Date: Tue, 26 Jan 2021 20:51:15 -0500 From: Medic nextdoor Subject: Babysitting Jimmie 1 This story is a work of fiction and contains descriptions of explicit sexual acts of boys and young men discovering their sexuality. It contains graphic scenes of sex between consenting underage boy and adult males. Take a minute and donate to Nifty so we can all continue to enjoy such a fantastic site and keep it going!! ___________ As I grew up, I had several people in my life who helped form who I am today. Mom, of course, was the foundation. Along with her, David, a close friend who was older and, therefore, probably one of the biggest if not the biggest role model in my life, helped me find myself and realize that being gay wasn't `bad'. The long talks we would have about life in general, as well as the adventures he and I went on in our treehouse will forever give me tremendous memories. I will forever be in his debt for all that he taught me. Even after I grew up, our neighborhood continued to be that neighborhood where everyone helped everyone, just like when I was younger. Many in the neighborhood offered help to each other, usually in the form of groceries, lawn care, or whatever else was needed. Now, being a 23 year old senior in college, I still lived at home so I knew what was happening in our area. Recently, we had a new neighbor move in down the street. Susan was a single mom to 10 year old Jimmie. I would ride to and from school almost daily and usually, on my way home, would get to see Jimmie outside playing in his front yard. He usually wore white soccer shorts and some kind of T-shirt. I was so enamored with his good looks that I didn't even realize it at the time but he always wore my favorite outfit, a pair of soccer shorts and white BVD underwear underneath. He would be kicking the ball around, usually by himself. He had another friend, who I found out later was Bobby, who also lived somewhere in our neighborhood but must have had after school stuff because I only saw him once in a while, playing on the front lawn with Jimmie. The both didn't seem to be doing any team movements, just kicking the ball around. One day, when I got home, my Mom told me Mrs. Norman, Jimmie's mom, had left a message for me to call her when I got home. "I think she wants to offer you a paying job," she said with a smile. Mom always kidded with me about working but realized being a senior in College, it was difficult to find jobs that could work around your class schedule. She knew I had wanted to get some kind of part time job for a while, attempting to raise money for whatever I wanted to get myself as a graduation gift next summer. Those kind of jobs were scare, if they even existed. So, most jobs you could get would be from friends or neighbors. "Cool," I said with a big smile. I went to the phone in our kitchen (ah, the days before cell phones) and dialed the number my Mom had given me. Mrs. Norman answered the phone and explained that she had a meeting she needed to be at and wondered if I would like to babysit Jimmie Saturday morning. "His normal babysitter has been Susan," She told me (I knew Susan from earlier in my life but wasn't friends with her). "Jimmie is growing up so fast so I thought he needed a good male role model in his life and thought of you". WOW! A good role model and she thought of me? I impressed myself but was glad to have such a great reputation, even if I thought it may not all be deserved. "I'll pay you $10.00 an hour," she said. Now, I know for many of you, that doesn't sound like a lot but to a 23 year old in 1966 that was BIG money, so I jumped at it. "Sure," I said enthusiastically. "I'd be glad to. What time should I be there?" She went on to explain she would be leaving around 7 AM and getting back around lunch time. "I'll be there at 6:45, ok?" I asked. "That's fine Danny," she told me. "Thanks for helping out. I think having an older boy as a sitter or friend will be great for Jimmie." Even though I understood her idea of a male role model, it seemed strange to say it out loud until I realized that I also lived in a one parent household and hadn't had any male "role models" until I had met my best friend David. I thought about how much David had taught me, not only about sex but about how boys were in the real world, or even just to buddy around with or ask those questions you simply couldn't ask Mom. In any event, I agreed with whatever the situation was. After all, I didn't want to mess up my first paying job. Saturday morning arrived and I woke early, showered, put on a pair of my favorite white BVD's, clean and pressed jeans (hey, first impressions on any job are important!) and a t-shirt and walked down to their house. As I rang the doorbell, I heard a child voice yell, "I got it mom" and within a few seconds, the door opened. There stood my charge for the day. I