Instructions for the Babysitter

Jordan stood before the babysitter, her carry-on bag ready to go, and her stylish jacket draped over her
slim arm. She was the very picture of sexy professionalism, wearing a see-through blouse that clung
deliciously to her generous bosom, and a snug, short pencil skirt that showcased her long silky legs. Tall,
strappy stiletto heels completed her look, giving her an air of commanding authority.
“My boyfriend will here in about ten minutes to take us to the airport, so I just wanted to go over Billy’s
schedule with you.”

Megan nodded, occasionally looking back at her employer’s husband, who was currently sitting in his
playpen, thickly diapered, and amusing himself with some childish, plastic toys. He had already been
dressed in his toddler-style jammies for the night; a short fleece top with puffy sleeves and a Strawberry
Shortcake motif on the front.

“Billy gets his diapers changed three times a day,” Jordan explained as she displayed her immaculately
manicured left hand, ticking off each finger one by one.
“Right after breakfast, and then about one–before his daily nap, and last, before his bedtime at seven. If
he whines or complains at any other time, you can either spank him or give him a nice, soapy enema–
that usually takes the wind right out of his sails.”

Megan nodded again in understanding.
“Speaking of which, when does he normally get his daily enema?”

“I find that a good time for him is after breakfast but right before I change his wet nighttime diapers. Make
sure he takes every drop of the two quart bag–if he doesn’t, there’s always that chance that he may
mess himself later on. We had a little incident a couple months ago when he messed his diapers and it
was because I had been too lenient on him with his morning enema.”

“Mmm,” Megan acknowledged, “I’ll make sure he takes every soapy drop.”

“Believe me, he will squirm, and squeal, and protest, but just take it slowly. He can take it all–trust me.
“And anyway…it’s also a great way to establish your authority over him every morning. Nothing makes
him feel more powerless, than when he’s bent over your lap with a fat dildo stuffed deep inside his sissy
hole as you make him slowly take two quarts of hot, soapy water.

“Oh, one other thing…Billy gets his diapers changed regardless of whether I have guests over or not. So
you can do the same. They may laugh at his little pink chastity device but it won’t be the first time.”

Megan giggled to herself.

“So, regarding his chastity device…Do I need to remove it for cleaning or to give him a release while
you’re gone?” Megan asked.

“Nope,” Jordan replied emphatically, “I gave him a milking a week ago so he’s not due for another three
weeks, and I will be back in time to do that.
“If little Miss Priss gets horny–he’ll just have to deal with it.”

“I’ve never actually milked anyone. Just curious, but does he feel any…you know…any kind of orgasm?”
Megan asked.

“Oh no, not at all. Truth be told, it’s a very frustrating experience for the little sissy. It almost makes him
cry to see his balls get emptied without feeling any sort of relief from it. And of course, I make him
swallow every drop of his semen afterwards.
“He’s so horny all the time, he desperately wants some kind of release but he knows I won’t give him any.
But that’s just the price he pays for being a simpering little pantywaist.”

Megan nodded in obvious agreement. To be sure, she felt no sympathy whatsoever for her employer’s
weak-willed husband, who she felt had only brought his own misfortune upon himself. She knew all
about his history of inadequacy in bed, his premature ejaculations, and complete inability to satisfy
Jordan.
And his chronic masturbating had been the last straw.
No…to her–he was nothing but a geeky, bedwetting sissy, who deserved all the humiliation and baby
treatment he got.

“Billy’s bedtime is at 7 PM sharp,” Jordan continued, “Make sure he’s brushed his teeth, his toys are put
away, and his diapers have been changed before that time. He’s to be in his crib, lights out, with his
bottle and teddy bear at seven exactly.”

“Absolutely,” Megan replied firmly.

“On Sunday, Billy gets his maintenance spanking. That’s your opportunity to settle any incidents of
misbehavior or attitude that he may have given you during the course of the week. Of course, should he
give you any cause at all–be sure to pull his diapers down and paddle his bottom at any time–regardless
of who’s present.
“He usually starts crying like a baby after the fourth or fifth swat but I keep going for another 10 minutes
at least. You want to make sure the tears are really flowing and his bottom is a deep red before you’re
finished.
“He knows I will be getting a report from you when I come back from my vacation, and he’ll be getting
double, if I hear he has given you any disrespect.”

