Date: Sat, 20 Feb 2016 08:04:46 -0500 From: Medic nextdoor Subject: Matt and his Uncle 3 While you are enjoying these stories, consider donating to this wonderful sight. Nothing is cheap now a days and a small donation (or a large one if you feel the need) help Nifty to remain the fantastic story site we have grown to love. ............ When I opened my eyes, I was confused for a moment. The house didn't appear to be mine. As I quickly looked around, I realized that everything was in place and I started to calm down and know that I was actually IN my house – and then, it hit me. There, laying, facing away from me, was my nephew. His pajama bottoms were very loose and had slid well below the cheeks of his cute butt so as to give me a wonderful view. I leaned over to see the front but, alas, they covered his beautiful peter. He appeared asleep. As I got out of bed to take a leak, he moved around a bit and then went back to sleep. I walked into the bathroom, took a leak and then looked into the mirror. I wasn't sure, but it appeared that I didn't look as old as I thought. Or, maybe it was just my imagination. In any event, I walked back into my bedroom and found Matt gone. I heard some noise from the guest bathroom across the hall. It sounded like the shower was running. I decided to let him get to his business and I got ready for the day as well. A shower and a shave and I exited the bathroom, towel around my waste to find Matt already dressed and sitting on the corner of my bed. Matt always looked great but this morning, he particularly looked really cool. He had a plaid button-down shirt on and his ever-present jeans, along with his low-cut sneakers He had that ever-present smile his Uncle was falling in love with. "Aw, shoot," Matt said with a look of disappointment. "I thought you would come out naked and I could get a look at it again". "Well," I said. "You thought wrong. So, what's on the agenda for today?" "I was thinking," he said as he sat and I stood, both looking across the room at one another. "Could I buy some pajamas like yours?" I was curious and then I realized what he meant. "You mean the soft fleece kind?" I asked. His smile broke out twice as big. "Yea," he said. "They feel so soft compared to mine". "But," I started. "I like yours – a lot". I watched him blush for the first time, although he probably had done so last night. It was just too dark to see. Now, it looked so cute on him. "I know, but I like yours more," he said. "They really feel soft and I want to wear some like that". "Ok," I said. "We'll see if we can find your size in this new micro-fleece material," I said. "But, there's one condition". "What?" he asked, perturbed that there was a catch. "You and I both know that I've been sleeping without underwear and we both know why," I said. Matt shook his head in agreement, getting a bigger smile if that is even possible. "The problem is that I like boy's underwear and you look so sexy in yours. You have to wear white briefs the first time you wear your new pajamas". "Deal," he said. Matt didn't think that was too bad and, besides, he like his underwear as well. He wasn't used to his dick being so free of everything. Matt stayed where he was, as did I. He cranked his head as if to question me. "I'd like a little privacy while I get dressed," I said in a shy voice. "A little privacy after what we did last night?" Matt said, laughing out loud. "Yeah," I answered. "It's always good to keep mystery in any relationship". Matt looked up, ran over and hugged me. It was the first time anyone had come close to saying those words. "Thanks, Uncle Todd," he said. "You know I love my Mom but it's not the same as you and I". I nodded and then turned him around, patting his little behind hidden in those fantastic jeans, out past the door and closed it. When I had finished dressing, I walked out into the family room to find Matt watching cartoons – again! "That thing is going to rot your brain," I said. "Shhhh," he said. "That's what Mom is always saying". I fixed us some breakfast and he ate it with the energy only a growing 10 year old can have. We got on the road and ended up at a major mall down the street at a major department store where I had bought my pajamas. Matt was right – these were the most comforatable PJs I ever had. I often wore them around the house, even if I wasn't going to bed, simply for their comfort. We got to the boys department and found a rack of pajama pants that looked like they fit Matt. We pulled two colors he liked and he started to walk over to the change room. "Where are you going?" I asked. "We've got to make sure they fit," he said, matter-of-factly. He walked into the very back dressing room and closed the door. I sat down outside and waited. A few minutes later, the door cracked open and Matt peaked around. It looked like he didn't have a shirt on. "Uncle Todd," he started. "Can you come here for a minute?" I got up, looked both ways (hey, you never know what ideas people may get) and walked into his dressing room. My jaw dropped, probably noticed by Matt as his smile suddenly blossomed again. Something else was blossoming in my pants. There Matt stood in a pair of micro-fleece pajama pants that were obviously too small. We both giggled. "I don't know what size to get," he said. "I guess I must be growing faster than I thought". "Wait here," I said and quickly exited the stall. I walked over to the rack and grabbed two extra-large size boy's sizes in the same pattern (a red plaid and a blue solid) and went back to the booth. I knocked. "Who's there," he said, giggling. "Who do you think?" I answered. "Unlock the door". He did and opened them a little and I stuck my hand in with the two larger pairs. He grabbed them and quickly closed the door. I went back out and had no longer sat down when Matt cracked the door again and called out to me. "Uncle Todd?" he asked. Instead of answering, I got up and went back to the door. I turned the knob and it opened. I slid in and closed the door behind me. In front of me stood the most sexy boy I had ever seen. Matt had put on the pajama pants but left his underwear on as well, white briefs, which stuck on top of where the pants had slid down. He was fingering the ties in front. "What do I do with these," he asked. "Here," I said confidently. "Let me help. I reached down to the ties and started