Sex stories

It was late one evening, recently, Timmy was sitting at his desk at the bank he worked for, completing some correspondence on his laptop. His suit jacket was hanging behind the door to his office, his tie was pulled down, his dress shirt was open with several buttons at the collar and his sleeves were rolled up, showing off his hairy forearms. Timmy had kicked off his tassel loafers and had his feet up on his desk, where he was able to comfortably wiggle his toes in his trademark, thin nylon executive style black dress socks. The banker/lawyer was feeling totally relaxed, as he clicked away on his laptop.

When he heard the knock at his office door Timmy looked up in surprise, as Chad, his assistant, strode into the office.

“Chad,” Timmy spoke with surprise. “What are you still doing here? I though t that you, along with everyone else was gone by this hour.”

Chad smiled and walked around Timmy’s desk, standing next to where the banker/lawyer’s suit pants’ legs rested atop the desk.

“Oh, I knew you would be working late this evening, and I just wanted to take this opportunity to speak with you,” Chad replied and looked down at his boss’ crossed ankles.

He reached out and plucked at the toe section of one of Timmy’s socked feet.

Timmy looked at his own socked feet and swallowed hard as he watched Chad’s fingers pick at the sock material when his toes automatically wiggled at the feel of the touch.

“Speak with me? You could have spoken with me any time today during regular business hours, Chad,” Timmy said, and his voice trailed off as Chad pulled a little more on the toe of his sock.

“But Timmy, Sir, it’s a private matter, and I felt it warranted a private conversation,” Chad announced with conviction.

The banker/lawyer suddenly felt a little uncomfortable…Timmy…Chad never called him Timmy around the office. It was always, Mr. Backman, and of course followed by the word, Sir. The only time Chad had referred to him in such a familiar way was when…

“Oh my God,” Timmy said to himself.

The only time Chad had been so chummy and familiar was that day that John had hidden under Timmy’s desk and had taken advantage of him and when Chad and John had managed to strip him naked while John controlled the banker/lawyer via the man’s cock, his pesky cock, as he always referred to his male organ. Timmy Backman is a slave to his cock and John had managed to gain control of his cock and when Chad had become aware of Timmy’s secret, the under the desk blowjob, he had joined in and participated in Timmy’s stripping and sexual humiliation. That though, is a whole other story…but that was the last and only time Chad had been so familiar with Timmy…his immediate boss and supervisor.

Timmy swallowed hard again, and a little moisture formed along his upper lip and his cock stirred in his suit pants, as a result of the sock plucking being done at his hypersensitive feet.

“Private matter…whatever could be so private that you needed to corner me…uh, stay here at work so late?” Timmy nervously questioned.

Chad continued plucking at and pulling on Timmy’s sock, as he observed a concerned and weak expression form on his boss’ handsome face.

“Why, I wanted to speak with you about my salary!” Chad said, smiled, and squeezed Timmy’s big toe, HARD.

The banker/lawyer swallowed hard yet again, and his cock stirred even more in his suit pants, as he felt his big toe being squeezed. But he thought to himself, “I’m a banker, a lawyer, which is considered a vice president of this bank. I am Chad’s boss…his goddamned supervisor. He is MY charge. I should not be feeling nervous, but oh my word, I am!”

“Salary?” Timmy questioned, trying to put a little more authority into his tone. “Chad, you know very well that salaries are not addressed until the fiscal year end. And…”

But then, Timmy’s voice and his tone of authority trailed off, as Chad rolled his toe between his fingers and thumb…and Timmy’s cock started to stiffen at the sensation running up from his toe.

“Yes, Timmy, I know when salaries are NORMALLY addressed. But I think I’m doing such a stellar job for you and the bank that you should make an exception and move my raise up to now! Don’t you agree?” Chad said, sounding most confident.

“No, Chad, I am sorry, it is bank and my policy that we only address salary issues at year end. And…”

Timmy was now attempting to take a stand and un-crossed his ankles, as if to get up from his chair. But Chad reacted quickly…quicker that Timmy had any chance of reacting himself to the movement. Chad jumped up on the desk, sitting down on Timmy’s legs, pinning them to the desk.

“CHAD!!!! What the fuck do you think you’re doing???” Timmy hollered, suddenly shocked back into his supervisory attitude.

