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The Hopelessly Ticklish Student - Chapter 3

by Ticklish Tickler

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My morning started by being tickled awake by Jason’s feathers and then pounced on and aggressively tickled until I leapt out of bed. As I caught my breath, I threw my boxers and some gym shorts on, brushed my teeth and grabbed a t-shirt to head downstairs.  I poured a cup of coffee and leaned back against the counter facing Jason, who seemed to be enjoying the view of my shirtless, lightly hair-adorned torso.

 

“Dude!” I complained. “That was totally crossing the line, tickling me like that!” I said with a laugh.  He laughed in response.

 

“Well, DUDE,” he said in a mocking tone, “All you have to do is get up when you’re supposed to, and I won’t be forced to use such desperate measures to get you up out of that bed.” I flashed a smile that said “touche!” and he smiled back.  God he was so fucking handsome, and all of this tickling was turning me on like crazy.  I knew it would be another distracting day spent with this stud, but I was actually looking forward to it.

 

Jason laid out the plans for the day, starting with removing the ceiling fans from the bedrooms upstairs, painting the ceilings and installing new fans my dad had bought.  “Once we start painting, we’re going to have to open the windows to allow the fumes to air out. And it’s going to be another scorcher today, so my plan is that we work aggressively to get the new fans in place by early afternoon so when it’s really hot later afternoon while we paint the walls, we can at least get a breeze going.”

 

We headed upstairs, carrying ladders and supplies.  We moved the bed out of the way in my brother’s room and he placed his ladder to one side of the ceiling fan, instructing me to set mine up right beside his on the other side of the fan but in the opposite direction. We both climbed our ladders, so we were beside each other and facing toward the fan. He then used a drill to begin unscrewing the bolts holding the old ceiling fan in place.

 

“As I remove the second bolt, you’ll need to hold up the fan so it doesn’t hang and potentially strip the screws or damage the ceiling,” he explained. “Keep holding it while I remove the other screws and then you can pull the fan down and set it on the floor.” I complied, placing both hands directly above my head to hold the base of the fan against the ceiling as he quickly removed the second bolt and then the third bolt.

 

I could feel the weight of the fan resting on my hands with just the one bolt remaining to hold it in place. I began thinking about the fact that I was facing him, just a few inches away, with both arms lifted above my head and immovable.  I glanced down to see my t-shirt had ridden up and left my abs exposed and vulnerable.  When I looked up, he was looking at me with that same, damned devilish smile that seemed to precede a tickle attack.

 

I began shaking my head no but couldn’t help smiling knowing he would ignore me. Sure enough he reached his free hand down to my exposed abs and began crab clawing them, gently pressing his fingertips into and stroking his fingernails against my sensitive skin. I giggled uncontrollably as the tickling sensations were definitely getting to me, although the sensations were not as unbearable as when someone tickles my feet or pits.

 

“Jason!” I protested. “That’s not fair.  I can’t pull my hands down or the fan will fall.”

 

“I know,” he replied with a laugh, continuing his tickling attack.

 

“Please!” I cried out, the sensations building and becoming more unbearable. “Cut that out!” I pleaded in between laughter. His attack lasted for about a minute before he stopped and removed the last bolt holding the fan in place, allowing me to pull my arms down and carry the fan to the ground. He was smiling devilishly when he climbed off the ladder.  “Oh, so is this how it’s going to be today?” I said half teasingly and half challenging.

 

“Man, you’re just such an easy mark, Hunter,” he said with a laugh. “And damned good natured about it. I can’t resist.” By now, my dick was starting to press against my gym shorts, so I changed the subject, hoping to calm my crotch down before he noticed.

 

We moved onto my bedroom, moving the bed out of the way, setting up the ladders side by side and beginning the process of removing the ceiling fan.  Sure enough, when he’d gotten the third bolt out, my arms helplessly extended to the ceiling and leaving my torso vulnerable, he launched a tickling attack on my exposed pit. That was more unbearable than his ab tickle before, so I reacted a lot more strongly and pleaded more intensely for mercy. Still he managed to dish out an unbearable tickling attack for about 30 seconds.  His intensity was turning me on as much as the erotic touches to vulnerable spots, and the tent in my gym shorts was definitely noticeable.  Although interestingly so was the tent in his shorts.  Seems we both were getting turned on by his sucker tickle attacks on me when I was vulnerable and helpless to stop them.

