All characters are 18 or older. This is a work of pure fantasy. Edited to correct spelling and grammatical errors.
*
Jack, 40, was the supervisor of a proofreading and graphics department at a large printing company (think the flyers you get in the mail every week). He was in the process of turning from athletic and muscular towards more of a dad bod, with a slight paunch forming. 10 hour shifts and an hour drive to and from work didn't leave much time for working out anymore.
He'd been the boss for about 4 years, slowly building up a team that worked great together, and made the fewest number of mistakes in the entire company. And they were also, except for him, all women. 9 of them, ranging in age from 18 to 34. Jack's boss seemed to take pleasure in hiring cute young women in an attempt to fluster Jack, but he didn't mind, since he had an outlet for any frustrations.
The oldest woman in the office, May, was also Jack's wife. They started together at the company, and always worked great together. Jack loved his wife. 36, 5'7, a little chubby. not fat, but not skinny, with big DD breasts that just barely had started to sag. They still had a very active sex life, even after 10 years together.
For the first few years this worked out quite well with no issues, as May was bisexual, and would talk to Jack about whatever cute new girl was hired as she went down on him in their jeep on lunch breaks. She took great delight in describing what she wanted the two of them to do to whatever young thing had just been hired on. She would point out who was wearing the tightest pants, the shortest shorts, who came in without a bra on and so on, then would slide her husband's 8 inch cock all the way to the base in her throat and let him fuck her mouth until he was spent. Sometimes she would wear a dress to work so she could slide it up and ride him until they both climaxed together.
Jack was also known by the women as the best supervisor in the company, as he had a very strict zero tolerance policy when it came to people harassing his crew, sexual or otherwise. If he saw it, he ended it right there. If it was reported to him, he would first talk to the transgressor personally to keep it off records. If it persisted, he would take it to their supervisor. He'd gotten more than one creeper fired to protect his crew.
Jack never yelled at his crew. He was strict, but polite. He never ordered anybody to a task, he asked. He never denied anyone's request for an in office birthday or holiday party. However, if he had to ask twice, he'd send them home and let their paycheck yell at them. In 4 years, he'd only sent 2 people home, and one of those was May. He'd made her wait outside for 2 hours in the cool Florida winter air until he was done with his work. She'd gotten so worked up at being even slightly disciplined, she blew him for the entire drive home as he fingered her and she forgot she had been angry with him earlier.
They had to change their routine after one of those women, a young slightly chubby chinese girl named Maggie had left for lunch early one evening, and saw Jack's cock buried in May's mouth, as she had happened to park right next to them. May had heard Jack's cry of "oh, shit!" and took him out of her mouth just as Maggie looked into their jeep before getting in her car.
Maggie stopped in her tracks, her gaze locked on her boss's cock as May held it straight up while smiling at Maggie, who's nipples had almost instantly hardened into little eraser sized pegs straining against her blouse.
Maggie was a very sweet young woman, almost 5'2 and looking like a slightly chubby round faced Lucy Liu. She was the very picture of innocence, though. A devoutly religious young woman 22 years old and still a virgin. She had only ever seen one penis, her boyfriend's, one night when he'd drank a little too much wine and let her give him a handjob. He was nowhere near the size of what she had just seen.
Her first thought was "that thing is at least as big around as a Red Bull can!" before she realized she was staring, who's it was and WHAT it was. with a little gasp of "eep!" and her face turning an extreme shade of crimson, she jumped into her car and peeled out of the parking lot.
Jack sighed and put himself away, the mood lost as he worried the young woman would report them to HR. However, a few minutes later, she had texted May and apologized for her interruption, and promised she wouldn't say anything to higher up, since they WERE on their lunch break, AND they were married.
When Maggie returned from her lunch break, she shyly smiled at Jack and waved as she walked around behind his desk to apologize to him. He could swear she was trying to look at his crotch, but he knew he must be imagining it, as well as the faintest hint of an aroused woman.
May saw this from her desk and grinned at Jack, a sparkle in her eye. She gave him a look that told him there would be a very good time in bed after work.
He was right. May demanded to be tied up that night. Jack then spanked her, tickled her breasts with a feather, thoroughly broke her mind with several mind numbing orgasms from her various vibrators before finally sinking his shaft into her soaking wetness and then planting his staff and seed firmly in her ass to a scream that seemed so loud it should wake the gods.
The next day at work, and for the next 2 months, Jack noticed Maggie talking to Helena quite a bit, then they would look at him and giggle before Maggie would walk back to her desk. He wasn't sure, but he thought he caught them, as well as one or two of the others staring at his crotch as he walked the office to see if anyone needed help.
His boss demanded he walk around the office at least once an hour so they knew there was a noss there. Jack used the opportunity to talk and joke with the ladies on the crew. Tell each one in their own unique way that they looked nice that day (nice. Not Hot, or Sexy, or good looking), they were doing good, etc.
Jack believed in keeping morale up, but never approached anything in a sexual way with anyone but May. But as he felt eyes staring at his crotch, he started to get hard, and started making his rounds less and less as he didn't want to walk around all the ladies with his engorged phallus at eye level to their chairs.
He noticed that they then started to bring the most minor of errors to his desk for his help. Particularly Maggie and Helena.
Helena was a young 19 year old Puerto Rican woman. About 5'5, with C cup breasts and long brown hair that she loved to put into pigtails. She also had a huge firm ass that Jack had always had to willfully fight the urge to stare at. She had a habit of wearing either very thin yoga pants that showed whatever thong she was wearing, or short skirts with satin panties. SATIN! Jack wondered where the hell she managed to find satin panties anymore, and why the hell did she seem to dress every day with the sole intention of giving him monster wood.
May constantly told him she thought Helena was trying to get in his pants, but Jack just couldn't bring himself to believe that.
Finally one night, everything changed for Jack. Maggie had come into the office and said "Umm...Jack? There's a snake in the ladies room. could you...I don't know, catch it?"
"A snake? Are you sure?" Jack got up from his desk and followed Maggie to the women's restroom. He had her stand at the door, holding it open so she could let anyone who walked in what was going on.
