


Tags: FionaMommy Bouncing Boobs Breeding Dirty Talking Fetish mommy Mommy Roleplay Role Play Taboo taboo mommy Thigh Fucking Virtual Sex FionaMommy 2025
Video Description: It was supposed to be harmless. With all the relatives visiting for the holidays, someone had to share a bed. Mommy and step-son, both adults now - what could be more innocent? And why on earth is step-son so reluctant to share the bed with his mommy?! But in the darkness, under cover of night... certain urges become harder to ignore. When mommy wakes to soft gasps and slick sounds in the dark… she should say something. Should stop it. Instead? She lies still.
But when night falls… she aches to hear those sounds again. What kind of mommy wants that?
Some lines shouldn’t be crossed. At least, that’s what she tells herself. But that doesn't stop her pulse from quickening when the lights go out. Doesn't stop her from wondering if tonight will be the night they stop pretending not to notice what's happening between them..
Solo roleplay with a dildo, intense taboo dirty talk, slow(ish) burn, creampie, mommy's internal monologue, loving praise + encouragement and sweet aftercare in the bed with mommy afterwards <3
FionaMommy - Bedtime Secrets With Mommy Under The Same Blanket 4K [4K 2160P]
Genre: Bouncing Boobs, Breeding, Dirty Talking, Fetish, mommy, Mommy Roleplay, Role Play, Taboo, taboo mommy, Thigh Fucking, Virtual Sex, FionaMommy
Video Description: It was supposed to be harmless. With all the relatives visiting for the holidays, someone had to share a bed. Mommy and step-son, both adults now - what could be more innocent? And why on earth is step-son so reluctant to share the bed with his mommy?! But in the darkness, under cover of night... certain urges become harder to ignore. When mommy wakes to soft gasps and slick sounds in the dark… she should say something. Should stop it. Instead? She lies still.
But when night falls… she aches to hear those sounds again. What kind of mommy wants that?
Some lines shouldn’t be crossed. At least, that’s what she tells herself. But that doesn't stop her pulse from quickening when the lights go out. Doesn't stop her from wondering if tonight will be the night they stop pretending not to notice what's happening between them..
Solo roleplay with a dildo, intense taboo dirty talk, slow(ish) burn, creampie, mommy's internal monologue, loving praise + encouragement and sweet aftercare in the bed with mommy afterwards <3
Tags: Olive Wood Babysitter Brat Girls Family Femdom mommy POV Role Play Taboo Virtual Sex Olive Wood 2025
Video Description: You’ve always been Mommy’s little baby. When she heads out of town for a week, she leaves you in the care of your (slightly) older step-sister, Olive, and begs her to keep you safe. Mommy delivers Olive a brief lecture about responsibility, emphasizing that under no circumstances is she to invite any boys over.
The moment Mommy shuts the door behind her, Olive swoops in and suggests the two of you plan something reckless. You staunchly refuse to do anything dangerous, but Olive reminds you that she’s in charge, so you must obey her. She lights up and asks you to relay what the two of you did last time Mommy left you alone. You begin to blush and pretend you can’t remember, but she orders you to say it aloud. As you begin to nervously stutter about how the two of you had sex, Olive insists you unzip your pants and expose your cock. She demands that you stroke yourself to her and explains that since Mommy won’t let her have her boyfriend over, you’ll have to entertain her instead. Once she’s satisfied with your state of arousal, she instructs you to lie on the sofa and prepare to be used.
Olive climbs on top of you and begins to tease your cock with her hands and mouth. She rubs herself with the tip of your cock before sliding it all the way inside her, praising you for your ability to properly fill a woman and admitting that she may have a *slight* thing for sibling sex. Olive rides you until she climaxes several times, alternating between multiple positions to give you the best show imaginable. She reminds you that her own pleasure is paramount, and you’ll be in big trouble of you finish before she’s had her fill. Your mind begins to melt as you try to contain your orgasm, but somehow you manage to make it past the finish line. After what seems like an eternity, Olive comes one last time before rewarding you by letting you finish inside her. You doubt you would have made it another minute if she’d kept going, but you accept her high praise of your stamina and eagerly agree to prepare yourself for another round tomorrow.
