Tag: JERK OFF INSTRUCTION

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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Lindsey Leigh – Mommy Teaches You How To Jerk

You are heading to college and there are a few things we need to go over. One, I am too young to be a grandmother. Two, risk of pregnancy. Three, disease. Need I say more? These are all things you will encounter in college if you are not smart and just jerk off. All of those things are distractions and I do not approve. Mommy wants you using and cumming into your hand not some coed. If you follow my instructions properly you will not need a partner for the next 5 years which is just as long as we need. Stroke for mommy.. just as I say..

MOMMY DOMME, MOMMAS BOY, FEMDOM POV, FEMDOM, JERK OFF INSTRUCTION, JOI

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Tammie Madison – JOI from Your Girlfriend’s Mom

It always a bit awkward when you have to spend time alone with your girlfriend’s mom. She is hot and doesn’t seem to be aware of the effect her cleavage and revealing outfits have on you. Usually you can cover up or hide your erection from her, but tonight she notices. “There is no way I am letting my daughter go on a date with you while that thing is fully loaded. You better get to work relieving g yourself of that hard on. What are waiting for? Whip it out and get to work.” You cannot believe that she is serious! How can you possibly masturbate right in front of her? When she calls up to her daughter to slow her date prep, you realize this milf is serious. Your girlfriend’s mom wants you to masturbate for her. She starts touching herself, revealing more, and teasing you. There is no way you want to pass up the opportunity to stroke and cum with an older woman, so you start doing as she says. The only difficulty now, is holding back so that you don’t explode before she counts you down. Clip contains: taboo jerk off encouragement and instructions from your girlfriend’s – stroking for an older woman while your girlfriend is upstairs – cumming with your girlfriend’s mom.

TABOO, JERK OFF INSTRUCTION, MILF, MOMMY ROLEPLAY, OLDER WOMAN / YOUNGER MAN

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Ivy Starshyne – Summer Time Step Mom

Your family went away for vacation over the Summer. Well, all of them except for you and your Step Mom. You guys get along well, and she points out that you always liked her most – you called her “Mom” well before anyone else did. You guys connect well. And she wants this Summer together to be very chill, very relaxed… very… comfortable.
And you soon see exactly what she means by that! She’s playing cards at the table in a bra and panties, saying you should join her. But your boner behind your own boxers says otherwise. Then later, she’s NAKED on the couch! And you can’t hide your excitement… as you are also totally naked for this Summer Step Mom Nude Fest.
And she can’t ignore it… as she touches her pussy and encourages you to do the same with your cock.

MOMMAS BOY, TABOO, NUDISTS, MASTURBATION, JERK OFF INSTRUCTION, JOI

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Kinky Kristi – Jerk for Mommy’s Feet

Hey sweetie… I’m just getting ready for bed… lotioning my feet… making them so soft and silky… I know why you are standing there… staring at my feet… mommy knows what you want. I always know what you want. You don’t have to be so awkward about it. You can just ask me, you know. Mommy always gives her sweet boy what he needs… and you need my feet tonight, don’t you? You sure do… and I’ll give them to you. I love it when you play with my feet… suck my toes… rub my wrinkled soles all over your face. You love it too, don’t you? Ofcourse you do… you are mommy’s little foot boy and I love that you are. Mmmm… you sure are hard down there. It looks like mommy’s feet caused another erection! Well… you are such a good boy all the time, mommy is going to let you touch yourself while you are worshiping her feet tonight. That’s right sweetie… touch yourself while you are worshiping mommy’s sexy feet. Touch yourself… making yourself cum so hard while you are playing with mommy’s feet.

FOOT FETISH, TABOO, JERK OFF INSTRUCTION, JOI, MOMMY ROLEPLAY

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Jackie Synn – Make Cummies for Mommy

Mommy knows how horny her wittle man gets mommy baby talks, mommy loves making you rub yourself in front of her. Do you want to see mommy’s big boobies and make cummies? Yes you do, you naughty little man, show mommy what happens when your pp gets hard. Mommy is so loving and encouraging, you’re going to make big cummies like a good boy, aren’t you, son?

TABOO, BBW, JERK OFF INSTRUCTION, JOI, PAWG, BIG TITS

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Ms Paris Rose – Mom Knows How to Help Me Cum

Mom is woke up one night by her horny son who needs some help. Mom sees he has a hard-on and agrees to help him jerk off as he watches her masturbate. She starts by finger fucking herself but moves on to jammin a big dildo deep into her cunt to have an explosive orgasm. All the while she is talking dirty and giving jerk off instructions to her son.

TABOO, MOMMY ROLEPLAY, MASTURBATION, JERK OFF INSTRUCTION, PANTY FETISH

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Goddess Tatum Kelly – Sexy Step-Mommy JOI

I am your Step-Mom and I love seeing you so hard for me, especially when I wear my pencil skirts. I know they’re your favorite! You know what’s even sexier? What’s UNDERNEATH my pencil skirt. Your biggest fantasy is to watch me walking around the house without any pants on because you love the way I look in my bra and panties. Today, I am wearing red, which is your favorite. I slowly slip off my pencil skirt and turtleneck to reveal what’s underneath, all while giving you very tantalizing jerk off instructions and teasing you with my sexy body. I tell you I am going to do chores and read you bed time stories in nothing but my bra and panties. You like that, don’t you? You’re really going to like the cum countdown at the end. I want you to blow your load to my sexy body, but only when I tell you to. Step-Mom knows best.

MOMMAS BOY, STRIP TEASE, JOI, CUM COUNTDOWN, JERK OFF INSTRUCTION, MASTURBATION ENCOURAGEMENT

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MoRina – Mommy Rewards Your Good Grades

Mommy just got a letter from your college… and it contained your grades…. and she’s THRILLED! She wants to reward you for all your hard work at school and for being such a good boy! She tells you to unzip your pants and pull your cock out… she wants you to jerk off as she encourages you by talking sweet, pulling up her short skirt to show you her ass in that pretty thong she has on, and pulls up her clingy shirt to show you her big bare boobs. For a woman over 50, you can’t believe how hot she looks topless. Your sexy mom gives you a countdown from 10 as your excitement builds and then offers a final unexpected reward as you finish.

JOI, TABOO, MASTURBATION ENCOURAGEMENT, JERK OFF INSTRUCTION, MATURE, MOMMAS BOY

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Amedee Vause – Awkward Boner

No, darling, you can’t go to your room yet, we have something to discuss first. Come on, you have no idea what am I talking about? Don’t pretend to be naive! You really have no idea? Alright then, I’ll tell you. It’s about that awkward boner you got earlier today when we were visiting aunt Lila, do you think I didn’t notice it? The problem isn’t that I noticed it, the problem is that everyone in the room noticed the bulge in your pants, because it was huge! I don’t know if you realize this, but it’s really embarrassing for me, people consider that I, as your mother should educate you in these matters, and I try my best, I discuss sex-ed with you, but you just won’t listen, kiddo! Do you remember about our talks and that you promised me you would masturbate every evening to avoid situations like this? You have a huge libido, because you’re young, and inexperienced, so you have to masturbate every evening! You had the same problem at school, teachers told me, and it can’t go like this, normal people don’t get boners in public! What did you do last night instead of masturbating, huh? Oh, you played that stupid video game of yours again. Listen to me, young man: you’ll end up fucking a video game if you don’t listen to your mother and don’t masturbate! Now you’re gonna do it in front of me, because I don’t trust your word anymore and I want to make sure those balls are empty!

MASTURBATION INSTRUCTION, JERK OFF INSTRUCTION, JOI, TABOO, BIG TITS, MOMMAS BOY

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