Tag: MASTURBATION ENCOURAGEMENT

Natalie Wonder Clips – Whatever Mommy’s Boy Wants He Can Have

Sweetie, your step-sister came to talk to me about something. She told me you snuck into her bedroom last night. Did you happen to do some things you shouldn’t of done? Some naughty, dirty things while she was asleep? Well, she woke up obviously since she told me about it. Mommy understands you’re getting an attraction towards your step-sister. I’ll admit, she is a hot little number. Although she can also be a bratty bitch sometimes. But listen sweetie, mommy needs you to be more careful. We don’t need this to get out, especially to your step-daddy. It’s a good thing he’s been away on business. Just be careful next time. Make sure she doesn’t wake up. Mmmmm all this really naughty talk is turning you on. It’s turning mommy on too.
Here’s my secret, mommy wants to watch you fondle your step-sister while she sleeps. I’ll make sure she sleeps extra deep tonight by making her a special cup of tea before bedtime. Mommy will take care of it for you sweetie. You have your way with her, while I watch. You deserve to have anything you want, even your step-sister. Let me tell you the things I want you to do to her & her tight little pussy.

Category: TABOO
Related Categories: MILF, DIRTY TALK, POV, MASTURBATION ENCOURAGEMENT, ORGASMS

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Rose Blacks Fetish Store – Growing Big For Mommy-MP4

Oh my sweetie! I see you really are growing lately. Your pants look tighter than ever! I’ve been so busy with your new schedule though, so if you want my attention, then you’ll need to do something for Mommy too.
Your erection really does seem to be growing quite massive, but you’ll have to agree to rub Mommy’s feet later. When Mommy makes you feel so good so often, even sneaking around with you behind Daddy’s back, it’s only fair to make Mommy feel good too. I’ll give you a quick timed jerk off, with plenty of teasing to make you super hard, but only after you agree.
Mommy has needs, and my teasing comes with wanton risks. You need to cum for my tight yoga pants and natural, creamy tits, so jerk it fast and hard. You’ll cum, but you’ll also sneak back to cum for Mommy again later too. Your taboo needs for Mommy’s bare feet and milky breasts will keep you running back every time.

Category: TABOO
Related Categories: MOMMAS BOY, YOGA PANTS, MILF, MASTURBATION ENCOURAGEMENT, DIRTY TALK

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Rose Blacks Fetish Store – Mother finds your Taboo Porn Stash-MP4

Rose Blacks Fetish Store – Don’t Stain The Sheets-MP4That naughty magazine you’ve been hiding under your bed features women that look just like your mother. It’s never been an issue until you’re wholesome, conservative mother found it. She’s got your porn stash now and she’s not happy.
You’ve never made the correlation that the centerfold feature looks just like your mother, until she shows up dressed like a hot fuck toy. Now it all makes sense and you have to masturbate. Your throbbing cock is aching for your mother. She looks hot dressed up like she’s asking to get laid. One minute she’s disappointed in you for looking at trashy porno mags, and the next she’s telling you how to touch yourself.
Insistent on keeping you from looking at more porn, your mother starts to strip down and describe in full, filthy details how she wants you to jerk off. Your hand follows along as she exposes more of her body and starts to rub herself. Yea, this is way better than a still shot magazine. Who would have guessed that your tight lipped mother could be so horny?

Category: TABOO
Related Categories: MILF, JOI, JERK OFF INSTRUCTION, MOMMAS BOY, MASTURBATION ENCOURAGEMENT

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MissJennD – Mommy Doesn’t Want You To Have “You-Know-What” At College (HD)

HD 1920×1080 Hey honey, Mommy really misses you now that you’re away at college. I know technically I’m your step-mom but I love it when you call me Mommy. Do you miss me? So glad we talk every week over ****. There’s something I’ve been meaning to talk to you about…oh gosh this is so embarrassing I’m not sure how to bring this up. But Mommy doesn’t want you to have you-know-what (sex) while you’re at college because that’s going to distract you from your studies and you might end up getting a disease, and relationship entanglements can get so messy. And if your grades slip, you know that Mommy’s going to give you a spanking. You are never to old for a spanking. But Mommy knows you have needs. So I’d like you to take care of “your needs” in a safe way. You know what I’m talking about don’t you? Masturbation. I could give you a little assistance with that, if you think that might help you? Let Mommy talk you through it.

Age Regression, Ageplayer, Discipline, Jerk Off Encouragement, Jerk Off Instruction, JOI, Masturbation Encouragement, Spanking

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Tatum Kelly – Sex Education With Mommy

You were awoken by sounds you’ve never heard before, so you wandered upstairs into the room right next to Mommy and Daddy’s so you could listen. Mommy eventually walked into that room and your presence surprised her. She then decided to use the opportunity to teach you all about what you heard… Mommy and Daddy having sex. Using a “hands-on” approach, Mommy discusses different positions, different sexual acts, and how to touch Mommy in the way she likes to be touched. This lesson turns you on of course and Mommy encourages you to jerk. In fact, she ends her lesson with a very sexy cum countdown right before sending you back to your room for the night. Mommy just wants you to be happy and that’s exactly what you will be at the end of this clip.

