I recently returned from a business trip to Moscow. The flights typically last 10 to 11 hours. The last flight returning to the States was a red eye flight and I had a mother, Sharon, and a 13 year old boy sitting next to me, with Mike in between and me on the isle seat. They were quite friendly and we had some conversation, mostly from Mike so I think he felt pretty comfortable with me. They were visiting an uncle/brother and their family doing business there, a man I occasionally did business with myself. Mike had just recently lost his father in car accident and the trip was meant to get away for a short time.
After a few hours everyone started to settle in and most of the passengers started to get some sleep included Mike, his mom and myself. I woke up later a little surprised to see the tell tail signs that Mike was stroking away under his blanket. I thought it might cause him embarrassment so I did nothing except pretend to keep sleeping and occasionally sneak peeks at the action. I started to get aroused myself as he started to get a little bolder or more careless as he went faster and harder. I could tell his erection could not be very long as his strokes were very short and fast. I had to admire this kid for trying this right on a plane. I never would have had the guts to do that at his age even though I might have thought about it.
He might not have been very experienced or perhaps nervous. He stopped and started several times over the next 15 or 20 minutes. As I peeked I saw him looking around several times, checking to make sure his mom and I were still asleep. I could tell he was having difficulty with arm room in the small seats. At one point he lifted the arm between us so he had more elbow room. His elbow ended up resting on my hip. I could feel his arm move with every little stroke he gave his little member. He continued unaware that he was giving me the greatest arousal I have had in years. I kept sneaking peaks and about 10 minutes later he happened to be looking right at me when I opened my eyes. We were both caught but I'm sure he was more embarrassed, perhaps even scared. I could tell by the look on his face that he knew that I knew what he was doing.
I just very quietly told him it was OK and he could continue if he wanted. He looked at me for a few seconds, then at his mother, still fast asleep and quietly snoring. I knew what he was thinking and I assured him I would not tell her what he was doing. I also said I would keep a lookout for passengers walking through. I took a quick look around and could see everyone nearby was fast asleep. He thought another few seconds, took another quick look around and started going at it again. He kept looking back and forth between me and his hand moving the blanket up and down between his legs. It was just a few minutes later when I saw his body start to stiffen up and he closed his eyes for 5-10 seconds at a time. He would then slow down, catching his breath and then start up again. He did this 3 or 4 times and then saw him reach a point of no return. His body stiffened, his elbow jabbing me at a furious rate, the blanket going up and down in a blur. He closed his eyes tight, grunted a few times and then relaxed. I thought I would cum in my own pants right there.
Mike quickly pulled his hand out from under the blanket to reveal a small amount of cum on his fingers. He looked at it a few seconds with a very curious look on his face. He turned to me and asked if it was semen. I assured him it was and he quickly shoved his hand back under the blanket, either out of embarrassment or fear of it being seen by someone else. He told me it was the first time he ever got that and then to my surprise he asked if anyone was coming. I replied no and he lifted the blanket to show me a still erect, maybe 5 inch long but still quite thin penis with just a bit of pubes. It was covered in cum and a little messy. He had also managed to pull his pants and briefs down to the middle of his thighs. He asked me what to do about the mess. I first told him to just pull up and clean up when he got home but he gave me a sour look that said he wasn't going to leave that mess in his pants. I told him to cover up and wait. I went to the rest room, got a few paper towels, and sat back down. I held them out to him and he just lifted the blanket again, took one of the towels and started to wipe his hands. He asked me to clean the rest. He said it without any shyness at all. I told him I didn't think it would be a good idea but he assured me he didn't care. I took another towel and quickly cleaned up the effected area and then told him to pull up and put the messy towels in the barf bag. He did, thanked me and told me that was the coolest thing that ever happened to him. All I could thing to tell him was that he was a man now. He smiled at that, curled up on the seat, resting his head on my shoulder and soon went to sleep and I fell off in a doze myself.
We woke up a few hours later and Mike acted as if nothing ever happened until we got off the plane. I was beginning to think it was a real strange dream. It was their first trip outside the States so I showed them through the passport checkpoint. Mike was next to me while waiting for our luggage to come through. After we got our luggage he gave me a big hug, looking up at me with a big grin and he thanked me for helping him with his 'first time'. Sharon gave me a look that said, 'That's soooo cute' and she also thanked me for helping them through and saying something about being glad that Mike had a man to help him with his first time coming back to the USA. Mike and I had a hard time keeping a straight face. They were driving from NY but I had a connecting flight so I showed them where to go and we departed. Sharon then hugged me and told me that that she appreciated my help and keeping Mike company. It seemed that Mike would not forget me. He then gave me another hug and he said he wouldn't ever forget his first flight to the US. As they walked away I was sure he would not.