TorBound's Bondage Tales

Emmy’s Bad Babysitting

Emmy was chilly as he stood outside the Tefish residence, he was late and had run all the way here from the gym.
‘ahhh late again, Mrs. Tefish will kill me!’
He stood in front of the large red front door shivering and sweating, Emmy was wearing his gym clothes of course; a plain white tank top that sat loosely on his feminine frame, a pair of brand new sky blue Asics on his feet and covering his shapely legs were the tightest pair of compression pants you could imagine- pastel pink with a white line down either leg. These trousers held everything perfectly in place and rode well up into Emmy’s butt making for a great show from behind and a cute little bulge up front. Emmy was of course totally oblivious to all the lusty stares his huge ass got at the gym.

With all the courage of a complete coward Emmy knocked lightly upon the big red door, bracing himself for the tongue lashing Mrs Tefish was sure to give him. He waited a few seconds and then heard footsteps move toward the door.
‘Bloody hell im in for it now’
thought Emmy. The door swung open with less speed than Emmy was expecting, he was greeted by the warm smile of Mr. Tefish
‘Emmerson! lovely to see you young lad’
Mr. Tefish’s smile faded only a tad but his kind voice portrayed no discontent
‘A tad late aren’t we?’
He pointed to the fancy watch on his tanned and muscled arm, 9:17PM it read. Emmy of course went bright red and his posture changed to that of a cornered animal, his feet kept moving on the spot, his legs rubbed together and his arms were crossed, hiding his torso as he squirmed on the spot
‘Y-yes! Um Um, im REALLY sorry Mr Tefish it was just gym was crazy busy- and I lost my jeans so i had to wear my gym trousers- and im super sorry sir, sorry!’
Emmy spluttered out his frantic excuse whilst Mr Tefish just stood there smiling without even a shadow of annoyance, he gave a little chuck and put his hand on Emmy’s bare shoulder
‘Hey now young lad, don’t worry about it!’
Emmy felt Mr Tefish squeeze his shoulder gently and rub him slightly
‘I get it, you were stressed out, that’s fine we all make mistakes lad. Don’t worry about your clothes either, I think you look great!’
Mr Tefish patted Emmy’s shoulder and removed his hand
‘Hows about giving us a twirl? Show off that gym physique?’
Emmy smiled broadly, he loved to show off, especially to Mr Tefish, he was always so nice to Emmy and all he ever asked for was to see Emmy’s gym progress, Emmy followed the command. He stretched his arms out above him to their full extent and locked his hands together this caused his tank top to ride above his belly and expose his delicately muscled midriff and the upper parts of his hips where the top of his butt was barely just showing. he stood on his tiptoes and then proceeded with a slowish spin. Mr Tefish responded with private glee as, unbeknownst to Emmy, he oogled the boy’s shapely rear under his tight compression pants.
‘Wowie aren’t you getting fit and healthy. Okey-dokey come in and settle down I’ll put the boys to bed’
And with that Mr Tefish put his strong around Emmy and drew him into the house firmly but without forcing him.

Mr Tefish was escorting Emmy to the living room and was about halfway there when Emmy grew curious enough to ask what had been bothering him.
‘So is Mrs. Tefish around?’
Mr Tefish stopped and looked at the young man bearing his arm, he chortled softly.
‘Ohoho afraid of the old battleaxe are we?’
Emmy’s face went cherry red and he stared at the floor
‘Err Y-yes, sir…’
Mr Tefish clicked his tongue with faux annoyance
‘Oh young Emmerson my lad, you don’t need to worry about her spanking you silly again, she’s out of town for the week!’
Emmy was very pleasantly surprised. Mrs Tefish was notorious to Emmy was not only always being in a foul mood but also taking that foul mood out on Emmy’s fat ass with usually no less than 100 spanks. The fact Emmy was a 22 year old babysitter under her pay made no difference to Mrs Tefish.
‘If you don’t get disciplined you will never learn’
she had always said, as Emmy had been bent over her knee trousers down and on the verge of tears, butt as red as his face. Emmy was too gormless to consider that this was extremely odd and inappropriate behavior, he had just accepted it as the way his employers operated.

Mr Tefish patted Emmy on the chest where his hand lay with his arm cradling the back of Emmy’s neck.
‘Hello, Earth to Emmerson! Are you having Vietnam flashbacks or something?’
Emmy snapped out of his dark reminiscences.
‘Uh no sir! not at all!’
Once more Mr Tefish chuckled
‘My dear lad you are always so formal and such an awful liar, please call me Harry, you can get comfortable with me cant ya?’
Mr Tefish gave Emmy a friendly squeeze
‘Of course, uh, Harry, sir’
Mr Tefish began walking again
‘Well close enough i guess haha’

Mr Tefish and Emmy reached the living room. It was comfy but spacious oblong that had soothing cream walls with dark wooden skirting boards, old photos, newer canvases and random paintings dotted the walls. great big green curtains shrouded the huge bay window that spanned the length of the room on one side. Two couches, both brown leather with built in recliners, sat against walls and behind a smallish coffee table of a Turkish design. Underneath the table sat a shaggy burgundy rug and in front of the coffee table was a great big HD telly. The carpet was a lighter shade of cream and felt very cozy with its slight floral pattern in very very faded lime.

