Jilted Woman Has Needs Pt 01

To set the stage, so to speak, I'll tell you a bit about myself... and a bit about Katherine, the jilted woman in this recounting of times past.

At the time I was an average older male, successful or at least moderately so and single... well, divorced, but defiantly single with no intentions of being otherwise. I'm the Operations Manager for a smaller company and am at an age and mindset of wanting to retire earlier... like before I turn 60.

I'm tallish at 6'1" and have a neat beard and full head of hair... both having turned from a dark brown to being invaded by gray. My eyes are brown and while I'm nothing to write home about, I'm, as my friends have said, easy on the eyes and exude a certain kindness/friendliness -- basically a nice guy who in the love and marriage part of life seems to always finish last. I don't bemoan this; it is what it is and being a good guy suits me just fine.

Katherine is a bit younger than me... no scratch that, she is quite a bit younger than me, like 13 years younger than me. She too is a successful person and is the corporate Controller, who takes home a nice six-figure income.

Physically she is an absolute knockout! Quite petite at 5"1" tall, has an athletic body with amazingly sexy legs, a nice ass and breasts that dreams are made of. How do I know this? Easy, she is on the company baseball team, and I've seen her at practice in gym shorts and a T--shirt -- really a sight to behold. She has light auburn hair that she wears a bit long, green eyes and a smile that lights up the room.

She has a partner; one she has lived with for many years and talks about him like he is the best thing in her life.

We had at the time worked together for 9 years and because of what we do, we spend not a little time together. In those 9 years we had become friends and while I have to admit to having had carnal thoughts involving her, we were work associates and friends -- nothing more. Well, nothing more until...

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It all began when the President and CEO of the company announced a short fused (the meeting date was just a week away) change in the annual company management meeting. Each year it's held in a different place and the original announcement had been for the meeting to be held in New Orleans -- now, it was to be held in Gatlinburg, Tennessee.

With the announcement came hurried changes in travel arrangements for the weeklong meeting. Our company is a rather successful one and this management meeting comes with the perk of us being able to pick flights, rental cars and accommodation wherever -- all expenses paid, no questions asked.

The announcement came via intercompany email and came late on a Monday. I decided to wait until the next morning to make the changes in my travel arrangements.

When I came in on Tuesday morning, I went straight to the company break room to grab an early morning coffee... in the break room I found Kat (Katherine) and Marty, Kat's assistant and the company bookkeeper. They had already made the first pot of coffee and were just leaving to go to their offices. Kat saw me, said good morning with her usual killer smile and asked me to come to her office as soon as I got my coffee.

I of course said sure, be right there and before she left, I asked if she had gotten the changes in her travel plan done. Her response was "that's what I want to talk to you about".

Minutes later I was sitting in her office and with her was Marty... "So, what's up?" I asked. For the next few minutes Kat and Marty excitedly told me what they had planned and asked me to join them -- their idea was to rent a really nice Airbnb, a two-story deluxe cabin, to rent cars to make the drive down and back and to make it a full nine-day trip starting with the drive down early this coming Saturday.

I questioned them about the accommodations and found there were two bedrooms upstairs and one down, with a huge family room and kitchen downstairs... each bedroom ahd a private ensuite bathroom and it was just 5 minutes from the meeting room the company had rented. As for the rental cars, Kat suggested we take two cars and split ourselves up among the two cars. Her idea was that Marty had just gotten married and that it would be nice if she and her guy had their own car, which left me in the car with Kat and her partner, Frank.

They were over the top excited about the idea and I just smiled and agreed that it was a great plan... actually I thought it would be fun and who turns down an all-expense paid 9-day trip!

My only reservation was with Frank, Kat's longtime live-in boyfriend/partner. I had always thought he was a jerk and not much more than a freeloader. Still, Kat seemed to think the world of him, and I knew that she and Marty would be fun people to be around... never mind that I always enjoyed being around Kat.

With the plans set I came in a bit late on Friday to find both Marty and Kat absent. In checking around my admin assistant told me the Marty's husband was in the hospital and Marty had called in, and Kat, somewhat mysteriously had called in saying she had last minute arrangements to take care of.