 

And so it went. While taking down the fan in his room, he launched an attack on my exposed and vulnerable rib cage.  And in the other bedroom, he returned to my exposed abs once again. He seemed to be enjoying my reactions and I was willing to play along because I was finding it pretty damned hot, although I still protested each attack. After removing the fans, we proceeded with painting the ceilings.  However, with the windows open and the heat rising, it was getting pretty hot on the second floor.  I finally pulled my t-shirt off during a break. He smiled and removed his as well. Now as we worked, the view had gotten better for both of us and I constantly caught him checking out my lean, muscular body out while I drank in the site of us muscular, hairy torso as we worked.

 

Using extender poles with paint rollers attached to paint the ceilings, it often left both of us with our arms outstretched and bare torsos unprotected.  He managed to get in a quick tickle attack on me a couple of times.  And I got up my nerve to get in a surprise attack to his exposed and enormous pit, getting a good reaction out of him.  It was clear he also was ticklish, although clearly not nearly as ticklish as I am.  But then, few guys are as hopelessly ticklish as I am!

 

We got a good rhythm going and managed to paint all four ceilings within a couple of hours.  After a quick lunch break, we headed back upstairs to begin putting the new ceiling fans in place, so we’d have some relief from the blistering heat while we painted the walls.

 

We started in my brothers’ room, assembling a new fan from the box before beginning the process of attaching the new fan to the ceiling. I was perched on the ladder beside him, holding the new fan in place while he attached the bolts to hold it in place. I got into position and hoisted the fan, heavier than the older one we took down, into place against the ceiling ready for him to insert the bolts.  He used the power drill to screw in the first bolt.

 

“So, Hunter, you need to make sure that you keep the fan pressed against the ceiling now until the last bolt is in. Too much weight pulling against just one or two bolts could pull the bolts out and strip them in the process, which would then mean a trip to the hardware store,” Jason explained matter-of-factly.  “Got it?”

 

“Yeah, man,” I answered. “Got it but make it snappy…this fan is pretty damned heavy!” I said with a laugh. My arms were outstretched above my head in order to press the fan against the ceiling, my biceps bulging from the pressure. I glanced down and suddenly became aware of how completely vulnerable my shirtless torso was with me forced to remain in this position, unable to pull my arms down should Jason decide to launch a tickle attack.  I glanced back up to see that familiar mischievous grin on Jason’s face staring back at me.

 

“You know, for some reason, when you are in that position and without a shirt, you look even more vulnerable than before. I guess it would be really bad if I were tickle you at this point, huh?” he said teasingly, as he laid the drill down on the ladder.

 

“You wouldn’t dare!” I burst out. Shit, why did that come out of my mouth?  I’m practically challenging him to tickle me, I thought.

 

“Or would I?” Jason teased accompanied by a devilish laugh, his hands perched beside both of my exposed ribs, taunting me by wiggling his fingers just millimeters away from my sensitive skin, the hottest and most devilish smile on his handsome face.

 

“Please, Jason!” I pleaded. “Don’t do this!” Although truth be told, my dick was instantly stiffened by this hunk teasing me and knowing that a tickle attack was imminent. The look on his face told me that my pleas were not only useless, but instead provoked him to launch an attack.

 

“Dude, sorry, just can’t resist!” he answered with a menacing laugh, as he used both hands to prod, squeeze and tickle my exposed rib cage. I tried to hold back the laughter, but it took just a few seconds of the unbearable tickling for me to burst into laughter, cocking my head back, deep laughter bellowing from my mouth as I endured his merciless tickle attack.

 

“Noooo!” I cried out.  “Pleeease, Jason!  I can’t take it!” I protested between peels of uncontrollable laughter. His tickling skills were nothing short of expert, and the sensations were even more unbearable than this morning when I had a shirt protecting my torso. He kept up his torment of my sensitive, bare skin for at least 30 seconds, my laughter and pleading falling on deaf ears. He finally stopped and picked up his drill to begin to attach the second bolt. I’d managed to recover my composure by the time the next bolt was secured but remained just as helpless and unable to pull my arms down to protect my horribly ticklish body.  I glanced down and became aware I was sporting a noticeable bulge in my gym shorts. Jason’s gym shorts sported a similar bulge.

