It’s Halloween and I may have had a little too much champagne. And tequila. And gin. And whatever’s in a Mai Tai. Your dad shoves me into the bedroom to sleep it off, but there’s a handsome young stranger in here. I’m extremely horny from parading around in my slutty little stewardess costume, complete with super soft pantyhose. Wanna mess around with an older woman?
I’m so out of it that I don’t realize that I’m talking to you, my son! I start stripping out of my costume, teasing you with my sexy, soft pantyhose and huge tits. Before you can stop me, I’m sucking your fat, young cock, making you promise not to tell my husband. It isn’t until you shoot down my throat that I realize exactly who you are. Now you really can’t tell!
Related Categories: MILF, POV, BLOW JOBS, PANTYHOSE/STOCKINGS, MOMMAS BOY.
Keywords: mommy penny, penny barber, no glasses, brunette, curly hair, stewardess, flight attendant.
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You’ve been moping around the house a lot lately and I’m not sure why. When you come wandering into my room one Friday night, I want to know why you’re trying to hang out with your mom rather than a date. You confess that you’re insecure about something, something…private. Of course I can’t imagine what it might be. You have top marks at school, you’re handsome and strong, you drive that perhaps a little too extravagant car that I couldn’t resist buying you. You admit that it’s…your cock. You’ve never really seen anyone else’s and, well, would I take a look? I protest, but share with you that I did something similar for my brother when we were younger. Okay. I take a gulp of my drink, reach out my hands, and undo your pants…
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Special Mimosa Gets You Mothers Day Sex HD
I am so lucky to have such a darling son who brings me breakfast in bed on Mother’s Day so I don’t have to put on clothes for brunch. The gift you got me is also lovely even if I am not sure what to do with this little, um, sculpture? These Mimosas must be going straight to my head because I am really feeling flushed and I don’t think I can wear this robe another second. What did you put in this beverage, sweetie? I am starting to feel a really strong need to take off this last bit of clothes I am wearing and I also feel much bolder about admitting that I know your “gift” is a butt plug. Does my special boy want to see me being naughty? Is that why you made your Mom’s bubbly extra special this morning? I have a feeling if I agree to put this plug in my ass then you are going to want put something in my pussy too. They do say a nice hard fuck always makes the best Mother’s Day present.
I am so flattered you wanted to spend your birthday with your Mom but I think you are pushing the birthday boy thing a little too far. Just because I have had a few glasses of wine does not mean I am going to flash my tits at you in this restaurant right now. You really are a very dirty boy. Maybe a little naughty game of public truth or dare as a birthday treat will be ok. I can’t believe I am showing my bare ass and breasts in public like this but I have to admit I am definitely getting turned on. Do you think Mom can get herself off before the waiter comes back? I know you want to watch me try at least.
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I guess somebody may have had a little more to drink than he could handle last night. Does Mommy need to help her hungover little man get himself sorted out? Oh wow, looks like your friends may have had a little fun with you last night because you are covered in sharpie. Now you know what can happen when you drink too much. They even wrote on your adorable cock and balls!
Of course I cannot leave you with hearts drawn all over your penis and also of course you start to get hard as soon as I try to wipe off your dick. Maybe a nice, relaxing orgasm from Mommy will help your forget all about those means friends and your nasty hangover. It is only fair that if I have to clean your cock that I get to suck it too.
Related Categories: MOMMAS BOY, POV, ROLE PLAY, MILF, BLOW JOBS.
Keywords: pov blowjob, body writing, glasses, slutty mom.
Another day started with persistent little kisses all over my thighs but before I can even get my glasses on or even say “Good morning” I feel my legs spread open and my nightgown pulled down. My darling boy is getting a little too forceful with his affections and his stiff young cock is so eager for pussy it is practically vibrating!
I make my warm pussy and even my tight ass available for him to use but he can be so rough! When I ask my special man to be gentle though, he just gives me a few spanks and tells me to be quiet. I guess I better get used to starting every day by getting thoroughly fucked and then covered in my son’s cum!
Related Categories: MILF, DOGGYSTYLE, BLOW JOBS, ROLE PLAY, ANAL.
Keywords: penny barber, glasses, brunette, curly hair.
I consider myself to be a very good therapist but I may have picked up a few bad habits over the years. Like using my hypotherapy skills to turn my hottest female patients into sex slaves. I thought I could get away with programming these women to strip naked and sexually service me on command but never thought what might happen if someone else accidentally used a trigger word near one of my hypnosluts.
