Tag: OLDER WOMAN / YOUNGER MAN

MoRina – Mom Offers Foot Tickles

Your mom loves and supports you and is your champion! She can’t wait for you to arrive home… she got your report card in the mail… and she’s so proud of you!! Mom knows so much about you, so she always knows what you want and need. You come in and she tells you to sit down and close your eyes…. when you open them Mom’s beautiful mature feet are resting in front of you! You love to tickle Mommy’s feet, don’t you? Well, this is your reward for your good grades – you tickle away to your heart’s content as she laughs and laughs! Sometimes she protests that it tickles too much, but it’s a price she’s willing to pay for you since she loves you so much.

FOOT FETISH, POV TICKLING, TABOO, MOMMAS BOY, BAREFOOT, OLDER WOMAN / YOUNGER MAN

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Fifi Foxx Fantasies – Sydney Paige – Mom Protects Son – Mom Fucks Son’s Bully in Front of Him, POV – HD 1080p

“So, is this the young man right here that we’ve been speaking about? That you’ve been telling me about?” Mom’s voice was strict and harsh.
“You’re the young man that’s been bullying my son,” she turned towards the older boy in the room. “No, don’t you speak to me in that manner, young man, just stop right there. I’ve heard about everything that you’ve been doing, not only from my son, but from his teachers, the principal…and your parents don’t seem to have any response. I don’t know what’s going on with you, but I brought you here because I need you to stop.”
He was awful to you. Always been picking on you, stealing from you – you didn’t know how to handle the situation so you told Mom. The two of you stood in front of her as she tried to resolve the situation and make it stop. “Honey, I’m sorry that you’re dealing with this,” she looked at you lovingly, “but sometimes you gotta fight fire with fire.”
“What can be done to leave my son the hell alone?” she asked the bully. “You two don’t even have to talk to each other, just avoid each other in the hallway – just don’t stuff him in another damn locker.” Of course, that wasn’t going to be enough. He wasn’t going to just leave you alone, he wanted something – he wanted your mom.
“And if I agree to do that, I’ll have your word, a gentleman’s agreement, that you would stop harassing my son?” she replied to him, willing to do anything for you. “You would stop harassing my son if I would take off my clothes for you and do things for you? Oh, in front of my son? Honey, how would you feel about that? I know it’s weird.” You hated the idea. But Mom made a good point – all the tormet would stop and you could focus on your studies instead of worrying about him. You wouldn’t come home with bruises anymore, and you wouldn’t have another bike stolen.
You felt helpless – there wasn’t anything you could do. Without Mom’s help, this guy would never leave you alone. “Tell him that you’re going to leave him alone,” Mom pointed at the bully. After he said it, she stripped down, exposing her beautiful body to him.
“And no ‘ha ha, I fucked your mom’ jokes,” she said sternly. “Ugh, your fucking attitude.” He wanted to touch her perky tits, so she let him – it was all to help you out. “It’s going to be okay, sweetie,” she turned towards you, her hand brushing against his cock. “He’s not going to bother you anymore, are you? Cause Mommy’s going to teach this bully a lesson any way she can.”
“Oh, you want me tell him what? Ugh,” she replied to the bully then turned towards you with a sarcastic tone in her voice. “Honey, his cock is so big and I love stroking his cock.” He made her say it again, this time like she meant it. He wanted to see her completely naked, bare, and exposed – her legs spread, her fingers against her pussy. “You know Mommy would do anything for you, sweetie, this just proves it,” she comforted you.
“You’re going to at least be a gentleman and hold my hair, right?” Mom asked the bully. “Of course not.” She wrapped her warm, wet mouth around his cock, one hand holding her long, blonde hair. “His cock tasted amazing and was so big in my mouth, honey,” Mom repeated what the bully had told her to say.
Next, and the worst part of all, would be watching Mom take his cock. It was bad enough seeing her get pounded doggystyle, but when he told her to flip over, it made things worse. You had to hear her say that she loved his cock inside of her and that it felt good to get fucked by him. You knew she didn’t mean those things that he made her say, but her moans…those were something that she couldn’t fake – those were actually coming from getting thrusted by his cock.
“I feel you,” she looked at the bully, “you’re almost there, young man. He came inside of her, and she immediately reminded him of his word. “Get off of me,” she kicked his body away from hers. “Honey, I’m sorry you had to see that,” she turned towards you, “but if this young man gives you any trouble at all, even looks at you wrong or incorrectly, or bumps you in the hall, you tell me.”

