Tag: MILF

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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Noelle Easton – Cougar Craves MILF’s Young Step-Son

Rushing my best friend and her young step-son quickly into their living room with me, I explain that a storm is coming and we must move fast. Even though we were all dressed up to go out tonight, I don’t think this storm is going to let up and I tell the pair that we should all wait out the storm here. We sit down as we discuss the storm warning I just got, and decide to hang out for the night in the living room. Before long, I set my secret plan into action. I’ve had my sights set on my MILF friends young step-son for awhile, and I can feel his innocent little eyes staring me up and down in my sexy club dress with my hair and makeup all glammed up. Without hesitation, I begin touching myself subtly, but a confused glare meets my gaze when my friend realizes what I am doing. She demands that I stop, but they are trapped in this room with me and I don’t plan on leaving here without having tasted her young, cute step-son. I begin stripping and teasing his step-mother as she watches on, horrified, but increasingly aroused. My huge tits and ass are shoved into the young boys’ mouth and face as she watches him suck and lick my tits and flick his warm soft young tongue on my wet horny pussy. I slip his pants and underwear off as I wrap my greedy mouth around his smooth, hairless, developing penis. His step-mom is glued to her seat as I slam my motherly hips down around her young step-sons penis and ride him so hard that he cums in my pussy within minutes. Still horrified, but admittedly curious and turned on, I lean over to his step-mother and tell her to begin stripping so that we can cum together. We rub our pussies until climax, and I sheepishly admit that I made up the storm warning in order to score some young dick from her step-son. Satisfied for now, I decide we should still go out, but we will back later for some more of that young penis I love so much.

AGE PLAY, COUGAR, MILF, OLDER WOMAN / YOUGER MAN, SEX ED

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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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Sammi Starfish – Mom and Son – Duct Tape ANAL Sex

Hi, I’m 38-yr-old Sammi Starfish. Get ready for some very creative anal action in another one of my mother/son RolePlays. In this one my “son” is watching television as I decide to go take a nap. I ask him to wake me up later. Reminding him of what a heavy sleeper I am. So as it’s time to wake me up he tries yelling my name, shaking my shoulders, and pushing me on the bed. Nothing seems to be working.
Having run out of ideas, and getting horny by seeing me lay there with my ass bent over the bed, he decides to try waking me up creatively. He uses Gorilla Tape to spread both of my ass cheeks completely open so that he can examine to see what mommy’s asshole looks like. After enjoying what he sees he decides to put dildos up my asshole. But I still do not wake up. It is not until he has his entire cock deep in mommy’s asshole that I finally wake up. Startled at first I wonder what my son is doing up my ass. But it feels too good to ask him to stop. I orgasm and he finally fills my ass up with his jizz. Then leaves me there with my gaping asshole taped open on the bed.
I have also included 7 minutes of behind the scenes footage that followed my hard ass fucking. I price my videos based on their length, and this BTS footage has been included at no charge. It is a free bonus. You get to watch me stretch and fool around a bit with my stretched out asshole flashing the camera. I could definitely feel that my asshole was looser and very recently fucked. Definitely used my asshole.

ROLE PLAY, ANAL, TAPE BONDAGE, MILF, ASSHOLE FETISH, DUCT TAPE FETISH

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Hot Wife Jolee – Mom wants to show you something

You come into mom’s bedroom, you see her on the bed in her new sexy lingerie. you instantly get a hardon and feel awkward,but mom is so sexy and helpful she takes care of her horny naughty boy 🙂 She sees the big budge in your pants and insisted you take them down for her. Telling you how big your penis is now.

MOMMAS BOY, TABOO, MILF, DIRTY TALK, LINGERIE, ROLE PLAY

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Bettie Bondage – Think About Mommy

“Oh my god, honey, what’re you doing in here? Are you…masturbating?! Darling, I’ve always told you that’s wrong, you shouldn’t touch yourself like that – it’s desecration of your sacred, virgin body! Your perfect body is like a temple, and this is disgraceful, haven’t I always told you that?…so why didn’t you listen to me? Well, all young boys get erections, but didn’t I always tell you that if you get an erection, you just think about me – about how disappointed I’d be in you if you ‘took care of it’ with your hands – and it’ll go away? So? Why didn’t you do that? Oh, you did think about mommy…but it didn’t work?…”
“…Well, how could it have made things worse, darling? Surely you can’t be saying that thinking about your mother made your penis more erect?? Oh, my…oh my goodness, well…that’s…certainly not what I had hoped for. My goodness, I feel responsible! What…what could I possibly do to make it better, darling?…You want me to…what? Oh, no, I don’t think that would…well, that’s true. It would prevent you from masturbating. Well, maybe then that’s the best option. Ok. Well, ok, here goes…”

TABOO, MILF, MOMMAS BOY, HANDJOBS, BLOW JOBS, CUM IN MOUTH

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Kelly Payne – Slutty Mom +Sleepover=Train?! PART THREE

Kelly try’s apologizing to you (POV VS SON) Knowing she promised not to fuck your friends at your sleepover, but you knew she would, and secretly planned the whole thing anyway, not telling your mom this just yet. You tell her it’s your turn to fuck her. Hesitant at first, but you pull her closer take out your cock and start fucking your mom before she can even say no. Your friends stroke their cocks as you fuck your mom for awhile, eventually changing positions so your slutty mom can suck them off while you fuck her. Changing positions and eventually mommy tells you & your friends to take turns fucking her, fucking her from behind till you all cum, each filling up her pussy. Once you all cum mom uses her vibrator and cums out all the cum you naughty boys filled her up with.

MOMMY ROLEPLAY, TABOO, DIRTY TALKING, CUM PLAY, MILF

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Kelly Payne – Slutty Mom + Sleepover =Train?! PART TWO

Mom come’s in to check on you boys and finds popcorn all over her bed, irratated and annoyed she get’s a little snappy and tells you to go pick up the pizza! And then kicks you boys out and cleans up the mess, once her son leaves Tyler (POV VS Tyler) sneaks back in pulls Kelly back and starts fucking her from behind, after a bit Tyler suggests letting her sons other friend to join in, the other friend enters the room shortly afterwards and Tyler continues to push that Kelly should let them both fuck her while her son is out. Kelly decides it would be fun and ends up taking turns fucking & sucking their cocks, until getting caught noticing her son watching outside the window… Oops….

VIRTUAL SEX, DIRTY TALKING, MILF, MOMMY ROLEPLAY, KINK

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Kelly Payne – Slutty Mom + Sleepover =Train?! PART ONE

PART ONE You’ve invited your best friend Tyler & another friend over for a sleepover, your all hanging out when your mom comes home. You already know your mom has been fucking your best friend Tyler (Mom’s fucking your best friend PART 1&2) but she’s agreed to not fuck him at your sleepover. Agreeing to make the boys some popcorn, (POV Tyler) Tyler follows shortly behind to the kitchen and try’s to entice Kelly to play in the kitchen, not taking to much convincing Kelly agrees to let you fuck her (VS POV Tyler) in the kitchen. Stopping and sending Tyler back to hang out with the boys, Kelly turns on some TV. Sneaking away again, Tyler comes into the livingroom for some more, this time Kelly sucks your cock before sending you back to hang out with her son.

KINK, MILF, DIRTY TALKING, VIRTUAL SEX, POV

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