Caught by Aviator Anon 
(Anon / Twilight)
M/F, paddle, stocks, juridical, shipping, non-consensual

(24/04/2013)

https://desuarchive.org/mlp/thread/10072566/#q10080700

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>Twilight Sparkle had been caught snooping around in Celestia's private library, sealed away from the rest of the Canterlot Archives
>It was home to only the most dangerous and powerful of magic ever recorded
>There was good reason it was sealed off from access to others who might not be able to handle such powerful magic or else might use it for nefarious means
>While Twilight had somehow managed to undo Celestia's magical seal on this library there was something she hadn't accounted for
>Celestia had cast a spell over the library that would immediately notify her of any intruder to get past the spell
>And so Twilight was caught in the act

>You yawned sheepishly
>It was the middle of the night when Celestia had summoned you to Canterlot
>You were waiting in an antechamber where the guards are told you to.
>You wondered sluggishly why she'd need you of all peo- errr, ponies.
>Especially at this time
>After only about 5 minutes of waiting the doors opened and Celestia beckoned you in
>You complied swiftly, becoming a lot more alert than you were earlier

>Celestia was standing over Twilight, who was curled up on the floor snivelling
>"P-please Princess... Don't make it a punishment for him to"
>You managed to catch her force out between sobs
>You were utterly confused at this scene
"Uh... Princess Celes-"
>"Anon," she cut you off mid-sentence, "Twilight Sparkle was caught skulking around in my private library, which is kept from the eyes of all ponies, for good reason"
>If you were a cartoon character too, your jaw would have hit the floor
>You'd've thought Twilight, the most intelligent and responsible pony you knew would know much better than this
>"Her punishment is one of the most severe I can hand down..."
>Death? Banishing? Life Imprisonment?
>"She is to be paddled 50 times"
>u wot m8?
>Back home on Earth you'd done this to girls who had ENJOYED it
>But you suppose you were never all THAT rough and we had dated some pretty damaged-goods
>Also pony bodies probably weren't as resilient to being beaten as humans
"A-are you sure that's not too harsh, Princess"
>It wasn't until these words had slipped from your mouth that you realized this was probably very out-of-line to say
>However you had never witnessed the Princess being unreasonable in all your stay in Equestria
>"Anon... I know Twilight is your friend and it is most chivalrous that you would seek to shield her from harm, however the crime she has committed is indeed VERY serious"
>You sighed internally at not getting on the princess' bad side
>But still you had another important question
"Oh course I'm worried about my friend Twilight but I fail to see why you summoned me here specifically? Do you need a witness or something?"
>The thought of having to witness Twilight in pain never crossed your conscious mind until you had said it out-loud
>The thought of watching your little pony friend in so much pain almost brought a tear to your eye

>"I wish I could say that, that was all I had to request of you Anon..."
>What were you hearing in her voice right now?
>Was it pity? Empathy?
>Was she feeling sorry for you? Or maybe Twilight?
>"The punishment regularly would take place in the town square of the offending pony's hometown, the embarrassment of one's peers watching was part of the deterrent factor of the punishment..."
>Makes sense, it would be hellishly embarrassing if you got your ass spanked into mince meat in front of your closest friends and family members
>"...However a leniency bi-law was later introduced saying that the punishment could be preformed privately if only the pony in question's special somepony administered the punishment."
>Special Somepony...?
"But I'm not-"
>"I am well aware of this, Anon. However Twilight has told me you're her closest friend and as she does not have a special somepony I allowed her to nominate you"
>You heard Twilight on the floor at Celestia's feet, she was reduced to dry-sobbing
>She must have cried herself out
>You felt a strong emotional pang, mostly the pity you felt for her but also...
>She really considered you her closest friend?
>She hadn't known you even nearly as long as the girls back in Ponyville
>You'd had some amazing times with her, reading together at the library
>You knew that you felt that way about her but you'd never even considered that she could possibly care for you just as much
>You looked down to Twilight, sobbing on the floor
>You didn’t think yourself capable of hurting the Purple Pony who you care for so dearly
>However in that moment she looked up to you and shook her head, clearly telling you she wanted you to decline
>She was... Trying to spare your feelings?
>Celestia must have pushed pretty hard to get her to confess to you being her closest companion if she was now trying to protect your feelings