to tie a bow in front. These were pants that when you even had them untied, they didn't split down the middle. They were loose enough, however, that they would fit well as he grew. I put my hand in the front over his pajamas and felt his hard-on, which was already growing in his briefs. "Mmmm," he moaned but didn't move. I reached above the ties and slid my hand down into his pajamas and felt his underwear covered boner. It was now hard as hard could be. I started to jack him off as he started to move his hips forward. "Uncle Todd..." he moaned. As I continued to feel him up, his pajama pants kept getting lower and lower. Finally, they fell down to his knees, leaving him in his white briefs, my hand in front. I stopped. "No, don't do that," he whined. "That feels so good". I reached up and pulled the elastic out so that my hand would fit down into his briefs. I gently encased his now hard peter and continued to jack him off. As I did so, his briefs started to slide down past his dick. It was glorious! It didn't take him long, young and spunky as he was. I heard his breathing start to get faster and suddenly, his dick jerked in my hand several times as he came. Ugh...ugh...ugh..." he groaned as his orgasm hit. It was another dry cum but you could tell it was still wonderful for him. Matt's legs looked like they were getting weak so I reached in back of him and cupped his cloth covered butt and lowered him down to the seat. "WOW!" he said, coming down from the wonderful feeling. "You sure know how to do that right". "Yes, I do but we should get you dressed and get you home," I said, afraid that a sales person might come up at any moment. I helped Matt dress, pulling his underwear back up over his now hard –again peter. Boys – they can go forever, I thought. I slide his jeans up, cupping his butt as I reached around the front to snap them into place. "There," I said. "Pretty as a picture". "I like these pajamas – can we get them?" he asked. "Certainly," I said and took them out to the register. As we climbed into the car, he reached over and hugged me. "Thanks Uncle Todd," he said. "I've never gotten to shop with a guy before. That's so much better than shopping with Mom". "Don't knock your mother," he said. "She loves you". I know, I know," he said. "But shopping for underwear is really embarrassing". "Speaking of that, we need to stop at one more shop," I said. Curious, he looked out of the window in time to see us turn into a small strip mall that had a Haines underwear shop. "Cool!" he said as he hopped out of the car. We entered and I asked the salesman where the little boy underwear was. He directed us to a shelf near the back and left us to ponder. "I like these," he said, picking out a bikini-style pair. "I bet you do," I said. "What about your Mom? What do you think she'd think of them?" Matt blushed. "I never thought of that," he said. "Hey, we could keep these at your place for when I sleep over". "Well," I said, looking at his excitement. "I guess we could. But, you need to buy one package of normal briefs. Let's not make this trip all about sex." Matt smiled. "Gotcha," he said and walked over to the regular boy-briefs, white, and picked up a package. "There," he said. We walked over to the cash register and paid for the underwear and walked back out to the car. "You are just too cool Uncle Todd," Matt said. He hugged me one more time. As we drove home, we talked about everything under the sun. Even though I wasn't a real Uncle to Mattie, I certainly felt like it. It was a really great day. I pulled up to my house and we walked in so Matt could get his things. He came out of his room a minute later with his bag packed. "I really enjoyed this weekend," he said. "I wish it didn't have to end." "So do I," I told him. "And, remember, I'm always next door. Come over anytime. I'm sure this won't be the last time I babysit you". We hugged and Matt looked up at me and used his finger to summon me down to his level. As I bent over, he kissed me on the lips, slipping his tongue in my mouth for a brief minute. It was such a turn-on. I straightened up and realized I had gotten a hard-on. I waited a minute for all of that to go down and then walked Matt next door and met Debbie in the front. "So," she said, smiling. "Did you guys have a great guys-weekend?" "Yeah, Mom," Matt said enthusiastically. "Uncle Todd is so cool!" "That's great," she said to him, and then turned her comments towards me. "Thanks, Todd, for taking care of Matt for me. It was a great weekend for me as well". "Is this guy the one?" I asked, wondering if she had gotten serious about this new guy. Before she could answer, Mattie yelled at me as he went into his house. "See you later Uncle Todd," as he ran upstairs. "See ya, buddy," I answered. After Matt went inside, I pulled Debbie towards me and we walked along the yard. "I hope you don't mind," I said to her. "We went shopping and I bought Matt some pajamas and underwear". Debbie looked perplexed. "He has brand new pajamas," she said, somewhat exhaustive. "I know, I know," I said. "Don't take this personal but he wanted pajamas like mine". "And yours are different how?" she asked. I started to feel somewhat uncomfortable explaining. "I wear microfleece and – ", I said and thought hard about how to answer this. "And when we were sitting on the couch watching cartoons, he said he liked them and wished he had some like them". "Oh," she said, seeming satisfied. "And the underwear?" "I don't want to embarrass him – or you," I started. She gave me that `what in the heck does that mean' Mom look. "He says it's embarrassing for him to go underwear shopping with his Mom". The look of 'Ah-ha' appeared on her face. "Of course," she said, now understanding the issue. "I didn't even think what it would be like for a boy to go shopping for undies with his Mom. He is certainly growing up". "Yes, he is," I said. "I really enjoyed bonding with him and we had a great time". "I appreciate all of the friendship you show towards Matt," Debbie said. "He has a hard time making friends at school". "I enjoy his company," I said. "After all, I'm his Uncle". We both looked at each other with a smirk. "Why don't you come over in the morning for some coffee?" Debbie asked. "Matt will be off to school and we should...talk". My throat got tight with the offer. What did she mean, "talk"?