Masochistic Angel by ImoutoCommissions

Amy has made it clear many times since gaining a physical form as an 
angel that she is a masochist. Day by day, she looks for new ways to 
push those limits, and indulge herself in her love for pain, and Jacob 
is always willing to go along with that. It makes it a lot easier for 
him to not have to worry about her, knowing that she can heal anything, 
no matter what may happen to her, so even if she gets the urge to take 
things "too far," she is always just fine. That being said, he is 
starting to think that there is no such thing as too far for his little 
angel.

Today, she is naked in one of the spare rooms in this house that would 
be much too big for him living on his own. She has golden cuffs on her 
wrists, with thick chains suspending her from the ceiling, and she has 
leather bands on her wings, preventing flight and levitation. There is 
just enough slack in the chains for her feet to touch the floor, but 
only if she stands perfectly straight while she does so.

Amy has no way of telling the time, so she does not know how long she 
has been restrained like this. All she knows is that Jacob made her skip 
her morning pee and drink a lot at breakfast, promising her something 
fun when he got home from work. Since then, she has just been left to 
cope with her bladder filling rapidly, and for some time now, it has 
been absolutely bursting, with Amy unable to keep still, squirming in 
her chains, doing everything that she can to take her mind off of it, 
while trying to keep her weight off her wrists when she wriggles around.

The only distraction that she has throughout the day are her babies 
gliding in to visit her for lunch, and beyond that, she is on her own, 
bouncing from foot to foot, and hoping that her bladder does not give in 
before he gets home. All the while, she is caught up in anticipation, 
wondering what he has in mind for her when he returns, since he was so 
vague about it all. It could be anything, but she has a feeling it will 
not be nearly as fun as he has promised if she is not able to hold it 
until he gets back.

But she feels as if she might go crazy from both the desperation and the 
anticipation, and right when she is certain that she is at the edge of 
her sanity, she hears Jacob enter the house, and start making his way up 
to see her. Amy is writhing by the time he enters the room and says, 
"Hello, I'm home! How's my little angel doing?" First, he pats her on 
the head, which she rather likes, but then, he presses a hand against 
her bladder bulge, rock hard with how full she is.

Whining, Amy cries, "Please, you're going to make my piddle pot pop!"

Jacob chuckles at her reaction and says, "Well, I have a lot in store 
for you this evening! For one thing, I managed to find some fertility 
drugs for you, since you're so eager to have bunches of angel babies!" 
With that, he pinches her nose to tip her head back, so that he can toss 
a few pills in her mouth, before forcing her to wash them down with a 
whole litre of water.

Amy no longer needs to breathe, but she still splutters when he lets go 
of her, being a bit dramatic. At the same time, Jacob brandishes a fly 
swatter at her, saying, "I'm going to have to use this to punish you!"

"No, not that!" she wails, doing her best to put on a terrified 
expression, but it is far too easy to tell that the little masochist is 
excited by the prospect. He circles behind her with it, brushing it 
along one of her cheeks, before pulling it back and bringing it down, 
smack onto her rear. As it strikes her, she lets out a loud yelp.

Jacob begins alternating between her left and right cheeks, swatting her 
on both, while Amy, between her yelps of pain, encourages him and lists 
off things that she has done that he can discipline her for, though he 
knows for a fact that some of them are made up in the heat of the 
moment. "I'm a naughty little angel, because I make messes in the 
kitchen when I cook, and I try to make babies with you, and I break 
things on purpose, and I cause all kinds of trouble! I'm addicted to my 
new big brother's thingie and I'm really, really bad!"

She doesn't really need to make up things, or even list the things that 
she has actually done, to get Jacob to keep punishing her, but he 
appreciates her efforts, finding it adorable the lengths she will go to 
in order to make sure that she is punished to her heart's content, 
always begging him for more, always so eager to have him punish her over 
and over again. He takes his time to make sure that her rear is 
thoroughly reddened, and then begins to move on, taking his punishment 
to other places, swatting up and down the backs of her thighs, while Amy 
starts to list the things she did as a ghost.

"I spied on lots of grown ups to try and learn what they were doing, and 
then when my big brother moved in, I tried to learn how to do those 
things with him, and I would sneak all around, and...and..." The things 
that she says become less coherent, all as she tries to make sense of 
what to say, and while she indulges more in the feeling of pain, running 
out of things to get herself in trouble, with Jacob still never slowing 
his punishment.

