2010.03.11 18:50:34

Maid Stephanie

Maid Stephanie → My Perfect Date with My Mistress

My Perfect Date With My Mistress

My perfect date started in the morning upon awaking with my mistress.  I have a daily pledge that I recite to her and today was of course no different.  After my pledge,  Mistress informed me that we would be staying in this evening.  Among other things we would be watching adult movies and I would be doing some domestic work.  I would be dressing up in my full female attire for the evening.  We lead a very active life and in the past few weeks we have had social outings with friends (who do not know about our BDSM lifestyle) out of town trips and other obligations.  Tonight was for us alone! 

Knowing that I would be having a fun evening of serving my queen while dressed up made my whole day charged with energy!  I couldn’t wait.  We got dressed and went to the gym than ran.  We than went shopping.  After that it was back home for a nap.  The whole day I felt extra submissive and eager to serve in any way I could in public without being obvious.  (Opening doors, carrying her bags ect.)

We have a baseline of activities that I am expected to do daily as part of my devotion to my mistress.  This includes:  saying my daily pledge, wearing panties that mistress picks out, shaving my legs and underarms, being chaste, nightly tea service, opening all doors in public, carrying her bags,  running errands and doing chores as assigned.  Tonight, I knew we were going to take it up a few notches.  It has taken us a while to realize our baseline and that we don’t have to always be living out every aspect of this lifestyle every day.  In fact, we have found that it keeps things fresh by not doing everything all the time.   I think it is important to learn this if you want to live this lifestyle.  Everyone is different but I bet most people are more like us as a couple in regards to this.  It is easy while browsing material on femdom, sissy maids, BDSM ect, to start believing you have to live out every aspect of this lifestyle 24/7.   Like I said, we have a baseline that works for us and we can go up or down from there.  My mistress usually dictates this level and I take her lead.

For tonight’s date I start getting ready early in the evening.  I start with a shower.  I take a nice long hot shower.  Following the workout, running and shopping it felt great.  I was sure to shave all hair stubble from basically my whole body (Especially my legs).  It was so erotic to be a real sissy maid who was getting ready for a date with her mistress.  It is an amazing feeling to have found a girlfriend/mistress who embraces this lifestyle and allows me to express a side of myself that I never though I could share with anyone.  After my shower, I dry off than ask my mistress what color and type of underwear I would be wearing for the evening.  She picks out white, silky panties and a matching white bra.  I am given instructions to wear my domestic maid dress first, than later in the evening she would have me change into more formal maid uniform.  I return to my bathroom to continue getting ready.  Applying my makeup is still not easy but I try to remember what mistress has taught me.  Next I don my brunette wig.  I look as pretty and feminine as I can.  I slip into my blue plain maid uniform and put on my flats.  Now it was time to report to my mistress for further instructions.

Mistress inspects me and examines my makeup.  She compliments me and says I look pretty. She is so loving and sweet.  I appreciate her lack of honesty in this instance.  Next she gives me my first assignments for the evening.  The first assignments will be domestic in nature.  She instructs me to make her some chocolate chip cookies from scratch and then clean the kitchen.  I also have to fold and put away the laundry.  I feel like a 50’s housewife cooking and cleaning while in my makeup and dress.  Mistress is in the living room painting her toenails and watching TV. 

The cookies turned out delicious!  I was so proud.  Mistress was very pleased.  I was instructed to change into my formal maids uniform while she took a shower and changed into her lingerie for the evening. 

My formal maids uniform is black with a white apron.  It is made of silk and comes complete with a petticoat.  I am taken even further into submission as I pull my black stocking up my smooth legs. My 6 inch shiny heels completes the outfit. I return to the living room to await my mistress. 

She looks stunning as she comes in the room and walks toward me.  She is wearing white thigh high stockings, an ultra mini skirt, high heels, and a silky blouse.   She instructs me to select and start one of our adult movies.  Her perfume is intoxicating and sexy.  I want her so bad.

I should mention here is has been about 6 weeks since I was allowed an orgasm. I have turned this aspect of my life over to mistress and it is part of our baseline level.  I am never allowed to have an orgasm without her permission.  I have been told that she plans on allowing me 3 or 4 a year.  It has also been 3 weeks since I was milked.  I am on a merit system in regards to my milking.  I have to get 20 points to earn a milking.  It usually takes about 3 weeks to get this many points.   My point is that I am really very frustrated and craving to have some sexual outlet for my pent up energy.

