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>You take another step closer and smile at the small teacher horse.
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"You uh... wanna be my special somepony?"
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>Cheerilee recoils ever so slightly but quickly gains her composure.
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>"Me? and uh, you? I don't think that's proper Mr Anonymous, what would the others think of an interspecies relationship such as this, well there would be scandal"
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>She blushes slightly and looks away.
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>"No I don't think this will work out at all... Unless... No, we can't"
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>She slips off her chair and moves away from you, getting a few feet distance before stopping again.
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>A hoof goes to her face before she picks up speed and moves away from you, leaving you sat alone at an empty table.
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>Cheerilee continues to trot off as you stare down at your half eaten sandwich.
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>You push away the plate and stand up, half knocking over your chair in the process.
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>You opt for the suave approach of following her and asking 'why not?'
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>After all this worked so well for you in High School.
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"Hey, Cheerilee!"
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>You wave your hand over your head as you swiftly gain ground on the teacher of tiny equines.
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>"Mr Anonymous I do insist that you leave me alone!"
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>Her eyes are red and puffy, as she turns to face you, holding back tears.
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"What's up buttercup?"
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>You smile warmly as she lets out a sob.
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"Hey, no don't do that"
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>You kneel and wrap her in warm embrace, feeling her heavy breathing, she returns the hug after a second and you feel warm wet tears soak into your shirt.
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>"I've, never had a special somepony..."
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>You feel your heart in your throat as you rub a hand up and down her back.
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"You wanna know a secret? neither have I"
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>You hold the hug for what feels like an eternity, just you and small teacher horse together, after a few more seconds you pet her head and pull back to look down at her.
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"So, you wanna go on a date?"
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>"I'd like that..."
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>A day passes, with the two of you in discussion of what your date should be.
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>after all you'd met up several times beforehand for sandwiches and that never felt like a date.
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>After some time you eventually come to conclusion that your first date should be special, somewhere the two of you could be alone and talk.
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>The hill overlooking Ponyville would do perfectly you both agree and so you set about making a picnic to share.
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>Apples, ponies sure do love apples and carrots and beets too.
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>with a picnic basket laden down with good food you set about walking to Miss Cheerilees house.
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>You've done this walk dozens of times since arriving in Ponyville but never have you done it with such a spring in your step or with such a broad smile on your face.
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>Knocking on her door you wait a few seconds before the door is opened by in your opinion, the most beautiful mare in the world.
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>She hasn't changed a thing about her looks except for a small flower tucked into her hair, a buttercup.
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>"Mr Anonymous, you're just in time"
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>She smiles up at you and your heart melts, gone are the tears and sobs, replaced by a warm caring look in her eyes.
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"Shall we be off?"
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>You smile back, gesturing to the hill overlooking Ponyville.
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>"Yes, lets"
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>You're about to take her hoof in your hand but the impracticality of her walking 3-legged puts you off.
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>Instead you walk side by side in relative silence as you make your way up the hillside.
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>The sun hanging heavy in the sky illuminates the two of you as you reach the top of the hill, overlooking her small town.
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>You spread out the blanket and place the picnic basket in the centre where she can easily reach inside.
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>Sitting either side of it you smile at Teach Horse before looking out to the sunset.
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>"I wasn't entirely truthful with you Mr Anonymous...
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"You can call me Anon"
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>"I wasn't entirely truthful with you Anon, although I've never had a special somepony, despite my many efforts, I've also never been on a date."
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>You nod in silence as she explains her lack of dating knowledge.
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>"It's not for lack of trying you see, however I was very busy learning to become a teacher and then even busier with the job, now with Twilights establishment up and running there has been no need for my little schoolhouse."
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>She bites into a daisy sandwich and chews slowly, looking at you as she does so.
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>"Well anyway, that's all behind me now and I'm a free mare"
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>You nod again, biting a shiny red apple.