He soon switches to swatting her flat chest, as well as her trim tummy, 
moving up and down as he punishes her, down to the front of her thighs 
and then back up, as she struggles to think of things to say, blurting 
out anything that comes to mind, just to keep him swatting her. Soon 
enough, he has directed the brunt of his strikes to her bursting 
bladder, making sure that he puts extra force into those.

Crisscrossing swatter marks all over her, he pushes the swatter between 
her legs and says, "Spread them." She ends up on her tiptoes with her 
legs spread, where he can see her glistening girlhood, able to see just 
how wet she is from her arousal. With that, he brings the swatter up 
between them, and when she cries out, it is halfway from pain, and 
halfway from pleasure, and it leaves her moaning for more.

"Please, swat my naughty twatty some more!" she begs him. He does 
exactly that, and moves around the rest of her body as well, making sure 
that he does not miss anything, giving her all of the physical 
punishment that his masochistic angel desires from him. He spends 
several minutes swatting her like this, until finally, she is left 
hanging limply in her chains, doing her best to catch her breath, while 
Jacob goes to get something else that he brought for her surprise.

"Now, here's what we're going to do next," he says, as he holds up a 
needle, with a whole package of them. Her eyes widen when she sees it- 
it is a thick needle, meant to be used with yarn, and very sharp, so 
that it can penetrate the thickest of fabric. And as he moves back over 
to her and takes one of her nipples between his thumb and forefinger, 
rolling it between his fingertips, he makes it rather clear what he 
plans to do with them, all without having to say a single word.

"No, no, not that! Don't do that!" she cries, her voice distressed as 
she begs him, but she is squirming in excitement, and her facial 
expression does not match her tone of voice. No matter how hard she 
tries to act like she hates such things, she is never that good of an 
actress, and always gives away her excitement either way, her masochism 
on full display.

She continues to beg him to stop, to wait, while her body gives off the 
opposite message, as Jacob manages to force a needle through her nipple, 
causing her to let out a sharp scream of pain. However, there is no 
blood resulting from the wound, and he withdraws his hands, so that he 
can get another needle from the package. Amy is too dazed now to keep up 
begging him to stop, but she is soon screaming again, as he does the 
exact same to her other nipple, both pierced horizontally by the pair of 
needles.

Like this, he is able to hook his middle finger and index finger around 
either side of both needles, and then, when he twists it, he twists her 
nipple as well, and Amy screams out, eyes rolling back in her head. Now, 
she is not even trying to pretend that she does not want it, and between 
her screams of pain, she moans out encouragement, begging him to 
continue the abuse.

"Twist them, twist them!" she begs. "Harder, do it harder! Hurt my 
nippies, twist them hard, twist them so hard that they pop right off!" 
He does not quite give into her more extreme demands, but he does keep 
it up for a bit, just to indulge her, before giving her a chance to 
recover.

However, while he lets her nipple piercings recover, he gets down in 
front of her to pinch at her clit, making his new intentions very clear 
to her. Taking a third needle, he menacingly points the tip toward her 
clit, and Amy tries to keep up her act of not being very much into the 
torture that he inflicts on her, and she moans out, "No, no, don't stick 
that needle in my bud! Please, don't stick it in there, whatever you 
do!"

Naturally, he ignores her pleas, and she does not really mean it anyway, 
and as he forces it into her clit, pushing it deep as she lets out an 
ear piercing scream of both pain and pleasure, sent into the convulsions 
of an intense, gushing orgasm that leaves her writhing after, multiple 
orgasms wracking her form as the pain does not end, with Jacob twisting 
the needle by the eyelet, digging it into her clit in order to sustain 
this feeling. Jacob keeps this up until he decides that she has had 
enough, wanting to give her another chance to recover.

By the time she has had a chance to rest up from all of that, the 
swatter marks have begun to heal up, leaving her rear completely 
unblemished, as if it never happened at all. For the next level of 
torture, he goes down to the kitchen, returning with potato mashers that 
have been heating up in boiling water, so hot that the first time he 
presses one of them to her buttcheek, she lets out a sharp cry as it 
sears into her flesh. When Jacob pulls it back, there is a waffle 
pattern left behind.

He is quick to use a second masher on the other cheek, so that he can 
burn it in much the same way, and Amy is left writhing from the painful 
pleasure of having her skin burned. Jacob gives an open palmed slap to 
each before commenting, "They're almost like little waffle looking cutie 
marks from that show you like to watch, aren't they?"

