Carlos took Chrissie into what looked like a bathroom with a drain in the middle of the floor and a shallow bathtub, and even a shower hose.  There was also a sink, but she realized there was no toilet and this wasn’t meant to be used as a bathroom, but simply to be easy to clean up.  “In the tub?”she asked.

“If you would please.”

Chrissie climbed into the bathtub.  “Um, I’m still a little sore from the enema.”

“Don’t worry, it will not affect the results.” Carlos then set about securing Chrissie so tightly that she couldn’t move her butt in any direction more than maybe a quarter of an inch.

Chrissie didn’t say anything but in her mind she was more worried about the pain than affecting the results.

Carlos put on a pair of rubber gloves.  He scooped a generous dollop of some green gel out of its container and scraped it off onto a plastic saucer.  After the container was put away, he began rubbing Chrissie’s pucker with the gel.  It was cool and soothing and within moments the pain she had leftover from the enema was gone.  She didn’t even wince when Carlos interested first one, then two fingers into her anus.

“Candy said desensitizing lube was bad for anal stuff.”

“Oh, it can be quite risky, but I am quite sure that you are feeling every bit of this.”

Chrissie nodded.  She was definitely feeling it, her soft cock straining in vain against the inner cone of her chastity cage.  She let out a soft moan when Carlos withdrew his paw.

Carlos commented, “You have a nice initial gape.  I expect you could take the vast majority of men without much difficulty.  You said you were a virgin in the safe room.  How long have you been having anal sex?”

“I haven’t yet.  Just toys.”

“All of this with just toys?  Impressive.  You must have some big toys.  Either that or you were born to take it up the butt.”

Chrissie blushed and replied, “My biggest toy isn’t half as wide as Blake, but…”She paused.  Why was she telling him this?  No one knew about it.  She timidly looked down.

“But what?”Carlos prompted her.

“I usually wear it when I’m looking at porn.”

“And you spend a lot of time looking at porn?”

Chrissie whimpered and admitted, “Yes.  It felt so good to have it in me while I edged myself, but as soon as I came I wanted it out.”

“A submissive doesn’t get that luxury.  If you cum while being fucked, your dominant will probably keep fucking you.  It can be really intense and probably the closest anal sex will let you get to knowing how a woman feels from vaginal sex without going through the transition all the way.”

“Blake doesn’t want me to do that.  Candy said she doesn’t either.  Blake gets her pussy and my ass.”

“And her ass too, it would seem.”

Chrissie blushed.  She kept telling herself to shut up over and over, but somehow she just kept blabbing.  “I liked seeing his cum leaking out of her ass.  Is that okay?”

“Not just okay.  That is expected.  Did he have you suck it out, or maybe even just lick it up?”

Chrissie bit her lip to try to keep herself from answering.  It didn’t work and she squeaked out, “He had me lick his cum from her ass and pussy both.  It was really good and made me want to cum so bad.  Just like right now…”Chrissie paused.  That wasn’t right.  She didn’t want to cum.  Her cock ached for release and her balls felt so full they hurt, but she didn’t want to cum without Blake or Candy there.  “Well, I would want that if my masters were here.”

Carlos nodded and smiled.  “That is much better.  Always remember that any pleasure you get is for the enjoyment of your masters.  Now, I believe that we have delayed long enough.”

Chrissie nodded at the advice then asked, “Delayed?”

“Your sphincter is now totally relaxed.  It is impossible for you to clench or even close that nice gape my two fingers caused.  You will, of course, still have the full sensation of everything happening.”

Chrissie squealed in shock and slight panic.  “For how long?”

“Two or three days.”

“No!  Oh, Goddess!  I’ll make a mess all the time.  I’ll have to wear diapers at school.  Why did Blake do this to me before graduation?” Chrissie started to sob.

Carlos had seen this reaction countless times.  “Calm yourself.  You will not make a mess.  Will you listen to me, please?”

Chrissie felt betrayed.  Surely Blake wouldn’t have wanted to hurt her like this?  No, she must be overreacting.  She nodded but the tears didn’t stop.

Carlos calmly explained, “You were shown your sister’s chastity shield and 24-hour locking butt plug for a reason.  You now have your chastity cage and when we are done measuring you will be fitted with the first of your 24-hour locking butt plugs.  Each additional one will be larger than the one before, to help prepare for your master.  They will release each morning and you will clean up and clean out just as you did at home.  Then you will plug yourself up with either the same plug or the next largest one and you will remain plugged all day.  You will not make a mess in public as you fear.”

Chrissie sobbed one last time and looked up.  “Fuck, that is so hot.  I am so sorry.  I trust Blake.  I was just afraid.  He and my sister like to see me blush.  I am sure they want to do a lot of humiliation play with me.”

“One would expect so.  You, in particular, have a rather delicious blush response.  But remember, there is a difference between playful humiliation and crushing humiliation.  We do not condone the latter except for the rare cases when the submissive truly wants such a thing.”

“How do you know what a submissive truly wants?  I don’t even know what I want.”

“Oh, but you do.  And you have been so good at telling me.  Not that you had a choice, mind you.”

“What do you mean?”

“The safe room has military grade interrogation gasses mixed in.  Not strong, but enough that we can be sure a submissive is giving honest answers.  Those of us who do the interviews are given counter agents before we go in.  Afterwards, we can then help a master by letting them know what their submissive truly desires as the effects take a while to wear off.”

“I want to please my masters.”

“They are truly lucky to have you.  Now, it is time for the measuring cone.  I would tell you to relax, but as I said, you are relaxed more than you could ever consciously make yourself be.”