 

Jason set his drill down again, turning to me with a devilish smile. “I guess it would be even worse for you if I were to tickle your pits, huh?”

 

“Jason, c’mon, man!” I pleaded. “Not my pits!” Damn it, why did I keep spewing comments that only clued him into my weakest spots and encouraged him to attack.

 

“Jesus, these hollows are just so huge and begging to be tickled!” he teased, once again wiggling his fingers menacingly nearly touching the hair lining my pits. My pits are probably the most ticklish spot on my body, even more ticklish than my unbearably ticklish feet so I knew this was going to be hard to take. I knew anything I said would only encourage him so I just let my eyes do the pleading.

 

His fingernails suddenly made contact, dancing through the hair of my pits and sliding all against the hollows of my pits.  The sensations were absolute torture, again far more intense than this morning’s when my shirt provided a barrier between his nails and my skin. “Nooooa ahahahahaha!” I cried out. Truly this was much worse than the attack to my ribs, and I wasn’t sure how much longer I could keep my arms up and allow him to torment me like this.  “Jason, stoppp!” I cried. “I can’t take it much longer…my Dad will kill me if I drop this new fan!”

 

He laughed and finally stopped tickling, added the last bolt and freeing me to pull my arms down and protect my torso from any further assault. We cleaned up and moved to the next room, assembling the fan and placing the ladders into position.

 

“Alright, you know the drill,” he said nodding toward the fan laying on the floor.

 

“Okay, but Dude, you better not tickle me this time!” I snapped back, although is devilish smile told me he wasn’t likely to follow my order.  Sure enough, as soon as the first bolt was in and my arms were forced to stay in position above my head, he turned to me with that mischievous smile I’d come to know and dread.  I started shaking my head no, in a futile attempt to dissuade him from attacking.

 

“I wonder, Hunter,” he said tauntingly. “Are these washboard abs of yours as ticklish as the rest of you?” He moved his hands into position in from of my exposed, outstretched abs covered in swirls of soft hair.

 

“Dude, please!” was all I could manage to get out before his wiggling fingernails made contact with my sensitive skin.  I managed to hold back laughter for a minute as his fingertips explored my abs, occasionally hitting one of my ticklish landmines along an invisible horizontal line running just below my belly button, my stomach spasming uncontrollably and a gasp emitting from my pursed lips with each strike.

 

I was actually proud of my ability to hold it together and not laugh, although admittedly the non-stop sensations were causing laughter to well up inside of me and I wasn’t sure how much longer I could hold my shit together. I followed closely the movement of his fingers dancing across my abs and held my breath to stay stoic as long as possible. My dick formed a predictable tent in my gym shorts below.

 

“So, your stomach isn’t as ticklish as the rest of your body, huh?” he muttered sounding disappointed. He seemed intent on finding a way to break me. He pressed his thumbs against my skin in the region where my hips meet my stomach, wrapped his other fingers around my vulnerable waist and began pressing his thumbs firmly into my skin.

 

“Damn, he knows his stuff!” I thought to myself. Pressure placed in that exact pot has a way of inflicting an excruciating tickling sensation that I find unbearable. Just two presses in I lost it, bursting out with laughter and squirming to try to get away from his demonic fingers massaging my lower ab region.  Unlike the more sensual tickling he’d been doing, this technique is hardcore and was clearly intended to break his subject. “Cut that out!” I cried out amidst desperate laughter, the ticklish waves rocking my body.

 

He flashed a big smile, reveling in the fact that he’d figured out how to break through my defenses once again.  His was a look of pure joy as he massaged my waist while producing peals of desperate laughter. Eventually he slid his hands up my side to my rib cage as I roared with laughter and begged him to stop, which he finally did.  “Jesus you are such an easy mark!” he said with a sarcastic laugh as he picked up the drill and went to work on the second bolt.

