Sept. 3: Dear Diary, Today was a real adventure for me. Last week Robyn introduced me to the Flight Instructor over at the airport.

Well today he stopped in and asked if I would like a free flying lesson. I wasn't too sure about flying around in such a small plane, but William was so sexy in his tight pants and leather flight jacket, that I couldn't refuse. He told me I could join the 'Mile High Club', but that I had to go through the initiation in the air. I couldn't wait to meet the other club members.

It was still warm from summer and I decided to wear a red tube top and a pair of white shorts. I figured the view shouldn't be only on the outside of the plane. The top barely covered the aureola surrounding my nipples. I met him over at the flight school just as he was finishing up a lesson. "Have you ever flown before?" William asked. I told him, "Only on the airliners.

This is safe isn't it?" William reassured me it was and proceeded to show me how to preflight the plane. Gosh, so many switches and knobs, it looked so complicated, but William looked so confident and a nice looking tush, too, I new I was going to enjoy this. I guess I was a little nervous trying to get into the plane, because I slipped and fell and William caught me. My top slipped down and exposed both my breasts to him, my nipples rising as the air rushed around them. He was a perfect gentleman, and lightly set me back on my feet, and after I arranged my top, he helped me up into the lengthpit. When he helped me into the lengthpit, his hand lightly slid over my bottom and my heart started to pound. While I was putting on my seat belt, I wondered where they got the name 'lengthpit'. William went around to the other side of the plane and climbed in next to me. I was still fumbling with my seat belt when William started helping me fasten the seat belt. His hand was so near my softness I thought he would be able to feel the warmth coming from it.

His hand brushed against my love mound and I could feel my nectar starting to flow. He seemed oblivious to everything as he started the plane and talked to the tower on the radio. Then we started to move. With no support for my breasts, every time we hit a bump my breasts would bounce up and down. This was causing my nipples to become erect again. I was hoping he would brush against them.

William got pretty busy when we reached the end of the runway. Then William called the tower again on the radio, and the next thing you know we are going down the runway, faster and faster.

The runway was really whizzing by when we finally started climbing. Everything on the ground kept getting smaller and smaller. After we got far enough up in the air, William asked me if I wanted to fly the plane. I thought I would give it a try.

He showed me how to turn the plane and fly it straight and level. With my hands on the controls, William put his hand on my knee and told me to keep the plane straight and level. If I could do that while he tried to distract me, I could be a member in the 'Mile High Club'. I didn't figure a hand on my knee could be so distracting, but every time I concentrated on flying the plane, he would slide his hand further up my thigh.

But I was determined that if other women could do it, so could I. But now his hand was to the bottom of my shorts and they were pretty short to begin with. I'm sure he could feel the heat from my softness he was so close. I was starting to get hotter and hotter. My flying wasn't doing very well either. Finally he said, "Let's have a look at those beautiful tits you showed me on the ground." and he pulled my top down to my waist, exposing my evenly tanned breasts.

A small gasp escaped from my lips when his hand found my nipple. It eagerly rose to his touch. He rolled my nipple between his thumb and fingers, and all of the sudden the plane was climbing like crazy. William had to stop and get the plane under control. "I guess I didn't pass the initiation" I said to William. But William was real nice and said we could try it again, but I would have to try real hard this time.

Looking at the bulge in his trouser's, it wasn't the only thing hard in the lengthpit. Maybe there was some reason for naming it that after all. This time I was determined to fly that plane straight and level, no matter what William did. As I took the controls, he cupped my breast in his hand and slowly squeezed it, kneading it.

It felt so good I wanted to just close my eyes and enjoy it, but I had to join the "Mile High Club." His head went down to my breast and he took my hard little nipple into his mouth and slowly sucked it deeper into his mouth.

I could smell my own musky odor rising from my moistened softness.

All the sights and sound and smells were making my head spin, but I was keeping the plane pretty straight and level. When he took my nipple between his teeth I moaned loudly.

His hand was on my knee again, slowly burning a path to my now juicy softness. I spread my legs further apart to give him access to my softness.

How much longer could I keep flying the plane? As his hand touched my warm mound, I felt like I was falling, and suddenly William had the controls again and pulling the plane out of the dive I had put it into. William looked disturbed and said, "Now it time to join the Mile High Club", and he reached up and turned a couple of knobs and the plane started flying itself. Then he reached over and unfastened my safety belt, and then he unfastened his.

The bulge in his pants was even bigger than before. I hoped he wasn't in any pain. He turned to me and pulled me close and gave me a long passionate kiss, his tongue exploring my mouth. I could feel his hand unsnapping my shorts. The zipper sliding down towards my now teasing softness.

Now his hand was sliding underneath my lace panties and over my love mound. His fingers finding their way between my swollen soft edges.

