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Introduction:

First in the "One Long" series. This story is mostly character building, some sex towards the end. Jim is a nerdy IT guy. Janet is his supervisor, who could use some excitement in her life. Trisha is a tease from Jim's past.
His name was James, but everyone called him Jim, except for his supervisor Miss Marshal. Her name was Janet Marshal but to maintain professionalism in the work place she insisted everyone call her Miss Marshal. Jim worked in the IT department at a mid-sized company in Cleveland. His job was one of the many tech specialists however, because he’d been there a while, he was assigned the unfortunate job of reviewing the incoming e-mails for appropriateness. The company, like many companies, had an internet and e-mail policy that was “use only for business”. Jim had to review all incoming e-mails and determine if they were safe for work. It was the one part of his job that he disliked but occasionally had its perks, in the form of naughty pictures that spouses, or girlfriends, would try to send to their significant others. All of the rejected e-mails had to be reported to Miss Marshall.

Janet Marshall was 39, a few weeks away from turning 40, and she wasn’t looking forward to it. She had been working at the company for 20 years now and had worked herself up to a supervisor job. She took her job seriously, maybe a little too seriously, but she knew her job was to be a BITCH. Nobody liked having their e-mails and internet censored but, it had to be done to maintain a stable work environment and a virus free server. She knew the company expected the supervisors to maintain a “No Fraternization Policy” with her workers, so she kept everyone at arm's length, even though it made her seem like she was stuck up.

Jim was working away in his cubicle, reading other people’s e-mails, he personally thought were none of his business, when one with a very racy picture popped up. This was an e-mail to his buddy Mark in accounting from his girlfriend Trisha also in accounting. It was a shot up her skirt, revealing she hadn’t worn panties to work today. She was obviously turned on from it. Her moistened labia were swollen and reddish, as if she had been rubbing down there for some time. Mark quickly clicked to reject that e-mail, however he took a picture of it with his phone first, so Mark would get to see it. Then another e-mail from Trisha, this picture was from the mirror in the ladies room, revealing a large pair of breasts, 38DDs with both nipples erect. She had her phone in one hand, but the other was holding them up to get the full effect of their massiveness. Then another e-mail appeared from Trish, she was bent over with her skirt pulled up showing her firm ass and a dripping wet pussy. Apparently, the photo shoot for Mark was really turning her on. Unfortunately, she wasn’t the only one turned on. Jim called down to Mark’s desk.

“Accounting Mark” he said answering his phone.

“Mark it’s Jim. Trish has been sending you some really racy pics on the company e-mail" Jim told him, trying to say it as quietly as possible yet still be heard. “I’ve got the pics from the e-mails on my phone. I’ll send them to you soon. You should call her when she gets back to her desk and remind her not to use the company e-mail".

“Thanks Jim. I’ll call her but, I’m fairly certain she sent them to me by company e-mail because she knows you’ll see them. She has been talking about doing this for a while now. She keeps saying she wants you to have the embarrassment of walking around with a stiff dick all day”.

“Well, she has accomplished that. We’ll have to come up with a way to pay her back soon”.

Suddenly “James can you come to my office for a moment” Miss Marshal shouted from her doorway.

“Mark I gotta go, the frigid BITCH is beckoning me again. If there is anybody in this whole company that needs to get fucked it’s her. I’ll send those pics and we can talk later”.

“Later dude” Mark replied as he hung up the phone.

Jim searched his desk for a folder or a book, something he can hold over his raging hard-on. He had used this method of concealing himself all through high school. He thought to himself “I should have a designated folder for this sitting at the ready as often as I get hard at work. Luckily, he found a quarterly report that would work and make it seem like he was busy at his desk. He walked to Miss Marshals office to a round of snickers and a few chuckles, Trisha was gonna get it soon for this.

“James, please take a seat. I have something to discuss with you.” Miss Marshall said, as Jim took a seat across from her desk hoping that she too wouldn’t notice the bulge in his pants. “We have been chosen to fly to Denver, to help our new offices there get their IT department straightened out. We leave in two weeks. You and I will be staying in a hotel for a week so, make sure to pack accordingly. Our travel liaison will send you all of the flight and hotel information. Any questions?”.

“None that I can think of right now, but if any arise, I’ll ask them later” Jim responded.

“Thank you, James that will be all”.

Jim left her office and decided to head for accounting. He had some pics to show Mark and a bulge to show Trisha.

Two weeks passed by like it was a month. Jim really was regretting this trip, mostly because his job really sucked, and he was going there to train someone else to be miserable also. He made it to the airport and after a short wait in line at Security he made his way to the gate. Jim was 32 years old and had been with the company since graduating college. He wore thick black glasses but only for reading. He was 5’ 9” tall with straight brown hair parted on the side. Almost military looking. He was around 175lbs but looked fairly skinny. His shoulders were broad, and his stomach was flat, but he didn’t come across as muscular. He was usually dressed in slacks and a button up shirt at work, you know with a pocket protector with pens and pencils sticking out of it. Must be standard issue for the IT department. However today he was wearing jeans and a polo shirt with the company logo on it of course. He always dressed comfortable when he flew. He looked around at the terminal to see if Miss Marshal was there and was shocked when he didn’t see her there waiting. He just figured she would be there 2 hours early to ensure she didn’t miss her flight.