realized that even though I had watched him play in his front yard almost every day, I had yet to actually meet him. Jimmie was what I would call perfectly proportioned. He stood about as tall as my chest and didn't move when the door opened, just stared at me in his cute pajama bottoms and no shirt. I practically sprang a boner right there! "Hey", he said, acting a little shy. "Hey," I said back as calm as he started. "I'm Danny and I guess we're going to be spending time with each other today, right?" Jimmie turned and yelled, "Danny's here". I heard Mrs. Norman somewhere in the back of the house. "Great. Honey, invite him in and take him into the kitchen. I'll be there in a minute". Jimmie looked at me with that smile -- you know the one, all boy and a little mischief -- and took my hand to lead me into the kitchen. Now, I want to make something perfectly clear at this point. Yes, I am a 23 year old gay boy, and yes, I am just about as horny as any 23 year old could be at that age. Having said that, I did NOT look at Jimmie with any idea of having a fun time with him in a sexual way. I really didn't. That isn't to say I didn't get an immediate boner when he grabbed my hand and turned to pull me into the house. Of course, a 10 year old boy saying, "Come on Danny" would give me a boner (let's face it -- the sentence, "Is that the kitchen sink?" would give me a boner when I was 23!). As we entered the kitchen, Jimmie let go of my hand and kept going into the family room, just beyond where I was. I heard the familiar noise of Saturday morning cartoons and it was obvious the Jimmie was all into that. Seeing his bubble butt in those pajamas was -- well, it's hard to explain (no pun intended). He jumped up on the couch, folded his legs under himself and pulled a blanket over his lower body and focused on the TV. A minute later, Mrs. Norman appeared, dressed nicely and looking professional. "Again, Danny, thank you for helping out," she said. "I left the number of where I will be if you should need me but you shouldn't have any problems from Jimmie". I thanked her again and told her not to worry. Saturday morning cartoons were my specialty and we would have a great time. She went in and kissed Danny on his blonde head and said "I love you" and he said it back. She quickly went out the door to the garage and I stood in the kitchen listening to the garage door close and her car back into the street and take off. I looked around for a minute and realizing there was nothing for me to do in the kitchen, walked out to the den where Danny was enthralled in the current Bugs Bunny cartoon. I sat down on the same couch he was cozied into with his large blanket and we both watched Bugs do his whacky thing. About 10 minutes after I sat down, Jimmie slide over and sat next to me. "I love Bugs Bunny," he said as if he was telling me a secret. "He's so funny". I agreed with him and we continued to watch. About five minutes after that, he asked if I wanted anything to drink. I told him no and he got up and wandered off to the kitchen, I assumed to get whatever he usually drank in the morning. He returned with a small plastic glass of orange juice, put it on the coffee table in front of us, grabbed a coaster (who WAS this 10 year old?!) and put it under the glass and then jumped back up on the couch, sitting down right next to me. He reached over and pulled the blanket over both of us and sat back. While I wasn't nervous at this point, I did like the fact that he had moved right next to where I was sitting. I thought it was cute and, maybe, he was starting to get used to me being there. That can only make the day better. "Danny?" he asked, rather quiet. "Can I ask you a question?" "Sure, Jimmie", I said. "Anything". "Do you have a girlfriend?" he asked, again sounding like a little mouse. I was struck by the question but figured he probably was curious. "No, I don't," I said. "You?" He giggled. "No, of course not," He smiled. "I'm only 10". We both got quiet for a minute and, quite unexpected, Jimmie leaned over and cuddled into me. Now, as I said, I was not there to do anything sexual in nature, but I do like to cuddle. He and I had that in common (and more than that I was to find out later). I cuddled into him as well. The cartoons continued and I started to feel his left foot slide up and down my lower leg. I didn't move. I didn't say anything. Maybe he was just acting like a little kid and snuggle closer. Or, maybe it was a nervous thing with him. I really didn't care. I liked it no matter what it was. "When did you know you liked girls?" he asked in his small voice. Now, that question did throw me. We weren't even talking about that but he obviously wanted to. `Ok, Danny, be a big brother' I thought to myself. I thought it through for a minute because I realized that if I answered truthfully, this small 