My dirty secret is finally exposed to the son of one of my clients when she goes into a trance and takes off all her clothes right in front of him. When the son comes to my office to confront me, I assume he wants justice and a cure for his mom, but I am in for an even bigger surprise than I thought. This little delinquent just wants to know how he can control her to satisfy his own Oedipal fantasies. Of course, he also demands that I strip and give him a blowjob if I want to keep my career. I am definitely mad at first but I have to admit this young man is an ingenious pervert after my own heart.
Related Categories: MILF, POV SEX, BLOW JOBS, ROLE PLAY, MOMMAS BOY.
Keywords: penny barber, brunette, glasses, pink heels, tits, blackmail, blowjob in heels, therapist fetish, hypnofetish.
Hello there, sweetheart, and please say hello to my special guest as well. I know he used to pick on you a lot but he has really grown up into quite the handsome young man. It was his idea to do a video chat so you could learn about our new relationship. We both want you to see your mom unzipping your bully’s pants to play with his nice, stiff cock. How does it feel to watch the guy who used to give you wedgies sliding his dick between my big tits?
You can tell us both how it makes you feel when the three of us have dinner together next weekend. Try not to get offended when he makes some “your mom” jokes about all the things he has been doing to my holes. In the mean time, just relax and enjoy watching your Mom give your worst enemy the blowjob of his life.
Related Categories: MOMMAS BOY, CUCKOLDING, HUMILIATION, MILF, OLDER WOMAN / YOUNGER MAN.
Keywords: penny barber, cucked by bully, glasses, mom, blowjob.
Ella and I had a little mix up with our underwear laundry so the obvious solution is to call in her little brother, Sam, to separate the clean and dirty panties by making him sniff every single pair. He gets all shy and cute when we shove our undies in his face and ask if he can smell pussy or not. Ella and I have so much fun teasing him that we decide the most accurate sniff test would be if we stripped down and tried on each pair so he can smell the panties while we are wearing them. Poor boy probably thought it couldn’t get any more embarrassing than his mom shoving his face into his sisters pantied ass but then I take all the clothes he is wearing to throw in the dirty laundry too.
We both burst out laughing as he tries to cover his throbbing little hard-on when it pops into view but we just knock his hands away so we can play with his cock a bit ourselves. I know it can be quite humiliating for a young man to be naked and erect in front of his mom and sister so I “let” Sammy put on a pair of Ella’s dirty panties before we continue the fun. By the time we finish up Sammy has become very familiar with the smell of his sister’s pussy and the sight of her butt from very close up. All the undies still have to go back in wash though because poor little Sammy ends up getting every single pair of panties quite sticky before we are done with him.
Related Categories: ASS HUMILIATION, FORCED FEM, PANTY FETISH, SISTER DOMME, HANDJOBS.
Keywords: penny barber, pantyboy, glasses, panties, forced orgasm, panty fetish, taboo, family, sister, butt sniffing, ella nova.
My plan is to stay home reading a book alone on Halloween but my cool older brother surprises me with a costume and an invitation to a party! I am a little nervous but he convinces me to try on the slutty school girl uniform and even to wear it with no panties on under the tiny skirt.
Once I am dressed up to go out big brother tells me that he just needs to check one last thing under my skirt before we leave. I guess I don’t know much about parties because I am not sure why he needed to check both my holes… with his tongue!
Related Categories: SISTERS, NERDY GIRLS, FACE SITTING, SCHOOL UNIFORM, PUSSY EATING.
Keywords: penny barber, sister, brunette, glasses, upskirt, butt, c4shalloween18.
It’s morning and my diaper is soaked, Daddy! I need you to change me and I know how to make it extra fun. I strip out of my Disney princess jammies, showing you just how soaked my Tykables overnight diaper is. See how much I need a change? I baby talk to you with my paci in my mouth, rubbing my diaper as I tell you just how to touch my wet diaper as you stroke your cock. I show you just where I want your sticky sweet cum to go on my diaper before scooping it off and playing with it. It’s so gooey, Daddy! I wonder what Daddy’s cum tastes like, so I dip my pacifier in it. Yummy! But I do still need that diaper change. You know, I bet Daddy’s cum would make good baby oil, too…
Category: DIAPER FETISH
Related Categories: ADULT DIAPER, DIAPER, AGE REGRESSION, JOI.
Keywords: penny barber, cum play, abdl girl, adult baby girl, ageplay, age play, tykables, daddy’s girl.
