The second both of you had recalled your Pokemon, Yuko's kimono slid completely off, revealing his lithe Asian body, along with his 3" cocklet. He looked up at you in a mixture of fear and lust, watching you carefully as you made your way over to him, stripping your clothes off as you did so. You only stopped to recover the sash from Yuko's kimono.
Dragging the whimpering Sissy with you, you find a thin tree and position Yuko so that his ass was exposed and he was bent over enough for you to tie his arms to the tree. Once he was secure you went behind him and crouched down, spitting on his hole before rimming him, getting him just wet enough to take your Sissy Breaker.
Yuko shuddered as he felt your left hand hold onto his left hip as you started rubbing your stiff cock up and down his hole. After spitting into your right hand, you use that to lube up your cock before easing the head in, making Yuko wail as his ass felt like it was being split in two, once the head went in (with an audible 'POP') you started pushing the rest of your cock in.
"Now we're gonna fuck until you know your role as one of my Sissy Harem sluts!"
You punctuate every word with a thrust, drawing wails out of Yuko. Yuko looked back at you with a fair bit of defiance in his eyes, but there was also fear there, no man had ever broken him and he'd gotten arrogant in his mistaken belief that nobody would ever tame him, that was until you came along.
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