quick, I can hear him getting out of the shower, quick son, quick!… FUCK SON! You cum so much more than mommy thought you would, its everywhere! Your dads going to see!

TABOO, FAMILY, CHEATING, POV SEX, MOMMY ROLEPLAY

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Sydney Harwin – Little Dick For Moms Pussy

This video is a continuation of “Little Dick For Moms Mouth”, taking place a few nights later, where mommy calls you to her room again to suck on your balls and tug on your cock, but this time she wants you to experience full on sexual intercourse with her. She is apologetic as she fucks you, but explains that she just can’t help herself when shes around you.

TABOO, SMALL PENIS ENCOURAGEMENT, POV SEX, MOMMY ROLEPLAY, FAMILY

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