Anal Fixation
The day of my tenth session with Mister Anderson was completely ordinary.
I got up, ate my breakfast of plain oats with the protein shake from my special bottle Willa had got me (it has a nozzle like the head of a cock!), and went to the gym for early yoga.
After yoga, I went to the bathroom and sucked a pair of cocks. I would have done more but I needed to go to work. Willa did come out and feed me a load she'd sucked right before I had to leave, she is so nice.
At work, Mister Haffner brought by two of his guys and I sucked off all three of them. Well, two, since Mister Haffner still likes to fuck my face. I had a lunch of more shake from my bottle, got all my work done early, and spent a few hours watching some videos and grinding my cage against my panties.
I was up to being able to walk in five inch heels, my corset training was going so well, and I loved my new tight butt! I was still working up the courage to wear a skirt to work, but I'd already started wearing a blouse. I just really wanted to show off my legs and the stockings that covered them.
After that Mister Haffner and another of his guys came by, and once I'd made them cum it was time to go lick Mrs Brown's pussy. I didn't even go home, just went right to the gym for pole class. I really wanted to fit in some time in room 4 before my appointment, but another slut was in there. He looked so surprised and cute, green eyes framed by curly brown hair, but I told him not to worry. He looked so embarrassed with that cock in his mouth, but I couldn't understand why. It was a big cock, it's hard to take one of those for a newbie.
I waved at Rebecca who was helping a nice young woman pick out a crystal necklace, and she waved back. The customer looked confused at me, and I understood. I was wearing my pole dancing clothes, all tight and pink with knee length boots and the word juicy across my ass. I didn't look like someone who needed Mister Anderson's hypnosis to be happy.
Mister Anderson was waiting, a broad smile on his face. "Welcome back," he said, "how are you feeling?"
"Great," I exclaimed, but then cocked my head. I needed to be honest with Mister Anderson. "Well, not perfect," I admitted. "I still feel, well, unfulfilled. Messy, I guess."
He nodded. "I thought as much. You've made a lot of changes in a short time, so there's certainly things you need to let go off. How about your work?"
I shrugged. "Well, Mister Haffner is bringing by some nice cocks to suck, including Henry, who's almost as big as you. But I guess otherwise I sort of feel unfulfilled."
He nodded, as if it made perfect sense. "But you like your time at the gym?"
I nodded eagerly.
"Good, good," he said. "There's a special sort of exercise I expect you will be a natural at. It's related to that unfilled, well, unfulfilled feeling you're complaining about. Everything will be waiting for you at home."
I nodded again, smiling.
"Now, let's begin," he said, and stood, removing his massive cock from his slacks. My eyes followed it as it swung back and forth, and my vision grew unfocused. I started to wish I could remember sucking his cock more clearly, but whatever Mister Anderson wants is what's right.
I snapped out of it with his cum drying on my chin and my jaw aching.
"Good, now, there are some new videos you will need to watch as well," he explained. "Put in your notice at work and clear your desk tomorrow. It's over the weekend but Mrs Brown will have someone waiting there to help you."
I nodded, and left without bothering to wipe up my face. As I walked out I saw a young man staring at me, and nearly drop the geode he'd been holding. I could hear Rebecca scolding him on the way out.
I found the package waiting for me at home, but not on the front door.
The package was inside, along with Willa. She was wearing a pink crop top and white booty shorts, and exploded into a hug as I entered.
"Oh, it's so good you're taking this step!" She cried as she embraced me.
She revealed the plain brown paper package, unopened. "You have to be the one to open it," she said seriously, with the most serious expression I'd ever seen on her.
I did. Inside was a tube of clear lube and a metal butt plug, the flared base covered in odd runes. But the symbol at the bottom reminded me of the one in Rebecca's altar, the one besides the venus and Mars symbols. Despite not knowing a single marking on it I knew it belonged to me, just as I had known the cage belonged to me.
Willa clapped. "Oh, perfect! It means you're like me! I knew we would become sissy sisters!"
Willa guided me by the hand to the bathroom, where she had a red bag and a long white tube set up. "This is an enema," she explained brightly, "you can do a little play without one, especially since your diet is better now. But for obvious reasons its always better to clean yourself out, I'll show you how."
