- >You are Anonymous, a student at Canterlot High.
- >You are somewhat disappointed in your fellow classmates.
- >Very few of them actually read the assigned material as Miss Cheerilee clearly instructed yesterday. This derails the class into a lengthy, tedious lecture regarding their learning habits and the material they neglected to read.
- >The lecture is a complete waste of time for everyone involved, particularly those who actually read the damn chapter – namely, you.
- >It’s not like it was even a difficult read. You could have read twice as far in half the time this lecture will take.
- >You’d put money on the geeky purple chick having read way past you at this point, though. She probably even finished the book by now.
- >Not that it matters. The next hour is going to be very-
- >“ANONYMOUS, WILL YOU PLEASE REPORT TO THE VICE PRINCIPAL’S OFFICE AT ONCE, ANONYMOUS.”
- >…interesting?
- >Luna’s voice terrifies you, even when it’s not directed at you. Goddamn is it loud.
- >Her tone didn’t sound particularly friendly, either…
- >Still, you’re certain you haven’t done anything to warrant punishment.
- >You glance up at Miss Cheerilee for her consent to leave, which she provides via a quick nod.
- >Some of the students gaze at you pleadingly as you rise from your chair and make for the door, as if they’d love to take your place.
- >You smirk as you step out into the hallway. You won’t be missing anything.
- >Sucks to be them!
- >As you stroll down the hall towards the office, you ponder what the summons could be for.
- >You suspect it may have something to do with your last report of Internet activity at the school.
- >As the main Internet monitor for the school, it’s your duty to report any violation of the school’s Internet policy.
- >You’re probably not the genius you like to think you are sometimes, but it wouldn’t take an idiot to confirm those incidents of MILF porn as violations of the policy.
- >You reported those incidents to the Vice Principal at the end of the previous day.
- >Considering you were mere minutes into the first class of today, she obviously didn’t waste much time deciding on a course of action…
- >You arrive outside her door and knock.
- >“Come in.”
- >Opening the door, you step into the office.
- >Vice Principal Luna sits behind her desk, face slightly flushed and fingers tapping the desk surface.
- >You’re not entirely certain what her deal is, but you’re guessing she’s fairly irritated.
- >Luna locks eyes with you and her demeanour eases a bit.
- >“Ah, Anonymous. Please, have a seat.”
- >You make your way over to one of the chairs in front of her desk and sit down.
- >…
- >Something about Luna seems a bit off to you.
- “Um… are you alright, Miss Luna? You seem a bit-”
- >“I am fine, Anonymous!”
- >Her quick reply cuts you off as she fidgets in her seat a bit.
- >Hmm…
- >You can also swear you smell something… ‘off’ about the room, but you can’t place it.
- >…
- >Whatever, she insists she’s fine. It’s not your business, anyway.
- “So, uh, why have I been called here?”
- >Luna exhales a breath she must have been holding before proceeding.
- >“Anonymous, I am very concerned about these reports of… pornographic material being viewed on the school’s computers! This is a respectable institution of learning, and it needs to be treated as such!”
- >The build-up in her tone as she vents suggests an incoming speech… but mercifully she trails off.
- >Her flush returns, a slightly deeper shade of red than before. Her voice lowers.
- >“It is bad enough that such a… lewd incident occurred at the school prom this year. We cannot tolerate this behaviour becoming ‘normal’!”
- >Ah yes… that incident.
- >Your pants tighten at the memory.
- >That DJ and what you assume – or at least, HOPE – was her date and/or boyfriend just getting up in the booth and doing… THAT to each other in front of everyone, without a care in the world.
- >You’d be lying to yourself if you said that hadn’t snuck into your own fantasies… especially when they pertained to a certain blue-skinned school official…
- >…
- >Gah! Your head is in the clouds…
- >You shake it a little and refocus your attention on Luna.
- “So, is there something you want me to do about the Internet… uh, porn? I’m pretty handy with computers… I believe that’s the reason I got this position in the first place.”
- >Your voice rose in volume slightly at the mention of porn. She didn’t seem to notice, thankfully…
- >Actually, she appears to be in her own little world right now.
- >Her eyes gaze past you, taking on a ‘far-off’ look…
- >…
- >You clear your throat, drawing her attention back to you. Her flush deepens.
- “How about I tweak the school’s security filters in order to better screen out the… um, the porn?”
- >Luna’s cyan eyes study you, her expression quizzical.
- >“Filters?... Forgive me, Anonymous; I am not as well-versed as my sister in this field of knowledge. Perhaps you could demonstrate what you mean?”
