Rachael's Training Journal 2007

Ms. Robin has informed me that my priority for the new year is to find her a lover that will move into her home and bedroom. She has become unhappy with her current lovers as they are not available at the very moment that she desires them. Ms. Robin has given me the basics of what she is looking for. First, the lover can be either a submissive male, female, or couple. The person (or couple) must be submissive to Ms. Robin and fully accept that I will continue to live in her home. The male must have a minimum of a 6.5" cock and have the stamina to last a minimum of 20 minutes at full lovemaking mode. This male submissive will not be feminized as Ms. Robin wants a real man as her lover. The higher the pain tolerance is the better. For those submissives that love to have sex as part of their BDSM scene this may be an ideal situation for you. Ms. Robin has an extremely high sex drive and will expect her lover to be able to keep up with her even if it means performing 6 or 7 days a week.

This person (or couple) will not only have the joy of satisfying Ms. Robin but upon moving into the house will gain a position above me. This person (or couple) will follow the instructions of Ms. Robin in relation to my training as a sissy maid. They will be given direction as to how to punish me for various infractions and will be expected to oversee my work and make sure that it is done to perfection. I will also be expected to provide not only sexual relief for the new person or couple (on the extremely rare occasion that Ms. Robin isn't in the mood) but will serve as a recepticle for their golden fluid just as I do for Ms. Robin right now.

Ms. Robin has informed me that I will just have to wait for my birthday present. When my birthday came up just after the first of the year both Ms. Robin and myself had the flu. While I recovered enough to resume my service it has taken Ms. Robin a couple of extra days to start feeling better. I like to think that my excellent service to her has helped.

My new chastity device is being ordered within the next couple of days. It won't be long and I will be locked in a very secure steel device. There has been no mention of either ballet boots or the corset for my heel and corset training. But, I am sure that they have not been forgotten. Ms. Robin talks about how someday she hopes that I will be able to wear ballet boots 23 hours a day. She even laughs about how when this happens I will probably need a pair of 6-inch heeled sandals just so I can stand without pain for the 15 minutes of shower time that I have each day.

WEEK 2

Have been very busy of late with my duties as a sissy maid for Ms. Robin but I thought you would appreciate an entry about the wonderful experience that I had recently. Ms. Robin invited over a man who likes to cross-dress and is interested in the sissy maid lifestyle. When he started trying on some lingerie that Ms. Robin has available for those into that sort of thing it was obvious to both of us that this sissy had a very nice cock. Of course I wanted to drop right to my knees and take this magnificent cock into my mouth but Ms. Robin had other plans. She seduced this sissy and used him for herself. I was required to remain in a corner of the room with my eyes averted and only hear the rising passion that was going on. After he was through satisfying Ms. Robin, she had me come over and start sucking his cock as he still had not cum. For the next half hour I had that magnificent cock in my mouth until he finally released his man seed down my throat. It was wonderful!!!

Of course by this time Ms. Robin was sufficiently recovered that she was ready for round two. I was sent back to stand in the corner with my eyes averted (remember that I am not allowed to view Ms. Robin naked nor am I allowed to view any type of lovemaking or sexual activities either in person or on television or internet without receiving some type of punishment). This man quickly got hard again and proceeded to go for another half hour. Of course when I was giving him a blowjob I could feel the spikes from my chastity device biting into my little sissy clit. As I was standing in the corner I could feel my sissy clit dripping yet it was still soft. It was only during the last five minutes or so before he exploded in my mouth that I had felt the spikes at all. It seems that the training that Ms. Robin has imposed on me is working quite well as I never even wake up anymore to the pain of the spikes. It seems that my little sissy clit just stays soft all the time.

Needless to say this man wants to schedule a return visit as soon as possible. After he left Ms. Robin did advise me that she thought that I had seen her naked breast during the afternoon fun and that after she was sufficiently rested that 100 strokes would be added to my punishment. For those of you that read my blog (http://360.yahoo.com/richjod3) you know that Ms. Robin is currently looking for a submissive sex slave to join her household. I have been ordered to get people to apply for the position and I have been successful. When I find someone that I think has potential I forward their information on to Ms. Robin so that she can contact them personally. If this person does not respond to her personal note (there are so many fakes on the internet!) within two days then I receive 100 swats with a leather strap as punishment each day for up to seven days or when they respond whichever comes first. The highest amount of strokes that I have had to receive so far is 700 and boy was my ass sore.