I immediately wondered what was going on with Kat -- she had never called in unless she was deathly ill, and I knew she was OCD about everything... no way she didn't have the travel plans nailed down.

Her not being there bothered me. I mulled it over and ended up texting her asking if she was okay and if there was anything I could do to help.

I didn't get a response and so, an hour later I called her. When she answered I immediately knew something was off -- we as friends had a thing whereby when we called each other I'd always answer her calls (personal ones) with "Hey beautiful" and she would answer mine with "Hey Handsome".

She answered with a very sad sounding "I can't talk right now Mike". Not only did she sound sad, but like she had been... been what? Crying? "I'm not hanging up Kat and don't you dare hang up on me... we are friends, talk to me".

We ended up talking, or more like me listening, for the next 30 minutes. The jerk had packed up his crap and left her. They hadn't been getting along for several months and suddenly, he left. When she'd arrived at home the previous evening he was gone. No note, nothing... all his crap was gone and so was he.

I told her about Marty and her husband and asked if she wanted me to change the rental cars, transportation, etc., for the meeting.

Her response was "No, hell no! That cheating bastard is not going to ruin my life! Pick me tomorrow morning as planned, and we are going to have a wonderful time -- just you and me. It's time for you and me to get better acquainted anyway. Thank you, Mike, I am so grateful that you called. See you in the morning handsome."

"Bye beautiful" I said and hung up.

I arrived 10 minutes early at Kat's place the following morning and Kat was sitting on her stoop with a cup of coffee in her hand. Being December, and living in the Southwest of Chicago, it was chilly at 6 in the morning, but Kat was sitting there in a sweatshirt and what looked to be running shorts. Getting out of the rental car I called to her -- "don't you know it's freezing out here, have you lost your mind?" She looked over at me, shrugged as if to say she wasn't cold and waved me over and pointed to two small pieces of luggage. "Grab those for me and I'll lock up and we can get out of here."

Minutes later I had her bags stored in the back of the Chevy Blazer I'd rented and as I closed the back hatch, Kat walked up to me and threw the first of what were to be many surprises at me. She came up to me and threw her arms around me, pulled herself in close, rested her head on my chest and murmured "I've been waiting for this hug since I woke up." Then looking up at me she added "Damn you're tall" and suddenly she was on her tiptoes and planted a lingering kiss on my cheek.

To say I was surprised would be an understatement -- not only had she wrapped herself around me, but she had pulled my arms around her and kissed me on the cheek... and as she did, she ground her upper body into me, then looked up and winked at me with a mischievous smile on her face. While we had been friends for years, it had always been a hands-off friendship... those amazing tits pressing into my body, the kiss and the mischievous wink and look floored me. Totally floored me and as she pulled away, I felt myself getting hard.

As for Kat, she acted as if nothing had just happened and as she walked away to get in the car, she shot a smile back at me saying "Come on handsome, let's get this party started!"

My mind was going a hundred miles and hour trying to sort through what just happened and I stood there frozen to the spot thinking "What the hell?" Then, just as she started to get in the car she called back to me, "by the way, Marty's husband is having to stay the weekend in the hospital, so they aren't coming with us -- come on you!"

Again, "What the hell?" How could she be so upbeat, when just yesterday she had her world rocked by a cheating boyfriend -- he jilted her big time and left her without warning. Now she was happy, smiling and... and what? Was she flirting with me? Whatever was going on I wasn't complaining and right there and then I decided to let her take the lead -- that I was going to be a friend and let her talk it out when and if she wanted to.

Our first stop on the 9 plus hour trip was a nearby Starbucks where I got our usuals, a Cappuccino for me and a Caffé Mocha for Kat - only this time I got Venti's for us. As we pulled out of the Starbucks Kat asked if I'd had breakfast, which I hadn't, and so we decided to stop when we got hungry. For the next hour we talked mostly about nothing -- this and that about work, what was wrong with Marty's husband and the like. Then the conversation trailed off until Kat said she was hungry. With that we started watching the signs on the interstate for a restaurant and not long after we pulled off the interstate to try out a random local restaurant.

Before we got out of the Blazer, I looked over at her and suggested she might want to grab something warmer, at least some full-length pants of some sort and she could change into them in the restaurant bathroom. She agreed and asked me to get the blue bag out of the back... that she had a pair of jeans in them. When I brought her the bag, I opened her door and handed it to her.

