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Bully Diapered by Mommy – Penny Barber HD 1080p
When Mommy Penny Barber finds out that her son Sam has been picking on a girl at school (Bambi) she’s none too happy. She and Bambi’s mother come together to think up a way to make sure that Sam behaves himself in the future. Not only is Sam going to have to wear a diaper, but he’s going to have to be in chastity. His Mommy has they key, but the person who decides whether or not her gets it is…Bambi! So unless he’s really nice to her, it’s unlikely that she’s going to want to do him the favor of asking his Mommy for the key. To make matters worse, Mommy has Sam call Bambi up on the phone not only to apologize for his obnoxious behavior, but to listen to the humiliating crinkle of his diaper. Maybe next time he’ll think twice before picking on an innocent girl
Diaper Discipline Diaper Diaper Fetish OTK Spanking Spanking F/M
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Penny Barber – Mommie Curbs Your Libido With A Handjob HD
Great mommy and dirty talk, she shows cleavage, using a fake cock she gives virtual handjob, virtual titfuck, nice tease with the glasses, ends with virtual oral creampie.
“You know, I’ve been noticing—and a lot of other people have been noticing—that you’ve been getting a lot of boners lately. I feel like 9 times out of 10 when I look down you’re hard. It’s making your sisters really uncomfortable and it’s awkward for me, too. But, since it already is kind of strange, I thought of an unusual solution: I’m willing to give you a handjob.
I’ve noticed that you already play with yourself all the time. Sometimes it’s different if someone else does it. Maybe if Mommie gives you a really good, strong orgasm it will help you get yourself under control. Does that sound okay? I want to make sure that you’re really okay with this, so before Mommie touches you, I need you to say, “Mom, please stroke my cock and make me cum.” Good boy! Now come over here and we’ll see what I can do with you…
Oh, wow! It’s bigger than I thought it would be. I’ve only ever seen it through your clothes and I assumed that they added a little bulk, but that was all you, wasn’t it?
Is Mommie the first person besides you to touch your cock? Is this your first real sexual experience? That’s okay. To start, I’m just going to drizzle a little bit of this baby oil on you and start jerking you. When’s the last time you played with it? Right before I called you? I noticed that you had your door locked. If I wasn’t your mom, I would be very excited to be playing with it right now. I’d be tempted to do a little more than just play with it, too.
Mmmm. I’m going to play with it like you’ve never done before. I want to make you come really hard so that you can last a little longer. What if I take my breasts out? Do you like Mommie’s tits? I bet you do, especially when I’m titty fucking you like this. Is that where you’d like to cum if you could cum anywhere? Don’t be embarrassed.
In my mouth? You want to put all that sticky cum in Mommie’s mouth? I don’t know. That’s pretty naughty to cum in your own mom’s mouth. I guess I did tell you not to be embarrassed. Okay: since we’re experimenting and this is the first time. I’m going to keep stroking and tit fucking your cock and when you feel like you’re going to cum, let me know and I’ll take you in my mouth. I’m going to count down from 10 and when I get to 1, I’m going to take your cock in my mouth, then I’ll let you watch me play with my son’s delicious cum.
Whew! That was intense. Do you think that you can make it until dinnertime without getting hard or having to jerk off again? I guess we’ll see!”
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Penny Barber – Magic Word Gets You Mom’s Tits HD
I really think it is time we had a discussion about your attitude and your manners, young man. Would it really be so difficult to treat me with respect and maybe even say Please and Thank You sometimes? I would be so much more willing to help you out if you just asked nicely. Will I please show you my tits? Very funny, mister. If that’s how you want to play it then fine by me. Please take off my panties? How far are you willing to take this? I did promise I would be willing to help you more if you said please but I did not expect you to use the magic word to make me into a sex toy.
Penny Barber is a dominant MILF who does occasionally enjoy switching it up and playing other roles. Her clips revolve around her favorite things: Mommy dom role play, age play, diaper discipline, and sissy training.