Ms. Robin has decided to video one of these sessions for the website so be on the lookout for this video coming soon to this site. After our visitor had left, Ms. Robin reminded me that when she finds that "special" person to move in that there will be a big change in my role in the house. This new person would not only be in Ms. Robin's bed but will also be put in charge of administering my punishments. Ms. Robin explained how she would expect this person to probably be very happy to administer my punishments and while Ms. Robin would dictate what the punishments would be, this new person will, she felt sure, administer even harder punishments than what Ms. Robin does right now.

Also, this new member of the household would be put in charge of when milkings are administered and would be an extra person that I would have to provide toilet service for. Ms. Robin also informed me that because I would be dismissed to my servants room that much earlier in the evening that my TV time would be cut down to almost nothing (there can't be a TV in my room because I am not allowed to watch TV unsupervised). I was advised that my punishments would be much more frequent as now I would be punished for everything that deems a necessary punishment. Right now Ms. Robin only punishes me on average once a week (except for the strapping that are currently administered daily while the lover search is on as described above) because that is all the time that she is willing to spend on it. But when this new person is found then Ms. Robin has stated that she is going to become incredibly strict with her punishments and is going to make sure I feel the strap for every little thing that she can find. A lot of stuff that she lets go right now will be addressed on a daily basis now that she will not have to expend any energy to do it. So the future looks hard for me but such is to be expected for the life of a sissy maid like me.

WEEK 3

Valentines Day was a momentous day for me. Ms. Robin presented me with a chastity belt that she insists will be worn by me forever. After the belt was fitted I had to admit that it was comfortable if one can consider something that does not allow any erection to be comfortable. Here it is a week later and I have not had to have the belt off at all so I guess that can be taken as an indication of how comfortable it is. And so my continued path toward being a total sissy maid for Ms. Robin continues. As does Ms. Robin's search for a permanent live-in lover. Ms. Robin informed me that now that I am locked in a belt she has decided to expand her search beyond looking for a submissive male lover and that she will now also be looking for a female lover to either be in addition to the male submissive, or in place of, Ms. Robin does not care. She told me that any woman who might be interested in moving in will be assured that nothing happens with me and
that she will be turning over the key to my chastity belt to this new woman if that is what ends up happening. Whoever moves in will be put in charge of administering discipline to me as Ms. Robin wants to increase the strictness of my training without any additional effort on her part.

I am finding the new chastity belt to be extremely difficult to get used to as it is a constant reminder of my status as a sissy maid. I have found myself breaking down into tears as the realization that this device is going to be kept on me always seems to hit me hard over the head and I find myself wondering just how I am going to endure. Of course, Ms. Robin informs me that the belt is there to help me endure and that it will never shrink away from assisting me in staying chaste. She also has let me know that in a short time there are going to be little tiny spikes placed inside the cup so that there will be no flexing of my little sissy clit at all. If you would like to see what the device looks like and you can't wait for the pictures to be posted here then please go (and purchase one for yourself) to www.robospanker.com and let them know that Ms. Robin sent you. Ms. Robin found the service to be fantastic and very quick turnaround after having to send it back for alterations.

WEEK 4

It has been a little while since I have managed to find the time to write out an entry. Have been very busy with my sissy maid duties (Ms. Robin says it is never to early to start spring cleaning) and trying to get used to my new chastity belt. I have added a piece of PVC and tubing to the cup of the chastity belt because Ms. Robin quickly got tired of having to unlock the belt and supervise my trips to the bathroom. For the past week the belt has not needed to be unlocked or removed at all! Having my sissy clit confined in a 3/4 inch diameter solid tube has been incredibly difficult. It got even worse the other day when Ms. Robin had me insert the Aneros prostate milker in before going to bed. She made sure the rear strap fit snuggly in my crack and by morning there was a rather large wet spot on the sheet as apparently the Aneros had done its job and I had milked myself with absolutely no feeling or sensation being felt in my sissy clit. There was some feeling initially of the Aneros rubbing against my prostate but that feeling is one of wanting to go pee not a sexually pleasurable feeling. Ms. Robin is very pleased with the way that the new belt is working out. She is reinforcing to me constantly that this is for the best as my sissy clit is not good for anything of a sexual nature and that the chastity enables me to focus on my true calling in life which is to be a sissy maid servant, a common housekeeper.

