Tag: OLDER WOMAN / YOUNGER MAN

Fifi Foxx Fantasies – Sydney Paige – Mom Becomes Obsessed with Son’s Massive Cock, POV – HD 1080p

Mom could tell something was wrong. “Hey honey,” she said when she saw you walk past her, “why are you so mopey? Come here.” She gave you a warm, comforting smile and patted the spot beside her. “What’s got you down? You’re not even supposed to be home tonight, right? Why aren’t you out? Didn’t I give you money?”
She was right – you were supposed to be out with your new, big crush tonight, but she had cancelled last minute. “Why are you home? Why didn’t she want to go out with you? Honey, that’s ridiculous,” she laughed at your response. “No, there’s no rumor saying that.” But it was true. Even though it was embarrassing to admit, word around school was that you had a massive cock, and for whatever reason, that scared a lot of girls away.
“I saw it when you were younger,” Mom continued. “Yes, I’m your mother, I’ve seen it. I’m sure there’s another reason – did she tell you why? That’s the reason she gave you? Are you sure she’s not lying?” Mom was having a terribly difficult time believing that was the real reason, but you told her over and over that’s what the girl had said.
“I mean, who would’ve started a rumor like that anyway? Is it a bad rumor?” she asked confused. “So, the other boys started this…well, do you have a problem? Do we need to have you checked out? Just let me see it.” She didn’t believe you, so she had you stand up and pull your cock out despite your hesitation and discomfort.
“Well, alright…you didn’t get that from your father,” Mom said fascinated, her eyes examining your cock. “Is it even hard? I kinda wanna see it hard.” She knew it was awkward to ask you to do something like that, especially because she was your mom, but she was honestly infatuated and couldn’t help but want to see more of it.
“It doesn’t look like you have a problem at all,” she said after seeing it erect. “Can I touch it? It’s crazy, I can’t take my eyes off of it.” She wrapped her hand around your erection and her eyes widened, “Oh my god, sweetheart, it’s massive. And this is why she didn’t want to go out with you? You know, older women aren’t like that – it’s not going to be this way through college.”
As Mom stroked your cock, she become more obsessed with its massive size, and it was almost as if she couldn’t control herself anymore. She soon had to have it inside her mouth, then inside her warm, wet pussy. She told you there was no reason to worry about that silly, young girl who was afraid of your cock…especially when Mommy loved how big it was.

TABOO, MOMMAS BOY, OLDER WOMAN / YOUNGER MAN, VIRTUAL SEX, MILF, LINGERIE

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Fifi Foxx Fantasies – Mommy’s Solution to a Sleepwalking Son – Mom Gives Son Exactly What He Wants, POV – HD 1080p mp4

“I know you’ve been having insomnia lately, honey,” Mom began to say, “so I got this prescription from the doctor – it’s sleeping pills. It should help you sleep better, so when you go to school, you’re much more rested, and you can get your homework done and get better grades.” She handed you the bottle of tablets, then told you to take one and head off to bed.
“It might cause sleepwalking, but I don’t think you’ll do that,” she said in a comforting tone. “I’m pretty sure you’ll just sleep through the night – let me know if you need anything.” So, you did exactly as she told you, and after that, you didn’t remember a thing.
Mom was on the phone when you started sleepwalking into her room. She heard you slam into the closet door, “Hold on, I think that’s my son. Honey, are you okay?” Her face had a concerned, serious look, and she told her friend on the phone about the new medication for your insomnia. “He’s kind of bouncing everywhere – should I wake him up? Yeah, that’s what I thought, that you weren’t supposed to wake up someone sleepwalking.”
She giggled and found it to be cute as your arm ran up her leg on the bed, then against her hand and wavy hair. “Go back to bed, honey,” she smiled pointing in the direction where it was at, then went back to her phone call, “or should I just kinda lead him back to his bedroom, or will he find his way back?” She wasn’t too sure how to handle the situation, and as you become more handsy with her, she decided she better get off the phone to deal with it.
“No, don’t touch me there, no…get off,” Mom said sternly as you groped her tits. “Go back to bed, sweetheart.” She wasn’t sure how to get you to stop, or if it was even possible to. “Do I let him touch me?” she asked herself. “Maybe he’ll go back to bed if he gets what he wants. This is weird, I don’t think he’ll remember anything.”
You continued to pull down the straps to her purple lingerie, and she scolded you for it. “Alright, if this makes you go to bed quicker. I don’t think you even understand me, you’re so asleep,” she said examining you. “Your eyes just look dazed and confused. Come here, Mommy will give you what you want.”
In a desperate attempt to have you go back to bed, Mom stripped down and encouraged you to touch her perky, beautiful tits. “Do like how they feel?” she whispered. “Come suck on them.” After touching her bare body, you pushed her down and pulled on her panties. Mom realized that you wanted them off, so she took them off and spread her legs. “Do you like Mommy’s pussy? Do you want a closer look? Do you like it when Mommy touches herself? It looks like the sleeping pills are giving you a little boner,” she said as she rubbed her clit in front of you.
“You gonna finger Mommy, huh?” she moaned softly. “Come on, touch Mommy. Doesn’t it feel nice and warm on your hand? Does it make you wanna go to sleep?” She encouraged you to put your fingers inside of her, and to enjoy yourself using her body.
Mom knew that you would want more eventually, so she laid back, and told you to put your hard, little penis inside of her. You fucked her hard and fast, completely unaware, and she moaned loudly, her eyes rolling in pleasure, until you came. You patted her head gently, as if telling her she did a good job, then attempted to head back to your room to go to sleep.

