The Bet
By Karen Singer
Chapter 58 (Sunday – week 9 Part 3 of 7)
She was gone for
a while, but he hardly noticed. His mind
was simply at peace as he waited for her.
And when she returned, he looked up from his kneeling position, but
that’s all he could do.
“Lay down there,
Sissy,” she told him.
He laid down on
the middle of her bathroom floor. A
moment later, he felt the nipple of a baby bottle pressed to his lips. His lips parted to take the bottle even as
his hands came up to hold it. The tea in
the bottle was still warm, but not too hot.
He was grateful for the bottle.
He hadn’t realized before that he was even thirsty, but he was now that
he had something to drink.
He expected her
to remove his blindfold then, but she didn’t.
Still deprived of his sight, he felt her moving around him, then
straddling his body. The cold firm
pressure of the first breast form being pressed to his chest was his first clue
as to what was going on. Oh well, it had
been nice to go so long without them. A
real treat. But obviously that was over
now. Shortly after that, he was getting
used to the weight of both breasts once again firmly attached to his
chest. It took a little bit to get used
to them again, even just lying there on his back drinking his bottle.
Again he expected
her to remove the blindfold, but she didn’t.
And soon he felt her removing his wet diaper. Not leaking – he didn’t think, but just very
wet. Very quickly, he was in a fresh dry
one – which he knew wasn’t going to stay dry for very long – if it wasn’t wet
already.
And once again he
expected her to remove his blindfold… and once again she didn’t. Instead, she started talking to him.
“I was going to
tell you this yesterday,” she said, “but somehow, my plans got changed. I’m making a new rule for your diaper leaking
requirements. You still get an hour and
forty-five minutes to get it leaking, that much hasn’t changed at all – and it
won’t! I’m not going to lessen that
amount of time for you at all, especially since by all indications, you’re
doing very well at always getting your diapers to leak on time. I’m still not going to punish you unless it
takes longer than that.”
Chad was grateful to hear that
part. An hour and forty-five minutes could
come all too quickly! And some diapers
were just plain stubborn when it came to leaking! It was what she hadn’t said yet that had him
worried.
“But I’ve
noticed that you very often manage to be leaking in closer to an hour and a
half. Sometimes less. So for that reason I’m going to offer you a
little reward – of sorts. From now on…
which I guess will be until Friday comes, for every minute less than an hour
and a half that you manage to get your diaper leaking, I’m going to let you
play with one of my toys in your backside to get what pleasure you can. And I know you like that! You can play with it right then when you
change your diaper… or, if you like, you can save up those minutes to use at
the end of the day so you can play longer.
But if you don’t use that time every day, you lose it. It starts all over again every morning.”
Without his eyes,
there was no way that Chad
couldn’t concentrate on everything she had just said. And she was right, he really did like having
his bottom played with. And now that he
wouldn’t be going to the gym anymore where Cassie had done it, the chance to
play like that sounded twice as good.
But the question was, could he make his diapers leak in that amount of
time? At least she wasn’t lessening his
time limit. He didn’t think he could
manage that if she did. But an hour and
a half? It was the old carrot and stick
approach… with a fifteen minute interval in-between. More than an hour and forty-five minutes and
he got punished. Less than an hour and a
half and he got rewarded. But somehow he
wasn’t all that sure about how successful he was going to be gaining that
little bit of time as a reward. So was
it worth it? He really wasn’t sure. He would have to see. At least he still had his hour and forty-five
minutes to work with!
Mel reached out
and pulled the blindfold off his head.
With the bottle still pressed to his lips, Chad blinked several times as his
eyes got used to being able to see again.
“You can lay
there till you finish that thing,” she told him. Then get dressed. We have grocery shopping to do today.”
The grocery store
still held a lot of fear for him, but not like it used to… and especially not
today since he was once again attired in his maid’s uniform instead of some of
the other outlandish garments she had made him wear. A maid’s uniform… which would call all too
much attention to him, yet at the same time, compared to other outfits, he
almost felt properly dressed. He revised
that thought. He was properly dressed –
for a maid… which he guessed he was… for now.
As they left the
car and walked into the store, he couldn’t help remembering that time early on
in the bet when she had actually called the police before he relented and got
out of her car to follow her into the store – wearing a skirt. Now… well… skirts and dresses were the only
thing he ever wore – anywhere. It was
amazing how used to it he had become in such a short time. And yet… there was still that same fear
rooted somewhere deep inside of him. It
just wasn’t as worrisome now as it used to be.
