All PG Diapered by the babysitter
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Tommy had always been a hopeless bedwetter.

So his mom made sure he was kept diapered for all his naps and before putting him to bed at night. Since Tommy tended to be both immature and a bit of a sissy, his mom made use of the girl next door, Brooke, to babysit him him when she couldn't be around. This happened every Thursday and Friday night when his mom had to work late at the hospital.

Even though Brooke was only a couple years older than Tommy, his mom gave her full authority over her son, a fact that made Tommy burn with resentment. And often times, Brooke would insist on putting him in his diapers as soon as she came over, rather than waiting until his bedtime of 9 pm. Tonight was just such a night and Brooke was known for her strong willed nature with the effeminate boy.

Laying three of the soft, thick diapers on the changing pad, she led Tommy over and sat him down upon them. Looking up at her, he blushed with embarrassment at this necessary ritual of shame. As usual, she was dressed casually in a halter top and shorts but he was entranced by the view of her bosom as she bent over to powder his hairless crotch.



"Its diaper time, Tommy," she said in her teasing voice which only made him blush deeper.
"C-can't we wait until bedtime," he whimpered weakly.
"Sorry baby, what kind of babysitter would I be if I let you wet your pants? Your mom would never forgive me," she explained as she sprinkled fragrant baby powder on him.
"B-but I don't wet my pants," he cried indignantly and his feet kicked in frustration.
"Maybe," she said skeptically, "but I don't want to take any chances. When I'm in charge, you'll wear your diapers all the time, day or night."

Tommy pouted as she pulled the sides of his diapers up and pinned them securely, followed by the other side. Being diapered like a helpless toddler never failed to emphasis the dynamic between them. Although in his imagination, he felt like Brooke was more or less his peer, in reality, she thought of him as little more than a sissy bedwetter.

"And now for your plastic panties so you'll be all safe and secure," she said with a smug smile.
Tommy could only continue to blush as she snaked the colorful yellow nursery print panties up his skinny legs and over his bulging diapers. After powdering between his legs, she patted the thick front of his diaper, as if dismissing the fact that he was even male in any meaningful way.

"There you are Tommy, now you can go and play with your toys for another hour."
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TiresiasRex
I have the honor of being the first to reply. And let me just say: Yes, Yes. YES!

I will happily trade places with Tommy. And I love that cocked eyebrow of Brooke's...clearly, she has more things on her mind...to humiliate our poor sissybaby boy, of course!

As always, bravo, Baby Bobby!

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Ami
Absolutely looovvee this. I feel so bad for the little guy but oh so envious at the same time
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Prissie
It would be nice if Brooke would arrange for another baby to come over and enjoy some playtime with Tommy in a nice playpen.


Β 


Prissie
   Prissie
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babyjessie
I was suppost to go a week without cuming until I saw this. Now I have made a sticky accident in my diapers :( It appears I really am a baby who needs to wear diapers because I can't control myself. Thanks for sharing this, it is amazing! I like the fact that the girl is beautiful and is more life like than some of your other photos. However, they are all wonderful! Please continue this!!!!! <3
Lots of tight and long hugs!
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BabyBarby
Very very nice, I really like that you have a main style or theme and you do lots of cappies with that style, it's so cool and unique to you! :-)

Plus every individual cappie is just *Aww - breathtaking, literally ha the girls are always so pretty or 'girl next door..y?' ha great work! xx
Come Visit my Gallery!!!
I have TONS of cappies that need commenting!!! REALLY GIRLY CAPPIES!!!

::::::: GALLERY :::::::


PM me!! I Photoshopped my head (with make up and wig obviously! onto a sexy girls body in my Avatar, anyone like?? Im still disquised a little hehe xx
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clarisselovelace
This is really well written. I have no idea how you balance the devious and playful so easily.
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babyjosh
Really good cap, picture and text, it'd be good to see this one continued!! Β 
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Baby Bobby__
Many thanks to all my sissy friends for your wonderful words of praise. Β  I simply couldn't deny the wishes of so many you for your kindness to me...



Alas, it seemed that not everyone was as tolerant of Tommy's childish wetting habits. His school teacher, Ms. Burns, expected her sophomores to act grown up, at least during the time they were in her classroom. Having found wet spots on Tommy's chair after he'd left the classroom, she decided to become more closely involved with the bashful sissy.

Calling him up to her desk after class one day, she stood up and addressed him in her direct, no nonsense manner.