10 year old boy would be the first on the planet to know who I really was. "Who said I like girls?" I finally asked. The silence was really deafening. "I just thought you did," he finally said. "Don't all boys like girls?" "Depends on what you think `like' means," I said, now looking at the top of his blonde head as he continued to watch TV. "You know what I mean," he said, tilting his head up and now locking eyes with mine. He had devilish half smile on his face as he said it. "Oh," I said. "You mean like a girl, like kissing and stuff," I said. I noticed his foot was wandering a little higher on my leg as he continued to rub his naked foot on my calf. "And stuff," he said. We both stopped taking for a minute and simply looked at each other for about 15 seconds. I'm not sure if either of us wanted to be the first to speak after that. At this point, I started to feel much closer to this little guy than I ever had. The idea of being sort of a "big brother" was now something I wanted to pursue. "Not all boys like girls in that way, especially at your age," I said, trying to sound more grown-up. I didn't feel like it, even with there being 14 years difference in our ages. I still remembered what puberty was like and was sure Jimmy was smack-dab in the middle of it. I also thought that answer would also put me in the safe zone of answers. I was wrong. "You're talking about gay boys, aren't you?" he asked. Now, I started to worry. Where was he going with this and why was I smack in the middle of it? "Well," I started. "Yes, sometimes a boy doesn't like girls because he is gay. Others don't like girls because they just don't like girls and it doesn't have a thing to do with whether he's gay or not". Jimmie snuggled into me closer, which I didn't think was possible. It felt like he was trying to melt into me. I liked it. "I have a friend like that," Jimmie told me. "Tim is shy with girls and he really doesn't want to talk to them or play games with them or nothing". I now realized this was NOT going to be a short talk, so I figured I would step out and see where this went. He seemed really curious. "Is Timmy your best friend?" I asked. "No", he answered quickly. "We are good friends but he's not my bestie". I was hoping that meant he actually had a bestie and that it was Bobbie. I guess I would hear about him eventually. We sat and cuddled for about another minute and Jimmie spoke again. "Tim just thinks girls are icky," he told me, making that face all 10 year olds make when speaking icky. "He's not gay". I was curious about the last part of his statement. It sounded pretty fact-based if you know what I mean. "Why do you think that?" I asked. "Well," he started. "It's the way he look at girls when we're around. He's always curious and mentions their boobies". Jimmie giggled when he said boobies. "Besides, I asked him and he said he wasn't". "Asked him what?" I queried. "If he was gay, silly," Jimmie said back to me. "We had a sleepover and I asked him. He said he didn't think he was". "It's nice you would ask him while you all were alone so it wouldn't embarrass him," I told him. "Tim is lucky to have you as a friend". Jimmie looked up from the TV only the 3rd time since we started this conversation. He reached out and grabbed my arm, pulling it around his shoulders. We continued to watch the television when he leaned forward and reached out for his juice. He leaned back and finished the drink and pulled the blanket aside so he could get up. As he transitioned from sitting to standing, I noticed two things. He had underwear on under his pajamas (hey, what do you want from me? I'm an underwear boy) - and he also had a raging boner. Even at the age of 24, this was the first time I had noticed another boy's boner in a boy this young, and it absolutely threw me for a loop! He stood up, turned to me and asked if I needed anything from the kitchen. His boner practically hit me in the face. "No," I nervously said. "I'm fine". Jimmie smiled that half smile that all mischievous boys can do and walked to the kitchen, boner leaving my site and his bubble butt wiggling back and forth in his pajamas. What was happening? I was asking myself. I want this to be a permanent paying job so I had to do good on this first day if Mrs. Norman was ever to ask me to sit Jimmie again. I didn't want to screw this up but certainly could feel the juices flowing if you get my drift. I heard Jimmie wash out his glass and he walked back, boner still up in his PJ's, and sat next to me again, this time even closer than before, raising my right arm to drape it over his shoulder again and cuddling into me. We sat together for about five minutes, mindlessly watching the cartoons until I noticed Jimmie's foot, again restlessly rubbing my lower leg. His foot moved up further until it was just below my knee. Jimmie then leaned down