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The Hopelessly Ticklish Student – Chapter 2
by Ticklistickler

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The Hopelessly Ticklish Student – Chapter 2

 

 

I was lying face down at the time I fell asleep, my arms tucked under my head and bare feet laying on top of the arm of the couch.  At some point, I awoke and realized it was because Jason was standing next to me, lightly tickling my exposed side with his fingertips. I managed to not react and continued to pretend to be asleep, curious to see how long he would tickle me.  He continued to tickle very lightly, starting at my hip and slowly dancing his fingertips slowly up my side eventually nearing my exposed armpit. I knew if he tickled my pit too much I’d not be able to keep pretending to sleep because my pits are one of my biggest tickle weak spots. 

 

I held my breath as his dancing fingertips neared my vulnerable and exposed armpit. Fortunately, his touch was extremely light and while the sensations were growing unbearable, I was able to hold back laughter. I finally had to let out some sound to maintain my sanity as he every-so-lightly tickled the hair of my pit. Fortunately, it came out more as a moan and heavy breathing and not actual laughter. My move caused him to retract his fingers quickly.

 

I slowed my breathing and intentionally began breathing more deeply in an effort to convince him I’d settled back int a deeper sleep. Meanwhile, my dick had grown to a full hard on underneath my bod. Having this hunk teasing me unmercifully was turning me on like crazy. I cracked open one eye and could see just up to his waist. He was massaging his own hard on through his boxer briefs, apparently equally turned on. He moved to the foot of the couch.

 

Suddenly I felt the sensations from his fingertips super lightly dancing down my bare foot. “Shit!,” I thought to myself. “My feet are my worst spot and I don’t know how long I can pretend to sleep while he tickles my soles.” I bit my lip and tried as hard as I could to not burst out laughing as his fingertips slowly danced down my sole, reversing course when he reached my toes.  It became clear that he wasn’t tickling me aggressively to wake me but rather super lightly to see how long he could tickle me WITHOUT waking me.

 

Which made sense since he was totally getting off on tickling me. I’d assumed when he tickled me awake this morning that he was just being a dick and doing whatever it took to wake me from my slumber.  Now I wondered how long had he tickled my feet this morning before I happened to wake up?

 

After a minute, he did the unthinkable and engaged his other hand  to tickle my other foot.  Even though the tickling was very light, enduring the torment of tickling sensations on both feet at the same time was pushing me past my abilities to feign sleep.  I could take less than a minute of his two-fisted tickling before it became the straw that broke the camel’s back, with my feet madly squirming and me finally bursting into laughter, unable to hold it in any longer.

 

Of course, he didn’t stop tickling now that he knew I was awake.  In fact, he got more aggressive in his tickling, which caused me cry out and spin my body over, retracting my poor bare feet from his tickling fingers.  Once again, his face displayed the mischievous—perhaps even devious—smile I’d seen before. The fact that the smile was on such a handsome face and a guy with a fucking hot body made my dick get even harder, which I’m sure was obvious from the tent in my boxers.

 

“Dude, you better get to bed,” he admonished. “We have an early start in the morning.” I relaxed, tucked my hands behind my head and stretched my legs back out to rest my feet on arm of the couch.

 

“Alright, man, I’ll head up in a minute,” I said, feeling a little groggy still but also knowing that my own lean, muscular body stretched out on display for him was providing some enjoyable eye candy for him.

 

“C’mon, Hunter, you have to get up now!” he barked, launching another tickling attack on my soles. “You can’t fall asleep again.”  I burst out with laughter but tried hard not to pull my feet away just to prove I was tough. He wasn’t having it, grabbing my ankle with one hand, lifting it in the air to pull me partially off the couch and aggressively tickle torturing my sensitive sole with his other hand. 

 

I cried out in protest and began trying to squirm free yanking on my ankle.  “Cut it out!” I protested while roaring with laughter.  It was clear he was going to force me off the couch and wasn’t letting go so I began to thrash about and yank to get my foot away, causing me to fall off the couch onto the floor. I finally managed to rescue my tickled sole from his grip and stop the tormenting assault he’d launched.  We were both laughing at this point as I crawled up off the floor and we both headed upstairs, me feeling fully defeated (and yet turned on).