Ms. Robin is also expecting a visit from a perspective submissive lover in a few weeks. She is very hopeful that this submissive will meet her stringent expectations for someone that can move into her bed and satisfy her sexually anytime that she desires it. Ms. Robin has told me that she has also discussed me with the perspective submissive and how I will be required to serve the new submissive as well as her if this becomes a live-in situation. My position in the household will remain at the bottom and Ms. Robin has even discussed with the perspective submissive how she would like him to take over for her in disciplining me. He will also be in control of my milking schedule. Ms. Robin also gave me a foreboding warning that there would be other changes as well but did not want to inform me of what these were going to be yet. With this development and the new chastity belt needless to say I was very agitated. I started to beg to have the belt
unlocked so that I could relieve some of my pent up sexual energy. Ms. Robin laughed at me and said that she was going to show me what happened when I asked to have the belt taken off. She then bound me to the spanking bench and beat my ass so severely that it was bleeding all the while reminding and reinforcing that chastity and servitude were all that I could expect from now on. I was expected to focus on being the best sissy maid that I could be and be happy that I am allowed the great priviledge of serving Ms. Robin.

After the discipline session was over I fell to my knees and profusely thanked Ms. Robin for the honor of serving her and promised to be the best sissy maid that she could ever wish to have. I then thanked her for
reminding me with her leather strap that being a sissy maid is what I was meant to be and that locking up my tiny sissy clit, which is useless for sexually pleasing anyone, was indeed the best thing for me. My life as a sissy maid continues. . .

WEEK 5

It has been a while since my last entry but my sissy maid training has continued even as real life issues intrude on said training. Ms Robin has been very pleased with the new chastity belt especially since I installed a 3/4 inch diameter tube in the chastity cup to keep my sissy clit in a permanently limp state. Mentally the chastity has been much harder for me than I thought it would be. With the addition of the tube I find that there is absolutely no stimulation that I receive of any kind on my sissy clit now and that is proving to be incredibly difficult to adjust to. Especially with what I just had to go through with my latest milking. Ms. Robin advised me that it was time for a milking and that I would be doing it myself as she did not want to have to waste any of her time with this trivial bit of work.

I was instructed to hook up the PES device while leaving my sissy clit tube in place. The tube is short so I was able to insert about an inch of the urethral probe into my sissy clit through the tube. The prostate probe was inserted then and after positioning myself on the milking chair (see videos), attaching the wires to the PES unit I turned it on and quickly, within the next 3 minutes, increased the unit to full power. About 10
minutes later I was all finished and felt so humiliated to see my sissy fluids dripping out of the tbe that did not allow me to even get the slightest erection. I then had to leave the PES unit on for a couple of minutes to ensure that I was completely drained and that time was sheer agony for me. The electricity coursing through my now empty prostate and totally limp sissy clit was not any kind of a pleasant feeling and I found
myself starting to cry from both the frustration and the pain.

Ms. Robin has also begun to discipline me on a nightly basis. She says that she is having fun disciplining me more frequently and that it has been very helpful in improving my sissy maid service to her. While she has yet to attain disciplining me nightly for a full week she insists that this will be achieved eventually and Ms. Robin just makes it a double session if she misses a night. For these sessions I am brought down to the newly remodeled dungeon basement (yes, lots of work has been done which is part of the reason for the break in journal entries for me) and chained to the cold cinder block wall and beat. I say beat because this is what it has come to--there is nothing gentle about my sessions with Ms. Robin anymore and since she rarely wants to take more than 15 minutes she rarely takes time to warm me up with some light flogging or something like that.

