Sam's Lap Punishment
After having given Sammy a nice relaxing bath and having made him cum teasing it out of Sammy, he had gotten dressed and now he looked over at Sammy lying on the bed, making his way over he dragged his naked little brother into his lap for his punishment.
Reaching across the nightstand he grabbed a piece of cloth and tied it around Sammy's eyes so he would be unable to see but just feel and take it.
Having promised him punishment with spanking one of Sam's worst nightmares, he smirked whispering, "Ready for your punishment Sammy? Remember you're not allowed to cum until I say so and baby boy you're gonnna be here for a while, just take it."
Helping Sam stretch forward on his lap for a moment he smoothed his hand over Sam's ass and then brought his hand down with a slap.
Sam's face went red with humiliation making Dean grin.
"You like it don't you Sammy boy? Want me to spank you until your ass gets all pink and hot to the touch? Hm?"
Sam whimpered and squirmed on Dean's lap while Dean ran a hand over Sam's smooth ass, once in a while dipping his finger playfully between his brother's cheeks eliciting a gasp from Sam every time before moving away.
"Come on Sammy say it or I won't do it." Dean threatened tauntingly.
Quietly Sam begged, "Please… Dean… Spank me."
Sam immediately dropped his head in shame making Dean grin wide as he heard him.
"If you insist baby boy."
With that Dean began a flurry of slaps to Sam's ass some hard some soft, some randomly caught the underside of Sam's ass and would send him forward a bit.
Soon Sam was whimpering again and squirming on Dean's lap trying desperately to rub his dripping erection against something, but Dean denied him.
Suddenly Dean's slaps stopped and Sam glanced up, his face as red as his ass.
"Now Sammy look at you so hot so beautiful in your humiliation aren't you? Need your big brother to spank you. Hard, right?"
He swatted Sam's ass again his palm making a sharp crack.
"Yes. Please spank me hard."
"Good boy Sammy."
Dean spanked Sam nice and hard covering his ass and the backs of his thighs.
As he continued to spank he whispered teasingly, "Yeah come on Sammy rub your cock on me hump my leg little boy while I spank your ass."
Sam sobbed and obeyed feeling the roughness of the denim jeans on his cock he groaned and Dean chuckled darkly and taunted, "Feel my jeans rubbing your cock Sammy?"
Watching Sam nod frantically he continued, "Take it for me Sammy just take it."
Now Dean's hand was falling hard and fast spanking Sam's ass without mercy.
If Sam attempted to touch his own cock before Dean let him his brother would grab his hand saying, "Nuh-uh Sammy not yet."
Dean paused to tease a fingertip across the tight pink circle of Sam's asshole making Sam moan.
Smoothing a hand over Sam's ass he pushed against it forcing Sam to rotate his pelvis and ride his leg.
He grinned wickedly as he watched Sam pumping his hips frantically for contact, his mouth wide open and face all red from exertion.
Glancing down he smiled as he watched Sam's cock helplessly bounce up and down on his stomach.
Dean's hand came down again and then twice, in quick succession and Sam couldn't help the way his hips thrust forward.
"Fuck, Dean," Sam breathed.
Sam heard Dean chuckle darkly from behind before his hand came down again, hard.
Dean smacked the left cheek playfully then the right one, then both leaving faint red prints everywhere he touched.
Sam gasped when Dean began to spank him harder, landing a series of fast slaps to his ass.
His body finally loosened when Dean started rubbing his palm gently over the raw skin.
"Let's see if we can make that ass jingle Sammy."
Dean loved to see Sam writhing in agony of ticklishness, and the more desperate he became the more it turned him on the more merciless he became.
Keeping both hands on either side of Sammy from behind he lightly stroked and teased Sam's ticklish sides feeling him tremble.
Dean would also find the center of Sam's armpit beginning with large circles getting very slowly to that center point with teasing false starts and beginning again.
Hearing Sam lightly giggle he tickled down from the armpit to his side slowly and relentlessly whispering in his ear, "That tickle baby boy? Hm?"
Dean would stimulate Sam's body unpredictably digging in hard, and then backing off and lightly tickling and stroking the spot over and over with his fingertips so lightly when Sam would tense waiting for it.
With his other hand he ever so lightly ghosted his fingers over Sam's cock but made sure he could not touch it himself.
Dean dragged his hand dancing it over Sam's balls and across the front of them up and down the sides and right into the crevice where the scrotum joined the top of the boy's thighs.
Meanwhile his other hand began a slow taunting tickle up and down Sam's spine feeling him shudder he smirked knowing Sam had to take this.
He reached to the back of Sam's balls playing and teasing them and Sam's perineum.