 

“Yeah, well you’re an asshole!” I fired back sarcastically, adding a laugh to make sure I didn’t piss him off and invite an immediate retaliation.

 

After getting the second bolt in, he set thee drill down, and turned once again to my defenseless torso, a hungry look on his face. “Ah, man, c’mon!” I complained. “Haven’t you gotten your fill yet?”

 

“Hunter, you make it really hard, man!” he said with a laugh. “Seeing this rockin’ hot bod of yours, exposed and oh so vulnerable like this, and knowing how hopelessly ticklish you are, I just can’t resist, man!” If he wasn’t so freakin’ good looking, his evil smile and cocky attitude would probably piss me off. He plunged his fingertips into my helpless pits, dancing tortuously through the hair lining them while I cried out with desperate laughter and begged Jason to stop tickle torturing me. He ignored my pleas and tickled me unmercifully for a full thirty seconds. I knew my dad would kill me if I dropped the fan, so I had to keep my hands in place no matter how much it was killing me.

 

“Jason, pleeeease!” I cried out amid roaring laughter. “I’m gonna’ drop this fucking fan!”

 

After another 15 seconds, he finally gave me a break, drilled the last bolt in and climbed down from his ladder.  We moved to the next room and after assembling the fan, I decided to take a different tack.  “This time, you’re gonna’ hold up the fan!” I barked, determined to turn the tables on Jason and spare my poor tormented body another unbearable tickling attack.  He smiled at me, taken aback at my assertiveness.

 

“Okay, Hunter,” he said matter-of-factly, lifting the fan and climbing up my ladder.  “But no tickling!” he said teasingly, adding a wink. I just laughed and climbed his ladder, grabbing the drill and putting the first bolt in. I was excited to turn the tables on Jason, to the point my dick was already hard.

 

“So, Jason, I wonder if you are ticklish?” I said teasingly, turning to his extended and helpless torso.  The view was intoxicating, this muscular, hairy chested stud exposed and at my mercy.  I reached over and began squeezing and stroking his rib cage. But instead of reacting, he just smiled and otherwise didn’t react.  What the hell?  I know in wrestling around with him he did react when I would grab his ribs.  Why was he suddenly immune to my tickle attack?  I grew frustrated as I kept working his ribs and he just had that smug, cocky smile on his face while my attack fizzled. Frustrated, I picked up the drill and began to mount the next screw, my mind racing and wondering why I failed so badly.

 

“Guess not everyone is as ticklish as you, Hunter,” he said with a laugh, knowing he’d gotten the best of me once again.  I decided to try one more time, this time going for his exposed pits, after I’d attached the second bolt.

 

“Hmmm, let’s see if perhaps these pits are your weak spot?” I said as I plunged my fingertips into his deep pits.  Surely that would work!  At first, he just smiled and didn’t react.  But I noticed after about 15 seconds and as I danced my fingertips all through is pits that he started to shake a bit, as though he was holding back a reaction.  “hmm, looks like this might be getting to you, Jace?!” I teased as I kept up my tickling.  A strained smile overtook his face as he shook and held his breath, appearing to be close to breaking.  “C’mon, Jace, let it out!  Kitchy kitchy koo!” I teased, keeping the non-stop dancing of my fingertips going.

 

“Oh shit!” he managed to blurt out just before giving into the sensations and began laughing, a deep, masculine bellowing from his massive chest. Apparently, I’d exceeded his ability to remain stoic, giving up the fact that his pits are indeed ticklish.  My dick was pressing hard against my shorts, I’m sure a wet spot was forming as well as I drank in the intoxicating scene of this studly, masculine dude laughing and squirming as I tickle tortured his vulnerable pits.  I probably ended up tickling him for a full minute, unable to stop. He never reached a point of begging or even telling me to stop but clearly I found a spot that is indeed ticklish, even if not nearly as ticklish as my pits are.

 

I finished the other bolts and we moved to the last bedroom, setting up the ladders and assembling the last fan.  He climbed his usual ladder while holding the drill and nodded toward the fan sitting on the ground for me to pick up and place into position.  I considered protesting since I’d already endured two shifts in this ticklish position, but then I remembered both how much frustration his limited sensitivity yielded as well as how turned on I was from Jason getting off on tickle tormenting me while I was helpless to stop him.

