Just another weekday morning and with nothing special on the calendar, I had arrived at work early to catch up on some long overdue paperwork. Finding no motivation to start right away I adjourned to the cafeteria for a cup of coffee and some conversation with a few of my fellow early risers. Moving toward our regular table, I noticed that Tom, Rick and Mary were already sitting there and talking to a lady I had not seen or met before. Approaching the table I noticed the stranger looked up and smiled the most intriguing smile at me as I took a seat. Mary introduced me to Jeri and said she was a new employee and would be working in her section. Small talk that morning and for the next several weeks over coffee gave me an insight into the makeup of Jeri.
Let me describe Jeri first, lest you think she was a raving beauty or a goddess. Jeri was, as I soon found out, almost 35, had double masters degrees, had never been married, carried just a little too much weight, was just a little shy of 5’ 5," mousy blond hair and in need of some serious beauty salon work. Mostly though I was taken by her absolute intelligence and what had to be the greatest personality and smile you could ever imagine, friendly and smart she loved to talk about any subject. It wasn’t long before I discovered a side of her I really liked. She was the absolute master of the double entendre, especially the way she could turn any subject it into a sexually related issue.
For the first couple of months our association consisted of coffee early in the morning and an occasional coffee break in the afternoon. Last month on a Monday morning coffee break I commented that I would be out of the office next week attending a conference in New Mexico. I was totally surprised when Jeri announced that she would be attending the same conference. Not wanting to miss an opportunity I offered to buy her dinner the first night of the conference, her response was immediately in the affirmative. I was further amazed to find we would be traveling on the same flight and be staying at the same hotel.
I told Jeri how much I loved to fly and that I had my own airplane and flew locally almost every weekend. Jeri developed this look in her eyes that I had never seen in a woman before and said “I have never been in a small airplane before, would you give me a ride sometime”?
As I had planned a short trip for the upcoming weekend I invited her to come along. Little did I know at the time that we would both be cumming before the trip was over.
For the remainder of the week, every time we talked Jeri would ask questions about flying in a small airplane. But the question that most caught me off guard was when she asked, “if I was a member of the Mile High Club." Now every respectable pilot knows what that club is and most would give one of their testicles to join.
However, I did not understand right then how Jeri could know about this club if she had never been flying in a small plane before. It took me a couple of days to find out her best friend was married to a pilot and she had told Jeri about the pleasures of the mile high club. Not wanting to let an opportunity this good pass me by I asked her if she was interested in joining the Mile High Club.
Her response was an immediate and resounding “yes." Too which my cock began to twitch and suddenly felt very confined in my shorts and pants. I told Jeri that this was a serious decision we were about to make, especially since we had never been out on a date, had never kissed, much less had sex together. Jeri smiled that killer smile and said “I know and that is just the way I want it, just tell me what I need to do and where I am to meet you."
Knowing she lived very close to a local airport I agreed to fly in and pick her up there. Also I told her that she should dress very comfortably, loose shorts and top and preferably with nothing on underneath. Her smile was enough for me to know she fully understood the instructions. Jeri also offered to pack a picnic lunch and with that we agreed we would meet on Saturday at 10:00A.
Saturday arrived and was one of those days pilots pray for, beautiful sunshine, no winds and only a few white puffy clouds floating through the sky.
From the minute I pulled the airplane out of the hanger my cock started to flex itself in anticipation of today’s activities. Following the instructions I had given to Jeri I had dressed in a pair of very loose fitting shorts, no shorts and a button shirt that could easily be removed inside the cockpit.
Arriving at her local airport at 10:00A I was surprised to see Jeri was waiting with a picnic basket and a small overnight bag. After parking the plane I walked over to her and was greeted with most incredible kiss I had ever experienced. Locking her lips to mine she forced her tongue into my mouth and gave me the deepest French kiss I could recall. Breaking the kiss Jeri said, “Well that’s one of the three things you told me we had not done out of the way, and I consider this a date so that is two out of three are out of the way and that only leaves one more." Once again the smile that followed her words give me no doubt as to her intentions.
Escorting her to the plane, I opened the passenger door and gave her a hand climbing up into the cockpit. As she swung her legs into the cockpit I was presented with an exquisite view of her brown pussy hair when the leg of her shorts opened up. Now my cock is really stirring and it is very obvious that she is having a serious effect on me. Leaning over Jeri to fasten her seatbelt I am treated to another wonderful site when the top of her blouse moves and I can see a proud firm tit and a very erect nipple. Fastening the belt I drag my arm across her chest and get my first feel. Knowing my cock is rising and that we need to get moving before I “take off," I move to place the picnic basket and overnight bag in the baggage compartment.
Jeri says, “Please make sure I can reach the overnight bag when we get airborne." I place it on the back seat within arms reach and checking all the doors and locks I move into my seat, belt up and begin the start procedures.
