I made Jimmy lick my cock clean after taking Amanda's ass while Rose surveyed the tools & got ready to inflict the sort of pain Mandy had only had nightmares about. After unshackling Jimmy, I made him put on a pair of white silk panties that matched his stockings & blindfolded him, then, as I led him away on his leash, I stopped, knelt next to Amanda, & whispered in her ear "I can't wait to hear you scream & beg for your new Mistress... & then beg for your Master's cock".
I took Jimmy into the adjoining room & made him kneel before taking a seat in a chair next to him.
"You really want to cum very badly, don't you, sissy?" I asked as I rubbed his throbbing erection through his panties with the crop.
He trembled & whimpered before whispering "Yes, Master".
I smiled at his response. "Well, since Amanda didn't even compete, that renders the contest null & void... but I there's a way you can still earn your milking."
He was still trembling at having his sissy prick touched for the first time in over a month, breathing shallowly & rapidly as he tried to hold back from moaning.
"You demonstrated from that first night in the limo that you were a proficient & eager little sissy cocksucker" I taunted him as I ran the crop over his balls, then up the length of his shaft through his panties, "and don't think I haven't noticed how aroused you get every time you're dolled up in your sissy attire... you've done this all before - sucking cock, lingerie - all of it."
I put on the fingertip vibrator, flipped it on, & began to lightly trace it over the engorged head of his dick, already gooey with precum.
"If you want to cum, you need to tell me everything - from the beginning". I checked the video monitor to make sure he was framed correctly, then added "and remember, I've listened to people lie to try to save their ass for years... try to lie to me & I'll have you wearing your balls dangling from your collar."