[waki86] the new journey .

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waki86
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Re: [waki86] the new journey .

Post by waki86 »

Locktober party.

There will soon be a lock your partner up party in Germany on September 30.
It is an hour's drive from us to get there. M
iss R and I decided to go there together.
She has also asked Sandra and John and they also think it would be fun to come along.
There too, the person wearing a chastity cage or belt has free access.
We went to a similar party last year and had a great time.
The night before last we were talking about what we were going to wear to that party.
I laughed for me that is not difficult from below nothing.
Miss R actually said I would like something different.
And asked her what would you like.
How cool would it be if you were a Sissy. I
looked at her and started laughing and said your girlfriend. Yes, you already have long hair naturally, and I can transform you with makeup.
And you would be one of the most beautiful Sissy's out there, Miss R would be proud.
We have enough clothes that we use for carnival, there must be some, and she walked upstairs and came back a little later with the box of clothes.
She took out a maid's dress and said wait.
I put it on and she said it looks good on you, let's get some makeup done.
She had me done in no time. And made me look in the mirror. You did well, I said, at first glance I look like a woman.
Yes, she said well.

We tried on different clothes and also different types of lingerie.
Miss R and I have about the same size clothes and that worked out well.
We had a lot of fun with it together during the fitting.
We all agreed that black suited me best.
In the end I wore a beautiful black and purple corset from Miss R, with a standing lace underskirt and a short skirt on top. Underneath it a beautiful lace suspender with purple bows and net bows.
Miss R pulled the skirt up a bit and asked what do you think is more beautiful.
I said it looks better, I think, if it just reaches my buttocks and not over it.
It does look sexier, she said.
Yes, I said and turned around and said I don't have to lift it to show that I have a cage on.
She grabbed me by my udders and said you are such a hottie. Yes, I said to her, you're hot.

I kept the clothes on for the rest of the evening and felt very comfortable in them.
Miss R was excited just like me and was allowed to lick her delicious orgasm with my tongue.
I never thought I would feel so good and sexy wearing those clothes.


Sandra and John are coming next weekend.
John may have PIV again, and according to Miss R, he may also cum from Sandra.
Then he will be locked up for a month.
It will be quite an experience for him to experience Locktober. We have agreed not to tell them that when we go to the party, as a Sissy.
We want to see their faces when they see me like this. Although Locktober isn't that special to me.
After all, being locked up 24/7, Miss R informed me that I will not be milked during that time.
To make Locktober something special.
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waki86
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Re: [waki86] the new journey .

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Getting used to it.

Ever since Miss R decided to take me to the party as a sissy,
I have never tried on so many clothes.
Although I thought the outfit I was wearing changed every day. From supper short skirts to suits.
Every night when I came home
I had to put on lingerie and make myself up.
After which she went to grab the clothes for me to wear.
She wanted something stylish but it also had to be erotic, but not too vulgar.
Only yesterday she had no idea what I was going to wear.
She altered her hoop that she had for under a skirt.
The underskirt has been stripped of the fabric, and she has made new translucent black fabric at the top.
It falls just over my buttocks.
Underneath I wear a red suspender belt with black accents, red net stockings and black pumps.
As a top a red and black corset with extra padding.
The fabric is transparent enough that my cage is visible.
The cage that I wear is my steel Nub and the LED butt plug so that the bottom is illuminated.
I also think it is the most beautiful thing I have worn so far.
In the meantime, I also had to learn to walk, sit and bend more femininely.

She has calmed down a bit after last Saturday.
It did her good that she was taken by John and could play with him.
Although he was told he could cum, in the end he wasn't allowed to.
Sandra wants to keep him sharp for the party and Locktober.
I was milked for the last time that Saturday.
But only afterward when John had done his work.
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Re: [waki86] the new journey .

Post by waki86 »

Some rules for the party.

Miss R has drawn up some rules of conduct for me.
Where she communicates with the LED butt plug.
She can change the colors via the remote control and each color has a meaning.
She takes me by the collar and walks behind her at all times. And is not allowed to talk to others independently.
When we walk the color is white.
When we are standing somewhere she turns it to red and I stay in place.
When I have to introduce myself to a master or masters, she gives him the green light.
I then have to shake hands and bend my knees a bit at the same time.
When I'm allowed to speak, she puts them on blue.
Should I introduce myself to another sissy, she sets it to purple.
I then give the sissy three or four kisses on the cheek.
If I can talk to the sissy she puts it on orange.
When it is red I go back behind her.