Olive Wood - Mommy Leaves step-Sister in Charge [FullHD 1080P]
Genre: Babysitter, Brat Girls, Family, Femdom, mommy, POV, Role Play, Taboo, Virtual Sex, Olive Wood
Video Description: You’ve always been Mommy’s little baby. When she heads out of town for a week, she leaves you in the care of your (slightly) older step-sister, Olive, and begs her to keep you safe. Mommy delivers Olive a brief lecture about responsibility, emphasizing that under no circumstances is she to invite any boys over.
The moment Mommy shuts the door behind her, Olive swoops in and suggests the two of you plan something reckless. You staunchly refuse to do anything dangerous, but Olive reminds you that she’s in charge, so you must obey her. She lights up and asks you to relay what the two of you did last time Mommy left you alone. You begin to blush and pretend you can’t remember, but she orders you to say it aloud. As you begin to nervously stutter about how the two of you had sex, Olive insists you unzip your pants and expose your cock. She demands that you stroke yourself to her and explains that since Mommy won’t let her have her boyfriend over, you’ll have to entertain her instead. Once she’s satisfied with your state of arousal, she instructs you to lie on the sofa and prepare to be used.
Olive climbs on top of you and begins to tease your cock with her hands and mouth. She rubs herself with the tip of your cock before sliding it all the way inside her, praising you for your ability to properly fill a woman and admitting that she may have a *slight* thing for sibling sex. Olive rides you until she climaxes several times, alternating between multiple positions to give you the best show imaginable. She reminds you that her own pleasure is paramount, and you’ll be in big trouble of you finish before she’s had her fill. Your mind begins to melt as you try to contain your orgasm, but somehow you manage to make it past the finish line. After what seems like an eternity, Olive comes one last time before rewarding you by letting you finish inside her. You doubt you would have made it another minute if she’d kept going, but you accept her high praise of your stamina and eagerly agree to prepare yourself for another round tomorrow.
Tags: FionaMommy Big Tits Bouncing Boobs Dirty Talking mommy Mommy Roleplay Riding Taboo taboo mommy Virtual Sex FionaMommy 2025
Video Description: It’s a dark, stormy night — thunder rattles the windows, and you can’t sleep. But don’t worry, baby… Mommy’s here to make it all better.
I’ll climb into your bed, pull you close, and soon, you’ll forget all about the thunder. That’s right, wrap your arms around me and bury your face in my tits while I ride you. The rain’s still pounding the windows, but all you feel is your step-mother's warm, tight pussy around your cock. Good boy... see how safe you feel now?
FionaMommy - Mommy Will Keep You Safe 4K [4K 2160P]
Genre: Big Tits, Bouncing Boobs, Dirty Talking, mommy, Mommy Roleplay, Riding, Taboo, taboo mommy, Virtual Sex, FionaMommy
Video Description: It’s a dark, stormy night — thunder rattles the windows, and you can’t sleep. But don’t worry, baby… Mommy’s here to make it all better.
I’ll climb into your bed, pull you close, and soon, you’ll forget all about the thunder. That’s right, wrap your arms around me and bury your face in my tits while I ride you. The rain’s still pounding the windows, but all you feel is your step-mother's warm, tight pussy around your cock. Good boy... see how safe you feel now?
Tags: Bettie Bondage Big Tits Cream Pie Cuckolding MILF POV reverse cowgirl Role Play Taboo Virtual Sex Bettie Bondage 2025
Video Description: You don't care if she's just your stepmom, or if hes you're best friend, you're not going to let him talk about her like that! What started as just a stupid conversation about which MILF on the PTA is the town slut devolve into your best friend arguing that the fabled size-queen megaslut MILF is your stepmom, and before long, the two of you are yelling at each other, nearly coming to blows, before Mrs. Bond runs in to see what the big deal is! She demands to know whats got you two fighting, so angry with one another. You don't really want to repeat to her all the things he said. Mrs. Bond is a total MILF, and just hearing her ask if you want to stay for supper can get you hard, but she insists. Not only that, she says that her dear boy isn't just wrong because young men shouldn't talk about women that way, but also because it isn't your stepmother the rumors are about...it's her!
You can't believe she'd admit it so freely, with a big huge smile on her face! But it doesn't end there. She won't let her boy get away with such talk, such disrespect to women, and in fact, she thinks the bad deed deserves a special punishment. She thinks that you should do all the things he said he'd do to your stepmom, to her. Right here, in front of him. What?!
But who are you to say no? I mean, she's right. You do want to. You do have a bigger cock than him. And it does seem like shes right about him, too. He talks a big game, but in the end? Well, he's happy to watch, little dick in hand, while you and Mrs. Bond have your fun!