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Penny Barber – HOT Family TABOO Vids With Some REAL Sex in HD POV
Dreaming of Diapers and Blowjobs HD
Look who is home from class and so eager to play with Mommy. I know you want to be my sweet little baby but there is one last big boy chore to finish first. No diapers until after your blowjob, that’s the rule. Just drop your pants and we can do it right here in the kitchen. Your cock looks so much cuter in a nice crinkly diaper after it is all soft from being drained by Mommy’s mouth. I want you to cum on my face and then I will powder your bottom.
Penny Barber is a dominant MILF who does occasionally enjoy switching it up and playing other roles. Her clips revolve around her favorite things: Mommy dom role play, age play, diaper discipline, and sissy training.
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Birthday Blowjob From Mom HD
When I ask you what you want for your birthday, I suspect you’re going to say something like a video game or, at worst, a sports car. I’m absolutely shocked when you ask to see me naked! I’m definitely nervous, but I do as you ask, stripping out of my cute polka dot mom dress so that you can see my sexy black lace bra and panties before I strip out of those, too! You can’t believe what big, beautiful tits I have, how tiny my waist is and how full my hips are. You get hard right there and decide that there’s something else that you want for your birthday, too: a deep, passionate blowjob from Mommy!
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Watersports Blowjob From Mommie HD
Oh, sweetheart, you’ve been so stressed out recently between school and that little girlfriend of yours. You’ve been having accidents, but I think that I know what I can do to help you out. I softly encourage you to get your cock out, gently stroking your cock to let you know that it’s okay to pee all over me, but instead you start getting an erection. Well, that’s not going to make it easier to pee, now is it? What if Mommie gives your cock a little kiss? And a little lick? I think that it might be easier for you to pee if we deal with that hard on first. It isn’t long before Mommie is on her knees, just sucking your dick and playing with your balls. If you could pee right now, you’d be going all over my tits and in my mouth. Looking up at you, I start deep throating you and stroking you with my hand, sucking your balls and just completely debasing myself for my son’s cock. It’s just so dirty to be doing this with you at your age. I’m so obsessed with you that I actually like sucking your cock and thinking about you wetting yourself. You’re such a lucky boy that Mommie is willing to do this for you even though it’s soon embarrassing. You know you really can’t tell anybody that Mommie plays with your cock and spoils you like this, right? This is our little secret. When you’re finally ready, you cum a huge load all over my tits. It drips down over my nipples and I’m absolutely thrilled—but you still can’t wet! Oh, now you’re pee shy, huh? Well, I’m not—and I think that you could do with seeing what it’s like when someone has an accident that you have to deal with. I stand over you and slide my panties off and pee all over your cock, soaking you and marking my son’s dick as mine. Should I really be surprised that you immediately start getting hard again?
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You Always Knew Mom Was Hot HD
After a long day of doing housework I need to relax. I look so grubby with my hair under a kerchief, wearing dirty overalls. But when I put down my feather duster and start stripping out of my work clothes, you get a different view of your mom. You realize that I’m actually really sexy. Who knew that I wore a thong under my clothes? Your compliments have me blushing and soon I’m putting on lingerie, jewelry, and even a little lipstick. Do you really think that I’m attractive? It’s been so long since a man looked at me this way that I can’t help getting on my knees and letting you know just how much I appreciate my son’s attention and praise, sucking your cock and leaving my lipstick stains all over your shaft, urging you to cum in my mouth and let me know that you really do think that your Mom is sexy. I think I’ll start dressing sexier around the house–just for you, sweetheart.
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Den Mother Takes Care Of Your Hard On HD
What are you doing up here all alone, sweetie? You left the group! Wait–what are you trying to hide? Oh my god! Do you have an erection?! Well, don’t worry. I’ll help you out, but don’t tell anyone. Just start playing with it while I strip out of my jeans and top, showing you my perfect breasts and plump ass. As you stroke your cock, Mommy will finger her pussy until we both cum. But try not to make too much noise! I don’t want your scout mates to hear…
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Practice For Prom With Mom HD
I’m clearly jealous of your prom date. I can’t help it, though! You’ve always been my guy. Our mom-son bond is…well, it’s indescribable! I’d do absolutely anything for you. Anything. And I can tell that you’re nervous. Just tell me what it is and I’ll help you! You’re concerned about tomorrow? It is your one shot to have a really amazing prom. Would it help if I coached you a little? There are so many things that I could tell you: How to get her bra off. How to use a condom. And if you were to need, say, as flask, I would be willing to help you out. So long as you do something for me in return. Anyway, you don’t want to have to tell her that you’re a virgin, do you? Again, I would do anything to make you happy, my darling son.
