Tag: Mom & Son Fantasy

Dommelia – Lookout For Mummy

Come in dear, Mummy has got something very important she needs you to do. You’ve always been Mummys favourite son, you’re such a good boy for your Mummy and I was just wondering if you would help me with this little problem I’ve got… You see, I kind of got my dates mixed up and i didn’t realised that your Daddy would be coming home today not tomorrow, and I’ve invited a special friend over for some… “grown up fun”. I can’t have Daddy knowing about it but I’m worried he might come back whilst my special friend is here. So I need you to be a look out for me, okay darling? I need you to stand outside my bedroom door and watch out the window to see if Daddys car come’s back. You can do that for Mummy can’t you darling? You are such a good boy!
Use a MARKUP CODE at the checkout – that’s an order, slave!

Cheating Wife, Cuckold, Erotic Audio, Hot Wives, Moaning Fetish, Mom & Son Fantasy, Momma’s Boy, Mommy Fantasy, Step Mom

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Luna Sapphire – Mommy Teaches You to Jerk Off JOI Step Mom Femdom

Be a good little Mama’s boy and take my instructions. I am going to tell you just how to stroke that cock for me. You love my sexy teasing don’t you babe? Does my tight MILF body and motherly dominance turn you on? Does it make that hard cock of yours want to burst? Cum for Mommy, good boy.

Ageplay, Jerk Off Instruction, JOI, Mom, Mom & Son Fantasy, Mom Fantasy, Momma’s Boy, Mommy Domme, Mommy Fantasy, Step Mom

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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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Luna Sapphire – Mommy’s Naughty Boy: Stepmom JOI Mom Domme

Mommy caught you staring up My skirt as I was straightening up the living room. You’re so naughty, you need a good talking to. I know you must lust over Me and My tight hot body all the time you perverted boy. I tease you with the sexy curves and lacy lingerie under My conservative skirt and shirt, showing off your Mommy Domme’s assets. Now follow My jerk off instructions and cum for Mommy when I tell you to.

Jerk Off Encouragement, Jerk Off Instruction, JOI, Masturbation Instruction, Mom & Son Fantasy, Mom Fantasy, Momma’s Boy, Mommy Domme, Mommy Fantasy, Step Mom

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fionadagger – Fucked By Your Doctor Mom

Your mother comes home from her job at the hospital and informs you that it’s time for her to have a look over your balls and make sure everything’s ok down there – you protest but she firmly tells you to stop being silly, there’s no need to feel embarrassed. She makes you drop your trousers and examines your testicles, squeezing and checking them for lumps. She asks you some embarrassing questions about your masturbation habits, and then informs you that she’s decided it would be a good idea to perform a virility test! She wants to make sure everything is running smoothly and so wants to see how easy you cum and how quickly you can cum again afterwards. You feel a bit awkward about this but she insists, and uses her hand to work your cock until you cum, talking sweetly to you the whole time. After you’ve cum she insists on further tests, this time using her mouth! She takes off her shirt to help you get hard and sucks your cock until you’ve cum once more. You’re finding it difficult to get hard again after two orgasms so she strips off and bounces her ass for you until you’re erect again, then rides your cock until you’ve cum for a third time. She asks you if you think you could still cum again and you tell her you’re not sure but you think so, so she makes you fuck her doggystyle until you cum for a fourth time! Finally she’s satisfied that you’re healthy and virile and suggests you both take a shower together to clean off before she makes dinner..

British, Doctor, Loving Mommy, Medical Fetish, Mom, Mom & Son Fantasy, Mom Fantasy, Mom Son Sex Ed, Mommy Fantasy

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AnJ Spice – t**** Mom Gives StepSon Oil Massage

In this t**** role play video, Mom wants to give her tired, nerdy stepson a massage to help him unwind and relax. She tells him about a special massage that uses B*** oil which requires her to massage every part of his body. Once she covers him in oil, she proceeds to stroke his cock, hard and faster, until he cums, spraying a huge, 4 day load all over himself.

Amateur Fetish, BBW, BBW With Thin Men, Fantasy, Massage, Mom & Son Fantasy, Oil Fetish, Oiled Cock, Roleplay

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Diane Andrews – While Your Father Is At Church

This was a custom order – no name used. To submit a request, email me at diane (at) insatiablemilf (dot) com. Please submit a full and detailed request for my review.
Don’t worry, your father is at church. I told him he could go to Christmas mass by himself because I had things to do around the house. Really I just wanted us to have this time together. Just the two of us. I can’t think of a better Christmas present than this right here, right now. This is something you’ve always dreamed about, isn’t it? Me too.
Hi I would like a 5min video. Would like u to start out in a white blouse, strip down to bra then bare breasts. Whole vid my pov looking up at u on top of me, me in you/my cock in you. Mom to son, passionate. Whispering into ear is hot. Also in my vid, could u talk about how dad is at church while u are fucking me??