- >You expected that answer. That’s why you were summoned, after all.
- >You give her a nod and make your way behind Luna’s desk, standing beside her.
- >She fidgets in her chair a little more as you approach… and that odd smell gets a bit stronger.
- >You already decided to leave the matter alone, so you try to retain your focus for the task at hand.
- >Luna moves to input the password to her laptop and you politely avert your eyes from the screen.
- >…she’s taking her time with the typing. Clearly, it’s not the Vice Principal’s strong point.
- >Your mind wanders back to the night of the prom, frolicking amongst the lewd imagery at its whim.
- >…
- >Damn it, boner, this is neither the time nor place.
- >…but then, it wasn’t at the prom, either… and look what happened there.
- >You silently pray that Luna stays focused on the computer screen and doesn’t notice the sizeable bulge in your trousers.
- >At last, the typing ceases. Luna offers her laptop to you so you can more easily demonstrate your adjustment of the school’s security filters.
- >You move to access her web browser-
- >Goddamn it, it’s Internet Explorer.
- >Don’t know why you WEREN’T expecting that one.
- >You sigh internally and begin to type in one of the websites you remember showing up as ‘offending’.
- >Your attention is divided yet again, this time by Luna… not because she’s speaking, mind. She is completely silent.
- >You notice out of the corner of your eye, however, that’s she’s not watching the computer screen.
- >You can’t quite tell what she IS looking at, but she keeps glancing downward near your midsection. Her blush is even deeper than it was before.
- >…she noticed.
- >Your own face heats up as you type in ‘tapthatmilf.com’, bringing up a page with plenty of naked/scantily-clad women splayed everywhere.
- >Luna’s eyes have stolen back to the monitor. They nearly bulge out of her head at the sight.
- >“A-Anonymous!” she stutters. “Why have you gone to such a… a… vulgar, lewd site…?”
- >Her fidgeting intensifies as she trails off, and she bites her lower lip when she finishes speaking.
- >You give your head another shake in a desperate bid to clear your mind of any lewd thoughts before forming a response.
- “Uh… this is one of the offending websites. It should have been blocked but it wasn’t.”
- >Luna stares blankly at the screen for a few agonizing seconds. Then…
- >“Anonymous… What… What is a ‘milf’?”
- >Your jaw drops slightly, the question taking you completely off-guard.
- “Well, uh…”
- >The heat from your face could melt a glacier as you try to find an ‘appropriate’ way of explaining it to your Vice Principal.
- “See, s-some people find older women… particularly attractive. That’s basically what it refers to…”
- >Luna sits there in what you assume is a stunned silence as she ponders your answer.
- >You try to ignore your now-painful erection while showing her the process for manually blocking the site.
- “Th-this is basically a stopgap method until I can look at the filters more closely. I’ll pull up another site and you can give it a try.”
- >Luna nods silently, prompting you to continue.
- >Without even thinking, you type in ‘hot4teacher.com’ and hit ‘Enter’.
- >...
- >That website was not one of the offending sites you discovered the other day.
- >You use that website in the privacy of your home.
- >Wordlessly, the two of you gaze at the screen.
- >The ‘teachers’ are wearing skirts that wouldn’t cover anything while standing straight up… and many of them are bent over school desks.
- >Peeking back at Luna, she’s biting down hard on her lip. You could have sworn you heard the smallest of moans escape her.
- >You dare not shift your legs, fearing the awkward situation might cause you to add to the weird smell in the room…
- >…
- >…oh.
- >OH.
- >Slowly, you turn to face Luna. She stares back, her eyes brimming with questions.
- >“Anonymous… These websites… Do young people really find these older women… so attractive?”
- >You nod weakly.
- “Y-yes…”
- >Luna’s gaze lowers to your crotch again. You feel like you’re about to spontaneously combust, but her attention does not waver.
- >“Do you… Do you find me attractive this way, Anonymous…?”
- >Now you wish you HAD caught fire.
- >Your secret fantasy…
- >The woman you’d spent a lot of time with during the year as an important member of the student body was about to play into that fantasy.
- >You cannot answer; the words will not come. You can only nod.
- >Luna’s mouth parts slightly. Her voice turns distant and sorrowful.
- >“But, Anonymous… no one finds me attractive like that. I catch their conversations… Many of them speak in erotic fashion about… her. Am I… Am I really pretty enough for you to think about this way?”
- >You are living what your brain determined to be an impossible scenario: Luna, alone with you in her office, asking if you think she’s pretty.
- >Not having prepared for this test, it has no answer.