Working for five agonizing minutes Sam began laughing uncontrollably on Dean's lap.
Dean was careful not to let him escape the torture so he would tickle the boy slowly for a while until his screams and desperate gasping for breath told him he couldn't take anymore.
He would pause for a moment to allow him to recover a little before beginning the same motions again.
Taking this hand he softly used his fingertips to tickle Sam's thigh running his hand around the front, back, and inside of it ever so slowly repeatedly withdrawing it, only to reinsert it again.
Each time his hand was fully in, he tickled Sam's balls playfully watching the boy's face from behind paying particular attention to the back of the testicles, which he recognized as being an awfully sensitive area for Sammy.
He withdrew so slowly again grinning wickedly at Sam as he tickled the thigh on the way, then worked up one leg and then the other and then both together, his fingers tickling every square inch of the naked vulnerable squirming boy in his lap.
By this time Sam had become delirious arching his back, laughing, screaming, shrieking, begging, pleading and sobbing all the time gasping for air, but Dean ignored him just smirking.
So far his cock had barely been touched and the poor thing was beginning to turn a purple color but Dean continued to play.
Now he was going to tease to encourage the boy to want to cum, even though he would not let him for quite a while yet.
Reaching down slightly he lifted one foot up beginning to stroke, tease and tickle the sole and around the toes so slowly, and the other lifting his arm up to stroke very lightly under it.
Then he moved one of his hands stroking the shaft of Sam's cock barely touching making his way lightly and teasingly up towards the tip but always stopping short of the glans.
Feeling Sammy shudder as he worked his hand around Sam's cock tickling every bit of that throbbing aching organ, loving feeling Sam so helpless on his lap forced to take it.
He slowly tauntingly inserted his other hand up and played with Sam's vulnerable and ticklish balls at the same time.
Dean could tell by Sam's hips thrusting desperately as it became more urgent that Sam was getting close.
Sam cried and laughed helpless, "No! N-n-n-n-no! P-please n-not my armp-p-pits! Hahahahahahahaha Aaaahhhhh."
Smirking Dean teased, "Try to stay as quiet and as still as you can for me baby boy just take it."
But he knew that Sam could not keep his laughter and squirming down and that is what made it torture for Sam but fun for Dean.
Dean stopped and eventually Sam's movements gradually subsided as he cooled down and the threat of orgasm receded again.
Turning Sam slightly so his cock hung off the side unable to gain any friction at all he continued slowly on one armpit and then the other and then both, dragging his fingers in light teasing circles watching Sam's body jerk at the motion.
His fingers came to rest at the sides of Sam's ticklish waist and began to probe gently at first, exploring, seeking out the spots that were Sam's most sensitive.
He watched the boy's reaction on his lap with so much concentration that he became oblivious to everything else.
Dean dug his stiff fingers into Sam's squirming sides and continued to torture him.
Taking the boy's bare cock between his fingers he began to slide the foreskin back and forth over the very tip, his free hand up the other leg tickling the back of the boy's balls so slowly, sadistically, and mercilessly.
Seeing Sam trying to force his legs together trying to move he grabbed hold around his tummy, keeping him on his lap forcing him to take it.
Dean felt the spunk begin to rise in the helpless boy before him, and not wanting him to cum yet he immediately slowed down.
Pausing he let his hands just hover on each side of Sam's trembling ribcage not quite touching the smooth, sweating flesh.
He began wiggling his fingers threateningly whispering in his ear, "Don't you wish there was something you could do to stop this? Something you could say to make me change my mind? Isn't it maddening to know that what is about to happen is completely out of your control?"
Without waiting for an answer he dug the fingertips of both hands in halfway up his exposed ribcage on either side and initiated a sudden and violent tickle attack.
Every single muscle contracted into a desperate involuntary effort to draw his body into a fetal ball and protect his horribly exposed torso but Dean kept a grip on him, and tickled the back of his neck driving him crazy.
Sam could do nothing but release a flood of helpless uncontrollable anguished laughter.
As Dean's fingers continued to lethally prod up and down his sides on both sides in unison periodically zeroing in on the spaces between them and vibrating his fingertips there without mercy, Sam's face grew redder in response to the awful sensations.
Sam's eyes were wild and he could barely catch his breath between blinding attacks of tortured laughter.
Without even slowing his assault, Dean was at his ear again, "How does that feel Sammy boy? Do you like that? Huh tough guy?"
There was no way Sam could vocalize a response as he could only blubber incoherently, gasping and shrieking with laughter.
The tickling continued unabated, crowding his throat with anguished laughs that prevented him from thinking clearly, much less speaking intelligibly.