With that fun out of the way, it is time to turn his attention to the 
most important matter of the evening, what she has been waiting for all 
day. "Show me your bladder and your kidneys," he orders her, and skin 
turns transparent, letting him see the organs he desires. "And make sure 
I can touch your bladder as well." As soon as he has added that, he 
reaches forward, his hand able to pass through into her so easily, 
allowing him to grab hold of her bladder and make her wince at the 
contact. Like this, it is easy for him to play with it like an 
overfilled water balloon, squeezing it in his hand, feeling how the 
liquid inside is just straining to get free, why Amy whimpers and 
whines, squirming uncontrollably as she tries to fight off the desperate 
urge to let it all go right now- though neither are sure if she would be 
able to with the way he is handling her.

As he holds her bladder steady, he gets a third potato masher, but this 
one was not held in boiling water- instead, it had sat in ice water, so 
when he presses it right against her bladder, she is overwhelmed by the 
cold of it all, no doubt increasing her desperation. However, as Amy is 
left shivering, she voices a genuine complaint, rather than her usual 
act of not enjoying something.

"I don't like that," she whines. "I hate being cold, you know 
that...cold feelings just remind me of...remind me of..." She trails 
off, but there is no need for her to finish her sentence for Jacob to 
understand what she is trying to say. For half a century, she was left 
in perpetual cold due to her ghostly form, stuck feeling the same freeze 
she felt the winter night that she died, and the only warmth that could 
ever be found was in his embrace.

He probably should have thought about that before, but he was just 
excited to see if she was into temperature play and how it would effect 
her desperation. "I'm very sorry, I didn't consider that and I should 
have," he says sincerely, hoping that his thoughtlessness will not ruin 
the fun that they have had so far, and that he has planned for her.

"I forgive you," she says, "but you'd better keep going and give me lots 
more fun to make sure that I don't get mad all over again!" He is 
relieved to see that she is just as enthusiastic as ever before. Now, he 
cuffs her ankles, and attaches those cuffs to chains that attach her to 
the ceiling as well, while allowing the chains on her arms a little more 
slack, moving her so that she is hovering and reclining, face and pelvis 
both at waist level with Jacob.

He goes to stand behind her, so that he can take advantage of this 
position by making her tilt her head back. This way, he can push his 
cock past her lips and start fucking that cute mouth of hers, her jaw 
barely able to handle just how much his girth has been enhanced due to 
their repeated fucking, and her angelic abilities. But since she does 
not need to breathe, he also does not need to worry about going easy on 
her as he forces it all the way into her mouth, forcing it all the way 
down her throat, while she makes exaggerated gagging sounds, all as a 
part of keeping up with the illusion of being tortured.

It is not long before he has begun roughly thrusting down her throat, 
moaning as he takes full advantage of this position, using her to his 
heart's content to get himself off. After he has had this going for a 
little while, he reaches his hands down to grab hold of her nipple 
piercings, twisting the needles again for another round of torture, so 
that he can make her throat vibrate around his cock as she attempts to 
scream out in agony, giving him delighted shudders of pleasure.

The harder he twists, the more she moans and screams around him, the 
sound getting trapped in her throat, and he watches her go to absolute 
pieces just like this, indulging in this for a while before he speaks up 
to say, "Show me your stomach."

She does as she is told, just in time for him to give into his pleasure 
and unleash a massive load, enough to take her stomach from completely 
empty to full enough to have a stomach ache, flooding her with his seed, 
and even as he starts to pull out, she is left sputtering and spitting 
it up, and there is still a little bit left to splatter her face. The 
more they do this, the more intense his orgasms become, and he gives her 
so much that she can hardly handle it, but that's exactly what she 
wants.

Now, he moves between her legs, so that he can wiggle the needle in her 
clit a little more, causing her to writhe in the pain and pleasure, 
before he suddenly yanks it right out. Before Amy can recover from any 
of this, he has thrust forward, slamming inside of her pussy and popping 
her cherry all in one go. Once he is buried inside of her, she is left 
screaming, unable to think or speak, with Jacob so big that he would 
challenge anyone, let alone a tiny angel who heals back to the state of 
virginity every time that he is done with her.

But she loves it all so much, loves every second that she gets to spend 
in pain because of him. He is still not sure how she turned into such a 
little masochist, even after the novelty of pain wore off, but he also 
can't fathom not being able to feel much of anything for as long as she 
did, so it is more than he can wrap his head around. Besides, she may 
have always been destined to turn out this much of a slut for pain, no 
matter where her life had taken her.

