Mitch was 29, but a seasoned veteran at his place of work.
He was the longest tenured supervisor at the office, having endured a lot of change in leadership over the last several years.
It was hard for him to believe that he was pushing a decade this upcoming year.
He was known as "the fixer" by most of the other staff. If something was broken, you called Mitch. If someone couldn't find something, you called Mitch. If you needed help with the newest software on your computer - you guessed it.
It was a blessing and a curse. Mitch enjoyed being important at work. He got a weird sense of satisfaction out of solving others' issues. He just wished that he got a little more credit for all the work he did. He took a lot of pride in his amount of knowledge. He often did things outside of his responsibilities because, well let's face it: It would be quicker and easier if he just solved the issue instead of going through all the red tape of calling the departments that were actually responsible.
Mitch was relatively attractive, but kind of flew under the radar with most women his age. He was fit with light brown hair and a scruffy short beard. His build was pretty athletic, but he didn't show it off with the clothes he wore to work.
He was quiet and respectful, and had casually dated around here and there, but none of his relationships lasted long term.
There was a running joke around the office with some of the girls his age and slightly younger that Mitch carried himself with BDE - big dick energy.
He had caught giggles here and there and heard the rumors about himself, but he wasn't sure if they were being serious or poking fun at him so he usually just acted like he didn't hear.
The newest manager was a middle aged woman named Tracy. She was Mitch's favorite manager so far in his 9+ years at this job.
She was professional, knowledgeable, but still relatable and down to earth.
Even though she was quite literally old enough to be Mitch's mom, she still joked on Monday mornings about her drunken weekends, talked about pop culture with "the kids" as she affectionately called her employees, and would often turn a blind eye to the occasional dirty joke.
Mitch couldn't help but notice over the last few months that Tracy had lost weight. She was never overweight, but due to some recent diet changes, her athletic build that she flaunted as a younger woman was showing itself a little more.
Mitch almost felt bad for noticing her tits and her ass still looked full and appealing, even with the weight loss.
Mitch often day dreamed about what he wanted to do with a cougar like Tracy, but he didn't have the guts to actually act on any of these fantasies.
Besides, Tracy was happily married and had a couple kids of her own, around Mitch's age. He knew she'd never view him that way.
Still, that didn't stop Mitch from creating some pretty graphic scenarios at night when he was rubbing one out, thinking about Tracy.
One Monday morning, Mitch walked into the office, sat his things at his desk and poured himself a cup of coffee from the break room.
Tracy strolled in shortly after, greeting all the employees with her familiar smile.
"Morning, Mitch! How was your weekend?"
"It was good. Didn't get into much except some football games with the buddies. What about you?"
"I didn't do too much, either," Tracy replied. "Kevin had to fly out early this morning for a work trip this week so we kept it pretty low key. Hey, that reminds me. Kevin won a grill from some raffle at the country club yesterday. The guys in the warehouse told me I can borrow one of the trucks to pick it up and take it to my house later. Would you mind going with me to help out? I can't lift it by myself. Thought we could make a little field trip out of it."
Immediately Mitch's mind started coming up with pornographic images of him and Tracy on their "field trip".
"No," he thought quickly. "Knock it off. Focus."
"Yeah, that should work. Let me make sure I'm caught up with my work, and I'll touch base with you after lunch," Mitch recovered quickly.
Mitch was swamped all morning. Mondays were always terrible, trying to get caught up on everything over the weekend. Plus, as "the fixer" everyone was finding side projects for Mitch to handle.
He wasn't going to let any of that stand in the way of some alone time with Tracy, though.
After lunch, Mitch walked to Tracy's office to find her at her desk staring intently at her computer screen.
"These fucking idiots and their spreadsheets. They make no sense," she muttered.
Mitch knocked on the door frame and Tracy looked up.
"I'm good to go whenever you are," Mitch said, perhaps with a little too much enthusiasm.
Tracy stood up and said, "Ok cool. Let me pack up my stuff real quick."
She turned her back to Mitch as she gathered her work bag from the chair behind her desk.
Mitch couldn't help but steal a glance of her ass and fit legs in her black skirt. It was tight, but not too tight, leaving just enough to the imagination without being unprofessional - Tracy knew how to toe the line.
As they walked out of the office, Tracy checked with all her employees,
"Mitch is helping me with something for a few hours. Call or text if you guys need me. I'll be back later on."
They walked around to the loading dock and met the transportation manager.
"Here's the keys for the truck, Tracy," Craig yelled from his seat on a forklift and tossed them to Tracy.
"Thanks again! I owe you one," Tracy replied.