ASMR, Cheating, MILF, Mom, Mom & Son Fantasy, Mom Fantasy, Mommy Fantasy, POV Kissing, POV Sex, Role Play

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Diane Andrews – Make A Porn With Me

This was a custom order. To submit a request for your own fantasy fulfilling custom order, email me at diane (at) insatiablemilf (dot) com. Please submit a full and detailed request for my review. You’ve always wanted to make a porno with your mom, but until now, it’s been hard to get her to agree to it. You made a deal with her, and she said if you kept your end of the deal, she would keep hers, and now, you are making a porno movie with your mom! She’s comes out of the bathroom after her shower to prepare for this movie, and she asks you again “are you sure you want to do this? You could have anything you want! You could have a car! But, you want to make a movie with me? Well, you better stay behind the camera so nobody sees your face, and you certainly can’t tell anyone because that would be BAD!” “Ok, well let me get ready, and here’s a little preview!” Mom is sitting on the bed in front of you wearing just a robe and naked underneath. She is ready for her debut porn with her son! Nervously, she says, “So, are you sure you want to do this? And you’re going to stay behind the camera and remain hidden so this doesn’t get found out?” You agree and she again nervously says “wow, I’m so nervous, I can’t believe I’m going to do this with my own son. How do you want to … oh… I guess that’s how we’ll start!” She notices you’ve pulled out your throbbing erection, and without hesitation she begins to stroke your cock. Exposing her big beautiful breasts, she strokes you and begins to get super wet at what she is doing. Now it is your turn to pleasure her, and you are more than ready. She lays back on the bed and you begin to fuck your mother nice and slow. She’s so wet and excited that it doesn’t take her long to cum, and cum hard. Once she has, she wants to get on top of you and ride you and put her big beautiful tits in your face so she can cum yet again. You prove to her that you have what it takes to make a porn, and you fuck her good and long, letting her ride you and cum once more before she tells you that you can take her from behind and finish off inside her. As she collapses onto the bed in front of you, you know you’ve done good.

MILF Fucking, Mom, Mom & Son Fantasy, Mom Fantasy, Mommy Fantasy, Older Woman / Younger Man, POV Sex, Virtual Sex

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Penny Hume – Breed Your Mom & Cuck Your Dad!

I’ve just divorced your dad after being unhappy for so many years… at last, we are finally FREE to be ourselves and to love each other fully without sneaking around! I love you sooooo much, Son! Let’s go to the marital bed… the only place we haven’t had a chance to make love yet… and you can fill me with your cock, defiling the bed your father slept in for so many years… You and I will make your father into our little cuck. I want you to fill me with your seed honey, and impregnate me! Knock me up and put a B*** inside me, cuckold your dad by breeding me on his bed!! I love you so much honey.

Cuckold, Family Affairs, Mom, Mom & Son Fantasy, Mom Fantasy, Momma’s Boy, Mommy Fantasy

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Penny Hume – Mom’s a Porn Star?? Mom/Son t**** Roleplay

I walk into the bedroom and catch you sneaking around on my laptop… I’m mortified to find that you’re watching an explicit porn video starring your very own Mom! You had NO idea that your sweet mom makes videos like these… fully naked, spread eagle, fucking her pussy, moaning and cumming on camera… you had no idea your Mother was such a huge slut! Totally embarrassed and ashamed, I beg for your forgiveness and I try to explain… I have a lot of bills to pay and my regular 9-5 just doesn’t pay enough… I had no choice but to start fucking my pussy on video… it pays well, and I did it for us!!! That vacation we took last year? My videos paid for it! Will you ever forgive me? But I can see in your eyes that you don’t care about forgiveness… you’re licking your lips and you’ve got a huge hardon in your pants. In an instant your sweet Mommy turned from an innocent angel to a filthy little whore… you don’t mind these porn videos afterall, but only if Mommy agrees to spread her pussy for you, just like she’s spread it for the rest of the world!

Mom, Mom & Son Fantasy, Mom Fantasy, Mother/son, POV, Roleplay, Step Mom

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