If you’ve been around the male tickling corner of the internet long enough, you’ve likely heard of ‘The Hollywood Tickler.’ The story of some unknown guy going after and tickling famous men like some kind of laugh-hungry boogeyman is the most popular rumor out there but in reality, it’s much simpler. As much as the entertainment industry prides itself on creativity and platforming the arts, it’s still an industry and every industry’s real backbone is money. The real Hollywood Tickler isn’t some mysterious collection of powers that be cloaked behind CEO titles with kinky interests or some tickle-crazed maniac, but instead a sole entity who understood the power of money. No one really seems to know who he is or how he came into his extreme wealth but the checks always clear and there haven’t been any issues yet, not in 30 years.

While the system he set into motion isn’t public knowledge but it isn’t some dark secret of Hollywood either. Most stars have at least heard of it, if they haven’t dabbled themselves, and although some view it as perverse, the Hollywood Tickler himself has been a friend to many famous faces over the years. The L.A. lifestyle is expensive and let’s face it, can you ever really have enough money? He certainly seemed to but he used it to do what he was always told he couldn’t, to buy happiness, at least his version of it.

The setup was pretty cut and dry as far as Hollywood deals go. Usually, one or two famous men were contacted via the tickler’s personal service with a cash offer. If it was just one guy, things were straight-forward but if there were two, the respective roles of ticklee and tickler were designated in the offer. The money was always too good to turn down and better yet, it was under the table which meant no taxes taken out, no requirement to share it with agents and managers and whoever else on the payroll. It would be all theirs which never happened in that business. All they had to do was agree to the proposal and more times than not, the deals were signed within 24 hours. If someone chosen didn’t want to participate, they certainly could reject the offer. No retaliation or even harsh feelings were exchanged. The Hollywood Tickler had even been known to pay the men who denied his offer a small sum just for their time. All in all, despite his discreet, anonymous way of operating, he was considered a benevolent force who just really liked tickling. This is the story of the most recent Hollywood Tickler session.

*2024*

Matt Bomer exhaled through his nose with audible relief, unable to even see what was going on out of his direct eyeline but in that moment he didn’t care. He focused on catching his breath and enjoying the peace while it lasted. On his back and with his arms stretched out over his head in a straight line, he could only look up, his forehead secured into place straight forward by a strap that went around his biceps. His wrists had been locked in a set of padded cuffs attached to the top of the horizontal table and his forearms wrapped to the table itself with plastic wrap. His legs were just as straight below him, wrapped to the rectangular padded table from the knees down until reaching the set of black stocks housing his still loafered-feet.

As his freshly shaved pits recovered from the brutal finger attack, still tingling with lingering stimulation, he couldn’t help but wonder why his shoes were still on. It was hard telling how long he’d been at this but he figured they would be the first to go. Part of Bomer was relieved his feet had been ignored but his upper body was dying for somewhere else to feel the wrath of Matt’s chosen tickler, Jonathan Bailey. The Hollywood Tickler knew by now that some of the sweetest men made for the best ticklers and Bailey checked that box. The pair of actors had grown very close since filming their series together and their chemistry added a layer to the scene neither of them could’ve simply acted if their relationship wasn’t already there.

“You alright, love? You’re looking kind of red in the face” Jonathan half-way teased/half-way checked on his friend, earning an eye roll from Matt. “Such pretty eyes capable of so much sass. Gotta love it” Jonthan added as he surveyed the shirtless stud in front of him, eyeing where to go next as the camera at the end of the table continued filming every second for their anonymous backer. With his mouth taped shut, the 46 year old could only anticipate where Jonathan was going next, wanting nothing more than to make him tell him what he was up to, what part of his helpless body had silently become his next target.

When Bailey disappeared under the table, Matt’s adrenaline began to spike again, trying to shift his head and see where his buddy was coming from until he felt two familiar hands pounce on his ribs. “MMPhMHM!!” Bomer erupted with fresh, muffled laughter and a flash of his bright blue eyes as Jonathan’s quick, powerful fingers wiggled into him on both sides. Matt’s relaxed hands became fists again and he bellowed into the silver tape like a gushing fountain, knowing by now that he was far more ticklish than he’d remembered and that Jonathan seemingly had his laughter on tap like the simple turn of a faucet.

