Nude Dares by Jacqueline Jillinghoff Copyright© 2020 by Jacqueline Jillinghoff Chapter 1 Everything is more fun when you do it naked. I learned a long time ago that the most ordinary, everyday activity — a visit to the school library, a walk in the park, a trip to the corner store — can be a moment of high drama if you take off your clothes first. I made a believer out of my friend Saanvi the night she came to my house for a sleepover. She was a sweet, shy girl until I got her out of her nightgown. When we got ready for bed, for instance, she changed in the bathroom while I helped dad put the dishes away. She didn’t want us peeking, I guess. I’m not that bashful. I didn’t get undressed until we were upstairs in my room, and I made a production out of it, tossing my clothes piece by piece into the laundry bag: Jeans, down. T-shirt, up. Socks, peeled. Bra, gone. And last and best of all, my panties. I love getting rid of my panties. They always start to feel tight and sweaty after a while, like they’re made of rubber, and I can’t wait for that first cool rush of air between my legs when I finally slide them off my butt. It’s a ritual I have. Some kids say their prayers. I liberate my pussy. “Oh,” I announced, “it feels so good to strip!” I held the fragrant rag up high, between my thumb and forefinger, and ceremoniously dropped it into the laundry bag. Saavni was turned away, facing the closet. It was cute: she thought she was giving me some privacy while I put my pajamas on, but I didn’t care about privacy, or my pajamas. I was curious how long it would take her to turn around and look at me, and I did some nude stretching while I waited. I bent my knees, one after the other, rolled my neck, and raised my arms. It used to be, when I did that, my nipples would go flat against my ribs, but this year I’ve started to get boobs — real, honest-to-God, white little dunce caps I can squeeze and jiggle. I admired them in the dresser mirror, waiting her out. I even did a little breast exam, pressing the Pepto-pink nipples and watching them stand up again. They stick straight out, and the circles around them have gotten wider and puffier. I don’t know why boys find tits so fascinating. Sometimes I miss the straight lines of my little-girl chest. Finally, Saavni realized I wasn’t about to cover up, and she turned around. “Stuck on yourself?” she said. “I don’t like my boobs,” I said, flicking my fingers over them. That felt good, but I didn’t let on. “Why not?” “I can’t go out without a bra now. It’s so confining.” “They’re nice, though.” “They stick out like sausages.” “I think they’re supposed to get more shape as you get older.” “I hope so. Are yours like that?” “Mine are rounder.” “Let’s see.” She made a face, and I realized I’d gone too far. Saanvi wasn’t the kind of girl who was interested in comparing boobs. We’d never talked about sex, or boys or anything, and of course I never told her I have a thing about running around naked. My being nude didn’t seem to bother her, but she was probably still expecting me to put my pajamas on. Technically, I was still “changing.” She didn’t tighten up until I hopped into bed with nothing on. “Don’t you wear pajamas?” she said. “Not all the time,” I said. “You ever sleep naked?” “Ew!” “What ew? It’s nice.” “What if your dad finds out?” “He doesn’t care. I go naked in front of my dad all the time.” “You do not.” “Sure,” I said. “In fact, I’ll bet you I can go downstairs right now and he won’t say a word.” “Go downstairs—” “Yeah.” “In front of your dad.“ “Yep.” “Naked.” “Yes.“ “That’s sick,” she said. “Why? It’s just my body. You dare me?” “Yes, I dare you.” “You double dare me?” “I D-double dare you with a cherry on top.” “What’ll you give me if I do?” “I’ll give you a dollar.” “I have a dollar,” I said. “If I do it, you have to sleep naked.” “But he can’t say a word.” “Well, he might say hi, or good night. But he won’t yell at me. He won’t even mention it.” She had to think about that. It was obvious she didn’t want to strip, but she was in too deep. If I wasn’t going to chicken out, she couldn’t, either. Under her gown, I could see she was standing with one foot on top of the other while she thought. The gown hung almost to the floor. It was a dazzling saffron color that glowed against her brown skin, with aqua-blue embroidery around the collar and cuffs. It was so pretty on her it I almost felt bad she was going to have to take it off. “Come on,” I said. “If I’m that crazy, you got nothing to worry about.” “If I win you put on your pajamas.” “Fine,” I said, and, bouncing my bare ass off the bed, I breezed past her and opened the door. At first, I thought this was what my Uncle Teddy would call a sucker bet. I’ve been going naked around the house since I was little, and Dad is totally used to it. But then I thought he might get upset that I was letting my girlfriend in on our secret, and if Saanvi heard that, she might call a foul or something. That didn’t occur to me until I reached the bottom of the stairs. Dad was sitting on the sofa in the living room with his laptop open on his knees. I couldn’t see the screen, but I guessed what he was watching from the fire-red ball poking out of his sweats. Poor guy. He’s been spending more time online ever since Mom moved in with her sister to “think things over.” He was just surprised enough to see me in the nude that he froze for a second, leaving the tip of his dick out in the open. I put my finger to my lips. He