You can’t go out with some girl tonight, you’re supposed to spend the evening with step-Mommy! Well, if you insist on seeing this…tart, then step-Mommy is going to insist that you keep it in your pants, or rather — in your diaper! Now, drop your pants and show step-Mommy what she’ll be padding this evening. Wow. That is small! You should be grateful that step-Mommy is doing you the favor of pampering your petite penis, because I’m sure this girl would lose interest if she saw it. She might even laugh, and of course you know you can’t count on some girl to keep a secret, not like step-Mommy will.
Tag: DIAPER DISCIPLINE
You little perv! You may very well be the filthiest, naughtiest client that has ever hired me. I can handle the highly inappropriate questions during my interview; I can even handle finding all the kinky ABDL toys you left around your house, but I draw the line at lowballing me! You clearly need a Step-Mommy-Dom to take you in hand, someone who can control you with her gorgeous, fat MILF breasts.
Could a phone number on a mysterious flyer typed to a telephone pole be the answer to your stepmother’s prayers? Sure! You’re such a brat that your stepmom is willing to pick up the phone and call me, adult babysitter Penny Barber. I specialize in naughty, willful boys like you. There’s always an underlying issue that causes such sassy behavior and once I’ve stripped away every last, uh, defense it’s painfully obvious what yours is: a tiny, little baby-sized dick!
And I don’t shy away from the issue either. We do all the things that a babysitter and her ward should do, just with a special emphasis on how tiny your pee pee is! After getting you in the tub, I give you the most humiliating handjob of your life, complements of Mr. Tubby the Duck. Then it’s time for a crinkly, humiliating pull-up diaper. Since you’re really good at snack time and don’t fuss about your bib too much, I even let your cute little thingie get lost in my glorious cleavage for a peek-a-boo titty fuck. After all, shouldn’t a baby-sized dick be as much as possible?
The bottom line is, I promised your stepmom that your behavior would be drastically improved by the time she gets home and no matter what I have to do—diaper you, humiliate your small penis, or even make you eat your own cum—I always deliver. Do we understand each other, little dick boy?
Hey there, couch potato. Think you can beat stepMommy at a game of basketball? If you win, I’ll buy you that expensive new gym bag, but if I win, you have to do whatever I say for a whole week. Game on!
Step-mommy Dacey has brought you out for another fun filled day at the park! She’s gotten a blanket all laid out in the shade and she’s enjoying the day while you play alongside her. You have just arrived when step-Mommy realizes you need a change! She jokes about what could be inside before opening up your diaper for a check right there in the park! Sure enough, she finds a very wet diaper, it is so wet that its stained yellow. Dacey is light and playful, the cool breeze against your winkie mixed with the pleasant sight of your step-Mommy makes it grow real hard and she can’t help but notice it poking at her hand. The park is no place for such an inappropriate boner but good thing Dacey knows how to get rid of it quickly. Step-mommy Dacey strokes your hard peepee right there, even removing her milky breasts from her shirt for you to enjoy. Once you’ve cum she brings out a chastity from her diaper bag, like she said the park is no place for hard winky! The stiff plastic will help hide the bulge in your diaper and act as a reminder for all the dirty thoughts you might have out here. She locks you up tight and brings you into her lap to breastfeed. She knows you want a taste and Dacey is going to reward you for getting locked away like a good boy. Now, it’s time to enjoy the rest of the day at the park together!
A Penny Barber Fantasy.
D was looking so cute in his pamper and had been such a good boy all day I couldn’t help but treat him to some of mommy’s pussy while diapered up just before bedtime!
DIAPER FETISH, DIAPER, DIAPER DISCIPLINE, ADULT BABIES, MOMMY ROLEPLAY
It’s been a while since MommyDom got good and properly fucked, not that I don’t enjoy your soft little mouth. But sometimes MommyDom just needs to get reamed, you know? You’re so eager to finally get what big boys get that you start tugging at your diaper, but not so fast! Your job is to just sit quietly and watch while MommyDom takes a real man. First I’m going to put a pretty, glass butt plug up your tush. You just make the cutest expressions when you have something in your butt! Then you need a pacifier to make sure that you’re nice and quiet and don’t start crying while I’m taking my bull’s fat dick. And I’m going to tie you up because…why not? This is happening, sweetie, so you might as well enjoy it! Was that the doorbell that I just heard? After I answer the door in my lingerie, I lead him back to the bedroom and show that big, hard stud how much I love a big, hard dick. I know you’re jealous, sweetie, but some dicks are just better than others: some need pussies and some need diapers. It isn’t all bad news, though. Since you were such a good little cuckybaby I’m going to let you lick a creamy treat out of my pussy! Timestamps: 4:19 Diapering you 5:10 Bra out 7:58 Putting a butt plug in your cute little tush 10:44 Pacifier and bondage 16:58 Bull arrives 17:20 Stroking his big cock 17:53 Blowjob for my stud while you watch 22:11 Titty fucking 23:42 More blowjob 24:39 Playing with my tits 26:00 Even more blowjob! (MommyDom just loves to suck bull dick.) 28:26 Doggy style sex 32:28 MommyDom cums on her stud’s big cock 34:11 Missionary sex 37:19 MommyDom orgasms while being filled with bull jizz 38:18 Making you lick cum out of my pussy.
CUCKOLDING, FEMDOM POV, SISSIFICATION, DIAPER DISCIPLINE, DIAPER
What’s that bulge in your diaper, sweetie? Is that morning wood or are you just excited to be diapered? I’m always teasing you with my big, soft breasts. Nothing makes your little thingie hard like my boobies and I love titty fucking you in your diaper, even before I’ve cleaned you up, getting your pee all over and making a huge mess. But…what if we make a deal? You lick Mommy’s tits clean and I’ll lick your pee pee all clean in return. Sound good, cuddle bear? I mean, who wouldn’t want to wake up to a diapered blowjob—even if Mommy doesn’t let you cum like a big boy? Perhaps if you’re a good boy and play by Mommy’s rules I’ll let you hump your diaper until you do cum. I really shouldn’t let you, but you’re just so cute! Big tits, orgasms, blowjobs, and DIAPERS! Mommy Dom Penny Barber is going to take such good care of your little thingie and give you a sexxxy diapering.
DIAPER FETISH, DIAPER DISCIPLINE, DIAPER, SPH, FEMDOM POV
D came back from school without the diaper I had sent him off in. Needless to say I had something waiting for him he had never saw coming. If I send you of in a diaper you’d best come back in it.
SPANKING F/M, DIAPER, DIAPER DISCIPLINE, DIAPER FETISH, MOMMY ROLEPLAY