In any other situation he might have been able to get away, but the grip Dean had him on in his lap was so restrictive and had him held tight and so exposed there was no way to protect himself from Dean's relentless attention.
His hopeless vulnerability in the face of such an intense tickling onslaught was absolutely maddening.
Sam thrashed his head from side to side, gasping wildly as Dean's dancing fingers continued to take full advantage of his horrible weakness, erratically raking up and down his defenseless exposed torso.
The more Sam reacted to the torture, the more merciless Dean became.
After about twenty to thirty minutes of the harrowing torture, Dean's fingers relented and withdrew.
Sam's head immediately fell forward slightly in front of Dean's lap sweat dripped from strands of wet hair hanging over his forehead as his chest frantically heaved sucking up the oxygen.
Dean's hands were around him again in an instant hovering over his hips threateningly.
He playfully licked the salty moisture from the back of Sam's neck and grabbed hold of both his hips simultaneously.
Then Dean began to mercilessly knead the hipbones under his strong fingers and Sam practically jumped out of his skin.
He trailed his lips from the nape of Sam's neck to his ear and began nibbling lightly on the earlobe at the same time.
The two hot stops, hips and ears tormented in unison drove Sam absolutely crazy.
Then Dean trailed his hands up hovering over each of his tender nipples, vulnerable on his bare chest with his trembling torso held firmly in Dean's grasp.
When Dean's fingers finally made contact Sam's chest expanded in response, gasping loudly and more tormented laughter spilled involuntarily from his sexy lips.
Then Dean moved one hand down to his tummy while the other continued tickling his nipples, moving slowly back and forth between them and Sam went absolutely nuts, bucking against Dean's lap.
The tips of Dean's fingers dipped deeply into his navel and then spiraled just around the outside edge.
"OH GOD HAHAHAHAHAHAHAHADDDD"
Dean slowly slid both hands up to Sam's sweaty armpits and trailed his fingertips cruelly through the fine, matted hair teasing the deep hyper ticklish recesses of both armpits simultaneously and Sam lost it again.
"OH OOOHHH NNNOOOOOOO S-S-SSSSTTTOOOPPP HAHAHAHAHAHAHAHA"
Glancing down momentarily Dean couldn't help but notice Sam's bared cock had gotten even harder.
Dean pinched one of his nipples then, letting his arm brush against the tip of Sam's jutting cock as he did, as if by accident.
He noted the way the erection twitched when he made that slight contact.
Sam's cock pulsed twice straining futilely up into the air, a drop of precum forming at its tip and dribbling thickly down the tumescent shaft.
A soft whimper escaped between Sam's clenched teeth and Dean knew then that he had the poor boy exactly where he wanted him, alive with lust and immersed in a sea of erotic torment.
He twisted Sam's other nipple harder and the boy's penis twitched again, this time without the aid of any additional stimulation.
Sam gasped out loud as his cock began to drip even more.
His cock began to bob in the air helplessly as Dean squeezed the tender nipple harder between his thumb and forefinger as he leaned in to whisper in Sam's ear.
"You like this…. Don't you? Just admit it. Your cock is so hard right now Sammy. The damn thing is dripping like a leaky faucet you want me to touch it…. Don't you Sam?"
Then Sam's lips moved over forcibly clenched teeth, "Y-yes…. Touch it… please?"
He reached out and grabbed Sam's stiff penis and stroked firmly slowly up and down its trembling length.
Sam exhaled loudly at the exquisite sensation, moaning in sublime ecstasy.
Dean pumped his slippery cock about ten or so times until one more was going to bring him off and let it go watching it bob in the air with need with a thick coating of precum glistening at the tip aching and unfulfilled.
Sam groaned loudly in frustration that bordered on agony.
His sweat-slicked abs strained mightily to buck his hips a little and fuck the air making Dean smirk at his helplessness, as he watched him squirm on his lap.
Dean reached out and lightly stroked and tickled under Sam's free hanging testicles.
In response to the teasing sensation the sensitive flesh of his scrotum drew up tautly around his balls and his cock jerked with enflamed need.
Another drop of glistening precum oozed from the tip to drip thickly onto the floor beneath them.
But then Dean grabbed Sam's still throbbing cock and firmly gave it an agonizingly slow stroke, and then another even slower one.
A loud moan escaped Sam and his entire body went rigid as the fiendish teasing of his hopelessly aroused cock overwhelmed him.
The pumping continued with Dean relaxing the grip of his fist a little more after each slippery stroke.
Dean's grip on Sam's throbbing cock gradually, maddeningly loosened with each stroke until he was barely grazing the poor kid's hungry shaft as it slowly slid in and out of his slackening fist.
