My First Time Was on a Plane

Like my other stories to date, this story is based on my real life experience. Names and details have been changed to protect those involved.

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I was always an introverted guy. I had grown up as an academic kid; always had good grades but generally didn't get along with the popular kids in school. My upbringing meant that I grew up not really getting to date. At the time I was thoroughly heterosexual. As much as an inexperienced virgin outside the dating pool can claim to choose to be.

My summers through my teenage years were spent at Air Cadet camps and I had done this all through high school from grade seven to twelve. But when you got to be an adult you got to be a staff cadet, which basically means a camp counselor, only that summer camps for cadets are structured like military training.

Cadets were placed into flights (groups of thirty) which were part of larger squadrons (three flights) and wings (three squadrons). When I arrived at this particular camp it was the highest camp for cadets, a six week summer camp called Senior Leaders (they have since changed the name and the curriculum, as well as the methodologies). The cadets marched everywhere, took classes, had instruction in drill, competed in drill completions and had weekly inspection parades and a graduation parade.

But the adults that run the program, we are divided into in two classes. Since you can be an Air Cadet until you're 19, or can choose to join the volunteer wing of the military (the Cadet Instructors Cadre) you could either be a staff cadet like me with not much intent to continue on, or you could be an actual officer and your career could continue until retirement either in the same wing or another branch of the Canadian military.

Anyway this story actually has nothing to do with cadets. It's all about the travel home. We had taken busses to arrive at the province's capital so we could all board the same aircraft to get to the base. This summer I was stationed at 4 Wing Cold Lake. The best thing about it is this base is an active training center, and the four wings are all fighter squadrons (two active CF-18 fighter squadrons and two training squadrons). This meant it was common occurrence during our summer that fighters would soar by overhead followed by the deafening sonic boom.

Travel to and from is exactly the same but in reverse. This was exactly how we arrived. Sorted out of our home squadrons from all the towns and cities we came from, we were formed up into squads to organize for kit check (inspection), supply (get your summer uniform items) and assignment into the barracks.

The summer went by fast. We were up at 6 am daily and the days were filled. There wasnt much time for a social life.

At the end of the summer after the courses were done and all the Air Cadets had gone home we were tearing down classrooms and barracks preparing to depart ourselves.

I remember meeting with my transportation group which was to take a flight back to my home province. I found myself with all the people that I had met briefly on the way there as we came in on the same plane. One of the fellow staffers stood out. She was a tall (well tall to me) vixen. I'd guess 5'7", with round cheeks and the cutest dimples; the round glasses that sat on her face masking those beautiful pale green eyes. Her dark hair was always in a bun as was required of military style. I think I will forever be tainted as when I see a woman's hair in a tight bun (like bullet proof finish of hair spray) it still gets me excited. But this girl she was a looker and though she concealed her demeanor behind an upstanding disposition and a great smile it was there. She had kind of the 'naughty librarian' look at the time.

Her name was Artemis, and like the Greek goddess her name evoked she was above my station. As the summer had ended and we all needed to head back off to university, college or that first real full time job I knew she had to say good by to a guy she was absolutely enthralled with. He had broad shoulders and a great smile. They were sneaking kisses at the canteen when they could get away with it (fraternization is frowned upon in the military). From my perspective he was just another player looking to get action.

Luckily for me we had to divide back into our travel groups which meant Artemis and I had the benefit of our last summer travelling home together. We were in our full dress uniforms as we were required to do, with our duffle bags waiting for pick up. The bus would arrive soon but the flight was leaving at 1:30 AM (flying cadets on the red eye is a great way to keep government expenses down). It was already dark by 10:00 and our dress uniforms did not leave much for warmth.

As such, we were huddling as a group just trying to keep moving to stay warm while waiting for the bus to arrive. Now Artemis really was the most attractive girl there and she was so cute with her hair in that bun, those shining eyes peering out those little round eye glass frames, and that tight round butt which was hard to avoid peaking at when she was turned.

As we stood shivering in the cold wind (it's called Cold Lake for a reason) we were vibrating and standing together for warmth as we loitered in the parking lot. As I recall she invited me forward saying "Let's warm each other up." At first I thought it was just an innocent invitation to share warmth but as soon as our arms wrapped around each other for warmth I was done. The virgin in me was crying out to make a move but I was so nervous and just couldn't conceive of it.

But I could feel that soft bosom, even through the thick material of our military tunics. And I can recall smelling her hair at the neckline. There was definitely a strong scent of hair gel or hair spray (wispy hairs are a big no-no in the military) but I also picked up another scent. Maybe it was perfume or some kind of body spray. While I can't describe it, it was intoxicating in that moment.

We squeezed together. I so wanted to drop my hands to her butt as innocently as anyone could grope someone but thought better of it. Instead we just continued to stand there huddling in the wind.