Megan nodded, a look of agreement and satisfaction on her pretty face.
“Oh believe me, if he gives me any problems at all, he’ll find himself over my lap so fast his head will
swim,” she firmly assured Jordan.
Secretly, she was looking forward to having an excuse to spank Billy. She was anxious to put him in his
place and she wanted to try out Jordan’s new lexan paddle, which she had heard really gave quite a
vicious sting.

The statuesque brunette nodded approvingly.

“Umm, random question… I don’t think I’ve ever seen him drinking anything but milk…is that all he
drinks?”

“Yes, Billy is only allowed to drink milk, and only if it’s been warmed and put in his baby bottle first. Make
sure you always give him one at every diaper change, and throughout the day–we wouldn’t want him to
get dehydrated, now would we?” she smirked.

“That’s what he prefers?”

Jordan laughed out loud as she gazed down at her diapered hubby.

“Oh no! He hates milk–especially warm milk. But that’s what childish bedwetters are served in this
house.”

There was a knock at the door, and the two of them turned momentarily. Walking over, Jordan opened
the door to see her tall, handsome boyfriend at the threshold. He was a rugged individual with a shadow
of masculine whiskers across his craggy face.

“Hey baby,” he said casually in his deep voice as he strode into the house.
Jordan immediately embraced him, and they shared a long, passionate kiss.

“Oh honey, I can’t wait to have you inside me again,” she gushed breathlessly.

Her boyfriend smiled and squeezed Jordan’s pert derrière through her skirt.
“You’ve got a long ride ahead of you,” he said with a not so subtle innuendo.

Billy sat uncomfortably in his playpen, sucking anxiously on the big rubber pacifier filling his mouth. It
was excruciating, watching his wife being kissed and fondled so openly by another man, knowing there
was nothing he could do about it. To be sure, she had never kissed him like that.
In addition, he was cranky and bored with his toys and to make matters worse, his bulky diapers were
completely soaked, as they usually were by this time in the evening. Somehow, the fact that they were
wet made him feel all the more childish in front of everyone–after all, it wasn’t like he could claim he
didn’t need them.
And it was always mortifying for him to be seen by her wife’s boyfriend like this–dressed like an
incontinent toddler, and confined to his playpen–he couldn’t crawl away in shame, even if he had
wanted!

He tried hard not to think about what his wife would be doing later that night–having wild, enthusiastic
sex with her boyfriend while he was stuck in his crib, wetting his diapers like the helpless sissy bedwetter
everyone knew he was. And the worst part of it was–he wasn’t even able to play with himself!
He knew every night, her boyfriend would be squeezing his wife’s big, round boobs and filling her with his
copious seed while she screamed with delight and ecstasy.

It was bad enough that his wife of two years had a boyfriend to which she gave herself exclusively, but
she had also ensured that Billy will be unable to get any satisfaction himself. His pink chastity device
ensured his days were filled with sexual frustration, followed by long nights, tossing and turning in his
crib, unable to satisfy his desperate needs. It was so unfair!

“You ready to go?” her boyfriend asked.
“Yes–more than ready,” she replied, beaming with her gorgeous smile which clearly indicated her
excitement over the coming ten days.

Walking over to Billy’s playpen, she bent over and put her hands on the padded rails, giving her chaste
sissy a mouthwatering view down her snug, sexy blouse.

“Enjoy your diapers and early bedtimes, Billy. I’ll be enjoying Hank’s big, thick cock inside me every day
for the next week and a half.”

Billy winced, blushing with shame and jealousy at his wife’s taunting pronouncement.
Looking up at her with sad, puppy dog eyes, he sniffed a little and chewed on his pacifier, the humiliating,
infantile smell of his wet diapers surrounding them both.

Megan came over to the playpen, putting her hands on her curvy hips and looking down on the
emasculated sissy with disdain.

“Wave goodbye to mommy, Billy.”

Knowing it was only a matter of time before he found himself over Megan’s lap getting his bottom
paddled hard, Billy was quick to comply.

Without another word, Jordan spun on her heel and went out the door with her boyfriend.

THE END