            I hit play on the remote any the movie starts.  The images and sound of sexual activity makes me crave to serve my mistress sexually even more.  She runs her fingers up my stocking legs.  I am so hard that I feel twice my normal size.  I kiss my way up her leg and to her inner thigh.  Her moans tell me she has needed this level of service for some time as much as I have.  I move further up and begin to lick and lightly suck her sweet pussy.  I love to alternate between sucking and licking.  I insert a finger to add to the excitement and soon I feel her cumming while my finger is inside her.  I instantly feel the increased wetness and the muscle contractions.  I am still in my full formal maid uniform and I am trying to imprint this scene in my brain permanently because it is so wonderful.  “I want to go to the bedroom and use my cock now.  Is That OK with you sissy Maid Stephanie?” she purrs. 

            In the bedroom she instructs me to remove my petticoat and lie back on the bed.  She pulls down my panty hose and panties to my knees.  She  leaves my dress and high heels on.  She reaches for her vibrator and then mounts me.

 “Can you last very long Stephanie?” she asks.

 “I will try to last as long as I can mistress.”, I reply. 

            She straddles me and slowly slides her cock into her moist, wet pussy.  It felt so fantastic.  I know I am not going to have an orgasm for a very long time, but it still feels so good to be inside her tight hole.  I also love that even though I am not allowed to cum, I can help her have several orgasms of various types and intensities.  This aspect of  chastity has been the most difficult for me.  It is so hard to have sex and make your partner cum over and over and in the end you don’t get to have the ultimate physical pleasure that your partner just had.  Frustrating and yet it feels great to sacrifice your pleasure so your lover has more pleasure.  I guess I am trading some physical pleasure for more emotional pleasure. 

            She literally had 4 orgasms while riding me and using her vibrator.  I was able to last and not have an accident.  When she grinds on my cock I can last basically indefinitely.  It is when she slides up and down on me that I have to tell her to stop so I don’t have an accident.

            Now is the time when she is so spent and satisfied that she is exhausted.  All the good feeling chemicals have been released and are racing through her body and she is basking in the afterglow.  This is when she decides how much more physical pleasure she will allow me to have.  After tonight’s activities, I now have 18 merits on our scoreboard.  I am required to have 20 before I can be milked.

“Would you like it if I used a dildo on your ass for a while Stephanie?  I won’t touch your, I mean my, cock but at least you can have a little more pleasure before we are through.”

 “ Please fuck me just a little while mistress!”  I was so excited at the prospect of having some added physical pleasure tonight that I added, “and please use the pink vibrating one”

“My, My you are demanding tonight sissy.  Beg me to fuck you Stephanie.  Beg me to be fucked like the sissy slut you are.  Look at you all dressed up like a pretty French maid.  Beg me to make you my sissy slut”

I sincerely begged as she asked and meant every word of it.  I craved any extra sensation she was willing to allow me to have. 

“OK Stephanie, get on all fours and raise your ass in the air.  That is a good girl.  Are you ready for your treat Stephanie?  You know the pink one is bigger than the one I use to milk you?  I am proud of you. You are learning to take it like a real slut Stephanie.  You will like the vibrations.  I will use it on you for 5 minutes and than that is it.  There will be no touching of my property during this process.  Do you understand Stephanie?”

“I understand mistress.  Thank you for letting me have a little more pleasure tonight.”

“You are welcome Stephanie.”

With that, she sets a timer for 5 minutes and begins to apply the lubricant.  She slowly inserts the 7 inch pink phallic object.  She moves it in and out slowly.  It feels big but I am comfortable and it feels good to have more sexual stimulation.  She now turns on the vibrator.  Now,  I really feel pleasurable sensations in my anus and extending all the way into my penis.  I instinctively begin to rock back and forth against the device to stimulate different areas while mistress holds the dildo and moves it around herself.  I am genuinely enjoying the sensations and event as they unfold.

5 minutes goes by way too fast.  The times goes off and I know that the session is over.  She never touched my organ and I of course was not allowed.  I wanted so bad to start touching myself.  The sensation throughout the 5 minutes is like the first stages of a building orgasm but you never get to the higher stages where the orgasm actually occurs.  It is incredibly frustrating.  I thank her for allowing me the extra pleasure.  She says that I can be out of my chastity belt tonight as a bonus but I will be relocked in the morning.   We lay together and snuggle for a bit.  We both recant the evening and agree that we both needed that.   She is the best mistress, girlfriend and best friend I could ever hope for.

Sissy Maid Stephanie