- >Your head slowly leans towards hers, seemingly of its own volition… and her lips part in surprise.
- >Barriers are shattered as you take the opportunity and kiss Luna deeply, resting your hands on her shoulders.
- >She gasps into the kiss at first… but returns it with surprising eagerness.
- >Her hand slips down to your trousers as she gives your trapped erection a rub.
- >You moan into the kiss, bucking your hips at the touch.
- >Luna breaks off shortly after, gazing at you with wonder in her eyes.
- >“Anonymous… I did not think anyone would be so bold like this with me…”
- >You didn’t either, to be honest. It just… happened.
- >You can’t turn back the clock now, though… but you don’t think you would.
- >Caution has no place in this scenario any more.
- “I’ve noticed a peculiar smell ever since I set foot in here…”
- >As you speak, you guide your hand down to her crotch.
- >Luna shivers as it reaches the front of her pants. She slips into ‘caps-lock’ mode as you press down, feeling some serious dampness there.
- >You move to rub her through her pants-
- *knock*
- *knock*
- *knock*
- >Your attention snaps to the door, as does Luna’s. Both of you are frozen in a mix of shock and arousal.
- >You hear a familiar authoritative voice carry through the door…
- >“Little sister, I need to talk to you about the upcoming soccer tournament.”
- >No doubt about it; that’s Principal Celestia.
- >There’s no chance in Hell of explaining away what’s going on if she sets foot in the room – even if you both weren’t totally flushed in the face, the scent of arousal is firmly present and thickening by the minute.
- >Luna gives her best effort to regain composure before answering.
- >“Sister… I… I am meeting with Anonymous right now! Please… Please come back later!”
- >The effort was lacking.
- >Were it not for your shock, you’d have facepalmed by now – Luna’s voice is thick with want.
- >Celestia’s response makes your stomach lurch.
- >“…oh? I see… Well then, you two carry on! ♪”
- >The singsong response is followed by the sound of retreating footsteps.
- >At least she’s gone now…
- >Your attention shifts back to Luna, who offers you a sheepish grin.
- >You can’t help but laugh nervously at the close call. She shares the laugh with you.
- >After a few seconds, Luna takes your hands in hers. Her cheeks are bleached with red.
- >“Anonymous… I want to feel your touch…”
- >You’re still a bit stunned that this is actually happening as she guides your hands to her chest, covered as it is with her nice, professional clothing.
- >You grab lightly, admiring the way her tits feel through the cloth.
- >Luna may not have the largest chest, but you’re guessing there’s a reason she directed your hands there.
- >A low moan confirms your suspicion.
- >You have to move your hands in short order as Luna lifts her shirt over her head, exposing her bra-clad tits to you. The nipples are plainly visible.
- >…
- >Your brain, currently on life support, comes to for a brief instant, and you acquire a marvelous idea.
- “One moment…”
- >If you’re going to go through with this, you’d best do it in style.
- >Directing your attention to the laptop, you quickly get some music ready… (http://www.youtube.com/watch?v=x0I6mhZ5wMw)
- >This will do nicely.
- >You return your gaze to your Vice Principal. She’s staring at you, her cyan eyes filled with equal parts anxiety and lust.
- >You reach your shaking hands to feel for the clasp, making a lucky guess as to its location while reaching behind her…
- >As you push Luna’s bra up out of the way, her glorious chest seems to bounce a little as if to greet you.
- >You can’t possibly resist…
- >You begin kneading one breast with your hand while your mouth goes to the other, taking the nipple into your mouth.
- >Luna squirms under your attention, letting out a series of moans as you alternate between lightly grazing the nipple with your teeth, suckling on it and swirling your tongue around it.
- >Your remaining hand slips down to her pants, unzipping them and venturing inside…
- >Cupping your palm over her panty-clad slit, you press down and rub, relishing the gasp you elicit from Luna.
- >Moving the panties isn’t necessary for the moment – your hand is soaked through the fabric alone.
- >You raise the hand up to your face shortly after, admiring the scent of Luna’s arousal close-up.
- >You slowly lick your hand clean of her essence. Luna trembles at the sight, whimpering a bit at the loss of contact with her most intimate place.
- >It’s time to press the matter.
- >You motion for her to get up, which she does in shaky fashion.
- >Your next move is all the more satisfying – you press her down onto the desk, her unzipped pants sliding off in the process.
- >Luna doesn’t seem to mind, leaning up and capturing you in a passionate kiss. You return it with equal passion, your tongues gently sliding across each other.