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Penny Barber – HOT TABOO Vids in POV HD
Begging Mom for a Handjob HD
I can see you adjusting your semi-hard penis over and over again, sweetie. Mom can take a hint, you’re feeling a little itchy for an orgasm. I just want to relax after a long day so maybe you can wait to deal with your erection alone in your room later. Don’t give me that look. Fine, fine, fine. I will stroke you off real quick but you better shoot fast and not drag this out. I guess that is a good point, you horny little beggar. You probably will cum faster from a handjob if Mom gets naked while I touch your cock.
Penny Barber is a dominant MILF who does occasionally enjoy switching it up and playing other roles. Her clips revolve around her favorite things: Mommy dom role play, age play, diaper discipline, and sissy training.
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Business Man is Wife’s Sissy Baby HD
I bet my special man is ready to relax after another hard day’s work. Let’s get you a nice bottle and take these big boy pants off. These big boy boxers need to go in the trash, in fact. I told you that I am going to keep destroying your grown-up underwear until you have no choice but to wear diapers to the office. You still have a few pairs left, don’t worry. I think I want you in the sissy pink diapers for tonight. You know it is up to Mommy Wife to decide if you get to be a little baby boy or a little baby girl but maybe you can wear your boy diapers tomorrow. You just let me make all the decisions about your diapers. All you have to do is lie back, finish your bottle, and let Mommy help you make a nice big creamy in your first diaper of the weekend.
Penny Barber is a dominant MILF who does occasionally enjoy switching it up and playing other roles. Her clips revolve around her favorite things: Mommy dom role play, age play, diaper discipline, and sissy training.
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Cuckysitter Loves Teasing Diaper Boy HD
Why did the little cucky boy run away from his babysitter after bath time? Are you embarrassed to get diapered by me or is there another reason you ran off to your Mommy’s room all naked? I wonder if it has anything to do with the pair of panties you are trying to hide behind your back. It’s so cute that you still want to sniff your wife’s dirty panties even though she has sex with other men and makes you wear diapers at night. I don’t think your Mommy/wife would be very happy about you running away from your babysitter to play with her panties instead of waiting patiently to be diapered like a good boy. I wonder what she will do to the big baby when she finds her panties all sticky and your diaper all creamy. Oh don’t worry they both will be before I am done with you tonight, diaper boy.
Penny Barber is a dominant MILF who does occasionally enjoy switching it up and playing other roles. Her clips revolve around her favorite things: Mommy dom role play, age play, diaper discipline, and sissy training.
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Diaper Challenge for PrematureEjaculator HD
I am going to set the timer for two minutes and then I am going to stroke your cute little cock with baby oil as fast as I can. If you can last till the buzzer without shooting your load all over the place then you will get a special treat. If you can’t control your little thingy like usual, then you are going to get diapered and put in some very embarrassing pink plastic pants. I know creaming yourself in less than two minutes is probably humiliating enough but little boys with no self-control belong in diapers anyway. Just to make sure that you really earn that special treat, I will be wearing nothing except my pretty pink thong while I stroke that overeager little winkie of yours.
Penny Barber is a dominant MILF who does occasionally enjoy switching it up and playing other roles. Her clips revolve around her favorite things: Mommy dom role play, age play, diaper discipline, and sissy training.
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Penny Barber – NEW & HOT Mother and Son TABOO INCEST Vids in HD
Mommie Motivates You to Work Out HD
Ready to work out with Mommie? You promised to be my workout buddy! We were going to post pics and eat right. Don’t you want to get all ripped for the new year? Of course Mommie thinks that you’re very attractive already, but aren’t there one or two girls at your school that you want to impress? You don’t want to just sit inside playing video games and on your phone all day, do you?
I slide my hands over my body, showing off my curvaceous ass in my leggings. I invite you to put your face right against them and see if that makes you feel like working up a sweat with me. My ass is just so full and round! I’m sure that you love it when I jiggle and shake it in your face. They’re tight against my pussy, too. I show you how little my leggings conceal before I start teasing you with my sports bra, too.