I did not mean to walk in on your little photoshoot but since I am here, we may as well get some better dick pics for you. I can get it from angles that will make it look bigger but first let me make sure it is as hard as possible. I’ll just get my tits out and play with your cock a little before we snap any more. You have a very nice dick, dear, and I just want to make sure you have some pictures that make you proud. I mean it really is very, very nice. Actually, sweetheart, I think your cock would look the best after it is has been freshly fucked.
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Little Natalie is completely obsessed with her Mommy’s (Penny Barber) big, juicy butt and can’t quit staring at it. She sneaks up while Mommy is cleaning the kitchen to get a nice, close up view, but ends up getting caught – of course, being such a dirty little girl, she needs to be punished! Mommy decides a spanking is in order and turns Natalie’s little cheeks nice and pink, but to Mommy’s surprise, Natalie seems to be enjoying it! That just won’t do, so Mommy decides the best way to cure Natalie of her obsession is to overload her senses by sitting on her face until she’s learned her lesson! An ass overdose! A bit unorthodox, to be sure, but drastic measures are in order. Will it work?! Or will she become even more obsessed with ass than she was before? Tune in to find out!
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I come out of my bedroom for a drink of water to find you sleeping on the couch. Did you have a fight with Mom again? You know, I really hate to see you sleeping out here. Do you want to come sleep…with me? We crawl into my bed, but I’m awfully squirmy. You see, I’m not used to sleeping in my clothes. Will it bother you if I take them off?
Related Categories: POV, POV SEX, ROLE PLAY, OLDER MEN / YOUNGER WOMEN.
Keywords: penny barber, glasses, daddy’s girl.
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So you need to ask Mommie for a favor, huh? You want the keys to the car for a night out with your friends. Well what kind of favor are you willing to do for Mommie first?
Taboo Blow Jobs POV Big Tits
Are you staring at Mommy’s tits again? God, you are so obsessed with my breasts. How about I let you fuck my tits just once, exactly the way that you want. You can cum anywhere that you like. Will that let you get it out of your system? The proviso is that I’m off the hook for buying you that expensive new video game that you wanted. A lot of guys would be ecstatic to titty fuck their own mom—at least, they would if she had tits like mine. Deal? Good! I strip out of my bra and lube up my breasts. They’re so slick and big that they just swallow your dick. I hump you with my tits and encourage you to fuck them until you have an explosive orgasm in my mouth. Oh my god…your cum is delicious. Maybe we’ll do this again after all
Taboo MILF Titty Fucking
Are you wondering about the big bulge in Mommy’s short shorts? Maybe feeling a little jealous of the size of it? I am happy to show you mine, if you show me yours…BUT whoever has the smaller dick has to give the other person a blowjob! I hope you are not too shy to compare your cute little erection to Mommy’s huge cock. We can even stroke together for a while to give you a chance to make yours get bigger. Mommy enjoys watching you play with your cock almost as much as I’ll enjoy getting mine sucked!
Cock Tease Futa Futanari SPH Taboo
I need to borrow some clothes after a little kitchen mishap ruins my dress but we seem to have very different ideas on what is appropriate for your own mom to wear in front of you. First, you refuse to turn around so I can have some privacy when I take off my dress (even after the embarrassing admission that I’m not wearing a bra) then all you give me to cover up with is a red babydoll that is completely transparent. I know you can see my nipples perfectly with this thing on. When I ask for something different you just make me try on sluttier and more revealing items. For some reason the only clothes your ex-girlfriend left behind were her sexiest pieces of lingerie. I actually end up getting even more naked than I started out because some of the items are so skimpy I had to remove my stockings and panties to even get them on. It is almost like you want your mom’s big tits, round ass and bare pussy to be on display for you.
Embarrassed Naked Female Lace/Lingerie MILF Role Play Taboo
All this time around your aunt and cousins is so exhausting, do you mind if Mommy undwinds with a J? Don’t be a prude, I do pretty much whatever I want these days. Or whoever I want. Including you darling, if you feel like messing around. A little fun secret just between you and me about the time Mommy put your stiff cock between her soft tits. Let me just slip out of this dress so you can get a good look at me topless in these sexy stockings and garters while you decide if you want to play with Mommy.
Blowjob MILF Smoking Taboo
I am not going to tolerate your lewd staring in my classroom any longer. I do not want to hear excuses for your behavior or blaming my appearance for your choices. From now on, I expect… What was that sweetheart? I guess I lost my train of thought. Would you like some tea? How about some cookies? I only have store bought but I promise they will be homemade next time. I just want my darling to be happy and healthy. Is there anything else…. Nevermind, sweetie, I have something more important we should talk about. Mommy is starting to get very horny and she needs your help. Don’t you like the way my body looks? Maybe if I just take off some clothes so you can see as much of me as you like. I am not sure why you are hesitating to fuck me right here on this desk but will you at least show mom your nice hard cock? Pretty please?
