Tag: Sydney Screams

Sydney Screams – Step-Mommy’s Sweet Chastity Boy

Oh, my sweet boy! What are you doing up so late? Are you having trouble relaxing? Is it because step-Mommy has locked you in chastity and you can’t get a sweet release? Oh sweetie, don’t you worry! Step-Mommy is going to help with that. Well, no, I won’t release you from chastity, but I will introduce you to my Doxy vibrator! There’s a secret spot between your balls and your asshole that you can use this vibrator on and it’ll help you find that sweet release so you can relax! Here, step-Mommy will show you what to do. Go ahead and get undressed for me, sweetie. That’s a good boy. Now, step-Mommy will help by pulling out her big milky tits so you can squeeze and play with them while you grind against the Doxy wand. Mmmm that feels good, doesn’t it sweet boy? You’re going to find your release real soon, just keep going. Oh, that’s my good boy!! Once you finally find your release, step-Mommy sends you to bed. Remember what you learned, ok sweetie?

CHASTITY, MOMMY ROLEPLAY, SENSUAL DOMINATION, TABOO, VIBRATOR

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Sydney Screams – StepMommy Teaches Good Boy How to Stroke

When you get home from college, your step-mommy Sydney is so excited to see you and hear all about it! You seem a bit stressed out, is everything ok? You reveal to step-mommy that you don’t know how to jerk off but that’s ok sweet boy. Step-Mommy will teach you! There’s nothing to be ashamed. You’re such a good boy and step-mommy will show you what to do. Go ahead and pull your little pee-pee out of your pants and I’ll teach you what you need to do. First, grab some lotion or lube or a nice body oil. I’m going to use lube to demonstrate with one of step-mommy’s toys. Put some in your hand and then start by rubbing it on the tip of your penis. Then, you’ll take your hand and rub it up and down along your wee-wee. Let step-mommy Sydney show you exactly what you need to do to feel good. You’re such a good boy and step-mommy wants to make sure that her sweet boy how to feel good as she guides you thru your very first time masturbation! Step-mommy gives you all the tips that a sweet boy like you needs to not only feel good but to also make yourself last a while longer, that way when you meet a nice girl and you want to be with her, you’ll be able to please her! Soon enough, you’ll be milking every last drop of cum out! Don’t worry about making a mess, my good boy. That’s perfectly natural and it’s supposed to happen. You’re such a good boy and remember, you can talk to step-mommy about anything at all.

MOMMY ROLEPLAY, JOI, MILF, JERK OFF INSTRUCTION, BBW

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Sydney Screams – Back from College BJ from Mommy Sydney

Oh it’s so good to have you home from college! Mommy wants to hear all about it!! Did you have a great time? Did you meet any girls? No? Oh, that’s a shame but don’t worry sweetie. Mommy will make you all your favorite foods to cheer you up. Did you maintain a good GPA like we discussed? I told you that if you maintained a 4.0 or higher, I’d give you a nice reward. Oh sweetie! Look at these grades! Mommy is so proud of you! You must have spent hours in the library. Is that why you didn’t have any time to meet girls? That’s ok. Wouldn’t it be nice to sit back and relax and let someone take care of you? I’ll start massaging your legs while I remind you how proud of you Mommy is. Oh sweetie! Is that an erection popping up while I massage you? Would you like Mommy to take care of that for you? Yes? Good! Mommy pulls your cock out and starts to rub it before running her tongue up and down your hard cock. “Mommy loves making her good boy happy” she says before taking your cock into her mouth and sucking. Mommy worships your cock, complimenting it and sucking it. Mommy wants to make you cum! She pulls her big 38E cup tits out and wraps them around your cock so you can shoot your load all over Mommy’s big boobs! If you keep those good grades up, we can do this again next semester! INCLUDES: POV, Momma’s Boy, Mommy Domme, Sensual Domination, Blowjobs, BJ, POV BJ, POV Blow job, cock worship, big tits, tongue fetish, MILF, Sydney Screams

TABOO, MOMMY ROLEPLAY, POV BLOWJOB, BLOW JOBS, MILF

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Sydney Screams – Mommy’s Weight Gain Reward

You just got home from your freshman year of college and you’ve put on the freshman 15 for sure… you’ve actually gained over 50 pounds. Your mom is ecstatic – she’s acting super weird actually. She is so impressed with your weight gain and she won’t stop telling you how handsome you are. “I got exactly what I paid for with that meal plan!” she exclaims delightedly. “I am so proud of you baby! Take off your shirt and show me how much you’ve gained!” she begs. You oblige and she gets even weirder! She starts asking about your cock… what the hell mom?! She tells you she has a special gift after all your hard work this year… and then she starts undressing! And then all of a sudden your hands are on your mom’s pussy, on her tits, and then… your cock is sliding into your mom’s tight wet pussy!

BHM, GAINING WIGHT, VIRTUAL SEX, MOMMY ROLEPLAY, TABOO

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Sydney Screams – Naughty Step Mom JOI

Hi sweetie! You know, the other night when you and your friends had a sleepover, I overheard you talking about me! At first it was so awkward, but then I realized how much of a man you’re becoming. It’s so flattering you think I’m attractive, and I want to award you for how much you’ve grown. Today is your lucky day. Being the handsome young man you are, I’m ready to give you a treat, I have a set of instructions for you to help us both be satisfied. Be sure to listen to everything stepmother needs!

TABOO, MOMMAS BOY, MOMMY DOMME, OLDER WOMAN / YOUNGER MAN, JOI, JERK OFF INSTRUCTION

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Sydney Screams – Mommy Spanks Little Jay

Little Jay is caught going through her step mother Sydney’s things. Sydney catches her and asks what she thinks she’s doing. Jay confesses that she was looking for her birthday present. Sydney bends her over and reveals Jay’s slutty underwear! Jay isn’t mature enough to own panties like these. Jay confesses that she stole them from her older sister, only making her stepmom spank her harder!

SPANKING, OTK SPANKING, BRAT GIRLS, MOMMY ROLEPLAY, TABOO

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