Bettie Bondage - Rumor Has It 4K [4K 2160P]
Genre: Big Tits, Cream Pie, Cuckolding, MILF, POV, reverse cowgirl, Role Play, Taboo, Virtual Sex, Bettie Bondage
Video Description: You don't care if she's just your stepmom, or if hes you're best friend, you're not going to let him talk about her like that! What started as just a stupid conversation about which MILF on the PTA is the town slut devolve into your best friend arguing that the fabled size-queen megaslut MILF is your stepmom, and before long, the two of you are yelling at each other, nearly coming to blows, before Mrs. Bond runs in to see what the big deal is! She demands to know whats got you two fighting, so angry with one another. You don't really want to repeat to her all the things he said. Mrs. Bond is a total MILF, and just hearing her ask if you want to stay for supper can get you hard, but she insists. Not only that, she says that her dear boy isn't just wrong because young men shouldn't talk about women that way, but also because it isn't your stepmother the rumors are about...it's her!
You can't believe she'd admit it so freely, with a big huge smile on her face! But it doesn't end there. She won't let her boy get away with such talk, such disrespect to women, and in fact, she thinks the bad deed deserves a special punishment. She thinks that you should do all the things he said he'd do to your stepmom, to her. Right here, in front of him. What?!
But who are you to say no? I mean, she's right. You do want to. You do have a bigger cock than him. And it does seem like shes right about him, too. He talks a big game, but in the end? Well, he's happy to watch, little dick in hand, while you and Mrs. Bond have your fun!
Tags: Madisynwood Butt Plug Crotchless Panties daddy POV Role Play Taboo Teens 18 Plus virgin Virtual Sex Madisynwood 2025
Video Description: You read my diary and saw all my dirty thoughts about how I want you to take my virginity. I’m so embarrassed but when I just ask you, you say yes. But you give me a buttplug, collar, and leash because you like it rough. I start my sucking you before riding you while you look at my plug, then you fuck me missionary while you put your hand on my throat and I say dumb whore things. Begging you to fill me, and while I lick your cock clean I beg for one more nut. Yes please daddy
Madisynwood - Daddy Read My Diary 4K [4K 2160P]
Genre: Butt Plug, Crotchless, Panties, daddy, POV, Role Play, Taboo, Teens 18 Plus, virgin, Virtual Sex, Madisynwood
Video Description: You read my diary and saw all my dirty thoughts about how I want you to take my virginity. I’m so embarrassed but when I just ask you, you say yes. But you give me a buttplug, collar, and leash because you like it rough. I start my sucking you before riding you while you look at my plug, then you fuck me missionary while you put your hand on my throat and I say dumb whore things. Begging you to fill me, and while I lick your cock clean I beg for one more nut. Yes please daddy
Tags: Rosaline Capulet Creamy Cumshots Dirty Talking Family mommy Mommy Roleplay POV Story Telling Taboo Virtual Sex Rosaline Capulet 2025
Video Description: Taboo! Trigger word used. For sick pErVS
Today is the day I have been dreaming about! I am finally going to meet you! My stepSon. It's true I did give you up for adoption. I should have kept you. But I found you online through ur social media. Now you are coming over my house...I tell you how I was a hooker while I was pregnant with you, and how I fucked my own stepDad, and how my stepMom threw me out the house when she found out. Being on the streets made me even more horny. And men paid extra for my tight young pussy while my belly grew. You start to get hard hearing this filthy story. You are just like me stepSon perverted and a sex addict. I want to fuck my own stepSon, I want ur cum...be with me forever!
Taboo Family lore, cum on ass, and mouth. Dirty talking. Creamy pussy, POV, Virtual sex.
Rosaline Capulet - Meeting ur Birth Mommy [HD 720P]
Genre: Creamy, Cumshots, Dirty Talking, Family, mommy, Mommy Roleplay, POV, Story Telling, Taboo, Virtual Sex, Rosaline Capulet
Video Description: Taboo! Trigger word used. For sick pErVS
Today is the day I have been dreaming about! I am finally going to meet you! My stepSon. It's true I did give you up for adoption. I should have kept you. But I found you online through ur social media. Now you are coming over my house...I tell you how I was a hooker while I was pregnant with you, and how I fucked my own stepDad, and how my stepMom threw me out the house when she found out. Being on the streets made me even more horny. And men paid extra for my tight young pussy while my belly grew. You start to get hard hearing this filthy story. You are just like me stepSon perverted and a sex addict. I want to fuck my own stepSon, I want ur cum...be with me forever!