Ms. Robin has also instituted a list of chores that I am to continually perform in my position as her sissy maid. The list keeps getting longer as Ms. Robin thinks of new things that need to be put on it and she checks to make sure each item is done in her own fashion which means that I never know when an item is going to be checked to see if it has been completed so I had better make sure that all are done every day in order to make sure that I am prepared for the one time a month that it is inspected by Ms. Robin. If something is not done to her satisfaction then additional punishment is added to that nights session. Believe me when I say that this is something that I try to avoid. The drudgery and repetitiveness of the housework is in itself difficult to endure but with the chastity and the discipline beatings that I am suffering with I find that they lessen the drudgery because I am always striving to do the best job that I can in order to make sure that my next discipline session will be less severe.

That is all for now but I will try to write another entry soon. Ms. Robin says that she has something special in mind with regards to my next milking so if that happens soon I will write about that next.

WEEK 6

Ms. Robin has instructed me to record the details of how my milkings are now performed. This entry in my journal will be accompanied by a video displaying each step of this routine within the next couple of weeks. Ms. Robin will give me the order to go downstairs to the dungeon and perform a milking on myself. Ms. Robin does not bother to participate anymore since the entire procedure is performed with my chastity device locked in place and there is no way for me to get any pleasure out of the procedure. She also can have me under supervision as the webcam down in the dungeon transmits everything that I do and I am required to remain in its full view at all times. I never know if she is watching me or not so even if I could do something that I am not supposed to I would be to afraid of the possible punishment that would follow if she saw something out of the rules for the procedure.

The first step is to administer an enema. While I have an enema daily this is usually an extra one as Ms. Robin likes for me to be cleaned out thoroughly before inserting anything inside me. After the enema has been administered I have to insert an inflatable butt plug and pump it up to make sure that I don't leak out any of the enema. Then I must practice walking in my 5-inch heels (soon to be 6-inch heels) for 10 minutes. This is so that if Ms. Robin is observing she can gauge my progress and dedication toward learning to be the most prim and proper sissy maid that I can be for her. If she is viewing she can gauge just how hard I am trying to walk and carry myself as the feminine sissy maid that she desires.

After the 10 minutes are up and I have relieved myself of the enema and cleaned everything up then it is into the room that has the table that I often am required to sleep on (especially during those times when Ms. Robin has a lover over). This table is covered with a thin pad and a plain white sheet. On the table I set up a tiny gray dog bowl, to catch the results of the milking, and the PES equipment that I will use for the milking. I then remove the cap of my chastity device and insert the ureatherel probe into my sissy clit. I then insert the prostate stimulator and turn the PES power unit on.

From this point I have 1 minute to get the PES unit up to its highest setting and then I have 7 minutes that the milking will last with the PES unit turned up to its highest setting. It usually only takes 2 or 3 minutes for the milking to be done which makes the remaining 4 or 5 minutes almost total agony. I stand for this entire time at the edge of the table underneath a hot spotlight that has been installed in the ceiling and I face two anatomical posters that have been attached to the wall that depict the anatomy of the male prostate area and the male penis and testicles. I am required to read aloud the anatomical words that I see over and over during the procedure. Ms. Robin has me do this so that my mind does not wander to any sexual thoughts that she feels are improper for a sissy maid such as myself to have. For those times that the PES unit is just to intense and I am unable to recite the words from the anatomical posters (and if Ms. Robin happens to be viewing the session) then extra punishment is added to my next punishment session. When I first was learning this new routine Ms. Robin administered an extra 233 cane strokes for what she counted as the 233 seconds that I was not reciting the words off the posters.

After the 7 minutes is up I then turn off the PES unit, remove the ureatherel and prostate electrical probes, screw the cap back on my chastity device, and then I get down on my knees and say, "Thank you Ms. Robin for allowing me to milk myself and to serve as your sissy maid. Thank you for keeping me in chastity and allowing me to be your lowly servant." I then consume all of my useless dead sissy spunk that has been collected in the dog dish. Then I clean up any mess and go back to my duties as Ms. Robin's sissy maid.