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World of Repeater

In a world where human sexuality more closely resembles that of Japanese hentai, various stories are told. Updating Wednesdays.

chastityqm · Urban
Not enough ratings
28 Chs

Lily & Mac 1

Lily is clearly nervous as the two of you sit down in the limo, wringing her hands a little as she gets in.

She's a vision of beauty - pale skin, red hair, vivid green eyes, full breasts. She fills out her black dress elegantly, with a mix of flowers tied into her hair as she sits across from you. "You didn't have to pay for a limo," she says, with a blush to her pale cheeks.

"I wanted to, Lily," you tell her, sincerely, reaching over to squeeze her hand. "I wanted our prom night to be special, and it was, wasn't it?"

She gives a sweet little smile, nodding silently.

"Then it was worth all the lawns I had to mow, easily." You pull her hand up, kissing the back of it. "I'm sorry to spring this on you so suddenly, but I got us reservations at Theodosia for a nice late dinner together."

"You-" she stops, her eyes wide in surprise at the statement. She gives you a little smile. "Thank you, Mac." She leans over and gently, sweetly, kisses your lips, blushing as she pulls back. "You're very kind." She swallows, looking down. "Theodosia..."

It's pretty much the fanciest restaurant in this small town - not as fancy as something you'd find in the city, sure, but it put you back a pretty penny. Still, it's more than worth it just for the look on Lily's face right now.

The limo comes to a stop, then. "We're here," says the driver. "I'll be back to pick you up in an hour and a half," he adds.

"Yes, thank you," Lily says, her voice quick and almost panicked. You exit the limo, taking up your reservation, settling in across from Lily at the small booth, a little candle flickering to one side to give some pleasant mood lighting and a sweet scent. She looks drop-dead gorgeous like this, and she just blushes and smiles as she sees you checking her out.

"I'm just happy that you said yes," you tell her, adjusting your collar. "To both the prom, and to coming along to Theodosia."

She lets out a little laugh. "I'd have said yes to Theodosia even if Chet had been the one asking." She pauses. "Well, no, that's not really true. I mean... I'd be pretty silly to say no to something like this, wouldn't I?"

You let out an awkward laugh of your own. "I'm lucky you think that way," you tell her, making her blush. "But you could do better. You're beautiful and sweet, an incredible catch."

"Thank you for saying that," she says.

"Remember when we first met?" She blushes as the memories bubble to the surface. "I was such a dork, just coming up to you and saying, hey, you're really pretty, want to go out?" Her blush gets even brighter at that. "I have a confession to make, Lily. I'd been watching you around school for weeks before then. I saw you, and something in my heart said, that woman will one day become your wife. I was so anxious that I couldn't bear to approach you, it took me so long to work up the courage, preparing the speech in my head..."

"All you said was 'You're really pretty, can we go out?'" She replies, letting out a little giggle. "Was that really your best line after weeks of work?"

You let out an awkward laugh. "Haha... yes, yes it was," you admit, making her giggle a little.

"Sorry," she says, quieting down a bit. "I don't mean to laugh at you."

"It's fine. It was pretty silly, and you're beautiful when you laugh." Her blush returns full bloom, cheeks a rosy red. "How's your family doing?"

"Oh, things are pretty good. My sister broke up with Rod. My mom got an opinion published in the local paper, but everybody's talking about that. Everybody's doing great in my family," she says, with a somewhat cheery and awkward smile. "I'm not doing so good, though... maybe... well..." she quietly mumbles, ducking her head low into her chest.

"You don't think you're doing well?"

"I just got lucky that a really cute guy likes me and wants to go out with me... I'm not that smart, or pretty."

"You are gorgeous, and brilliant, and radiant," you tell her, reaching over for her hand and squeezing it. "You absolutely deserve this. Trust me. If I wasn't your boyfriend, there'd be a list of guys as long as my forearm all trying to clamber over one another to get to you."

"That's part of what I love about you, Lily," you tell her, squeezing her hand again. "Even though you're an incredibly beautiful woman, who's way smarter than me, you're silly enough to think that you don't deserve a guy like me." She blushes and ducks her head a little. "You have such a kind and loving heart, and you're full of humility."

The waiter arrives, then, before you can discuss further. Lily hurriedly dives into the menu. "Ah, um, I," she stammers, trying to determine what to get.