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

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MoRina – Mom Likes to Watch

You come home to find your mom in her underwear… not that unusual, but today you can tell something is different. She demands that you take your clothes off and sit down in front of her. She demands that you stroke your dick for her. It feels awkward, uncomfortable, wrong… but she is using her stern mom voice that she reserves for when she really means what she is saying. You find yourself complying. Her house, her rules. She starts touching herself too… first through her cotton panties and then reaching inside and eventually pulling them off to finger fuck herself. She pulls one of her big tits out from under her bra too. You are mesmerized by her hairy pussy, and she’s talking so dirty… words you’ve never heard your mom say before! Cunt… fuckhole…she’s using your masturbation as her porn, and you cum when your mom tells you to! She’s clearly pleased, because she ends up squirting all over her fingers! You don’t even mind when she tells you to clean up her messy pussy for her.

TABOO, MOMMY DOMME, MASTURBATION ENCOURAGEMENT, OLDER WOMAN / YOUNGER MAN, DIRTY TALK, MASTURBATION

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Princess Ellie Idol – Sex Tape With My Son’s Bully

School is so tough on mommy’s special little loser son. His bully really has it out for him. I answer a knock at my door with my mid-day wine in hand, and low and behold, it’s my son’s bully. I see for myself that this schoolyard thug actually is quite good looking… Maybe it’s the wine talking but I find myself flustered and seem to find myself talking smack about my loser son too! Ha! Ha! It’s true though… He is pathetic. Hell, apparently even his father went over to the Bully’s house and ended up sucking HIS dick. Worthless husband AND son. I guess apples don’t fall far from the tree after all – but this bully… He’s certainly studlier than I expected and I just might have to see if this Alpha-attitude bully of my son has an alpha-cock to match. I decide I want to make a little birthday “gift” video for my son. I want to hurt him. I do love tormenting him as well. This bully meets me in my room, and under my robe sees this hot fucking MILF is dressed to k***; craving that young stud cock taste as I stroke and slurp all over it. I wonder if he’s ever been with such a sexy Mom before. Does he get to fuck all the nerd’s moms? I bet he does! He shows me what a nice big bully cock can do to a sweet housewife pussy. With the most experience I lead him from position to position, being sure to tell him just how mommy likes it along the way – never forgetting to stop and taste my juicy orgasms all over his cock as I finish the bully off in my mouth. Mmm, even this bully cums like a stud. Mommy needs to keep every drop in her mouth because tonight mommy’s gonna give her loser son a goodnight kiss with a nice glaze of his bully’s leftover cum right on his cheek. We’re so bad…this boy is free to bully my son anytime! xoxoxo

MILF, BLOW JOBS, FUCKING, OLDER WOMAN / YOUNGER MAN, POV SEX, TABOO

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Noelle Easton – Violated Step-Sons Pt. 2 of 2

Part 2 of 2 A young boy awakens to the sight of his slightly older step-brother with their Step-Mom behind him. Feeling the bed rocking, his eyes widen with fear as he realizes his Step-Mom is stroking his step-brothers penis under the blankets. She’s playing with his tight young virgin ass as she whispers into his ear. Realizing the youngest boy had awakened, she assures him he is just dreaming, and instructs his older step-brother to say the same. He goes back to bed and dreams that he is in his classroom, but the teacher is now his Step-Mom. He watches on in awe and fear as she beings to tease him and touch herself. He runs to the door, discovering it is locked. She laughs as the scared young boy forms a puddle in his pants and the floor. She lures him back over and demands he pull down his pants, revealing his little underwear. He whimpers but obeys. She snaps her fingers and he falls under her spell, pulling down his soaked underwear obediently. She demands he watch a video, a video where the young boy recognizes his older step-brother as the star. Two women are doing horrible things to him, he’s tied up as they shove their bushes and bubble butts into his face. They take turns using him for their pleasure, even using him as their toilet and letting him use them as his. They finger fuck his tight young virgin butt and then shove their fingers into his mouth. The young boy looks up from the video, horrified as he realizes she is now touching herself and getting naked while she watches him. She asks the boy if he knows what’s happening in his pants or what to do with it. The confused boy listens obediently as his Step-Mom explains how to touch and stroke his smooth, hairless, developing penis. He obeys, but the sadistic Step-Mom pulls out a vibrator, pressing it against his too-sensitive head as he squirms and tries to run away. Annoyed, she decides that maybe he will like it better in his little butt. She instructs him to stick his little fingertip into his tight butt and stretch it out for her while he continues touching his penis. She continues using his holes and then makes herself cum with another little boys pair of underwear as she watches him defile himself. She tells him a story of her last young boy escapade as she makes herself cum to the sight of her little step-son experiencing all of this pain and pleasure. Unsatisfied with his dry orgasms, she throws him down to the ground and wraps her lips around his entire penis before swallowing it up as her hips slam down onto the boy over and over until he cums inside her. Kissing his forehead, she assures him he is still dreaming and sends him back to bed.