Tracy handed the keys to Mitch, "You don't mind driving do you? I have a couple phone calls I need to catch up on."
The drive wasn't far, about 20 minutes from the office to the country club where Tracy's new grill was waiting in the membership office.
Mitch had always been slightly jealous of her husband, Kevin. He had made a career for himself selling medical equipment across the country - always traveling and raking in the cash. Tracy really didn't need to work for money, but she enjoyed the social aspect of it. Plus with Kevin gone most of the time for business, she needed something to occupy her time.
They loaded up the fancy new grill into the truck, with Mitch doing most of the heavy lifting. They got back in the truck and headed for Tracy's house. She lightly touched Mitch's arm on the way to her house and said, "Thank you again for helping me with this today! I know you were busy at work so I appreciate you finding some time in your day."
Mitch smiled softly, "I don't mind at all! Glad I could help out. But I do think Kevin owes me a steak and a beer sometime once the grill is set up."
"That's fair," Tracy replied with a laugh. "We'll organize it sometime later this summer."
As they pulled in to Tracy's driveway, she told Mitch they could just leave the grill in the garage until Kevin got home later that week.
"Come around to the backyard, I wanna show you our patio setup! You'll have to come over and watch some football sometime."
Tracy led Mitch to the backyard, showing off their outdoor bar setup, full outdoor kitchen, multiple TVs, and a hot tub.
"Damn," exclaimed Mitch. "You weren't kidding. Quite the setup."
"Kevin told me you aren't allowed to leave without me showing you the bar in the basement. It's his most prized possession."
Mitch felt a bit awkward being invited into his boss's home, especially with it being just the two of them. He'd watched a lot of cheesy pornos that started exactly like this.
But that wasn't Tracy's motive...was it?
"No," Mitch thought quickly. "She's happily married and almost twice my age. There's no way that's even crossed her mind," he told himself.
Tracy opened the glass doors on the back porch, leading him into the spacious living room/kitchen combo of her home.
"We did a lot of remodeling recently after the kids moved out. Empty nesting has its benefits." Tracy said. "Basement stairs are this way."
Tracy led the way, and Mitch sheepishly followed. Try as he might, he couldn't shake those pornographic ideas from his mind. They reached the stairs and as they walked down, Tracy's hand swung a little far and tapped Mitch on his crotch.
"That wasn't intentional," Mitch reassured himself.
But Tracy just...ignored it? Like it didn't even happen. No reaction, no words, nothing.

Tracy reached the bottom of the stairs and flipped the lights on, revealing a HUGE solid wood bar setup, a wet bar fully stocked with every top shelf liquor known to man, and a wall full of TVs.
Art and memorabilia from every St. Louis sports team covered the walls.
"Oh no, not St. Louis!" Mitch joked.
Being born and raised in Ohio, he absolutely despised the St. Louis market on all accounts.
"Yeah, yeah, I know," said Tracy. "Kevin and I are originally from Missouri. We moved here shortly after the kids were born for Kevin's work. He's still a die hard fan."
"Well... we all have our faults," Mitch said with a wink and a smirk.
"Hopefully we'll replace these old couches soon," Tracy said, tracing her fingertips over the arm of a black leather loveseat positioned in front of the bar, facing the wall of TVs.
Mitch took a step closer. "They're not in that bad of shape."
"They could use a bit more...breaking in," Tracy replied with a devious look in her eye.
Ok. That was it. Mitch knew, at this point, he was NOT imagining things. His MILF boss was coming onto him.
But now the dilemma - how was he going to respond? This was his career. His reputation and possibly long term financial stability were hanging in the balance. Was it worth the risk?
He hardly had a chance to even think about the implications before he said, almost subconsciously, "Can I help you break them in some more?"
Tracy smiled. Then she reached for his belt and unbuckled it. She untucked his shirt, almost simultaneously, and dropped quickly to her knees.
Mitch stared down at her, caught somewhere between disbelief and sheer terror.
"Are you sure?" Mitch asked his boss.
Tracy nodded, "I'm sure." She pulled his pants down to his ankles and found a half-hard cock poking through his boxers.
She kissed it gently through the soft fabric. "I knew you had a huge cock. The 'big dick energy' rumor around the office is real."
"Wait. Stop!" Mitch said sharply. "What about Kevin?"
"Mitch," Tracy said confidently. "Kevin travels the country for work. He's gone more often than he's home. He gets what he wants while he's on the road. Do you really think that he doesn't know I have my own fun at home?"
Mitch wasn't really sure how to respond. Was this a setup? His paranoia might ruin the moment. But the amount of blood flowing to his cock was driving his decisions at this point.