Mr Tefish spoke first:
‘Home sweet home, make yourself cozy lad, Ill sort the boys out, though i reckon they’ll get back up and bother you at some point.’
Mr Tefish sounded a bit annoyed but also somewhat distant
‘They have this brand new game since you were last over, they have been getting in big trouble for it at school, don’t say I didn’t warn you lad!’
And with that Mr Tefish walked off to attend his kids leaving Emmy to mull his words over.
‘A game that’s getting them in trouble, i wonder what that might mean’
Emmy thought to himself briefly before collapsing onto the great big brown couch and getting super comfy, he grabbed the remote and out on an Attenborough documentary about the deep ocean. He sat there stretched out on the couch, legs crossed with and arm behind his head resting on the arm of the couch, his other arm was resting on top of his body with his hand resting on the flank of his soft bum.

It wasn’t long til Mr Tefish could be heard returning from the boys rooms he soon reached the loving room and rounded the corner to see Emmy relaxing, he quietly admired the boy’s figure from the side
‘I’m glad you’ve settled down lad, as i said I’ve put them to bed but they’ll probably be back up soon, don’t let them get over excited, ill be back by 1AM, have a good evening’
Emmy sat upright respectfully
‘Yes of course sir, ill get them back to bed if they get up, enjoy your evening too!’
Mr Tefish gave a heart smile and began walking to the door, he paused.
‘Oh and don’t get drawn into their silly bloody game, trust me.’
then the door open and slammed closed and Mr Tefish was gone.
Emmy thought about this for a while
‘What is this game? aren’t they too old for games’ once again Emmy found it easy to perish the thought after 10 mins or so and got back into the evenings telly watching and chatting away on Grindr and Snapchat

It was about half an hour later at about 9:50 when Emmy began to hear movement upstairs, it was certainly the boys heading downstairs. Emmy switched off the telly and closed his phone, he had just secured a date with some hot dude and his car; Emmy had planned to skive on tonight’s babysitting and come back in time for 1AM. It seemed like that plan was destined to fall apart and Emmy would have to cancel. He decided he would deal with the boys and let his date know after.

It took 30 seconds for the boys to reach the living room. They rounded the corner quickly and both smiled deviously at Emmy with their freckled faces.
‘Hey Pudgeybutt!’
Said Benny, the younger of the two boys. his brother gave him a shove
‘Hey can that Benny, Emmy won’t play the game if you tease him’
It was James who said this, he did seem more sensible recently and more considerate of Emmy.
Emmy smiled at them and sat up.
‘Hey boys! I’ll ignore the comment Benny, you two both know your supposed to be in bed right?’

The boys both made their displeasure known with an over-exaggerated sigh and loose flailing of their arms

“Psh what a load of rubbish”

said Benny with fervour

“You know we are 16 and 17 now, we should get to stay up later! its only fair! Just because mum is a psycho control freak, were old enough to drive arent we?”

before Emmy could respond, James cut in.
‘He’s right you know Emmy, besides we wont go to bed before we’ve played The Game!’

Emmy was getting somewhat annoyed now, he had to know what on Earth this game was.
‘Alright calm down boys, whats this game you’re on about, aren’t you guys too old for games? I remember we used to play Cops’n’Robbers and Damsel in Distress but that was when u guys were little tiddlers and i was a teenager. You may be old enough to legally drive and… do other things. But you aren’t in charge and I am!’

The boys looked at each other mischievously. James spoke up

‘Well we aren’t too old for this game, its great, we’ve been playing it with some of the girls and boys at school but they kept telling the teachers after and we got in trouble, so now we are dying to play it but we don’t want to get in trouble again’

James sounded reasonable even as a hint that he was saying far less than the whole story leaked through his words, Benny cut in.

‘Please, please, please play with us Emmy we promise we’ll go straight to bed after!’

Benny had full puppy dog eyes activated with his cute locks of ginger hair making look like a pleading angel. James looked far more stoic as he had already begun puberty and it had hit him like an extremely handsome truck. he had already reach Emmy’s height and his ginger hair had become a bit darker, he really was starting to look like his father, including the bulking out of his muscles. Emmy studied the boys faces for a while longer and shrugged with a nonchalant smile

‘Okay its a definite maybe, if it will get you two off to bed.’

The boys practically jumped in glee as they high-fived each other and said in unison

‘Thanks Emmy!’

Emmy doubled his smile being genuinely pleased with how happy he had made the boys. Benny was 16 now but still a bit slow. James on the other hand was nearly a man grown, he was definitely putting the boy act on.

‘Okay okay calm down and tell me about the game’

Benny gave James a sideways look as they stood there in their pajamas. James began to explain.

‘So the game is called Interrogation, I invented it and me and Benny started playing it like a week ago’

Emmy nodded along and frowned at the name, James went on.

‘So to play the game you need Interrogators and the Interrogated, Me and Benny always play the Interrogators so if its not too much to ask we would like you to be the interrogated, okay?’

Emmy seemed nonplussed as the game had already began to sound very familiar already

‘So it’s cops and robbers and you’re gonna arrest me right?’

Benny shook his head vigorously at this
‘Nah-uh, this game is way different because we don’t chase you or anything, tell him James!’

Benny tugged on James’ sleeve, he replied quickly, freeing his sleeve from his little brother

‘Yeah yeah alright. As Benny said there’s no chasing in this game, its more of like a mind game sorta, so basically we decide on a question we want answered and then try our best to convince you to tell us!’

