I hadn’t mailed Mistress for a few months after my punishment.
I wanted to recover mentally and physically from it, and process what had happened.
And to be fair Mistress never presses me to go and see her.
However I did actually receive an email from Mistress saying she’d like to see me on a set date at 8am for a DAY of adventure.
The fact DAY was in capitals intrigued me.
Anyhow a few weeks later I was off to see my wonderful Mistress again.
I knocked on the door and was amazed by the vision of gorgeousness I was met with.
Mistress had her usual red bobbed hair cut, but this time she was dressed for business not pleasure.
She was wearing a lovely white silk blouse. The collar was up and top few buttons undone. Below that was a very smart knee length black leather skirt. Not like the short pvc dresses and skirts I’ve seen Mistress wear before.
Black stockings and black shoes with killer heels on her legs and feet.
The outfit was topped off with some wonderful pearl earrings, a large pearl type necklace and bracelet.
Mistress spoke.
Come in sissy, take all your clothes off and sit on the stool.
I quickly did as I was told.
Mistress than started to make my face up, although less slutty and more subtle than normal. A girl’s normal daily make up.
I then had a long blonde wig attached to my head. It was complete with pigtails and pretty little black bows.
Mistress then spoke again.
Right sissy, today Candy is going out in public during the day.
That’s why I’m dressed like I am and you will be suitably attired.
We will be going shopping to buy some lingerie, and then we will go to an adult shop and you will purchase some clothes and shoes befitting a naughty slut like you are.
You may need to use your womanly/slutty charms to see if you can get the clothes any cheaper.
I gulped. Yes Mistress.
Mistress then gave me my black underwear to put on.
Matching bra, panties, suspender belt and sheer black stockings.
What I was then given took my breath away.
Mistress handed me a black Victorian style maids dress
It was made of satin and felt amazing.
I stepped into it and Mistress zipped me up at the back.
It was knee length and tight fitting at the waist, but the skirt flared out.
It had a high neck and long sleeves, all of which were frilly.
Mistress then tied a white apron round my waist and put a white maids outfit on my head.
I slipped my 4” heels on and stood waiting.
Mistress gave me a handbag.
Ok sissy in your bag are condoms and lube as normal. Make up in case you need to touch it up. You’ve even got some ID in there. I checked and I had indeed got a few cards, granted they were memberships to sissy clubs but they had my name and picture on them (wig and make up).
There was a purse in the bag, Mistress had told me to bring some cash. I’d managed to get £400 which I’d taken out of the bank over a few weeks. I put this in my purse.
I also had my own bank card, but thought that one day Candy would need her own.
Once I’d done this Mistress said to me, come on sissy time to introduce you to the outside world. With that I followed Mistress out to the car.
I was really nervous.
Yes I’d been outside with Mistress before, but never so the world could see me.
I was scared!
Mistress could sense my anxiety.
You will be ok sissy.
Anyhow this is what you want.
You want to be a complete sissy.
You want to dress like a sissy, you want to get fucked like a sissy, you want to be treated like a sissy.
You will learn to accept that you are a sissy and may get humiliated sometimes.
This is your uniform which you will wear whenever we go out.
People will accept you.
You will be called Sissy os Sissy Candy or Sissy Slut Candy or just cock sucker, as ultimately that’s what you’ll end up doing.
So snap out of it because there’s no turning back.
Yes Mistress I replied quietly.
I put my head down and sat in silence for the rest of the journey.
What I didn’t realise is that we weren’t going to Colchester town centre.
Mistress parked the car, we were at Colchester train station.
I looked concerned.
Yes sissy, we’re getting the train to London. Now get out and buy two first class returns.
I did as I was told. I got a few strange looks but came back with the tickets.
Mistress seemed pleased.
When the train arrived we got on and sat in our seats.
I’d never travelled first class before.
It was quite quiet and nobody seemed interested in me.
Mistress spoke at length on the journey about now that I was a proper sissy this sort of trip would be a regular occurrence, and that I would need a suitable amount of underwear. I was also told that on occasions I would be required to accompany men and whatever else that entailed.
Mistress laughed when she said this!
We eventually arrived at Liverpool Street Station and got off the train.
There was so many people that I just blended into the crowd.
I did love the freedom I felt, the cold air on my stockinged legs.
We went up the escalator and made our way outside.
Ok sissy Mistress said, we need a cab to take us to Victoria’s Secret on Oxford Street.
I walked over to the first taxi and asked if he could take us.
Yes love he replied, and in we got.
Morning ladies, Victoria’s Secret, Oxford Street.
Yes please I responded.
The traffic was busy that time of day but in about 15 minute we arrived outside the shop. Pay the drives sissy Mistress told me.
I got a £20 note out of my purse and paid the driver.
Thank you sissy he said and smiled.
Well sissy, Mistress said, your first fan of the day.
I blushed.
We crossed the busy road and entered Victoria’s Secret.
It wasn’t very busy but the underwear looked amazing
Within seconds one of the assistants came up to Mistress.
Hello madam can I help?
Mistress replied, my sissy here needs sone classic sexy underwear.