He begins fucking her pussy even harder than he fucked her face, and Amy 
is left screaming out her encouragements for him, barely able to find 
her voice, but still finding a way to keep begging him for more. At 
first, she starts with crying out things like, "Yes, fill my kitty with 
your cream!" but quickly escalates to full on vulgarity, saying words 
that she once would have considered too dirty to ever let past her lips, 
but he has managed to corrupt not only a little girl, but an angel, at 
that.

"Fuck me! Fuck me harder, give me lots more babies!" she whines for him, 
and Jacob is more than eager to comply, and give her everything that she 
wants. That is why he does not slow down, knowing that the rough way he 
fucks her is all she needs to get off, needing only pain for her 
pleasure, and wanting him to focus on getting himself off more than 
anything else, so that he will be able to fill her right up, and surely 
knock her up like she wants.

"Knock me up!" she begs him. "Give me so many babies my angel belly gets 
too big for me to move!" As she speaks, she exposes her womb and her 
ovaries to him, not even needing him to tell her to do that, because she 
wants so badly for him to play with her like that. Jacob reaches through 
to comply, gently fondling her ovaries in his hands, a sharp contrast to 
the rough way that he is fucking her, and she gasps and moans from the 
added stimulation, until she is soon begging, "Squish my squishies!"

"Now, I can't do that," he replies, his voice even and reasonable 
despite the strain all of this is putting on him. "That's where your 
eggs come from, so if I did that, I wouldn't be able to put any angel 
babies in your belly tonight." As he says that, he does give her a light 
squeeze, not enough to really hurt her, but at least something like what 
she wants, before pulling them so that her "stringies" are pulled taut, 
where he is then able to pluck at them like guitar strings, making her 
eyes roll back in her head as she cries out.

Teasing her like this is fun, but there is not much more he can do 
before he completely loses himself. She is so perfectly tight around 
him, and he can see just how big he is, how he is much too big for her, 
and he is unable to hold back as he gives into his pleasure, exploding 
inside of her with his climax. With another massive load pumped into 
her, she is quickly filled and overfilled by his seed, her womb 
expanding so much to try and fit it all, with a little bit already 
leaking out around his cock. Jacob is left panting as he tries to 
recover from this climax, hoping that that was enough to knock her up, 
but certain that they are going to achieve it soon either way.

Just to be on the safe side, he is careful as he pulls out to make sure 
that she does not leak too much, and undoes the cuffs around her wrists, 
shortening the slack on her ankle chains, until she is dangling upside 
down, forced into a handstand, all to make sure that she does not leak 
any of his come out of her bloated womb, swollen about as much as her 
bursting bladder is by now.

With that in mind, he remembers that he needs to check on that. First, 
however, he goes to get the needle, working it back into her clit, her 
dazed whimpers quickly turning to screams as she revels in the fresh 
burst of pain that it causes, having nearly already healed up from 
having it removed. Once he has that secured in place, driven deep into 
her clit, he gets a vibrator, turning it up as he works it into her 
pussy, still so tight, probably already returned to a virginal state, so 
that he leaves his little angel writhing and moaning in pleasure.

Finally, he puts a hand to her bladder to feel just how much she is 
holding right now, stunned by just how hard it feels, and how swollen it 
has become. He had checked when he first got home, but it is clear that 
the water he made her drink when she took her pills has hit her now, and 
is making it that much worse for her. He knows that Amy is not going to 
be able to hold it for much longer, and that makes him want to torture 
her that much more, and see what she can handle.

He reaches down to pluck a feather from either of her wings, still bound 
so that she is unable to use them, and she winces a bit at the sudden, 
pinching pain, though it is hardly anything compared to the pain that 
she has endured already during this session. What he has in mind now is 
not the painful sort of torture, though; however, it will definitely 
cause her some level of pain, as it puts additional strain on her 
bladder, already stressed so much that it is a wonder that she is able 
to hold back at all.

On either side of her, he is able to use the feathers to tickle her, 
starting at her hips and working his way down, as she begins squirming 
and thrashing in her bonds, squealing with laughter, so breathless that 
she can't properly protest, though he knows that is not for lack of 
trying. It is adorable, watching her struggle like this, laughing too 
hard to express how much it hurts her to be tickled like this in her 
current state, and beneath all of that pain and protest, there is still 
pleasure, because she loves that pain more than anything.

