I wasn’t looking forward to my Assessment down at Mistress Carol’s – I never do. As Mick, I like Carol and Kerri/ Kevin a lot, as billie I have a very, very, healthy respect for Mistress Carol and billie is “very” fond of kerri.
So it was with quite a bit of trepidation that I got ready to leave on the Wednesday Morning. Mistress Carol doesn’t allow sissies to be in the house in male attire and directed in her “invite” that I was to travel to her en-fem.
Now I just want to explain a little about me, and this also has relevance for what happened at the Hotel on the Saturday – I don’t look female, feminine or girly, it takes a lot of effort and work to get me to 75% passible but that last 25% aint happening – I’m 5’6” tall, 42” chest with short legs but big calves. (I spent my early working life on Building sites and also doing a good bit of cross country running in my spare time as a hobby), my body type falls in the category of “Stocky” not dainty.
So I can get so far, I’ve dressed with stockings, matching suspender belt, knickers and bra. A set of foam breast forms, and 3” heels, a white blouse and blue pencil skirt. I have 2 wigs, both cheap and cheerful – a short black bob and a slightly longer brown thing – I chose the longer one as it would hide more of my face and head on the journey.
Normally my makeup is nil to basic, Madam wants it to be clear that I am a submissive male in female apparel but for this trip and stay there is more required. I can do a bit of make up but there is a fine line with not trying to look like an “Aunt Sally”, for the youngsters out there search for “Wurzle Gummage”.
Madam helped me with the finer points and once she was happy I was given a peck on the cheek and told “Make me proud of my sissy.” And with that I was walked to my car and sent on my way.
The journey went rather well, traffic wasn’t too bad and there didn’t appear to be anyone pointing or laughing (as far as I was aware) as they went past me buzzing along in my car.
I started to get a bit of butterflies as I dropped onto the M4 for the short section on the Motorway, I was nearly there. I know what’s coming; I have done this twice a year for about 12 years. I will be Mistress Carol’s property and slave for the next 3 days, I will be worked (I don’t mind that) I will be used (that can be fun – sometimes), punished (not fun) and humiliated (very uncomfortable). The difference is that no two visits/ assessments are the same, there are always new trials and tests, the punishments change and the humiliations are designed to get a reaction.
I know that there will not be any harm to me (well my arse will recover from the punishments) and the humiliations will be in a controlled and safe environment but it still comes with nervousness for the unknown and no small amount of fear.
Once I arrive I am met at the front door by Mistress Carol and invited in. kerri is at work and I sit with Mistress in the lounge and we have a chat.
“How was the drive?”
“How is Alice?”
“how are things with work” etc and then we get to the main part:
“How are you? Physically? Mentally?”, Mistress Carol is very aware to how our FLR started and also with my Mental Health, she knows that the FLR is part of what helps me to control what was my problem and it is that expertise from her having been a Professional Dominatrix and on the D/s scene that she understands that it is important to know where the submissive’s head/ mind is prior to starting the session.
Please just bear this in mind Mistress Carol is a friend to Madam and billie and to Alice and Mick. While she can scare the hell out of billie at times, she also cares for her friend’s submissive as well. So she needs to know what the baseline state is before she starts the “session”, it allows her to adjust her plans to ensure that it is just right for the Mistress and the submissive.
Once she is happy I’m dismissed to get my bags from the car and get ready. I will be staying in kerri’s room which is in the little “granny flat” above the garage. This is good as it means that I’m not having to stay in the “play room”, I’m with kerri, but we will be sharing a bed – this isn’t a bad thing but it is a bed that is ¾ size of a double, which 2 people can sleep in but you are very close together and when you are both caged in chastity and you both like each other that is bloody frustrating!
My first day involved domestic duties, kitchen service and several inspections of uniform at random times. This involved me in my working maids uniform and Mistress is always ready with her snap inspections – the only difference is that Mistress Carol issues punishment at the time, as well as noting some punishments for later in the day – by 6pm when kerri arrived home from work my arse had already been “warmed” several times and I had renewed my dislike of Mistress’s hair brush.
After a quick cuddle from kerri I was ordered to change into my dress uniform and then to Mistress’s bedroom where I was tested on my personal service.
