I am a female medical assistant working for a leading group of urologists in a major city. While it is unusual for a woman to work in this field, I have always been fascinated with the penis, which is why I chose it. I have become quite expert in providing various anal and penile examinations as well as working with the doctors on urology procedures. One of my patients, Robert, (who I cured of erectile dysfunction, mostly with hands-on treatment) hired me on the side to treat his 16 year-old son, Jack. Jack has an unusually large penis with an even larger glans. Jack was ashamed of his large appendage and had become very withdrawn and shy. Robert hired me to make the boy understand that his penis was something to be proud of, not ashamed of. My ongoing treatment of Jack had become very successful as you will see when you read what they boy has been up to. While my treatment of Jack is probably no longer necessary, the wealthy father has continued to pay me outrageous money to basically have sex with Jack twice a week.

The following is a report that Jack related to me about a recent experience he had.

I was flying cross-country to visit my grandparents. My dad is quite wealthy so I was flying first class. I had noticed this extremely attractive young girl at the terminal before boarding. She looked to be about my age. She had cutoff shorts on and had killer legs, cute ass, and very pretty feet clearly visible in her sandals. I have always had a thing for pretty feet. So imagine my surprise when she was sitting next to me. First class just has two seats on each side of the aisle and I was in the window seat and she was in the aisle seat.

After we got settled in she kicked off her sandals and had her feet tucked up on the seat where I could get a really good look at them. We introduced ourselves since we would be sharing a cabin for the next five or so hours. Her name was Diane.

Once the plane got off the ground we got into a very interesting conversation. Remember that this was 2031 and the entire country had gotten a lot more comfortable with its sexuality and very frank sexual conversations between men and women was a lot more explicit than just a few years ago.

“Jack,” Diane said, “I guess you heard that recently Congress passed a law making public masturbation legal.”

“Yes, that’s quite amazing. There are some limits. No one under 16 can participate and you can’t do it in front of anyone under 16. Also they have designated certain places as off-limits for public masturbation such as restaurants, concert halls, amusement parks, and some other places that I don’t remember. Fortunately I am 16, almost 17.”

“Yep,” she replied. “I am also 16. So have you done it yet?”

“Jacked off in public? Not yet, but I want to. How about you? Have you tried it out?”

“Oh, no.” I don’t think I could do it in public. But I did see a couple of guys jacking off in the park a few days ago. But I was too far away to really see anything, but it was obvious what they were doing.”

“Have you seen any women doing it?” Jack asked.

“I am pretty sure one girl I saw the other day was masturbating but she wasn’t really doing it that openly. She was just rubbing her clit through her dress so I don’t think that really qualifies.”

“I’ve been wondering,” Jack said, “if airplanes are off limits?”

“Why? Were you thinking about jacking off here on the plane?”

“Looking at your pretty feet and beautifully painted toenails has given me an erection and I would sure like to take care of it.”

“Omigod!” she exclaimed, “just looking at my toes gave you a hard-on? And you are thinking about taking your penis out right here on the plane and jacking off?”

“Why not? I am pretty sure it’s legal. I don’t remember reading anywhere that masturbating on a plane is off limits. Plus you are legal age and I haven’t seen any kids under 16 here in first class.”

With that said I unzipped my pants and started trying to get my cock out. It was already extremely hard because not only had Diane’s pretty feet turned me on, but the idea of jacking off with her watching me made my prick even harder. If you have been reading the stories that Miss Kelly has been posting about me, you already know that I have a 9-inch cock when erect, a very thick shaft, and an even larger bulbous cock head. It’s so large that I used to think I was a freak until Miss Kelly’s lessons had taught me that it was something to be proud of, not ashamed of. I finally got my cock freed from my pants and let it stand free and clear. The look on Diane’s face was priceless.

“Jack,” she gasped, “that’s the biggest dick I have ever seen. Is that thing real?”

“Why don’t you grab hold of it and find out for yourself just how real it is?”

Diane reached over and wrapped her hand around it, or tried to, but it was way too big for her to completely encircle it. She lightly rolled the foreskin back and forth several times. I got off seeing her brightly painted nails next to my cock.

“Oh, yeah,” she moaned, “it’s real alright. Jesus, Jack. That’s one luscious cock you have. Look how shiny the head is. The skin is stretched so tight it looks like it’s about to burst. I love the dark red color. And look! There’s already a drop of precum oozing out the slit. Go ahead and jack off. I want to see you do it. And what are you going to do about the cum?”

I reached down under the seat and got my backpack out. I kept a hand towel in there for this exact purpose. I knew that before my trip was over I would be trying out the new public masturbation laws and might need it. I undid the top button on my jeans and pulled them down to my thighs fully exposing my cock and balls. I tucked one end of the towel in the neck opening of my shirt and let it cover my chest and stomach. Now I was ready. I looked up and saw the cabin attendant walk by. She hesitated for a moment as her eyes took in what I was doing. But she continued on her way, looking back over her shoulder and giving me a wink.

“Diane,” I asked, “won’t you join me? You can just undo the top of your cutoff shorts and slide your hand down inside your panties and finger your clit. Nobody will even see your pussy.” As I suggested this I begin to slowly masturbate my huge penis.

“Just getting to feel your cock and seeing you jack it off has made my pussy sopping wet already. I definitely have to masturbate my clit,” she replied.