“Timmy,” Chad spoke from his perch, pinning his boss’ wiggling legs to his own desk. “Isn’t there something that I can do to make you change your mind and change bank policy as well, and have you grant me my well-deserved raise?”

Chad was grinning like a Chesire cat.

Struggling unsuccessfully to dislodge Chad from his legs, Timmy replied through straining teeth, “No Chad…there is nothing you can do to change bank policy and my mind.”

Suddenly, Timmy froze…his eyes went wide, and his lips formed a perfect “O”, as the sensation of a finger trailing down the sole of his executive, sock clad foot caused the man to swallow harder than HARD this time, as a chuckle bubbled up from his abdomen…

…then there was a second chuckle.

“CHAD!!!!” Timmy hollered loudly, speaking with a voice that already sounded like fear. “CHAD!!! WHAT…hee…hee…NO…don’t do that. HEE, HEE!!!! Leave my sock…my foot alone. CHAD! PLEASE! HEE, HEE, HEE…”

The chuckles were beginning to string together, as Chad began a little scribbling of his fingers on Timmy’s black socked soles.

The banker/lawyer’s cock, which had already been awakened by the foot touching, sprang to full erection in his suit pants at that point. Timmy has this problem…this situation with his cock. Although he hates…can’t stand to be tickled…his cock betrays him and reacts with feverish excitement whenever the man finds himself in a tickle pickle, which sadly, but at the same time for Timmy, is often. It may have something to do with his underlying submissive nature that he seldom ever allows to be seen…outside his own bedroom. Another problem for Timmy here is the fact that he is not wearing any underpants. It’s totally, yet, another story, but Timmy has gotten himself involved with an online Master as part of his masturbation control therapy, which resulted in his being denied regular orgasms and a pledge not to wear his trademark, kangaroo pouch style underpants…and go commando. I believe this aspect is covered in the cum-less story that Christopher Trevor wrote.

But, back to our ticklish Timmy…he is beginning now to cackle, as he begs Chad to stop. And Chad is REALLY getting into scribbling his fingernails up and down his boss’ big wide size 12 soles… And Timmy’s cock is now fully inflated and creating a huge tent in his suit pants. AND this has not gone unnoticed by Chad.

“PLEEEEEEAAAAAASE…HEE, HEE, HEEEEEE, HOOOOOOOO, HOOOOOO, HOOOOO, HOOOOOO, STOP!!!” Timmy was breathlessly begging. “OOOOOOOOOOOO, HOOOOOO, HOOOOOOOO, HEEEEE, HEEEEEEE, HEEEEEE…oh my word, iiiiiiiiitttttt tiiiiccckllles soooooooo much. HEEEEEEEEE, HEEEEEEE, HEEEEEEE, CHAD, you bastard, HEEEEE, HEEEEEEEE, HEEEEEEEEEEEE…”

Chad simply giggled, eyed his boss’ tented crotch, and said, “Well boss, the rumors are true. You are the most ticklish man I’ve ever met. And only that, but you really seem to enjoy it…just look at your suit pants.”

And Chad reached with one hand and grabbed the peak of the tent in Timmy’s suit pants…

…and squeezed it.

The banker/lawyer’s eyes crossed and the electricity of Chad’s touch on his cock surged through his body.

“OH FUCK, HEE, HEEEEE, HEEEEE, HEEEEEE…WHA…WHAT…no, no don’t dooooo HOOOOOOOO, HOOOOOOO, HOOOOOOO this toooooooooo meeeeeeeeee, HEEEE, HEEEE, HEEEEEE…PLEEEEAAAAASE sto…sto…STOP!!!!” Timmy continued to cackle and beg Chad to cease the tickle torments.

But Chad was relentless…because he increased the speed of scribbling his fingernails on Timmy’s executive socked feet and began tugging on the material at the socked toe, in order to bare Timmy’s big sexy male feet. It didn’t take Chad long to pull Timmy’s black executive style socks off the man…baring his big white, ticklish footies. Chad’s finger danced up and down Timmy’s soft and oh so sensitive soles. Timmy cackled and cackled. He was beside himself. His toes splayed and wiggled, and his feet were moving in vain attempts to avoid his assistant’s evil fingernails.