I really enjoy orally serving Madam and I hoped to please Mistress Carol. My service to her lasted about an hour and I she seemed pleased, Mistress’s only point and it cost me several marks with the riding crop was that I still did not have a tongue piercing – it is a “failing on my part” every year as Mistress Carol would like Madam to have me pierced in several places, she now feels that it should be me that begs Madam to have her submissive’s body added to with several piercings. Madam is, at the moment, content that I do not required any added jewellery (thankfully).
The rest of the evening is spent helping kerri as a maid for Mistress – cooking, serving dinner, cleaning up and then being on call for Mistress. I am dismissed at 9.30pm and go to kerri’s room to get ready for the following day and to go to bed. At about 11.30 I was joined by kerri in bed and spend a lovely but frustrating evening cuddling with my sissy friend and then to sleep.
Thursday started with much of the same as the Wednesday, inspections, domestic work, change outfits, inspections etc but at lunch I was informed that Mistress would have be having guests later this afternoon for tea, I should change into my formal maid outfit (the new dress,) and be prepared to serve tea but I should also have several bottles of wine in to chill.
At about 3pm I was in full sissy French maid outfit, with its short skirt, exposed stocking tops and 4½ heels. The door bell went and I knew that this was the start of it (well if it wasn’t then the post man would be in for a surprise). I welcomed 3 guests to Mistress’s home, 2 ladies and 1 gentleman, I recognised the ladies, having encountered them on previous visits but the gentleman was unknown to me. The ladies were from the D/s scene and definitely Mistresses, while the man was not imposing as you would expect from a Dom, he seemed slightly out of place but didn’t seem bothered by the sissy French maid that answered the door and showed him into the lounge.
I served tea to the Mistresses and their male guest and was sent to the corner (facing the wall) while they chatted about quite a few different things and about me at time. I was brought back into service and sent for wine. Once everyone had a glass is was told to wait by the end of the couch next to the gentleman. As the conversation continue I suddenly felt a hand on the back of my leg, I slightly flinched with surprise (that cost me 3 with the crop later that evening) but the hand stayed there and then started to gently rub up and down my leg and stockings. I stayed in position as I was being touched up while everyone just had a general conversation.
The conversation then got round to me, the new maid, at this point the guest had his hand fully under my skirt and was running his hand over my knickers and arse.
“Is this your’s and Danny’s new toy? You haven’t gotten rid of kerri have you?”
“Is it broken in?”
“Whats its oral skills like?”
Yes this is the first humiliation task, I’m an “it”, I’m the sissy slave, I’m being discussed as if I’m not in the room while at the same time being touched up and fondled, all from the casual comfort of the couch.
The worry that I had was that I don’t know who this guy is and it almost seems that he is about to ask Mistress to have “it” serve him personally. I must have looked worried as he started to ask if he and his boyfriend could borrow me for an evening – if I didn’t look worried I was certainly was inside – as it almost sounded like Mistress Carol was seriously considering his request! I was told to go and get another bottle of wine and freed myself from the roving hand and almost ran to the kitchen to get the bottle. I came back to the room to catch the end of the conversation that effectively had Mistress agree that I could be “Borrowed” for the evening.
I was mortified, this was not what I expected and it certainly wasn’t in the limits that were agreed between all of us (Madam, Mistress, Master, Danny, Kerri and me). I didn’t know what to do, should I comply, should I use the safe word – in all the time of our FLR I have never had to use the safe word.
My face must have been a picture of emotional panic as the Mistresses all burst out laughing. Mistress Carol told me to put the wine down and told me to kneel and calm down. No I wasn’t going to be “loaned out”, they wanted to see what my reaction would be to come back to a dilemma such as this. To see my humiliations and discomfort. Mistress rightly saw the panic and called a halt to the session ( the original plan was to get me as far as the gentleman’s car before calling me back). Mistress called me forward and kissed my forehead and told me not to worry my task was over and our limits would not be broken, no matter what. I think I was close to tears of relief!
Mistress Carol always finds innovative ways to create conflicts with emotions and can play them to perfection, her experience of the scene and with submissives means that she is the master/ mistress of her craft.
That evening it was a very grateful submissive that provided Mistress with personal service. I still had my safe word and I was glad that Mistress knew how to read me.
I’ll stop here and Finish in another post later. (you can probably see why I have trepidation and a bit of fear of my assessment visits).