"Don't worry, Lily. I did some research and picked out stuff you'd like," you tell her. She flushes and swallows, smiling nervously as you turn to the waiter. "I'll have a water, she'll have sweetened ice tea. For food, I'll be having a Crandissian steak, and she will be getting the Kaiserina Salad with a side of qat beans." Lily's sweet smile as you order for her makes the good hour or two you took carefully researching every item on the menu more than worth it.

"Thank you, sir. I'll be back with your drinks shortly."

You turn your attention back to Lily, and rather than talking, you just stare into her green eyes, smiling as you do so. She blushes the longer the stare goes on for, ducking her head a little, but not turning her eyes away from yours. You spend a good minute like that, the waiter even returning with your drinks, before she finally speaks up. "Mac," she says, softly. "Hentalia to Mac. Come in Mac."

You swallow, shaking your head and giving her an awkward smile. "Right. Sorry. Your eyes are just so beautiful."

"Yours are too," she tells you, almost on instinct, then blushes bright red.

You smile back at her. "Are you enjoying yourself?"

She smiles nervously and nods, quiet litle bounces of her head. Deus, she's so beautiful, especially in that dress. "I am. A lot. It's nice to be here, and I really appreciate you working so hard to make it possible." She squeezes your hand back. "Thank you."

The two of you stare lovingly into one another's eyes for several more minutes until your meals finally arrive. You quietly eat, chatting a bit about her family and yours, about local town gossip, and a million other subjects. It's so easy to be near her, either to speak to her or to just quietly enjoy one another's company. You're glad you took the BC pill before prom, because you really want to lose your virginity with her, and you think that tonight's the night.

When you're food's done, you order dessert for the two of you - an ice cream milkshake, with one glass and two straws. She blushes but smiles at it, and when it arrives, she leans forward to quietly suck on the straw. You do so as well, your noses just a few inches from one another as you quietly slurp it down, your eyes gazing lovingly into hers as she quietly sucks down the ice cream milkshake with you. Her cheeks hollow, her lovely lips pursed tight around the tip of the straw, her cleavage on display with the way she's leaned forward, and something animal in you really reacts to the sight of that, your cock hardening in your pants, a blush appearing to your cheeks. You think she doesn't realize why you're blushing, because she just smiles sweetly and laces her fingers together with yours, squeezing your hand.

When you finish the dessert, there's still a bit of time before the limo comes, so you speak up. "I.. uh... I also paid for a motel room for the night," you tell her, making her blush. "You're beautiful, Lily. Your soft, smooth pale skin. Your gorgeous green eyes that I can so easily lose myself in." You reach for her hair, running your fingers through the red strands. "Your lovely red hair. That cute blush to your cheeks," you add. "And, yes, your voluptuous breasts and your amazing hips... I just want to be with you. If you'll have me."

You swallow as you let the words hang in the air, and her cheeks are scarlet, her blush stretching up to her ears, before she finally, quietly nods. "I love you, Mac," she says, in a small voice, almost difficult to admit or speak those words. You shift your hand from her hair to her cheek, and pull her into a sincere, passionate kiss, your tongue entering her mouth. She quietly moans into your mouth, her own free hand grasping your head as your tongues dance against one another, her breathing growing heavy, her body heaving and shifting as you make out, some little bit of drool escaping down into the ice cream milkshake's glass, and it takes long minutes before you finally break off the kiss.

You check your watch. "We should get going," you tell her. "The limo will be here soon." You take out your wallet and pay the check, drawing her along with you, hand still laced together with hers. Even waiting outside for the limo for a couple minutes, the cool night air running over bare skin, doesn't interrupt her beauty or your hand-holding session.

The quiet little motel room is soon where the two of you find yourselves - you in your tux, her in her prom dress, her lovely eyes looking up at you. Your hard-on hasn't gone down since you looked into her eyes over the ice cream milkshake, her sheer beauty and your lust for her overpowering such things.

You gently take hold of her jaw, making her hold her chin high so you can admire her gorgeous blush and features. She turns practically scarlet, and you use your grip to pull her close, kissing her on the lips, your tongue entering into her mouth, your free hand sliding along her back, groping her gorgeous, amazing ass, your cock hard as it rubs subtly against her stomach. She doesn't seem to notice, just quietly sighing into your mouth.