 

I just smiled, picked up the fan and climbed the ladder into position.  Jason predictably set the drill down after mounting the first bolt, turned to me and said, “You know, Hunter. I think maybe one reason you lost it from me tickling you was you were caught off guard. Let’s try it now, with you knowing full well what’s coming, and you try to tough it out like a man and not laugh.” He laughed obnoxiously after insulting me. I nodded, tensed up my body in preparation and held my breath as he moved his fingers into position wrapped around my rib cage.

 

He smiled devilishly as he began to gently squeeze and stroke my ribs. The sensations were killing me, but I bit my lip and managed to hold back any reaction, trying desperately to tough it out. It became harder to do, though, as he slowly, methodically tickled my exposed ribs in an effort to break me. Which was a definite possibility, as his tickling touches were expertly delivered to cause maximum tickling sensations.

 

I’d fooled around with a couple of guys while away at college, mostly experimenting with possibilities, and I told them of my being turned on from tickling and being tickled.  Neither of the guys I’d hooked up with had interest in being tickled, and one wasn’t really ticklish.  But both were willing to try tickling me. I was shocked to discover tickling doesn’t necessarily come naturally to guys. I’d tickled and been tickled a fair amount growing up and in my teen years and not seen the challenges these guys had in getting a reaction out of me.  One was super light in in his touches and the experience was mostly erotic, not unbearable.  The other was too hard and it mostly just hurt.

 

But damn it, Jason clearly knew what he was doing. his every prodding, touch and squeeze was lethal in delivering an unbearable tickling sensation and he had me squirming in no time, trying desperately to hold back the laughter welling up within me. I could tell from the devilish smile on his face that he knew I was close to breaking and he just kept up the slow, non-stop tickling of my ribs. And then he slid his hands down my side reaching my waist, applying pressure with his thumb into my lower abs while squeezing my side.

 

I think it was simply the change in position that broke me, and suddenly deep, non-stop laughter burst out of me, echoing off the walls while I squirmed madly to try to avoid his tortuous touches. Perhaps it was because he had to work harder this time to break me that he chose to keep tickling me non-stop for a full minute after I’d broken. All I knew is I was close to a point of not being able to endure any more.  “Jason, pleeeeaze! I need a break or I’m going to drop this fan!” I managed to get out between peals of uncontrollable laughter.

 

He smiled with satisfaction, stopped tickling and secured the next bolt into the ceiling. I knew one last round of tickle torture was imminent. Sure enough, he turned to me with that devilish smile and challenged, “Okay, let’s try this one more time. Try to tough it out, Hunter.”  He reached for my exposed pits this time.

 

“Not my pits!” I cried out. “They’re worse than my ribs.”

 

“Dude, seriously, grow a pair!” he said with a laugh. “You know it’s coming. Just think sad thoughts, take a deep breath and try to ignore it.” His fingertips began dancing through the hair of my pit and the sensations were maddening.  I am growing convinced my pits are my ultimate weak spot, his tickling attack 10X more unbearable than his rib massaging. I tried desperately to hold back laughter but managed to last just fifteen seconds or so before laughter came roaring out of me and I squirmed desperately to avoid his unbearable touches.  I was begging for mercy in no time, and he finally quit, laughing heartily at my defeat and his success in breaking me so quickly.

 

I was glad this was the last ceiling fan to install.  I wasn’t sure how many more of these forced workouts I could take, and my dick was getting super primed by an afternoon filled with frequent erections. Unfortunately, there wasn’t a window to relieve myself. It was already four-thirty and we’d need to start our workouts if we were going to eat dinner at a reasonable hour.

 

After our gym workout and run, we headed once again dripping in sweat to the pool to cool off from the sweltering heat. He jumped in first and after a good swim, fell into position sitting on the side ledge, arms outspread along the pool edge, which provided a killer view of his muscular hairy chest, massive shoulders and biceps and tantalizing armpits exposed and vulnerable.  I’d grabbed beers, bringing one to him and laying mine down by the pool edge so I could jump and cool off.