James sounded very enthusiastic but it still struck Emmy as odd that James would play such a juvenile game, he had been so mature recently, he frowned again and spoke.

‘Okay so basically its like Truths but you have to try and get the answer out of me?’

James and Benny both smiled

‘Bingo’

said James

‘Does that sound alright, we can play for a little while and see if you like it yeah?’

James’ maturity in offering his babysitter an out was not lost on Emmy, he appreciated that, it was probably why he agreed to play.

‘Alright fine, I’ll play!’

The boys seemed as Benny jumped around ecstatic and James was struck with a massive smile.

‘Okay okay there a few props we play with do you mind if we grab them’

Emmy didn’t think anything of this assuming they were probably gonna get some costume police hata from their room

‘Yeah go ahead boys, I’ll be here, don’t take ages!’

the boys had already turned to run upstairs from the word ‘yeah’, they both yelled back in unison

‘Be right back!’

It took a suspiciously long time for the boys to return, 6 mins by Emmy’s reckoning, he had been listening to them move upstairs but they didn’t seem to have gone into their room, instead it sounded a lot like they were in their parents room, which Emmy thought was odd but he decided he was mishearing.
The boys dashed back down the stairs and ran headlong into the living room. both their hands and arms were absolutely loaded was loops and loops of pale brown rope, scarves, socks and what appeared to be panties and sheer stockings. Emmy was very taken aback

‘Boys what the hell is all this stuff!’

Benny began to reply but James put his hand over his brother’s mouth to shut him up. he spoke in his stead

‘Oh this is all laundry, we only wanted to use a little bit of rope on your hands and feet so that it looked like a real interrogation you know, otherwise it would just be us talking and that wouldn’t be Interrogation at all!

Emmy felt a twinge of foreboding way in the back of his mind, unfortunately for Emmy he decided to ignore it, instead being satisfied that all he had to do was say he didn’t like the game as soon as it started and the boys would bugger off.

‘Yeah that does make sense, so where should i sit?’

James sighed with relief which Emmy didn’t pick up on and responded with mischief in his voice.

‘You don’t have to move anywhere, I’m a scout so i can put the rope on without hurting you and then we can start!’

Emmy was happy with this, there had been far too many times he had been literally smothered in rope that dug into every orifice, he was glad this was just a kids game. Without any further ado James picked up the pile of ropes and moved over to Emmy whilst Benny seemed to be struggling to contain himself as he fiddled with something out of sight underneath the pile of clothes. Emmy soon forgot about him.

James set to work with the ropes as he started looping it loosely around Emmy’s wrists as they lay on Emmy’s lap sat down as he was on the couch. James made 3 quick turns over both of Emmy’s wrists and in between, he then drove a length of rope through the middle, looped it and then pulled it taught into a neat little knot, Emmy moved his wrists about and was shocked with how absolutely secure they were, he couldn’t move his wrists even a millimetre from where James intended

‘Wow you are really good at this’

said Emmy with genuine enthusiasm, James smiled as his cheeks flushed red ever so slightly

‘Ah thanks Emmy, I’m not doing it so tight, you have really nice soft skin and I don’t want to leave marks’

This made Emmy skip a beat

‘was that a compliment?’

Emmy thought to himself when another thought drove the first away

‘wait a sec ‘not so tight’ of this isn’t tight i wonder how much tighter he could possibly go?’

Emmy was busy think when James spoke again

‘Okay im done with your hands, do you mind if I take your shoes off so i can do your ankles, Benny wont be happy otherwise’

Emmy felt a bit hesitant but had already decided he would see this out for a bit at least.

‘Yeah that’s fine just leave my socks on okay?’

‘Got it’

Said James as he crouched down with a new bundle of rope. he delicately took of Emmy’s trainers but seemed to linger ever so slightly afterwards, moments before Emmy was going to comment James started tying. Once again he made 3 turns around both ankles and through the middle, he drove the end through, looped it and tied it off exactly like the first.
‘There all done, wiggle your feet so i know I haven’t cut off circulation’
Emmy did so, feeling odd at following an order from a teenager. He wiggled his socked feet and toes, and felt no discomfort whatsoever, it was however the same as before, Emmy’s ankles weren’t going anywhere fast.

Benny piped up suddenly

‘Hurry up! i wanna start now!’

James made a grumpy noise

‘Chill out Benny, we’ll start right away I just have to tell Emmy the rules yeah?’

Benny pouted

‘Fine just hurry!’

James turned back to Emmy was was bound on the couch but otherwise quite comfortable

‘Okay so as you heard i’ll let you know the rules, basically Benny has us stay in character the whole time as Interrogators, that means we’ll pretend we don’t know you and stuff and be like fake nasty, it helps Benny get into it, you don’t have to be super in character though so don’t worry, does that seem fine Emmy?’

Emmy thought that playing make believe was a bit silly but he sensed something from James that could have been anticipation or maybe embarrassment which made Emmy believe it really was for Benny’s benefit.

‘Yeah that’s all good”

James smiled wryly

‘Good, we’ll walk out and when we come back in we’ll be in character, don’t expect us to drop the act until 10 mins are up, see you soon’

Emmy nodded and the brothers ran out.

Maybe 20 seconds Emmy heard the boys come in and noticed as the bright room light was set to dim orange which made the room seem foreign uncomfortable. Emmy saw the boys turn the corner, both their faces as stern as steel, they began the act and spoke as they approached Emmy

‘Suspect name?’

said James

‘Emmerson, Chief Inspector’

Replied Benny

‘He was brought in for stealing sweets!’

