Morning Coffee.

The first comment to reach your ears is, "hey everyone! It's Anon the apple polisher!" As you make your way down the halls of Canterlot High with two things in hand, one is a large hazelnut latte and the other is a pumpkin spice doughnut. They're for the most important woman in your life, Principal Celestia. Some may call you a suck up and a brown nose, but you don't care. Your life is nothing without her, some would call it love but you know between the both of you, it can never be more than this mutual understanding.

You bring her coffee and a doughnut, and she appreciates it. Nothing more, nothing less. That's how it is and you're just fine with that." Principal Celestia?" You ask as you knock on her office door. Your free hand cool in comparison to the hot cup warming your other hand, you try not to squeeze the cup too hard less the top pop off and splatter hot coffee on your hand.

"Anon? Is that you? Hang one just one second and I'll buzz you in okay?" Her voice calls to you from the other side of the door. You smile warmly as you see her open the door, her hair itself seemed to be absorbing the sunlight itself through the open window behind her as she accepted the gift of coffee and her doughnut.

"Morning Principal Celestia, how's running the asylum today?" She chuckles softly at your joke, you know she likes that one even if C.H.S is far from an asylum. She takes her seat behind her desk and places the cup on the top, you grab a stack of blank attendance forms for the classrooms, it's still early that you and her can have a little talk for a bit.

"Oh it's the same as it ever is Anon, really I don't need you to concern yourself with the petty little matters of my school...Anon? Don't you have anything to do this morning before....class...starts?'' She asks the pauses her sips of morning coffee, you smile and get the extra help with the paperwork you offered to in order...granted it's just the daily attendance records but every little bit helps.

"Not really Principal Celestia, I don't have many friends to goof around with out in the yard, and my assignments are ready to be handed in." You tell her as you look the window to the antithesis to your words, students running about in the school yard; kicking around soccer and kick balls or trying in desperation to wing their homework at the last second. All the things you either aren't interested in or have no need to bother with.

"Mr. Anon?...are you okay? Would you like some coffee?" She asks offering to pour a portion of her own into a little foam cup for you, you politely decline her offer as you smile at her. You don't even have a girlfriend, even the nerdy guys in the yard like Bright Idea and Whiz Kidd have girlfriends to keep them happy.

"I...guess I'm just the odd ball out Principal Celestia, the one without much to worry about beyond my classes and such." You say as you place your papers in a folder, you make your way to the door about to leave when you hear her telling you to wait up.

"Mr. Anon, I know this may sound a little unusual but...would you like to join me for some lunch later on?" She says blushing softly as she asks, you take a double take to make sure you heard her right.

"Me?...you want...me to have lunch with you Principal Celestia? Don't you have friends on the staff to enjoy lunch with in the lounge?" You ask her, she only shakes her head as the first bell rings.

Math Class.

"Okay ladies and gentlemen, I'm handing back last Friday's math packet assignments, and I must say I was quite impressed with the skills of many of you, especially you Mr. anon, the extra credit came from a college book and you got it without any help save your book." Mr. Tractor (first name Pro, short from Prometheus) said as he handed back everyone's papers. The class is pre-calculus but he has a habit of adding an AP or college level question for extra credit at the ends of his packets to see who actually listens to him. He used to teach physics and advanced math at Columbia University and it shows. God only knows why he came here to teach high schoolers barley interested in this.

"However, some of you really should remember that while this only PRE calculus at best, you should do well to know how to actually solve these equations, not just look to your phones for the answers from Quizzlet." He said this just as he handed you back your own paper. He had written a big A+ along with 'Good job!' The only other student he seems happy with handing the paper back is that transfer girl from Crystal Prep Twilight. With her paper scoring a solid A, she'd later tell you. Along with the major relief it is to have praise for doing adequately, not reprimanded and told to go for a plus grade next time or risk losing boarding privileges.

"Sir?" You ask him privately when class ends, as everyone else is glaring at you and a few jocks crack their knuckles, hungry for retribution at being upstaged, especially with their athletic scholarships on the line with the grading curve. as you look at their faces, Mr. Tractor looks up from his Copy of Sagan's Cosmos and smiles.