 

It was time to poke the bear. I swam over to where he was relaxing. “Dude, you were such an asshole this afternoon every time I got stuck with my hands above my head to hold the ceiling fans!” I bellowed, lunging for him.  I grabbed him around his torso and pulled him off the wall, picked his muscular body up, twisting and slamming him down in the water, using my fingers to grasp and tickle his ribs and any spot on his torso I could make contact with.  I definitely caught him off guard, as he burst out with laughter just before plunging into the water. We wrestled around for a few seconds in the water as he worked to break free from my grip and squirm to freedom, popping back up above water sputtering and coughing from the water he’d inhaled on the way down.

 

I waited for him to catch his breath and watched to see whether he’d be pissed or not. He looked up at me with that evil, devilish smile. “You are so fucked!” he said with a laugh as he lunged toward me in attack mode.  We began wrestling in the water, him launching a tickle attack while trying to pull me under the water.  I tried to get in as many tickles as I could on him, but it quickly became obvious I was at the disadvantage in every way: size, strength and being far more ticklish than him.  He managed to get my ribs, my pits, abs, anywhere he could get to, eventually succeeding in wrapping his powerful arms around me to pin my arms down while his talented fingers danced up and down my side from my abs to my rib cage. I roared with laughter and tried desperately to break free, but his grip was impenetrable, and after a minute of tickling me, he lifted me up and slammed me down underneath the water, continuing his tickling until I could wiggle free.

 

As I broke loose, he managed to grab my flailing leg and latch onto my ankle so as I finally got my footing and came up above water, I was standing on one foot and he had my other foot in his control. I sputtered and coughed while trying to catch my breath. When I finally did, I was staring at him holding my ankle, my barefoot in the air and at his mercy.

 

He flashed that devilish smile, and I knew what was coming. I started shaking my head back and forth. “Dude, c’mon, don’t!” my plea falling on deaf ears. He began dancing his tortuous fingertips and down my ultra-sensitive sole.  The maddening tickling sensations were unbearable. But I also had a raging hard on, finding the scene, with this hot, masculine muscle stud covered in wet, matted hair on his rippling torso, smiling evilly and thoroughly enjoying tormenting my bare foot incredibly erotic. Much to my surprise, I didn’t try yanking my ankle right away, instead attempting to endure his unbearable torment, my head cocked back and deep laughter roaring from my chest.

 

But it wasn’t long before I couldn’t stand much more tickling so I began frantically yanking on my ankle.  He did a good job of holding onto my leg while madly tickling my foot, so it took another twenty seconds or so to wrestle my foot out of his control and stop the torment.  “I think your feet might be more ticklish than your pits, Hunter,” he teased, moving back to the side ledge to rest and take a swig of his beer.  I swam into position beside him and joined him downing my beer.

 

We continued chatting, which inevitably lead to one of us trash talking and some wrestling around that of course included tickling and one or both of us being dunked under water. My dick was rock hard the entire time. In one such encounter, I managed to get hold of his ankle and start tickling his foot, which also yielded a good reaction from him. I made a mental note that his feet are probably his weak spot, such as it is.  (it became clear I’m still far more ticklish than him, putting me at a disadvantage in every battle.)

 

I eventually got out of the pool to grab some chicken to throw on the grill, and Jason joined in helping me prepare dinner, both of us just in our swimsuits and providing each other tantalizing views to enjoy while cooking and as we dined on the patio. I was finding I really do enjoy hanging out with the dude, and we kept finding things we had in common. There was also something super cool about his confidence, the confidence of an athlete without anything to prove but whose sinewy physique is capable and proven.  And the fact that he was unbelievably hot also made it especially enjoyable to hang with him. I found my dick was always in trigger mode so all it took was a cute laugh or teasing comment to give me wood!

 

As we prepped the food, I considered how absolutely insane it was that my high school student teacher whom I had a crush on back then had turned out to be so freakin’ hot and into tickling and teasing me. He had to notice how it was turning me on, and it was clearly turning him on as well. What a surreal situation!

 

And given his unabashed penchant for tickling me, something told me things were about to get even more intense and unbearably hot for me.  I could hardly wait to see how things would turn out.