Caught Secretary Nears Promotion

Story Info
Family friend hired, caught in compromising position.
2.2k words
4.32
74.2k
39

Part 1 of the 2 part series

Updated 10/23/2022
Created 02/05/2014
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here
JRob
JRob
1,639 Followers

Thanks to Robyn for editing and advice.

***

I'd known Taylor McFarland for many years, back when she was Taylor Denatalie. I met her in my freshman year at St. Charles when my older brother Bill brought her home to meet my parents. She was cute as a bunny, and the two were inseparable for about a year when she dumped him for Jack O'Leary.

Bill was heartbroken, but moved on. Taylor and Jack dated for a short time and all of a sudden Taylor left the area to head to her grandmother's house. Apparently Jack and she had done the midnight dance that resulted in her pregnancy.

Flash forward 20 years. I'd done alright, and was managing a bank loan office in Philadelphia. Married with a kid, two cars, house in the suburbs, things were going as well as could be expected. I still kept up with the Denatalie family, when I was at my parents, sometimes catching Taylor McFarland and her husband John and daughter Victoria.

Victoria had been born out of wedlock of course, the result of the dance with the O'Leary boy. She became part of the family of Taylor and John a couple years later. A sweetheart of a kid, just like her mother had been.

All this to lead up to the call I received from Taylor, who mentioned that my mom had said Mrs. Frizzle was retiring and I'd be needing a new secretary. Yes, a secretary. At my company, you had to be a level higher to receive the services of an administrative assistant, so my assistant still had the old fashioned secretary title.

Now I know one should not mix business with family, but I figured why not? Hire her as a temp, she how she worked out, and go from there.

Young Victoria showed up for work inquisitive and efficient. She took to the job quickly, especially with her keyboard and spreadsheet skills. It was all business, so don't get the wrong idea. Oh, I'd lust after her sometimes, banging my wife but thinking of Victoria, but it was truly on the up and up.

The idea was her to work for a few months, maybe into a permanent slot, and then after a year or two go to collage a little older, wiser and with things paid for.

Our office was on the second floor of the bank branch, a suite of three offices. Most of the time it was a 8:30 to 5:30 day, and Victoria would generally lock up most things and leave right after normal closing time while I would leave a half hour later. The only exception was Wednesday night when, because of a class I was taking to keep up a certification, I'd leave at 5:30 on the button and she'd close up.

All was perfect. Victoria was a good hire. She was efficient, delightful to work with and not bad on the eyes. The job was going well, and I knew I'd be up for a promotion in a year or so. Lovely thoughts, lovely time.

Which brings me to what happened on a cold Wednesday night in January. It was a normal day in all respects until a late day call from my boss kept me on the phone a few minutes late and I had to pack up and get to my class quickly. Saying "night" to my secretary I didn't even go to my car, I jogged down the street three blocks to the class. All was for naught, though, as about a dozen of us sat for 15 minutes waiting. Then we were told the professor was under the weather and class was cancelled.

I spoke with several classmates for a bit, comparing notes and preparing for our next quiz. We shared a soft drink before I strode back toward the bank building and my car. Once there, I realized I'd left my keys in the office. Hopefully the cleaners were there and I could get into my office Luckily, the employee access to the building was via key card, so getting into the back of the building wasn't a problem.

From that door one couldn't' get into the bank proper, only the stairway upstairs to the second floor. The cleaners van was outside, so someone could help me I was sure. Striding upstairs, I advanced easily through the second key card entrance, this one requiring a secret code. Again, no problem.

Looking down the hall, I noticed my office door was slightly ajar. No cleaners were in sight, so I surmised they were inside doing their thing. Not wanting to startle them, I slowly opened the door a couple more inches and snuck my head in for a view.

What a view it was, one I'd only imagined before. Sexy young Victoria was bent over my desk, skirt up, and a guy was behind rutting furiously while she rocked her head, eyes closed, enjoying the pounding from behind. I couldn't believe it. The young girl I'd hired as a favor was taking it firmly like a pro and I had to see more.