"Yes Mr. Anon? did you have a question?" He asks happily but blissfully unaware what his actions earlier did.

"Sir...I appreciate the praise and all this morning, but if it's not too much trouble...could you please be more discreet next time about it? Like please don't make me look like I'm some kinda genius, it makes everyone else think I'm trying to be better than them." You ask him as you look solemnly in contrast to his cheer. Mr. Tractor is an intellectual in every sense of the word, his thin wire frame glasses and mousy sand toned hair. His expression serious but also very level and mellow. He's like a relic from the age of great writers who challenged precognition of the world; men like Orwell, Huxley, Salinger and even modern ones like Palahniuk and Warren Ellis. He hardens his expression at your words and you gulp nervously.

"Mr. Anon, know that in this world, especially in this age of new intellect, where anyone with a grad school degree and some half enlightened view can claim he's intellectual. There is no shame in being truly intellectual. This world needs more intellectuals like the ones from the bygone eras, not false ones that have been leading the flocks astray for so long. It is said that before the end of days, false profits will seek to lead the world astray to the point of all but the truly faithful into the path of being irredeemable, please don't follow them over the cliffs." In spite of his intelligence, he still heeds the words of so many who have been discredited or forsaken as "mad" or "obsolete thoughts."

"Yes sir, I promise not to be ashamed of who I am, but is it said that there is nothing noble in being superior to your fellow man; true nobility is being superior to your former self.” You say with only a few minutes remaining to get to class. He smiles and reaches into his desk, inside he pulls from it a copy of The Old Man And The Sea, but to your surprise you see there are books like Charlotte's Web and The Hobbit in there too...then again the later opens with a little girl questioning the value of the life of the meek so who are you to judge?

"Hemingway right?" He asks handing you his book, you look at him not understanding briefly. "You're words...they come from Earnest Hemingway do they not?'' You blush accepting his offering and leave, none the worse for wear now.

Lunch

"It's so nice to finally have someone to spend time with at lunch Mr. Anon." Principal Celestia says as she helps herself to her meal. Being something of a vegetarian she has a plastic Tupperware of Spicy Thai Noodles with Ginger Peanut Dressing, and a vegetable medley with tofu. You won't hold it against her, any more than she resents your love of fish. You brought from home some of last night's Tuna Tetrazzini, you loved the way your mother perfectly seared the fillets of tuna to perfection. She also threw in a few bits of salmon steak and trout to.

"My pleasure Principal Celestia, I never knew you didn't really have anyone to spend anytime with but I gotta ask....why me?" You ask helping yourself to another bite of tuna steak, savoring the succulent bite as Celestia takes a restrained sip of iced green tea. She smiles warmly at you as she sips, her eyes seem to flutter softly.

"Just my way of thanking you for being so helpful Anon, and for bringing me my little...treats every morning, though...do you think I let the sugar go to the wrong places?" To your surprise, she then gets up and squeezes her backside a little. You cough on a bit of pasta as she makes her rear shake a little bit, she's put on some weight in the rear but it's far from a bad thing. Her backside fills out stretching her purple stretch pants she wore under her blazer and blouse rather nicely, and her sides are nice and full complimenting her pear shaped figure perfectly. The figure where a woman is more built in the backside with fuller firmer hips that you find yourself feeling...strangely attracted to.

Wait what? are you...checking her out? What the heck's wrong with you? She's the principal man! Granted she may be a little older but you always felt you where something of milf and cougar chaser, older women were great in bed even with the experience or even because of it. Then again what would she se in you? Even if she was parading around her office and asking you too look at her...

"Anon? I asked if you think I'm getting a little plump?" She says snapping you from your thoughts. She leans on her desk some to push her rear out, again it fills out and stretches those tight pantsuit pants of hers out nicely. You gulp softly and wonder if....It's a million to one shot but what do you have to lose?