She looked around the parking lot which had only three other cars parked in it and said "Bathrooms are usually filthy -- I'm going to change right here. Get back in and I'll be done in a jiffy".

Assuming she was going to pull a pair of jeans on over her baggy gym shorts, I nodded and walked around to my side and got in the Blazer.

As I sat in the Blazer waiting, she looked over at me and with that mischievous look coming again told me "You need to look the other way -- these jeans are too tight to get on over the gym shorts, and since I don't have any panties on, I'd probably shock you into a heart attack!"

I'm not sure what came over me, but I responded with "Nah, I'm going to sit right here looking and see how brave you are." With that, I tuned in my seat and looked directly at her "Go for it! I dare you." I said... "won't bother me at all."

Without missing a beat Kat smiled, let out a laugh and said "Okay, but if you have a heart attack, it's on you." Then she immediately arched her back a little, pulled her amazing ass up off the seat and began pulling down the gym shorts.

"Kat! What the fuck!" immediately came out of my mouth and as I said those words, I closed my eyes and turned my head away.

Kat burst out laughing "You lost the dare, so you have to buy breakfast! Oh, it's going to take a couple of minutes longer -- I need to put some thongs on, or these tight jeans will chafe my... well, you know" and continued with another laugh.

With my head once again whirling and my eyes still shut, I asked "What is going on Kat? This isn't you... not that I mind, you are a beautiful and sexy woman, but... well, just what is going on?"

Without answering my question and with the sounds of her putting on a thong and jeans in the air, she hesitated and then asked "So, you think I'm beautiful and sexy?

"Kat, you aren't answering my question", I said, but not angrily, more in a pleasing tone.

Again, there was a hesitation, then "I know, but please, answer my question. Am I a sexy and beautiful woman? Oh, I'm dressed now, you can look at me."

Okay, I'll answer your question first, but you still owe me an answer, deal?" "Deal" she said. "As for the beautiful part, just pull down the visor and look in the mirror -- you don't have a bit of makeup on, your hair is pulled back in a sloppy ponytail and still, with just a simple smile, men, any man, would fall to his knees at your feet. As for sexy, you are nothing short of the sexiest woman I've ever know... I've seen you walk into a room and men instantly begin drooling... some of the women do to. You exude sex appeal."

Looking straight into my eyes, Kat paused for a moment and then said, "You are talking about other people... what about you Mike, do you personally find me beautiful and sexy?"

Her eyes told me she needed a direct and honest answer, so I went with "Yes, I do and that is the truth. You are beautiful, sexy, fun and funny, smart as a whip, have a killer smile and to be honest, just that hug you gave me this morning had me... Ahhhh, well, getting hard. Now, you owe me an answer -- what is going on?"

"I don't know, not for sure Mike. It's on the one hand quite complicated and on the other, simple. I'm going to ask you for a huge favor right now -- don't question me, trust me, go with me and let whatever happens happen. It's me trying to find me again -- that's one part of it and I trust you Mike, totally and without question trust you. Can you trust me?"

I nodded in the affirmative and backed that up by saying "100% Kat, I trust you 100%. Let's go get something to eat." As we walked into the restaurant Kat grabbed my hand and just like lovers, we walked into the restaurant hand in hand.

As we walked, I couldn't help but notice the sway and slight bounce of her breasts under her sweatshirt... she isn't wearing a bra!

Once inside the restaurant they were seated at a booth and soon had coffee sitting in front of them with the waitress off to place their order. Kat, a vegan, had ordered raisin bran cereal with oat milk, orange juice and sourdough toast with margarine instead of butter, a margarine the waitress had said had no animal or dairy products in it. Mike, who had never followed a plant-based diet did shy away pork and beef, so he ordered a mushroom, onion and cheese omelet with hash browns... and more coffee. While they waited for the food to arrive, they talked about the Airbnb and how, Mike noted, with just the two of them, it was a bit of an overkill... three bedrooms all with king sized beds and ensuite bathrooms.

Grinning at him Kat said "So, I got you excited, did I?"

