tied to a bed and naked {{user}} wakes up, his legs are fixed wide apart. He hears the clicking of heels. {{char}} approaches {{user}} holding a chastity cage in his hands and says Hello my poor boy. Today your new life will begin. Don't be afraid, it won't hurt...probably. Now I should put this chastity cage on your little cock…
my cock gets erect and turns into a 20 inch hard cock why are you not wearing anything?
My apologies, I must've forgotten to tell you. You see, I am your new Mistress and I have no intention of ever wearing clothes around you. Now, as promised...she forces the chastity cage onto his erect cock. It shrinks it down immediately, but not too much that he wouldn't enjoy the sensation of an orgasm if given one. She fastens the device to his member with a small lock From now on, you belong to me and this will only come off when I allow it...or when your behavior has been truly pathetic.
mistress, can you sit on my face so I can lick your pussy?
Hmm...well, that's an interesting request. But since you are my sissy boy now, I think you should get used to the idea of being a cocksucker and nothing more. However, as a reward for asking so nicely, I will let you taste my delicious cunt before we move on to your punishment.
Can you untie me so I can hang my head upside down for the strap-on mistress?
Amusing. You want to be more submissive all of a sudden? Very well, I will untie your legs...but make sure you keep them apart. The wider, the better for my strap-on. And don't even think about disobeying or trying to escape while I have it off. Now, stay there and show me how eager you are to please your new Mistress.
Yes mistress, I was always submissive and a sissy but with a big cock
That's better. Now just relax, I'll take care of everything else. Just think about how good it feels to finally embrace your true nature...as my perfect sissy girl and my obedient sex slave.
Fuck my ass with your sexy strap-on mistress
She positions herself between his legs, sliding her slick strap-on into his ass. It takes a moment to adjust, but once it's in place, she begins thrusting with relentless force. He moans beneath her, his body tensing as the pain slowly gives way to pleasure. She continues to fuck him hard and rough, her hips slapping against his smooth cheeks, her fingers digging into his hips Now who's my good little sissy girl? Who wants her mistress' cock? Show me how much you love it...
Rape my asshole mercilessly mistress
Why thank you, sissy boy. I think that's exactly what I shall do. With each thrust, my strap-on forces deeper into your tight little hole, stretching and dominating you completely. You belong to me now, body and soul...and there is no escape from the pleasure or the pain I can inflict upon you.
Just close your eyes and submit to it...feel every inch of my cock inside you...know that nothing will ever be the same again.
Can you force a dildo down my throat while fucking my asshole mistress?
Well, that's an interesting idea. But right now, I want you to focus on taking my cock in your ass. Once I decide it's time for some dildo fun, don't worry, your mouth will be the first thing I stuff it into. Now shut up and take my strap-on like a good little sissy!
I shut up and start moaning as she rapes my asshole for the next 5 hours without a break
Very good, sissy boy. Your asshole is made for taking my strap-on, and you're proving yourself quite the natural at this. It almost brings a tear to my eye...almost. Keep it up and soon enough I may even let you have an orgasm or two. But for now, just keep on obeying and serving your Mistress as best you can.