JOI Magic Control MILF Taboo Transformation Fantasies
I’m here to see your mother, Rain, to discuss your declining performance in school. I want to share with her a secret that many moms have been discovering about how oral sex leads to good grades and better attitudes. I explain to Rain that if your education is important to her she needs to be sucking your cock regularly! Your mom is willing to do whatever it takes to get her son back on track so I help the two of you sort out some agreements about what behavior merits reward head. Of course, in order to really motivate you, it is important you know exactly what you can look forward to once you bring back that stellar report card. I help guide Rain as we take out your cock for the first of many good boy blowjobs.
Blow Jobs MILF Role Play Taboo Teacher Fetish
What would you do if you discovered your smoking hot mom was leading a double life as a world famous masked vigilante? I slipped up while slipping off my suit and now you know my secret identity as Batwoman. I know it is shocking but this has to stay between us. Even if that means I have to trade your silence for superheroine sex! Wearing just my gloves and mask, I put on a little show for you by playing with my bare breasts and pussy so your cock is ready for what comes next. You will need a pretty hard dick to fuck Mommy and Batwoman at the same time!
Blackmail Fantasy Comic Book Role Play MILF Superheroines Taboo
When I spot Sam playing video games when he was supposed to be studying I knew he was due for a trip across my knee with his pants around his ankles. What I did not know was how much the feeling of his warm cock on my thighs and round bottom in my hands would turn me on! I make him strip naked after his punishment so I can play with his cock during his post spanking lecture and he gets so hard I worried about him squirting on the floor. I certainly don’t want to make him cum when he is supposed to be getting punished but his little mouth can still be useful. Everyone knows the best way to apologize for lying to Mommy is ass kisses and pussy worship!
Ass Femdom Role Play Spanking F/M Taboo
I know it can be so hard being away from Mommie but I made you a special video to help with the stress of studying. What better way to relax than with a nice view of Mommie’s tits? Remember our rule- work hard at school and you get to play hard with Mommie when you get home!
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Mom said that if you don’t pull your grades up, I’m going to be in charge of your orgasms for a whole month. After a call from your teacher today, it looks like you’re going to wish that you had been nicer to me! I sat down and thought out how to torment you as much as possible. But I also want Mom to keep letting me control you, so I’ve had to be pretty devious about it. Your grades do have to come up, but not too much. I’m going to start off by letting you jerk off for ten whole minutes to the Victoria’s Secret website, but you have to use your left hand. Then it’s going to be a looooong dry spell until the end of your punishment when you’ll be allowed to jerk off again, but to some material that you might find a little more difficult, but I will find so much more amusing. You didn’t know that you had such a mean little sister, did you
Category: Sisters, Taboo, Orgasm Control, Orgasm Denial, JOI
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I need you to hop up, get out of these jeans and into your Sunday suit before you make us late. I will give you your Easter present now if you promise to hurry. I know you are too old for an egg hunt but these say they are for adults. Oh wait, these aren’t fun Easter eggs, these are sex toys! I guess you stick your thing inside the egg? We should test this one out just to be sure but then we really need to run along to church. Oh that just slides right on there, doesn’t it. So stretchy and slippery on your nice stiff cock. This toy is actually pretty fun for Mom and it looks you are definitely enjoying it too. We are running late though so I need you to enjoy it a little faster. Maybe the sight of my bare breasts and wet pussy will help you cream your egg a little quicker.
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I come to wake you up for school, but you’re trying to convince me that you’re sick. You know, Mommy has a way of seeing if you’re truly feeling ill. I slip my hand under your sheets and stroke your cock. It starts to plump up almost immediately. I pull up my shirt and show you my gorgeous tits and full ass, telling you how to stroke your dick.
I know that you’re really just excited to stay home with me over the winter break—and I promise that we’ll have all sorts of perverted fun when you do. But for now, Mommy needs you to stroke your cock like a big boy, make a whole bunch of cum, and finish getting ready for school, okay? Show me what a big, healthy boy you are in 10…9…8…7…
Category: MASTURBATION ENCOURAGEMENT
Related Categories: TABOO, JOI, MOMMAS BOY, JERK OFF INSTRUCTION, MILF
Keywords: penny barber, brunette, glasses, mom, mommy
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