with his head on my chest and hugged my body a little harder. Then, his hand landed just above the knee his foot was just below. All that tactical movement made my cock rise to a familiar hardness. Now I was getting a little nervous. Jimmie was still watching TV, his head laying on my chest, his full body cuddling me and his hand on my bare leg just below my shorts and an obvious boner sticking up. I wonder if he noticed. "Your boner looks really big," he said, as any 10 year old would seeing an adult boner. He said it like he was talking about it like talking about the weather. I was not only very nervous now but very horny from his comment. I tried to think of something to say but was speechless, which is something for me! Finally, I realized if we were going to go down this road I had travelled so well with my mentor, David, I might as well put the gauntlet out there. "You had one when you got up to go to the kitchen," I also said in a rather kind way. Jimmie smiled and his hand left my leg and moved over to where his peter was and as he grabbed it, I realized he was still hard. He pulled the blanket down past his crotch and I could see the pajama covered stiffy he was holding. It didn't look too small in his pajamas and actually looked a decent size for his age. Even with his pajamas covering it, it looked about 5 inches long and as hard as I had ever seen (although I hadn't seen many, especially this close on a 10 year old). Jimmie lay there for about 3 minutes, doing nothing but playing with himself, seeming to like what he was doing. Jimmie stopped looking at the TV and looked straight up at me, all the while still playing with his dick. "I wish I had a big brother like you that I could talk to about this stuff," he said in his small voice. "I really don't know much and have so many questions but I can't ask my mom". Then, the question of the day that almost blew me out of the water and actually settled us in for the rest of the morning. "Could you be my big brother," he asked in a childlike way that melted my heart. "It would be so cool." I realized now what the deal with. He had no male role model in his world to ask those sensitive, strange and, particularly private questions about sex and whatever else. I also realized that he and I were possibly in for a moment which would be one of the most exciting for him and certainly wonderful for me! I never thought of myself as a "big brother" to anyone and certainly didn't see myself as the "knowledge king" about much, especially about sex. Even with all that, I realized that I may have grown into the position my older friend, David, was in when he and I had met. I was now the `Uncle' -- or the one I liked better - `big brother' and Jimmie was my `little brother'. My boner got harder! I didn't think there was any turning back on his request (and I was probably too horny to even consider if there was). I was pleased, though, that he looked up to me enough that he felt he could ask me questions without getting in trouble. "OK, I'll be your big brother," I said. Jimmie moved up and down in happiness, still on his knees. "Before I become your big brother, we need some rules, first," I told him. He smiled. "First and most important, you can never - NEVER talk about what we talk about (and then I mouthed the word SEX and smiled) to anyone -- ANYONE -- not your parents, not your friends, not anyone -- understand?" I asked. Jimmie giggled. "Oh, yeah, I understand," He told me, taking a finger and crossing his heart. "The 2nd rule," I continued, "is that if you want to ask me questions and we can't find a private place, we should always try to arrange to be alone somewhere when we do talk. You shouldn't ask me questions off the cuff thinking no one is around. Got it?" "I got it," Jimmie said, smiling all the while and still holding his dick in a soft grasp now. "Final rule," I said. You could tell Jimmie was getting antsy about wasting time on rules but knew they were important. "If you ask me something, I will always tell you the truth -- ALWAYS," I said. "And, I would hope if you tell me something, it will always be the truth as well". "Of course," he said a little indignant. "Why wouldn't I?" "No reason," I said. "Just wanted to make sure you understand that I will never lie to you about anything you ask. Everything that will come out of my mouth will be the truth". We both stopped talking for a minute and I looked down at his hand, which was now again gripping his boner and playing with it. There didn't appear to be any pattern to his hand movement. I thought I might be watching my first lesson to Jimmie. I looked up at the clock and it read 8 AM. We had about four hours before his Mom was scheduled to be home. "So, what is your first question for your big brother?" I asked as I smiled. Jimmie hugged me and smiled back. "It may be