TABOO, MOMMAS BOY, OLDER WOMAN / YOUNGER MAN, MILF, VIRTUAL SEX, POV

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Fifi Foxx Fantasies – The Man of the House – Son’s New Responsibility is to Sexually Satisfy Mom, POV – HD 1080p mp4

After Mom and Dad divorced, you stepped up. You helped Mom around the house, doing extra chores, and even took care of your little sister. “I really appreciate you helping me,” Mom thanked you. “It’s a lot of new responsibilities for everyone, and without your dad here, I really need a lot of help.”
“And I really appreciate everything you’re doing now, but um…you know, there’s one thing that Mommy needs because your father’s not here to take care of me…” she said in a serious tone, her brown eyes locked on yours, “and that’s my sexual satisfaction. I just need you to know that’s going to be part of your responsibility, too.”
Ever since Dad had been gone, Mom’s sexual needs weren’t being meant, and since you were the only male in the house, you had to take care of them. “This is something we’re going to start to practice now,” she said sternly. “We’ll start with Mommy getting undressed.”
Mom stripped down, teasing you with her beautiful, mature body, in hopes of getting you aroused. Since this was your first time sexually satisfying her, she wanted to get rid of any nerves you might have. Her hands caressed her nude figure and she smiled sweetly, “Mommy’s going to teach you how to please her, just like your father did.”
“First we’re going to start with you licking Mommy’s pussy,” she said as she laid back on the bed with spread legs. She moaned softly, enjoying your warm, wet tongue against her clit. “Good boy,” she purred, and when she was tingling, aroused, and ready, she told you to fuck her.
“You’re the man of the house now,” she smiled looking up at you. So, whenever Mommy needed her sexual urges met, you’d be there to pleasure her, no matter what time or day it was.

TABOO, MOMMAS BOY, OLDER WOMAN / YOUNGER MAN, MILF, VIRTUAL SEX, POV

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Fifi Foxx Fantasies – Before Mom’s Big Date – Son Gets Accidental Erection from Watching Mom Change into Different Outfits, POV – HD 1080p mp4

“I didn’t know you were watching me…” Mom smiled, “you scared me for a second!” She had been trying on different outfits for her big date later that night, and now that you were there, she wanted your opinion on what looked best. “For my date tonight, I need something that looks really good – I wanna impress this guy. I haven’t gone out dating in a while, so I’m kind of nervous. Wanna tell me what dress looks good?” she asked sweetly.
She slipped into a purple dress, then turned towards the mirror to examine her figure in it. “It’s feels comfortable, but is it too frumpy because it’s too loose?” she asked pulling on the extra material, then shaking her hips. “Should I wear this one, honey? I like how I can move…I can go dancing, it feels good. Should I put this in the maybe category? You like this dress! Stop being so fidgety – tell me which dress looks good!”
Mom stripped down, then threw on another dress – this one a tighter fit to her body. “What do you think about this one? It hugs my body nice and tight – I think this might be it,” she smiled, her hands running up and down the soft, silky material. “It shows off my boobs, I can definitely impress him.”
She turned back towards the mirror, and your eyes ran up and down her gorgeous, curvy body. It became more apparent now that you were fidgeting, but that was only because you had been trying to hide the massive erection you had from watching Mom change in and out of her sexy outfits. “Honey, stop fidgeting – why are you fidgeting so much? Tell me if this looks good or not, you’re being quiet. Do you like this or not? I think this is the one for the date tonight.”
“Honey…what are you being fidgety?” Mom asked again, but then it hit her. “Oh…uh…you know what? I think I know why you’re being fidgety. You know Mommy looks pretty – that’s okay if you got a little bit of a boner. You know what, Mommy’s gonna take care of it. I know every boy loves his mommy and thinks she’s beautiful – it’s natural, you don’t have to worry about it.”
She was caring and understanding, telling you that she’d take care of your issue first, then go out on her date. She wrapped her soft hand around your cock and began jerking you off. “You know you’re my boy, you don’t have to worry about anything. Does that feel good? We’ll take care of this and you won’t have to worry about it for the rest of the night,” she said with a warm, comforting smile.
Mom then get on her hands and knees to blow you, then stripped down and invited you to use her wet, delicious pussy. “Stick it right there,” she moaned. “Here, let me help you. Just thrust your dick up inside of me…just like that,” she said in a sexy and sultry voice. “You like Mommy’s tight, little pussy wrapped snug around that cock of yours? Gripping it tighter and tighter….”
Her naughty words and beautiful, mature body finally got you off, and the both of you came together. Mom blushed and thanked you for getting out all her nerves before her big date, then proceeded to get cleaned up before he arrived.

