Bitter tears ran down your face as I pulled on the syringe, extracting the cum that the vibrating plug had been priming in your prostate all day.
No doubt you thought your first orgasm since signing the chastity contract would be like most "milkings" you'd seen online.
"Silly little boy. Do cows cum from being milked? Of course not. Stay nice and still. That's my good little chaste milk cow! See? Orgasms just aren't your thing anymore.
Once the syringe is full you'll be safe and secure once again in your little pink cage!
Now, are you going to be my good boy and drink all your milk?"