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>The sun slowly sets and the moon rises as the two of you share the polite silence and tasty meal together.
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>After a while Cheerilee yawns and gets up, she makes her away over to you.
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>"when you hugged me yesterday, I realized that in all my years I've never been held like that, I'd like for you to hold me again... Anon"
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>You nod and lift up the small pony, placing her in your lap, feeling her fluttering heartbeat against your own steady rhythm.
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>She lets out a soft sigh and nestles up close to you, your arms wrapping around her as the two of you watch the moon together.
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>You rest your chin on top of her head and smile up at the dark sky.
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>"Thank you Anon, this means a lot to me"
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>Holding her in place you feel her shift slightly and ease into the embrace.
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>Some time passes with the two of you sharing each-others silent company.
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>...
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>You wake up, a heavy weight on your chest and your arms feeling numb.
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>You squint in the early morning light, feeling Miss Cheerilee shifting her weight on your stomach and chest.
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>She slowly stirs awake and looks into your eyes, her pupils dilate and she smiles up at you.
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>"Good morning handsome, did we"
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"Good morning Buttercup"
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>You stroke her mane and reposition the flower in her hair, causing her to blush and look away.
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>"We should get up and head back into town."
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>You nod, neither of you move however.
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>She nuzzles into your neck and whispers.
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>"Anon, seriously, we need to get up"
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>Still, neither of you move.
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>After a pleasingly long time the you shift your weight and she rolls off your with an "eep"
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>Standing up you pick up the blanket and basket before leading the way down the hill.
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>rubbing the back of your head you smile down at the pony by your feet.
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"Lets get you home"
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>She nods before trotting along after you.
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>Down the hill and towards her house you move and make idle chatter as you pass the ponies in the market setting up their stalls.
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>"All night! I can't believe we spent all night together and cuddling under the stars, oh how magical"
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>She continues to talk about how happy she was, you never noticed it before but when she talks like this she seems to radiate a certain energy.
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>After a few minutes more you reach her front door, sitting on the step she turns to look up at you.
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>"Anon, could you kneel down for a second?"
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>You do as she requests and kneel down to look her in the eyes.
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>In a flash she pecks you on the lips, pulling back with a heavy blush and averted gaze.
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>"Thank you, for a wonderful evening."
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"Don't mention it, I had a great time too, see you again some time?"
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>You smile at the small horse before getting up to walk away.
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>"How does tomorrow sound?"
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>She blurts out, holding onto your sleeve with her hoof.
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>"I mean, if you're not busy? we can go to Canterlot and maybe visit a museum?"
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>You nod and smile.
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"Canterlot museums sound good, I'll pick you up tomorrow!"
-
>she lets your sleeve go and you head off towards your own house, basket and blanket in hand and a rather large grin on your face.
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"Tomorrow is going to be great"
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>Heading back home you pass by the many market stalls that fill up the streets of Ponyville.
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>walking near a florist you notice the many bunches of flowers neatly arranged out the front.
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>They all look so pretty and well organised, you wonder if Cheerilee would like fancy flowers you muse to yourself.
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>After a few seconds you realise the impracticalities of wondering around museums with a bouquet of flowers.
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>You continue on your journey, wondering if she'd even want gifts.
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>Reaching your homestead you slip out of your date clothes and crash on the couch.
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>Seconds pass by before you drift off to a dreamland of small teaching equines.
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>You awaken, it's midday and your stomach growls.
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>sliding off the comfortable resting position you head to the Fridge where you prepare yourself a simple lunch.
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>As you chew through your meal you stare out the window and see the Equestrian World pass you by.
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>You've just been on a date with Cheerilee you think to yourself...
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>This thought comforts you, you can still smell her on your shirt.
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>The day continues to pass by with little incident and before long you're tucked up in bed, eagerly waiting for tomorrow.
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>Night-time engulfs you with the thought of Miss Cheerilee and you sleep, happy for the first time in you don't know how long.
