Date: Thu, 31 Dec 2009 03:52:00 -0600 From: OK OKC Subject: Babysitting Anthony WARNING: This story contains consensual sexual activities between an adult male and male child. This is the sole creation of the writer. Feel free to contact me at the above Email. Babysitting Anthony Shelby was new to the office. She was from Austin and got the job through an old classmate. Also, she hated small towns and only planned to stay a year. She was adorable, with her cute accent, big hair, and bigger tits. Immediately, all the guys in the office wanted to fuck her, and all the ladies wanted to befriend her or kill her. She took an automatic liking to me. She was told by our female cohorts that I was the only true gentleman in the place. I kept pictures of Jessica in my office, and I always wore a wedding ring. I constantly raved about Jessica, and Shelby was touched by it. However, unbeknownst to everyone, Jessica was really my fag hag. Shelby was always reminiscing about Austin, as well as partying and clubbing. The nearest city was forty miles away, and she constantly talked to the other ladies about going. One Tuesday noon, the ladies drug me to lunch with them, as they sometimes did. Once again, Shelby started talking about bar-hopping in the city. "We should totally do it this weekend," she carried on, like a teenage girl. "Then let's do it. What's the hold up?" a chubby girl, named Sally, piped in. "Well." She bobbed her head a little. "I just got to find someone to watch Anthony." "My mom can do it," another girl, Lindsay, suggested. Sally's eyes bulged a bit. "I met your mom," Sally said. "She's not...that bad." "I can do it," I finally asserted. "I would feel horrible--," Shelby began. "It's no biggie. I love kids." "Aw, that's so sweet. And Jessica won't mind?" "Not at all." "He really is a good boy. He wouldn't be a problem at all. Isn't that right, Lindsay?" "He doesn't talk," Lindsay responded, coldly. "That's just around strangers." "I don't mind. It'll give me something to do," I said. "Aw, thank you. I'll pay you." "Don't worry about it. It's no big deal." * * * Shelby and Anthony arrived at 8:30 PM on Saturday. She was wearing black heel-strapped stilettos and a strapless black cocktail dress, which accentuated her cleavage. Her hair was pulled back some and left flowing and wavy in the back. She had light make-up on, making her look sexy but ladylike. He was wearing a striped dress shirt and had the sleeves rolled up. He had on a t-shirt underneath, and was also wearing khaki shorts, a beaded choker, and new sneakers. His hair was spiky in the front. He was about ten, maybe even younger. He had a full bottom lip and wide mouth, which made his smile look devilishly charming. His eyes were big, brown half-circles, giving him a playful appearance. His head, cheeks, and ears were big, and his hair was short and brown. His big head made his body look long and scrawny. His cheeks were rosy, and he had a glow to him. When he entered, he was playing a video game. She snatched it up, and he whimpered. "This is Anthony. But you can call him Tony," she said to me. "Only my friends call me Tony," he whined, still sore at her. "We're not friends?" I asked him. He looked at me with a sourpuss face. She rolled her eyes. "He's...," she began and shook her head. Suddenly, she glanced around my apartment. "Your apartment is so...cute." "And small," I added. She laughed. "Well, I wasn't going to go there." She observed the room a little longer. "Where's Jessica?" "Oh, she'll be back." "Cool." She turned to him. "Why don't you go sit on the couch?" She held out his game, and he smirked, snatched it away, and scurried to the couch. "Let me give you something for this," she whispered to me. "No, it's fine." "Please." "How about lunch?" "That works. I really appreciate this. Tony and I don't know many people here." "It's cool. Anytime you need someone to watch him, I'll be here." "Thank you so much." Someone outside honked for her. "I better get going. Thank you again." "You're welcome." She left, and I turned around. He was into his game. "I got an X-Box," I said. His face lit up. "You do?" I nodded to my bedroom. "In there." "Can I play it?" "Sure." He dashed into my room, turned on the game, and sat cross-legged on the end of my bed. After a while, I grabbed a controller and started playing with him. At 9, I got a text from his mom, saying, "Bath @ 930. Bed @ 10. He'll argue, but make him. Thank you!!!" I looked at him. "Want some popcorn and fruit punch?" I asked. "Yeah," he muttered, focused on the TV. I went to the kitchen, prepared the food, and returned. He was lying on his belly with his legs up and crossed and his sneakers off. "Look at those