Assignments for the 29th & 30th of September 2011

Synopsis:
Here is my 4th and 5th days of anal training from last week, also with a special assignment from my Miss since i was away.

Assignment:
Waking up Thursday in the morning i would prepare myself as i would a normal start to my weekdays, except at an earlier time. Slipping from my bed i immediately went to my kneel at the base of my bed so i could pray and think of my Miss. i thought of the next few days and the tasks i had in mind. How to accomplish them, and visualizing every single step of it. Once done the rest of my preparations went as per my normal routine. In the washroom i got my catheter emptied and cleaned. i got through my shower, followed with my beginning of the day enema. i then got my catheter and bag both back onto me as did i slip my giant black butt plug back into my more trained anal canal. After the washroom i had a small breakfast of yogurt and cereal, then got dressed in a black skirt, with a white blouse and a tan cardigan. Underneath i wore a white pushup bra. i then packed up my small suitcase for my 2 days away to perform some training for my work, making sure to have both casual, and work friendly clothes. i also made sure pack up a few toys and the candles so i did not lose out on any days of training for my Miss.
i did not have long to do more at my house before i had to leave for the ferry terminal. The ride took a while, and at the terminal i had to wait to board. i waited about 30 minutes, which i spend just in my car listening to music in line. i eventually was able to drive my car on board the ferry and park it. After parking, i got out to roam around and to make my first visit to the washroom. i knew here i could not strip and perform naked, but i did get to sit and empty out the contents of my catheter bag. i did notice that the washroom was fairly busy as people came in and out with frequency. After my catheter was emptied fully i closed the nozzle and stood up, my hand reached back and i took the time now to perform my first tribute. Grabbing the plug's end i began to pull it back and thrust it back in, pumping my butt with the wedge like toy. My free hand reached to my mouth and cover it to help in trying to muffle any and all sounds that could come from me. i worked this for approximately 5 minutes, and when i confirmed that the time passed i stopped pumping the toy, and let it slide in to nest in my butt again. i did feel some shame doing this in a public washroom instead of my usual "office" but i did keep in mind how this would make my Miss happy, which is the biggest reason for each tribute i perform.
After straightening up i left the washroom to find a nice spot to sit so i could enjoy my book, and listen to music from my i-pod for the duration of the ferry ride. At the end of the journey i did get back to my car and drive off of the ferry. With my GPS guiding me, i made it from the terminal to my hotel so i could check in. i was very impressed with the hotel room as my manager got me a very nice room. Once inside the first thing i did was to close the curtains and to strip off all my clothes. Even though i was not home, this hotel room is for the time being. With that said i did want to keep with my promise to be naked for my Miss when i was at home. The second thing i did was to go empty my catheter bag into my room's washroom. The washroom was very spacious as i noted while emptying the catheter bag through the nozzle. i did stand up and release it this time around as i wanted to give some variance. The third thing i did in my room before work was to give myself another tribute, this time a proper one while naked and on my knees. With my catheter empty i went onto my hands and knees, then slowly lowered my chest to the floor. Reaching back i slid the plug out with my right hand, dropping it to the side. Then pressing my fingers of my right hand into my mouth i slobbered all over them. As my hands switched, my right hand reached back to rub my saliva to my gaped canal. i repeated this with my hands witching a few more times before i stopped to spit on my my hands more like a dirty slut. Now ready, my hands both reached back, slipping my 8 fingers, with my thumbs into my butt. i knew i could take it, i pressed all 8 tips into my butt. Slowly i pushed them all inward until i had a good portion of them all inserted. i began to roll my fingers in and out slowly, stopping to occasionally use the 8 fingers to pull my butt more open. i could feel my muscles stretching more, as they have spend this whole week in constant use. i kept alternating from the pumping to the just stretching constantly changing from one to the other. The pacing i kept at an increasing pace. i did lose track of time, saying to myself i was only going to go for 10 minutes, but instead making it closer to 30 minutes. As the time and i ended, i cleaned up and went to the bed to rest up.
Work itself was not as interesting as i thought, as this first day was used to straighten up paperwork and files. Also to create and/ or organize training information. There wasn't even any one else there in the office area of the facility i was at except for me and my training manager. Seems the last person responsible had left them a short while ago and a lot of things had backed up or had gotten disorganized. i'm sad to report that i was not able to do very much as i was working hard with the paperwork with my manager in close quarters. i did manage to use the washroom to empty the catheter bag but no real tributes at work.