Then something happened. Something unintended - my body betrayed me. I was fully erect inside those military pants and my boner was straight up behind my fly. It was so tantalizing my cock was pulsating. And then Artemis leaned back and looked at me dead in the eyes and I knew she knew. No words just a surprised look and a stare with a smirk.

She laughed a little bit and then what she did uplifted my spirit. A flood of emotions were coming to me as I felt I was being found out as the pervert I thought I was. But she didn't push me away or reject me but instead pulled me back in and started to grind her pelvis against mine.

So there we were, two obviously very horny young adults, just getting their jollies off grinding outside in the dark in a small crowd. I felt like I would burst in my pants right then and there and to be honest I would have welcomed it. It would have been worth it.

After standing out for a couple of hours (or so it seemed), the bus arrived and we piled our duffle bags for loading and got on the bus. We were among the first in line so we chose a seat at the back. Still somewhat cold on the bus we were no longer hugging but even better her hand was on my crotch rubbing my very hard penis through the material. So I did the same, rubbing her clit and labia through her pants. I'm sure someone else saw - there was a guy that liked her too that was hovering around but he wasn't getting the attention I was. I didn't know if they came from the same city or squadron but I really didn't care.

One thing that stood out is the heat coming off of her body. I could tell she was swollen like me, the warmth of her loins was absolutely obvious and I even sensed a bit of dampness much like myself. We were so hot and bothered to be sure!

As the bus arrives at the airport we break again, exiting the bus to collect our duffles and make our way to our plane. The plane is open seating so I take a window seat and Artemis sits right next to me while the other guy that had been fluttering around followed us and sat down right next to Artemis - taking the aisle seat. This seemed to confirm my suspicion that they came from the same place.

By now we are holding hands and groping each other's thighs as the flight attendants take us through the departure procedures. It's at this point that I take off my tunic to cover my lap and Artemis turns her touch back to me. As the plane starts to taxi the runway they turn off the cabin lights. It's not completely dark but they are making it so people can sleep. Not that Artemis and I were going to get any on the short flight.

I now feel her hand reaching at my zipper. I take the hint and help her out, undoing my belt and undoing the button so she can reach in and pull out my cock. She begins to stroke me. It's so intoxicating because this is the first time ever I've had a woman's touch in this way. I'm not bothered that it's on a plane (in fact, this later this cements the mile high club as a fantasy of mine). At times I notice my tunic bouncing so I try to fluff it up hoping not to get caught. I can't tell if the guy on the aisle seat knows but I see Artemis take off her seat belt and shift her body to face me, curling up like she was going to sleep but secretly pumping my very hard cock.

I turn my face to hers so we can kiss. Not aggressively or possessively, just soft and gentle; quiet and discrete, to avoid any of the other staffers seeing us. I don't know how long I last but I'm sure it's not long. I erupt under my tunic, on Artemis' soft hand and likely on myself quite a bit too. I reach into my carry on and pull out my summer dress shirt which will have to do as we wipe up the mess as best we can.

Now I want to return the favor. Having been so completely satisfied with my first ever orgasm with a women I wanted to show her my appreciation. I tried to unzip her pants and she helped me like I helped her, undoing the button and the fly, shifting so we can move the fabric aside.

And then I got to finally touch a woman for the first time in that very intimate way. Unfortunately for Artemis I was completely new to this. I didn't know what I was doing so I didn't tease her labia or rub her clit. I honestly didn't understand the female anatomy at all so I went to what I presumed would feel right and fingered her instead.

Years later I have now gotten past my ineptitude but it really did bother me that I spent likely twenty minutes teasing her by just finger banging her on the plane. She did let me undo her shirt buttons so I could touch and tease her breasts, so it was a night of firsts for me. First time second base, first time third base, first complete hand job, first (and only time) orgasming on a flight. I was pretty damn lucky.

Unfortunately for me I knew she was pining for the stud we left back at the base and I think I was just a sexual outlet for her in the moment. But to be honest I am okay with that. I gained so much confidence to go learn and try more just because this absolutely spectacular woman gave me a chance. Otherwise I may have ended up the thirty old virgin.

We didn't stay in contact (though if she asked me to I probably would have dropped everything to be with her). I was likely confusing desire and love at the time. Still though, to this day I always wished I could repay that experience.

I found her on Facebook many years later by chance and connected and messaged a bit. I asked her if she remembered how we met and she responded affirmatively. She knew exactly who I was and probably just how lucky I was for that night.

I still fantasize about meeting up with her some day and paying back the long overdue pleasure she deserves. She is a goddess after all. I would make sure she was thoroughly worshipped and pleasured at least for a night. The things I would do to her would make any woman blush.

But perhaps that's just fantasy. I mean I knew she had a sly and erotic nature hiding behind that facade but what she is into now I don't know. But if I did and I thought there was ever a chance I damn well would try.