 

“I noticed you sleep with your door open?” he asked.

 

“Yeah, our air conditioning is old and sucks upstairs so on hot nights like this it’s next to impossible to cool it off.  I’ve found leaving the door open helps to get a little cool air in from the hall.:

 

“Wow, the AC is really that bad?” he asked in surprise.

 

“Shit yeah, dude.  I sleep nude and with few covers, and I still get hot!” I said with a laugh.  He joined me in laughter, although his eyes sparkled rather eagerly at my comment.

 

“Alright, Hunter, we need to get started at 7 sharp,” he ordered. “Can you set an alarm and get up on time?”

 

“Yeah, man, no problem,” I said with a smile, wondering what the punishment would be if I didn’t get up on time. “G’night.” As I got ready for bed, I thought about how ready Jason was to launch a tickle attack on me. It was unbearable but fun as hell. I stripped off my boxers and got into bed, just an untucked sheet to cover my warm body.  I played with my hard dick as I thought about what fun might yet happen over the next few days as I drifted off to sleep.

 

I was deep in sleep when I started dreaming of my feet being tickled again. Sure enough, I woke up and felt the sensations of my feet being tickled. I was lying face down once again, arms tucked under my head, my feet hanging off the bed. I could feel the unmistakable, maddening sensations from my foot being tickled, but the tickling sensations were even lighter than when Jason had tickled me earlier on the couch. 

 

I cracked my eyes open slightly to see that the room was dark, and the time on my clock read 2:28 AM. It wasn’t time to get up, so Jason had no reason to wake me.  Yet I felt the unmistakable sensations of my foot being tickled. I pretended to sleep while I tried hard to grasp how he was tickling me. It didn’t feel like his fingertips this time…this was softer, lighter, just enough to inflict an annoying light tickling sensation but not make me go insane with laughter.

 

A feather!  He was tickling my foot with a feather. But it wasn’t a floppy feather duster type of feather that barely tickles.  The sensations were more intense than that.  It must be one of those white, stiff-barbed feathers like they make quill pens from.  It tickled like hell but I managed to just endure it not laugh or move my foot away.

 

He would slowly stroke it from my heel down to my toes and then reverse course, sliding it slowly back up my foot. After several strokes, the building intensity of tickling sensations would prove too much and my foot would reflexively wiggle. Each time that happened, he would pause for a few seconds to make sure I was still asleep, and then I’d feel the feather began a trek down my other foot. I could feel my dick growing hard, finding the super light sensations of the feather to be incredibly erotic. I also considered that Jason must really get off on tickling guys; why else would he sneak into my room with a feather in the middle of the night and crouch at the foot of my bed to slowly tease and torment my ticklish soles?!

 

He repeated this pattern for several minutes, with the short break between each switch between feet. But he must have decided to push the envelope when with one stroke down my foot, he pressed the feather between my big toe and second toe, slowly pushing the stiff yet delicate tentacles through the gap. I had no idea I was so fucking ticklish between my toes and was caught off guard by the intensity of the sensations. 

 

I tried holding my breath but by the time he pulled the feather back out, the unbearable tickling sensations proved too much to take and a soft, murmuring laugh escaped from my mouth. I had to pull my foot out of reach of the feather to keep from losing it more, so I used the opportunity to turn my body over, crossing my ankles and tucking my hands behind my head.  Jason had withdrawn the feather and I guessed stood frozen, waiting to see if I’d awakened. After all, it would be awkward for me to discover him sitting at my feet with a feather in his hands at 2:30 in the morning!

 

So I pretended to not wake up, taking a deep breath and then settling back into a slow, deep breathing, hoping he would think his tickling only woke me from my deep sleep but his secret fetish was otherwise undiscovered.  Nothing happened for at least five minutes as I continued a slow, deep breathing and did my best interpretation of falling back into a deep sleep. I had no idea if he was even still at my feet or if he’d escaped back to his room. Enough time passed and my deep breathing actually managed to start to put me to sleep.