Your fingers reach for her dress's backside, tenderly undoing some knots and laces behind it, letting it simply fall away. She squeaks into your mouth, cheeks wide, but you hold her against you as her dress crumples around her hips, revealing her full, lovely breasts to open air as you continue to make out. Your hands worm her out of her dress, leaving it in a tangle on the floor, the girl you love wearing a pair of panties, a choker, and some flowers in her hair, now. You untangle the flowers, and her own hands uncertainly remove your jacket, something you eagerly let them, pulling your hands away, letting her own roam across your body.

You grind against her as she works to undo your cummerbund, making her pant loudly into your mouth, her green eyes dizzy with arousal, while your hands slide down to her scrumptious ass as she starts to undo the buttons on your shirt, pulls away your bow tie. She's clearly unsure, new to all this, as the two of you make out like that, tongues dancing against one another. When you have to, you let go of her ass, letting her pull off your dress shirt, her fingers running along your newly bare chest.

Then she breaks off the kiss, blushing, topless, wearing nothing but a choker and a pair of lacy black panties. "I, I don't know what I'm doing," she admits. "I don't know if I can do this right."

You take hold of her, drawing her with you down onto the bed, sitting down next to her. "It's okay. You're doing great." You kiss her cheek and neck softly, enjoying the way her flush brightens, the way it reaches down to her amazing breasts.

"It's not just the, the, the you know, it's the relationship too," she says. "You're my first boyfriend," she says.

"It's my first relationship too," you tell her. You kiss her lips. "Hopefully my last. We can figure it all out together, and come out stronger for it." Your hands brush along her choker. "Do you want me to take this off?"

She blushes. "No, l-leave it on," she says. Her hands reach down for your cock, and she squeaks and jerks back in surprise. "Y-you're hard?"

"Of course I am. My beautiful girlfriend is sitting topless next to me, groping my cock," you tell her, your voice almost a growl. You push her down onto her back, enjoying the way she shifts in embarrassment beneath you. "Please," you breathe out to her, and she quietly nods, fingers hooking into her own panties, revealing her untamed bush. You pull them down the rest of the way, tossing them aside, and her hands soon reach up for your own pants, unbuttoning and unzipping them, your cock emerging, rock hard. Her fingers tenderly stroke it for a few seconds, her green eyes focused utterly on it, the only thing she's wearing her choker.

"I-it's my first time," she stammers out.

"It's mine too," you soothe, kissing her softly on the lips. She sighs into your mouth.

You pull off the kiss to stare down at her, and her gaze turns from you down to your cock, her fingers stroking at your length, her eyes widened as she considers it, fingers stroking each inch. Her lips are parted, arousal written on her features as she stares down at your dick, fingers playing with and stroking your length, reaching down for your balls. She pants a little, licking her lips, before slowly shifting beneath you. You have to lean up to let her do what she's doing, and you discover to your amazement that she gets on her hands and knees in front of you, breasts hanging down, one hand continuing to stroke your cock, her lips pressing forward to kiss at your dick.

She peppers it with little kisses, tapping on the left side and right, the under and top, tracing out some unfathomable path along your cock as she looks up at you with her beautiful green eyes, staring up at you with obvious lust in her gaze. Then she moves to take your cock in her mouth, her lips having to get incredibly wide as she does so, her mouth quietly slurping its way down your cock inch by inch.

Although you'd intended to fuck her, getting an intense blowjob from her is certainly just as good. Your cock teases at the entrance to her throat, only a third or so into her mouth, and she swallows audibly before pushing forward in a sudden quick stroke. Your cock bulges in her throat, her choker seeming to strain to contain your dick, and she promptly begins to jerk and twitch wildly, eyes going wide, drool escaping her mouth as she sputters around your dick. Your eyes go wide and you yank her off, but she continues to sputter frantically, her whole body writhing.

It's then that you realize that she's not choking on your cock, she's orgasming, her hips bucking delightfully, presenting her cunt to you. "Mmn, it's so big," she breathes out, her fingers brushing along her neck as she lies on the bed before you, a small tear in her collar. Her mouth widens as she starts to move to suck you off again, but you grasp her hair and hold her back. As much as you want to enjoy her fellatio again, that's not what you're really here for.

"I want to take your cherry," you tell her, and she sighs lustily, lying on her back immediately, spreading her legs. Her amazing full breasts stand almost straight up, perky nipples topping them, and you put yourself between her thighs.

"You're bigger than average," she says, then blushes red as she realizes what she said. "I, not that I know from experience! Just, I looked it up, once, a long time ago," she explains.