There is a danger that there are some who have the same plug in.
And mine could also change color what I said to her. She laughed and said that just makes it more fun, you don't know if I'm doing it or someone else.
Just keep an eye on the color and be a good sissy.
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Re: [waki86] the new journey .

Post by avid fan »

Thank you for the great posts... what a deliciously twisted journey you're on!

Would have loved to hear about your events of Saturday...has your lady ever suggested that you clean up John's mess after he's cum inside her?
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Re: [waki86] the new journey .

Post by waki86 »

avid fan wrote: Fri Sep 29, 2023 6:34 am Thank you for the great posts... what a deliciously twisted journey you're on!

Would have loved to hear about your events of Saturday...has your lady ever suggested that you clean up John's mess after he's cum inside her?
It is indeed an unexpected twist from Miss R.
Although I didn't see it coming immediately, in retrospect it was a logical progression.
I also didn't think she would throw me into the deep like that.
The party was well organized, and in the end I felt comfortable
.
Miss R hasn't hinted yet that I have to clean her after John comes inside her.
Most of the time Sandra doesn't allow John to cum either. His cock is not for his own pleasure but for someone else's
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Re: [waki86] the new journey .

Post by waki86 »

The party .

Saturday morning went normally, after breakfast I went to the vegetable garden to do some last minute things.
I am now used to the morning freshness.
Just like with warm weather, one quickly gets used to it being chilly outside, even if one is naked.
Even though she wants to take me along as a sissy, she still prefers to see me naked at home.
After lunch I cleaned up a bit and she said it's time to change. I
went showering and Miss R immediately loosened the inverted cage so that I could clean everything properly.
Then she installed the Nub, now you have a nice clitty, she said.
My hair was done and I also had make-up done.
When she was done with that, she stuck on the gel nails and painted them.
I wore beautiful smoke eyeshadow with make-up to give it a more feminine face,
I also had fake eyelashes glued on and black lipstick on.
Next was the corset and then the garter belt and stockings. And finally the open hoop skirt with some lace.
I immediately felt different.
Miss R went to get changed afterwards and when I saw her I was surprised.
She also wore her gothic dress, very long at the back and very short at the front.
So short that her chain panties with dildo were clearly visible. Normally there should be another skirt underneath, but she wasn't wearing that.
It looked very sexy and provocative.
That's how we are sisters, she said.
Indeed I said we fit together perfectly.
After dinner Sandra and John came, they were very surprised when they saw us.
Sandra said she should dress me like that more often, it looked good on me.
After coffee they also went to get dressed.
John's cage was removed and he put on a kind of leather jocktrap with a steel ring that had two long chains attached to it.
Then a pair of leather open shorts so that the jocktrap is visible with laces.
Sandra put his cage back on, and it fit on the ring.
Then he put on a bondage shirt with leather straps.
Sandra gave him a steel egg with two chains attached to it, and he put them in his ass.
And then clicked all the chains onto the wrist straps.
His collar was put on, and there were also two chains that went to the wrist straps.
Sandra put on a latex skirt with laces and a short latex jacket with straps at the front.
Her breasts looked so beautiful.
We drank something and got in the car.
Miss R would drive there and Sandra would drive back.
After about an hour and a half we arrived.
The parking lot was full and we had to go to another one.
John and I were not happy with that, we had to walk 10 minutes across the street.
Fortunately, we weren't the only ones who had to do that. Along the way we received some compliments in different languages.

Finally we were able to go inside, Miss R was also allowed to walk through without showing her ticket.
She said if I had known that we wouldn't have had to buy it.
I said laughing, now you are also chaste.
The four of us walked further into the room.
There were all kinds of people walking around, people who practiced BDSM and the man or woman were slaves.
But also sissies in all kinds of shapes, dressed classy and sexy, as a maid or as a teenager. A
real mix of everything and something.
What struck me was that all the Sissy's were also plugged. There were some who had a spinner with lights in it.

