Date: Fri, 02 Jun 2017 16:19:54 -0400 From: The Paternal Watcher Subject: Tutu "Don't make me get out the tutu," I warned. The tutu was well-known in the neighborhood, having achieved near-mythic status. I'd bought it a few years back for Halloween, when I dressed as the fairly obscure joke superhero Ballerina Man. There's not a lot of call for a pink, frilly tutu large enough for a slender adult male to wear, so it spent most of the time stored in a box in the attic. However, I enjoyed looking for excuses to bring it out, generally under threat of mock punishment or a condition of a dare for the boys that lived near me. My neighborhood had gotten an infusion of married young couples when I was about 15, who immediately started having babies. When my parents decided to downsize, I bought it because I had never actually moved out, and I saw no reason to do so. Without the cost of rent over the years, I'd saved enough to pay half in cash, and they were holding the note on the rest because otherwise it would push them up another tax bracket. That gave me some wiggle room to make improvements, like redoing the room I'd had as a kid and updating the kitchen. In the meantime, the strollers were abandoned as toddlers grew, the shrill shrieks of joy from the nearby playground gradually mellowed, and the tiny people waiting for the school bus grew, and grew, and grew. I'd babysat for most of these kids, and I knew all of them and their parents by name. In fact, I had lived in this neighborhood longer than most of the parents and remembered the old people that had lived in each house before them. In short, I was a source of history and wisdom, all at just 30 years old. There came a day, however, when my reputation and character were challenged. One of the kids, Teddy Garrick, actually said to me, "You're never going to make anybody wear that tutu." "You don't think so?" I replied, and he shook his head to confirm. "I don't think you even have a tutu," he said. "Really?" I asked, incredulous. Granted, I'd only worn it to the office as part of that costume, but I'd definitely brought it out as a threat more than once. "Really," he said, his thirteen-year-old voice firm with confidence. "Want to bet?" I asked. At that, his confidence faltered for a second, but then he said, "Sure." "Are you sure?" I asked, and again he nodded after a pause. "If I have a tutu, do you want to wear it publicly, or in private with just the two of us?" I asked. "Which one lasts longer?" Teddy asked. Smart kid. "Definitely the public one, because everyone has to see," I said. "Then private." Smiling, I told him to have a seat and went up to the attic. I returned shortly, brandishing the ridiculous pink thing before me like a weapon. Teddy rolled his eyes when he saw it, and reached out his hand. "Fine," he said. "Not so fast, sport. This is a delicate and expensive piece of dance equipment, and has to be treated with respect." "What does that mean?" he asked, his eyes narrowing with suspicion. "Ballet costumes fit and work together. A tutu slides over tights without being damaged. You can't put one on over street clothes." "No biggie," Teddy replied. He pulled off his shirt and again reached out his hand for the pink and frilly tutu. I could see his ribs on that side of his body, and glanced as well at the flat region centered more or less around his navel. Whether puberty had reached under his arms wasn't immediately clear. Again I didn't comply. "See how your shoulders are wider than your hips?" I asked. "You don't want to stretch it too much or it won't snap back into shape." "Didn't you wear it? You're bigger all over than I am," Teddy replied. Yup, smart kid. "Yeah, but that was a long time ago. I was skinnier then, and I still have to pull it up my legs." "And you had tights," Teddy said. "Should I wear tights?" "I don't have any now, but bare skin won't be a problem," I explained. He rolled his eyes. "Fine," he said. Sitting down, he yanked off his shoes and socks; standing again, he unzipped his jeans and dropped them to the floor, revealing sky-blue boxer briefs. He held out his hand again. "Unless I need to be naked or something?" "Nah," I said, even while wishing I could find a reason to demand it, "that will do." I handed him the tutu and sat down to admire his young body as he pulled it up his legs. He stumbled a bit, and turned as he found his balance, allowing me to enjoy his tight little behind and confirm that he didn't yet have hair under his arms. His legs were also smooth, right down to the ankles. Turning to me, Teddy said, "How do I look?" "See for yourself," I replied. "I've got a full-length mirror in my bedroom." I led him there, and he checked himself out. "It's weird," he admitted, "but kinda cool. Silly, but not silly, you know?" I didn't. "I get you," I lied. "Why not give a twirl?" He did. He even put his arms up like for a pirouette. He stopped, and I could see in the mirror how his dark hair fell in front of his light brown eyes. Be still, my beating heart. "What do you think?" "Honestly, the underwear makes it look stupid," he said. "Sure you don't have any tights?" "Sorry, sport." "Okay. Is this long enough, then?" "Yeah, you did good." "I'm gonna go to the bathroom," he said, noting the other door that led out of my bedroom. "I'll be right there." I went back into the living room and sat down, trying to get my hard-on to subside. Teddy was really cute, practically naked, and alone with me. It would take all of my willpower not to ravish him. He returned a couple of minutes later, grinning, still wearing the tutu, and I felt that something wasn't right. "What?" I asked, but he just shrugged, and grinned wider. "Why didn't you change?" I asked, but he just smiled more broadly. "Wait, you didn't flush," I realized, and he he laughed. Then I realized what was missing. His underpants. Nestled the crinkly pink crinoline was the hard pink head of a young penis, peeking out like a nervous worm