TABOO, MOMMAS BOY, OLDER WOMAN / YOUNGER MAN, MILF, VIRTUAL SEX, POV

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Fifi Foxx Fantasies – Mom Explores Her Amorous Feelings for Son – Mom & Son Become Lovers, POV – HD 1080p mp4 – Ivy Secret

A very passionate & romantic experience between mom and son.
“Hey honey,” Mom’s gentle voice said, “I was thinking we could talk.” Her fingers ran through her long, red hair as she sat down on the bed beside you. “I…don’t know how to approach this subject…” she said nervously, her eyes awkwardly shifting away from yours, “I’ve been having these feelings that I’m unsure of.”
“And I don’t really know how to describe them, or what to do about them, but I think I just need to figure it out,” Mom struggled to say. She continued to tell you how much she loved you, and how wonderful, kind, and sweet she thought you were. “I think about you first thing in the morning when I wake up…and all day, and I think about you at night before I go to bed,” she confessed. “And I don’t think anyone’s going to hold a place in my heart the way that you do. I just get so happy when I’m around you – it’s almost like my heart skips a beat.”
Mom blushed as she admitted that her feelings for you were somehow different – something more than the typical mom/son relationship. “Maybe…I might actually be in love with you. I know it’s kind of strange, and I know I shouldn’t feel that way, but I do…and I don’t think those feelings are going anywhere,” she said sweetly.
“So, I kind of want to see if we can explore this and see if it’s real, or what it is…and how it goes,” she said shyly. “I was hoping that maybe I could give you a kiss…a real kiss on the lips and we could see if there was any spark or connection there.” Mom knew it was weird for you, but she reassured you that everything would be okay. She leaned to give you a soft, passionate kiss, then pulled back with an enormous smile.
“Did you feel that?” Mom asked happily. “You’re not sure? I mean, I definitely felt that…maybe we should try it one more time.” She leaned in again, and this time, even you felt the spark between the two of you.
The both of you would continue to take your time as you explored one another’s body. Mom would ask you to feel her big, soft, beautiful breasts, then would gently and slowly slide her hand up your leg to your hard cock. This, in turn, would lead into passionate love making, developing a brand new mom/son relationship – one where Mom was your lover.

TABOO,  MOMMAS BOY, MILF, OLDER WOMAN / YOUNGER MAN, VIRTUAL SEX, GFE

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Fifi Foxx Fantasies – Best Friend’s Mom Wants Your Seed – Impregnation, Breeding, POV – HD 1080p mp4 – Ivy Secret

“Oh I know, he takes forever,” Mrs. Secret smiled at you. “It’s fine, you can hang out in here with me.” She could tell you were growing impatient while waiting for her son to get ready.
“I just noticed you have such gorgeous dark brown hair…and beautiful blue eyes,” she said sweetly. You couldn’t help but blush as she complimented your features and told you how handsome you were. “You really, definitely are a good looking k!d…practically a man now,” she commented as her eyes went up and down your body.
The beautiful redhead walked towards you and placed her hand on your cock. “It’s okay…I know I’m married, but I’ve been kinda wanting to do that. I’m so lonely, and no one pays me any attention,” she said gently groping your cock. “Just let me do it…it’ll feel good.” As her hand brushed against your cock, she admitted that she wanted another baby, but her husband told her he was finished.
“I think you’ve got some great genes. I’ve been watching you lately and noticing some features…and I think we’d make such a beautiful baby together. You wouldn’t have to be the dad or anything, and my husband would think it was his,” Mrs. Secret confessed. “I really just want you to impregnate me and fill me up with your cum.”
“I’m sure you’ve had some fantasies about older women – I know all you young guys do,” Mrs. Secret said seductively. “He’s going to be in there for a long time, I promise.” She knew you were worried about her son and husband, but she reassured you everything would be fine – no one would know anything.
Her hand now stroked your cock, and she gestured for you to follow her into the kitchen where you’d fill her with your seed and beautiful genes.