Miss Marshal (Janet to everyone she knew not from work) was at the airport lounge getting a little pre-flight courage. She wasn’t a great flier, but she knew with a couple of drinks, she would be okay until the plane took off and she could get a couple more in flight. After finishing the second Long Island Iced Tea she got up and leisurely made her to the gate. She showed up 2 hours early so she had plenty of time. Feeling a little tipsy she looked around to see if James had made it on time. She saw him standing in line to board and realized it was later than she thought.

Jim was beginning to worry until he saw Miss Marshal approach. He noticed she was dressed up. Company Blazer over a silky white blouse, her sandy blonde hair was twisted up into a bun and she was wearing nylons with 3" heals. She was swinging her hips as she walked, which he usually found sexy, however in this case it looked more like she was trying to keep her balance. Her chest seemed to struggle to stay inside the blazer as she walked towards him.

“Hi James” she said as she walked up to him and stood next to him in line.

“Hello” he returned as he could smell her breath and realized she had been drinking.

“I have the seat next to you so I may as well board with you”. She leaned on Jim to keep her balance.

“I see you have had some pre-flight beverages”

“Yes, lucky I have you to look after me, until we make it to the hotel”.

Jim and Miss Marshal boarded the plane and found their seats. The company liaison had sat them next to each other and Jim just thought to himself “can this trip get any worse”. As the plane was taking off Miss Marshal grabbed Jim’s hand and squeezed it tight. He realized just how nervous she was. She let go when the captain turned off the seatbelt sign. Jim reached into his travel bag under his seat and grabbed his tablet and headphones. While he was bent over, he couldn’t help but notice Miss Marshal’s legs. She had terrific legs, tone and shapely, and he followed them all the way up until he noticed she had on garters, and he could see she wasn’t wearing panties. This awoke his cock and he started to get hard again. He wondered to himself if she did this for him.

Jim setup his tablet in the pouch in the seat in front of him and asked Miss Marshal if she wanted to watch a movie. He had a splitter and an extra pair of earbuds for her to use, hoping this would settle her nerves a little. He brought up the file with all of his movies on it so she could pick. She lifted her head up from staring at his bulge. They were right next to each other on a plane she couldn’t miss it. He had Star Wars Movies, Star Trek Movies, Marvel MCU Movies, The Matrix series, and then she saw it. “Empire Records!” She loved this movie. Her boyfriend had taken her to see this when she was in school. She remembered laughing and crying, but most of all getting fingered by her boyfriend, this was already making her wet and the movie hadn’t started yet. She asked if she could raise the armrest between them to make it more comfortable. Jim said “Okay” thinking this would allow him to get closer to her. Miss Marshal stood for a second to remove her blazer and raise the arm rest then reached over Jim to place her blazer next to his seat. This put her 36 C breast and her hard nipples inches away from Jim’s face. It was all he could do not to put one in his mouth.

The stewardess showed up as Jim started the movie and asked them what they wanted to drink as she handed them a small bag of pretzels. Jim ordered a cranberry Juice and a small bottle of gin to put into it. Miss Marshal thought that sounded good, so she said, “make that two”. The movie was just getting to the drum solo seen when they finished their first drink and waved to the stewardess for another. Jim was doing his best to keep his erection at bay, but Miss Marshal had begun to snuggle up next to him to see the movie better and her hand was inching up his thigh. By the time Warren appeared in the movie they had finished their second drink and Miss Marshal leaned over to his ear.

“I really need to pee, but I don’t know if I can make it to the bathroom by myself, will you help me?”.

“Sure” Jim replied as he began to imagine future scenarios in his head which didn’t help his bulge go away.

Jim stood behind Miss Marshal and grabbed her by the waist holding and guiding her to the back of the plane and the awaiting bathroom.

Leaning in to talk quietly on a loud plane she asked, “will you come in and help me?”.

Jim followed her into the small room and closed the door. As soon as he slid the latch closed Miss Marshal planted a long kiss on his lips, driving her tongue into his mouth and moaned. Then she lifted the lid and hiked up her skirt and squatted and started peeing right in front of Jim. As soon as she finished, she let out a sigh and thanked god that she made it in time. Jim now even more turned on just stood there dumbfounded. Miss Marshal’s eye level was right at Jims bulge.

“Doesn’t that hurt after all this time being hard?” she asked.

“Yes. Do you want to kiss it and make it feel better?” Jim took a risk.

“Poor thing needs to breathe” she said as she reached over and undid his pants and dropped them and his briefs to the floor. Her hands went straight to his cock and started to stroke.

“Nice cock, 7 inches?” she asks.