trying to spy the early bird. I felt like a very early bird indeed. "You planning on showing me a dance routine now?" I asked him. "Since you're still in the tutu, I figured you might want to show me some of your . . . stuff." Teddy stretched upwards, taking one wrist in the other hand and leaning slowly from side to side. "Maybe I will," he said, "but I need to get limber first." He turned around, spread his legs, and leaned forward to touch the floor. If he thought I still hadn't realized what he'd done, there's no way I could have missed it at that point. His ass cheeks framed a hairless sac perfectly, and I would have seen his penis as well if it hadn't been hard already. Instead, I saw Teddy's upside-down face, watching me. "Here, let me spot you," I said, moving in to grab his cheeks. I put my crotch right up against him, moving my hands around under the tutu to hold his naked hips. "I'm not wearing tights," he said, stating the obvious. "I noticed," I replied. "This is as close to tights as I could get," Teddy said, bracing his hands on the floor and pushing back against me. "Maybe you should get close to tights, too." It took me about a third of a second to decide that his suggestion sounded like a good idea. I was naked below the waist before he could change his mind, and then I put my pelvis back against his bare buttocks again. This time, mind you, my hard cock slid past his cleft and pushed up his ball sac, leaving no question as to what I hoped Teddy would suggest next. "Do it," he told me in an urgent whisper. I realized he thought it would just go in. Ha! That's what porn teaches. I scooped him up in my arms and sprinted into the bedroom, depositing him face-down on the mattress. Then I lifted his hips up, and as he got the idea I reached into the nightstand for my lube tube. I put a dollop on the tip and rubbed it up against his tight end. "Is this what you want, Teddy?" I asked. Wriggling against me, he said, "Yeah!" The skin between his cheeks was completely hairless, which only heightened how it felt as he moved on me. "Ask me for it. Tell me what you want." "I want you to put your dick in my ass," he said. Pushing my cock up alongside his genitals until I could feel the crinoline, I whispered in his ear, "I have a better way for the first time. Trust me?" Teddy nodded, and I laid down on the bed and picked up his light body to sit him astride me. "Put this all over me," I told him, handing him the tube. He looked confused, then reached to smear some on my stomach and I realized I wasn't being all that clear. "My dick," I said. "Put it all over my dick, because it's all going inside of you." He laughed at his own mistake, and his supple young fingers soon coated my cock from stem to stern. "Now?" he said. "First we have to lube you, too. Put it on your longest finger and put it up your butt." He made a face, and I said, "If you want, I can do it." He seemed to like that idea more, and I gently eased myself inside, knuckle by knuckle. The boy was so tight I feared he would pull me in and not let go, but I did manage to escape that fate. "You ready?" I asked him. He started to nod, but then said, "I want to see." "Okay, get up for a second," I said. Standing up, I reached over and closed the closet door, revealing a full-length mirror. "You can watch over your shoulder if you want," I said. "Now, hop on pop." Teddy parted his slender legs and put them on either side, lowering himself towards me. He apparently thought my dick would just find itself a hole on its own, and I had to take it in hand and help with the targeting. My swollen head rubbed between his checks, sending shivers through me, but Teddy's eyes went wide when he tried to get some of it inside him. "It's big," he said. I laughed. "Kinda." "No, I mean, I know it's really long, but I thought lube would make it go in easy. It's just so thick." "The trick is to take your time, Teddy," I said. "We're not in a rush." "Well I am!" he said. "It hurts, but I want it. It's hard to explain." I brought his head down to my ear and said softly, "Do you trust me?" He nodded, and I whispered, "Then hold still." I rubbed my head up and down between his cheeks, swirling it a bit as I passed over his anus. "That's right, just keep squatting like that, and let me do the work for now." I massages his cheeks, one and then the other, spreading each a bit more, then pushed for a few seconds before relaxing. After that, I rubbed back and forth, side to side, driving myself half-mad in the process. That impossibly tight hole of his was hitting every nerve in the end of my dick, including a few I don't think I even knew were there. Teddy didn't understand anatomy the way I did. He didn't understand how much his muscles needed to be stretched to fit my full-sized member inside him, only that he wanted it there. He didn't understand what might happen if his prostate were touched, but on some level he knew that there was more good in store for him than bad. In the end, it didn't matter what Teddy knew, only what Teddy imagined. As I stimulated myself on the muscle of his tight, tight hole, Teddy demonstrated that power of imagination suddenly, loudly, and thoroughly: looking me in the eye, he came, and came hard. It might not have been much, but it nearly reached my chin. Looking at this beautiful boy's orgasm-face was more than enough to finish me off, as well. Teddy's ass and inner thighs were coated by my seed, and as I thrust up between legs now slick with semen I spread the mess to his own genitals and abdomen. He collapsed atop me, ensuring the mess was utter and complete. "I don't even know how to wash a tutu," I confessed. --------------------------------------------------------------- If you enjoyed the preceding work of fiction, please consider donating to Nifty. Every dollar goes a long way. As I am not (yet!) a prolific writer, I sometimes get asked what else I have written. 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