OLDER WOMAN / YOUNGER MAN, MILF, COUGAR, AGE PLAY, TOILET FETISH

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Noelle Easton – Violated Step-Sons Pt. 1 of 2

Part 1 of 2 A young boy awakens to the sight of his slightly older step-brother with their Step-Mom behind him. Feeling the bed rocking, his eyes widen with fear as he realizes his Step-Mom is stroking his step-brothers penis under the blankets. She’s playing with his tight young virgin ass as she whispers into his ear. Realizing the youngest boy had awakened, she assures him he is just dreaming, and instructs his older step-brother to say the same. He goes back to bed and dreams that he is in his classroom, but the teacher is now his Step-Mom. He watches on in awe and fear as she beings to tease him and touch herself. He runs to the door, discovering it is locked. She laughs as the scared young boy forms a puddle in his pants and the floor. She lures him back over and demands he pull down his pants, revealing his little underwear. He whimpers but obeys. She snaps her fingers and he falls under her spell, pulling down his soaked underwear obediently. She demands he watch a video, a video where the young boy recognizes his older step-brother as the star. Two women are doing horrible things to him, he’s tied up as they shove their bushes and bubble butts into his face. They take turns using him for their pleasure, even using him as their toilet and letting him use them as his. They finger fuck his tight young virgin butt and then shove their fingers into his mouth. The young boy looks up from the video, horrified as he realizes she is now touching herself and getting naked while she watches him. She asks the boy if he knows what’s happening in his pants or what to do with it. The confused boy listens obediently as his Step-Mom explains how to touch and stroke his smooth, hairless, developing penis. He obeys, but the sadistic Step-Mom pulls out a vibrator, pressing it against his too-sensitive head as he squirms and tries to run away. Annoyed, she decides that maybe he will like it better in his little butt. She instructs him to stick his little fingertip into his tight butt and stretch it out for her while he continues touching his penis. She continues using his holes and then makes herself cum with another little boys pair of underwear as she watches him defile himself. She tells him a story of her last young boy escapade as she makes herself cum to the sight of her little step-son experiencing all of this pain and pleasure. Unsatisfied with his dry orgasms, she throws him down to the ground and wraps her lips around his entire penis before swallowing it up as her hips slam down onto the boy over and over until he cums inside her. Kissing his forehead, she assures him he is still dreaming and sends him back to bed.

OLDER WOMAN / YOUNGER MAN, SEX ED, MILF, COUGAR, TOILET FETISH

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Noelle Easton – Quality Step-Mom Step-Son Time

What are you up to today? You’re growing up to be so smart and independent, do you mind if I spend some time with you? It’s just that your step-mommy has been thinking about her young, innocent faced step-son all day and I … just can’t get you out of my head. The way your youthful skin glows … your exuberant energy … I love to watch you. I can’t help but to stare lustfully at the perfect boy that I made. Do you think step-mommy’s should want to lay in their stepsons’ bed with no clothes? Or is your step-mommy naughty? Maybe you could spank me like I spank you when you’re a bad boy? You could make me get undressed, make mommy show herself to you, would you like that? I could take off my clothes and you could too and we could pretend like it’s almost bath time?? But we need to take your little underpants off first though! If step-mommy shows her step-son her secret parts then the step-son should be a good boy and show her his, right? But we can’t tell, ok, this is our special little game. I bet you didn’t know your penis could feel a tingle like this, did you? I wanted to start you young so I know that my step-son’s first time with every experience is with someone as loving and caring as step-mommy is. No other girls will ever do what I can for you. My warm, wet mouth feels so inviting, yeah? Just relax and trust step-mommy, I’m going to take good care of my young, pure step-son. I’ll be gentle when my throat slowly swallows and hugs your smooth, developing penis. Squirm and wiggle all you need to as my motherly hips slam down mercilessly only you, it’s natural to feel what you’re feeling! It means I’m being a good step-mommy! I’m going to milk your young cock for the first time and teach you how good I can make you feel every day. Your cock milk is step-mommy’s ONLY, ok?