The guy had a girl grip on her hips and was working her ass in time with his thrusting. Taking no mercy, he was obviously well on his way to nirvana.

Reaching into my pocket, I turned on my phone camera and began recording the frolicking on my desk. The guy was riding her hard, and her hands dripped the far side of my desk to secure her space while he used her. He was grunting and she was moaning.

"Hurry, Connor, hurry. The cleaners will be here in minutes," groaned the girl. "Oh it feels good, but hurry...oh fuck me. Cum, you fucker. "

The guy needed nothing further to spur him on. He was already close to orgasm and banged my secretary quicker with a vigor that suggested the ending was imminent. I thought of breaking things up, but then thought, why?

All of a sudden "Connor" was announcing to the world he was making a deposit at the bank, into the hot, wet hole of my secretary. At that point I opened the door and walked into my office, seemingly startled. "What the hell is going on in here?" I roared.

It was a keystone comedy after that. Connor nearly fell over as he pulled out of my secretary and rose off the back of Victoria. Reaching for his pants, I saw his dick was sheathed in a slimy rubber. That was a good sign. Victoria tried to rise but smacked into Connor and had to stay over the desk for a few seconds.

"Get your ass out of this building, immediately, young man," I demanded of the boy. "Wait outside for your whore."

He needed no urging, running out of the office while buckling his trousers, scared to no end. He didn't even say goodbye to his girlfriend, he just bolted. I heard the hallway door close and turned my attention to the girl, who was reaching down to pull up her pink panties as demurely as one could in the situation.

"It's not what it seems, Mr. Roberts..." was her girlish, quiet, voice shaking reply.

"Oh really? Shut up, Victoria, I'm not stupid. Get your mother on the phone! Because we are going to have a talk about this outrageous behavior. Fucking on my desk. What the hell were you thinking?"

I had no intention of calling her mother, I just wanted to scare the girl. But the more I thought of it, I wanted to teach her a lesson. I couldn't believe the nerve she had in bringing her boyfriend into my office and getting fucked on my desk. I wondered how many times they'd done it. Wondered how many times I'd eaten breakfast on the desk the day after.

"Mr. Roberts please, please don't call my parents. Please, this will never happen again."

Glaring at the deshelved look appearance of the girl, I asked what she had been thinking. I demanded she tell me all.

"I will be honest. We fool around in the car, after work, but it's not comfortable and it's so cold. I just thought we could come upstairs, we'd have some fun, and be gone in a few minutes," said the girl, almost begging me to let her off. "Really, it was only a few minutes. It's warmer in here, safer too. People aren't around and it's safer."

Glaring at the girl in mock disgust, I asked how long have she had been using my office for her naughty trysts?

"This is the third time. Really. I mean, the first two times were, well, you know, blow jobs. But today Connor wanted to have sex in the worst way and I wanted him and he had a rubber so we did it."

"Was it your first time?"

She had an embarrassed look. "I'm not a virgin, I have been with three guys, but Connor and I have done it only a few times. Tonight was our three month anniversary and I wanted it a little special."

"Well, that it was, you got caught in the act and now you have to pay the price. Here's the deal, young lady, either you call your parents right now and explain yourself, or you get over my knees and get the spanking you deserve."

She looked at me, not knowing what to say.

We glared at each other before she quietly said, "Don't call my parents. Do what you need to do, but don't call my parents."

Telling her to lock the door, I sat in my desk chair. Watching every step she made, my eyes were riveted on her body as she slowly walked toward me. "Isn't there something else?"

"Get over my knees."

Victoria went prone over my thighs and I lifted her skirt. Couldn't help myself, and I slipped her panties down and displayed her perfect ass. Caressing it a few seconds, I began spanking her ass. Slowly at first, several strokes, then several harder ones that drew gasps from the girl.

"Ouch! I'll be good, stop."

Her plea didn't work, only spurring me on to precision like swats on her bare ass. I guess I spanked her ass 20 times, give or take, and it was surely red when she arose.