dirty feet." I tickled his feet, and he squirmed. "Don't," he grumbled, without looking up. He ate half the popcorn and played till 9:30. "Bath time." "Fifteen more minutes." I hesitated. "I guess we can do that." I waited a few minutes, went to the living room, and grabbed his backpack. I took it to the bathroom and ran his bath-water. I returned to the bedroom. It was 9:45. "You ready?" "Just one last game." I sat next to him. A few minutes later, he lost. He went to start another round, but I shut off the console. He whined like a girl and jerked down the controller. "Come on, big man. Bath time." I picked him up, carried him to the bathroom, and sat him down on his feet. "Use the towel hanging up. If you need anything, yell at me. Okay?" He didn't respond, and I left. I turned on the TV to an 80's comedy. He was in the bath for fifteen minutes, and he sloshed around a lot. I was tempted to check up on him, but I resisted. He came out and entered my room. He was wearing his t-shirt and loose Madras boxers. "Uh oh, there's a monster," I teased him. "Can I watch TV with you?" "Sure, for a little bit." He lied on his belly. Soon, he raised his legs and became squirmy. I was sitting behind him and could see his butt. I tried not to stare. We were ten minutes into the movie when a seductive scene came on. "They're going to have sex." I giggled. "What do you know about sex?" He continued staring at the TV. "Jimmy has dirty movies." "Who's Jimmy?" "He was my mom's boyfriend." His legs were rocking back and forth. "He had lots of sex." "With your mom?" "With other girls." "Your mom know?" "He told me not to tell her. He was mean." "Did you watch him do it?" "He kept the door open sometimes." Abruptly, he spun around. "You know what happened this one time?" "What?" "It's a secret. You can't tell anyone." "Okay." "He told me to go in there, and I did. And he told me touch this girl's boob, and I did." "Wow." "He had his thing in her," he added with a scowl. "You didn't like that?" "They smelled weird." I laughed. "You're killing me, kid," I mumbled. "His thing was really big, too." "Not as big as yours, though, huh?" "Mine is little," he said, sadly. "Well, one day, you're going to be huge and nailing all kinds of girls." "No way." I was turned on, but starting to feel uneasy. I laughed and shook my head. "Well, I better get you to bed." "Let me stay up for a few minutes," he whined. "Your mom wanted you in bed at 10, and it's already 10:30." "Please," he begged. I walked to my closet and grabbed a handful of blankets and pillows. "My mom lets me stay up till 11 on the weekends." "Let's go, monster." "You're mean." We went into the living room, and I set up the couch. I turned on the TV and changed it to cartoons. "See, not so mean after all." I returned to my room, grabbed some clean briefs, and walked to the bathroom. The floor was soaked. I took a shower and went to bed. An hour later, I was awake and staring up at the ceiling. I kept thinking about the time I lost my virginity. I was sixteen, and he was eleven. He was one of the neighbors' kids, and it was his first time, too. He was the only prepubescent kid I had ever been with, although I fucked plenty of teenagers throughout the years. I had always wondered what it'd be like to have sex with another kid, especially now that I was an adult. Within minutes, I lost my briefs and was touching myself. Then, I noticed a shadow moving, and I stopped. I looked across and saw Anthony standing there. "I can't sleep," he said. "Well," I began and froze. My heart started pounding. "You can sleep with me." My words shocked me; a part of me wanted to turn him away. Suddenly, he crawled in bed with me. My heart pounded harder, and I was breathless for a few seconds. His arm grazed my hip. "Are you naked?" he asked. "Yeah." We lied there quietly for a few minutes. I couldn't tell if he was sleeping, but I could feel his feet squirm occasionally. Slowly, I began to stroke again. "Don't do it," I kept thinking. I stroked faster, harder. "What are you doing?" he asked. I slowed my hand and was hesitant. "Um, well," I said and froze, not knowing what to say. "Are you playing with yourself?" "Yeah." A couple of minutes passed, and I quickened my stroking. "You want to touch it?" He didn't respond for a few seconds. Then, he reached over. I moved my hand, and he grabbed my cock loosely. "It's big." "Bigger than Jimmy's?" "Yeah." I grabbed his hand and started masturbating with it. I got rock hard. "You want to see it?" "Yeah." I pulled the sheet down, and he stared at my cock. Soon, he was sitting up and using both hands on it. "What you think?" "It's big and hairy." He kept playing with it for a few seconds. "In