 

I was in a twilight-type of sleep when I felt the unmistakable sensations of the feather sliding up my sole. I smiled, glad he wasn’t scared off.  He returned to the pattern of the long, slow strokes up and down my sole until I would wriggle my foot as the sensations grew unbearable. Then he’d switch to the others.  His technique was masterful in applying just the right amount of pressure for the feather to truly tickle my foot, but not enough to wake me  My dick had grown hard again as I marveled at the scene and revelation about Jason’s tickling fetish.

 

But after a few minutes, Jason repeated the move of thrusting the feather between my toes again, and that same intense tickling sensation flooded my senses. This time I wasn’t quite so surprised so managed to hold my breath and not lose it while the diabolical tentacles danced across my uber sensitive skin both during the push through and pull back of the feather. The bastard must’ve been disappointed I didn’t react, so he repeated the move with my other foot. The double dip proved too much too take, so I giggled as softly as I could manage and turned over on my side, feigning falling back asleep while I waited to see if he was done.

 

Fortunately he wasn’t scare off yet because after a few minutes of silence, I felt the feather begin stroking up and down my sole again.  He repeated the process once more with the final straw being a pressing between my toes. I just moved my feet around, without turning over and waited for the tickling to begin again.

 

I woke up, looking at the clock to see it was now 4:38. I guess Jason eventually stopped tickling me and went back to bed.  I got up to take a pee. As I exited the bathroom, I heard an odd sound.  It was coming from Jason’s bedroom, just across the hall.  It was Jason, snoring quite loudly.  I crept into his room and as I neared the bed, I could see his bare feet protruding from the covers. “Hmm, only seems fair to take advantage of HIS sleeping feet!” I thought to myself, a devious smile taking over my face. “Payback is a bitch!” The feather he’d used on my feet was laying on his nightstand, so I silently crept up to where he slept and grabbed the feather. 

 

Jason was laying on his back, shirtless and with his hands tucked behind his head, leaving his enormous pits and torso on full display in all of its glorious hairiness.  I was dying to try the feather on his exposed sides and pits, but knew if he woke up I’d have no explanation and nowhere to hide. Instead, I returned to the foot of the bed and kneeled before his sleeping soles.  They were beautiful, a size 10 or 11 I guessed, with perfect arches and not a rough spot showing. 

 

I could feel my heart beating loudly in my chest as I prepared to begin tickling his sleeping feet. Tickling a sleeping guy always comes with risk that he’ll awake and you’ll have to explain why you are sitting in the dark, at the foot of the bed playing with his feet. I remembered how awkward that was when I got caught tickling my first college roommate’s feet while he slept. I felt a little braver with Jason since, after all, I knew he’d been in the same position tickling my sleeping feet just a few hours earlier.

 

Slowly I inched the feather toward his foot until it pressed against his heel.  I held my breath as I slowly dragged the crisp quill down his sole until it reached his toes. He didn’t move or react. So I repeated the action again, this time causing his foot to wriggle slightly but otherwise he continued his snoring. The third stroke down his sole resulted in his foot not only flexing but jumping off the bed and his snoring interrupted by some gurgling.  Apparently, the sensations were building.

 

I sat still, waiting to see if he would stir or fall back asleep.  Fortunately, it was the latter.  I could feel my dick getting hard as I sat at his clearly sensitive feet waiting for my next move.  When he seemed to be back in deep sleep, I repeated the move on his other foot.  First stroke produced no reaction.  Second a wiggling of the foot.  And third also caused his foot to wiggle and jump.

 

And this time he sputtered out of his deep sleep and turned over on his stomach, his feet still protruding from the covers but now with his toes at the bottom.  I waited patiently, rubbing my hard on in anticipation of being able to continue my tickling attack.  It took a couple of minutes but soon his breathing was deep, and he appeared to be sound asleep again.

 

I pressed the feather against his heel and slowly dragged it down to his toes, this time gliding across his toes and returning to his sole.  I didn’t pause between strokes but continuously traced maddening patterns up and down his sole with the feather. The sound of the quill edge scraping up his sole was intoxicating, as I imagined the sensations he must’ve been feeling. His foot began wiggling and flexing. I decided to push the envelope a bit so kept my slow, methodical feather tickling of his sole going. His breathing got more shallow and then I heard it: he was giggling softly in his sleep. That was music to my ears.