looked puzzled, then suddenly he understood what I was looking at, and he yanked his sweatshirt down. But he didn’t say anything. I went to the kitchen and poured out two tumblers of mango seltzer. Dad was still covered up when I returned, but he had his hand pressed below his stomach. Probably all he wanted was to take his wiener out again. I knew what he was going through. A couple minutes ago, I’d been dying to get out of my panties. I made a kiss-face at him. He cocked his head, signaling to me to hurry up, but I just lifted the tumblers, letting him know I had to go slow so I wouldn’t spill any. Now he scowled at me, but in a playful way. He kept his eyes on my bare ass as I padded back upstairs. I bet it was nicer than anything he’d find online. “Here, I brought you some water,” I said to Saanvi, who was rooted to the spot where I’d left her. I handed her the tumbler and tugged at her saffron sleeve. “I’ll take this.” “No, come on.” “A bet’s a bet,” I said. “Hand it over. — Come on, Saan. It won’t hurt.” I think that helped — being nice about it instead of teasing her — because as soon as I saw the decision come into her face, she didn’t hesitate. She handed me the water back and looked directly at me while she crossed her arms, grabbed two fistfuls of the gown, and lifted. It was weird: she was doing something for the first time that I did every night, and I was the one getting excited. Suddenly, my heart was suddenly racing. The gown came off over Saanvi’s head, revealing she was totally nude underneath. I had to sit down. I thought she’d have panties on at least, after what she’d said, and it was a shock she didn’t. But it was also a good sign. It meant she liked to get a little naughty. She wadded up her gown threw it on the floor like she was spiking a softball. “Happy now?” she said. Well, yeah, I was. I didn’t say so, but she could tell from the way I was looking at her body. Suddenly she smiled, and she let her arms down, like it didn’t matter she was naked in front of me. Because it didn’t, really, except for how I was looking at her. I love that we’re such opposites. I’m blonde and light-skinned. Saanvi is a smooth golden brown all over. I’m white bread, she’s honey wheat. She’s like the perfect grilled-cheese sandwich. Her hair is black as a cat’s, and she wears it long, with bangs in front and a single thick braid that almost reaches her butt. Her pubes are so black you can’t make out the curls — they’re like a triangular hole in space. She’s smaller than I am. Her legs are thinner, and she shows more rib, but she wasn’t lying about her tits. It was hard to tell under that roomy gown, but her titties are nice and round. They don’t poke out like mine, but from the front, they’re perfect circles, with black nips dead center, like tiny onyx bolts. But with all that pretty brown nudity to look at, it was one small detail that really put a throb in my pussy — she’s got the most adorable outie. “How’s it feel?” I asked. “It’s no big deal,” she said. “I thought it would be, but it’s not.” “See?” “Yeah. It’s like, ‘Oh, hey, I’m naked. So what?’” “So now you can go down and show my dad.” “It’s not not that big a deal!” “What?” We started laughing. “You know what I mean!” she said. “I’m not showing your dad!” “Why not? He’ll think you’re pretty. I do.” “You don’t think I’m too dark?” “Of course not. Why would you say that?” “Mom says in India, they have a thing about being light-skinned. She says the women want to look white, like Europeans. She actually mentioned you. She said you’re the standard.” “That’s crazy.” “It’s impossible. Nobody could be as white as you.” “I can’t even tan,” I said. “I mean I can, but it takes a long time.” “I should brush my hair,” she said. “Oh, let me!” She got a brush out and a hair ribbon out of her bag — finally, she moved from where she’d been standing this whole time — and sat down next to me on the edge of bed. I put my tumbler on the floor and gave her hers. She angled away from me, with her knees together, like a proper naked lady, sipping her water while I undid her python of a braid. “How long have you been growing this?” I asked. “Since I was like eleven,” she said. “It’s so beautiful.” Her hair spilled across her shoulders and down her arms and over her little tits. I hardly knew where to start. When I brush my hair, I just brush, but with Saanvi, it’s a process. I gathered a small handful and worked the ends, pulling the tangles apart and going up a little at a time until I was giving her long, slow strokes that started at the top of her head and ended far down her back. Of course, I couldn’t help grazing her skin with the back of my hand — neck, shoulders, arms, back. Just to be mean, I “accidentally” slipped three fingers down her spine, and she broke out in goosebumps. “Sorry,” I said. “It’s all right,” she said, but she needed a sip of water first. Like I said, everything’s more fun naked. We decided I’d done enough. Saanvi handed me the ribbon and let me tie her hair up in a ponytail. The ribbon was the same shade of saffron as her gown. I guess she thought was going to be color-coordinated when she went to sleep, but I ruined that plan. Then it was time really to go to sleep. Saanvi crawled over to the side of the bed near the window, her toasty-brown butt bobbing in the air. I put the tumblers on my dresser, turned off the light, and lay down next to her. My bed isn’t a full double, but it’s big enough that our bodies didn’t have to