When I moved to another state my sisters 15yr old son Henry rode along for help. He was a nice quiet boy that was kind of nerdy with glasses and black hair and at 5ft and skinny he wasn't exactly athletic material. But he was sweet when you got to know him and I thought this trip might bring him out of his shell a little. After the first day of driving I didn't have much luck getting him to open up to much to me so we stopped at a hotel and got a room to rest up for the next days drive. We went up to the room and ate then got ready for bed. We both fell asleep in no time as we were exhausted from the drive. I woke up to go to the bathroom a couple hours later when I got back in bed Henry had his covers off and his hard on was sticking out the fly of his boxers. This boys dick was at least 9in long but no bigger around than a hot dog. I've had a lot of men in my time but never saw a penis like his. the shaft was long and curved with the head flared out at the bottom and came to a point at the end. It was the most beautiful dick. I've ever seen. I quietly masturbated myself looking at his cock till I came then went to sleep. The next morning we got dressed and hit the road. As we drove I couldn't get his penis off my mind and decided to bring up sex in a conversation "So henry I bet you have a lot of girlfriends at school" " All the girls want bigger guys with muscles and I'm just a skinny wimp" he replied. I told him not all girls want jocks some like smart guys like you. He said "Not at my school they don't". I wanted to make him feel better about himself so I told him " Henry I wasn't going to bring this up but last night while you slept I saw your penis and I thought it was the nicest one I've ever seen" He blushed and covered his face I put my hand on his leg and said "You know when I was in school I had sex with lots of boys but the best were the ones who had long dicks like yours". He smiled and asked me if his thing was hard when I saw it. I told him yes very stiff and sticking up. he got this big grin on his face and it looked like his confidence was back. I was happy to see him smiling so we stopped and got another room. We both got cleaned up and laid in our beds when I started thinking about what we talked about earlier "Henry have you ever tried to have sex with a girl I'm sure if they saw what you have you could have your pick". " No aunt Cathy no girls like me" "Well what do you do when it gets hard like that" I asked. He said " I jack it off or sometimes I suck it my self". I just looked at him for a minute and was starting to get wet I had never seen someone do that before. "You mean that you can actually suck yourself"? "Sure do you wanna see"? With that he took off his boxers and sat on the bed then bent over and pulled his limp dick to his lips and started to lick the head when he was hard he started to suck it licking all over the head and down the shaft. I went over and sat on the bed next to him watching then started to stroke his balls as he sucked his massive cock. " Do you swallow your cum when you shoot baby"? He took his mouth off and said "Sometimes but usually there's so much I cant swallow it all" He continued sucking while I squeezed his sack. "Yeah baby tell me when your gonna cum ok"? He nodded while sucking then said "Ok aunt Cathy its gonna go" I reached over and grabbed his dick and put it in my mouth just when he started to squirt. He wasn't kidding he shot eight long thick ropes of cum in my mouth I swallowed as much as I could but some dribbled out onto his nut sack. I sucked him till he was limp and asked him how that felt. he just laid there and said great. I played with him till he was stiff again and got on top of him then slid my pussy down on his big cock. When It was all the way in I started fucking him his cock felt wonderful in me as he bucked his hips to meet my wet pussy. "Oh yeah baby fuck my wet pussy fuck it hard" I told him. He fucked me better than I have been in a long time. I turned over doggy style and had him enter me that way he pushed in me with his big balls slapping my clit with every thrust. I came hard feeling him in me then he told me he was ready. "Please don't cum in my pussy baby pull it out when you squirt ok" He pulled out and shot off all over my back it dripped down my sides and onto the bed. We had lots more fun on the trip back.