Your New Babysitters (Chapter 10)

Chapter 10

You were starting to think this was a bad idea. Your two babysitters, Kelly and Briana, were sitting in front of the car. You were stuck in the back with Gabriella. She had been staring at you the whole time, judging you through the pacifier in her mouth.

‘’What?’ You whispered. You’re wearing a diaper.’’

It was true, she was indeed sporting a thick pink diaper, under the fluffy, tutu-like dress she had been given as well as one of your old childish T-shirts. Your own attire, however, was a tad more ridiculous. Your 18 year old male self was unrecognizable.

You looked exactly like an 8 year old girl. You had the wig, the dress, the make-up. Truth be told, if it wasn’t for you height, you could’ve easily passed for one. Tall as you were, you couldn’t be younger than 12, but that was about as old as you could possibly be.They hadn’t made you any boobs and under your cute little blue dress was a pair of training panties covered with cartoon bees, so that also helped you get in the character. You were some sort of overgrown little girl who still had trouble making it to the potty on time. Gabby was an overgrown baby who hadn’t even begun potty training yet. 

Unbeknownst to yourself, you envied her a bit. Your eyes tilted from her judgemental stare to her pacifier-clad lips, then to her puffy dress and what you could imagine underneath. Something in you had awoken when you were put back in a diaper and it wanted to stay in one. You didn’t want to admit it to yourself, but there was no hiding it from Briana, she had seen through you.

At this point however, you were somewhat glad you didn’t have a diaper on to worry about showing off. There was enough stress already in passing as a young girl. What about your voice? You hadn’t thought of that. You would need to speak as little as possible. 

And what would Gabby try to pass as? There was no way anyone believed her to be an actual toddler, obviously. She was a petite young woman, but she was an adult. Perhaps she could play a younger character, but no younger than 10 or 12, same as you. If you didn’t know her, you would probably guess she was 14, if it wasn’t for her clothes and that pink padding between her legs.

Now you were both about to hang out in public, to whichever place your babysitters would dare bring you and it felt more and more like a bad idea. Both young women were grinning in the front, looking at their charges through the rearview. They had brought a diaper bag with them, with god only knows what kind of supplies inside. 

When the car pulled up in a driveway, your mind stopped wandering off and you realized where you were. It was an old diner restaurant that teenagers used to hang out at before the invention of wi-fi. Today it was probably about to close due to the lack of customer. At least they hadn’t brought you to a crowded place. There was only a couple of lonely cars parked out front. 

‘’Were here babies’’ said Kelly with a wink. She grabbed her tightly packed bag and got out of the vehicle. She then proceeded to open up the door for Gabriella and almost dragged her out of the car. The poor girl looked like a kidnapping victim, resisting her captor. The incentive of avoiding an even bigger public embarrassment at school however, got the best of her and she did as she was told. The door closed behind her and they headed out to the diner as you waited for Briana to do the same with you.

She turned behind her seat and looked at you once again with a twinkle in her eye. The same look she had given you as she was applying your make-up earlier. 

‘’Are you ready for this, Jordy?’’ She asked in a playful tone. ‘’You know, you do look cute in that outfit. I wouldn’t recognize you at all if I encountered you on the street. Honestly, I wouldn’t think any more of you than what I see now. A cute teenage girl out and about with her babysitter. Of course, that’s if the wind doesn’t catch in that dress and I don’t get a peek of those thick undies you got on.’’

She slowly moved her hand through the carseats and slid it under your dress, her fingers brushing on the cotton surface of your panties. You gasped silently and swallowed nervously as your wig pressed harder on the headrest. 

‘’It’s okay Jordy, she whispered, a lot of little girls still have accidents, you know. As a matter of fact, can you keep a secret?’’

You nodded your head carefully watching her eyes as they lingered on your groin and her fingers caressed the fabric of your underwear and the newly formed bulk under it. Then she raised her glare for it to meet yours. 

‘’I had an accident too, today. She moaned in a childish voice. Except I wasn’t wearing training pants… so I wet my panties.’’

You couldn’t believe what was happening. Briana was now fondling at your crotch as you were getting more and more aroused.

‘’But it wasn’t the type of accident that you have, when you can’t hold it and you pee all over yourself. It was the type that girls have, that gets us wet when were excited. You know what I’m talking about, don’t you baby?’’

You couldn’t speak, hypnotized by her words and her hand now firmly grabbing on your privates through the thick cotton trainers.

‘’Of course you do, you’re getting wet right now too, aren’t you, my darling girl? You’re having a little accident. Oh no... Don’t worry, that’s why we put you in these training panties, isn’t it princess?  

She began to stroke you under your dress and your eyes grew wide as you felt the pleasure shoot through you like a lightning bolt. You were breathing faster all of a sudden. Your own hands were clammy, grabbing at the seat under you to ground yourself as she kept rubbing you.

It didn’t take long for you to finish in your underwear and Briana felt it immediately. She let go of your crotch and wiped her moist hand across the driver’s seat. You were hunched over your dress, still in awe after what had just happened. 

‘’Oops, I guess that little accident turned into a big one, didn’t it Jordy? You should’ve told me you had to go.’’ Briana’s smile was ever more daunting.

‘’Come…  Let’s see if we can get you changed.’’