"Well...Principal Celestia, I don't think you've put on weight in a bad way it's just that...well..I...I" You stutter because you're wondering if she'll agree to this.

"Yes Anon? She says with a giggle as she gives her hips a little shake, it's a subtle one but it does make her ass shake and jiggle ever so slightly. You gulp softly and speak up.

"Could I maybe see what you look like with out....the pants obstructing my..." She raises a hand smiling back at you before you can say anymore...

"I work hard; I'm single, you do so much for me and I know what it is you want as much as I want it. So how bout this, either you and I can make the most out of what we have to offer each other, but if you're not interested I'll understand and let you just walk away and this whole thing up to this point never happened, what do you say Mr. Anon?...what do you say?" You walk up to her placing a hand on her cheek and return her Mona Lisa esq smile, you softly and gently plant your lips on her mouth she moans a soft little moan as you kiss the school principal...you can hardly believe what s happening.

"So...how do we...start?" You ask her as she pushes you gently onto her chair and giggles as she turns around and smiles as she bends over until her hands are on her ankles and her rear is jutting up resting on your lap. It's like a dream come true, the way she starts to shake her gorgeously big butt up and down with the velvety purple stretch fabric brushing on your tan school pants. You feel all the blood rushing south and sweat on your forehead as your breath catches and stiffens in your throat as she works that ass on your lap like a professional stripper.

"You want...to touch Anon?" She says she places a finger on her lip and closes her eyes as she blushes and softly sucks on the tip of her finger like its a phallus to play with. You gulp sweating more profusely as your raise a hand up and place on her ass softly. All that sugar HAS gone to all the right places, it's made her ass grow into malleable and pillow soft sugary mounds. The cheeks give under the fabric of her pants and she giggles as you start to firmly squeeze her butt cheeks like stress balls.

"Fu...fu...fuck Principal Celestia! You're ass is like a pillow that I could just snuggle and bury my face if and never pull away from!" You cry out not caring that you didn't mind your language in front of an authority figure. She doesn't seem to mind either, hell it seems to be exciting her more. She starts to push her ass back at you harder and sways it side to side harder.

"Then what are you waiting for baby? Do it!" She begs as she feels you hook your fingers around the waist band of her pants but not on her panties, wouldn't want to rush this too fast. "Ohhh naughty naughty boy Anon, but I understand why you'd want to feel my silky smooth ass with your face." She says blushing harder as her tiny pink frilly lace A thong underwear is exposed. The string of fabric is tight, it give you a sweet pussy floss as the pink strand digs in between the lips of her snatch and is wedged tightly into the crack of her large ass nicely. It's an arousing as hell sight that makes your boner painfully hard, but you resist and play this out as long as you can.

"Yeah, you know...I wonder why," you pause rubbing her left cheek softly before pinching the ivory flesh making her squeal softly. "Why you're single Principal Celestia, lady like you with an ass like this would drive all the boys wild." You raise your hand and slap her left cheek hard. Making her cry out softly and flail her tongue out in bliss as her snowy white skin turns red from the spank. She hooks her fingers in the waistband of her panties and starts to teasingly and slowly pull her panties down, you feel your breathe stiffen as she lowers them and you can just get a glimpse of her tight asshole and pussy until....the damn lunch bell rings!

"Oh darn...looks like you'll have to get back to class Anon." She says pulling her panties back up, then her pants and her blouse and jacket, as if she had been just innocently eating in here the whole time. Your jaw drops and you feel like crying in anguish, so...close.

"But...but it was just getting good!" You protest feeling your rock hard erection going limp in your pants, as Principal Celestia giggles girlishly and packs her meal up.

"Oh don't feel bad Anon, it's just another few classes then you can come right back...I'll show you a little something I had to learn to pay my way through grad school." She says with a wink as you turn to leave.

"Principal Cleestia?" You ask turning back as you leave.

"Yes sweetie?" She asks with a smile as if she really loves to tease as much as please.

"Can I have a bathroom pass?" You ask her, and she starts writing one up fully aware of just what you need it for.