Taboo Family lore, cum on ass, and mouth. Dirty talking. Creamy pussy, POV, Virtual sex.
Tags: Bettie Bondage Breeding Cowgirl Cream Pie MILF POV reverse cowgirl Role Play Size Queen Taboo Virtual Sex Bettie Bondage 2025
Video Description: Your stepmom is going through some stuff with your step-dad, so you agree to let her stay with you while they work through it. Honestly, you're just happy to have more time with her. Not just spending quality time together but...well...you've always had a thing for her. You know she's the literal last woman you should lust after, but hey, that's the male psyche for you.
Of course, you take to heart when she says she doesn't want to get in the way of your regular life, your routine. She's always been like that-unobtrusive, caring, considerate. So you let that extend to how you like to walk around the house: nude. Sunday morning, and you waltz into the kitchen to her reading the paper, your morning half-chub on full display. She tries not to look but you happily notice she fails on that front, sneaking glances, even blushing, but never admonishing you.
Later, you two sit down to watch a movie--clothed, this time! But before the opening credits even finish, she turns to you to discuss what happened earlier--how she stared, at you. At your penis, she means. Because, she admits, she's never seen one so big. You're taken aback--you never thought it was particularly big, but your sweet stepmom can't stop talking about how large it was, and also how happy she is that you're comfortable in your skin. But mostly about how big it is. You didn't realize your step-mom was a size queen! Or that you'd be the object of her size-obsession.
She admits that she's always wanted to be more casually nude around the house, and it takes minimal to no prodding to get her to try it out, shedding her shirt and jeans to show a very sexy bra and panty set--not exactly lounging about with your stepson watching a movie attire! Once you join her, your cock fully hard this time, she emerges further, admitting with her hand around your throbbing cock that she's been thinking about you--about stroking your cock, sucking it--all day. And you're all too happy to help clear her mind of that size obsession!
Bettie Bondage - Size Queen Step-Mom 4K [4K 2160P]
Genre: Breeding, Cowgirl, Cream Pie, MILF, POV, reverse cowgirl, Role Play, Size Queen, Taboo, Virtual Sex, Bettie Bondage
Video Description: Your stepmom is going through some stuff with your step-dad, so you agree to let her stay with you while they work through it. Honestly, you're just happy to have more time with her. Not just spending quality time together but...well...you've always had a thing for her. You know she's the literal last woman you should lust after, but hey, that's the male psyche for you.
Of course, you take to heart when she says she doesn't want to get in the way of your regular life, your routine. She's always been like that-unobtrusive, caring, considerate. So you let that extend to how you like to walk around the house: nude. Sunday morning, and you waltz into the kitchen to her reading the paper, your morning half-chub on full display. She tries not to look but you happily notice she fails on that front, sneaking glances, even blushing, but never admonishing you.
Later, you two sit down to watch a movie--clothed, this time! But before the opening credits even finish, she turns to you to discuss what happened earlier--how she stared, at you. At your penis, she means. Because, she admits, she's never seen one so big. You're taken aback--you never thought it was particularly big, but your sweet stepmom can't stop talking about how large it was, and also how happy she is that you're comfortable in your skin. But mostly about how big it is. You didn't realize your step-mom was a size queen! Or that you'd be the object of her size-obsession.
She admits that she's always wanted to be more casually nude around the house, and it takes minimal to no prodding to get her to try it out, shedding her shirt and jeans to show a very sexy bra and panty set--not exactly lounging about with your stepson watching a movie attire! Once you join her, your cock fully hard this time, she emerges further, admitting with her hand around your throbbing cock that she's been thinking about you--about stroking your cock, sucking it--all day. And you're all too happy to help clear her mind of that size obsession!