Mitch grabbed the waistband of his boxers and dropped them to the floor with his pants, stepping out of both simultaneously.
Tracy audibly gasped, followed quickly by a quiet, but evil sounding, "Holy shit..."
One hand grabbed his cock, growing in thickness and hardness. The other hand instinctively landed on his right thigh.
Tracy slowly dribbled a mouthful of her saliva on the head of Mitch's cock, watching it slip slowly down the shaft, some of it falling onto the hardwood floor beneath them.
She maintained eye contact with Mitch as she slowly swallowed his entire length, allowing the head of his cock to touch the back of her throat. She swirled her tongue at the base of his dick, gently teasing his balls, all as her eyes watered looking up at him.
Her experience and expertise weren't lost on Mitch as he reveled in her talent. Trying not to let on too much excitement, he softly grabbed the back of her head and started to gently thrust his dick into her throat.
Without missing a beat, Tracy smiled up at him, a pool of saliva beginning to collect on her chin, dribbling down her cream colored blouse, and starting to soak her tits beneath.
"Fuck..." Mitch groaned quietly, closing his eyes and tossing his head back in disbelief. "Kevin is one lucky son of a bitch," he moaned in ecstasy.
Tracy popped his hard cock from her lips, stroking him as she used her spit as lubricant. "Kevin doesn't get this treatment, honey."
She smiled again as she spit a mouthful of saliva and precum on his thick cock and went back to work.
As she continued blowing him, she began to unbutton her blouse, until it fell to the floor in her pool of spit, exposing her chest. She then quickly unhooked her bra, all without releasing Mitch's cock from her lips.
Again, disbelief overtook Mitch's mind as he watched his boss deepthroat his cock, with spit and precum covering her breasts.
They were even better than he had imagined all those nights when he lay in bed fantasizing about this very moment.
Her body was incredible for her age. She took good care of herself physically, and her physique from her younger days was still there.
It didn't take long before Mitch worked up the courage to ask Tracy, "Can I fuck you?"
"I thought you'd never ask," she smiled. "But we don't have too long before everyone at the office starts getting suspicious. We gotta be quick."
Tracy stood up and quickly bent over the arm of the black leather couch, pulling her skirt up just past her waist. It exposed a modest black cotton thong, which Mitch quickly pulled to the side, exposing her perfect pussy.
Shaved and wet, Tracy was more than eager for Mitch to stretch her out.
With his left hand on Tracy's hip, Mitch spit in his right hand and stroked his cock. He teased Tracy's waiting pussy with his head before slowly pushing the tip just inside of her.
Fuck, she was wet.
Tracy looked back at Mitch and made eye contact as he slowly pushed himself all the way in, inch by inch.
Her mouth fell open as she muttered, "Fuck, you are so thick."
Mitch slowly began to work up a rhythm, both hands now firmly planted on her waist, his cock easily pumping in and out of her wetness.
Tracy turned her head away from Mitch again as she began to match his pace, pushing her ass back into him.
Mitch's grip shifted from Tracy's hips to grab onto her shoulders now.
Tracy let out a moan as Mitch was balls deep inside her, fucking her harder.
"God, that's deep," she moaned again.
"I'm gonna cum soon," Mitch warned her.
Tracy instinctively pushed Mitch's cock out of her by pressing his abs away from her body, then quickly turned to face him.
Mitch backed up a step as Tracy dropped to her knees and stared up at him and stuck out her tongue as his target.
Mitch grabbed a handful of her hair right at the top of her forehead, not forcefully, but more out of a need to steady himself. He had arrived at the shocking conclusion - he was getting ready to cum in his boss's mouth.
Tracy quickly grabbed his thick cock in one hand, and cupped his full balls in the other.
"Kevin never cums in my mouth. I wanna swallow your load."
Mitch stared intently into her eyes and just nodded. Tracy smiled and said, "Come on. Cum in my mouth for me."
Mitch grunted, hips bucking forward as his balls twitched, sending ropes of cum across Tracy's face. Most of it landed on her outstretched tongue, but some shot on her nose and forehead. The thick wad filled her mouth until it began to drip from her chin, down her neck and onto her tits.
She quickly lapped up what she could, wiping her face clean and swallowing every last drop.
She sat back onto her heels, still kneeling and smiled at Mitch.
"Fuck," was all he could muster. "That was incredible."
Tracy stood up, gathering her clothes from the floor. "We better hurry and get back to the office before the others start questioning what's taking us so long."
Mitch pulled his pants on and replied, "Can this... happen again sometime?"
Tracy kissed him passionately, a little taste of his cum making it onto his tastebuds. "I think we need to make it a regular thing when Kevin is out of town."