I went out and got it just for working out with you. I thought I might get hot and take my top off. I flash you my pink sports bra, pulling off my shirt and showing you my cleavage. There’s nothing under my leggings but my bare pussy. I show you that, too! I’m so horny to convince you to come work out with me that I start grinding on the floor. If we do hit the gym, you’re going to have nothing but my thinly clad pussy and ass in your face.
I’m not dressing like this to be slutty, though. I just don’t want my tits bouncing everywhere. See what happens when Mommie pulls her sports bra up and bounces up and down? My breasts are just so big and heavy! Maybe you would like to start picking out my workout outfits.
You’re so stubborn, but I’m sure there are other ways to motivate you to work out. I want you to look at my tits while I say this so that you’ll know that I’m serious: What if Mommie sucks your cock after every single workout? Of course until you come! This is just how Mommies motivate their sons—just ask your friends, especially the more successful ones. After you meet your goal, I’ll even let you fuck Mommie’s pussy. And if you keep that goad for a year, you get to fuck the grand prize: Mommie’s voluptuous ass.
I’m so horny thinking about having my son’s dick in my mouth, knowing that you’ve been looking at me. I just have to suck your cock right now. I want to prove to you that I’ll really do it. I can see that you’ve been hard the whole time that I’ve been teasing you. Are you glad that Mommie can see your hard cock? Does it help that you can’t deny how turned on you are? Now take your cock out and come here.
I take my sports bra all the way off and, wearing only my slutty leggings, I suck and stroke your big, pretty dick until you explode in my mouth, giving us both what we really want: your hot cum down my throat. Guess that can count as my protein shake?
Category: TABOO
Related Categories: MOMMAS BOY, TIGHTS FETISH, WORKOUT CLOTHES, POV SEX
Keywords: penny barber
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Mom And The Family Pup HD
I was gifted a very unusual dildo from my wishlist and decided to make a really dirty, kinky clip with it! Sorry if this weirds you out, but it is supposed to be kind of, well, weird. Who’s Mommy’s good boy? Who’s Mommy’s good boy? Yes, you are! Can you speak? Shake? Sit! Can you…get hard? Good boy! Can you…lick pussy? Good boy! Now, can you climb on top of me and fuck me until you cum deep inside of me? There’s a special treat for you if you can!
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Mz Kim Convinces Mom To Blow You HD
I’m having out with my friend, the sexy Asian MILF Mz. Kim, chatting about how our sons are doing. Hers are always outdoing themselves. Good grades, helping around the house, extracurricular activities… I wish you were so impressive. I beg her to tell me her secret and she’s only too happy to share: oral sex. If I want a dream son, I need to be willing to suck his cock regularly. I’m not so sure but she assures me that it’s fine. Her son loves it! It’s brought them closer, improved his performance at school, and he’s learned a lot about sex, too. She suggests that I call you in immediately for your first taboo blow job from Mom. I’m not sure that I can go through with it, but she encourages me, reminding me of all the benefits to sucking my son’s cock.
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Mom Needs A Favor HD
I know that I’m not the most responsible Mom and that you often have to pick up the slack for me, but, well, I really want to go on a date tonight, so I need you to pick up your sister. Can you please help me out? Come on, this guy is really hot! Don’t you want me to start dating again? Well, what if I do something special for you. We could play that game. You know–the one that makes your cock so very hard? The one where I say dirty things to you and tell you just how I want you to touch yourself while I watch? I can see through your pants that you do remember. Now, take out your cock…
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Mommies Panty Fetish HD
I come home from lunch with your auntie. I have no idea, but you’re hiding in my room, spying. I open my bag and take out a pair of lacy, white panties. I inhale them deeply, then put them down on the bed and start to strip out of my tight dress, bra, and silk neck scarf. I slip into a silk robe and leave the room. You take advantage of my absence to start masturbating with both the panties and my scarf. When I come back in with a laundry basket seemingly full of nothing but panties, I notice that something is amiss and catch you red handed. I’m upset to find my s0n masturbating with my things that I snatch the scarf back from you and tie your hands up so that you can’t play with yourself anymore. I snatch the panties back, too. Do you know whose panties those are? They’re your auntie’s. And these in the basket are your s1ster’s. You see, I have a panty fetish, too, so I can’t be too upset with you, but you do still need to be punished. I’m going to leave you all tied up so that you can watch me enjoying these panties, but not enjoy yourself! I cover myself in your s1ster’s and auntie’s panties, smelling and stroking them, breathing them in before I cum hard in my own panties. Then I take them off and shove them in your mouth. Those cummy panties ought to keep you quiet while you think about what you did.
