Very

Billie and Mistress spend the next 3 hours taking turns with the various whips, paddles, crops, canes, and other toys. When they finally take a break Mistress Jennifer starts to apply some kind of ointment to your skin. Now covered it lashes and cuts from their handy work. They laugh as moan as the ointment stings painfully. Billie had been rolling a joint while Mistress Jennifer hand tended to your wounds. She approaches you and changes your gag for a very wide ring gag.

"very good John we honestly thought you would of been a sobbing mess ages ago, You actually tired us out a little so we going out for a smoke and to get your reward ready. While we do you get to thank Bull by letting him use your holes. Oh if we see any cum from Bull on the floor you will be licking it up and you will not get your reward."

She smiles as you nod almost smitten you let her do this to you. Your cock strains in its chastity device. Despite being in the worst pain you ever have felt and still not one hundred percent sure you will survive tonight you are the horniest you have ever been.

Shortly after they leave Bull enters he don't say anything to you just pulls his much bigger dick out not wasting time with lube for your virgin ass. Luckily he goes slow and eases it in until you expand.

"you are lucky if this was Billie or Mistress Jennifer they would a strap on much bigger than me and would never go slow especially on a tight virgin ass."

You let him use your ass not sure because Billie told you or you had now accepted you are a toy for these people. Honestly it was more than likely both. You are too far in submissive bliss to notice he has cum in your ass and now is about to fuck your mouth.

You again let Bull just use you starting to grow tired. He finally cums in your mouth but as a act of kindness keeps your head there until you swallow his load so you don't upset Billie.

After he leave you see your sadistic Mistress smiling at you with a cattle prod in her hand.

"now John this is your last little test before we call it a night and I reward you. All you need to do is take shocks from this cattle prod for me until i decide you had enough."

You spend over an hour screaming through the ring gag in agony as Billie shocks you over and over. Spending most of her time aiming for your swollen balls. Billie laughs sadistically as the shocks make you jump against your bonds.

Suddenly you start to cum in your cage yes despite being in chastity and tortured by a famous singer you cummed from it. You look at her and try to beg for mercy and say you are sorry as she stops and removes your gag. Before you can get the words out Billie puts a finger to your lips and giggles

"No no no silly Toy I wanted you to cum. You are a true masochist John . I just needed proof."

Much more gentle and caring than Billie has been since you met her. She undoes you bondage and leads you to the waiting bath in her en-suite. Billie joins you in the bath telling you to relax that you made her very happy. You risk kissing her Billie lets you and returns the kiss. Not much longer you are both naked in her bed with her looking over the many welt on your body as you finally fall asleep.