Chrissie blushed.  “Thank you, Carlos.  I hope you let me give you some pleasure as a thanks for how kind you have been.”

“You will relieve my aching bladder soon enough.  Beyond that, my pleasure comes from getting to do things similar to those I am doing with you so as to help submissives and dominants fulfill their desires.”

Chrissie blushed.  “This one can hardly wait to drink from you.” 

“Oral is after anal,”Carlos replied, smirking at the double meaning.

“Eeee!”Chrissie grinned.  “Blake made my sister do ass-to-mouth.  It was hot.”

“I am certain it was.  I always feel honored when my master lets me suck his treasured penis after it has been in my ass.” Carlos picked up a device that somewhat looked like a mechanical fucking machine and attached it to the bathtub behind Chrissie.  He then fitted it with a white rubber conical dildo that looked more like a miniature road cone than a sex toy.  

Chrissie looked over her shoulder at the setup, focusing primarily on the cone.  The tip was no thicker than the bunny’s thumb, but the base was wider than her head.  “Do people ever take the whole thing?”

Carlos smiled, amused at the question no matter how often he heard it.  “I have never seen it happen, though I have been told that it has.”

“Wow.  So what should I do?”

“Look forward and enjoy the sensations.  I am sure your master will enjoy watching the video of this procedure when we are done.”

Chrissie bit her lip and blushed.  That reaction was quickly replaced by an open-mouthed gasp as the lubricated cone entered her specially greased ass.  It stopped at a diameter of 1 inch, then backed back out.  Then it entered again, going deeper so as to increase the diameter by half an inch, then back out.  The machine continued in this pattern, mechanically slow-motion fucking the bunny open wider and wider.  

Due to the shape and angle of entry it wasn’t even hitting Chrissie’s prostate but it still felt incredible to her.  The wider it stretched her ass, the more her cock tingled.  Then, without warning, she felt her insides tighten and the muscles spasming as jet after jet of her semen shot up into the chastity cone and made its way down to the ring to drip on the back of her balls and then into the tub.

The machine, of course, did not stop as it went deeper in then slowly backed out, not even letting Chrissie relax from cumming.  In fact, its continued slow movement in and out of her ass caused a second, weaker series of jets to shoot up her cock when it was back to opening her wide again.  After that, it was just periods of intense pleasure when she was stretched open mixed with equally long periods of frustration as the cone wasn’t even touching the sides of her gaping hole at the smaller diameters.

Then, finally, during one of the inserting cycles, while Chrissie was enjoying so much that she thought she might cum again, the machine clicked three times and stopped moving.  “So…close.  So…please, just a bit wider.”

“You are at your current absolute limit.  Any wider and you will tear.”

Chrissie panted, imagining what she looked like back there.  It was such a lewd thought, further imagining the machine pulling out and her ass staying stretched all the way.  Suddenly she whimpered and ejacualted a third time, though this time it was mostly prostate fluid and very little semen.  She wasn’t trained to cum buckets every time like Blake was.

“Can I take Blake?”

“If you could relax enough without this cream, yes.  However, you would bleed, but at least you would not be harmed.  I believe we can have you further stretched in about a week.”Carlos took several pictures and forwarded them to Blake, in addition to the video that had been made.  

Blake sent back additional instructions, which Carlos agreed to implement.  He sent a text to one of his coworkers and then waited, watching the bunny’s cum continue to slowly leak out of the hole in the ring around his balls.  The door opened, which caused Chrissie to squeak in embarrassment.  A male goat handed Carlos a harness and a massive buttplug.  The goat paused to look at the bunny then back at the dildo.  He raised his eyes in surprise at how wide the bunny was opened up but said nothing as he left the room.

Carlos showed Chrissie the harness first, explaining that one lock kept the harness from being removed.  That could stay on as long as her Master wished.  The second lock disengaged the strap that held the buttplug in place, keeping it from going too far in and getting swallowed by the bunny’s butt, but also preventing it from being removed.  The second lock automatically unlocks after 24 hours of continual use from when it was last locked, but it could also automatically unlock at any number of times during the day, as well as be remotely unlocked by anyone with control of it.

Carlos then showed Chrissie the plug and how to thread it though the part of the harness that kept it in place.  

She gasped and exclaimed, “I can’t take that, it is huge!”

“You are open that wide right this minute.  After 24 hours with this in you, your body might even accept the next larger one.”

“How do I change them without, you know, the hole shrinking?”

“After enough time in one of these you will stay gaping open for a short time.  Do your business quickly, clean out, and get the new plug back in.  I can clean out and have a new one in place in 10 minutes, though I sometimes delay a little to enjoy my enema longer.  Sometimes my master punishes me for that, sometimes not.  Either way, I love it.” Carlos smiled then put the harness on Chrissie, adjusted it, and locked it in place.

“That is tight,”Chrissie said, not sure how she would feel after wearing it for a few hours, let alone day and night for however long Blake wished.

“Yes it is.  You will get used to it in time.” Carlos flipped a switch on the machine and the cone slowly withdrew from Chrissie’s anus.  By the time it was out of the way and he could unhook the machine Chriss was needing to pee quite badly, but she decided to wait to ask about it until they were done with the plug.

Carlos lubed up the huge plug and pressed the tip into Chrissie’s gaping ass.  It went in easily at first, but quickly became quite intense at about the halfway mark, even though it had only gotten slightly thicker.  The base yet to come was thicker still, and by the time Carlos locked it in place, Chrissie was whimpering in pain.

Carlos explained, “It has to hurt a little to stretch you.  Think of it like when you are sore the day after pushing yourself in PE, except that it happens a little faster with stretching than it does with building muscles after strength training.  Though I could see where you might be less experienced with that.”