“Sweets? what a sickening crime’

said James without a hint of sarcasm, he went on.

‘Did the suspect have any items on his person?’

‘Yes Chief Inspector, this phone’

Benny drew Emmy’s actual phone from his pajama pocket and waved it about. Emmy’s eyes went wide and he dropped the act

‘Hey you shouldn’t be touching that, that’s got personal stuff on it’

Emmy moved to grab it and forgot about his binds, he nearly fell straight to the floor but James caught him and sat him back upright, Emmy felt how strong James was then and it surprised him, James whispered in his ear

‘Just go along with it, its only ten minutes and then me and Benny will go to bed’

Emmy was somewhat miffed but nodded and went back to silence. James regained composure and continued the act
‘Suspect seems highly agitated at sight of personal device, thoughts Detective Benny?’
Benny turned the phone in his hand pretending to inspect it

‘Well he must have something pretty damning on here if he’s that annoyed’

‘Excellent deduction my young partner, so course of action?’

Benny thought for a moment and then got it

‘Course of action… Oh! Interrogate the suspect and get his password off him’

James patted Benny on the back

‘You surpass yourself detective, very good’.

Emmy however was not happy in the slightest he saw what was going on and he decided this game was over

‘Boys that’s way too far, we’re stopping now and you,’re going to bed’

Emmy sounded as stern as he could with his delicate girly voice.
Benny looked furious

‘You promised!’

Emmy grew more annoyed and decided to let Benny down gently

‘Yes bu-MMMPHFF’

however before he could get more than a few words out, James clasped his hand roughly over Emmy’s mouth, effectively muffling him and making him jump. this was way over the top and Emmy began to shout, but all that game out was muffled sounds of anger between James’ vice like fingers. Emmt wiggled and fidgeted by James used his second hand to pull Emmy’s wrists above his head and to the top back of the couch making sure Emmy could move only his legs and nothing else. James spoke up

‘Detective, Suspect is highly enraged please retrieve the silencing equipment so we may proceed’

Benny smiled

‘Right away Chief’

with that Benny shuffled off to the pile of laundry and grabbed some pairs of his mum’s panties, lavender, pink and red, he also grabbed some rugby socks 7 inches long and about 3 inches wide at all points. he took the items over to his suspect.

‘Please apply pressure to the suspects nose detective’

said James

‘Right away Chief!’

replied Benny with a chirp, he dropped the pile next to Emmy and placed his hand over Emmy’s nose and clamped it shut. Naturally this freaked Emmy out a lot and he got far louder and struggled far more vigourously. Suddenly, James removed his hand and Emmy automatically took a huge gulp pf air. As soon as he opened his mouth however James was ready with the bundled panties and shoved them deep into Emmy’s mouth filling it up to the corners with the excess sticking out. Emmy nearly choked with surprise but before he could spit out the panties James was back again with rugby sock in hand. In a single movement James help either end of the sock and drove the ends around either side of Emmy’s head so middle was driven harshly into Emmy’s mouth and tying it off at the back very tightly. This formed a strong cleave-gag that already partially covered his lips with how thick the sock was. Wanting to make sure no panties fell out the minuscule gaps, James grabbed the other sock and laid it precisely over Emmy’s mouth so it covered just below his nose to the bottom of his chin, he tied this off at the back so it crossed over the other knot and he tied it just as tight.

The brothers stepped back and admired their work for a moment, Emmy was still struggling but he calmed down a little as the boys had stopped cramming things in his mouth James quickly got back into character

‘Suspect is secure, proceed with interrogation plan T’

Benny beamed a smile at these words.

‘At once Chief!’

Benny collapsed into a kneeling position next to Emmy’s feet and held his legs firmly under his armpit so he was facing away from Emmy with the babysitter’s feet in his lap, he sat still and James spoke.

‘Okay crook, we can do this the easy way’

he paused for affect

‘Or we can do this the hard way’

He tapped his little brother and at once Benny ripped off Emmy’s socks and began to tickle his feet mercilessly. as soon as finger touched sole Emmy screamed through his gag and bucked like a horse, he hated being tickled, even by accident. he had less than zero tolerance for it. His reaction was so shockingly vigourous that Benny ceased for a moment. James spoke

‘Well well well, this may be far easier than i thought. here’s the deal crook, you tell me the password to this phone quickly or my junior officer here will attack those sensitive soles of yours, i assure you he wont go easy on you just because you’re pretty’

James stumbled on his words a bit and went somewhat red

‘Uh pretty good record, you have a pretty good record’

James regained composure but Emmy hadn’t missed that, did James fancy him? is that what this was all about, some kind of boyhood fantasy. Emmy then realized something horrible:

‘If he gets into my phone and finds out i have a date there’s no telling what he’ll do!’

Emmy knew now ge could not give up his password no matter what. He just had to hold out til 10:30 when his date was coming to pick him up.
James read into Emmy’s silence and figured there was something going on, he was gonna get into Emmy’s phone. he wanted so badly to see Emmy’s gallery of lewd selfies after having caught him taking one once. A treasure trove like that was all important to a lusting teenager like James. Benny was there for fun.