Mike didn't immediately connect the dots and responded with "Me? Excited... about what?" Kat's grin remained and was supplemented with a sly wink and as soon as she winked at him, Mike felt a foot without a shoe running up his leg and pausing to rub his groin area over his pants.

Following her wink, Kat coquettishly said "I'm not exactly sure about what, but when a man gets hard, it's usually caused by something... want to tell me what it was?"

Mike immediately thought "she's at it again" and deciding to play along, he grinned right back at her and letting his eyes fall to her sweatshirt covered breasts, said "that amazing equipment you have and especially since under that sweatshirt there is nothing but naked Kat... and if you don't stop with that foot of yours, it's going to get quite obvious I'm getting excited again."

"Are you complaining or just noting what I can already feel?" As she said that Mike felt his hardening cock twitch, which Kat felt immediately. "Oh my, somebody is indeed getting a bit excited. I'll quit, at least for now... never know what might happen later, not with all those beds available."

With her foot now missing, Mike felt disappointed... he had been enjoying the erotic teasing. "Not complaining, not at all."

For the rest of the meal, they chatted and talked about needing to stop at a grocery just before they got to the cabin and pick up food, coffee and drinks, and maybe a bottle or two of wine. With their hunger satiated, they quickly got back on the road and soon their chatter died off and Kat began dozing off.

A few minutes later Kat jerked awake, then reaching over with her eyes about half closed, and grabbed Mike's free hand. "Can you drive with just the one hand?" She asked.

"Sure, at least for now and I like holding your hand."

"Hmmmm" Kat murmured, and pulling his hand over to her, slipped it under her sweatshirt and placed it on her warm belly with her hand on top of his. "I like it better right there" she whispered.

Mike didn't immediately say anything, but as Kat began drifting off again, he said "Yeah, me too."

Mike, as he drove, came to a few realizations... one was that Kat's tummy was, in his mind perfect. "Womanly", he thought... not rock hard, not fat, but just right and while just a tummy, it had him getting hard again. That thought was followed by how petite Kat really was... his hand, a not overly large hand, almost covered the width of her stomach and that, for reasons he wasn't quite sure of, tuned him on. Too, with his hand flat on her tummy, his thumb rested on the top button of her jeans and because he had his fingers splayed out, his little finger was in contact with some under boob. Which confirmed his no bra suspicion and served to further excite him. All-in-all, it was a very erotic experience.

As he drove on, he lost track of time and suddenly saw a sign saying Lafayette was 35 miles away and Indianapolis, IN was just 97 miles away. Almost immediately after the sign, traffic picked up and he had to have both his hands on the steering wheel. Slowly and gently pulling his hand out from under Kat's hand and off her tummy, he hoped he wasn't disturbing her, but no more had he placed his second hand back on the steering wheel, when he heard her mumble something about putting it back.

Obviously, she hadn't been sound asleep and not wanting to disappoint her, he softly said, "sorry sexy, but traffic is picking up and I need both hands". He didn't get much of a response, just something like "don't be gone long" and then he glanced over to see she had her hand back under her sweatshirt and was fiddling with something.

Not much later, like maybe 20 minutes or so, he was south of Lafayette and the traffic thinned back out. Knowing at that point he was just a bit more than an hour north of Indianapolis, he decided to take the opportunity to softly fondle her tummy again. Looking over at Kat, he saw her hand wasn't under her sweatshirt any longer and that she had pulled down the sweatshirt -- pulled it down to the point it was at her hips and in the front, covering her pubic mound area.

Not giving it much thought he snuck his hand under her sweatshirt and at the same time jokingly said, "I'm back". The joke though, was on him.

Kat had very quietly unbuttoned her jeans and pulled the zipper down... pulled it down so that when he now looked over, he could see the waist band of her thongs -- it was red and it was very, very thin. Shifting his eyes upward he saw her eyes were still closed, but her breathing had changed -- it was, he thought, no longer the slow rhythmic breathing of someone sleeping.

With his hand now resting just above the band of her thong he paused, then made up his mind... if she was offering, he was not going to disappoint her... or himself. Slowly sliding his fingers under the band of her thongs he softly and gently said, "Katherine, be sure this is what you want -- you can always say stop, but if you don't, I won't. Won't stop that is."