“I can’t believe I’m actually getting paid for this” Jonathan laughed with devious delight as he started drilling in between Matt’s ribs with a couple stiff fingers from each hand. “MMPHUHHMHUU!” “I can tell you’re trying to say ‘fuck you’. You know that, right?” “OOoOHOOHD!” “Good?? You’re just asking for it, mate” Bailey assured before jumping back up to the outstretched pits and lighting his friend up again. “MMPHMmPHmMHM!!!!” violent laughter vibrated against the tape gag and Matt shook in place, rocked by the 10 devilish fingers dominating his underarms again. “I’ve never actually shaved my armpits but these are so smooth…I imagine that makes them more ticklish” Jonathan speculated, not having received the same instruction to shave his like Matt had, to yes, in fact, make them even more ticklish. Of course, Bomer hadn’t known that before getting strapped down to the table.

Bailey had discovered a lighter touch is what really set Matt’s pits off the first time he’d gotten to know them. His fingertips grazing and spidering around in both handsome targets was the perfect technique to keep the gorgeous leading man going crazy on the table and swearing at Jonathan behind the tape over his pretty mouth. “MMhGMHN!!” Bomer grunted with ticklish frustration and a muffled ‘oh my god!’ told Jonathan how well he was doing as he stood up to stand above him again, letting the sadistic part of himself enjoy really being a dick for the first time in his life as his relentless fingers left no spot of Matt’s pale pits untouched.

“Ya know, I might could make this even worse for you…” Jonathan suggested, earning a look of sharp disbelief from Matt, a mixture of ‘how could it possibly get worse?’ and ‘don’t you fucking dare’. “I don’t actually know if it’ll work but we can try it out” Jonathan offered as he leaned down closer to the left armpit and Matt’s sapphire eyes watched with horrified anticipation until Bailey’s tongue started playfully flicking across the middle of his armpit. “MPHM!” Matt jumped the most he could like he’d been zapped by a staticky doorknob, only inspiring a new grin on Bailey’s adorable face as he went back for more. “MMPHAAMMpHM!!!” Bomer exploded with a fierier outburst and clenched his fists harder like he was white-knuckling his way through a rollercoaster. “I guess it works” Jonthan concluded as if it wasn’t obvious and let his left hand join back in so both pits were occupied, sending Matt to the moon.

“MMAPHMMPHNMPHMM!!!!” Bomer raged behind the tape and jerked on the table as much as it would allow him to, the near immobility only intensifying the whole situation. The grey slacks he wore began to bleed with patches of sweat as Matt suffered and laughed harder than he ever had, controlled by Jonathan’s playfully evil fingers moving like an excited jellyfish in the left armpit and his tongue growing more adventurous by the second in the other. What’d started out as quick, continuous flicks soon escalated into more aggressive slurps back and forth until Matt was shrieking into his gag and his nipples were hard enough to put an eye out. “Who else can say they’ve tasted your feet and armpits?” Jonathan laughed before swooping under the table to the other side and reversing his attack, diving into the left armpit with his tongue and using his hands to go after the right as well as tickle his neck.

“NNNHMMHMMHHHAOOHMMHHMM!!!” Matt tried to protest the best he could once he realized a second wave was coming but Bailey wasn’t deterred, instead just as thirsty as ever lapping up his smooth, tasty armpit while his fingers operated like solo agents on their own missions to drive Matt as mad as possible. Bomer’s beautiful features scrunched and wrinkled into exasperated expressions as his now, shiny body shook with laughter, the kind that couldn’t be faked or acted. The Hollywood Tickler didn’t really know if Bomer was even ticklish enough before approaching him with this offer; he never really knew about most of his picks. But, the mysterious man seemed to have a sixth sense about it, somehow excellent at guessing who would be ticklish enough to satisfy him and who wouldn’t. Jonathan himself would’ve been a good choice but Matt edged him out, resulting in a scene nothing short of ideal casting.

Bailey finally finished up in the left armpit with one last sloppy lick up the entire length of it, stringing Matt along with giggly frustration until his tongue left and his hands retreated and Bomer could relax once more. Matt looked like he’d just gotten off a particularly rowdy mechanical bull, breathing through his nose to replenish his strained lungs as Jonathan made his way to the end of the table, earning Bomer’s attention again. “Now, I know you were a little ticklish when we did the whole foot scene in Fellow Travelers but I have a feeling you might have been holding back a bit. Hm?” Bailey suggested as he gave the bottom of both loafers a playful pat. “MOoMHMONMMH!” “You’re gonna have to work on your tape talking skills, mate. I can hardly understand you” Jonathan answered with a pop of the heels of both shoes before pulling them the rest of the way off, the dread almost visible as it crept over Matt’s defenseless body.