‘So let’s start with the first number, show me on your fingers’
Emmy ignored this order and stared right into James’ eyes trying his best to give a chastising look, James was undeterred

‘Detective, 10 seconds please’

,’Yes boss’

Benny’s fingers sprang to life and ran over Emmy’s feet like a hundred electric spiders. Emmy was like a lighting rod to tickling. he rattled violently and screamed in very high pitch through his gag, James held Emmy’s hands behind his head and began to tickle his armpit too. This worsened Emmy’s suffering ever more as now he was trying to escape one hand only to be tormented by the other. a bit longer than 10 brutal seconds and the brothers stopped. Emmy was gasping and writhed slowly in place.

‘First number now’

James said firmly. without thinking Emmy raised a singls finger and yelled through his gag
‘UHHHN- UHHHHHN- UHHN!’
James flashed a predatory smile

‘So the first number is 1, this will be easier than i thought, two more numbers and this will all be over’

James sounded so mocking that Emmy was brought back to his senses. he couldn’t fold like that again, it was imperative James not get in his phone or Emmy was truly screwed.

Emmy’s new resolve was evident and James sensed it, he couldn’t let that spirit fester.

‘detective 1 full minute please’

Benny didn’t even reply before be began to torture Emmy’s feet once more. Once again Emmy shook like electricity was being fired through him, he tried his best to maintain the barest scrap of composure as James once again tickled his armpits. This time however Emmy was at least somewhat prepared. of course he still rocked and shrieked involuntarily but in his head he stayed fortified. This was until James lifted up his top however. James threw the material over Emmy’s head so his smooth chest was bare and his face completely obscured. James ran his hand over Emmy. starting at his waist and wandering up to his nipples. the little sensation of nails on skin felt like agony Emmy as his muscles spasmed trying to escape. Emmy was on the verge of giving up but he still held on, barely. Emmy would have made it, however once James had reached his Babysitter’s cute nipples he decided to get rough. he pinched them both hard and tugged up! Emmy shot up like a rocket and squealed like a sow in heat, despite his gag it was deafening. The boys laughed and once the laughing died they could hear Emmy saying something

‘NHHHN, NHH-HN, PLLSH STHHPH, IH NHHHN!’

James smiled with pure evil on his face

‘Thats enough detective’

Benny ceased

‘Well well, 9 is it?’

Emmy went dead quiet realising the stupid mistake he had just made.

‘I’ll take that as a yes Crook.’

James pulled Emmy’s top back down.

‘i don’t suppose you’ll be kind enough to give it to us straight away? I promise no more tickling.’

Emmy didn’t believe a word of it. he knew no response was a good as any and stayed quiet.
James sighed but actually seemed happy.

‘Well i made a promise, no tickling’
though still recovering, breathing heavily and shaking gently Emmy had the wherewithal to raise his eyebrows in confusion. James’ smile grew a size more

‘Detective Benny, retrieve The Punisher, our suspect deserves to be broken properly’

Benny gulped.

‘Hey are you sure?’

James wasn’t breaking character and came down on his brother ruthlessly

‘Are you refusing to obey an order from your senior?’

Benny got his head back into character

‘No sir, Sorry sir, Right away sir.’

Benny got up and ran over to the laundry pile

Emmy listened cautiously. he was terrified of whatever The Punisher might be. James say this

‘Oh yes i would be scared too crook, you’re in for a world of hurt.’

James patted Emmy on the head messing up his hair and Emmy growled at him, James just chuckled. Benny was just now returning, what he held in both his hands made Emmy’s heart drop out his body. Benny was holding a huge black paddle, padded with pink leather and little silver beads everywhere it must have been the size of a cricket bat and twice as wide maybe. it didn’t matter, this thing was evil looking and Emmy knew it was to be aimed at him.

Emmy began to renew his struggle desperately and managed to shake James away from him and knock him over, Benny dropped the paddle and went to his brother, James put his hand up for him to stay and stood himself up. His nose was bleeding. gritting his teeth with rage he let out a brief sentence

‘Suspect needs securing’

And without another word he signaled Benny to follow, which he did immediately, and he went over to the pile of laundry and ropes, Benny in tow.
Emmy could hear them talk James still sounded angry

‘You use every single bit of laundry on his head i don’t want the suspect to see, speak, smell, whatever get it all on, Now!’

Benny nearly jumped out of his skin as James yelled on ‘now’ he grabbed the whole pile and sidled over to Emmy without delay.

‘Meanwhile i think The Punisher will need easier access’

These words dripped with malice as James picked up a vast amount of rope and brought it over to Emmy in short order.

The brothers both started off by re-positioning Emmy so he was sitting in an upright position on the carpet. Butt and feet on floor Emmy’s legs were wound in, James started by placing anchor ties between tops of both Emmy’s thighs and tied them together, while doing this James couldn’t help but cop a feel which Emmy seemed not to notice likely due to his current duress. once James secured the thighs together he tied them to the ankle ropes so that Emmy was forced to hold his legs closed. the position was very exhausting and also squeezed Emmy’s butt together so it protruded lewdly which was of course done on purpose by James. Next up James secured above and below Emmy’s knees and then tied these together. Last on the lower body was the toes, James tied both of Emmy’s big toes together just to mock him and cause discomfort. The next big section was the torso and arms. James started by untying Emmy’s arms and drawing them behind his back viciously, giving Emmy no time at all to react. Once behind his back James placed the arms atop each other so that each hand was grabbing the opposite elbow. He forced Emmy to hold this position while he secured it: wrist to wrist, forearm to forearm twice, upper arm to upper arm twice. this last tie served to also constrict Emmy’s chest and push his barely girly breast out just a little to make them a subject of focus. to compliment his rope work James finished off by grabbing a few pairs of socks and covering Emmy’s hands in them before tying these off with thinner singe strand rope, forming practical mitten. There was now no way Emmy could undo any of his bonds.