Willa took the bag and showed me how to fill it, chattering as she did so. "Now, you can use all kinds of other stuff to change the sensation of the enema," she went in as the bag filled. "But normally you'll be just using body temperature water. Definitely not too hot, and too cold can be almost as dangerous."
She shot a little water into the bathtub, then fed the nozzle into her butt. I was entranced, her ass was pert and perfect, and it was so weird to see the bag slowly empty as she went into downward facing dog to give the water the easiest route down.
She danced around for a minute, "once you're feeling full, it's good to move a bit. You know, really get it going."
Then she expelled the waste. There was less brown in it than I expected, and I told her that "like I said, the diet and the shakes make us pretty clean anyway," she said brightly. "Now, it's your turn!"
I found at once the feeling of being filled up completely strange, but somehow perfect. I danced around a bit as Willa encouraged me, and then we both went again.
Once we were both completely clean, Willa took me to the main room and set my plug on the table. Next to it she placed her own plug.
"Now, once this goes in, you're going to keep it in almost full time," she said, pointing a finger in my face. "Not because it feels good, though it does. Because it's a sign from Master Anderson that we're his sissies, ok?"
She finished earnestly.
I nodded, bobbing my head, without a single conscious idea what any of that meant.
The metal plug didn't go in easy, and I endured several comments from Willa about being a tight ass. But after a few of my fingers and a few of hers, not to mention a lot of lube, I felt the plug slip past my inner ring of muscle and my asshole closed around the narrow tube.
Willa laughed, pulled a bit on the base, then spanked my ass. "You look perfect babe!"
Then I helped her, but I got the feeling that she didn't need the help and was humoring me. That was fine, I loved playing with her ass.
Once we were both in, Willa sat us on the couch, legs crossed. I got out a couple of my toys and found Willa had brought a two foot long double ended dildo. She clicked on the TV and we began to watch as we mindlessly practiced our blowjobs.
These videos were different, I realized at once. Before it had been more mainstream porn, now it was unmistakably amateur. Relatively well lit and well shot, but still amateur.
Also, rather than a man and a woman, or multiple men and a woman, or multiple women, or multiple of each, this time the girl getting fucked by a big black cock had a chastity cage swinging between her thighs that looked very much like the ones me and Willa had.
It took til the third video, where two guys were taking turns on a blonde bimbo with a fat ass and the tiniest cage I'd ever seen til I realized it.
"Hey, that's our pole teacher, Marcia Robinson," I said, taking my dildo out of my mouth with a pop.
"Mhmmhmmm," Willa said, clearly not thinking a confirmation required her to stop her task.
The next few videos proved it. The guys I started to recognize from the gym, and even when cis girls started to appear, I recognized them too.
When Willa's video appeared, we were both barely watching, each of us with a good eight inches of dildo down our throats as we worked on that double ended one Willa brought.
I pushed my mouth off the toy. "Wow, is that you?" I asked
On screen Willa, a little flatter in chest and ass than the sissy in front of me, was waltzing into a principal's office. She wore a school uniform that would have immediately given any catholic nun a heart attack, and bounced along in entirely impractical high heels. The camera was set in an upper corner of the room, unmoving, giving the video the air of a security tape.
After a short exchange between her and the older, balding man behind the desk, she got on her knees. He fished out a cock that was entirely unimpressive but Willa cooed and gasped over it like the professional slut she is.
I looked around the set and was impressed. I'd only ever been in a single principal's office in my life, and it had nailed the look down to the last detail. It wasn't until Willa had got on the old man's lap and he started to spank her that I realized why it seemed so familiar. It was the office of the local high school principal, and the old man...
"Wait a second," I said. "That is the real Principal Edwards!"
"Yup!" Willa said, removing the dildo with a pop. "Not a great cock, and not a real strong arm, but it was plenty kinky. He called me by the name of the current valedictorian, did you catch that?" She giggled.
I licked my lips. On screen Willa was begging the principal for something, then she rose and sat on his cock. After only a minute of bouncing on the old man's lap, he let out a sound half grunt and half yell. Video Willa immediately stood, turned and took the still jerking cock in her mouth.
I should have expected the next video, but it blew me away.
It was another tape, only this one of the locker rooms at the gym. As I watched, a very familiar sissy walked up to three handsome hunks, flashed her cage, and got on her knees.
