A Week End with Mistress Pt. 01

Dear readers this is my first story and I hope you enjoy it. Your comments and suggests will be most helpful. I am planning on continuing the story if the feedback is positive.

This story is based in part on facts and part on fiction. I will leave it to the reader to decide which is which.

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We had just finished dinner and I was in the den getting ready to check my email. While eating my wife, Sarah, of 20 years had told me her sister had been in an accident and would need some help around the house for a few days. We discussed the situation and decided that Sarah would go help her sister for few days, Since tomorrow was Thursday we decide that she should leave Friday morning and be gone a week.

While answering my email I sent Mistress Nikki a short note letting her know that I would be available to see her over the week end, briefly explaining the situation. I guess I better explain our situation. I love my wife very much but she is submissive and would not provide me with the domination I needed. She understood this and we had agreed a few years ago that as long as I was safe and kept it separate from our marriage she was OK with me seeing a Mistress on occasion. It was through this arrangement that I had met Mistress Nikki, first as a pro and as the years progressed we became friends. I would still see Mistress Nikki as a pro but on occasions we would play as friends. I knew from experience that I would not have an answer from Mistress until the next day as she reviewed her email late in the evening.

I got up Thursday morning and checked my email and there was nothing from Mistress Nikki yet, so it was off to work. Mistress understood that anticipation was part of the game so her reply might be slow in coming. That evening Sarah and I had dinner and discussed her trip, which included a 4 hour drive to her sisters. Sarah said that she hoped I could handle things at home and enjoy myself. This was her way of telling me she expected me to be submissive in some way. I went to pay some bills and check my email. There was a short note form Mistress Nikki that read, "Good news, I am working on a surprise. More details in the morning. Mistress Nikki." More anticipation which meant I spent a somewhat restless night.

Friday morning I got up and Sarah was ready to get on the road. I kissed her good bye and said "Have a safe trip. Call me when you get there."

"Thanks, you be good and enjoy your time to yourself'" replied Sarah as she left.

I got ready to leave for work and did a quick check of my email and there was short note form Mistress Nikki telling me to make sure I was free for the week end and that more instructions would come later in the day.

Just before noon my phone buzzed to let me know I had a private email. I pulled it out and sure enough it was an email from Mistress Nikki. In the email she said that in addition to my regular sissy clothes I need to make sure that I had the following items when I got home that evening and that further instructions would follow.

Bright pink nail polish

Matching lipstick

Sheer white stockings, at least three pairs.

A box of super tampons

Two twin packs of Summers Eve douche packs.

There was one following note that said to make sure I was home by 6:30. I went back to work so I could get out a little early to pick up the required items on the way home.

I stopped at the drug store on the way home and picked up the items. The mature clerk asked if the items were for my wife? To which I replied, "No they are for me." I answer honestly as part of Mistress Nikki's instructions never to lie about our activities. The clerk looked at me and smiled.

I got home a few minutes after 6:00 and checked my email. There was nothing from Mistress Nikki. A few minutes after 6:30 there was knock at the door. I went to the door and there was a delivery boy there with a package. He gave it to me and I signed for it. When I got in I opened that attached letter and the enclosed note said, "Before you open this box call me. MN". I got my cell phone and called Mistress Nikki.

"Good evening Mistress, this is sissy nora. What may I do for you this evening?"

"Good evening to you my sissy slut. You may open the box"

I opened the box to find a pink plastic male chastity device with lock, a bottle of Nair and a roll of pink plastic tape. "Mistress thank you very much"

"Sissy, I will be emailing you instructions as soon as we hang up. Do you think you can apply my little gift?"

"Yes, I think I can Mistress, but we will have to do something about my hard clitty."

"You can do whatever you want to do to resolve that problem except cum, Do I make myself clear?"

"Yes, Mistress."

"Good, I am looking forward to a fun week end with my favorite sissy. You may check your email in five minutes."

"Thank you, Mistress. I too am looking forward to the week end. Good night."

I hung up and started looking at the chastity device to see how it is applied. I also realized there was no key for the lock, so once it was on I could not remove it. After about 10 minutes I checked my email and sure enough there was one from Mistress Nikki. The email contained the following instructions:

• Read this email in its entirety and reply that you understand my instructions.

• Eat a light dinner.