 

I moved the feather to his other foot and continued stroking a random path up and down his sole, as it flexed and wiggled occasionally.  Eventually, he began the soft giggling and murmuring in his sleep as I delicately tickled his foot. Throwing caution to the wind, I pulled a page from his playbook and pressed the feather between his big and second toes and pulled it back out. He laughed even louder and murmured something like “Cut that out, jalafesxon” or some other unrecognizable name. I was so curious to know who he was dreaming about tickling his feet.

 

I moved the feather back to his other foot and when I thrust it between his toes, he laughed even louder and began to stir.  I withdrew the feather and waited silently to see if he would go back to sleep. But instead, he turned over and suddenly got up out of the bed.  I crouched down as low as I could get to try to stay out of sight as he walked past me to the bathroom, my heart pounding frantically as I worried I’d be caught.  Apparently, my attempt to maintain a low profile worked or he was too groggy to notice a person crouching on the floor at the foot of his bed. I heard him peeing in the bathroom, so I quickly placed the feather back on his nightstand and silently crept back to my room, his back to me while he peed.

 

I got back into bed and tried to calm down, the rush of adrenaline pulsing through my body from nearly getting busted tickling my house guest/former teacher’s feet.  I smiled and my dick was still rock hard from the excitement. “I’d really like to test more of his ticklish spots,” I thought to myself. “Might help even the playing field for our wrestling matches.” I slowly massaged and stroked my dick as I drifted off to sleep.

 

My alarm sounded at 6:30 sharp. I felt groggy, no doubt the multiple interruptions from nocturnal tickling to blame. Before I knew it, I’d fallen back asleep until the snoozed alarm sounded again ten minutes later. Between being tired and pondering if I happened to sleep past our scheduled start time would Jason punish me by tickling me awake again, I turned off my alarm, laid on my back with my hands tucked securely behind my head, leaving my muscular torso and deep, ticklish pits vulnerable to his teasing whims. I also pulled down the sheet covering my body so it was just barely covering my privates, my lower ab and pubic hair visible. I was curious if revealing enough to remind him I sleep naked would taunt him into tickling my cock, something I’d never experienced before but had fantasized about many times. In a minute I drifted off to sleep.

 

I was not disappointed when I came to and felt the unmistakable sensation of the long, white, stiff-barbed feather scraping up my side from my hip, across my tender ribs and trekking towards my exposed and uber ticklish armpit.  I tensed and prepared for the unbearable tickling sensations of the feather stroking through the hair lining my pit, managing to hold back any reaction. The feather continued its slow path up the surprisingly sensitive skin of my tricep.  I had to keep holding my breath to keep from laughing as the feather reversed course, down my ticklish tricep, through my pit and back down to my hip.

 

I feigned sleep, expecting Jason to keep at it.  Sure enough I felt the feather scrape across the hairs covering my flat abs, my stomach spasming uncontrollably as the feather struck the invisible weak spot just below my belly button, before it plunged into my belly button and swirled around the sensitive hollow before exiting and reversing path back to my hip. The feather began another maddening trek up my side, across my ribcage and headed toward my pit when it took an unexpected detour, across my muscular chest, combing through the light matte of silky black hair.

 

Oh, shit!  The feather was heading straight to my unbearably sensitive nipple. That’s always been a weak spot for me, and sure enough when the feather began swirling its diabolical tentacles across my instantly hardening nip and continued to swirl encircling it, the tickling sensations were nearly unbearable.  It tickled like a mother!  I gasped slightly and tried to hold my breath and not burst into laughter, but the tortuous concentrated tickling sensations were quickly building to more than I can take. 

 

Worse, my nipples are hardwired to my dick. The few times I’ve hooked up with a dude and he would finger or tickle my nips, I would get an instant hard on.  And today was no exception. I could feel my dick quickly rising to the occasion, the pressure of the sheet pressing against my cockhead as my dick lifted the sheet off my body.

 

The only way to keep from losing it was to let out a moan and slight giggle and allow my body to squirm from the slow, methodical stroking of the feather around my nip. The maddening sensations stopped for a moment followed quickly by the sensations of the feather now applied to my other, equally ticklish nipple. Meanwhile, my dick was now fully erect, no doubt forming a noticeable tent in the sheet.  How could Jason not notice?  And would he take advantage?

