Date: Thu, 09 Nov 2023 20:03:19 +0000 From: M. B. Subject: Babysitting Bobby "Babysitting Bobby" ====== I had to babysit Bobby again tonight, not that I minded. I'd been doing it for a few years because he and his parents were like family. Halfway through the eleventh grade, I already couldn't wait until I turned eighteen a year and a half from now. I could finally go away to college and start my own life. I was lucky enough to pass the road test and get my driver's license recently, which helped whenever I wanted to go out. Unfortunately, my parents only let me use their car to give Bobby a joyride, go shopping, or see a movie, but never to hang out with my friends. When would they trust me enough to give me more freedom? I was sixteen! Ugh, I wish I was an adult already, but I was still a kid in the eyes of an outdated society. Now, I was horny again after watching a special beach episode of one of Bobby's favorite kids' sitcoms whose "comedy" made me cringe more than laugh. But those shirtless, little hotties got to me with their flat chests, tiny nipples, and "barely there" bulges from their swim trunks. Even the shape of their round butts was almost small enough to fit in one hand, like a sweet, little peach. I'd never admit it to anyone, though---for obvious reasons. Mmm... One of the boys was a blue-eyed blond who looked like a typical surfer in California, and a lot like a slightly older version of Bobby. Would Bobby look like the actor's twin in a few years? Granted, he was shorter and skinnier than the actor. Mmm... What was it like to have just one touch? To touch where I wasn't supposed to... I smiled as Bobby snuggled beside me on the two-seated couch like a little ball, nice and warm. The A/C was on, and since we hadn't thought to grab a blanket with us, he was probably feeling the chill. We should've used a big one for comfort. I definitely wasn't complaining, though. He was so cute, sweet, and innocent. He always knew how to make me smile and make my heart flip with warmth. Any excuse for us to snuggle was good enough for me. But I had urgent needs to take care of! "Hey, little buddy," I said in a semi-deep voice. "I'll be back, okay? Just gotta do something quick in the guest room, that's all." Bobby pouted. "Again?" His soft, pre-deep, boyish voice sounded whinier now. Oh, right. He remembered I'd already beaten off in there earlier tonight, except he didn't know what exactly I'd done since he hadn't been there with me. Being in elementary school, he was too young to know any of this stuff. He probably thought I was taking a nap, since he was much more energetic than me. Kids! Not quite an old fart in his mind, but getting there, despite my boyish face and smooth body. Hey, at least I trimmed my pubes! I made a toothier smile. "I'll be back as usual, no worries." "But, Jimmy, you take too long whenever you go in there." Bobby crossed his little arms and pouted again, too impatient to wait five minutes that probably felt more like five hours to him. "I'll try not to this time, okay?" He didn't say anything else, but he was clearly disappointed. Soon, he'd know exactly why it was important for me to do it. Maybe in a couple of years? Maybe sooner? I was still a virgin. So, my hand was all I had. Of course, my friends didn't need to know that. No one's business but mine! I lifted the blanket and got up. Bobby giggled. "What's so funny?" I asked. He pointed at the front of my shorts. "What's that bump there? It looks funny!" I grinned, trying not to blush, since it was impossible to hide my boner tent. At this rate, it was pointless to stretch down my T-shirt. "You'll learn someday. Be back, okay?" "Okay, but hurry!" "I will, I will, and we'll play video games when I get back. Promise." Bobby beamed. "Yay!" I rushed upstairs and entered the guest room. I slept here every time I stayed the night at Bobby's. I left the door open, so that I could still see in here a bit, since I didn't want to turn on the light. I took off my T-shirt and tossed it on the floor, then grabbed the pillow and laid it on the center of the small bed. I pushed my shorts and boxers down to my knees. Finally, I climbed on top of the pillow and started humping it. I didn't care if the pillowcase was crusty from the other two times today. It was why I always brought my own, so that Bobby's parents wouldn't question anything when doing laundry. Bobby came to mind again, as he often did whenever I masturbated. It was a part of my recent self-discovery aside from figuring out I was gay. It had started with me reading boy/boy stories on Nifty, then gay porn featuring twinks on twinks (the younger-looking ones turned me on more). I'd never been interested in anyone older than twenty-two, much less felt attraction---that age max was already pushing it. The younger, the better! Well, within reason---no literal babies! Me, I was tall and thin, and on the basketball team. Having to shower in the boys' locker room