Penny Barber

Is my little diaper boy ready to be tucked in by Step-Mommy? Aww, is your cute little thingy sticking up because you are happy to see Step-Mommy in her pretty lingerie or because it is excited to be put in a nice, soft diaper? Let me just pour some baby oil on that adorable stiffy before I diaper you all up. Step-Mommy has a special visitor tonight, so she needs her diaper boy to be quiet all night long. I know that the best way to keep you from being a fussy baby is sending you to bed in a creamy diaper. Would my sweet little adult baby cuckold like Step-Mommy to play with his little thingy before I get fucked by my date’s real man cock?

You know I am not letting you ride in the car without a diaper, not after your little accident in the store the other day. Are you worried that someone might see your little thingy while you’re getting diapered in the backseat? I suppose I could I take out my nice big breasts to distract from the little diaper boy getting his bottom powdered. I can’t wait to tease and play with my little adult baby cutie on our car ride. Do you feel all snug in your nice dry diapy? Well, that is a shame because now you have to pour this entire cold water bottle into your diaper. A cold, squishy diaper probably does not feel too good so you should probably pee to make it a warm, squishy diaper. Step-Mommy loves to squeeze your sweet little stiffy through your wet diaper. Do you think if I pulled over and took my tits out again you could make that soaked diaper nice and sticky for me?

Lately I’ve been hearing a wet, telltale, fapping sound outside the bathroom door whenever I take a shower. I know you’ve been spying on me for a while now—your own step-mom! I’m finally going to do something about it. Let’s see how you like it! I make you take your cock out and am blown away by how big and beautiful it is, but just because I’m enjoying myself doesn’t mean that this isn’t still a punishment, Mister! While you like the attention, you’re still chagrined when I roughly squeeze and spank your embarrassingly hard dick. I make you to lie on the floor, your fear boner pointing straight at the ceiling, and slowly, tantalizingly step on your cock with my sexy, red stiletto heels and kick you in your swollen balls. It hurts, but nothing seems to make that hard on subside! OMG, is my stepson a pervert?! Maybe you need a taste of your own medicine. You’re going to sit there and watch while I masturbate to you for a change. With my vibrator pressed against my eager, little clit, you watch me come, my fat, luscious tits exposed to your hungry gaze. You wish that you could stroke to this show, but I order you to keep your hands off of your own aching erection. Does that feel more like a punishment, you dirty boy? But I’m not a monster. You’ve been so thoroughly punished that I decide you can come. We drive out to a secluded parking spot. I know how much you love my breasts, so I pull my dress down as I reach between your legs and start to stroke your aching cock. You’ve been teased so much that only a few minutes into the handjob, you cover my face and tits with your hot, voluminous cum. Cleaning myself up with your clothes, I tell you to get out. That’s right: your wicked step-Mommy is leaving you out here NAKED! I’m sure someone will give you a ride home eventually, but you may have to earn it.

I’m lying outside in a slutty swimsuit when you just can’t control yourself anymore. You come ask me to help you with…something inside. I’m pretty sure that I know what you just want me to talk you off and tease you about your cock—until I actually see it. I’m so impressed that I masturbate along with you, exposing my big, beautiful breasts and rubbing my clit, telling you what a gorgeous, perfect dick you have. I tell you how I want you to jerk it in order to get me off, touching yourself all over and getting me very excited. I tell you exactly what my pussy feels like as I finger myself. I’ve changed my mind; you can cum “bother” me whenever you like

I’ve been thinking and it’s time for you to start, well, have you noticed that your D@d and s1ster have a very affectionate relationship? They sometimes stay in the same bed, go away together, and give each other massages? Well, I’m hoping that you’re ready for that sort of relationship with me. Would you like to start fucking Mommie? You know, it’s nothing that I didn’t do at your age. I messed around with my parents, too. Now that you’re 18 you’re ready to start making your own decisions. Once you admit that you do think about fucking me and that you would like to have more than the usual Mommie-s0n relationship, I show you the list of daily sexual chores that I’ve come up with for you. I have it all written down. I read to you aloud each sex act you’re going to have to do and for how long—and they just get more and more sexual as the day proceeds! Should we start right away? Well, first thing on the list

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!