But all Timmy could do was hang onto his chair and violently writhe, laugh uncontrollably and continue to beg Chad to stop.

“EEEEEEEEEEEEE, HEEEEEEEEE, HEEEEEEE, HEEEEEEEE, AAAAAAAAAAA, HAAAAAAA, HAAAAAAA…OOOOOOOOOOOOOOOOOOOOOOOOO, HOOO, HOOOOO, HOOOOOOOOOOOO, CHAAAAAAAD, HEEEEEEE, HEEEEEEE, HEEEEEE, PLEEEEEEEASE STOOOOOPPPPPPP!!!”

“Well now,” Chad replied with a smirk. “Are you now ready to grant me that raise I so richly deserve, Timmy? HUH?”

“NO…NO…you…HOOOOOO, HOOOOOOOO, HOOOOOOOO know, EEEEEEEEEE, HEEEEEE, HEEEEEEE, I can’t do…HHOOOOOOOOOO, HOOOOOOOOO, HOOOOO that!!! AAAAAAAAAAA, HAAAAAA, HAAAAAAA, HAAAAAA…” was Timmy’s tortured response.

“Well then, it would appear you need some more persuasion. And I am just the one who will enjoy persuading you,” Chad chuckled at Timmy’s ticklish predicament, as he decided to up the ante on his boss.

Chad began plucking at Timmy’s belt… Timmy was so preoccupied with the tickling that he was enduring and holding onto his chair that he was in no position to resist. Chad soon had his boss’ belt unfastened and pulled it from his belt loops…

Chad kept one hand working on Timmy’s soles…not relinquishing any control that he had gained over his boss. He picked up Timmy’s letter opener and stabbed several holes in Timmy’s belt about eight to twelve inches from the buckle. Next, he slipped the belt under his boss’ ankles, re-buckling the belt, using the new holes to create a leather restraint around the man’s ankles. And all the while, Chad kept at least one hand working up and down Timmy’s big smooth soles.

Chad then used his cell phone to snap a few pictures of his cackling boss to use later…as ammunition. With the belt gone from his suit pants, Chad easily managed then to unfasten his boss’ suit pants and pull down the zipper. When the fly opened, Timmy’s nine inches of enflamed maleness sprang out of his suit pants…unfettered by underpants. Chad giggled more as he pulled on the suit pants, lowering them as far as Timmy’s knees, which was about as far as they would go, because he was sitting on his boss’ calves.

“CHAAAAAAAAAD, HAAAAAAA, HAAAAAAAA, HAAAAAAAA, WHAAAAAAT the FUUUUCCCCKKKK are you dooooooooooing to me, HEEEEEEEEE, HEEEEEEE, HEEEEEEE!!!!” Timmy wailed, thinking to himself…

“All this for a raise that I can’t give him at this time???”

With one hand still scribbling on Timmy’s soles, Chad took more photos with his cell phone. Timmy looked so ridiculous, naked down to the knees and still in his dress shirt and tie. Then, Chad put his cell phone down and reached for his boss’ bouncing manhood. He squeezed, stroked and then worked an educated thumb right under the head of the banker/lawyer’s enflamed rod. While still laughing his head off…Timmy’s face registered shock, panic and lust all at once.

“OOOOOOOOOOOOOOOOOOO, WAAAAAAAAAAAAAAA, HEEEEEE, HEEEEEE, HEEEEE…NOOOOOOOO OH OOOOOOOOOOO, HAAAAAAAAA, HAAAAAA, HAAAAA!!!!” Timmy laughed beyond loudly…

…the poor boy was a mess at that point.

Chad put his phone down and stood up.

Timmy was too tickled and too weak to respond to the release of his legs that had been pinned to his desk. Chad quickly stripped Timmy’s tie from his collar and ripped open his boss’ dress shirt. (Well, Timmy’s wife, Stephanie, would now know about his latest adventure, since his ripped shirt would be evidence.) Chad gave Timmy’s ribs a quick tickling, sending his tortured boss into yet another fit of laughter. This brought Timmy’s hands together as he tried to protect his ribs. Chad used this opportunity to loop Timmy’s tie around his wrists and quickly tie it into a few knots. He then pulled Timmy onto the floor and using the man’s belt, he secured the banker/lawyer’s wrists to one of the huge feet on Timmy’s desk. He then tugged at Timmy’s suit pants, pulling them inside out and stretching Timmy’s body so that his arms were pulled well above his head. Timmy’s suit pants would not come off because of the belt securing his ankles. Chad pulled the suit pants around and under the leg of the big couch that was in Timmy’s office and tied them into a knot. Timmy was now stretched out…virtually naked between his desk and his couch.