Very soon Miss R was talking to someone with a Sissy, and that wouldn't be the first.
At some point I had to introduce myself to the masters what I was doing.
The butt plug turned a different color and I also had to introduce myself to the sissy.
Wanted to give her three kisses on the cheek, but turned her mouth towards me. It was a bit of a shock.
She said you look beautiful and you have a beautiful clit.
She lifted her pink dress, this is my clit.
She rubbed it and her masters said don't touch it, it's not play time yet.
The light from the butt plug changed and went back.
I couldn't hear what they were talking about.
That happened a few times.
At one point we were also talking to a gothic person.
The sissy was wearing almost the same dress as Miss R.
They were Germans, when I had to introduce myself to the Sissy, she immediately put her tongue in my mouth and reached under my hoop skirt.
She even bit my tongue which hurt a bit.
In response I bit her lips, she didn't make a sound.
In German she she you are my sister.
Miss R said play with her clit while we chat. I thought she meant it now and hesitated.
Come on, play with your sister.
I played with her and she with me and it got me quite excited
.
At one point the butt plug ran out of battery.
Miss R said just take them off and clean it and change the batteries.
She changed it, put the plug in my mouth, and put it back in. Just while there were people standing around us.
It was a fun evening and I was now used to playing with others every now and then.
John and Sandra also had a good time. Sometimes we didn't see them for a long time.
Afterwards Miss R said that I had behaved well beyond her expectations.
Sandra and John said it was a cool party and they had made a lot of contact.
We got home around 6:00. Then we had some more drinks and chatted.
We went to bed and Miss R said keep your suspenders and stockings on, I want to see you like this when I wake up.
We woke up around 1:30 PM.
I walked like this for the rest of Sunday.
She said there's really something about seeing you as a sissy. I
said it feels nice now too.
"It's nice to hear that we can do that more often as a bonus," said Miss R.
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Re: [waki86] the new journey .

Post by waki86 »

Shopping together.

After the party Miss R said she wanted to see me as Sissy more often.
We have discussed this extensively with each other.
Because although we have a female led relationship, and she makes decisions.
Let's talk about how she would like it.
Together we agreed that it would be an addition if I were a sissy every now and then.
I thought it was a nice experience and wanted to know more about it and what it would be like to be a sissy, as Miss R would see it.
Miss R said then we will have to build a wardrobe for you, so that you have different types of clothing.
Some of my clothes already fit you, and some clothes don't suit you.
The next evening we went on the internet together to see what she likes in sexy clothes.
She also has a lot that she wears under her clothes.
She loves beautiful lace and sexy and provocative lingerie.
She herself has a nice B cup and size 36/38. She is a bit smaller than I am, so some clothes don't really do justice to me.
The corset I was wearing was quite tight on me, and even though it looked nice, a size larger would have been nicer.
Her skirts just fit but some are too tight.
For me it must be pleasant to wear.

We were both free last Friday and we decided to build a wardrobe.
That's why we went to second-hand shops.
And together we browsed through the racks to choose clothes.
We found various pieces of clothing, skirts, dresses, tops and blouses.
And even two pairs of nice shoes in my size.
Then we went to a lingerie store.
The saleswoman said to Miss R, are you sure it is your bra size?
She bought a few bras with a cup size of only C, even though she herself had a B.
Miss R said it's not for me but for him while laughing.
The sales women laughed at it, and Miss R said no, it's for a friend of mine.
We had a lot of fun walking out of the store.
In another lingerie store we bought new stockings in my size and two suspender belts.
Then we drove to another city, because there was an erotic shop there.
Miss R had seen some nice sexy outfits online.
At Christie Le Duc we bought a corset with attached skirt in red from the Abierta Fina brand.
The skirt just reaches the buttocks and it is open in the front. And a stretch outfit, Long sleeve top and stockings with belt. And a wet look skirt with lace top.
When we were done, Miss R said she didn't think we would fill your wardrobe like this.

That same evening I tried everything on, some items of clothing still need to be changed.
But it was fun and special to choose my clothes together.
Miss R said she was proud of me and had also thought along with me.
That same evening I was able to pamper her wonderfully and for a long time with her favorite dildo.
She said even though I am going to train you as a sissy, you will always remain my beautiful naked man who I will continue to enjoy.
I said I know that's why I love you so much.
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Re: [waki86] the new journey .

Post by waki86 »

It has always been her intention. I

t has always been Miss R's intention to make a sissy out of me.
In the beginning we once visited her friend in Groningen, where her husband is also a sissy.
During that weekend they had a fancy dress party, where I also wore women's clothing.
From that moment on, Miss R decided that I should become a sissy too.
Although I told her at the time that I never wanted to be a sissy, her decision was made.
By keeping me locked up 24/7, she transformed me into a very willing man who would do anything for her.
I noticed that I also really enjoyed being teased and dominated.
Where I couldn't come and started loving that feeling.
I was given more and more tasks to do, which I still enjoy doing for her.
She made my cages smaller and smaller until my penis disappeared completely.
I also unconsciously helped with it by making beautiful new fronts for it.