was extra torturous because it got me horny every time. I didn't have a big dick, just average, and it made me feel shy to expose myself in front of others. But was I cute enough for young boys? I had short, brown hair and brown eyes, and I was told I had a nice smile. Even a few girls at school had already expressed interest in me, not that I'd ever want any of them. Then again, young boys didn't seem to care about any of that stuff. They cared only about what was in the person's heart. Still humping away, Bobby wouldn't leave my mind, making me hornier. I'd never lay a finger on him, but if he ever wanted to mess around when we got older, I'd be all for it. But by the time he turned eighteen, I'd be so much older, maybe even too old for him to be interested in. That didn't mean I couldn't hold onto hope, though! A naked Bobby appeared in my fantasy: cute, sweet, and innocent. He frolicked around a large field while I admired the boyish beauty he couldn't possibly know he had. What was it like to touch his baby-smooth skin? What was it like to gaze into his blue eyes and play with his blond hair with so much fondness? What was it like to lean closer and give him a little kiss on his soft, pink lips? I'd keep him so safe in my arms, away from danger. His little head and body bundled up against me. Oh, Bobby... Now, I was really, really close to shooting a load into the pillow... "Boo!" a young whisper startled me from behind. I jerked away from the pillow and rolled on my back, my average-size dick wobbling enough to get sticky precum on my toned stomach. Bobby had probably seen my flat butt by now, even through the dimness. Now, he was able to see my full erection. Given that I was shirtless with my shorts down, I was practically naked! He giggled and jumped on the bed, kneeling right next to me. "I scared you, Jimmy, I scared you!" I chuckled, feeling more awkward from being caught humping than anything else. Luckily, it was dim enough for him not to notice what I'd done, even if he could see my almost-naked body. "Why are you naked?" Bobby asked, looking confused while staring at my body. "I'll be back down, okay?" There was no point in trying to explain something he wouldn't understand. "No, I want to stay here with you!" He pouted. I sighed, my hormones taking over. I was desperate to get off now that I had blue balls. "Please?" "No, Jimmy! You always leave me alone whenever you hide in here. Why?" Was Bobby about to cry? His voice sounded like it was cracking with emotions. "Aw, buddy, come here." I pulled his little body into my skinny but strong arms, but then, I remembered my shorts were still down to my knees. To my surprise, he made a little fist around my leaking dick and giggled. I let out a chuckle. "Uh...Bobby...I don't think you should be doing that." God, but his small hand felt so good on me right now. I could shoot in just seconds. "It's kind of funny, though." He stroked it, clearly not knowing what he was doing. What had gotten into him all of a sudden? "Feels funny, too. And warm." Oh, Bobby...don't stop... "Why are you peeing all over my hand?" I breathed a little harder, already dangerously close. "I'm not...peeing...I promise." "Oh. Then, what is this stuff?" "It's just...how do I put this..." I sighed. "It happens whenever I'm happy about certain stuff, right before the real happiness explodes." God, I sucked at this! What a lame explanation! But the feeling right now was anything but lame. Amazing, in fact. This whole experience was so surreal, I couldn't believe it was happening. Bobby continued stroking my dick just for kicks, giggling some more, except it was agonizing for me. Thankfully, he didn't seem grossed out by my overflowing precum wetting his hand, even though he probably couldn't see what it looked like through the dimness. God, this feeling...what I would've given to experience this...a dream come true... "Ungh, Bobby, if you keep doing that...ungh...more stuff will come out." I was getting closer and closer, and there was no way I wouldn't shoot all over him at this point. I didn't want to do that! Did I? "Really?" He seemed too stubborn to listen and continued stroking, giggling every so often. My dick dripped so much now, and I was closer than ever. "Bobby, I'm...I'm coming..." I grabbed my dick and aimed it away from him, taking over now. I beat off furiously. "What are you doing, Jimmy?" He seemed like he was astonished. I didn't say a word and just kept stroking while staring at his silhouetted, boyish face with unbridled lust. As soon as the climax hit me, I blasted so much cum all over my face, chest, and stomach, grunting and moaning. What a load! Thick wads like a gooey mess! Bobby gasped. "Did you hurt yourself?" He sounded genuinely concerned. I panted a little and smiled while the afterglow relaxed me. I wiped my face and then wiped my cummy hand against the blanket. "Nah, I'm fine. It's just...guy stuff. Super-secret guy stuff that not