CHAPTER 33

One more night to get through. Then finally she would get to fuck for real the next day. She couldn't wait. The thought of having to have anal sex too worried her, but she had reached the point where she thought she could endure anything for some orgasmic relief.

First, she had to tackle the butt plug from hell. The final one. Long tapered rubber that looked to be two and a half inches at its widest point. Even the neck looked to be bigger than her first butt plug by itself. The purple color made it look like a toy, but she couldn't imagine having it up her ass. She cringed. She also remembered that she needed to try to be quieter. Daddy interrupting his princess reaming out her asshole didn't seem like a good confrontation to her.

She got out the lube and put a thick coat between her butt cheeks and worked in plenty with her fingers. She worked two fingers into her asshole as deep as they would go and spread her ass as wide as she could. She had grown accustomed to ass play through the week and it felt good. She covered the whole plug with lots of extra gobs of lube. She reached behind and started to insert it. It slid in easily until she could tell her ass had opened by a couple of inches. One more push and she felt the first painful twinges. She kept up the pressure and got the widest part right at her sphincter ring. She didn't think she could do it, but she didn't want to back it out and have to start over.

She pressed some more and whimpered as it finally crossed the magic point and slide the rest of the way in. The base came to rest feeling like a tree trunk holding her asshole wide open. She got used to the feeling and looked back at the camera. He would be doing this to her tomorrow night. Taking her anal virginity for real and sticking that huge thick dick of his in her tender spot.

She bent over with her ass in the air facing the clock camera and her face resting on the mattress. She clenched her ass and started rubbing her clit. Her hips ground downward with each clench. Everything felt so good. She slid a finger inside her pussy. Feeling the plug through the skin of her vagina made it weirdly erotic.

She hadn't planned on finishing her masturbation task yet, but as horny as she felt in the moment, she knew it wouldn't take much longer. She got up to set up her phone and start the recording. She decided to put it right by her face and just focused there. He already had plenty of the pussy view of the action for the camera. She got back into position and started over.

Her swollen clit sent shocks through her body. "Mr. Michaels, Master, this has been the hardest week. You have turned me into a total slut. All I can think about is sex and sucking your dick and fucking that sweet cock of yours sir. I'm trying to be a good girl for you," she scrunched up face as she said this and felt a wave of pleasure course through her body. "You have to make me cum so hard tomorrow sir, I'm begging you. My ass is trained now and I'll take your dick all the way in my ass for you. Just please please fuck me and make me cum. Otherwise I may drown you with my pussy juice." As she said that she pushed two figures deep into her pussy and rubbed her clit hard.

"I can't take much more of this. It is total torture sir." She pulled her figures out and focused just on her clit. Her hand became blur going back and forth over it. She rubbed so hard a giant wave of orgasm rose in her. Her hips were grinding and twitching. She made a show of pulling her hands away and putting them over her head. She whimpered and cried as her pussy dry humped air looking for anything to touch her. She took in a giant gulp of air and breathed in and out in ragged breaths.

"Aaahhhhhaahhahh," she moaned and closed her eyes while she concentrated on making sure she did not allow her body to release. A spasm rocked her. She knew at that moment that one more touch and she wouldn't have been able to stop. The orgasm would have taken her. It took three or four minutes before she got fully back in control and her hips stopped moving. She looked right at the camera and said in a low sultry voice, "I'm ready Master. I am ready for you." She smiled at the camera and blew a kiss to the intended recipient.

She turned over and sat on the bed leaving the butt plug in for now. Sitting on it pushed it even deeper and she grunted. It filled her midsection. She watched the video, enjoying that view of herself, and then sent it. She wanted to save this one, but remembered that his orders had been explicit. Delete everything as soon as she sent it. With reluctance, she deleted the sexy video. She looked like a compete slut. A sex crazed maniac. She felt transformed.

Pulling the plug out proved as hard as putting it in. It took a couple of tries and she gritted her teeth each time it popped back in. It didn't feel horrible once she got used to it, but when she did finally get it out, it felt like a truck could go through her backside. She went to the bathroom and cleaned up. Her butthole still loose and stretched as she crawled into bed.

"What a week," she sighed. She had completed her assignment and her punishment and blown two boys. Most importantly, she thought she had done a good job and felt confident Mr. Michaels would be pleased. She dropped off to sleep with a smile on her face.