Princess Jessie - Trophy Damsel

My March reward sketch drawn up by for supporting him on his Patreon

If you like what you see, please visit 's DA gallery for more art like this and if you want to help support him, please be sure to visit his Patreon: www.patreon.com/sneakattack122…

We have another installment in the tale of Princess Jessie in the Princess Switch fanfiction alt/spinoff storyline for 's Systems of Entertainment comic.

Previous sketches from Sneak have shown Jessie in several states of distress as Bowser keeps his captive in various forms of restraint to keep the imposter Princess in check and amuse himself at the same time as over time he's grown to enjoy seeing Jessie heavily restrained and gagged. Reminded him of times he'd have Princess Peach over to "visit". Jessie himself over time grew to  accept his captivity and even grew to like his captor, even developing a case of Stockholm's Syndrome. However, as time passed even further Jessie's case evolved into embracing not just being Bowser's prisoner, but his trophy, and even his partner. Seeing Jessie's enthusiasm for obeying and desire to please the King of Koopa's, Bowser found enjoyment in keeping Jessie on display for his minions and visitors to see. At first it was more of putting the femboy on display in heavy bondage and gagging, then it evolved into less restraints and letting Jessie display himself once Bowser found Jessie was eager to play his role proper. This developed into Jessie spending less time at Bowser's feet and more time at Bowser's side. Being on his knees or sitting down with his legs tucked in, to standing next to Bowser's throne or even sitting on it. The more time Jessie spent in this role, the more Bowser's subjects began to see Jessie less as a captive princess and more as a submissive queen. As Bowser conducted business with his subjects or neighboring allies, Jessie would often sit at the arm of Bowser's throne, legs crossed and poised with a sort of hoity toity posture and demeanor like that of proper royalty and all while still tied up and gagged. It portrayed and interesting aura and dynamic to his throne room having an already imposing figure with beautiful damsel as his willing slave and business associate. Gazing upon a restrained and gagged Jessie leaning in and whispering advice and ideas into Bowser's ears through a his gag left a lasting impression on any who witnessed the scene. It left questions as to Bowser's influence to convince his captive to willing participate in their own captivity as well as act against their own self interest as well as the mindset of said damsel who despite technically being a prisoner behaved as if they were the King's royal advisor or even royalty themselves. Nevertheless, Jessie found himself in quite an advantageous position, but one can only wonder was this all an elaborate plan to escape and thwart Bowser's ultimate plans or was he truly embracing his new role and position to such as extent to willing be a prisoner and potentially position himself to be Bowser's right hand Princess or quite possibly even officially become his queen. OR was this an even more elaborate scheme to perhaps stage a coup and overthrow the dragon turtle and take control of the kingdom for himself? Only Jessie knows and considering his current state of mind, it's hard to predict what he has planned or what's going on in his mind to begin with...

Thanks so much to Sneak again for the awesome artwork. I'm very happy with Jessie's look and pose and I really love the Bowser he drew up. Very awesome! And shoutouts to Heartgear as well for creating the idea of SoE and inspiring this little story in the first place. ^_^

Jessie © Me ^_^

Princess Peach, Bowser, and Samus © Nintendo

Systems of Entertainment and Princess Samus concepts developed by

Art by