this movie that Jimmy had this girl put her mouth on it." "That's what you should do." "It's too big." "Then lick it." "What does it taste like?" "It's really good." He hesitated and then quickly licked it. He paused and licked it harder. "It doesn't taste like anything." The glare from the living room TV was lighting my room, and I could see his balls in his boxers. They were round and big for his size, and were darker than the rest of his skin. I reached into his boxers, and he flinched. He then loosened up, and I touched his balls, crotch, and dick. His dick was long and skinny, only a little bigger than a crayon. I touched the end of it and felt a tiny piece of foreskin. I pulled it back and barely pinched his dick-head. That made his dick flitter, and it got slightly hard. "Want to see something?" I asked. "Yeah." I took my cock from him and started jerking hard. I wasn't watching him, but I could hear him making little noises. Within seconds, I blew a massive load on my stomach. "Did that hurt?" he automatically asked. "It felt good," I gasped. He barely touched my cum and jolted back. "Yuck, it's sticky!" Quickly, he wiped it on my bed. I got up and went to the bathroom. I started taking a shower with the curtain open. Within minutes, he entered and was watching me. "You can join me." He paused and then took off his shirt and boxers. His torso was tiny with only a hint of belly and butt, and his limbs seemed bigger by comparison. He got into the shower, and I held him closely. We were in there for five minutes. Then, we returned to my bed, naked. I held his head and arms to my chest. For a few minutes, we were quiet. "I think I like boys," he finally uttered. "Me too." "You ever have sex with them?" "Yes." "How?" "Well, I put my penis in..." I rubbed his butt-hole with my index finger. "...In here." "Does it hurt?" "Only at first." I paused. "You want to try it?" "I don't know. Kinda." "We can try it, and if you don't like it, we can stop." "Okay." I sat up, laid him on his back, and grabbed his legs. "This is going to feel really weird at first." "Okay." I pushed his legs up and out, and I leaned over. In between his cheeks was a circle of dark skin, and in the center of that was his tiny hole. I licked it, and he jerked. "Tickles!" I started licking harder, and he relaxed. I touched his hole. It felt like touching a piece of sushi. I sat up and rubbed my hard cock against it. I spat on my fingers and swirled it around his hole. "You ready?" "Yeah." I aimed my cock-head for his hole and pushed forward. He was so tight that I was at least hoping to get my head inside. I pushed harder, but had no luck. It was starting to hurt him. I opened my nightstand and found my KY. I returned to him and started smearing it on his hole. "What's that?" he asked. "To help it go in." I went back to trying to get my head in him. This time, my cock started to bend and hurt. I pulled away and gently slipped my finger into him. His body arched up, his mouth opened, and his eyes closed. He moaned, like a small, whimpering animal. I began to finger him. Soon, I pushed my finger deeper, and his body writhed. "Does that feel good?" I asked. He shook his head vigorously "yes". I poured more KY on his hole and on my finger. I began to finger him faster and deeper. "That's a good boy," I said. Once he was used to one finger, I slipped another in him. His body was moving all over the place, and he was moaning and groaning loudly. He was also starting to smell like fresh, raw fish. After a minute, I took out my fingers. I spread his hole with my thumbs. It was a tiny, pink, wet dot, almost the size of dime. My cock was so hard I was pre-cumming and throbbing. I squirted a huge glob of KY on his hole and jabbed some of it in with my fingertip. I aimed my cock-head for his hole and gently came at it. I pushed my cock against it. I met resistance again, so I gave it a hard, fast thrust. He jolted and made a quacking noise. My head slipped into him, and I instantly blew my load. I kept my head in there for a few seconds. "It hurts," he whined. I pulled out. My thick, white cum started oozing out his butt. "I'm pooping," he cried. "No, baby, you're not," I assured him, as I grabbed the sheet. I started wiping his butt with it. He let out a long, wet fart, and it looked like he was blowing bubbles. He cried harder. "You're okay." I picked him up, cradled him, and starting rocking. I covered his face and shoulder with kisses. "Tell me you're okay," I whispered. "I pooped!" "No, you're fine. I'll get you cleaned up. Okay?" I carried him to the shower and continued to hold him, as the water came down. Soon, he looked at me and smirked. I kissed his face again. THE END