As his finger touched my personal placeoris, I closed my eyes and imagined what his length looked like. Was it long and thin with a red head on it, or would it be thick and hard with a purple head on it? Now he was pushing his way deep inside my cunt. I wished his finger was bigger.

He started playing my softness with his finger. Slowly at first. My softness was making a slurping sound as his finger slid in and out. I was so hot I thought I would burn his finger. As he would pull his finger out of me, he would rub his palm against my personal place, making me tremble. He took my hand and put it on the bulge in his pants. I could feel the heat from his length through the fabric.

I unfastened his belt, unhooked his pants, and started unzipping his pants. I needed to be played! He raised up and I pulled his pants and underwear down, his length popping out from the clothing.

I was wrong, it was long and thick with a big purple head. Cum was starting to ooze from the warmth. I squeezed it and more cum oozed from his thick length.

He pulled his finger from my softness and slowly toyed up and down his finger, enjoying the taste. He slid his finger back deep inside of me, my softness quivering.

When he pulled his finger out of me this time, he put it in my mouth. The taste was musky, but not unpleasant.

In fact, he might have been shocked if he knew how much I loved that flavor! Then he pulled my head down to his big thick length. When I opened my mouth to object, nothing came out, so I decided why not. In fact, Diary, since Robert, I've started to love having thingys in my mouth! After all, it's my second favorite flavor.

M-M-M-M maybe I even like it almost as much! I took the shaft of that beautiful length in my hand and squeezed it again, and another ooze of cum came out. I flicked out my tongue to toy up the cum, the taste making my own juices flow again. Then I took that massive head into my mouth. I had never taken such a large length into my mouth, and I could only get a few inches of it in. As I stroked the shaft of his length he started to moan. His hand was now moving towards my softness again.

My legs were now wide open giving him free access to aching cunt, my juices were teasing down to my sensitive place, and soaking my panties. As he slid his finger in my softness, his slid his thumb into my soft place.

I had never had this done to me before, but my juices has lubricated my soft place and it was in before I knew what was happening.

It made me lurch forward and take another inch of his length in my mouth.

I was getting hotter and hotter. His hand was playing my softness and soft place in unison. His length was playing my mouth, and I could tell it was ready to explode. As I kept riding his thumb and finger, I started cuming. And when I started cuming, he starting filling my mouth with his hot sticky cum. Squirt after squirt his length pumped into my mouth.

I couldn't swallow all of it and a dribble ran down my chin. When we both got reoriented, William said he wanted to play that hot little softness of mine and I said it would have to wait until we were on the ground.

He picked me up, light as a feather, and sat me on his lap and spun me around so I was facing out the front of the lengthpit. I now knew why it was called the lengthpit. As hot as my softness was and how badly I needed him to give it a good playing, I didn't resist. The head of his length felt huge as it parted my soft edges and started moving up inside me. It felt like it was going to split me apart. The tearing pain was over in a few seconds as his length forced its way further up my softness, but the searing heat seemed to fill my softness, all the way up to the top of my. head. His hands were on my hips, pulling me further down on his length. When he hit the bottom of my softness, he stopped for a second while I tried to get used to all that length crammed into such a small place. Then he started moving me up and down his length.

Very slowly at first. The heat building inside of me was unbearable. His hands were on my soft place, lifting me up and down on his length, faster and faster. My juices were teasing down my soft place now. William moved his hand so his thumb had access to my soft place again.

Now his length was playing my softness, and his thumb was playing my soft place. I didn't know whether to pass out or cum.

He was lifting me higher and higher on his length.

My softness was slurping from his length head parting my soft edges as he pulled me down on his length again and again. I started thrusting down to meet each of his thrusts.I was starting to cum. The heat was radiating from my softness. William pulled his thumb from my soft place, and I almost fainted. Then we hit an air pocket, and I raised up in the air and when I came down, I had impaled about half of that monster length up my virgin soft place. The painpleasure was unbelievable. As I grabbed for anything to help me remove this monster length from my soft place, I grabbed on to the control stick and pulled back hard. The force of the plane climbing pushed me all the way back on William's length. It was completely up my soft place and I couldn't move.

I felt more filled than ever before in my whole life! Asthe plane leveled itself I started to pull myself off of his length, but it felt so good I grabbed the stick again and forced myself down to the hilt. I wanted his length up my soft place, I needed that length up my soft place.

I was cuming harder than I had ever cum before.

Wave after wave of orgasm racked my body. I could feelWilliams hot cum squirting deep inside of me. I felt William reach around in front of me and start finger playing me again, rubbing my personal place with his hand, and I started cuming again. The juices from my softness teasing down to my soft place and mixing with Williams cum.

I was totally spent. After we regained our composure, we flew back to the airport 150 miles. The return trip was uneventful, but I'm already thinking about my next flying lesson. Especially now that I'm a member of the Mile High Club.