Chad’s actions had allowed the banker/lawyer to partially catch his breath.

“Chad…stop this insanity…stop this now…” Timmy weakly choked out.

Chad grinned at his boss and said, “Not until you have agreed to give me that raise!”

That said, Chad settled down on his haunches behind Timmy…

…and directly above the man’s sweaty armpits, sweaty due to all the uncontrollable laughing he had done…and would soon be doing again…

…because Chad spread his fingers on both hands, lowered them…and began using his fingernails and fingertips to tickle Timmy’s randy and hairy armpits.

“OOOOOOOOHHHHHH NOOOOOOO, NOOOOOOOO, CHAD, you scoundrel, man!!!!” Timmy reeled anew. “HEEEEEEEEE, HEEEEEEEEE, HAAAAAAAAA, not my pits, PLLLEEEEEEASE NOT MY PITS, CHAD!!!! HOOOOOO, HOOOOOOO, HOOOOO, OH GODDDDDD, tickling my pits now!!!! HHHHAAAAAAAAAAAAA, HEEEEEEE!!!!! OH MYYYYYYY!!!!”

“I can do this all-night Timmy,” Chad said in a calm tone. “The more you resist giving me the raise I want, the more I will tickle you.”

That said, Chad dug his fingertips deeper into his boss’ armpits and increased his tickling tempo.

“AAAAAAAAAAAAA!!!!! IT, IT FEELS…HEEEEEEEEE, HEEEEEEEEEE, HEEEEEE, it feels as if you have bionic speed in those fingertips of yours, MY GOD, CHAAAAAADDDD, STOP!!!!!”

“HEH, your mouth is saying stop, Timmy, but that pre cumming erection between your legs is saying otherwise,” Chad chuckled…

…and continued tickling Timmy’s now very sweaty and moist armpits, which for the banker/lawyer made the tickle sensations more intense.

“AWWWWWWWWWHHHHH GOD, HAAAAAAAAA, HHHHHAAAAAA, HEEEEEEE, CHAAAAAAD, I can’t take it, I swear to you, I cannot take it!!!!”

“As soon as you agree to the raise I want I’ll stop tickling you, Timmy,” Chad said. “I even have the necessary paperwork for you to sign off on in my pants’ pocket. See that? Everything easy peasy for you.”

Through trembling lips, Timmy managed to sputter, “Easy peasy my sweaty pits you bastard!!! HAAAAAAAAA, HEEEEEEEEEE, HEEEEEEEEEE, HEEEEEEEE!!!! You may think you’re entitled to a raise at this time, HHHHAAAAAAA, HEEEEEEEE, AAAAAAAA, HOOOOOO, but the bank has policies and rules and…HHHHHEEEEEEEEEE…GOD!!!! STOP TICKLE TORTURING ME!!!!”

“And you, with the title you carry Timmy, have the authority to bypass those bank policies and rules and give me my raise,” Chad said…

…and in what seemed like a micro-second to Timmy, the man had moved down to his trapped naked feet…

…and as he had done earlier…

…was again scribbling his fingertips and fingernails speedily and crazily over and over his boss’ soles.

Holding his necktie bound hands above his face, Timmy laughed and laughed, and as he looked at his bound hands, he stupidly cackled, “HHHAAAAAAAHHHHHHH, HEEEEEEEEE, HAAAAAAAAHHHHH, when I put this tie on this morning, I had no idea it would wind up as it is now!!! HAAAAAAAAAAHHHHH, HEEEEEE, HEEEEE, HEEEEE, fuck that, I had no idea that because I worked late that I WOULD WIND UP AS I AM NOW!!!!”

After a good (bad?) 20 minutes of tickling Timmy’s feet non-stop, the banker/lawyer hadn’t even realized that Chad had stopped tickling his by then smelly sweaty naked footies…

…had stepped over to his desk…

…helped himself to two pens…

…AND was now using the back tips of those pens to tickle the jutted-up tips of his boss’ nipples.

