Here’s an alternative upload of Sunny Smile with his Assistant Tickler outfit, which he wore back when he was Cruelfeather’s Apprentice~ X3
 
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When Sunny Smile’s father dearest learned his son’s special talent was tickling, he just wanted his son to disappear from public life so that he wouldn’t disgrace the family name anymore. Not in the sense that he wanted him dead, merely…out of sight and out of mind. And so, it was that chain of events that lead to Sunny Smile’s apprenticeship to Cruelfeather, the Royal Canterlot Dungeon Tickler.
 
He spent the next few years studying from the Master, learning all the tricks of the trade, even assisting in interrogations and punishments. He was quite good at it too, as you might imagine. And when he wasn’t, the Master was sure to offer…forceful encouragement to improve (the tickly kind X3)  
This is the way it was for a few years, Sunny Smile the Apprentice Tickler learning from the Royal Tickler himself.
 
But as much as he enjoyed tickling ponies (especially the helpless kind), he couldn’t get over his qualms about torturing prisoners of the crown. Even with unwilling victims, Sunny Smile still wants the experience to be enjoyable for his playtoys, and the dungeon isn’t supposed to be a place of joy and fun times for those imprisoned there. He got into an argument with his master and it got rather heated, Cruelfeather told him that if he didn’t have the stomach for the job, he could hang up his hood and quit.
 
So he did, and with nowhere left for him to go in Canterlot he would end up leaving for Ponyville. There he would find a way to indulge his passions on his own terms… X3
 
 
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