even lame parents can ever know about." "I'm a guy!" "No, you're a little boy." "I'm not a little boy!" Uh-oh, the wrath of the tiny "man" now. "Okay, okay, you're a big boy, Bobby." "No, Jimmy, I'm a guy! Like you!" Aw, he really was upset. He seemed to just want to fit in with me because he thought I was cool. That melted my heart in ways I couldn't explain. I sighed, smiling again. "Okay. You're a guy." Bobby formed a grin that looked like he was touched by my acceptance. After a little pause, he continued stroking me like before, giggling every so often without realizing he was turning me on all over again. But I didn't want to make him feel bad, so I let him do it like the "guy" he was. After about a minute of this still-surreal experience, I breathed a little harder as I got close again. Who could even last long with a boy? I sure as hell couldn't! "Keep doing that, Bobby...yeah, make your big buddy feel good..." Oh, shit! Had I just said that out loud? But he was just silent while still stroking me, grinning like he didn't know what he was really doing. What a good little boy with a good little heart. So cute, so sweet, so innocent... Ungh...I couldn't hold it anymore. Moaning softly, I shot another good load over my chest and stomach, but a smaller amount than the first time. What a feeling! It was so much better than doing it alone, and it made me hopeful it could happen again. Well, as long as he wanted to keep doing it, of course. I'd never force myself on him, ever, and if he didn't want to do anything like this at all, I'd respect it and keep my feelings all to myself. Now, I was more relaxed than ever, ready to pass out, but I knew Bobby and I had video games to play. I didn't want to disappoint him. So, I finally got up from the bed and pulled my shorts and boxers back up. Then, I grabbed my T-shirt and threw it back on. The cum still dripping on me would eventually dry up, and I could just shower before bed. Bobby jumped off the bed, beaming. "Can we play now, Jimmy? Please?" "Of course!" I wasn't sure why, but I got down on my knees and gave him a tight hug, my heart melting so much. "Super-secret guy stuff, right, Bobby?" He let go and grinned again. "Yeah, because we're guys! No lame parents allowed!" I chuckled, smiling. Babysitting Bobby was always fun, but after tonight, I saw him in a new light. In a good way, of course! Maybe when he got older, he'd know just how much he would need this experience like I did. Maybe, just maybe, we'd finally mess around together, and maybe even go all the way and lose our virginities to one another. ====== mbnifty.wordpress.com mbnifty@proton.me MINI BIO: I write gay intergenerational fiction for the Adult Youth, Incest, and Young Friends categories. My website lists all my works, including ones that aren't available on Nifty. NIFTY DONATIONS: Don't forget to donate whatever amount you can to Nifty. Your donation will help keep all these unique stories alive for years to come. The Nifty archivist gives us a generous platform to have our stories published for adults to read at their leisure, all for free. Please show your support! LEGAL DISCLAIMER: The names and details of the characters in all my works, including the characters themselves, are purely fictious. Any resemblance to real people, living or dead, is entirely coincidental and should never be taken seriously. Any real-world location mentioned or used as a setting has no affiliation whatsoever with my works. Again, all my works are 100% fiction, and I hereby exercise my right to freedom of speech as a legal citizen of the United States of America. If you are under the age of eighteen (18), or twenty-one (21) in some parts of the world, or if reading this kind of material is illegal in your country, please leave now. PERSONAL NOTE: I do not condone any romantic or sexual act that involves socially and legally unacceptable ages, nor do I subscribe to any organization, political agenda, or personal outlook that encourages said act. A fantasy is just a fantasy, and this particular one should never be realized to any degree. My stories are written simply to provide an outlet for those who wish to read such content in private. There are many writers and readers who need an outlet for various reasons, and I don't believe in literary censorship in any way, shape, or form. If you do not approve of the content of my writing, or if you are incapable of separating fantasy from reality, then do not read any of my works, and simply move on like a mature adult. Your personal triggers are not my problem, nor are they my responsibility. Please spare me the moral lecture if you do not wish to be ignored, as I have neither the time nor the energy for it. I do not judge anyone for writing whatever they like, so I expect the same in return. Respect is a two-way street for a reason. Thank you for your understanding. TL;DR VERSION: Don't like it? Don't read it! (c) 2023, mbnifty. All rights reserved.