Back at the hotel afterwards though i was fortunate enough to have enough energy to perform one final task before going to bed, as i did have to be up early to perform a training class. After stripping, i went to my suitcase to  get out my box of candles. With it open, much like the other days, i took out 4 candles then got onto the bed on all fours. i reached back to remove the plug so i could begin with the first 2 candles slipping to my gaping hole. then one by one i slipped them into myself, going slower as i got to the 8th candle. By the 10th candles i waited for a few minutes so my butt could adjust. Then i slipped in an 11th candles and gave it a few more minutes after that. i breathed much harder, but my mind was made up, i wanted to put one more in. With the 12th one in hand i slipped the tip in, and gave one deep breathe. Between all the other candles that 12th one sank into me, stretching me one candle wider than yesterday. i groaned, but kept strong. i rolled to my back with my legs folded. My one hand held the candles by their ends' so they would not fall out of me. i sat there counting the minutes, until about 20 minutes passed and i could not take it anymore. i had to stop and slide them out, only to replace the candles with the plug and pass out on the bed for the night.


Even with being away from home, i was able to start my Friday very much the same as every other day this week. i went through my usual cleaning, in the same order as yesterday. From there i went on to getting ready for work, dressing up in a nice brown sweater, and boots with my brown, white and tan skirt. Underneath i once again wore another pushup bra, this time being my black one. i left work a bit early so i could stop at a close Tim Horton's to but a bagel and coffee to have for breakfast. This was probably the biggest change to my routine all week, which was all attributed to not being at my home.
At work i walked in and was greeted by my training manager who showed me to the training room. She informed me that she had to keep working with files, and that the class was all mine, which is what i was used to. i began to setup the room, making sure the projector and the programs were all setup. Then making sure i had enough paperwork and copies made. This entire time i felt very apprehensive. i was a bit nervous, yet a bit excited. People were going to be flowing into the room soon to begin the class. i knew the excitement was from the fact my busy Mistress still had time to assign me a small task to do for the 2 days i was away. i decided on Friday to perform this task as it was to be done in the classroom setting. Slowly people filled the room, until the 10 scheduled people were all in and ready for the class to begin. Getting them to all fill in their paperwork ten make name cards, i did take the time to survey each of them. My Miss wanted me to single out one member of the class. Of the 10, there were 8 males and 2 females. i pinpointed my selection down to 2 people. One was a white male who was approximately 35 who was dressed nice since it was for a training course. He had brown eyes and hair, and seemed like he was in rather good shape. The other one being one of the females who was about 5'8" and was also in her mid 30's. She was a very curvy female with wavy black dyed hair and blue eyes. She also possessed a huge chest, which right away caught my eye. i was rather jealous of her endowment. i could not make my decision just yet, as i thought i would let the time flow by and by the afternoon i would decide which one of the 2 i would single out. Then once chosen phase 2 of my tasks would be underway.
The rest of my morning revolved around me giving a history lesson, then a few lessons on their jobs and functions. Between a few of the sections i did give out minor tests for them to accomplish, and while they worked on them i surveyed the 2 prospected ones in the class and let my mind wander from one to the other. Lunch would come right at 12:00 noon, with my training manager comingt into the training room between sections, bringing in a giant sandwich platter for all of us to enjoy. We all ate enjoying the short diversion from the class. i tried to keep talking to the class, and tried to be as engaging as possible. As i finished enough mini-sandwiches, i did drink more water and then make my way to the washroom. While there i took the time to empty my catheter bag which was all full by now. Then i slipped on my we-vibe, pressing the 2 ends to my g-spot and my clitoris, setting it on level 2.
Back in class i let my mind and body choose out the one, which ended up being the female with the enormous chest. From this point on every time i looked at her i let my mind wander with fantasies. i fantasized everyone leaving the class except for her, then going to her and tearing off her top and kissing her hard. i dreamed that i through her to my desk top and just used my mouth and hands to assault her pussy and butt. Then with another fantasy i imagined she met me outside of the building and grabbed me, ripping my clothes from me and tossing me into the mud. Then straddling my face and forcing me to eat her out. Using her weight and much larger body than mine to pin me and smother me. Preventing me from breathing until i brought her off. This fantasy actually kept continuing as my mind let it flow. i imagined her dragging me around my the hair and tossing me against a wall, forcing her fingers into both my pussy and butt, and fist fucking me until i screamed loudly so my voice carried across the entire block. She would keep fisting me until i dropped covered in sweat and filled with exhaustion. Then leaving me there in a heap so anyone who came by after could use me like a rag doll. Each time i looked at her i let my mind think of more dirty things, and create more animal like  fantasies.