The party we went to was the reason for her to take me there dressed as a sissy, to see if I enjoyed it myself.
By preparing for the party and trying on clothes, she noticed that I enjoyed that extra attention.
The party itself would then be the ultimate test for her and me. Because she knew I once said I didn't want to be a sissy.
This is what Miss R said last weekend when I was dressed as a sissy all weekend. She was proud of me for unknowingly contributing so well to my sissyfication.

We used the weekend to adjust the second-hand clothing so that it would suit me better.
On Saturday morning I first had to do my make-up under supervision and do my hair the way Miss R liked it.
Then it was time to put on the newly purchased lingerie. She changed the front of my inverted cage for a matching front, one with brightly colored stones on it.
The butt plug with rainbow colors was also brought out again. So that when I bent down it would also look nice.
I also had to wear a pair of high heel shoes. It took some getting used to walking on that.
But Miss R said that walking in high heels would make my backside look much better and more feminine.
When I was done I was allowed to look at myself in the mirror. Miss R ran her fingers through my hair and said now you are my girl girl.
She slapped my buttocks and said come my girl, we are going to have a delicious breakfast together.
Miss R was dressed herself and we walked downstairs where we made breakfast together.
Something that hadn't happened in a long time.
She really enjoyed seeing me like this and doing things together.
I asked her if I could wear different shoes when I went to the vegetable garden.
To which they answer no, you keep them, but I will help you. Something she hadn't done in a long time.
While working together in the vegetable garden, she said,
"You are now really fulfilling my dream.
" It's wonderful to see you in your lingerie like this.
Although it was awkward in high heels, I enjoyed it.
We did things together all day and she kept calling me her girl. In the evening we read women's magazines together and chatted about feminine topics.
When we went to sleep I was allowed to spoil her with my fingers and tongue, and had to stay in my lingerie.

Sunday morning it was the same ritual again.
I only tried on the clothes she bought for the rest of the day.
It had to look sexy and provocative.
She made some of the blouses narrower so that the bra showed up better.
The blouse was made narrower at the waist.
I also wore a summer dress, and she make it very short at the front so that the suspender belt and my cage are clearly visible.
And the back of the dress was left long.
The clothing style she came up with for me is completely different from what she wears herself.
She mainly wears black and red, and I have very colorful clothes.
It was a wonderful weekend and on Sunday evening she also fucked me with the dildo.
I had the dress on and had to bend over so she could take me in my pussy.
I deserved that as her girl.

During the week I am naked and I also sit on the dildo at breakfast, and in my spot in the evening.
But for now, Miss R said I'll be her girl at the weekend, and we'll do things together.
And she teaches me to be a good girl.
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Re: [waki86] the new journey .

Post by waki86 »

Surprise for Miss R.


Because Miss R likes to see me as a sissy during the weekend, I went looking for breasts.
Now I saw that there are many different ones, the ones that you stick on or put on like a kind of sleeveless shirt.
Personally, I don't think it's that nice, you can still see the edges.
After a long search I found a breast prosthesis.
They can be reused, and in my opinion it also looks more real. And also much better to use as filling for bras and corsets. And because they are glued, they can also be worn without a bra and corset.
I think Miss R will be very pleased if it looks like I have real breasts.
And I'm already looking forward to her reaction.
Hopefully they will arrive before the weekend.
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Re: [waki86] the new journey .

Post by waki86 »

She is happy with it.

The ordered breasts arrived just before the weekend.
I ordered them under Miss R's name and gave her the package last Friday.
She was very surprised when I gave it to her, because she had not ordered anything.
She opened the package and looked at me, she said you are a sweetheart.
I said it's much nicer to have breasts instead of padding in the bra.
She said you are right about that, but wanted to wait for that for now.
I told Miss R that it would probably be better to give me breasts right away.
So that I will feel even more feminine and it would also look more natural for her.
I also ordered glue so that they stay in place and can also be worn without a bra or corset.
It looks like you're enjoying being a sissy, Miss R said.
I said yes, I love becoming it for you and seeing you enjoy it. And to be honest, I also enjoy wearing lingerie.
It also kind of gives me a kick.
Miss R said great, then we will continue training with you all weekend.
During the day you walk around in lingerie, and at night you dress yourself so that we can have fun as two friends.
Lingerie requires certain make-up and clothing also requires certain make-up.
I wore the breasts all weekend.
And I have had training on how to behave as a sissy.

It was wonderful in a special way that weekend, and I enjoyed it.
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