Sissy Shopping Dare

Hello Gurls!

Are you feeling a little adventurous? Are you ready to do a small task which will ensure you are sissy self is exposed a bit and you are humiliated a little bit?

So tell me what’s your favourite brand of shoes? Not men shoes silly, what heels you like the most? You will visit the store for this task. Not online, you will go to a physical store.

You need two things for the task: lipstick or lipgloss and pink nail polish. 

Before you go for shopping, you will apply the lipgloss on your lips. You will paint your toe nails. You will wear your male clothes and shoes to the shop. You will select what you like and try the shoes in store. If a salesperson offers help, you will accept it. You can try multiple items if you like. You will buy atleast one pair of 4 inch heels.

If the heels are higher it’s good, if they are with straps better and if they are open toed it’s perfect.

Once you have the shoes you will visit men’s restroom. You will put on your new heels once in the stall and start to stroke yourself. You will cum in the stall before you can leave.


Once you cum you can remove your shoes and pack them back to carry home. You will however redo your lipgloss in front of the mirror.

Have fun!

Buh Bye Gurls!

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Sissy Shopping Dare

Sissy Dare

Hello Everyone!

So are you up for a dare to explore your sissy side? How much can you endure? Do you dress up often and cum and change to normal clothes? This is your chance to become a sissy for all day long. I have done this dare once and found it very exciting. I did get in trouble by end of it.

For this dare you will need the following items: Full sissy attire including wig, high heels with straps, make-up, hand cuffs with click lock with two pair of keys, a belt or chain, a small bucket that can fit in your freezer, thread, one whole day of solitude.

So before you take up this dare, you need to take one set of keys and suspend them in the center of bucket with the help of thread and fill it with water. Put the bucket in freezer. You may want to do this two days in advance to get best results.

On the day you are ready for your task, what you need to take the bucket with the frozen key and put it somewhere outside the house, in your parking garage, your car boot, in backyard wherever you want. The condition is there should be a risk of exposure and you will have to walk at least 30ft to reach it.

Once you are back in house, ensure you are well fed and have access to the water or some other drink to be hydrated.

You are going to get ready in full sissy attire, with full make-up, your sissy clothes with stuffed bra. You will make sure you look your best. Your heels should be such that you cannot kick them off. Once you are fully ready take deep breath and be prepared for your longest day.

You will make a hole on the belt such that when you wear it the hole is on the back. You should be able to lock the hand cuff to the belt in some way. You will wear the belt on your waist and then insert your wrists in cuffs. Once you are locked you should not be able to remove your belt, your heels and your clothes without unlocking your hands. You will have to go out to get the keys in the bucket and wait till the ice melts. You should be looking like this once you are done.

You can wear the alternate pair of keys as necklace or earrings. That way if you get locked you can call some one to free you. Please ensure that you have some one to call in case you get in trouble or make plan B so that you don’t have to call someone.

Have fun girls! Let me know how it goes!

 

 

 

 

Sissy Dare

Humiliating Myself

 

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Hello Everyone!!

So in last two posts I mentioned how the sissies can change their behaviour, this post is to talk about one thing which all sissies should embrace as a way of life too. It’s Humiliation.

As a sissy you need to be prepared for all sorts of humiliation and accept it with thanks. It helps you remind you your status in life and helps you to become a better sissy.

ankle-length-trousers-fashionOn the first weekend of 2017 I got out dressed in sissy clothes. I left home on a Sunday afternoon dressed in a black skintight trouser, green girly T-shirt, with a cardigan and stol for a busy shopping mall in the city. It was clear from my clothes that I am wearing girls clothes. I had my fingers and toe nails painted pink. I was carrying a girly bag too. I looked completely girly.

I was hesitant at first to walk out of the car, but once I reached the shopping floor from the parking I was alright. At first I was shy and continuously all around to identify if  anyone is noticing me. I started walking around in the very busy mall and started to think what to do next. It was almost lunch time so I decided to check-out the food court on top floor and walked across the whole floor and selected a pasta place. I ordered a plate of pasta and a drink. I sat in the middle of the food court where everyone could see me. I ate ever so slowly and all the people sitting around noticed me I guess. The couple sitting next to my table kept on looking at me but made no comments.

After food I felt more adventurous and decided to go all out in shops to look at all girly things. I went inside a footwear shop Stride. I approached a cute young girl who smiled at me and asked me I was looking for something specific. I told her I am looking for “stilettos”. She took me to the female section of the shop and showed me a design with 4 inch heels “t-strap pencil heels” and offered if I would like to try to which I readily agreed. She got the design in my size and I tried wearing them and displaying my painted toe nails.. I was completely humiliated when she insisted that I walk in them on the other side where they had other designs. But I obeyed like a good girl and walked over that side where some other guys were looking for shoes. She got me pink open toed pumps with 4 inch heels again and I tried them. She said that it looked nice and I should buy them. However, I decided to have a look at something more and did not buy them. I am sure she had a good laugh after I left.

The next stop was Forever 21, a chic girls clothes outlet, I looked around at couple of clothes and then decided to try a jeans, however I was not sure of the size so I enquired what I can try to a sales girl. I also asked her if I can try it in the store. She said yes and helped me with the right size. When I reached the trial room the girl said “Only girls allowed”, when I said I want to try a jeans, she allowed me inside. I tried the jeans and loved the fit however I was not going to buy it. When I left the trial room there were couple of guys looking at me in surprise and I felt so humiliated.