While all this was happening Benny was working away on Emmy’s head. Benny started by blinding his Babysitter. three pairs of black socks made sure no light got through, to make extra sure Benny covered his whole head in a find stocking and tied it off at the neck so it was just barely constricting. After this Benny still wanted to make Emmy quieter, so he grabbed scarves, 2 great big long ones made for winter. the first one went across the mouth and as he wound it Benny made sure to cover the start of the chin up to the eyes. The second scarf went underneath Emmy’s chin and was used to clamp his jaw shut completely,. after being wound viciously Emmy could no longer produce any noise greater than a feeble whimper or moan. To finish off Benny made his work look neat by covering the mouth in a pink cloth, the nose in a green cloth and covering the whole head in a few tight pairs of panties with one last layer of stocking over the top of everything.

Stepping back to admire their work the boys stared at their captive. a whimpering quivering mess. hardly the stern but fun Babysitter they had always known. this thing before deserved no respect and was useful only as a toy. James patted his brother
‘Really good job mate, tho i think it’s time u got off to bed’
Benny began to moan
‘No buts Benny, we told Emmy 10 minutes and times up, come on ill take you up and undo Emmy once you’re in bed’
begrudgingly Benny agreed and was escorted off to bed by his brother. it took a few minutes and in that time Emmy really did try in earnest to escape but no one would be able to tell. The ropes on his body seemed to pull in every direction and even at rest he felt like he was being squished all over,

Emmy could vaguely hear James returning down the stairs through is constricted head of laundry bondage. he moaned extra loud trying to elicit pity.

‘PLLLLLSSSSSSSHHH LHHHHMM GHHHH’

James was now standing right in front of Emmy looking down at his pathetic prize

‘Let you go? but the game isn’t over yet’

James grabbed Emmy by the ankle ropes and dragged is bound body to the middle of the carpet, Emmy rolled around helplessly and dribble started forming at his mouth.

‘Benny wont be bothering us, i put a chair against his door, we have the whole night to ourselves’

James stroked Emmy’s covered head gently and sighed with pleasure. Emmy just mewled like a kitten

‘You know, I’ve always wanted you’

James began, Emmy knew this was trouble

‘Ever since i was little i wanted to do things like this to you, i don’t even like boys, but you are just so girly I cant stop thinking about you, all the time!’

Emmy was very quiet and still not knowing what if anything he could do.

‘And now i have you to myself, i can do whatever i want, i don’t care about getting in trouble it will be so worth it!’

James moved as soon as he finished speaking, he grabbed the ropes on Emmy’s thighs and re positioned him so he was face to the floor and butt up so it was the centre of attention. James’ attention was devoted to that ass

‘This is what I’ve been dreaming of, all those years of short shorts and tights, showing off in front of dad, no wonder mum hates you, but now its all for me.’

Suddenly James yanked down Emmy’s compression pants so the babysitter’s butt was fully exposed, being made extra plump by the compression of rope around his thighs. Emmy protested weakly but James paid no heed.

‘Whoa, this is so much better than expected, whats up with your underwear?’

James ran a finger along the inside of Emmy’s pink panties with white paw print on the butt, he pulled the finger out and they snapped back to position with a little noise.

‘These are girls panties aren’t they? Oh my god, wait if you’re wearing this then you must be going somewhere right?’

Emmy was dead quiet and determined to give nothing away, as close as James was to the truth. James smiled with malevolence

‘Gone all quiet? we both know i can get the truth out of you’

James spanked Emmy hard, Emmy shuddered and squeaked through his thick gags
James walked slowly over to the paddle and hefted it up.

‘Now how about giving me that last number’

Emmy stayed quiet but could feel the menace emanating from James, the boy chuckled.

‘Aha good, I was hoping you’d say no, I’ve been dying to use this!’

James brought the paddle over to his captive and drew his arms all the way back. Emmy was breathless with fear. Suddenly James swung with great force, it connected fully with Emmy’s plump ass.

‘THWACK!’

came the splitting noise of leather on flesh, Emmy screeched like a trapped animal as pain shot through his butt and covered his brain, he gritted his teeth and squeezed his eyes closed which was entirely useless, gagged and blinded as he was. James laughed.

‘Damn even i felt that, the number, what is it?’

James rubbed Emmy’s butt gently where he had struck it, admiring the bright red mark that was appearing rapidly. Emmy still held on to his wits and despite his ragged panting managed to remain as quiet and stoic as a large-assed, trussed-up femboy could be in the circumstances.

‘Still don’t feel like telling me the number? good, im enjoying myself, don’t worry ill be extra rough this time.’

James grabbed the top of Emmy’s panties and yanked them up, giving Emmy a tight wedgie, he slapped Emmy’s cheeks playfully a few times just to see them jiggle. Emmy tried to beg him to stop but the plea fell on dead ears.

