Tag: Sydney Harwin

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

Continue to download

Sydney Harwin – Mommy Doesn’t Want To Talk

Mommy loves you so much. Mommy thinks the world of you, son. Mommy wants to use your dick again right here, right now… why not? Don’t you love mommy? After everything that mommy does for you! Mommy is going to milk you with her hand until you cum. That way, you’ll last longer when mommy gets on top and fucks you in a few moments. It’s okay my boy, mommy doesn’t want to talk. Mommy just wants to fuck. Don’t fuss, you’ll wake your little sister, now shhhh son and let mommy use you as her own personal masturbator.

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

Continue to download

Sydney Harwin – Mommy Found Your Porn

Mommy found those sexy magazines in your bedroom… you know… the ones with the naked ladies inside! I know that you are coming of age and it’s only natural to get erections, but it’s getting embarrassing, especially when your mommy’s friends are around and it’s standing to attention and everybody can see! Something has to be done… mommy doesn’t like you looking at strange naked women… you can look at your mother instead. Come on my sweet boy, let mommy help that hard dick go down…

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

Continue to download

Sydney Harwin – Mommys Milk Accident

Mommy is just chatting away to you without realising her milk has leaked through her top leaving giant wet patches! You try not to look, but you can’t help but stare, and when mommy notices she is mortified and embarrassed! …She also notices that lil erection in your pants sticking up. Your mommy loves you so much she just has to do something to help her boy out 😉

TABOO, LACTATING, POV, MOMMY ROLEPLAY, MASTURBATION ENCOURAGEMENT

Continue to download

Sydney Harwin – Mommy Is Ovulating

Hey, son… Mommy wants a baby and your useless father isn’t going to give me one… Come on, son, we already have a sexually intimate relationship anyway, so whats the difference if we just ditch the condom for the first time ever and I will let you cum inside of me… Mommy wants to be pregnant… and when I do get pregnant, I bet you’ll enjoy fucking me even more then with a big round belly! My son is going to be a daddy! 😉

TABOO, IMPREGNATION FANTASY, POV SEX, MOMMY ROLEPLAY, VIRTUAL SEX

Continue to download

Sydney Harwin – Mommy’s Little Soldier

Oh son, are you still feeling unwell? I just hate seeing you like this! Let me feel your forehead… You still have a fever! Do you trust Mommy? You do? That’s good, son… Well I want you to take your clothes off, your too hot! Mommy knows best… Oh look at it sticking up for Mommy… That’s great son, Mommy likes to help… I guess it’s up to Mommy to make her little soldier feel all better again…

TABOO, MOMMY ROLEPLAY, POV SEX, FACE SITTING, ASSHOLE FETISH

Continue to download

Sydney Harwin – Fuck Your Mom For $50K

Your mom is an adult entertainer, but she tries to keep her work life separate from her family life. She has been camming for money for 5 years and one of her regular clients has offered her life changing money if she agrees to have sex with her son live on cam in front of him. She approaches you to ask if you’d mind appearing live with her to do some “stuff” for serious cash. You don’t know what to say to your mother… you can’t believe she is even thinking about taking him up on his offer! She mentions that there will have to be some intercourse and the rest is up to the client and what he wants to see. You don’t get much of a choice, as before you know it she is logging on to her webcam and calling the guy who you only know as ‘Jimmy’… He starts to tip straight away, low amounts at first and then tipping more and more as the show progresses. He even tips your momma $500 for her to suck your cock! Your mom has a heart to heart with you just before she fucks you, telling you just to imagine it’s someone else you are fucking and not your mother. She knows how this might affect you. As your mom slides down your length, Jimmy invites more and more people to the show, even though your mom tells him not to, but when the tips turn from hundreds to thousands, she doesn’t seem to mind as much! The problem comes when Jimmy and the other viewers demand for you to cum inside your mother… they want to see a juicy real life taboo creampie… how much money will it take before you both give in to temptation?…

LIVE CAMS, MOMMY ROLEPLAY, MONEY FETISH, POV SEX, TABOO

Continue to download

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

Continue to download

Sydney Harwin – Internet DownSon’s Blue Balls

I know, son! But it’s not mommy’s fault that the internet is down. I haven’t been able to reply to my work emails in three days. It’ll do you good to get a break from social media or whatever it is that you boys do online these days. Anyway, did you want to talk to mommy about something?… Yes… Right… okay well I don’t know what you expect mommy to do about it… You have what now?! Blue balls? What does that even mean? Oooooh I see… Well… don’t you have any physical pornography to masturbate to? Mommy doesn’t like talking about this, it’s something you should do in private. You shouldn’t have brought this issue to me, son, it’s embarrassing for me as well as you! No, no, no, no son, no, mommy doesn’t want to see, no. I don’t want to look… no… OKAY FINE, I’ll take a quick look, much against my better judgement… Oh son… You poor thing, let mommy just touch it and see… oh yes… your balls are so hard, hot and heavy. Mommy can’t see you in this much agony, I’ve got to do something to help. If it’s all the same to you son, I’ll close my eyes and just let you get on with it. Watching you masturbate isn’t something mommy wants to see… Huh? Why not? Why isn’t it working? Well… okay but this is so wrong son… Here, you can look at mommy’s bare breasts… Still not enough? Oh son, what kind of porn are you used to watching? Oh right, well mommy isn’t some kind of slut that will just bend over when you tell her to! But for you I’d do anything. ANYTHING to help my best boy. I absolutely draw the line at touching it though… But oh alright then if it’ll help… Still not working? I’ll just have to use my mouth, I just have to empty your big aching balls of all that cum. It’s been building up for three days after all… Mommy’s mouth still isn’t enough? Wow son… well… I guess as long as you don’t cum inside of me it doesn’t count as inces… you get me? Just pull out and we won’t have done anything wrong. I’ll pull my panties to one side, you pop the tip in and I’ll slide down you. What are mommy’s for if they can’t help their little soldiers out in their time of desperate need?

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

Continue to download

Sydney Harwin – Mommy’s Good Advice

You interrupt your mom putting lotion all over her body to ask her opinion on something. You think you might really like this girl from school, but you are worried that she’ll think you have a smaller than average dick. Your momma is quick to take a look to put your mind at rest. When she see’s your penis, she is shocked that it’s actually pretty big for your age compared to most she’s seen! Your mom worries that you are not ready for sexual relations with your new girlfriend, but you don’t have the heart to tell her that you have watched enough porn to know how to please a girl. She wants to HELP you physically. When she notices you are aroused, she tells you that the only way for it to go down is for you to release your cum. You say nothing as she takes it in her fist and pumps away. She thinks you’ll need something to help you along the way, but “doesn’t have any pornography to show you”, so takes out her breasts and lets you use them as a visual aid. She realises she is getting a little turned on over your “stallion dick”, but doesn’t want to make it obvious, so pretends that she would like to help you further by showing you how to have sex properly. She huffs about it, saying how she doesn’t want to do this any more than you do, but what good would she be as a mother if she can’t show her offspring how to have sex properly. What happens next is overwhelming for you, as your mommy doesn’t take no for an answer and slides her pussy down your length, getting herself off over how thick and good you feel. She fucks you until she cums, but doesn’t stop until you have had your fun too. You can’t help but wonder if your mommy has wanted you for a long time… after all… it didn’t take much for her to jump on your dick!

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

Continue to download