touch while we slept. Not that I would have minded, but it’s weird enough when two girls get into bed naked together for the first time and they’re not planning to be lesbians or anything. “Night, Saan,” I said. “You’re wicked,” she replied. “Bother you?” “You better not!” That was funny, but it kind of pissed me off she thought I might do something. “You can get dressed if you want,” I said. “It’s OK,” she said. “I don’t mind.” We made air-kisses at each other and we talked awhile in the dark, mostly about the other girls at school — who had the nicest butt, and who had the biggest tits and if I thought she stuffed her bra and what they’d all look like their clothes off and can you tell if a girl has pink nipples or brown nipples from looking at her complexion, and with us it’d be so easy, and Saanvi heard about a girl who shaved down there and would you ever want to do that and sleeping naked was cool after all and the air felt nice and our voices got softer and the words fewer and farther between until all there was was breathing. ●●● It’s not at all unusual for me to wake up in the middle of the night with a flareup of wet-pussy syndrome. That’s what I call it. It’s an affliction that causes millions of teenage girls around the world to lose their minds. I was especially swampy tonight because of the cute naked girl sleeping next to me, and what made it worse was I couldn’t risk doing my usual therapeutic massage. It was bad enough I’d tricked her into taking her clothes off. If she woke up and caught me touching myself, she’d think I was a total perv. I mean, I am, but it’s better to reveal these things gradually. But it had to happen, or there’d be no sleep tonight. It was totally out of my control I was on lying my back, and when I glanced down, I saw the shadows of my stiff nipples standing up in the dim light from the widow. I gave one of them a tug. Saanvi was on her stomach, facing me on her pillow, her eyes closed, her fingers curled under her open mouth. All she had to do was open one eye, and she’d see me pinching my tit. If I fingered my pussy, it would be only a minute before I’d be shaking the bed. And I can get loud. I was thinking about heading down to the bathroom when Saanvi gave a big sigh and stirred in her sleep. Her rear end jumped into the air and slowly sank again. In the dark, it was like a black cutout — a pair of shadow globes with a v-shaped gap between them. The globes rose and fell a second time, then began a slow rocking. Saanvi gave another little sigh. I knew what she was doing, because I’ve done it, too. I could picture her arm — the one on the other side — tucked under her body, and her fingers curling up into her pussy. And she called me wicked! She was the one who was taking the risk — humping her hand and trying not to wake me up. Getting naked in front of me must have turned her on more than she admitted. I wondered why she hadn’t gone down to the bathroom. Doing it next to me must have been part of the fun. I pulled my nipple, which sent a tingle through my clitty that there was only one cure for. I hardly moved, just crooked my knee and slid one finger deep between my pussy lips. My clitty was swollen like a tick, and there was plenty of wet. I slicked up my fingertip and twiddled it around the sweet, luscious bead. It occurred to me that Saanvi was really only my second-best friend. Saanvi’s ass stopped moving. I thought she might be afraid I saw her, but then I felt a slight tremor in the bed. I knew was that meant, too: grinding her pussy wasn’t enough anymore. She had to move her fingers, like I was doing — maybe she was rubbing her clitty, or maybe she was pumping her fingers into her tight, slick hole. I loved the thought of her finger-fucking herself, the little whore. I had to admire her control. The bed was hardly moving. I started to wonder, how quiet could I be and make myself come? It was a challenge, but what difference did it make? She must have known I was awake, and she must have known I knew she was. The eyes clamped shut weren’t fooling anybody. Her breaths came in ragged little gasps, and she was touching her tongue to her upper lip. She was probably thinking, Fuck it if she knows. It feels so good! But I’d stopped caring, too. I had two fingers stuffed up my cunt, and I barely had to move them before I started going off. I curled up, with my feet off the bed and my head off the pillow, making my screaming orgasm face. But I was absolutely fucking quiet. And the come was more intense without all my usual thrashing and whimpering. All I could do was hang there in a tight ball and feel the feeling — which I guess is why it went on so long. Just when I was thinking, OK, I’m done, my fingers caught my clit again and the whole thing started over. Finally, slowly, I was able to stretch out my body. The room was spinning, though, and it was a long time before I came back to myself enough to notice Saanvi’s eyes were open. “Don’t tell anybody,” she said. As tired and dreamy as I was, I had to laugh. “Who’m I gonna tell?” I mumbled. I just wanted to sleep. Saanvi put her face against my arm. I rolled toward her, and soon we were shifting and scooting and I had my arms around her, with her warm back against my chest. We drifted off again, nestled like spoons. My legs were curled under her butt. Her pussy was in my lap. The last thing I remember before I fell asleep was how slimy she was down there. Wet pussy syndrome does not discriminate.