To be caught dressed like a tranny slut in a seedy back alley , late at night by a guy like I'm dressed above... -preferably a hot, hung, muscular, stud- I quickly and easily submit to him without even trying to escape or fight... Instead, I play the role of a completely helpless and vulnerable sissy as I offer him anything he wants and beg him not to call the police or hurt me... he then, forces himself on me and violates me in every way possible while constantly, verbally degrading me and taking pics and video of me with his phone as blackmail... I suck him off eagerly and he buttfucks me hard in this dark alley while I squeal with delight like a sissy gurl! With no condom, his hard cock penetrates every hole I have as he uses me as a fucktoy... he cums into my mouth which I swallow eagerly... Then he flips me around and jackhammers my ass with his alpha-male cock! Overcome with my tranny desires as he continues to buttfuck me, I beg him to cum deep into my thick, sissy asshole which he does and then throws me to the ground in disgust.. He then stands over this cum drenched tranny hooker lying in the dark alley and pisses all over me as I moan and groan with delight telling him what a sissy faggot I am and how I want to be a tranny prostitute now! I give him all off my money to thank him for fulfilling my fantasy!
I could go on and on and go into much more depth and detail, but, I think you get the point!