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Sonic 3 Angel Island Revisited

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Here we have a new Tails peril bondage drawing, which my very generous dear buddy VagabondWolves vagabondwolves Rev Cooper drew for me as a gift!
Been a while since I have gotten an artwork from him, and due to our mutual appreciation of Tails bondage, the theme of this drawing was just way too fitting.

Our favorite fox boy has managed to get himself kidnapped yet again, and this time it seems to be some very serious kidnappers, who didn't just want to capture Tails, but get rid off him entirely.
However, obviously not without making it a big show, because the easy way would be way too boring.
Therefore, Tails — stripped off his gloves, socks and shoes — got tightly tied to an old wooden chair with plenty of thick rope, that got wrapped around his torso and additionally around the chair, with his arms and wrists being firmly tied up behind the back of the chair, limiting his ability to move to nothing but futile struggles.
Tails' chubby belly got nicely compressed by the tight rope, and to further increase his discomfort, some rope was tied around his crotch and his butt, which was connected to his torso ropes, making any struggle really painful in his sensitive area.
His legs and ankles got bound with secure rope cuffs, while his bare toes were tied together, so that his naked feet were perfectly immobile placed next to each other.
Of course the kidnappers were smart enough to make sure that the little fox was not able to fly away with his famous namesakes, so they tied his twin tails together multiple as well.
Obviously Tails would try to scream for help, in hope that Sonic would be nearby to save him, but before his high pitched voice would be heard by anyone, they gagged the little fox boy with a big red ball gag, leaving all his moans and screams muted behind the gag, while causing him to drool heavily.
Below his chair, the kidnappers placed multiple packs of explosives, that could be detonated anytime they wanted by a simple press on their remote control.
But they really want to blow up the cutest most beloved fox boy just like that?
Well, let's say that it is a lot more likely that they simply use Tails as a bait to blackmail Sonic, either to surrender to them (or their boss, Dr. Eggman) or to give up the Chaos Emeralds. Or both.
Either way, Tails gets recorded while he is fearfully struggling and moaning, hoping that the explosives don't suddenly blow him up.
Hopefully Sonic has a plan to save his best friend before it is too late!


A massive thank you to my friend vagabondwolves Rev Cooper for this beautiful gift and for putting so much effort into, despite it just initially being meant to be a simple flat colored drawing. If you still haven't for whatever reason, make sure to watch him, check out his amazing other art pieces and fave his upload of this drawing!

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Drawing by: vagabondwolves Rev Cooper
Original submission: https://www.furaffinity.net/view/48598781/
Tails is © Sega
safe43527 artist:vagabondwolves18 miles "tails" prower10502 fox4326 20221775 ball gag4 barefoot684 battery2 bondage101 chair153 chubby63 flat colors1810 gagged10 grey background3013 looking down476 male11913 rope62 saliva271 scuff mark13 signature6915 simple background19753 sitting3195 solo20936 sweat270 sweatdrop1517 tied up36 wire26

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