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Mommies Sex Addiction HD
I’ve noticed you’ve been jerking off a lot recently. I’m worried that sex addiction might run in the family. Maybe we could be here for each other? Although, talking about it and seeing my son’s raging hard on in his pants is making Mommy pretty horny. I feel like I just have to stick this glass butt plug in my ass and vibe my clit until I cum. Do you want to masturbate with Mommy? This could be a solution to our problem: we can just masturbate together to deal with our sex addiction. God, I can’t think straight. Look, let’s just do it this one time, then we can decide if we want to do it again and again and again.
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ASMR Orgasm With Mom HD
I know that you’ve been really stressed out with finals. I also know how important it is for you to relax. I found a list of words that are supposed to trigger ASMR, but most of them seem dirty? I’m not sure that I should be reading them to my son. I want to be a good mom, though, so I read them anyway. You hear my soft voice in your ear reading a list of increasingly sexual words as I run my hands over my body and encourage you to do anything that makes you feel good, too! I love you so much. All I want to do is help you cum I mean, relax!
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Mom Is Amazed By Your Monster Cock HD
I wanted to have a talk with you. It’s kind of about self esteem. You see, I’ve noticed a bulge in your pants and I thought that maybe you were this is so embarrassing to say to my son. Are you stuffing your crotch? I simply don’t believe that your cock is that big. I mean it would have to be what, 9 inches? 10? When you incredulously ask me if I want to see it, I say yes. That will put an end to this argument. Oh my god! I’m so overwhelmed with your gigantic dick that I just can’t keep my hands off of it’or my mouth. I suck your huge dick until I’m gagging and your cum is shooting down my throat. I’m such a lucky mom to have a son with such a huge dick!
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Mile High Club with Mom HD
You’re pretty nervous about flying, aren’t you? I thought that this slutty flight attendant outfit would help to take your mind off of it, but apparently not. I suppose we’ll have to do…more. It’s a good think that our seats face each other. We have to be discreet so that no one sees us, but I start pulling my tits out of my top, hike up my skirt, and take your lovely cock out of your pants. Mom knows just how to get you to relax, don’t I? I start sucking your cock, which helps my ears pop, but I want you to pass out. There’s nothing like a powerful orgasm inside of Mom’s pussy to put you right out, hopefully for the whole flight!
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21st Birthday Video from Mom HD
I miss you so much since you moved out. I was really excited for your 21st birthday, but I spoiled you so much at Christmas that I really didn’t know what to get you. I thought, should I take him out for a drink? (Your first drink, right, good boy?) No, he probably wants to do that with his friends. Then I thought, well, what’s something that only I can give him? Maybe I should make a little video showing him what a big cock his mother can take! I lube myself up with baby oil, taking special care with my big DD tits, and lower my pussy onto that huge, 10” dick. I cum with the huge cock deep inside of me, then spread my lips to show you my freshly orgasmed, oiled-up cunt. See how happy it would make Mommy’s pussy to have you back home?
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Watching Moms Phone Sex HD
I completely forgot that you didn’t have school today! You walk in on me wearing nothing but a sexy bra and panties and high heels. I tell you that I’m about to go to work. You’ve never really been clear about what I do for a living, but this outfit just raises more questions. I ask you if you would like to watch me work and you eagerly agree. That’s when my phone rings. I start talking some guy off right in front of you! That’s right: Mom is a phone sex operator! You can’t believe all the dirty things that I’m saying. Christ, you own mom! When a call from a favored regular comes through, I ask if you would like to help me. It’s so much easier to make it sound like I’m having sex when I’m actually having sex. I unzip your pants and take your cock out, stroking it until it’s nice and hard, ready to slide into mommy’s tight, hot pussy!