Tags: Maggierosexo Dirty Talking Fetish mommy Mommy Roleplay POV POV Sex Role Play Sensual Domination Taboo Maggierosexo 2025
Video Description: *all be virtual and POV with focus on my face and chest. lots of dirty talk and sensual moving. tone is loving but somewhat dominant.*
i've invited you (Ryan) over as a thank you for being such a supportive fan. We are sitting and having a nice flirty chat when i tell you that i want to give you a very special thanks....
i have been making videos for you long enough that i know all of the things you like. i come close (eventually sitting on your lap) and start kissing and teasing you.
i say, “You’ve been such a good boy, Ryan…mommy is going to take good care of you tonight.” i start undressing and teasing you with my tits as i engage in a lot of mommy dirty talk.
i am in complete control as you watch me grind against you. Eventually, i undo your pants and start to ride you slowly and sensually, continuing to show off my tits and talk dirty to you, saying things like “you’ve been waiting a long time to fuck mommy haven’t you Ryan?” “Mommy’s going to take good care of her good boy tonight” “mommy has been dreaming of your cock, Ryan” “does my Good boy need to suck on his mommy’s tits?” “Don’t be nervous…mommy knows just what you need, Ryan”
Maggierosexo - Mommy Maggie Takes Care of You [FullHD 1080P]
Genre: Dirty Talking, Fetish, mommy, Mommy Roleplay, POV, POV Sex, Role Play, Sensual Domination, Taboo, Maggierosexo
Video Description: *all be virtual and POV with focus on my face and chest. lots of dirty talk and sensual moving. tone is loving but somewhat dominant.*
i've invited you (Ryan) over as a thank you for being such a supportive fan. We are sitting and having a nice flirty chat when i tell you that i want to give you a very special thanks....
i have been making videos for you long enough that i know all of the things you like. i come close (eventually sitting on your lap) and start kissing and teasing you.
i say, “You’ve been such a good boy, Ryan…mommy is going to take good care of you tonight.” i start undressing and teasing you with my tits as i engage in a lot of mommy dirty talk.
i am in complete control as you watch me grind against you. Eventually, i undo your pants and start to ride you slowly and sensually, continuing to show off my tits and talk dirty to you, saying things like “you’ve been waiting a long time to fuck mommy haven’t you Ryan?” “Mommy’s going to take good care of her good boy tonight” “mommy has been dreaming of your cock, Ryan” “does my Good boy need to suck on his mommy’s tits?” “Don’t be nervous…mommy knows just what you need, Ryan”
Tags: BabygirlHazel Big Tits Car Fucking Dildo Riding Mommy Roleplay Taboo BabygirlHazel 2025
Video Description: I was so worried about you my step-son! I decided to come to the party you were at and get you early, I know you were having a great time but mommy is just worried when you’re out of the house. You’re embarrassed but I want to say sorry… You say you can’t ever forgive her for it, but mommy shows you something that makes you accept the apology. I just want to always be there for you and keep you safe my step-son!
BabygirlHazel - Taboo Mommy Picks step-Son Up From Party 4K [4K 2160P]
Genre: Big Tits, Car Fucking, Dildo Riding, Mommy Roleplay, Taboo, BabygirlHazel
Video Description: I was so worried about you my step-son! I decided to come to the party you were at and get you early, I know you were having a great time but mommy is just worried when you’re out of the house. You’re embarrassed but I want to say sorry… You say you can’t ever forgive her for it, but mommy shows you something that makes you accept the apology. I just want to always be there for you and keep you safe my step-son!
Tags: Yourgirlnextdoor1 Blackmai Blackmail Fantasy MILF mommy Mommy Mommy Roleplay reluctant Taboo taboo mommy Yourgirlnextdoor1 2025
Video Description: Back in my hey day (believe it or not) I used to be a pornstar. As fun as it was, I decided it was time to grow up and started a new life for myself. I now have a beautiful home, an amazing husband and the perfect step-son!
My life is pretty perfect... that is until my step-Son's Friend discovers some of my porn movies. He says if I don't star in one of his porn movies... he's going to tell my family about my erotic past!
How could someone I have known for years humiliate and degrade me like this!? I will do anything for my family...including submitting to blackmail.
Anal sex is virtual only
Yourgirlnextdoor1 - The Blackmailed MILF [FullHD 1080P]
Genre: Blackmai, Blackmail Fantasy, MILF, mommy, Mommy, Mommy Roleplay, reluctant, Taboo, taboo mommy, Yourgirlnextdoor1
Video Description: Back in my hey day (believe it or not) I used to be a pornstar. As fun as it was, I decided it was time to grow up and started a new life for myself. I now have a beautiful home, an amazing husband and the perfect step-son!
My life is pretty perfect... that is until my step-Son's Friend discovers some of my porn movies. He says if I don't star in one of his porn movies... he's going to tell my family about my erotic past!
How could someone I have known for years humiliate and degrade me like this!? I will do anything for my family...including submitting to blackmail.
Anal sex is virtual only