AGE PLAY, AGE REGRESSION, MILF, MOMMY ROLEPLAY, OLDER WOMAN / YOUNGER MAN

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Fifi Foxx Fantasies – Sydney Paige & Carmen Valentina – Lesbian Mothers Let Embarrassed Son Practice Foreplay & Sex on Them: Mommies Teach Son How to Pleasure a Woman, POV – HD 1080p

A bonding & learning experience with your beautiful mothers. Enjoy a video with wonderful chemistry & intense dialogue. Your mommies have so much to teach you.
You were upset, embarrassed…hurt. Your moms always knew what to do and what to say to make you feel better, so you decided to talk to them about what had happened.
“Why did she break up with you?” they asked. “You’re such a great catch. I don’t know why anyone would want to break up with you. You’re so handsome. You know you can tell us anything.” That’s the one thing you really loved about your family – no matter how bizarre, how awkward, or silly the situation was, they were always willing to help out.
“She didn’t like…what you…oh…and she told you?” their eyes lit up. “At least she’s honest – would you rather be lied to? Take this as a positive, learning experience.” It was a hard pillow to swallow – I mean, who gets dumped because they suck at sex stuff? It was humiliating. Especially because it wasn’t just fucking that you were bad at, it was everything else before that, too – kissing, foreplay, AND sex.
“See, I think this is the only downfall to our relationship,” Mom said turning towards her lover. “There’s no man…” However, on the plus side, they were woman, and they knew what girls liked. “And we’re your moms and we love each other,” they smiled. “And maybe a man shouldn’t be teaching a man anyways. Most guys just want to stick it in, they don’t know what to do after they stick it in.”
So, it was settled. They’d not only teach you what women liked, they’d demonstrate it on one another, then let you have some practice. “So, the very first thing when being intimate with a woman, what would you do?” they asked. “Kissing? Okay. So, how were you kissing her? Mm…no. Honey, we love you very much, but a stiff tongue is a big no-no. It looks like you’re trying to engulf her face with your mouth.”
“You want to feel her hair, caress her face, rub her earlobe,” they demonstrated for you. “Just make her feel very wanted.” Your moms gave each other a beautiful, passionate kiss, which made your cock stiffen. “See? Isn’t that much better?” they smiled. “Start with the lips, don’t go straight tongue.”
They went on to explain, in great detail, how to grope a woman properly, in a way that she’d love, how to rub her pussy, how to finger her, then how to lick her. It wasn’t just a “this is what they want,” it was a thorough explanation of why to do things a certain way, and how to make your partner happy.
Your moms wanted to make sure you understood everything, that way you’d be confident with your next girlfriend. It wasn’t something to be upset about, it was something to learn from, and that’s exactly what you did with the embarrassing situation. So, getting practice with two beautiful lesbian moms not only made you feel better, it bumped up your ego. You followed their instructions and it made it easier to get them off.
They even allowed you to try out different sex positions on them, explaining what felt good about each one, and why a woman might prefer one over the other. It was important to listen to what the girl wanted rather than to just pleasure yourself. “Just know that you can always come to us,” they told you, “we will help you.”

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

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MoRina – Mom Misses You While Your Deployed

Mom is a proud military veteran, and she wanted to send you a very special video to tell you and show you just how much she misses you while you are deployed. She can’t stop thinking about that night you spent together before you left. She wants to make sure you know how much she loves you, how proud she is of you, and she can’t wait to get her hands on you again… She even lets you in on a fantasy she has for your return. Your naughty mom gets so worked up during the video that she masturbates and encourages you to do the same. That might take the edge off until you come home to her!

TABOO, MILITARY, UNIFORMS, MASTURBATION, OLDER WOMAN / YOUNGER MAN, MASTURBATION ENCOURAGEMENT

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