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Mommies Oral Fixation HD
Why are you looking at me like that? Does it really bother you when I have a cigar? It isn’t like I’m smoking cigarettes. Look, I just need something to suck on. You know, I used to…never mind. I said never mind! Well, I shouldn’t tell you, but I used to…suck your dad’s cock a lot. I used to to it every day, but now that I don’t do that anymore, I like to have a cigar every now and then. So, I suppose if you really wanted me to stop…you would let me suck YOUR cock. If it really is important to you that Mommy stop sucking on this cigar, you’re going to have to open your pants, take out your penis, and let me suck it until you cum. If you just relax, you might even like it!
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Penny Barber – Cheerleader Sister Teases You Until You Snap HD
You are trying to study when you realize that your sister isnt wearing any panties under her cheerleader uniform. You try to focus, but she teasing you on purpose. When she starts openly spreading her legs, dripping baby oil onto her little diamond clit, and playing with herself you decide to give her what she so clearly wants. Your hard cock in her warm mouth and up her tight pussy. Maybe you are not so mad at her for distracting you after all!
Category: TABOO
Related Categories: SISTERS , VIRTUAL SEX , POV SEX , STRIP TEASE , COCK TEASE
Keywords: penny barber , cocktease , cheerleader , cheerleaders , uniform , cheerleader uniform
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Mommie’s Diapered Pool Boy – Penny Barber HD 1080p
You know that i’m relaxing outside, taking in a little sun, but you just can’t wait for a diaper change. after teasing you a little bit i agree to come in and take care of you. however, i get to thinking as i do. maybe i want a little diapered pool boy who can bring me [***] and run suntan lotion on my back while he wears only a diaper. thinking about being so humiliated is too much for your little, diapered cock and you cum all over your fresh diaper. mommy tastes your yummy, cummy diaper creamy. you’re such a naughty boy
Taboo Diaper Diaper Discipline Diaper Fetish Age Play
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Grandad’s Sexy Sole Inheritor – Penny Barber HD 1080p
My grandparents (you and my grandmother) are visiting for a while, which is just fine with me. You see me as being so innocent and pure and absolutely adore me. Then, when I go to do some laundry, I find that someone has masturbated into my underwear. As it dawns on me that this is my grandfather’s sperm in my panties, I hatch a plan. That night, I get you alone after everyone has gone to bed. I start teasing you, calling you a dirty old man and telling you that I know something about you, something that you should have tried harder to keep hidden. Then I pull out that familiar little, white, satin thong. I inhale the scent of your cum and even taste it. Perhaps I’m not as innocent as you thought, Granddaddy! That’s when I start to play hardball. You see, you’re going to play a game with me, a game which I will win. You’re going to spoil me rotten—a new roadster, money whenever I want it, my rent paid for, a credit card on your account—and I’m going to spoil you in return. Just imagine it: my tight, young pussy eagerly taking your mature cock, a fresh pair of my panties everyday, and the joy of being my personal sex toy. It’s almost too much for you to take it. Then I start stripping out of my “good girl” clothes to reveal matching satin bra and panties, telling you how to touch your hard cock for me. You’ve longed to see me out of my conservative clothes, my big breasts that can’t be concealed by my prim little sweaters completely bare. It’s like one of your perverted dreams cum true! Just do what I tell you, grandpa, and you’ll never have to wake up
Taboo Blackmail Fantasy Financial Domination Money Fetish Daddys Girl
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Gifting Mom A Fucking Machine for Christmas (Penny Barber & Rain DeGrey) HD
I don’t know if this was meant as a weird joke or what but I have no idea how to react when Mom opens her present from you to see an odd chair with a huge dildo attached. Who ever even heard of a fucking machine? Mom is less shocked than I am and seems to think a sex toy from her son is just harmless fun. It’s so big that it is more a sexual appliance than a sex toy anyway.
Then the real shock comes when Mom agrees lift up her skirt and let the machine fuck her right there in the living room. Then she cums so hard that she actually convinces me to try it too! I can’t believe I owe my best holiday orgasm ever to my brother.
mom and daughter recieve christmas present from their son/brother who is also the cameraman. They take turns riding a cock machine until they both finish. Lots of good talking throughout the scene from each of the characters to eachother.
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