embarrassing," Jimmie started. He was blushing and I thought that was really cute. "Remember, I said I would always tell you the truth," I smiled. "Even if it's embarrassing". "Do you still have a boner?" he asked looking a little shy again. Man, did I ever! I hadn't touched it yet but only because I thought I would have freaked Jimmie out if I had. I noticed he was looking down at my jeans. "Yeah, I do," I told him. "After all, we've been talking about boners for the past few minutes". "Cool," he said. "Why do peters get hard?" I realized we were about to get busy teaching (and Jimmie learning) about sex, so I put a plan in my head and went ahead. "Great question," I said enthusiastically. "It's the way our body tells us if we like someone". Jimmie gave me a strange look. "What do you mean?" I told him what I considered the short version, the one where a boy likes a girl and then wants to have sex with her. I explained that the boy's dick (I corrected him on the name if he was going to be talking about big boy issues) got hard so it would fit into the girl's pussy and they could have the great feeling. "What great feeling?" he asked, looking more lost than normal. I realized I had not done a good job of explaining all of what happens when that happens so I decided to go a simpler route. "Can I show you something and maybe it will make it easier to understand?" I asked. "Sure," Jimmie said. "Do you trust me?" I asked Jimmie. "Yes," he answered. I leaned over to him, putting my face very close to his and gave him a peck on the lips. I noticed he had closed his eyes when I did it. I pulled back to see his reaction. He was thinking for just a second and then opened his eyes and smiled. "I liked that," he said in a kind of mousy way. I smiled back. "Did you feel anything in your dick?" I asked him. He thought again for a moment. "Yeah, I did," he said. "How did that happen?" I leaned back down and put my lips to his again, this time giving him a real kiss and pushing my tongue up to his lips. He didn't open his mouth but closed his eyes again. I pulled back "How about that?" I asked. "WOW!" was all he could say, now a little bit out of breath. "This time," I instructed. "Open your mouth when you feel my tongue pushing against it. We're going try something and I'm pretty sure you're going to like it". My lips went to his again and we started kissing. He closed his eyes again and I pushed my tongue against his mouth. He opened it and my tongue went inside his mouth, touching his tongue. When that happened, I watched as his eyes opened up wide but he didn't pull back. They went from `open wide' to `dreamy' in about two seconds and we frenched for about a minute. Both of us were breathing pretty heavy when we stopped. We were still sitting on the couch, cuddling under the blanket looking at one another. Jimmie was the first to speak. "I liked that a lot," he exclaimed. "I never knew kissing could be that good". I simply smiled and started to explain the basics of why his dick gets hard when he talks about sex and what the connection is to everything we had done in the past 10 minutes. Jimmie soaked it in like a sponge. "Wow," was all he could say. "You are a really great big brother". My heart warmed at what he said and I realized he was too worked up for us to just go back and watch TV. As we settled in to more snuggling, I moved my hand under the blanket to the waistband of his PJ's. He looked back up to me. "Is this ok?" I asked him. "What's gonna happen?" Jimmie asked. "Something really wonderful if you let it," I answered. "Ok," was his simple answer. He moved his hand off of his own dick and I slide my hand under his PJ's but on top of his underwear and felt his hard dick. As seen by me earlier, it felt smaller than mine but bigger than I thought for a 10 year old. When I made contact with it, Jimmie moaned and put his head down into my chest. I gently grabbed his dick and started an up and down motion with my hand. He started to hug me hard and breathing fast. I knew he probably wouldn't last very long. Suddenly, Jimmie started to shake and groan. His entire body stiffened up and he hugged me hard as I felt his dick squirt a small amount of something onto my hand (I hoped it was cum but you can never tell) and Jimmie had his first orgasm. I had never been in the situation of being the teacher like David had been to me. I was always the student. Now that David had moved, I realized I was the teacher. My heart just swelled to realize I had given Jimmie his first cum. Jimmie started to calm down from his orgasm and slowly looked up into my eyes. "That was....well....just really GREAT!" he finally said. I leaned down and gave him a peck on the lips. "I know," I said. "And, there's so much more I can teach you little brother". Jimmie fell asleep cuddled into me, resting from his first of many discoveries.