“Boy, If You Don’t Like The Way Your Auntie Spanks You, Then You Shouldn’t Do Anything To Earn

This is why I always make my subs rub it instead of jerking

You have to get used to it like a good little girl🥰

Of your three “regular” babysitters, she was undoubtedly the nicest. She at least did the least to humiliate or tease you.

One babysitter used her time with you to let out her inner Domme. She was exceedingly strict and any disobedience, even if it was a miscommunication, resulted in punishment. And she was extremely creative with punishments.

Your other babysitter loved nothing more to tease and humiliate you. Whether it was inviting her friends over to taunt the “diaper boy,” or just spending the entire night in Gryffindor-colored bra and panties, with thigh-high Gryffindor socks, making you wish you were a man, she left you would be positively aching down there with insatiable arousal.

But she was different. She wasn’t mean. She didn’t tease you. And, for some reason, you weren’t sure if that made her the worst.

If someone made an audio recording of her time with you, they would be convinced she was babysitting a toddler. It drove you crazy. It was one thing to be bossed around or teased. At least those babysitters acknowledged you were an adult, even if you were just a diaper boy.

But not her. Nothing she did, nothing she said, ever made it seem like she knew you were an adult. It was so convincing, so authentic that you honestly weren’t sure if it was an act.

She had never broken character once in the last five years. You tried everything you could think of to prove you were an adult, to force her to recognize—even for a second—that you were actually an adult.

Your attempts rolled off her like water on a duck. As far as you could tell, you were a toddler to her. She never let you out of her sight, except for your naps and sleepy time of course.

You had absolutely no dignity around her. She dressed you as she wished, checked you when she wished, and changed you when she wished. She blew raspberries on your tummy like it was completely normal.

You watched educational baby cartoons on a non-stop loop. And she always, always encouraged you to answer along and was just so proud of you for getting the right answers.

And nothing entertained her more than having you sing along with her to your “favorite” songs. You could never convince her you didn’t love singing and dancing to Baby Shark in nothing but a short T-shirt and soggy diaper.

All this because your bladder stopped working like it used to. All this because your girlfriend couldn’t handle your diapers but couldn’t break up with you.

But as you hear “The Wheels on the Bus” play for the 100th time, you know you need to start dancing…

do the locked boys ever beg to be let out?

Locked boys? Oh absolutely. They learn pretty quick that they can beg until I tell them to stop. After that the price for begging goes up steeply. 

Lost Boys, on the other hand, don’t beg. They’re very well trained at that point. Getting out isn’t really the point anymore.

Jasper Reed is one of the most ticklish I’ve worked with . Incredibly soft soles also!

147.

Tips welcome, if you like...

Pegging him in missionary so you can spit in his mouth and slap him across the face while you’re balls deep inside of him >>>

don't ask me why two of my nails are shorter than all the others and then get mad when I say it's so I can finger your son. maybe you should've minded your business.