It had been a long day of preparation and I was almost ready for Cuntress' arrival. She had given me quite a lot of things to do, starting with saving my cum for a week using a very rigorous masturbation schedule with some humiliation and sissy porn and instructions on how to train my hole. The day included shaving my genital area including my ass crack and then I was to cage myself to ensure I was very horny and easily submitted. I had to give myself 4 enemas, 45 minutes apart while trying to take the full 1.5 liter of water and hold it for at least 15 minutes each time. She really wanted my boypussy to be clean! In between cleaning I was to remain plugged, to ensure I was stretched, and prepare the room.
She was to arrive in the next 20 minutes so I put on the sissy skirt, the phallic gag, unlocked the door, put on the hood and tied myself on all fours across the bed as she had instructed. Lastly, I put on the pair of headphones with some sissy hypnosis she had sent me. There, immobilized, I started to be nervous, anxiously awaiting her arrival to find out what she had in the books for tonight.
I couldn't hear much given the humiliation and sex noises from the hypnosis but I think I overheard some noise coming from the hallway. My heart increased and I was hoping she would be satisfied with what she would find. I am sure that I was leaking quite a lot from being so horny and from the large plug pushing up against my prostate.
All of the sudden, I felt the sharp sting of the riding crop on my exposed balls which made me jolt forward. Cuntress had arrived and I would be used and abused for as long as she saw fit and however she would like. She worked with the crop to make me nice and tender, and mixed with the hypno, I released a lot of pre cum. I felt her hand pick it up from the cage and likely the sheets, pull the plug off and she shoved some of her coated fingers deep in my mouth. She liked to feed her little slut with her own juices. She then started spanking my ass, likely because I was a dirty slut and I counted and thanked her every single time. After 20, she moved back to continue working on my vulnerable testicules.
While she was behind me, I felt another pair of hands on my face and fingers sliding in my mouth. Who the hell was with her!?!? I couldn't do anything since I was tied up and I had no idea who it was since I was blinded and listening to the sissification instructions. I assumed it was a man as he tasted like pre cum. Whoever it was, he was turned on and had likely masturbated while watching her give me CBT. He opened my mouth with his fingers and I noticed that Cuntress had changed the audio to some cock sucking hypnosis: what she wanted me to do was very obvious at this point.
I opened my mouth and felt the tip of a warm cock slide inside of it. The salty pre cum turned me on, and Cuntress' constant mistreatment of my genitals made me release even more pre cum. The man was entering and I wondered if I could take his entire fat cock in my virgin mouth. He started exiting and entering and I knew that he wanted to face fuck me so I closed my lips and tried to make Cuntress proud. He started going faster and since he was huge, it was making me gag. I think that mistress was laughing as he picked up the pace and I felt my eyes water up.
While the man was pounding my throat and sometimes sliding out so that I could lick his amazing shaft, I felt Cuntress take out the butt plug from my ass. I couldn't feel her for a bit but then the bed shook and I felt some lub slide down my crack to my boypussy. She then used the syringe to push something, likely the week's cum that I had saved, inside my ass as lubricant. The man slowed down and then I felt the tip of a large dildo enter my sissy hole. I stretched me out, despite having prepared most of the day. Thankfully Cuntress is an expert and she manufactured it balls deep in a loving and caring fashion, making sure not to break her little fag.
It then started! She started moving in a slow and steady motion, in sync with the man using my mouth. I felt so full and so slutty, my holes being used up like some worthless whore, pleasuring my queen and her friend. She increased the pace and the motion squeezed me between the wonderful members on both ends. The man took out his cock, made me clean the pre-cum and then made me lick his balls. They were very nice and heavy, full of cum which I was excited about swallowing to make Cuntress proud of her boi.
I then felt another cock, different from the first one since this one was uncut. How many people did Cuntress invite over?!?! He slipped in and I started working himl, making sure he gave me as much juice as possible which would mean I was doing a good job. The two men took turns and used my mouth while Cuntress was ramming my cunt with passion and energy.
After a good 20 minutes of hard pounding, Cuntress stopped and the men moved away. I felt the bed shake and then hands on my ass. She pulled off the headphones.
-Are you ready to become a real fag, sissy? She said standing in front of me.
-Yes, I said, I was born ready Cuntress. Please make me a fag!
- Beg for it sissy, say that you want them to use you until they are ready to fill your whore mouth with their filthy cum, she said.
- Please Sirs, please fill me up with your big cocks and fuck me like the slut I am until you are ready to feed me your alpha seed! I yelled with conviction.
- You see guys, I told you she was a cock whore!
- She sure is, said one.
- What a fucking little bitch, said the other which was behind me. I'm going to destroy her pussy!
- Go ahead, she said, pop her sissy cherry.