>Those eyes, begging you to spare yourself, began to water up again
>And in that moment you knew exactly what you had to do
”I... I’ll do it, Princess”
>You swallowed hard after saying this
>You just agreed to possibly the hardest thing you would ever have to do
>But if you could be just a little softer on the paddle and shield Twilight from the embarrassment factor, it would be well worth it
>”N-no, don’t Anon... I don’t want you have to do it”
>It was all the more hard to agree to it, with Twilight verbally begging you not to
>But her eyes... Her eyes were telling you that you had to
>”Very noble of you, Anon. As such the only witness to the punishment will myself. Be warned, if you paddle too softly I shall take over and begin again from the count of One. Do you understand?”
>So... You’d have to hit hard enough for it to hurt but not too softly? This was going to be hard, you weren’t sure how much ponies could take
>You were a lot stronger than any pony however you were sure Celestia’s magic would be able to paddle harder
”I understand Princess”
>A paddle magically appeared and levitated in front of you
>You reached out and took it with a shaking hand, feeling evermore unsure of your hasty decision
>One look at those eyes filled with fear steeled your resolve as you rose the paddle
>And brought it down on the soft flesh of Twilight’s backside
>Twilight yelped like a wounded animal... Maybe you were hitting too hard for a little pony, it was only about as hard as you’d hit girls back on Earth before
>With the next paddle you were experimentally softer
>Still she yelped, you weren’t sure if you were still hurting her as much or if she was perhaps milking it

>Regardless if you stopped now or took even one swing too softly it would start over with a more merciless punisher
>You kept up a steady pace of spanking her flanks with the paddle, trying to alternate exactly where you hit, hoping it would be at least slightly less painful if you didn’t hit the exact same spot over and over
>By the time you had hit the 30 mark her flank was very red
>We’re past the half way mark, you told yourself, from here it should be easy, right?
>Wrong
>Her flanks were now very raw looking so each spank was felt a lot sharper than before
>This allowed you to slowly weaken each strike
>But you knew that this was doing little, to nothing, to make the purple pony hurt less
>You wiped some tears from your eyes as you made it to 45
>Tears had been streaming down your face the entire time however looking at her abused flanks in the aftermath of what had already been down to them and knowing there was more to come...
>...It was much worse than it was earlier
>You chanced a glance up at Celestia
>Her eyes were filled with tears too... Many would have resented her for this, however you promised yourself you would not
>She was merely doing her duty to her people in upholding the laws, even on her nearest and dearest
>In a weird way you had respect for her, being able to force her beloved star pupil’s best friend to punish her in such a way
>Then again this was the pony that had the conviction to send her own sister to the moon to protect her people
>You brought the paddle down again, before Celestia, in her emotional state, could realize you were taking too long
>Twilight screamed out now. It was a sound unimaginably worse than her earlier yelps
>You brought it down again, which was accompanied by another such scream.
>This was repeated for another 2 spanks


>You took a deep breath, trying to clear your mind as to what would happen after the paddling
>You shook your head, you were getting too absorbed in those thoughts
>You brought the paddle down on her raw flanks one last time
>The second after it was done the paddle magically popped out of your hand, and as far as you knew, existence
>You hurriedly scooped Twilight up off of the ground where she had collapsed
>She makes a choked whining sound in pain and you apologize, shifting her weight in your arms so that as little as possible of her flanks had any weight on them
>Celestia quickly blinks back tears and makes herself presentable. You pretend for her sake that you had not seen her weakness during the punishment
>”V-very well, you may go home now... Both of you. I will fill in the paper work as the witness. See the guards on your way out, Anon.”
>You nod and head out of the room and into the Antechamber.
>You see two guards waiting by the exit. One of them approaches you
>”For your service to the land, you are to be paid a sum of 50 bits, with which you may do as you please”
>He gave you a coin pouch and you thanked him generously
>You’d refuse payment but you were going to need it to get home via the train

>As you immerged into the cold pre-dawn streets of Canterlot you took the opposite turn to going to the train station
>Twilight didn’t question it, she was hurting too bad to pay full attention to where you were going
>Eventually you found what you had been looking for...

>As you walked out of the shop with the expensive lotion you noticed that you only just had enough for the train ride home, which was a relief because in your rush to answer the Princess’ summons you didn’t think to bring any additional funds
>While these thoughts circulated through your mind Twilight addressed you
>”Y-you can put me down now, I don’t want to be more of a burden”
”Hush now Twilight, I just hurt you so it’s equally my responsibility to look after you till you’re better now”
>She opened her mouth to argue but you stopped her with a stern look
>She looked quite dejected now
“Hey,”
>You said, holding her up a little higher
“I love you, Twily”
>You kissed one of the rawest parts of her flank
>You heard her make a sound akin to a hiss in pain, then a sigh of relief
>”I... I love you too, Anon”