I used to teach people to fly somewhere in Massachusetts in the early 1990's. I had this hot little flight attendant student named was Catherine. She was cute as hell, about 23 years old, roughly 5' 4" petite, shoulder length dark hair and the sexiest A cup breasts! She started flight training in the middle of the summer which meant she would show up for lessons wearing sneakers, cute little white ankle socks, short shorts, and a loose top. I used to follow her around watching and teaching her how to perform the preflight. My favorite part of her Cessna 152 prefights was when she would step up high on the wing strut to check the fuel on the top of the wing. I would stand behind her (in case she fell) and admire her smooth soft legs starting at her ankle socks all the way up to her beautiful little ass.  All the while mentally storing these images for use later when I would stroke my cock fantasizing about her.

One day after such a preflight we were flying along and she was telling me about her camping trip from the previous weekend. Innocently I asked "weren’t you afraid the bears would eat you, paused for a minute, then I said they would probably spit you out cuz you don’t taste good!" Without missing a beat, Catherine replied that "she has never been told that she doesn’t taste good!" This naughty innuendo opened the door and I ran right through it!

During our lessons we would often talk about sex. It seemed they were always started by Catherine because I remember always telling her to hold on while I shut the radio off. Things would have been a bit embarrassing if we had a stuck microphone button and it was transmitting our naughty conversation for every pilot to hear. Even more embarrassment and some serious explaining would occur later because our local airport has a loud speaker broadcasting everything transmitted on that frequency.

During one of our conversations, I asked her if she had ever been on a roller-coaster and if she like the weightless feeling you get as the coaster goes over the top then down a steep slope. She replied that she loves them. I asked if she ever wondered what it would be like to orgasm during that weightless sensation. After a few seconds of contemplation, she told me she would love to try that. I then took control of the airplane while she slithered her shorts off and pushed them down to her ankles. She parted her thighs as much as she could. I was beyond aroused as I watched her massage her hairless clit, occasionally sliding her right middle finger up and down her glistening flower. We had prearranged a signal for the exact moment she was climaxing. When she signaled, I nosed the aircraft into a dive.  It was absolutely amazing watching her thighs quiver as she orgasmed while moaning “oh god” into my headset.

After the lesson we went to lunch before her next lesson as she was taking two that day. While she was driving and she asked me how she was doing. I told her that she was doing good but she keeps missing one very important item on the cruise checklist.  Curiously she asked what she kept missing. I told her it's the step of caressing your instructor’s thigh! Without hesitation she immediately reached over and put her hand on my bare inside left thigh and started rubbing it slowly and gently with her long slender well-manicured hand! She would rub from my knee all the way up to the bottom of my shorts. My cock was growing under my shorts with each caress. When her hand met my shorts, she would reverse direction. As her hand started back towards my shorts on the next pass I instructed not to stop at my pants line. With that she slid her hand under my shorts and gently covered my hardening cock. Since her hand was in an awkward position, I lifted off the seat a bit and slid my pant leg up as far as it would go allowing my hard cock to protrude freely. I was really starting to offer her hand a lot of my precum. With that she used my precum as lube while she stroked it and telling me "I really love it when a cock gets all slimy!"

After lunch we headed back for the airport. During our lesson she informed me that she wasn’t thru playing with my cock. While she was controlling the aircraft I pulled my shorts down past my knees. I then took control of the aircraft, freeing up her left hand which immediately found its way to my "slimy" cock. She was having so much fun playing with it and I really enjoyed watching her sexy little hand work its magic.

My self-control was a little off that day. Understandably so, as she checked every box of what my dream woman would be. I thought I could ask her to stop before I came but I miscalculated my abilities. Without warning I started squirting streams of cum all over the cockpit. Not having planned for this “lesson,” we had nothing to clean up the cockpit with. It was running down the instrument panel and dripping off of the control wheel. The only possible solution was to fly over some woods while using my finger to wipe the instrument panel clean and putting my hand out of the door window allowing the airflow blow it off into the forest below. Needless to say, we were late returning he aircraft for the next student’s lesson.  When we taxied in, they were waiting for us.  We apologized while explaining that we had to practice a few extra maneuvers. We walked away giving each other a devious little smile that no one understood!