- >You eventually break off and start trailing kisses down her face, towards her exposed chest. You show them the same love, focusing on the nipples thoroughly with your tongue.
- >Down, further along her body you go, as she quakes with pleasure beneath you.
- >At last, you reach her soaked womanhood.
- >You gently slide her panties down, revealing those glistening azure lips.
- >You lean in and give them a long, lingering lick, your tongue trailing agonizingly slow.
- >“Anonymous, I… I… oooohhhhhhhhh…~”
- >Luna’s voice collapses into a moan as your mouth is suddenly flooded with her essence.
- >Caught completely by surprise, only about half of it remains in your mouth – the rest coats your face.
- “…enjoyed my work, I see.”
- >You glance up at Luna’s face and smirk, her juices dripping off your own face.
- >Luna’s visage is the most flushed you’ve ever seen someone else… She’s panting from her orgasm, her eyes shining with affection and further want.
- >You take the brief lull in activity as an opportunity to unzip your pants and peel off your underwear.
- >Your boner springs up, head glistening, just begging for a turn.
- >Luna catches sight of it. She looks you in the eyes again and nods.
- >You climb back on top of her, spreading her legs out a little further and lining yourself up just right…
- >…only to ‘miss’ on purpose, rubbing your erection along her entrance a couple times.
- >Beads of sweat run down Luna’s brow as she bites her lip in anticipation.
- >“Please, enter me!~”
- >…not the best attempt at ‘dirty talk’, but it’s far from off-putting.
- >You do as she asks and slide into her…
- >…only to be stopped by an unexpected tightness.
- >Your mind takes a few moments to register what this could mean.
- >…
- >Could Luna really be a virgin? This gorgeous woman?
- >Your mind wants to reject the possibility… but Luna’s continued pleas are demanding your attention.
- >Your dick pushes forward, forcing its way through the obstruction.
- >Luna’s hands on your back clench tight, her nails digging into your skin.
- >You move to her neck, kissing it and nipping it lovingly to try and draw her mind from the pain.
- “Are you okay?”
- >You look up at Luna’s face. She’s grimacing, but manages to smile through it and answer with a nod.
- >You ease yourself out and push back in slowly, setting a deliberate pace.
- >Even though you just had a first-hand experience of her orgasm, her moans are escalating again.
- >You wonder if she’s naturally this sensitive, or if it’s just a lack of endurance owing to it being her first time.
- >Though, you’re hardly one to talk… You’re not exactly ‘Mr. Experience’ yourself.
- >Already on edge from all the previous excitement, Luna’s tight inner embrace has you very close to releasing…
- >Desperate to trigger another orgasm before you lose your own load, your hands return to her nipples and resume giving them attention.
- >The combined sensations of your manhood deep inside her and the tit stimulation triggers an instant reaction – Luna’s legs snap up and wrap firmly around your midsection.
- >You briefly panic, realizing there’s now little chance of you changing positions or finishing anywhere else…
- >Groaning, you grip Luna’s tits hard as you feel your load about to spill.
- >Luna reaches up to pull you down into another passionate kiss, moaning into it as she feels you begin to cum.
- >The hot seed flowing into her does the trick, setting off a second orgasm.
- >Between her legs completely locking around your midsection and her arms around your head, you feel like you’ll never escape her grasp…
- >…not that you would ever want to.
- >Luna, the woman you desired, lies beneath you, gladly accepting your love…
- >The thought makes you pulse again a few times before you’re spent, collapsing fully into her warm embrace.
- >“Anonymous… That was wonderful… Thank you for sharing this with me…”
- >Luna’s response comes out in short pants, her strength clearly spent.
- >You move your hands into Luna’s hair, stroking it as you gaze lovingly into those shining cyan eyes of hers.
- >Your mind is completely blown that this even happened in the first place… It’s unbelievable.
- >Your own eyes hide nothing from her as you exchange soft smiles.
- “I… I love you, Luna… I love you.”
- >You wish you could have thought of something better to say… but at the same time, that’s probably the best thing you could have said.
- >Luna’s face shines with affection as she rests a hand on your cheek.
- >“I love you too, Anonymous… Surely, having shared this with each other, we shall wed upon your graduation…”
- >…
- >You’re sure that statement should alarm you on some level… but you can’t bring yourself to care right now.
- >…
- >Did you just hear someone giggle?
- >…
- >…
- >…
- >…nah.
- >You’re not going to let an idle thought ruin this moment for you, anyway.
- >A dream you long thought of as naught but wishful thinking just came true… and you couldn’t be happier.
- -Fin-