And then he let it go completely again, leaving the pulsing shaft to ache urgently with unsatisfied need.
Sam whimpered in quiet desperation and his body shuddered once in the sudden loss of all genital stimulation.
Dean delighted in the fact that so much as a single fingertip tickling slowly the underside of the poor boy's testicles would cause him to gasp and his desperately rigid penis to jerk erratically in the air.
Unfortunately for Sam, Dean found his captive's uselessly twitching penis endlessly amusing.
Over and over again Dean teasingly ran the tip of his finger up the straining shaft and around the edge of the glans, eliciting a deep, tortured moan from the boy each time.
He forced drop after sticky drop of precum to ooze from the head of the boy's frustrated cock keeping his pleasure victim right at the brink or orgasm without ever letting him shoot.
Dean enjoyed the sublime misery of the moment and dove in with both hands savagely digging his fingers into Sam's lower rib cage on each side.
He began ruthlessly squeezing and prodding the boy's defenseless sides.
Dean grinned maniacally and ignored Sam's desperate pleas for mercy.
His fingers continued to knead the sensitive ribs making his endlessly tormented body convulse and for Sam to incoherently beg with uncontrollable laughter.
Then Dean moved his hands up Sam's shuddering torso and began wriggling his fingers through the sweat, drenched armpits.
Once there, Dean changed his technique suddenly from hard, stiff pressure to light, teasing strokes, the tips of his fingers hardly touching the skin as they tickled in and around his victim's sensitive pits.
Dean slid his hands down beginning again to tease the insides of the boy's thighs slowly.
One hand came to rest on his balls, and the hand stroked slowly teasingly sending waves of pleasure through the helpless boy.
He continued to massage Sam's balls gently, sending him into ecstasy.
Then his hand moved upward to the base of Sam's cock.
Sam thrust his hips slightly in an effort to get Dean to wank him off in his lap but the fingers remained motionless gently gripping the bottom of the desperate shaft.
Lightly he stroked up the shaft of Sam's dripping cock.
Dean smirked as Sam's cock jerked violently, and his hips thrust up and down.
The hand on Sam's thigh had reached the very top and tickled right into the crevice at the side of his scrotum, reaching deep inside the crease and teased the sensitive skin there.
His other hand had worked its way up ever so slowly to his armpit and was tracing ever-decreasing circles, homing in slowly on the exact center of the pit.
Meanwhile the other hand traveling up and down the engorged shaft slowly and tantalizingly, teasing and tickling.
Dean's hand stroked his balls and brushed over the sensitive sac.
The big brother sat there just slowly tickling his little brother's balls relentlessly.
Dean reached the glans and started to tickle it lightly.
After one more stroke Dean stopped making Sam beg and whimper.
Then his hand began to wrap itself around Sam's desperate cock and very very slowly began to jack him off, up and down, up and down, up and down.
Dean's hand slowed down until finally it stopped completely just as Sam reached the edge of orgasm.
Not moving it held the boy's cock gently in its grip.
Immediately Dean brushed his thumb lightly over the tip of Sam's cock just once.
He stopped again, but then brushed with his thumb again bringing Sam back to the edge of orgasm.
Dean whispered in his ear teasingly, "I can keep you here all day like this if you want naked hard and desperate writhing on my lap, there's no way you can cum unless I allow you to."
Then Dean began again to tease and massage his balls and the insides of his thighs.
Dean's other hand began to move again slowly up and down the shaft of his cock.
Within seconds it stopped making Sam desperate, begging and sobbing.
"You wanna cum Sammy boy? Want me to jack you off?"
Dean slid his hand lightly up and down the shaft of the boy's cock.
"Want me to tickle your balls and jack you off? Make you ejaculate? Shoot your spunk all hot and messy? Imagine how that would feel Sammy, my fingers sliding over the head of your cock your hot spunk shooting all over?"
The hand between Sam's legs began to move again, teasing his balls and tickling his thighs.
Dean so slowly began jacking him off again teasing over the head of his cock making Sam whimper, as he played his fingers over the tip and around the piss-slit hard.
Then out of nowhere Dean jabbed his fingers in unison into Sam's sides, tickling him hard and mercilessly which intensified the sexual torture making Sam scream his way to orgasm slowly.
Sam's spunk hot sticky and desperate for release jetted up through his shaft and exploded from his cock in thick, powerful bursts.
Dean's fingers rode up and down the shaft working on the glans as the boy's spunk kept shooting and watched Sam shudder uncontrollably as he milked him dry and ended by massaging the end of his cock very gently and slowly with his palm until the boy's convulsions subsided and he laid still in his lap.