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MY STORY : BOOK 2
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Chapter 5: Perfecting Make-up

The first thing I started to focus on was make-up. Just like most other sissies, I started googling and watching YouTube videos from girls doing their make-up. But it was so overwhelming. They use so many products and techniques; it 
didn’t get me very far. 
I told my Princess this and she wasn’t very amused by this news. She told me to bend over her knee and she spanked me. When Princess spanks me, she does it very hard to make sure I see it as a punishment and not something exciting. It is very humiliating to lay down over the knees of your girlfriend as she lowers your panties and starts to spank you. She starts slow and soft, but at the end I am begging her to stop spanking me! 
After she was done I stood up and she said ‘’I got a plan! I know a beautician 
that also does make-up! I’ll call her to make an appointment for you.’’
I replied with ‘’Yes, Princess’’ as I was rubbing my warm and red bottom.
Princess called the beautician right away and asked for an appointment. 
Princess said: 
‘’Hello, do you still give make-up tutorials?’’
‘’Can I make an appointment for Jens? He likes to dress up like a girl you know’’
‘’Haha yes!’’
‘’haha’’
‘’Yes please’’
‘’As soon as possible’’
‘’Tomorrow at 14:00? Perfect!’’ (she looked at me)
‘’He will be there! Thank you!!’’
‘’Bye bye’’
As she hung up the phone she turned her eyes to me again and said, “Go 
upstairs, play with your dildos or whatever. Tomorrow you have an 
appointment for make-up.”
I ran upstairs and opened the door to my fully feminized sissy room. My walls 
are pink with glitter and I have dildos and sissy toys laying around everywhere. 
My gaming chair is pink, my keyboard and mouse are pink, my headset is pink, I have pictures of big dicks laying around that I want to hang up against the wall. I have a really slutty room. That evening I did an assignment for an online guy who was bullying me. He wanted me to fuck my dildo while shouting his name. 
That was kinda hot. 
I also posted some videos and photos on my OnlyFans and updated my 
followers about what is going on. After playing a couple games on my 
computer I went to bed.
The day after that it was time for my make-up appointment with the 
beautician. Princess collared me right before I wanted to go out the door and 
drive to the beautician. She made sure the collar was locked on. 
Once I arrived there I was greeted by an older but friendly lady. ‘’Ah you must 
be Jens! Follow me!’’ I was very nervous; I just said hello and followed her.
I had to sit down on a chair and in front of me there was a mirror and a bunch 
of make-up tools. I will not get into all the details here but she taught me a lot 
about make-up. 
In between her explaining make-up she started to ask some questions. She was very curious how I got into crossdressing. I told her that my Girlfriend really likes to dress me up as a girl and she thought that was very cool. I told her about OnlyFans and she was totally with me. She really liked the idea of it. We started to vibe a little bit haha. It was a good experience.
After +- 90 minutes, we were finished. I looked in the mirror and the make-up 
was very nice. But not slutty enough for me. But I really learned a lot about the 
basics. She asked me if I was happy with the results and I said “Yes.”
She asked me if I wanted to remove it.
I hesitated a little bit. I said “No thank you” and kept the make-up on.
It was hot. Just had to hope nobody saw it on the way back home haha.
When I arrived home and opened the door. I got to my knees and kissed 
Princess’ feet as usual. Once I stood up and looked at her, she wasn’t very 
impressed. It looked great! But for a regular girl, not for a slut. This was also 
what she said to me. She wanted my make-up to be sluttier, more whore-ish. 
With my new basic knowledge about make-up I understood a lot better what 
the girls on YouTube were talking about. I looked up E-girl make-up tutorials 
and slutty, whore make-up tutorials and got my inspiration from them.
I practiced make-up for the rest of the day and finally got to something that 
looked fairly slutty and sexy. 
I definitely improved a lot at make-up. Princess enjoyed the progress I was 
making and rewarded me with pegging me. Sometimes she pegs me so hard 
that it doesn’t feel nice. But when she uses a strap-on that vibrates and she 
uses lots of lube and puts me in my favorite position, it really does feel nice. 
After a while I had a sissygasm while Princess was pegging me. Cum started to 
drip out my chastity cage.
Princess stopped pegging me and kissed me. She said ‘’I love you’’ and I said ‘’I 
love you too Princess.’’ After a while I got up out of bed and pulled up my 
panties. This is when I realized that my life was truly changing. All of this has 
always felt like a dream. Like a fantasy. Like it is not real and that it stops 
whenever I don’t like it.
But when you have to pull up feminine, girly panties after you just had an 
orgasm, you realize that this is very, very real.
A few years ago, once I had an orgasm, I would have thrown out all my panties 
and started to wear boxers again. But I don’t have that choice anymore. It 
doesn’t matter if I am horny or not, if I just had an orgasm or not. I am wearing 
panties.
I am a bitch.

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