Jacob keeps up the tickle torture for a while, just to keep her 
screaming for him, howling with laughter while she tries to warn him 
about her impending accident. Even though she is not able to properly 
get it out, he knows exactly what it is that she is trying to say, but 
she manages to surprise both of them by keeping it all in, not even 
leaking, despite how strong the temptation may be, and despite how her 
bladder must be absolutely straining right now, wanting so badly to 
empty out.

The fact that she can handle herself so well is proof of how much 
practice she has had at this, and since she does not need to breathe, he 
does not have to worry about her getting too out of breath from all of 
her gasping laughter. Finally, though, he does slow to a stop, letting 
her giggle as she tries to recover from all of the tickling, still 
writhing in her desperation, and still trying to find the words to speak 
to him.

"You almost made me pee!" she finally whines, once she regains her 
voice. "You know I'm about to burst, you made me hold it all day!"

"I know, I know," he says, putting on a fake voice of sympathy. He knows 
exactly what he has done, and she knows just as well as he does that he 
does not actually feel any remorse for that. Even so, he acts as if he 
is showing her mercy as he says, "Well, don't worry, I'm going to let 
you empty your bladder now. You did a good job holding it for me all 
day, just like I asked you to, so there's no need for me to make you 
keep waiting."

Amy seems as if she is waiting for him to get her down, but instead, he 
goes to get yet another device he prepared for this occasion. As soon as 
she sees the catheter, she knows that things are not what she is 
expecting, but she is stunned when she realizes that it is connected to 
a long tube that ends in a mouth piece. Jacob secures that piece along 
her mouth, and once she is all set up, there is nothing she can do to 
stop him from using a pump to empty her bladder, her urine flowing into 
the tube, and going straight into her mouth.

Of course, she finds the taste of her own urine just as nice as Jacob 
always has, but there certainly is a lot of it for her to drink down, 
and with the way things are currently set up, she has no choice but to 
finish it all, swallowing it all down. She has been holding a lot all 
day, and even though it feels absolutely amazing to finally be able to 
empty her overfull bladder, she knows that it is not accomplishing much, 
because every bit that she drinks down is going to have to come back out 
soon enough.

And so, she can't help but shiver in anticipation, thinking about how 
quickly this is all going to find its way back to her bladder, and how 
soon she is going to be desperate all over again. She has a feeling that 
even then, Jacob is not going to make things easy for her, and of 
course, she looks forward to seeing what happens at that time. For now, 
though, she can at least enjoy the bliss of finally being able to empty 
out, swallowing down the last of her stored up pee.

Once she is done drinking that, Jacob finally lets her down, completely 
freeing her from the bonds that she has been trapped in all day. He 
scoops her up, carrying her bridal style as he says, "After all that 
excitement, I think a bath is in order."

Normally, the two might get up to all kinds of trouble, sharing a bath 
together, today is an exception to that, with both having had plenty of 
excitement to last the day. Instead, they simply enjoy their time in the 
bath, with Amy finally getting to relax as her big brother helps her get 
cleaned up. After that, the babies enjoy their dinner, drinking from 
Amy's breasts, and Amy and Jacob order pizza to satisfy their own 
hunger, since both are far too worn out to even think about cooking 
anything.

Not long after they have finished eating, when it is getting close to 
time for the two of them to start getting ready for bed, all that she 
has had to drink hits her bladder- again. Her desperation returns with a 
vengeance, hitting her all at once and making her wince with the 
intensity of it all, her sudden need to pee severe.

Immediately, she breaks out into a full potty dance, hands jammed 
between her legs as she squirms and hops from foot to foot, making her 
predicament clear to Jacob at a glance. She has just been dressed in a 
nightie to get ready for bed, and Jacob intends to go to bed just like 
they planned, ignoring the way she starts whining about how she needs to 
go right away.

"It's time for bed, so you're not allowed to go anywhere near the toilet 
until morning," he tells her, scooping her up so that he can take her to 
bed.

"But I'm going to wet the bed!" she whines, knowing that must be true. 
She already feels like she could wet herself at any moment, so how can 
he expect her to hold it all night long? Her bladder may be able to take 
a lot, but she is sure that there is no way she can last that long.

Jacob seems to think otherwise, and tells her, "If you wake up with 
piddly panties, then I'm not going to give you your morning creampie."

"But that's not fair!" Amy protests, though now she has a greater 
incentive to try and do the impossible.