"Tommy, are you starting to wet your pants in class?" she asked in her characteristically firm voice.
"Umm, I um, well..." he stammered uncertainly.
Looking down at the waistband of his trousers, Ms. Burns spotted the top edge of his plastic panties peeking out from where his shirt had become untucked.

"Tommy--are you wearing baby's diapers?" she asked pointedly.
Tommy blushed furiously and shook his head, afraid the truth would escape from his lips.
Without waiting for an answer, Ms. Burns reached down and undid his pants, yanking them down his hairless thighs and exposing his shameful secret before her. Tommy bit back a sob of shame and looked away, hoping desperately the floor would open up and swallow him.

Ms. Burns could only shake her head in disdain as she took in the pink nursery print plastic panties covering his bulky, embarrassing trainers. Without a word, she grabbed his arm and spun him around and with her free hand squeezed the thick seat of his bottom.

"Oh!" he squealed with surprise in his high pitched voice.
"Hmmph," she muttered, "Dry for now...you better see that they stay that way. I'm not here to change your wet diapers, do you understand me young man?" she said as she wagged her finger at him.
Tommy was too ashamed to speak and it was all he could do to nod his head as he stared at the ground.

Ignoring his discomfort, she went back around to her desk and sat down.
"Run along now, Tommy, and you'd best not forget our little conversation."
Tommy mumbled his acknowledgement and hurriedly pulled his pants back up before anyone walked in to the classroom unexpectedly.

The rest of the week passed without incident except that Tommy was having more and more daytime accidents, despite his efforts to remain dry. Ms. Burns was constantly eying him suspiciously during the day and Tommy was afraid she'd somehow discover his problem and deal with it more directly.
And then the next day, he saw instructions written on the blackboard that made him gasp in fear;

Sissies who wet their diapers get paddled

Before Tommy knew it, he flooded his trainers in panic and he stared in terror at Ms. Burns who was already eying him gravely. Standing up, she walked over to him and put her hands on her hips.
"Tommy, is there anything you want to tell me?"


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babyjosh
Excellent continuation!
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stellaindiapers
Nice continuation
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deewet
ooh ooh, I think I just wet my panties too
Panties aren't only for ggurls!
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babyjessie
The second addition was wonderful! Got anymore?
Lots of tight and long hugs!
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TiresiasRex


Β The second addition was wonderful! Got anymore? Β 




Amen, amen, amen.

And yet...do sissies only get paddled for wetting? With a teacher like that, I think some humiliating public and forced breast feeding should be considered, too. Or at least some bottle feeding in front of the class...

Mmmmmm.

Maybe Brooke can be called to the school to pick up the baby...and some stern discipline awaits at home.

And I can only imagine what would happen to the sissy if it was a Mr. Burns who was in charge of his punishment...

Ooooh. I'm getting too excited. Time for diaper play...
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SissyDesiree
You always do great work! The stories are exciting and the pictures are lovely.

I love this story -- both parts.

- Sissy Desiree
- Sissy Desiree

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KS
Cute Story, Tommy is very lucky!
Hugs!
kimmie
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Katie_Babygirl23
Laying three of the soft, thick diapers on the changing pad, she led Tommy over and sat him down upon them. Looking up at her, he blushed with embarrassment at this necessary ritual of shame. As usual, she was dressed casually in a halter top and shorts but he was entranced by the view of her bosom as she bent over to powder his hairless crotch.



"Its diaper time, Tommy," she said in her teasing voice which only made him blush deeper.
"C-can't we wait until bedtime," he whimpered weakly.
"Sorry baby, what kind of babysitter would I be if I let you wet your pants? Your mom would never forgive me," she explained as she sprinkled fragrant baby powder on him.
"B-but I don't wet my pants," he cried indignantly and his feet kicked in frustration.
"Maybe," she said skeptically, "but I don't want to take any chances. When I'm in charge, you'll wear your diapers all the time, day or night."

Tommy pouted as she pulled the sides of his diapers up and pinned them securely, followed by the other side. Being diapered like a helpless toddler never failed to emphasis the dynamic between them. Although in his imagination, he felt like Brooke was more or less his peer, in reality, she thought of him as little more than a sissy bedwetter.

"And now for your plastic panties so you'll be all safe and secure," she said with a smug smile.
Tommy could only continue to blush as she snaked the colorful yellow nursery print panties up his skinny legs and over his bulging diapers. After powdering between his legs, she patted the thick front of his diaper, as if dismissing the fact that he was even male in any meaningful way.

"There you are Tommy, now you can go and play with your toys for another hour."[/QUOTE]
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TiresiasRex
Dare we hope....

For Part 3???

(slight shudder of anticipation)
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