‘Time for round two, get ready Emmy’

there was no way for Emmy to ready himself, he already felt exhausted but there was resistance in him still. James wound the paddle back again and aimed squarely at the huge target that was Emmy’s red ass. He swung, this time lifting up a leg and throwing his body into the motion.

‘SHHHCCKK’

The connection was sickeningly loud and was interrupted only by Emmy’s wild muffled screaming at an unbelievable pitch. Emmy began to sob, he had to give up just so the agony would end

‘SHKKS SHHHHKS, STHHHHPP PLSSHH’

Emmy repeated this over and over like a broken record, pleading for an end to come.
James frowned slightly
‘Wow that was far easier than expected, 6 was it? 196?’

Emmy was beside himself and completely broken

‘YSHH YSHHH YSHH SHRRY PLSHH STHHP’

James was shocked by the change in behaviour

‘Honestly Emmy you break too easily, i wanted to keep this going for an hour at least, i think im just gonna smack you a bit more before I access that phone’

The playful threat in James’ voice was anything but cute to Emmy’s ears, having realised he was bout to be paddled again the bound babysitter struggled like his life depended on it. He heaved and bucked and squealed, rolling over onto his side and trying desperately to kick with his tied up legs. James thought he looked pathetic and very very cute. Here was his babysitter, 20 years old and his authority figure, and yet he had been made into a drooling, quivering mess underneath his every whim. James put his foot on Emmy and shoved him back to the previous position, steadying his apple red butt.

‘I promise this one is gonna hurt, bitch’

Emmy tried to move away but the pressure applied by James made sure he could not. Once more James reaffirmed his grip on the paddle, this time bringing it above his head getting ready for the greatest strike yet. Emmy was breathless with terror, pleading with James to stop

‘STHHHP PLSH DHHNT PLSHHH PLSHH STHHHPH!’

James paid no head and without warning brought the paddle down with the full force of gravity and thick muscle.

‘THHHHWAAAACKK!’

Pain unlike anything Emmy had ever felt spiked through his nerves and overwhelmed his every sense, so intense was the sudden shock that Emmy fainted there and then, going limp in his bonds.

James looked down at the twitching pile beneath him.

‘Holy shit, he actually fainted’

James removed his foot from the plump ass and caught Emmy gently before he fell on his side. he laid him down delicately.

‘Maybe i went a bit too far on day one’

James stroked Emmy gingerly and checked his rope-work to see if Emmy was being constricted too much in any one place, everything seemed fine and James was relieved

‘Phew, id be beside myself if i left any permanent damage’

James smiled at Emmy briefly before remembering his mission

‘Stay put sleeping beauty, lets see whats on this phone of yours’

James grabbed Emmy’s phone and threw himself down on the couch, he tapped the screen and entered the password with cautious excitement

1, 9, 6.

James lit up as he gained access to Emmy’s home screen. he navigated to the galler straight away

‘hmm albums…’

he said to himself as he scrolled over to categories of folders

‘Selfies<3, Cats, Memes, JoJo, Food, Birds, !!!Private!!!’

James read the album names, he decided

‘!!!Private!!!’

must be the magic folder he had been lusting over since he had walked in on Emmy ages ago now. He tapped on it, his heart beating quickly. It loaded quickly

‘891 images’

was marked in the top left corner and as the pictures loaded James’ jaw dropped.

Hundreds and hundreds and hundreds of images of Emmy in a panoply of different compromising positions including: booty pics, dick pics, stretching pics, lewds, selfies. also among these photos were many of Emmy in cosplay like Link, Astolfo, Samus and so on all in lewd positions or doing lewds actions. James came across a set of Samus and Asuka cosplay were Emmy was tied up in red rope. James hadn’t had a clue Emmy was such a kinky guy. James felt utterly triumphant with his new treasure trove. he tapped the share button and sent every single image to his private email.Having secured a lifetime supply of fap material James was reminded of Emmy’s panties.

‘That’s right he was dressed up for someone…’James’

curiosity guided his actions as he went back to the home screen. He scanned through the different apps when his eyes settled on Grindr, it had a little red ‘1’ in the top right corner of the icon. James was vaguely aware of Grindr and knew that the notification may very well be Emmy’s possible date. He tapped on it and was greeted by a black wall of many many active chats, clearly Emmy was busy

‘Whoa, what a slut!’

said James to himself. He looked at the top of the list where an unread message from ‘Brownbear1011’ was displayed. James tapped on it and read the latest message

‘Hey there cutie, ill be there in a few minutes to rescue you from the brats. I hope my favourite boy is ready to get railed tonight, im hornier than usual…’

James read the time stamp’20 mins ago’He looked further up the correspondence and read a message from Emmy

‘Hello sir, yes id love to spend some time together hehe, i need go get away from these little fuckers, they drive me crazy and the older one is always perving on me’

A cloud of anger overcame James, he didn’t like to be referred to as a ‘perv’.Thinking quickly James was going to make sure this guy didn’t arrive and interrupt his play date with Emmy, but before he could write anything a new notification from ‘Brownbear1011’ had appeared

‘Here babe, I’ll come knock’

James’ heart sank and he began to freak out

‘fuck fuck fuck, err what can i do?!’

he thought to himself. he tried to think quickly and then it came to him!