You just tenderly lean over her, kissing her lips to silence her, taking your cock and slowly pushing into her, inch by inch. You feel as you hit her hymen, the little hitch of her breath in the midst of your kiss, and then you push past it in a quick stroke, making her squeal a little in short-lived pain. Once that's done, though, you're tender and thorough with her, stroking in and out of her cunt, pumping her while her legs slide up, knees pushing against your waist, then legs slowly wrapping around you. It doesn't take long for her to come, moaning into your mouth loudly as your tongue dances around with hers, her sex squeezing and milking at your cock.

You break off the kiss, then, leaning up so that you can balance on your legs, your hands reaching for her amazing, full, gorgeous breasts, groping one in either hand, brushing your thumbs against her nipples, making her gasp and squirm as she orgasms anew at the sensations. "You like me playing with your big breasts?" You tease her, and she bites her lower lip and nods rapidly, swallowing loudly. "I like them too," you tell her, leaning over her to kiss and suck at her nipple, and she moans in pleasure, her back arching as she comes again, a splash of her juices spraying up to your stomach as she comes hard like that.

"Ah, your cock's, so big," she breathes, her fingers reaching to scrape at your scalp, to dig into your ass. "It's enormous inside me, filling me up, making me go crazy," she whimpers out, before orgasming again, fingers digging into your skin as she holds you tight against her, her body working overtime to try to draw out an orgasm from you, your face pressed into her luscious tits.

You break off sucking on her tit once her orgasm runs out, continuing to thoroughly thrust into her, staring down at her lewd, blushing face, her heaving pants the most beautiful thing you've ever heard. "You like how big my cock is?" She blushes and nods. "You like my big, hard cock, filling up your tight cunt, you like knowing your boyfriend has a really big dick?" She squirms and comes again, clearly very much enjoying that sort of dirty talk, and you let your hands brush along her neck for a moment as you fuck her, feeling the collar, teasing the little tear from when her neck bulged to accomodate your length and girth. Like a mark of what you did.

"Muh, more," she breathes out, a little wild-eyed, her earlier shyness largely forgotten by this point.

"You're so sexy," you breathe, leaning down over her, kissing her lips softly.

"About, how big, your cock is," she explains, her cheeks hot as she does so, and your cock twitches a little at that statement.

"I bet if you told your friends, they wouldn't believe you, would they?" She turns a lovely scarlet hue, her blush reaching down to her tits, and she shakes her head hurriedly before orgasming again. You groan at the feeling, biting your lower lip and finally letting go inside her, splattering a thick load of cum all over the inside of her waiting womb, making her sigh and pant as she's filled up with your cum.

You lie down alongside her, pulling her close to you, holding her sweet, sweet body close to yours. "I'm so glad my first time was with you."

"I am too," she says, softly, her fingers running down your chest to your cock, quietly stroking it, her gaze turning down to drink in its size. "It's so big," she breathes softly. "I think I'm going to be sore..." she says, with a little laugh. "But that's okay," she says, her eyes turning up to yours, her fingers continuing to stroke your cock. "I like it." She leans forward to kiss your lips, and your cock twitches a little in her hand, making her giggle.

You hold her close to you for quite a while, recovering from your recent sex, catching your breath, the two of you pressing your naked bodies close to one another. She eventually catches your cock between her thighs, her hands reaching back to tease the upper third or so with her fingertips while she stares lustily into your eyes, her breasts smushing against your bare chest, her nipples scraping against skin.

After a few minutes, you speak up. "Do you want to do more?" She nods, blushing. "What do you want to do?"

"I... I want to try sucking it again... in the shower, this time, since it's kind of bloody," she notes, in a quiet tone of voice. "Can we do that?"

You kiss her lips. "Of course we can."

She takes off her choker as the two of you get into the shower, turning on the water, setting it to a pleasant warm setting, and descending to her knees in front of your cock, just staring at it cross-eyed as it throbs and twitches in front of her.

Before she can take it into her mouth, though, you grab some shampoo, splashing it into her hair and starting to rub it in. She closes her eyes, not wanting to get any of it in them, and you gently rub your fingers through her hair with steady movements, your gaze focused on her sexy body, her large breasts, her hard nipples. Your cock twitches as you wash her hair, enjoying the faint hint of a feeling of bondage from the way she keeps her eyes closed, and once you feel adequately assured you've really worked in the shampoo, you rinse it out with the water.

