Turned into a Sissy Pt. 21

Hi

here comes part 21!

I am still writing about my experience in Bangkok, when my girlfriend (with an extra), slowly turned me into a sissy.

Hope you like this one as well.

I would love to hear your feedback below in the comments.

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The next day, I had to go to office as usual. When I returned home, she sat at the dining table and a few papers in front of her.

She asked me to sit down, since she wanted my opinion. I was puzzled, usually I immediately got rid of my suit at home and wore something comfortable and feminine with high heel mules or similar.

But today, no time for it.

She started to talk and did not stop for quite some time. Long story short, she really had that thought of styling some of her best clients at home. She asked her boss today and he agreed that she reduces her days to only four per week.

I was surprised that he agreed, she did not tell me, what he replied and what the deal was.

To my futher surprise, she was upgraded by a level from senior to expert stylist. The additional rate easily countered the fewer working hours. And even though I am biased she was also really an expert and had a great sense for hairstyling.

She showed the papers.

"I wrote down what we need. The shop targets more upmarket local and Western clients. If I want to keep some as recurring customers at home, we need to offer something. For those Western guys, the additional service we provide is clear.

But I have some upper class girls, who have very high expectations and are a bit arrogant. They are not kinky, or seem not to be. So we must provide a perfect relaxing environment. We'll, you need to do that.

We need to get you an elegant uniform, perfect styled hair, nails, everything. And you need to learn to give foot massages professionally.

And we need a good selection of beverages and snacks of course.

And a proper chair for cutting and styling the hair, my utensils, hair colors."

She continued on and on, she listed everything down. Slowly I got dizzy, it was too much. I thought she just wanted to do it for fun, but she really planned everything already.

She stopped and looked at me.

" Sorry babe, was it too much after work? But I worked as well today and did all the planning afterwards. Will you help me?"

"Of course I will. But we don't have that much time."

She convinced me to talk to my boss (who was based in Germany) and ask to take some leave. As I was on an oversees assignment, I was still on my German contract with 30 days paid leave. And I did not take a lot of it, since I moved to Thailand. My boss did not like this, he always pushed me to reduce the remaining days of leave (a very German thing, I guess).

So next day in office I called him, he was pleasantly surprised. I arranged everything in the office regarding my backup and took 20 days off.

So I had four weeks to help my girlfriend.

While I arranged this, she spent the time after work at a wholesale market to buy everything she needed for her work. Everything was delivered the next day, she even bought flexible fabric walls to separate the hairdressing area from the remaining living room. Suddenly it looked like we had a tiny hairdresser shop in our apartment, just as she wished.

Then she turned to me.

"You need to be a good assistant. No, you need to be a better assistant than those at work, to be precise. And you need a make over. My female clients don't like Sissies. They don't care about Ladyboys, but they don't like the kinky part. So you need to be perfectly passable. Tomorrow you will get your nails done and I will take care of your hair."

"Babe, I cannot have colored nails at work."

"Of course not, silly. This is only for a start, once your vacation is over, we will remove it."

So I agreed.

Next day was one of her new days off. As usual I woke up first, before bringing her a cup of coffee and gently waking her up by sucking her cock. I loved this morning ritual. I crawled under the blanket, kissed her soft, pretty and yummy cock, before gently starting to take it in my mouth, play with my tongue around the tip of her cock, while sucking. Usually her cock immediately started to grow. Then I took her deeper in my mouth and started to suck her hard, moving my mouth up and down. Her moans showed me that she was awake and enjoyed this treatment.

In the morning she was very sensitive, so it took usually not long and she shot her load in my mouth. I sucked her clean and let her cum drip in my coffee.

Afterwards both of us prepared for the day. She wore an elegant grey midi skirt and a white plain blouse, paired with simple comfortable loafers.

"Today we need to prepare you for your assistant job. See our appointments as business related, please don't embarrass me."

"Babe, of course I won't. What should I do?"

"We go to a tailor first, then getting your nails done and afterwards I will make your hair."

"Sounds great, let's go!"

She gave me a simple white A-line summer dress, no bra, but white satin boxer short style panties and white sneaker.

"Today you should not show off too much. So better keep you covered down there."

She giggled, while still pulling down my panties, inserting the loackable plug again and pulling the panties back up.

"Why did you do that?"

I asked, shocked.

"You still need to remember who you are. Always. Even though today is for business."

We took a taxi to a tailor, where we haven't been before. She told them in Thai what I needed and they took all my measurements, even the feet. She explained that they also make tailor made shoes

They already had her measurements. Then they discussed a lot what we needed looking at different pictures in a book. I could not follow, so did not know, what we will get. I just paid at the end and was a bit surprised about the amount. Seems she ordered not only one type of clothing for each of us.

"Baby, I negotiated, they will bring first things already tomorrow to our apartment and do the final fitting there. The rest will be ready only two days later."

We took another taxi to a Nail salon. I had to sit down and they started working on both finger and toe nails. For the first time in my life, I got fake nails, which were probably 1cm longer than my normal ones. The chosen color was a burgundy red and they added sparkling silver hearts, one on each nail. The feet got the same color.

After everything was dried, my girlfriend handed me simple flat sandals.