• Remove all of your clothes and go to the bathroom.

a. Use one set of the douches and clean out your pussy ass.

b. Trim the hair around your clitty to ¼".

c. Use the Nair or razor to remove the rest of your body hair below your neck except for an inverted triangle over your clitty. Make sure there is no hair on your sack or your ass.

d. Use some of your nicely scented body wash and shampoo to finish getting your shower.

• Once you dry off apply some of your wife's body lotion to your body.

• Lube your pussy and insert a tampon. It will remain until I give you permission to remove it.

• Put the chastity device on and lock it.

• Put two coats of the bright pink nail polish on both your fingers and toes.

• Take a photo of your caged clitty showing your finger nails and text this to me. This is to be done by 9:00. After I get your text I will email you the rest of your instructions.

It was signed get busy sissy your Mistress is waiting.

I got busy and had everything done by a few minutes before 9:00 when I sent Mistress the photo attached to a text message. Everything had gone pretty well until I tried to get my clitty in the chastity device. I finally was able to do it by tying a string to the end and pulling it in after applying a bag of ice.

About twenty minutes after sending the text I got an email from Mistress with the following instructions.

• Apply some of your favorite perfume of your wife's.

• Put your nighty on and watch the three videos I have listed below with their links.

• After that go to bed. But before you do get your wife's battery operated vibrator and use the tape from the box to tape it to your chastity device and turn it on. And go to sleep. Leave the vibrator on until the batteries die.

Have a good night's sleep, Your Mistress. Expect further instructions about 8:00 in the morning.

I got my laptop and started watching the videos. The three videos all dealt with favorite kinks of mine: female domination, feminization, oral servitude and water sports, with a little forced bi thrown in for good behavior. By the time I had finished the videos my clitty was straining painfully to get hard in it cage. Even without doing anything else it would be a tough night, but now came the vibrator. I was hoping that my wife had not changed the batteries recently.

I got the vibrator and the tape and soon had it secured to my chastity device. I got into bed and turned it on and the teasing started. My clitty was trying to get hard and there was no way I could get any relief. I laid there horny and frustrated while the vibrator buzzed and buzzed. It finally died after two hours of pure hell and about an hour later I was able to fall into a restless sleep.

My alarm went off about 7:30 and I got up to go the bathroom and have a light breakfast before Mistress' email with further instruction arrived. Right on schedule her email arrived.

"Good morning sissy. I hope you had a good night sleep, ha ha. Below are the instructions for your immediate attention. Once they are done you are to wait for my phone call, it could come at 10:00 or 11:30 or even 1:00. When it comes you will need to be ready to follow the instructions I give you immediately. In the meantime here is what you need to do:

• Pack your maid outfit, two nighties, extra stockings and lingerie and the rest of your sissy clothes.

• Remove the tampon and go to bathroom if you need to. The douche your pussy as again and insert another tampon.

• Get a shower, make sure you have no stubble and when you are done you are smell good.

• Put fresh scented lotion on your body and then add perfume, make it strong.

• You are then to dress in the following clothes:

a. White sheer stockings.

b. Pink garter belt

c. Ruffled pink panties.

d. Pink bra with your C-cup breast.

e. Light weight tan slacks.

f. A light colored button front shirt, left unbuttoned down to the bottom of the bra.

g. Put on your lipstick.

h. Tennis shoes with no other socks.

• Wait for my call.

I am really looking forward to this week end and I think you will be challenged and have a good time.

Mistress Nikki."

I followed her instructions and was ready and waiting for her call by 9:55 AM. No call had come by 10:30, by 11:00, by noon, what was she waiting for. I was horny and the anticipation was driving me crazy. Finally about 12:40 my phone rang.

"Sissy nora?"

"Yes, Mistress Nikki"

"Are you ready to get started?"

"Yes Mistress"

"Do you have a pen and paper handy?"

"Yes Mistress"

"You are to go by a drug store and pick-up two more packs of douches, your choice of store. Then you are to go to Jeanie's Deli at 415 River St to get our lunch. Do not use the drive through, go in and ask to talk to the owner, Jeanie. Let her know you are there to pick up Nikki's lunch."

"Yes, Mistress, but my nails, lipstick, and bra will show."

"That is your problem my sissy, but don't adjust your clothes."

"Understood Mistress"

"You are to be at my house by 2:00 so you better getting going, my little sissy."

"Yes Mistress, Thank you and I will get going. Good bye."

"Good Bye sissy."

