Penny Barber

I just got off of the phone with your teacher, sweetie, and she says you’re grades are slipping. She also told Step-Mommy that you’ll need to have all of your distractions minimized from now on. I’m going to set up your widdle work station with a sippy cup and some crackers, and then I’m going to put you in a diaper so you don’t have to worry about interrupting your workflow to pee! You steal some upstkirt glances at Step-Mommy’s bare pussy while I prepare you, and then I leave you to your paper.

Are you ready to be changed yet, snookums? Oh, you are, but Step-Mommy is going to check your work first. Oh, no! Time to get out the red pen. You sit in your wet diaper and steal more looks up my skirt as I correct your work. Step-Mommy’s going to give you a little more time to fix this, and you are NOT going to be changed until it’s perfect.

Oh, darling, this paper IS perfect! Let’s get you changed into a fresh diaper and…wow! Look at your widdle stiffy poking up there. I think your hard work deserves a reward, don’t you? I lick and suck your tiny little cock before stripping down and taking it between my big pillowy tits. I play little games with it before letting you slide it into Step-Mommy’s tight wet pussy. I ride you until you give Step-Mommy as much cum as your tiny dick possibly can.

Now, let’s get you changed and ready for your math homework, big boy. XOXO

I hope you are excited for game night with Step-Mom. I was thinking maybe a few rounds of dirty Candyland? The rules are very simple. Each color card has a different sexual action that the player must perform. There is a color for taking off clothes, colors for touching yourself, and even one for getting to have an orgasm. I know you want to play any game where you get to stare at my big, full tits and jerk-off so I think we are both going to enjoy Strip Candyland tonight.

It’s your last sleepover before you go away to college and you and your best friend have some big plans for the evening, but Mommy knows how you get when you don’t make time to stroke that massive cock of yours. I’ve never met a boy with such an overactive libido. You must get it from me. You think you’ll be fine, but I just know you’re going to wake up with the biggest, hardest erection ever. I pull up my black, satin nightgown and slip into your napping bag with you, my warm pussy ready to take care of that morning wood for you, even though you didn’t listen to me. I’ll try not to moan and cum all over your napping bag, but no promises! What’s more embarrassing: your friend seeing your stiffy or finding out that you fuck your mother?

When your secretary quits out of the blue things start piling up. Luckily Step-Mommy is willing to help out her little entrepreneur. I show up wearing a tight, low-cut dress, which is so distracting that you call me into your office and ask for…a massage. I think it’s a little odd, but I do want you to be relaxed for your big meeting later. That’s when you tell me what would really relax you: a blow job!

I strip out of my dress, down to just my high heels. I start to tease you with my big tits, long legs, and curvy body before I invite you to cum fill up Step-Mommy’s mouth!

Mommy’s not so sure that she likes you having a girlfriend. And I don’t see why you need one anyway. I’m willing to do all the things that she can do for you–and I’ll do them better! Housework, cooking, sex. Does she offer you daily wake-up blow jobs like Mommy does? No? Well, I’m going to call her right now and you’re going to have to decide whether to ask her if you can move in…or break up with her! Of course, I know my son pretty well and I have an idea of just how to elicit the action that I want. I’ll just open up your pants and start stroking your hard, gorgeous dick.

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