By now, Jonathan was very familiar with his buddy’s feet. He knew how his toes felt in his mouth, how soft and inviting his soles were in his hands. But this time he wasn’t going to worship them, although he knew Matt would’ve greatly preferred that. This time, dressed in a pair of sheer black socks, Jonathan was going to tickle Matt’s sexy feet as much as he wanted and get paid handsomely for it.

“MMPhMM!” “Sorry, mate…you’re gonna have to speak a little clearer” Jonathan teased before dragging a single finger down both socked soles. “MHMMH!!” Matt jerked and his feet tried to squirm out of reach, constantly moving to try and avoid leaving them sitting targets. “I can fix that, don’t you worry” Bailey assured with a flash of his charming smile before taking hold of the left foot by the top and letting his other hand get to work on the captured sole. “MMPhAMPHMMHM!!!” The table shook with Matt’s body as he bucked against the straps and wraps around his arms and legs, overcome with new laughter already filling the room. Bailey grinned with a tickler’s pleasure as he clawed away at the center of Matt’s foot like it took no effort at all to get such a strong reaction, the silky fabric even helping to make each stroke glide a little easier.

“MmPHAAMMPHMMH!!!!” Bomer roared behind the gag and kicked his other foot around to try and get in the way but the stock holes were strategically too far apart to allow for such a defense. “I can’t believe you held it together so well while we were shooting that scene! Not with feet this ticklish; I’m impressed. No such luck today, huh?” Jonathan taunted as the concentrated tickling wrecked one of his best Hollywood friends. In truth, it was odd that Matt had been able to control himself so well when Jonathan literally had his foot in his mouth but being in such a severely vulnerable position seemed to play on Bomer in ways he didn’t understand, being laid out and tied down like that almost making him more ticklish somehow.

“Alright, let’s get both feet now” Jonathan soon decided and gave Matt what can only be described as a minor heart attack before the same, vicious fingers landed on his opposite foot and suddenly doubled his suffering. “MMphAMMHMMHN!!!!” Matt exploded with fresh hysteria, rivaling the reaction his pits had caused. “Oh, shit haha. Both feet it is!” Bailey concluded as if he wasn’t sold on tickling both feet at once until he heard Matt’s warm laughter spiral higher, his normal cool attitude now anything but. Bomer’s face scrunched around the duct tape and his abs contracted and released over and over like he was in the gnarliest workout of his life, still trying and failing to wiggle his feet out of Jonathan’s reach but there was absolutely nowhere for them to go. No retreat. No sanctuary. No end.

Unbeknownst to Matt, Jonathan had been sent something of an instructional video before arriving today. A tickler’s guide. The video was nearly 10 minutes long of nothing but techniques and suggestions and tips and tricks on how to be an effective tickler for those uninitiated to that world. The Hollywood Tickler knew most people at least an idea of how to tickle someone but after a few years, he’d decided to offer some pointers for his chosen ticklers. The results were usually fantastic. In the case of Jonathan, someone already enthusiastic and playful, it was like giving a naturally talented artist quality brushes to paint with.

Those pointers reared their head again when Jonathan’s tireless fingers began wandering across the tops of Matt’s feet, triggering an audible surprise from the older actor as he realized there was twice as much surface area to tickle as he’d thought. “The tops of the feet…a real underrated spot if you ask me” Jonathan smirked as he started letting his nails gently drag across the tops with loose fingers, instantly becoming one of Matt’s most hated techniques. “AMMPHMMPHMMH!!! MMhpMMAHMPHMM!!” The unexpected tickling made Bomer’s laughter just as unpredictable, bouncing up and down with sudden crescendos and lower giggly moments and sharp yelps of specific sensitivity. “Some people may consider this a massage, Matt…it’s probably pretty relaxing to someone who isn’t this ticklish” Jonathan teased as he casually ran his fingers across the tops of both sheer feet over and over like he was petting a couple cats.