I grab my bag of clothes and head out to the car. There is a drug store about two blocks from the deli and I will stop there for the douche kits and it is about a 10 minute drive to there. I get there and the parking lot is nearly empty so I park near the door and get out and go in trying not to attract too much attention. As I enter I notice there are two teenage clerks at the checkout counter. One looks at me and says something to the other one and they giggle. I get the douche kits and go to check-out. I put them on the counter along with a $20.00 to pay for them and the older clerk asks "Did I find everything alright?"

"Yes, thank you."

"Are these for your wife or for you?"

"For me Miss"

She turned to the other girl and said, "See I told you he was a sissy faggot by the way he was dressed."

"Yes I am and I am on my way to serve my Mistress this week end. Thank you, ladies."

I collect my change and purchase and head to the car. It is a quick drive to Jeanie's Deli and being after the lunch hour there are only a couple of customers in the shop and both are mature women have a late lunch together. They look up as I walk in and quickly start talking to each other while watching me. I walk up to the counter to the young clerk that is there and ask to speak to Jeanie. The clerk indicates she will go get her. I look around while I wait and notice the two older women watching me and talking.

Jeanie comes out from the back. She is dark haired and about 5'11" tall and appears to be well built even in her working clothes. She asks what she can do from me. She is smiling as she asks and is running her eyes up and down me. I tell her I am here to pick-up Mistress Nikki's lunch. She says that it is not quite ready but will be shortly. One of the older ladies catch her eye and Jeanie excuses herself to go to talk to her customers. After a few minutes the two older ladies got-up and walk back to where I was with Jeanie. As they approach Jeanie turns to the girl at the counter and says to watch the store and not to bother her. She also tells the clerk she needed to get Nikki's order ready for me to take with me in a little while.

Jeanie then said, "Sissy nora I would like you to meet Gail and Sandy, they are friends of mine and are going to join us as you pay for Mistress Nikki's order. Please follow us back to my office." She turned and the two ladies joined her as I followed them to her office. Jeanie leaned on the edge of her desk and the two ladies sat in the only other two chairs in the office. Jeanie spoke first, "Mistress Nikki is a good friend of mine and she said that I could use you for a short while to pay for her order. So your clothes don't get dirty please remove your shirt, shoes and slacks."

"Now get down on your hands and knees and go great my friends. I crawled over the two women and kissed their shoes and said "It is nice to meet you, mama." I then turned to look at Jeanie and she had removed her shoes, slacks and blouse. Under all of her clothes she had a nice curvy mature body and sexy sheer lingerie. Jeanie was beckoning me to come over to her with her finger. When I get over to Jeanie, she holds out one of her bare feet for me to kiss and as she leaves it there I continue to kiss, lick and suck her toes. While doing this she is chatting with the other two women. She finally pulls her foot away and says, "Stand up sissy and remove your panties. Then bend over and spread your ass checks to the other ladies so they can see your secret."

I do this and Jeanie continues, "See ladies sissy is having his period and is using a tampon. Mistress Nikki also has her clit controlled to prevent accidents. Sissy goes over to the ladies and let them check you out." I am red in the face, embarrassed, humiliated and aroused all at the same time. I get over to the ladies and in turn they roughly handle by balls and caged clit and pull on the tampon string making me more excited and humiliated.

Jeanie then interrupts the fun with, "Ladies I need to take the sissy back and let him earn Mistress Nikki's lunch so he can get it to her in time for lunch. Sissy come over here and remove my panties. Then lay on your back on the floor."

Soon I am on my back on my floor and Jeanie is sitting on my face so that I can orally service her while she is talking to the ladies. I start by licking and kissing her vaginal lips lightly and slowly increase the pressure and tempo, she tastes so wonderful. When she is breathing hard and having trouble carrying on her conversation I start to lick her hard clit. I slowly lick faster and harder. As I feel her getting close I start sucking her clit into my mouth and flicking the tip with my tongue. After a few minutes of this treatment Jeanie cums, erupting all over my face.

When she catches her breath she says, "Sissy you better get dressed quickly. Pick-up Mistress Nikki's lunch for my assistant and get on your way or you are going to be late."

"But Ms Jeanie, I need to clean-up before I leave. Mistress will not be happy if I arrive like this."

"Sissy you don't have time I will call Mistress Nikki and explain"

"Thank you Ms Jeanie, it was a pleasure to serve you today." I finish dressing and as I am leaving I overhear Jeanie say, "Ladies, when I call Nikki I will see about including you in some future activities, since you seem so interested."

I grab Mistress' lunch and get on my way knowing being late will make arriving in my current condition even worse.

To be continued...