We both started seriously masturbating ourselves. Ooooh, that felt good. I told her that I could cum at any time and that when she started her orgasm to let me know and I would shoot my cum at the same time that she got off. By now the cabin attendant, who was also a looker, had come back and was standing next to Diane openly watching us both. Diane started moaning “I’m cumming, I’m cumming.” I sped up stroking my cock and just as Diane obviously achieved orgasm, my prick spurted streams of cum all over the strategically placed towel. I milked my cock from the root all the way to the head squeezing out every last drop of cum. Diane pulled her hand out of her panties and held her fingers under my nose. I breathed in the strong smell of teen pussy.

The woman sitting directly in front of me had turned around and was looking over the top of her seat. She watched me spurt jism all over the towel. She had a gleam in her eye as she admired my big cock and muttered “Nice.”

The cabin attendant walked back to her station at the front of the plane. I told Diane I had to go to the restroom to clean up. As I stood up, I pulled up my pants and buttoned the top button but left them unzipped and allowed both my cock and balls to hang out. My cock was still about half hard.

“Shouldn’t you put that thing away?” Diane asked.

“Nah,” I replied. “I like to show it off. If anybody objects to seeing my big dick, tough titty. I’m a juvenile so nobody’s going to arrest me. The worst that could happen is a warning.” With that I stepped past Diane towards the aisle. First class has enough room that she didn’t have to move to let me out. As I made my way past her I was turned so I was facing her while she remained seated. This put my cock right in her face and so she leaned forward and gave my cock head a nice wet kiss. I then made my way up the aisle. First class only has a few rows so I didn’t walk past that many people. If anybody noticed my cock, they didn’t react. When I got up to the cabin attendant’s station the girl who had watched me cum volunteered to help me clean up. I asked her if she could get rid of the cum soaked towel for me and she said she could. Then she took hold of my cock with one hand and proceeded to wipe it clean with a wet washcloth. She took an unusually long amount of time to clean me up, gently stroking my cock the whole time.

“That’s a really serious cock you have, young man.” she said admiringly. “I could have a lot of fun with that. I bet that bulbous cock head feels amazing inside a woman’s vagina.”

My cock had stiffened to its full hardness while she was telling me this and she continued to massage the head of my cock with her fingertips. “There’s one way to find out,” I told her, while the other two cabin attendants who were standing next to us and watching, giggled.

“I would love to feel that monster inside me but I could get fired. My pussy is really wet right now so I am sure it would slide right in despite the huge size.”

“Go ahead, Melanie,” one of the other girls said. “We won’t say anything. Let me pull the curtain closed to keep any passengers out. I want to see your reaction when that monster dick penetrates you.“

“OK,” Melanie replied, “but I don’t want you to fuck me. I just want to see what if feels like in my pussy. So let’s just put it in me and give it a couple of strokes so I can experience the feeling.”

“OK,” I said. “Take your panties off or pull them to one side.” She lifted up her dress, pulled her panties to one side and then hiked up one leg onto a fold down seat on the wall giving me access to her slit. I grabbed my cock and aimed it at her opening, which was definitely wet. I could see her juices glistening. I pressed the head of my cock against her pussy. It didn’t go in as easily as she had predicted but with a bit of work on both our parts, it finally slid in. She let out a long moan of satisfaction as my cock touched her cervix. It felt so good to me that I started pistoning my cock in and out of her tight, wet cunt. Being a teenager, I could cum four or five times in a row and it really didn’t take much action before I felt the cum welling up in my balls and after a very short time I felt it gushing out the end of my cock and filling her up with boy juice.

“Omigod,” she wailed. “You came in me. I felt your warm cum filling my insides. Damn that was quick. Thankfully I’m on the pill, but don’t stop fucking me. Now I want to cum. That big cock has me on the verge of an orgasm.”

I not only made her orgasm but the other two cabin attendants insisted that I penetrate them as well. I was able to cum with the first one but it was going to take too long with the second one so we stopped before I dropped a load in her pussy. But both of them got off, even with the short period of fucking that we engaged in. My big cock can get women off much faster than usual. We cleaned up all the cum residue from my cock and two of the three pussies. The three girls thanked me profusely. All three were stationed in my home city so they all gave me their phone numbers and insisted that we get together for a proper fuck.

I went back to my seat, this time with my poor dick tucked away and my pants zipped up. Diane wanted to know why I was gone so long and so I told her that all three of the attendants wanted me to fuck them and so I had given them what they wanted. Diane wanted me to tell her all the details. She kept asking all kinds of frank questions and I could tell she was getting worked up again. She had the top of her shorts opened again and had her hand inside her panties massaging her clit. I pulled her hand out and slid my hand in its place and got my fingers to work. I penetrated her wet cunt with two fingers and then alternated penetrating her and massing her clit. I told her I wanted to get my tongue on her clit and up her pussy. And for good measure I would tongue her butthole as well. This got her incredibly hot and of course my cock was at full erection once again. I stopped my ministrations on her pussy long enough to get my cock out. This time she leaned over and took my big cockhead in her mouth and started sucking and tonguing it. We had to almost be contortionists to accomplish her sucking my cock while I fingered her cunt. But we did it. Diane turned out to be a world-class cocksucker and despite having just cum four times, she coaxed another load of cum out of my prick. As I orgasmed I looked across the aisle and the two men there were both jacking off and giving us the thumbs-up sign.

I suspected that when we arrived at our destination I wouldn’t be spending much of my time with my grandparents. I was looking forward to further sexual exploits with my seatmate.

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