Cum Countdown, Encouraging Mom, Garter and Stockings, Jerk Off Encouragement, Loving Mommy, Masturbation Encouragement, Mom & Son Fantasy, Mom Son Sex Ed, Mommy Fantasy, Sex Ed

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Dommelia – Mummy Needs a Foot Rub

Mummy has had an awfully long day on her feet out shopping wearing these high heels, and now her feet have gotten really tired and achy. Be a good boy for Mummy, and sit at the end of the bed and give Mummy’s feet a good rub will you? That’s a good boy. Mmmm, you’re such a good boy for Mummy and so good at giving foot rubs. But… what’s that in your pants? Oh no… you’re such a weird little boy, aren’t you? Sigh!

Feet, Foot Fetish, Foot Worship, Humiliation, Jerk Off Encouragement, Masturbation Encouragement, Mom & Son Fantasy, Mom Fantasy, Verbal Humiliation

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Luna Sapphire – Therap1st Treats Your Mommy Issues – Mom JOI

You came to me, a sexy therap1st, to talk about some weird fantasies you have involving a motherly woman. You think there’s something wrong with you because you want a nurturing mature woman to tease your cock and have sex with you. Don’t worry, this is actually completely normal and I see it all the time! Let’s work on this with a little roleplay. I am going to take on a Mommy Domme caregiver role and tease you while calling you a good little boy. This unconventional therapy involves me rubbing my pussy as I get turned on from being your Mommy, showing you My perfect body and giving you jerk off instructions. When you cum for Mommy you should feel so much better. I will see you at the same time next week for our next age regression/ageplay session!

Age Regression, Jerk Off Instruction, Masturbation Encouragement, Masturbation Instruction, Mom & Son Fantasy, Momma’s Boy, Mommy Domme, Mutual Masturbation, Sex Therapy, Therapy

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Bettie Bondage – The Learning Curve

Your new girlfriend has been getting really hot and heavy with you lately. I mean, you don’t mind it’s just…well, you’ve never done any of that. You’re trying to be cool about it, to act natural, but every time she tries to get closer, to put her hand low, you kind of freak out. Tonight is no exception. You’ve invited her over to watch a movie, knowing what that means…but when she makes a move, the same thing as always. You tell her to stop. And she runs out of your house, upset. Of course.
You’re sitting on the couch wondering what you should text her, if you should text her, when your mom comes in. She ran into your girlfriend on the way into the house.
“She seemed really upset!” she tells you, “did you guys have a fight or something?” You tell her that yeah, you had a little fight. Of course, your nosy mom, she wants to know what the fight was about. You’ve always been really open with your mom, so you tell her. She’s surprised when you tell her that you’ve never had anyone touch you like that…and she’s even more surprised when you tell her you’ve never even touched yourself like that! She tells you that she thinks that’s the root of the problem, that you need to get comfortable with your body before you share it with someone else.
“But I’ve never done anything like that,” you say, still nervous. It’s just all so new and overwhelming! But your mother just smiles, offering to help you. She tells you how to stroke at first, but when you can’t quite get the right tempo going, she reaches forward, placing her hands on your wrists and moving your hands for you. You can’t believe what’s happening…your sexy, loving, mother, leaning forward, licking her lips, stroking your cock for you…before long, she’s on her knees, showing you what your girlfriend might like to do. Taking her breasts out, she leans forward and presses your dick against her lips. “You know, when a woman sees such a nice, big cock, there are certain things that she’s going to want to do…”

Category: TABOO
Related Categories: POV, VIRTUAL SEX, ROLE PLAY, JERK OFF INSTRUCTION, MASTURBATION ENCOURAGEMENT

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Tara Tainton – Mother Caught You Using Her Credit Card to Pay for POV Mommy Porn!

Now… I know you’ve been using MY credit card to… make certain purchases at certain websites. I found those strange charges and had to investigate and when I saw you were… they were… WEBSITES… of THAT SORT… I just. Honey, you know it’s not acceptable to use someone else’s credit card. That’s stealing! And you should not be paying for such a thing; that is not a good use of money! And it’s UNHEALTHY to be getting your sexual satisfaction from STRANGERS! Now… what is “POV mommy porn” anyway? Really? Is that all? And they’re mothers, like me? Oh, stop… I did notice that that one on the front page did look kinda like me, but honey, you can’t really claim I’m more beautiful than SHE is! No, no, no. She’s a professional. And she must be… so much younger than me. I just can’t believe that… I… well, I suppose, it would be much healthier for you – because you men need your sexual release – to just, well, do what you need to do, with a real woman in the room. Just in the room….

Category: TABOO
Related Categories: MILF, CONFRONTATION, EMBARRASSMENT, MASTURBATION ENCOURAGEMENT, TIT WORSHIP

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Natalie Wonder Clips – Mommy’s Offering

Hey sweetie. Have you thought about what we talked about earlier? Our plans for tomorrow? You’re on board, right? Mmmmm good. You know you’re mommy’s number one boy. You are so special to me & you know I love you more than her. Don’t get me wrong, she’s my daughter & I love her but you have an extra special place in mommy’s heart. It’s just the three of us now since dad left so we need some quality bonding time. It may not be conventional but I know it’ll bring the three of us closer. She has no choice otherwise. Your sister is going to be our little slut of a play toy from now on. Mommy will make sure of it. I want you to give it to her real good. Make your whore sister moan in pleasure as you fuck her tight pussy deep. And if she fights, mommy will make sure to hold her down. I’m much stronger than her. I want my boy to enjoy his sister in any way he wants, right sweetie? I know you want to. I want to watch you do all kinds of dirty things to her whore body. Mommy will tell you exactly what you need to do.

Category: OLDER WOMAN / YOUNGER MAN
Related Categories: MILF, TABOO, DIRTY TALK, MASTURBATION ENCOURAGEMENT, ORGASMS

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