MILF, VIRTUAL SEX, IMPREGNATION FANTASY, OLDER WOMAN / YOUNGER MAN, HOUSEWIVES, HOT WIVES

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Danielle Maye – Step Mommies New Play Thing

A Custom Clip From Another Happy Customer
You are my stepmother and you had my father wrapped around your finger. For months I have heard him screaming in pleasure and begging you to let him cum. Being young I don’t know what that means. Finally tonight I heard him beg as loud as I have ever heard him beg and he told you that his only son, Me, was yours to do with as you pleased. You then made him cum to his . You describe all this to me, telling me how you teased him until he begged you to own me as your little boy sex slave, where you can live out your own fantasies and fetishes on. You keep reminding me that he betrayed me because he couldn’t resist. Now you start to touch me. This is how you get off, touching the young sons of men who you seduced. You love getting them to betray their sons, and you love looking in the young boys eyes as you touch them, knowing that you are going to control and own them too. Finally you tell me that when I cum I am sealing my fate as your young boy slave, and you are going to do such evil things to me just like you did to my father. You laugh as I cum by your hand and relish that you have another father and son doomed to add to your collection.

HANDJOBS, POV, TABOO, DOMINATION, OLDER WOMAN / YOUNGER MAN

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Taboo Mom Natasha – Paid Off Babysitter

The babysitter has been giving the man of the house BJs for some time now.. but he wants his son to finally lose his virginity so he makes her an offer she cannot refuse…She goes to the boys room that night and seduces him into having the kinkiest sex you could imagine. This babysitter knows just how to take care of himAN EPIC 27 minutes of pure perfection!!!

Category: BABYSITTER
Related Categories: POV, NIPPLE PLAY, MILF, OLDER WOMAN / YOUNGER MAN, TABOO

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Bettie Bondage – Mom is a Sex Addict mp4

You come downstairs and find your mom sitting at her desk, playing with a little golden medallion. You ask her what it is and she tells you its from her morning meeting. For as long as you can remember, your mom has gone to a Gambling Addicts Anonymous meeting every Saturday. When you congratulate her on 18 years of recovery – she started right before you were born – she looks kind of guilty, and says she has something to tell you.
“See, son, it’s…well, it’s not gambling that I’m addicted to. I didn’t want to tell you this because I didn’t want to warp your relationship with sex, but…well, I’m a sex addict.” You’re shocked. Your mother? A sex addict? But she never even had a boyfriend, even though your dad’s been gone since before you were born. She explains that that has been part of her recovery, talking about how long it’s been since she was with a man, as she starts to wiggle in her seat, talking about her past sexual escapades. How insatiable she was. As she confesses, you start to get aroused. You see her glance at your crotch a few times, at your swelling cock, pressing against your jeans.
She starts to go into more and more detail, telling you about her life before you…getting you hornier, and herself…you can tell she’s starting to lose control. 18 years is a long, long time to be without a man…and, even if you are her son, you’re hard. And right here, in front of her, ready and willing to give your mother a long overdue fucking!

Category: TABOO
Related Categories: MILF, POV, VIRTUAL SEX, OLDER WOMAN / YOUNGER MAN, DIRTY TALK

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Primal’s Taboo Sex – Tyler Faith – Mom Knows Best

Tyler Faith – Mom Knows Best PART ONE 1080p
Rion’s mom is enjoying her morning coffee when he comes in to make a confession. He is SO nervous, but mom said he can tell her ANYTHING. He lied about hanging out with his friends, he was with his girlfriend, that his mom HATES. Rion confesses that him and his girlfriend had sex, THREE TIMES, and he wasn’t…responsible everytime. His mom composes herself, she doesn’t want to blow up so, she realizes she has to redirect her son’s…Energy. Now Rion is more nervous then ever in his life, but mom is really sweet and patient and guides him.

Tyler Faith – Mom Knows Best PART TWO 1080p
Rion has not been able to stop thinking about the morning he has with his mom. Now, a few days later, she is in a sexy nighty and leading him into her bedroom. Mom explains that she has a lot to teach him, and she wants him to stay away from the girls his age until she decides that he is ready.

Category: TABOO
Related Categories: MILF, OLDER WOMAN / YOUNGER MAN, SEX ED, BIG TITS, SENSUAL DOMINATION

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