 

Just as the tickling sensations came close to being too much too handle, Jason started dragging the feather down my torso, following the line of hair connecting my chest hair to the hair swirling across my abs. As the feather reached my belly button, I felt Jason pick the sheet up off of my dick, pulling it back to uncover my fully effect cock and swollen balls.

 

Holy fuck!  The feather continued its downward path heading straight for my dick. I held my breath in anticipation, finally feeling the stiff barbs of the feather being slowly dragged up the surprisingly sensitive underneath side of my cock.  Jason slowly, methodically stroked it up and down my cock, sometimes sliding it around to the slightly less ticklish topside.  The tickling sensations were driving me insane, and my dick was bouncing and responding to the feather touches. Meanwhile, the erotic stroking was turning me on like crazy. It was a real mixture of heaven and hell.

 

Eventually he used the tip of the feather to tickle my sensitized cockhead, painting the underneath side of the crown with the tentacles alternated by swirling it around the tip of my cock, which truly tickled like hell.  I could no longer hold in my reaction so moaned and giggled softly while pretending to still be asleep.  I wasn’t sure how much more I could handle without bursting out with laughter and squirming around.

 

The tickling was driving me nuts to the point I wanted to tell him to stop, and yet I was getting turned on so badly so part of me wanted to yell to keep going. I didn’t know how Jason would handle me waking up while he was tickling my cock…that could be awkward for both of us if he didn’t handle it gracefully so tried as long as I could to just grin and bear it.

 

But then Jason moved the long, stiff-barbed feather to my swollen balls and as soon as it made contact, it felt like electricity pulsing through my body. I had no idea that my balls were so unbearably, hopelessly ticklish but quickly realized I was going to lose it any second.  I held out for only three or four more seconds before bursting into laughter, clearly now awake and rotating my crotch out of his reach to try to get away from the unbearable ball tickling he was subjecting to me.

 

Jason masterfully withdrew the feather in an instant, holding it out of sight behind his back and used his other hand to launch an immediate tickling attack of my lower abs. He did it so smoothly that truly had I been asleep I might not know for sure if he had tickled my cock and balls. Of course, the aggressive tickling attack to my abs was equally unbearable so I laughed, cried out in protest and turned my torso away from him so he could no longer reach my belly. It also gave me an opening to pull the sheet up to cover my raging hard on to make things less awkward.

 

“Dude, you gotta’ get up!” he barked, wrapping his fingers around my rib cage now within his grip and squeezing and poking my ticklish rib cage, which only made me roar with laughter and squirm more to try to get away from him.

 

“Okay, okay!” I cried out, grabbing his hand to block him from tickling me and half sitting up.  “I’ll get up.”  He started to walk out of the room, and I laid back down on the bed to collect myself before getting up.

 

“Hunter!” he roared loudly, “You cannot sleep any more.  We have to get started, dude.  Now get up out of this bed now!” he commanded, catching me off guard by suddenly sitting on my ankles and launching an aggressive two-handed tickling attack on my bare feet.

 

“No, stop!” I cried out desperately, frantically yanking on my legs trying to free my ankles and get my feet away from his attacking fingers.  I’d never experienced such an intense tickle attack and especially be helpless to stop it with his muscular body pressing my ankles to the bed. I began thrashing madly trying to free my tortured feet, smacking the mattress futilely.  “Jason, come’on!  Pleeeeease!” I begged him.  “Uncle!  Uncle!” I yelled amid my roaring laughter, realizing he wasn’t stopping his tickle attack and I couldn’t take much more. I hoped my cries of uncle would cause him to take pity on me. 

 

I finally managed to yank free, toppling him over as I scrambled to get up off the bed.  “I’m up!’ I’m up!” I yelled with a laugh.

 

“Good!” he said, flashing that familiar mischievous smile.  “Figured that would get you out of bed.  Now let’s get going.  We have a ton to do today.”  He left the room and it took me a moment to catch myself, such a freakin’ hot experience we’d just had and my dick still throbbing from it. 

 

 

TO BE CONTINUED