She will often wear outfits like she has on today and will sometimes wear something more business like. Could you help her please.
If you just call her sissy she will obey.
With that the assistant came over to me.
I blushed again when she called me sissy.
She measured me and then walked around the shop.
We picked out matching bra, panty and suspender sets in black, white, red, baby doll pink and pale blue.
Several pairs of stockings a gorgeous black basque.
I loved being in the shop and didn’t mind the attention or the looks I got from other customers. Mistress was busy chatting to the manager of the store. I noticed she made some purchases too, although I think I paid for them.
I didn’t mind.
Once we finished, I thanked the staff. Mistress said we’d be back.
I knew I would visit the shop again.
I took Mistress’s bags as we crossed the road.
Right sissy we are now going to walk to the adult store.
It’s in Soho about 10 minutes.
I could actually walk quite well in my heels now and I loved being outside in a dress.
As we got closer to Soho Mistress said in the adult store I want you to buy one outfit including underwear and heels befitting a dirty sissy slut that you are.
I will also pick out a couple of things for you that you will enjoy!
We turned a corner and in front of me was a rather large looking adult shop.
We had to ring a bell to be let in. It appears Mistress had been there before, as the owner greeted her like a long lost friend.
When we got inside I was like a kid in a sweet shop there was so much to look at.
Mistress then told the owner what she had told me in terms of what to buy.
I was then told I had 10 minutes to find an outfit.
There was pvc and rubber and latex everywhere I didn’t know what to buy.
Mistress shouted 5 minutes left sissy.
So I decided on what to get.
A very short black pvc maids dress, again with long sleeves and a high collar. It even had a white pvc apron.
Black pvc bra, panties and suspender belt and fishnet stockings. I love fishnets.
And for my feet some black patent leather shoes with huge 6 inch heels. They had lockable ankle straps.
I took them to the counter.
Very good sissy Mistress said. I think you’d better try them on.
I looked round for a cubicle.
No, Mistress said, change so we can see you.
I looked round and panicked, but knew I had to.
Mistress came over to me and undid the zip at the back of my dress.
I walked to where there were some chairs and started to undress.
I could see a few people in the shop looking and laughing especially when I took my panties off, my cock had shrunk!
When I was naked Mistress came over to me and said well sissy I said I’d be buying a few things.
Firstly I felt a cold feeling on my cock. Mistress had put me in a metal chastity cage.
She laughed, that’s a small one so hopefully you’re cock won’t and can’t get too hard.
Then she told me to turn round. She lubed me up and inserted a but plug.
I loved my arse being filled.
Ok sissy put your clothes on.
I started putting on the pvc underwear. PVC is amazing they all felt fantastic.
I fixed the fishnet stockings to the suspenders. I just love fishnets, I feel so slutty wearing them.
I picked up the maids dress, yes it was small and short.
I squeezed my body into in and I could feel the zip being done up. The skirt finished just below my stocking tops.
I had to sit down the put the shoes on, because they had high heels and to do the straps up and lock them.
When I stood up I was told to walk over to where Mistress and the shop owner were.
Suddenly there was a buzzing in my arse.
Mistress laughed as she showed me the remote controlling the butt plug.
I was turned on, but couldn’t get hard because the chastity cage was so small and tight.
This made me mince over even more like a proper sissy.
Mistress and the owner were laughing at me, even some of the other people in the shop looked over and smirked.
You need to pay for your purchases sissy, plus these.
With that Mistress put another pair of shoes onto the counter.
They were black leather and had big platform soles. The heels must have been at least 8 inches.
I looked shocked.
Sissy, you’ll soon get used to wearing 6 inch heels so you need something to progress to. These will also be the shoes you put on when you’re going to get fucked!
I gulped.
The manager started putting my purchases through the till.
It came to £450.
I looked on my purse I hadn’t got enough money.
Mistress could sense this.
You know what you need to do sissy!
With that I minced over to the shop manager and got close to him.
I put my hand on his chest and said softly to him.
I’m afraid I haven’t got enough money to pay for the outfit, and now that I’ve put it all on I’ve got to take it.
Would you be willing to give me some discount if I suck your cock?
I then moved my hand down to his trousers, I could feel his cock starting to grow.
I held my hand there and started to rub him.
I then kissed him on the cheek and whispered, I know you want me to.
The shop manager nodded and said ok £400.
It was still more than I wanted to pay, so tried again.
If I suck and swallow all of your cum would you let me have it all for £350 please?
I then have his cock a squeeze.
It made him gasp.
As long as you swallow it and clean my cock up, and spend an 2 hours in here afterwards working in the shop, giving any other customers a blow job, you can have it all for £300.
Mistress smiled and nodded to me.
I said yes sir I will do that.
With that I took the managers hand and lead him over to the seats I’d got changed at.
He sat down.
I knelt in front of him, undid his zip and pulled out his hard cock.
I caught sight of myself in a mirror just as I was about to take his cock.
Wow here I was in my knees in a slutty maids outfit, wearing 6 inch fuck me heels, with an vibrating butt plug in my arse, about to take a strangers cock in my mouth and swallow what he had to give me.
What a dirty whore.
But I loved it… |