Nearing the end of the day i performed the last test and just awaited for them all to finish up so i could mark it. My we-vibe was still going strong as the last portion of class after lunch was actually 2 hours. My mind came up with another fantasy with this female. i imagined her following me to my hotel room and following me in. Then pushing me to the ground she would undo her skirt and take my own ejaculating strap on dildo and harness and slip them on. Then i imagined her taking me in all three of my holes, starting with my mouth, then moving to my pussy and ending with my ass. Taking each orifice with every bit of might. i could really picture her as being very strong, and able to toss me about with much ease. Then as my final part of this fantasy, before she came in me with the dildo, my mind imagined the male who was runner-up to being singled out come in and help this female as they both took me, sandwiching me. Both of them reaming  my butt and pussy with no remorse. Using me in aggressive animal sex. Eventually they would both cum inside of me, ending my fantasy which was also the end of my day as she would finally leave with the rest of the class.
After finishing the paperwork and filing it i would make my way back to the hotel for the night, wanting to get back ASAP so i could perform the next half of the task for my Miss. Back in my room and stripped of all clothes i made my text message to "K" my tranny friend, and then got out my wand. With the wand end pressed to my clit i began to work the butt plug that was wedged to my butt. Feeling the pleasure from the toys i let my mind go over each and every one of the fantasies i had earlier. From me taking her, to her taking me in the mud. To her using me with the strap on in every one of my fuck holes, to her and that male using me in my butt and pussy. i kept rolling through each detail of each fantasy, then to another one. i did not worry about time, but kept on fantasizing and holding back my orgasm. While cycling through my fantasies i did receive the text from "K" signalling me to cum, which i did explode out in a huge orgasm. Chomping down on my pillow, i used it to muffle the sounds from my mouth as i screamed into my orgasm.
i received a 2nd message from "K" directly after the first one, which i had time to read once i was finished coming down from my orgasm. She actually asked me to stay on Vancouver Island where i was training, and asked me to get her at the ferry terminal. Seemed she was thinking we should spend a day and night here since i was already here. i did agree and confirm with her before making calls to my manager to inform her i was going to switch my ticket for my return. With this excitement, and with my Miss okay to cum all i wish after i got the okay for my first orgasm from "K" i went to town on laying with myself for the rest of the night.
The first item of business was to use the candles again, and much like yesterday i got the first 4-8 inside of me with ease and decent speed. Then the 9th and 10th ones i inserted slowly and with much caution. With at least 5 minutes between each now i made sure to get the 11th and 12th in to push my butt to the same openness as yesterday. i was breathing very deeply, and i kept my mind wandering over fantasies of that girl,and the guy, and even now "K" being with them. All while my Miss being there and telling them all to destroy me. i did get the 13th candle into myself and holding them all inside of me. This time though with permission to cum, i used my free hand to pick up my hitachi wand again and use it to my clit. i did not need much more than 10 minutes before i exploded into my second orgasm, and while i exploded i did release the ends of the candles, letting the orgasm jettison the 13 of them from my butt like a cannon. As i screamed and candles shot free from my butt, i exploded in a huge screaming orgasm that sent my body shaking from side to side.
i still had one more in me, and without even coming down from the orgasm, i used the want at the highest setting on my clit, and used my free hand down to shove my clenched fist into my gaping butt. i began to aggressively fist fuck my butt, not even increasing in pace but moving directly to a high paced fist. i groaned and squealed wildly with the pillow muffling my sounds.i kept holding back my orgasm wanting it to be my largest orgasm today, resisting every urge to release early. My body was by now soaked in sweat, and my body was aching from the spasms, but i kept strong in holding back. Then just as suddenly i could not resist anymore and my body went into my orgasm, shuddering and exploding into my hugest orgasm. Seeing nothing but stars as my orgasm peaked then went well over. By the time i did come down, i managed to get the big black plug back into myself before my eyes closed with my body devoid of all energy. i fell asleep with a huge smile, feeling release at last, and knowing i have more pleasure coming for my Saturday.