As usual, he
grabbed a cart and set his purse and diaper bag in the child seat before
following Mel up and down each of the aisles.
As far as he could tell, they didn’t really need much. Most of their cupboards were fairly full, as
was her refrigerator, although that was mostly full of baby bottles now.
As they usually
did, he grabbed a few things and threw them into the cart, and Mel did the
same. But when they got to the aisle where
the tea bags were, Mel stopped and just stared at the boxes of green tea. Did they need any? They still had some at home, just not a
lot. But really, there were what, about
five more days until his testing started?
And after that the green tea wouldn’t be needed anymore. Should she buy some? Or not?
She glanced a few times back and forth between the boxes of tea and
Sissy. Then deciding to just make sure
they would have enough, she grabbed one box only and threw it into the
cart.
“Not much time
left anymore,” she said to Sissy.
Despite being out
in the grocery store, Chad
curtseyed. “No Mistress. If you count today, that’s only five more
days before Friday.” Curtsey. He saw her nod and move on. Five more days of living the dream. Not much. Not much.
They were in the
middle of the store when Mel reached into her purse and pulled out one of the
recently filled baby bottles and handed it to him. Chad had really hoped she wouldn’t
do that. But having done it before, he
put the bottle to his lips as he pushed the cart. And a few aisles later, they reached the baby
food… where Mel stopped… and looked back at him… and smiled all too
wickedly. Chad’s brain did a bit of a mental
flip as he remembered that she had told him he would eat nothing but baby food
until their bet was over with. Even out
in the restaurants! That thought alone
sent a tiny spark of sexual thrill through him.
Talk about embarrassing! Almost
as embarrassing as walking around in the grocery store in a maid’s dress
sucking on a baby bottle. As if nobody
would possibly notice!
Mel didn’t waste
as much time as she usually did looking over what was available before putting
it in the cart. She just started
grabbing jars from everywhere. One thing
Chad
became quickly sure of, he wasn’t going to run out of baby food anytime
soon. But looking at the baby food also
reminded him that he hadn’t eaten anything yet today. His stomach growled a little in
agreement. He took it as a bad sign that
the sight of baby food should make him hungry!
As they left the
baby food aisle, their cart was noticeably loaded with baby food… and he was
still drinking from his baby bottle – while his maid’s dress called all too
much attention to him. The looks he got
from all too many of the customers kept his face very red with embarrassment.
They were halfway
down the next aisle when Mel’s phone started ringing. She quickly fished it out of her purse. “Hello?”
“Where are you?”
“Derek?”
“Of course! Who else?”
“I don’t
know. We’re grocery shopping.”
“Oh,” Derek
replied somewhat surprised. “I didn’t
think of that. It’s something I don’t do
much myself anymore.”
“In other words,
you eat out all the time.”
“Wouldn’t you?”
“Not that
often!”
“So when will
you be home?”
“We’re almost
done. Are you thinking of coming over?”
“I’m already
there!”
Mel paused for a
moment. “Okay, we’ll try to hurry
up. Give us about fifteen minutes.” She hung up her phone. “We need to get a move on, Sissy. Derek is already home and waiting for
us. And that bottle better be finished
before we get out of here!”
As Mel drove
home, she was a little put off that Derek had shown up uninvited again. Actually, it wasn’t that he had shown up like
that, she kind of considered it sweet.
It showed that he liked her. It
was just his assumption that she would be there waiting for him and would have
nothing better to do. At least he could
have been polite enough to phone first!
Not that it was really a problem.
She couldn’t help
but notice Derek’s big SUV as she pulled into her parking space. And as she and Sissy got out of her car, he
got out of his.
Derek paused as
he walked over to her car. He paused
because the sight of Sissy in his maid’s dress momentarily stopped him. But a moment later he continued on and gave
Mel a small kiss on the cheek to greet her.
“Want some help with that stuff?” he asked.
Mel shook her
head. “No, Sissy can get it.” She led the way up to her apartment, leaving
Sissy to get all the bags.
“So, is your
ballet thing over with now?” Derek asked as soon as they got up to her
apartment.
“You… should
have been there!” Mel replied with a grin.
“It was hysterical!”
Derek couldn’t
imagine anything about ballet being hysterical – even if it was Sissy who was
performing it. “Uh… Let’s just say that dancing, of any sort, is
not my thing.”