It wasn’t long before the steady tickling had Matt whimpering through his laughter as if the top teasing was too cruel to continue, too cruel to subject someone to for minutes-on-end. But Jonathan just sat there with a permanent grin as he grazed the pale tops on repeat and watched his friend flounder in place and laugh right from his belly without a moment of rest. “Want me to stop?” “MMYMMPMMPHM!!” “If I stop, I’m gonna do something else to you. If I keep going, I won’t be able to do it. So, are you sure you want me to stop?” Jonathan laid out with an ambiguous stipulation. “MMPhMMPHNM!!” Matt’s garbled ‘yes’s’ and ‘pleases’ told Bailey his answer, relieving the tops of his slender feet but Jonathan proved he wasn’t bluffing as he started peeling Matt’s right sock off.

“NmPHMMH!!” Bomer objected with frustrated disbelief. “I told you I was gonna do something else. I’m not a liar, Matt. Come on” Jonathan answered with another devious smirk as Matt’s feet squirmed around again but couldn’t stop his socks from coming off, well half-way at least. Bomer couldn’t help but question why his socks had only been peeled down half-way, stopping just past his heels but he wouldn’t argue with the remaining protection, as minimally effective as it may have been.

The next part made him cringe even more, surprised by Jonathan gripping his left foot again and holding it in place while something started moving around Matt’s sheer toes. He was dying to look down and see for himself what was happening but the strap across his forehead made that impossible, leaving him in suspense as the same thing was repeated with his other foot until it clicked with Bomer that his toes had been tied back, all of them. Faint wrinkles were all the movie star could produce across his light-pink soles as he realized he couldn’t move his feet, an unnerving development he hadn’t anticipated.

“Your feet still as soft as they used to be, mate?” Bailey questioned as he let the pads of a couple fingers admire the exposed heels, making Matt flinch and confirming the question at hand. “Damn, you’re gonna have to share your secret. This is actually very impressive” Jonathan complimented as he admired the velvet, American soles tied down in front of him before making contact with them again. “NNMHMmHMM!!” rocketed out of Matt with a sudden outburst once Jonathan really introduced himself to the rosy heels with tight, rapid scratches. The lack of socks made an obvious difference, not dramatic, but obvious. The direct skin to skin contact of each stroke created an unending surge of electricity from the bottom of Matt’s luscious feet as he raged against the bondage assortment keeping him in place like he didn’t know what else to do. The inability to retaliate or even try and intervene was unnatural, manufactured in a way he’d never experience other than here. The need to try and stop Jonathan never weakened, the self-preservation instinct to save his supple soles from the constant tickling yet being so helpless only made it all that more maddening.

“What about some toys?” Jonathan soon proposed as if Matt could agree or disagree before leaving the heels long enough to fire up what’d caught his eye. A buzzing sound got Matt’s attention and he recognized it but couldn’t pinpoint the source. He caught his breath, naïve to what was headed his way, until that buzzing landed between his sheer toes. “MmAPHMMPhMM!!!” Bomer came to life again on the table with a wild look in his eye and looked the only direction he could with newfound ticklish desperation taking over his stunning face. “MMpHMMPHAMMHM!!!” he shouted behind the tape and yanked on his arms as if he could overpower the layers of plastic wrap and free himself but nothing got him any closer to pulling the electric toothbrushes from his delicious toes.

“Would it be too cliché to play ‘this little piggy’ right now?” Bailey teased as he focused the buzzing bristle head between two different toes at a time, going down the line of each row with nearly 15 seconds in each space. “Whoever invented these toe ties in an even genius. I mean, they can’t even wiggle!” Jonathan pointed out with an impressed laugh while taking full advantage of how perfectly bound each toe was, keeping them permanently open for his toothbrushes to get between. “MMMAAPHM!!!” Matt suddenly screamed through his gag with a laugh Jonathan hadn’t heard yet, bringing a truly sinister smile to his face. “What was that?? Was that from this spot right here? Between your smallest toes?” Jonathan questioned as he returned to the spot on both feet and Matt argued behind the gag, already knowing the answer before the brushes made landfall again.

“MMAPHAMAMMM!!!” Matt lost it. The secret to his scream-laugh was cracked and Jonathan wouldn’t back off, like he was pushing a button on a game controller over and over to cheat a level he was playing. Bomer vibrated on the table with controlled sensory overload as his throat was pushed to full power, overwhelmed by the insane laughter being forced out of him, all from two electric toothbrushes between his smallest, bubbliest toes. Bailey recalled in the video what it’d said about going too far and how to recognize when your lee was on the verge of being pushed too much. He never expected such an unhinged reaction from Matt and he knew he could keep his foot on the gas if he wanted, really push him over the edge but they were friends after all. Matt might not forgive him if he actually broke him.