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>You awake the next day feeling well rested, the sun blocked by an overhang of clouds.
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>As you head downstairs to make breakfast you ponder over the day before.
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>You didn't actually give Cheerilee a time of day, 'see you tomorrow' you said/
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>Cursing your forgetfulness you roll your eyes and figure you can collect her anytime you want.
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>Not that you'll be putting off seeing her, the sooner the better in fact.
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>You slip into something casual and head out the house.
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>Passing by several ponies who smile politely at you, you nod a friendly greeting back and head to Cheeriliees' house.
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>Knocking on the door you wait, straightening your shirt as you hear the sound of hooves trotting downstairs.
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>Opening the door she smiles up at you, the most beautiful mare in the world.
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>"Anon! I was hoping it would be you, are you ready?"
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"I'm ready yeah, should we head to the station? It's a bit of a trek to Canterlot"
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>She nods and steps past you, closing the door behind her.
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>"I'm sure it will be a pleasant trip, especially with you"
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>She trots ahead of you, moving with purpose towards the train station.
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>You reach the train station with Miss Cheerilee practically skipping ahead of you like an excited filly.
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>Paying for your tickets you take your seats and she sits next to you in an empty carriage.
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>She hooks her hoof round your arm and nestles in close, smiling up at you for the entire journey to Canterlot.
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>You've never seen her this excited before but the high energy suits her.
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>"Anon, which museum should we visit first? there's the museum of Equestrian history or the natural history museum, or there is a private collection that's a little out of the way on the hill but it has a small aquarium"
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>The torrent of choices leave your head spinning, who knew ponies enjoyed history so much?
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"Let's try Equestrian History, then natural history and finish it up with the Aquarium and collection?"
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>She smiles up at you and lets out a soft squeal of joy before resting her head against you.
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>"Oh Anon, I'm so happy that you're my special Somepony!"
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>You smile down at her as the train reaches it's stop in Canterlot.
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>Heading out of the carriage you both smile at each other as you make your way to the first museum.
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>The day passes by in a flurry of ancient exhibits and little brass plaques that explain in the least amount of detail what you're looking at.
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>Eventually the two of you reach the top of the hill and head towards the private collection.
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>Wandering around the museum you make idle chatter about the shape of spears or the type of togas ancient ponies wore.
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>After around an hour of wandering you reach the Aquarium entrance and step inside.
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>Fish, so many fish you wonder, all shapes and sizes and a myriad of vibrant and beautiful colours.
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>"Oh Anon, they're all so pretty!"
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>She exclaims, looking through the thick glass, her eyes wide with excitement.
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>Sitting on a bench the two of you cuddle up close and count the strange aquatic creatures for at least another hour.
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>Soon after she looks up at you, those wide Green eyes of hers and you embrace one another in a kiss.
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>A slow lingering kiss that seems to make the world stop turning if for only it's duration.
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>As you finally pull yourself away from Miss Cheerilee your eyes stay locked.
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>She wraps herself around and smiles up at you.
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>"I've never felt this way about anypony before, thank you Anon"
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>In a haze the two of you make your way out of the museum and down the hillside.
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>Reaching the train station you manage to catch the last train to Ponyville.
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>The trip is spent in each others arms, cuddling, kissing and whispering sweet nothings as you share the empty carriage.
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>Reaching your stop, the two of you hop off the train and wander back to her house.
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>Sitting on the step she lets out a content sigh, and pats the step next to her, inviting you to sit.
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>Getting down next to her you wrap an arm over her shoulder and she cuddles up close to you.
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>"Anon, I'm so happy you asked me to be your very special somepony."
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"I'm glad you accepted"
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>She giggles and nuzzles into your side.
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>"I think I love you Anon"
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"I think I love you too"
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Hope y'all liked this, not written green for some time but this was a lot of fun to write
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by HisLordOfLongLeaf
by HisLordOfLongLeaf