Asking if she had learned her lesson she nodded yes. The thing is, I remember when I'd been caught in a similar situation. Caught in the act. Only that time the girls' brother kicked my ass the next day.

That's when I told her she could use the office on Wednesday nights for her rendezvous with her boyfriend, but only if she locked the door and was out before the cleaners came.

She pulled up her panties, dropped down her skirt, and rubbed her behind before thanking me. "I understand, you are the best, Mr. Roberts. Sorry I messed up your desk."

"its okay, Victoria, but I do have a problem here," was my leering reply, pointing toward my midsection.

There was a momentary pause before Victoria smiled. "You are a guy, that's for sure."

"Would you?" She clearly knew what I meant, and pondered the situation.

"I can use the office Wednesday nights?" She asked if that was okay, and I replied: "of course"

With that the girl slipped down onto her knees and unzipped my pants. She reached inside and pulled out my dick, stroking it while looking up at me.

"I think he likes me," she cooed before beginning a slow stroking motion with her hand. The girl looked at me while stroking, smiling at how uncomfortable I was.

I could not help but think that my brother was sucked off by Victoria's mother, and how I was samping the daughter.

Victoria bent her head forward and began tonguing my dick. She slipped that tongue up and down my now-throbbing cock, pausing at the base and licking down to my balls. The gentle licks filled my dick with sensations seldom felt.

Moving back, she continued stroking while cooing sweet nothings that just added to the excitement. Then she moved her head forward and took my throbbing dick into her hot, wet, sexy 19-year-old mouth. She clearly was practiced, as her sexy actions were etched into my mind.

It didn't hurt that I remembered where she had been and what she had been doing several minutes before to say nothing of the thoughts of her pretty red ass. She bobbed her head up and down the tip of my cock while stroking the base in perfect tandem.

I'd like to say I lasted forever, punishing her mouth, but that wouldn't be true, Rather, she whole seen had me crazy, and it wasn't minutes before I exploded into her willing mouth. Watching her intently, I marveled at how she swallowed my load without missing a drop.

Unlike my wife, who pulls right away after I came, Victoria held the cock in her mouth and I watched as she swallowed by hot sauce. She continued to suck my dick for a bit before backing away and smiling.

"Thanks for being so understanding," was all she said, rising to her feet as I bundled my cock back into my trousers.

Oh, what a night!

JRob
JRob
1,639 Followers
Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
4 Comments
AnonymousAnonymousabout 10 years ago
Excellent, Outstanding

Really liked this one. Realistic. Having been caught by my boss in a compromising position, I can identify somewhat, but nothing happened like this. He just fired me. But maybe if I'd blown him, well, it would have been different. Who cares, I didn't like the job and got a better one. But I am more careful where we, uh, cavort. This story was so hot that I had to do my b/f after reading....in my new office.

BTW, why is it that so many commenters talk abour grammer or sentence structure or other things like that. I like the stories, especially the mature and nonconsentual ones, gets me so hot. I'm not reading for correct use of the English language that's for sure.

AnonymousAnonymousabout 10 years ago

I must admit... i got excited when I seen your name in the new stories!! Glad to see you writing again!!

AnonymousAnonymousabout 10 years ago
Pretty good

Hope you will post another chapter about this

Paxo1944Paxo1944about 10 years ago
Good Story

This was a good story, but I think you need to sack the editor "Rather, she whole seen had me crazy" surely this should be "Rather, the whole scene had me crazy".

I do hope you continue with with a few more chapters.

Share this Story

Similar Stories

The Busty Babysitter John has it bad for his top heavy young babysitter.in NonConsent/Reluctance
Comforting My Neighbor's Daughter I fuck my innocent neighbor when she comes to me for comfort.in Mature
Babysitter Makes Me Lose Control My busty little babysitter is hard to resist.in Mature
Neighborhood Milf Life long dream fulfilled when he has her.in Mature
Accidental Gangbang Wife-to-be ends up fuck-slut at her fiancé's bachelor party.in Group Sex
More Stories