“Alright…you can’t relax now, I’m not that big of a meanie” Bailey announced as he left the nuclear zone between the suckable toes and Matt wilted onto the table with a kind of exhaustion he’d never known. It had to be over, right? Surely that was it, the unruly finale. Wrong.

“According to the timer, you have about 20 minutes left” Jonathan announced, might as well having said that Matt had to fight the Incredible Hulk. “MmHM!!” Bomer questioned with obvious shock. “I know, I could keep going all night too but, we did agree to a time” Jonathan answered with a splash of the smart-ass side of his personality. Matt sighed with a muffled ‘I’m gonna die’, making Bailey laugh. “You’re not gonna die. I wouldn’t do that to you. But, I’m supposed to be a serious tickler here so I’ve gotta give it my all, right? I’m sure you’d do the same if the roles were reversed” Jonathan pointed out, earning a look from Bomer that could only be interpreted as him wanting to make that so, to have Jonathan on the table to tickle the shit out of instead.

Bailey knelt back down out of sight of Matt and the sound of the toothbrushes roared up again, putting Bomer on alert before he felt one press against his right sole but not just the head this time, the whole thing. “MmPHMMPH!!” He had no choice but to burst with fresh laughter as Jonathan rolled his sock back down over it to trap the electric toothbrush against the bottom of his foot before doing the same to the other, forcing the vibrating tools to sit across the entire length of Matt’s wonderfully ticklish feet without him even being able to try and shake them loose thanks to the ever-present toe ties. “MMPHAMAMPHMMHM!!!” Matt shrieked and shouted behind the tape with a new reason to lose his mind and Jonathan took a second to admire how wicked the idea was. “Damn, it actually works. That’s so wild haha” he laughed, excited to have executed the move from the instructional video correctly, this trick specifically having been pulled from the site BrazilianTicklishGuys.

“I knew you were gonna hate me for that one but it was too cool not to try” Jonathan assured in the charming way he could make anything seem agreeable but Bomer wasn’t sold, now a giggly, sweaty mess with two electric toothbrushes prepared to tickle his creamy soles until their batteries died. “Don’t worry though, I didn’t forget about the rest of you” Baily assured as he produced a single red feather and brought it close enough for Matt to see before flicking it across his nose, a horribly annoying, juvenile attack that tickled like a real motherfucker. “MmMPhMMH!!!” Bomer protested with mounting fire thanks to the nose tickling but the handsome Englishman wasn’t done. His other hand latched around Matt’s thigh and proceeded to squeeze up and down with strong chomps through the slacks, ramping up Matt’s already embarrassingly raucous laughter. “All out of hands…guess I’ll have to use something else” Bailey added before adding fuel to the fire and leaning down to start teasing Bomer’s nipples with his tongue, the perfect cherry on top of his living tickle nightmare.

“MMPHMMPHMAMPHMMPHMM!!!!!!” Matt screamed and shrieked and swore until tears welled in his eyes and his body began losing track of what was actually tickling him where, only to snap back to reality seconds later and feel every flick of the feather across his nose, every squeeze of Jonthan’s hand on his thigh, every slurp of his tongue on his tender nipples, and the unending torture that was the toothbrushes on his poor, taut soles.  

Within the hour, the ticklish whirlwind was over and both famous faces were gone, as if they’d never even been there. They wouldn’t tell anyone about their deal with The Hollywood Tickler and he wouldn’t either. The unique arrangement that’d fattened Matt and Jonathan’s wallets and helped the tickler bring a fantasy of his to life would be something of a secret between the three of them like it had been with every other celebrity that’d struck the same deal. If Matt or Jonathan wanted to talk about it, there wasn’t anything barring them from it but everyone involved appreciated discretion. It’d be an inside joke between the pair of famous friends, something Jonathan would tease Matt about from time to time and a memory that’d make Bomer cringe with a humored smile at the crazy night they’d had. The only real evidence it even happened was the video The Hollywood Tickler had made, one everyone involved knew would never see the light of day but would be added to a private collection for only one man to enjoy.