“Pity!” Mel
replied. “Just what is your thing, by
the way?”
Derek shrugged. “Work.
What else is there?”
Mel realized that
it was the one thing she already knew about him. He spent most of his time working and did
little else. It was the reason he was
now divorced. “You need to find some
other interests in life. Things that
make you happy.”
Derek
smiled. “You make me happy!”
Mel smiled. “Flattery will get you everywhere!”
Sissy lugged
armload after armload of plastic grocery bags up the steps and into her
apartment. At least she wasn’t making
him carry them one at a time today. In
fact, since Mel and Derek were just sitting in the living room talking, he
wasn’t sure if either of them knew he was even there. As soon as he got everything inside, he
automatically grabbed another baby bottle and started putting everything
away. As he drank from his bottle he
checked the time. What worried him was
that he didn’t think his diaper was as wet as it should be with the amount of time
he had left to be leaking. But then, he
hadn’t really had nearly as much to drink today as he usually did. He took a moment to just drink from his
bottle before continuing to clean up the kitchen.
The other good
thing about drinking from his bottle, was that it helped with his feeling of
hunger. After grocery shopping and now
putting all the food away, he was definitely feeling the lack of
breakfast. He briefly wondered if he
could eat something while they were talking.
Since he was being totally ignored, he finally decided to do just
that. After all, wasn’t it proper for a
maid to not bother her Mistress with trifling details?
“Oh, by the
way,” Derek said as they reached a small lull in their conversation. He reached into his pocket and fished around
for a moment before withdrawing his hand again.
He opened it to display what he had found. Two bent and misshaped cup hooks and a pair
of screw-on earrings with some thin silver chain dangling down. They didn’t look expensive at all. In fact, they looked rather cheap and…
ugly. “Remember my little idea for keeping
Sissy in place on that stand you’ve got in the corner for him?”
“His perch?” Mel
asked.
“You said I
could try it if I wanted.”
Mel
remembered. It was the time that Sissy
had been there so long he had actually fallen asleep right there on his perch,
and his head had turned to the side in the process. She really wasn’t too sure about wanting to
use Derek’s idea, but she decided it couldn’t hurt to let him go ahead and try
it. Besides, since he knew about Sissy
and wasn’t being all that accepting of him, maybe it would be better to let him
have his little bit of fun and try his idea.
But still… A bit hesitantly, she
asked, “Are you sure it won’t hurt him?”
Derek shook his
head. “No. See here, I found these screw on things instead
of the pierced ones you usually wear.
That way with enough effort, they can always slip off of his ears. Besides, with these it won’t matter what
earrings he’s already wearing. He
doesn’t even have to remove them. Just
screw these in place and hook the chains over the cup hooks attached to the
wall, and if I’ve figured this out right, he’s not going to be able to turn his
head much at all. And I doubt he’ll be
going anywhere if you just do something to keep his hands off of them.”
“Like tying them
behind his back.”
“Well… yeah.”
Mel nodded, then
shrugged. “Try it,” she said, giving him
permission. “I’ll go get him.”
Sissy had looked
longingly at the food in the refrigerator as well as the food that Mel had in
her cupboards… the ones that didn’t hold baby food. Did he dare eat something that he knew she
didn’t want him to?
“What are you
doing?” Mel asked as she walked into the kitchen.
Horrified that he
had been caught, he curtseyed. “I’m
hungry,” he replied. “I was just
thinking about eating something so I wouldn’t have to disturb you.”
Mel stopped
before she could say anything else. “Oh
my God! I totally forgot that you hadn’t
eaten!” With a normal servant she
wouldn’t have cared as much. But this was
Sissy, and for now he was her total responsibility. Besides, if she didn’t keep putting liquids
and food into his system, there wouldn’t be enough to keep coming out to cause
his incontinence. And… she simply felt
bad about it. She turned back toward the
living room. “Derek, you’re going to
have to wait a little while on that.
I’ve got to feed Sissy first!”
“What? Why?” Derek asked as he got up from his seat
and headed for the kitchen.
“I haven’t fed
him at all today. He’s hungry! And he’s my responsibility!”
Derek wasn’t at
all sure about her logic, but he did know that she felt strongly about it – for
whatever reason. “Okay,” he
replied. “Do what you have to. This was just an idea I had. It can wait.”