When she opens her eyes, she strokes your cock, rubbing it, shifting it this way and that to let the water carry away every trace of her blood, her eyes staring at it with almost manic lust. Then she lets her mouth fall open, and slurps your dick inch by inch to her mouth. Her red hair plasters to her face and neck, the water having served to make it sticky, creating an incredibly erotic character to an already beautiful set of features, framing her in an incredibly sexy way as she quietly takes you inch by inch into her mouth and throat.

Again, her throat bulges with your cock as she takes you ever deeper, but this time you let her, enjoying as she bottoms out and moans on your cock, her eyes rolling up in pleasure as she stares up at you. "Oh, Deus," you breathe, your fingers digging into her scalp as she holds herself down, and she soon orgasms again with your dick in her throat, the vibrations and twitches of her deepthroat serving to intensify your pleasure. "That's amazing," you breathe out, and she wears a look of quiet pride as she stares up at you, gorgeous full breasts presented to your viewing pleasure, your cock twitching in her throat wildly, your fingers digging into her scalp.

She comes like that, with your cock firmly buried down her throat, and your eyes roll up as her throat gives you a wonderful massage, trying to wring out your cum. You groan in pleasure, pumping fruitlessly at her mouth, balls slapping her chin, and when she finishes coming, you let go. She pulls back, panting and catching her breath, staring at your cock lewdly, licking her lips as she stares at it as if it were the most delicious thing in the world. Her fingers come up, stroking it tenderly, running up and down your length, leaning forward to start just licking at your cock, staring up at you with wanton lust in her gaze as she does so.

Her tongue slithers elegantly along each inch of your dick, rubbing it delightfully as she slithers up and down. Your cock twitches and throbs in response to her touch, and she just quietly hums, obviously enjoying herself a lot too as she works you over. She leans back up, staring your cock down again, looking at it cross-eyed, salivating at the sight of it. Drool runs down her chin as she strokes your length, her lips parted, her eyes seeming to be completely unfocused as she takes in the sight of your hard, throbbing cock.

"It's so big," she breathes out. "I really want to feel it just... pounding my throat," she breathes, one hand stroking at her neck as if imagining it. "Like you did earlier," she explains. "But I'm not ready yet."

You lean down over her, kissing the top of her head, in the process making your cock brush and rub against her tits, making her shudder at the feeling. "I'll look forward to it," you tell her.

"Can I try, p-putting it in my breasts?" She suggests, seeming incredibly aroused by the idea, and you nod, leaning back up. She leans up, pressing her tits around your cock, staring at it as a substantial part pops out from between the soft, plentiful flesh of her breasts. She then leans forward to quietly wrap her lips around it, noisily sucking your cock as she massages it with her amazingly large breasts. You groan in pleasure at the feeling, your cock twitching as you consider her beautiful body, kneeling and servicing you, her eyes looking up at you as if for reassurance she's doing it right.

"That's amazing," you breathe, running your fingers through her tits. "You're so good, Lily. Thank you for doing this with me." Your fingers ball into a clump of her hair and you thrust a little, which doesn't make you come, but does prompt her to, moaning around your cockhead as it presses at her mouth, jerking back and forth a bit as she sputters and pants and slurps as best she can around your dick, her eyes wild with lust. "Fuck," you breathe out. She slurps noisily, clearly trying to extract your cum, and you struggle to hold back.

When her orgasm ends, she pops off your cock, continuing to massage your dick between her glorious tits, playing with it, staring lewdly up at you. "C-can you come in my mouth?" She breathes. "I heard it tastes good. I want to taste it." Your cock twitches at those words, especially the way she asks it like you might say no, and you hurriedly nod. She smiles and leans forward, wrapping her lips around your cockhead, slurping at it again.

It's all you can take. You explode, spraying cum all over the inside of her mouth, enjoying as her fingers tighten their grip on her breasts and in the process apply even more pressure to your cock where it rests in that delicious valley. Your fingers dig into her scalp as you come, grinding her against your cock, and she just hurriedly swallows the virtual geyser of cum before she pops off when you finish, her breathing heavy, her eyes wild. She quietly swills your cum in her mouth, a delirious look in her eyes, and you heft her up, gently washing her off, running your fingers all over her sexy, lewd body in the process, while she keeps her mouth shut, your cum on her tongue, moaning here and there as you feel her up.

You perch your chin on her shoulder. "You're so beautiful," you whisper to her. "I love you," you tell her, and she blushes and squeezes you, swallowing your cum at last.

"I love you too," she whispers back.