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Description
“Agh...w-where am I?” said the young fox boy, Miles ‘Tails’ Prower, as he awoke from a deep slumber feeling particularly groggy. Not waking up in his usual comfy bed, he found himself struggling against something restricting his body as he attempted to find his bearings and figure out where he was. His surroundings weren’t the clearest though – he seemed to be in a very small and barren room, nothing recognisable to be seen. As his mind and vision cleared and he became more aware of his surroundings, anxiety soon set in as he realised he was indeed restrained – his hands were trapped behind his back and a length of rope seemed to be wrapping around his torso and his twin tails, preventing much movement beyond squirming and struggling. Looking directly ahead, he was unable to see his own feet – his ankles seemed to be stuck in the wall very tightly, offering barely any room for movement. He was in trouble.

“Eggman! I know it’s you! Let me go!” Tails shouted defiantly, hoping that his captor could hear him somehow through the walls. “If Sonic finds me trapped here like this then you’ll be sorry!”

No response was forthcoming...at least no verbal response. What Tails did get, however, was a sudden tugging at his shoes, like there was somebody trying to pull them off. The wall prevented him from seeing who or what it was, but he was certainly going to try and get their attention.

“Hey! Get off me! I swear you’d better not take those shoes!”

His shouting went ignored, and he soon felt the shoe being removed from his left foot, soon followed by his right. A few seconds afterwards, Tails’ anxiety increased. Being trapped helpless in this small room was bad enough, but he now felt much more vulnerable without his shoes. Although his socks still offered some sort of protection, Tails was realising how shy he was about his feet.

“I-I told you to get off them! You’d better nohohOHOHOT!!!”
Tails’ defiance was cut short by an adorable, high-pitched giggle, as he felt a sudden tickly surprise. It felt like a pointy claw was dragged quickly up his socked sole, then dragged slowly down the other sole. Tails had never quite felt that kind of tickle before – only the occasional playful tickle from Sonic and his friends. Feeling a teasing tickle on his captive, vulnerable soles immediately made the boy blush and squirm. It was a feeling he hoped would not be repeated. Unfortunately, those hopes were dashed all too quickly.

Now with the knowledge that a tease through his socks was unbearable enough, Tails shivered with nervousness as he felt something grip onto his sock and slowly begin pulling it off.

“I-I’m warning you!” Tails shouted, albeit now with a blatant pleading tone, “Y-you’d better keep those socks where they are!”

This couldn’t be happening. He was a brave boy who could put up a fight, but now a true weakness of his was being exploited. Over the next minute, the fox tried to keep his cool and stay calm as he felt the comfort of his thick socks being taken from him, and his soft, sensitive bare feet being made fully vulnerable. He wiggled his toes gently, trying his best to brace himself for the inevitable – his poor feet were about to be tickle tortured, and there’s nothing he could do to stop it.

“You w-won’t get away with this Eggman!”

Tails thought he could hear the faintest giggle coming from the other side of the wall, as he waited. Waited and anticipated his impending tickling. Getting more nervous every second as his bare feet hung in the balance. He almost wanted his captor to get it over with to calm his nerves.

Maybe Sonic would come and rescue him in no time at all! Or maybe his friends were all facing the same fate...

~Story courtesy of the amazing <3

I feel like its become a right of passage for every tickle artist to draw Tails at least once in their life x3 While thats a bit of an exaggeration you still have to ask yourself what is it that makes the cute fox boy so tickleable? Regardless, it was a lot of fun drawing Tails, even if I had to erase everything twice because I wasnt satisfied >w>

As always comments or feedback are greatly appreciated <3

Description
“Agh...w-where am I?” said the young fox boy, Miles ‘Tails’ Prower, as he awoke from a deep slumber feeling particularly groggy. Not waking up in his usual comfy bed, he found himself struggling against something restricting his body as he attempted to find his bearings and figure out where he was. His surroundings weren’t the clearest though – he seemed to be in a very small and barren room, nothing recognisable to be seen. As his mind and vision cleared and he became more aware of his surroundings, anxiety soon set in as he realised he was indeed restrained – his hands were trapped behind his back and a length of rope seemed to be wrapping around his torso and his twin tails, preventing much movement beyond squirming and struggling. Looking directly ahead, he was unable to see his own feet – his ankles seemed to be stuck in the wall very tightly, offering barely any room for movement. He was in trouble.

“Eggman! I know it’s you! Let me go!” Tails shouted defiantly, hoping that his captor could hear him somehow through the walls. “If Sonic finds me trapped here like this then you’ll be sorry!”

No response was forthcoming...at least no verbal response. What Tails did get, however, was a sudden tugging at his shoes, like there was somebody trying to pull them off. The wall prevented him from seeing who or what it was, but he was certainly going to try and get their attention.

“Hey! Get off me! I swear you’d better not take those shoes!”

His shouting went ignored, and he soon felt the shoe being removed from his left foot, soon followed by his right. A few seconds afterwards, Tails’ anxiety increased. Being trapped helpless in this small room was bad enough, but he now felt much more vulnerable without his shoes. Although his socks still offered some sort of protection, Tails was realising how shy he was about his feet.

“I-I told you to get off them! You’d better nohohOHOHOT!!!”
Tails’ defiance was cut short by an adorable, high-pitched giggle, as he felt a sudden tickly surprise. It felt like a pointy claw was dragged quickly up his socked sole, then dragged slowly down the other sole. Tails had never quite felt that kind of tickle before – only the occasional playful tickle from Sonic and his friends. Feeling a teasing tickle on his captive, vulnerable soles immediately made the boy blush and squirm. It was a feeling he hoped would not be repeated. Unfortunately, those hopes were dashed all too quickly.

Now with the knowledge that a tease through his socks was unbearable enough, Tails shivered with nervousness as he felt something grip onto his sock and slowly begin pulling it off.

“I-I’m warning you!” Tails shouted, albeit now with a blatant pleading tone, “Y-you’d better keep those socks where they are!”

This couldn’t be happening. He was a brave boy who could put up a fight, but now a true weakness of his was being exploited. Over the next minute, the fox tried to keep his cool and stay calm as he felt the comfort of his thick socks being taken from him, and his soft, sensitive bare feet being made fully vulnerable. He wiggled his toes gently, trying his best to brace himself for the inevitable – his poor feet were about to be tickle tortured, and there’s nothing he could do to stop it.

“You w-won’t get away with this Eggman!”

Tails thought he could hear the faintest giggle coming from the other side of the wall, as he waited. Waited and anticipated his impending tickling. Getting more nervous every second as his bare feet hung in the balance. He almost wanted his captor to get it over with to calm his nerves.

Maybe Sonic would come and rescue him in no time at all! Or maybe his friends were all facing the same fate...

~Story courtesy of the amazing <3

I feel like its become a right of passage for every tickle artist to draw Tails at least once in their life x3 While thats a bit of an exaggeration you still have to ask yourself what is it that makes the cute fox boy so tickleable? Regardless, it was a lot of fun drawing Tails, even if I had to erase everything twice because I wasnt satisfied >w>

As always comments or feedback are greatly appreciated <3