Writhing crazily on the floor, stomping his suit pants’ bound feet, Timmy roared his laughter now, as Chad tickle tortured his nipple tips, pen-wise…

…but even though the banker/lawyer was laughing he was feeling total humiliation and rage at that point.

“HHHHHAAAAAAAAAHHHH, oh God Chad, HHHEEEEEEEE, HEEEEEEE, HEEEEEE, HAAAAAAAA, didn’t think you would go after my man tits too!!!!” Timmy cackled. “HAAAAHHHHHHHHH, HAAAAAAAAA, my God, for a guy not only do I have sensitive sexy man tits, but my man tits are ticklish too as well, HAAAAAAAAAAAHHHHHH, HOOOOOOO, HHHHHAAAAAAAA, WH-when will you stop this you cretin???”

“Now Timmy, you know the answer to that question,” Chad chuckled.

“NOOOOOOO!!!! HOOOOOOOO, HOOOOOOOO, HHHHHHHOOOOOOO, y-you are not getting that raise!!!” Timmy squabbled crazily.

In response this time, Chad tickled the tips of Timmy’s erect nipple tips some more with the banker/lawyer’s pens…

…but then, moved the back tips of those pens downward…

…and began gliding them over and over and in a round and round swirling motion over Timmy’s washboard stomach region.

This time Timmy screamed his laughter and was bobbing around now on the floor like a fish out of water.

“AAAAAYYYYYYYYYYYY!!!! NO CHAD!!!! NOOOOOOOOOOO!!!!!” Timmy screamed and begged, waving his necktie bound hands in front of his sweaty laughing face. “HEEEEEEEEEE, HAAAAAAAAAA!!!!! HAAAAAAAA!!!!!! HAAAAAAAAA!!!! What a contest of wits you’ve dragged me into here, HAAAAAA, HAAAAAAA, HAAAAAAA!!!!”

As Chad tickled and tickled Timmy’s stomach region pen-wise, the banker/lawyer arched his head back a bit, and as he looked up at his GQ model handsome assistant, as he laughed more and more, his mouth opened wide…

…to Chad’s somewhat, but not totally surprise, the banker/lawyer lifted his head more and sniffed at his assistant’s crotch area, as it was right over his face after all.

“HEH, give me my raise and I’ll give you what you want, Timmy,” Chad laughed mockingly and moved his crotch area away from Timmy’s face.

Timmy nodded…

…and Chad, FINALLY, stopped tickling him.

A few scant minutes later, Timmy was back and seated at his desk, still panting a bit…

…and still wearing only his ripped open dress shirt, his wrists still necktie bound in front of him and his suit pants fully off him at that point.

As Chad set the necessary paperwork in front of his boss to sign off on, approving his raise, an amount that Timmy could not believe, the banker/lawyer sarcastically said, as he signed the papers, “Damn it Chad, my ass cheeks are all sweaty as the rest of me, and you’ve got me sitting in my leather desk chair, it feels so weird yet kinky at the same time.”

“HMMMM, now that gives me a wonderful idea,” Chad said as Timmy finished signing the paperwork, his hands being bound in front of him having slowed him down a bit, giving the back of Timmy’s big neck a squeeze and leaning down to kiss him on his thick side-burned temple.

Looking quickly up at his assistant, Timmy ranted, “What now??? You’re going to tickle my asshole you cad???”

“Close but no cigar Timmy,” Chad laughed, took the paperwork from in front of Timmy, folded it and slid it back into the inside pocket of his suit jacket…

…and soon…

…Timmy found himself slumped over his desk, his feet dangling a few inches off the floor, as Chad had hunkered down behind him, had pried the banker/lawyer’s ass cheeks wide apart, and had plunged his tongue into the musky opening…

…and as he flicked his tongue around and around in Timmy’s anal opening, the boy pounded his still bound wrists against the top of his desk…

“FUCK, now you’re going to torture me this way until you allow me at your crotch, Chad???” Timmy barked, feeling frustrated…

…yet feeling ecstasy at the same time…

…AND wondering how he was going to explain Chad’s raise to HR and the payroll department the next day.

/Not The End…Needs a Sequel…LOL/ By Chistopher Tevor and Timmy Backman