Mel didn’t care if
he could wait or not. She quickly opened
the cupboard where all his baby food was stashed and started pulling jar after
jar out. As she did, she again noticed
that his highchair was missing. “Sissy,
go get your highchair, right now. We
need it!”
Chad was a bit embarrassed by that
– in light of the fact that Derek was there, but he turned and headed for the
door. He went out and walked down to Sandy and Cassie’s
apartment. Where he knocked, hoping that
nobody was home. Unfortunately, Cassie
answered the door fairly quickly. He
curtseyed. “I need the highchair,” he
told her in his sissy voice before curtseying again.
Cassie stood back
to let him in. Chad started to step over the
threshold, but he stopped himself quickly.
Curtsey. “Um… If I go in, then I
have to crawl,” he told her before curtseying again.
“Just go get
it,” Cassie replied with a bit of annoyance.
“And don’t worry about it.”
Chad hurried inside. He found the highchair in the kitchen and
started to pick it up.
“Who is it?” Sandy asked as she came
out of their bedroom.
“Sissy’s just
getting the highchair,” Cassie told her.
“I told him he could walk this time.”
She had said it in such a way that Sandy
knew better than to protest.
Chad lugged the heavy chair outside
as Cassie held the door open for him. He
set the chair down and curtseyed.
“Thanks,” he said sincerely.
“No problem,”
Cassie replied with a hint of a smile.
Chad picked up the heavy chair and
lugged it back toward Mel’s apartment.
As he got close, he saw Derek stick his head out looking for him. “Geez!” Derek said. “You look like you’re going to hurt yourself
with that thing!” He walked all the way
out of the apartment and met Sissy part of the way back. “I’ll carry it for you. You make it look like it weights a ton!”
Chad gratefully set the chair down
and stood back for Derek to grab it. He
had no illusions about how much stronger Derek was than him.
“I’ve seen women
who are stronger!” Derek muttered as he easily picked the thing up and carried
it into Mel’s apartment.
It was
embarrassing, but what could he do? He
simply wasn’t the big strong muscular type!
As he got back to the kitchen, he saw Derek placing the chair right
where it was supposed to be. He also
noticed how much baby food Mel had placed out on the counter. More than usual. He had a bad vision of the day before when
she had made him eat so much he nearly got sick.
There was no
doubt about it. Being placed into his
highchair, having the tray stuck in place, and having a bib tied around his
neck – all in front of Derek was embarrassing.
Even though he was wearing his maid’s dress. Having a plate full of nothing but baby food
mush being set in front of him with only a tiny baby spoon to eat it with was
also embarrassing. The two baby bottles
Mel set on his tray as well didn’t help matters either. He was glad to see though, that while she had
given him more food than usual, it wasn’t nearly as much as she had tried to
make him eat yesterday.
“Since it’s
almost lunchtime,” Mel told him, “I’ve given you more than usual. And two bottles because you’re time’s running
out! And since Derek is here, if he
wants to do the honors to punish you, then I’m going to let him. So I suggest you drink up!”
Chad glanced around at the
clock. She was right! He didn’t have much time left. He grabbed one of the bottles quickly and
started drinking, ignoring the rest of his lunch set in front of him. Leak!
Leak! He had made a big mistake
today in not drinking as many bottles as he needed to. And now he was worried about paying for that
mistake. Leak! Leak!
Mel laced her arm
through Derek’s. “Let’s go back and sit
again. I’m afraid he’s going to be a
while.” She turned her head back toward
Sissy. “Unless he calls to tell me he’s
leaking… which he better!” She led Derek
right back to the living room again, leaving Sissy alone with his lunch and his
bottles.
Chad drank furiously. As hungry as he was, he was far more worried
about being punished than easing a little bit of hunger. Especially since it would be Derek who would
be punishing him. Leak! Leak!
More and more often he turned his head to look at the clock. He knew he was extremely wet, but was he wet
enough to start leaking? That, he wasn’t
too sure of at all.
2 comments:
Ooooh devious! Be more infantile and wet->leak more in return for adult toy privileges!
I really hope skipping his bottles gets him in trouble, I do. Cause she's been very naughty, but if Derek is there, it'll be an extra-scary spanking! So, dunno.
Thanks for the chapter update :)
another wonderful chapter !!! Hopefully Derek will completely Humiliate the sissy. ~~~ sissy pansy
Post a Comment