“Give or take” Jim responds.

“Do you want me to give or take?” she responds not yet looking away from his hard cock in her hands.

“Why don’t you give then take” Jim says.

Miss Marshal leaned forward and licked her lips. She kissed the tip, then her tongue slowly came out of her moth and wrapped around the head of his member. She moved her tongue down the shaft to the base then brought it back to the tip. She looked up finally into Jims eyes them smiled just before wrapping her lips around his cock and taking the whole thing into her mouth. Jim was shocked at how great this felt. Her mouth was clamped around his cock all the way to the base. Her tongue was massaging the underside of his shaft. He could feel her desire and see her wanting in her eyes. She began to slowly move out on his shaft and when at the tip she quickly took the whole thing in again. Back out slowly and quickly back in... over, and over, and OVER. He was starting to feel his sperm building up but he didn’t want to finish without feeling it in her pussy. He started to back away, but in an airplane bathroom there isn’t much room

Miss Marshal sensed he wanted something else, so she stood up and drove her tongue deep in his mouth again. This time Jim reached down and put one hand under her skirt in the front and one in the back. His fingers worked their way to her sopping wet opening, and he slid his fingers along her slit. She was dripping wet. He played with her pussy lips while still kissing her mouth hard as she started to whimper. He felt her firm ass with the other hand and started sliding his finger to her asshole. As soon as one hand touched her asshole the other entered her cunt. She moaned loud into his mouth. Jim began working two fingers in and out of her cunt while teasing her asshole. She began gyrating her hips to the rhythm he was using. She would gyrate forward onto his fingers to make them go deeper them gyrate backwards against his finger at her asshole all while trying to suck his tongue as hard as she did his dick. The faster Jim fingered the faster she would gyrate. Jim knew she was close she just needed that extra push. He stopped kissing her and dropped to his knees never stopping the onslaught with his fingers. He placed his head under her skirt and was immediately overtaken by the aroma. This wonderful pungent aroma of pussy. He leaned in and put his mouth over her beautiful clit and started to lick. Up and down then left to right. Then he started to hum. This made Miss Marshal start to get verbal.

“OH YES.... Lick that clit baby.... OF FUCK YES... MMMMHmmm.... OH BABY...I’M GONNA CUMMMMM.... OH YESSSS”

Jim waited for the right moment... “OH GOD.... OH GOD.... OH...GOOOOODDDDD” on the 3rd OH GOD Jim inserted his finger in her tight asshole, and she CAME. HARD. Her juices flowing down Jim’s face, down her thigh, and most importantly in Jim’s mouth. He licked up all he could before standing back up. Miss Marshal grabbed at his hard cock while jamming her tongue back deep into his mouth tasting her juices. She breaks just long enough to say

“Fuck me Jim” This was the first time Miss Marshal had called him Jim and it didn’t go unnoticed.

Jim spun her around and bent her over, her head touching the wall above the toilet while her hands used the back of the toilet for balance. Jim grabbed his cock and ran it up and down her pussy. Teasing her with it even though he really needed a release.

“What’s my name?” he asked.

“Jim” she answered.

“Whose cock do you want in your cunt?”

“Yours Jim! I want JIM’S MASSIVE HARD COCK IN MY CUNT” she yelled.

Jim satisfied he would not have to hear her call him James again thrust his cock into her cunt, HARD! Then he slowly pulled out, then he thrust back in again HARD! He was using her own technique against her.

“DO YOU LIKE THAT JANET” he yelled. “DO YOU LIKE THAT HARD COCK IN YOU”.

“YES JIM.... I WANT MORE! FUCK ME HARDER!”

Jim pounded harder, slapped her ass HARD! then reached around and grabbed her breast squeezing them tight.

“OH, JIM fill me up with that huge COCK! Please make me cum again. Please make me CUMMMMM AGAIN! MMMMM”. As Jim raised one hand up to her asshole he reached around and started rubbing her clit hard. Pounding her HARD, their bodies slapping together, Jim was waiting again for that perfect moment.

“MMMMM Jim rub my clit faster... harder... OH GOD... I’m gonna CUMMM... I’m GONNA CUMMMMM... I’M GONNA... CUMMMMMMMMMMMM”. On the 3rd time, Jim stuck his finger back into her tight asshole.

Janet’s body started to shake, convulse, weaken at the knees... Her juices started spraying out of her cunt... Jim just kept pumping... Her cunt started grabbing tight then letting go then grabbing tight again... milking his cock. He couldn’t hold out anymore...

“I’M CUMMING JANET... NOW!” and he let go... he could feel the cum leaving his balls, travel through his cock, and spurt out into Janet's hot wet cunt... over and over... until his balls were empty.

Janet turned and kissed him gentle this time. Suddenly they hear the captain “. We are beginning our decent into Denver. Please place your seat backs and tray tables in the upright position.

____________________________________________

Continued in "One Long Hotel Stay". Jim and Janet get settled in at the hotel.
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