‘Hide Emmy, tell the dude he’s gone home! that’s it, now i just have to figure out where to hide Emmy…’

James looked around quickly, he ran about looking for anything to obscure Emmy with in case anyone came in, and then he got an idea

‘The old toy box! of course’

Just like that the teenager shot upstairs.He returned not a minute later with a largeish wooden box made to look like a pirate’s treasure chest, it had been emptied already. James hauled it over to Emmy and chucked it at his side. James noticed Emmy had started to wiggle and moan, it seemed he was waking up.

‘Hush little damsel, its time for bed’

James patted Emmy gently and the babysitter mewled in response, woozy and unaware of what was occurring. James quickly lined the chest with pillows and covered the bottom with a blanket. He then very carefully picked up Emmy and both hands and held the writhing bundle of a body close to his chest, he felt Emmy’s warmth against himself and smiled.

‘Shh don’t worry Emmy, just relax okay?’

James delicately laid Emmy down within the chest, it was just slightly too little with the added padding so James had to shove him in a bit to fill out the corners. After some gently pushing and prodding Emmy was now fully stuck in the chest and on his side. he actually felt quite comfortable in there; this was due to a combination of plentiful padding and James’ delicate rope work. He felt incredibly tired and still unable to realize where he was or what was going on. Emmy soon lost consciousness once more, drifting in to a surprisingly cosy slumber, considering his position.

James stared at Emmy for a little while watching his prize fall asleep, he felt like he had won the lottery. James’ reverie was suddenly disrupted with 3 harsh knocks at the door

‘Shit he’s here’

thought James. hurriedly he shut the chest and locked the latch closed with a bendy metal rod. He shoved the box in the gap between the couch and the wall behind it, he then ran off to answer the doorJames reached the door just as 3 more knocks struck the wood. he opened it quickly. feeling the cold night air against his face James found himself looking at a Goliath of a man. He stood in the doorway with his huge tanned arms crossed, he wore a plaid over-shirt with a tight white shirt underneath, his muscles were visible through the fabric and had deep valleys from years of exercise. 7 feet tall almost the man had great big trunks of legs that were tightly held by dark blue jeans and a gargantuan leather belt. He had a trucker hat that said

‘I Truck And I Fuck’

Underneath his hat was a handsome face bearing a huge ginger beard and a careworn but not unkind expression. the hair under his hat fell loosely out the sides and was tied in a knot through the gap in his hat. The beast of a man spoke

‘Hey kid, I’m a friend of Emmy’s, could you grab him for me.’

His voice was rugged and very deep but also bore gentle kindness. James was loathe to respond, he got the distinct feeling that he would be totally fucked if this guy got even a clue about what he had done to Emmy, he responded carefully.

‘Um, Emmy had to go h-home, he said it was a err… emergency!’

James sounded nervous and his voice cracked, The buff man picked up on this of course.

‘Is that so? Well would you mind if i came in and used your phone. mine out of battery and i want to see if he’s alright’

James wanted to say no, but the pressure being levied on him by the huge man was incredible

‘S-ure’

he blurted out barely more than a whisper and with that the man walked passed him toward the living room.James followed after the man quickly as he entered the living room

‘This is the living room, Emmy usually stays here when he babysits’

The man turned his head and grunted acknowledgement

‘Yeah I’ve seen it in photos’

James wondered if these were the same photos he had found earlier, he had caught Emmy doing it before of course, so he supposed they must be.

‘Mind if i sit for a sec?’

James nodded but the man was sitting before he had even responded’The name is Rob by the way, me and Emmy have been friends for a few years. So imagine my confusion when he tells me to pick him up here at this very time and you tell me he has gone home without even leaving me a message.

‘James was quiet, he wanted to change the subject’I thought you said your phone was dead, maybe he did send you a message’

Rob opened his mouth to reply and probably put the kid down for being cheeky but thought better of it.

‘Hey kid can you grab the phone for me’

‘Yeah sure one sec’

James walked over to the landline, he had only just realised that Rob was sitting right in front of where Emmy was hidden in the chest, if he woke up again and started making noise Rob would certainly hear it.This is exactly what happened. clear as mud came a noise from somewhere in the room, Rob stood up.

‘What was that kid?’

James was sweating profusely

‘Oh um sorry my brother must have woken up, he always makes a racket’

Rob didn’t seem satisfied with this answer but also didn’t pry further. the noise came again. James coughed loudly to try and cover it and to his absolute surprise it seemed to work.

‘Bloody hell kid you made me jump out my skin, look don’t worry about the phone, ill just drive to Emmy’s’

He got up to leave

‘Make sure you go to bed its getting late, cheers for letting me in.’

Without further ado Rob got up and left with a bit of haste. James heard the door slam and that was that.James could not believe his luck, even as he stood there breathless Emmy once again produced a subtle protestation from his container, James piratically skipped over to him. He dragged the box out from behind the couch and tapped on the lid mockingly

‘Cosy in there are we?’

a loud response came from bound babysitter within, obscured by layers of gags and pillow padding

‘llhhmmmgghhh!’

James slapped the box hard’Hey don’t get over excited, we have a whole night ahead of us. Now stay still and Ill take you up to my room, we’ll get nice and intimate.’

Ignoring Emmy’s renewed protest James firmly grabbed the handles either side of the box and heaved it up to his chest, Emmy was surprisingly light but the box was not, James moved over to the steps, treasure in hand, and made his way up the stairs to his room. Inside the box a very sweaty and tired Emmy protested as best he could, but to no avail. It seemed like he was in for a very long night indeed, James would make sure of that.