"You should only wear open toe shoes now, not destroy the pretty color, baby!"

Our next stop was at her workplace. Her boss was surprised to see her, but once she talked to him, he nodded.

"Don't worry baby, he knows literally everything about you. And so do my coworkers. I still need to buy a few thing at home, so I thought I do your hair here."

I felt like all other hairdressers looked at me all the time. But of course they were also working. My girlfriend made me sit between two ladies, after washing my hair. Then she started cutting only a little bit, before she pulled out an eye mask.

"It should be a surprise."

She continued, I felt that she took bit by bit of my hair, I felt heat and my head getting heavier. She chatted all the time non stop with the others around her, she was in her element.

I guessed, she applied hair extensions. I loved that idea, never had long hair, only tried and wore wigs of course.

After a while she directed me to the place for washing the hair again, without taking the eye mask off.

And it still continued, I felt that she applied hair colour next, probably to make my hair match the extensions. At some point I had to wait for the color to set, before washing once more.

Then she did her final touches, I felt heat again and all kinds of spray or similar.

I have now idea how long it took.

"Baby, I am done with your hair. Hope you like it. But a colleague will do your makeup first."

I had to get up to go to another chair, she took off the mask, but there was no mirror. Her colleague, a really cute Thai girl, which I knew from some dinners before and who also spoke english, looked at me.

"He has so soft facial features."

She said to my girlfriend.

"How do you want me to do his makeup?"

"Please, say her from now on. She soon has little male features left. Make it feminine, classy, elegant."

"I got it, she will look pretty very soon. You already did a stunning job on her hair. And I love those details on her nails."

I blushed just by hearing what she said.

"Look, she is so cute, even blushing from my compliments."

She started working and I relaxed, enjoyed the process. I also loved how my nails looked like and I so looked forward to seeing my new hairstyle.

Once the girls was ready, she asked me to stand up and walk to a full size mirror, which my girlfriend has covered before.

"Are you ready baby?"

"Yes, please show me."

She pulled the cover away and I stood there in awe. My hair extensions were reaching to the middle of my back, they were with long waves, the color was mahagoni and you could not see where my natural hair ended and the extensions started. My natural hair color was kind of dark blonde, but you could not spot any of it. And the makeup just added to it, she managed to contour my face so I looked very feminine. She added a bit of rouge, lipstick in the color of my nails and winged eyeliner.

"Wow!"

That was all I could say. I slowly turned my head left to right, loved how the hair moved, how it fell in my face. It definitely feels different with extensions than with a wig which I was sometimes wearing so far.

My girlfriend said:

"You look damn hot, my little sweetie. So innocent in the white summer dress, and so sexy and feminine with your hair and makeup."

The other girl added.

"I fully agree, you converted her really to a pretty lady. Shall we celebrate this?"

"Of course, let's have dinner and drinks later. But she can't wear those simple sandals, we need something more classy. We will be back soon."

She pulled me out of the store and rushed to a small shopping mall just a few minutes away. I could hardly follow, but she kept a firm grip around my hand.

Instead of going to one of the shops, she went to the restrooms, straight in one of the stalls, locked the door.

"Today you can wear those flat sandals. But I needed some quiet time with you."

She pushed me down, pulled her cock out and I immediately took her in my mouth. She was really wet already, her cock was full of precum. Without hesitation she started to fuck my mouth.

"We should be a bit careful with your new hair. You just looked so hot right now, I needed your holes, sissy."

She pulled me up and turned me around, pulled my pants down and stopped. She said something in Thai, which sounded like swearing. She forgot the key for the lockable plug, so she could not get access at the moment.

She pushed me down again.

"We might need to touch up your makeup later."

Then she slammed her cock back in my mouth, I could not move at all, the stall was very small. She fucked my mouth deeper and deeper, harder and harder, I could not stop my saliva running down my chin. I tried to get a piece of toilet paper to protect my dress. She did not care.

She put her hands around my neck instead of around my head, not to ruin the freshly done hair.

And she fucked my throat over and over again, I could hardly breathe. Suddenly she stopped and did a few final thrusts before shooting a huge load down my throat. I felt rope after rope of cum filling my mouth and I swallowed all of it. She pushed my head gently back. I was completely done, could not say anything, my mouth hurt a bit. But I loved it, and I loved the taste of her cum in my mouth.

She slowly caught her breath.

"Sorry, you made me too horny earlier. I just needed to use you. But it seems that we have something to explain, when going back to the shop."

No one was in the restroom at the moment and I have no idea, if anyone heard us earlier. We went out of the stall and I saw my face in the mirror. The white dress, the mahagoni long wavy elegant hair and a completely messy face. The eyeliner was running down my face, lipstick was gone and the rouge was also messy. She took some paper towels and tried to make it look a little less bad, then we went back to the store.

The girl at the shop saw me, turned to my girlfriend.

"Really? Could you not even be a bit careful or wait for later tonight?"

She obviously knew what happened.

"Can you do a quick touch up? She will pay for dinner and drinks later as an apology."

So, yes, they just spoke about me.

She renewed my makeup and afterwards we left the shop for a night out.

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To be continued. Please leave a comment, if you liked it, that would be much appreciated!