I left the shop and walked in to another footwear shop Steve Madden, famous for stilettos and heels. The sales girl was again very friendly and tried to help me with the heels. She showed me some plain designs and I said I would like something more girly she smiled at me. I then picked up a 6 inch Platform sandals with floral design allover. I tried them on and asked the girl how does it look, to which she said it would look good if I had a floral dress to go with it. I was surrounded with many other girls and the shop front was open and there were many other guys watching me trying the sandals. It was very humiliating and I was blushing and fumbling when I intended to speak.

Once I left the shop I went into a Inglot a dedicated make up shop, I asked if they have mascara and tried one of the trial one by myself. It was very interesting to try the mascara in the mirror in front of two or three sales girls and couple of girl shoppers. I was totally humiliated and my heart was beating fast.

It was as if I was not done with my exposure, I went in to Shoppers Stop and stopped at one of the Maybeline kiosk to ask for a lipstick which is shiny and bright, I tried a shade and noticed a guy looking at me in mirror with a surprise and smile. It was extremely humiliating.

I decided to have a final adventure, so I went to Café Coffee Day and ordered a coffee, the sitting was outdoor and there were lot of youngsters sitting next to me. I was sitting alone and sipping on my coffee, there were couple of girls who were sitting opposite me. When I finished my coffee I applied my lip balm and that’s when I heard couple of girls giggle and say “How cute is that!” I am not sure if it was for me or not but that made me squirm.

This was my one of the longest outing in girly clothes and it would be an understatement to say that it was fun. I would love to do it again if I get chance. It was extremely humiliating but at the same time exciting.

Let me know your comments! I wish I would have kept the pics I took that day!

 

 

 

 

 

 

Humiliating Myself

Prim and Proper way to Orgasm for a Sissy

Hello Sugar!

So tell me how you feel when you have orgasm when dressed as girl? Very exciting? Highly depressed?
It is very tempting to have fun and ejaculate in your sissy clothes but that is not acceptable unless you have a permission to do so.

So what to do? Firstly you will not touch your sissy clit when you are dressed as girl, that is something your Mistress/ Master can do for you. If you are turned on you can hump a pillow or anything you like. But no touching your sissy clit with your hands from now on.

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Second thing you need to learn is right things way to orgasm. You should only cum when you are sucking your favourite dildo or have something in your mouth to suck on, without touching your sissy clit.

Third, you will imagine about cocks, off course not your cock silly, that is not acceptable. Think about cocks of your friends, role models and sexy hunks.

If you cannoṭ ejaculate first like that keep practicing. Look at some girls sucking cocks to keep you motivated.

You are noṭ allowed to ejaculate until you are not doing one of this three things.

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Have fun!

Buh Bye!

Prim and Proper way to Orgasm for a Sissy

How to start being a good Sissy

There are numerous sites which can tell you how to be a sissy and a cross dresser in open. Yes I do know that coming out in open is one of the aspect of being a sissy but I also know that there are many who would like to do it in secret. Some of us are not lucky enough to have a Mistress who can control us, and so you can feel a little lost.

There are many who have just figured out that they love to be a sissy and are looking for direction. So I have put together some tips for how to be a good sissy: 

1. You should never use any kind of swear words, no matter how angry or upset you are. You will not even swear in private. That’s not acceptable as a good sissy boy.

2. You will show full respect to all girls irrespective of their age, size, color or designation. Even if the girl is extremely beautiful, you can stare at her feet and nothing else. 

3. You will follow a personal hygiene schedule. You will use moisturisers, hand creams, lip balm, etc. on daily basis. You will always carry a hand sanitizer and use it when required, specially if you are with someone.

4. You will never ever pee standing again. You will sit to pee no matter what is the situation.

5. You will start doing all household works like cleaning, mopping, making bed, etc. You can start with one task at a time, but you should be the one doing all the tasks at home especially if you are in a relationship.

I know that these rules are difficult to follow if you have no one to supervise but a good sissy will not give that as excuse. If you are not able to follow these simple things in life how can you please your Mistress/Master so start now. 

You have to be honest with yourself and if you break the rule you need to be punished and I can suggest the punishments if you are serious.

Buh bye and take care sweeties. 

Have a good weekend. 

How to start being a good Sissy

Battle within….

I am sure that every cross dresser will have this dilemma and battle within, of if he is doing right thing or should he stop. It is very complicated to explain it to anyone and you will not find a single soul who would understand you.

You will be scared to come out and dress as girl, but you will also not be able to stop.

In my initial days I was so confused and I had started to wish I was a girl. I would speak to guys and act like a tough guy, I even longed company of girls and admired beautiful girls around me, but in privacy I always wished I was a girl.

However I was never attracted to guys and not even attracted to them right now. But I will write some more on that later. 

I am certain that most of the time it will be a tug of war between mind and heart. There is no way out once you are in your panties. The only choice is to come out in open as a cross dresser or be a secret one. Most of us never manage to get enough courage to become a full time sissy. 

Battle within….

Introduction to my split personality

I think everyone has a secret to keep, only few have dark secrets. I have been a secret cross-dresser all my life and I know there are many more like me who would like to actually become a sissy and spend rest of life dressing as girl. 

I am from India, and it is even more difficult to follow the cross dressing experiments as it is much more conservative then some of the other parts of the world. 
I started cross dressing from very early teens. I don’t know what triggered it but I still remember that it was a wonderful feeling which is difficult to explain. I remember it started from bathroom and innocent dress up to see how I may look if I was a girl. The curiosity took over as passion, and passion as a life long dark secret. 

This blog is to help me share some of my experiences exploring my sissy side and may be learn a few things too.

Introduction to my split personality