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Chapter 10 by DiveInstructorPlaya DiveInstructorPlaya

What's next?

It think it is called "sissy"

My timid new girlfriend: Ch. 10

Warning

+++ The “My timid new girlfriend” series is meant to be way over the top and extremely overexaggerated, and the main character (the boyfriend/father) is meant to be absolutely dumb and blind to what is going on around him. The series is meant to be funny, light reading.

Of course, parts are erotic but for sure not for everyone.

Please be aware that in the different chapters there might be ingredients such as "creampie," "cheating," "femdom," "humiliation," "ridiculing," "contempt," "bareback," "unprotected sex," "BBC," "being auctioned," "gangbang," "reluctancy," "Trans," and so on.

At the end, I have decided to publish the stories as "fetish."

Please join me in this silly saga, and I hope you enjoy the little jokes! +++

First steps

“I found some ideas on how to test my dad.” Lika said.

“Tell me!” April replied, already smiling.

“He first needs to have waxed most of his body hairs. Have soft, feminine skin, without any male features. We could give him a present, like a beauty treatment, including a manicure and pedicure, skin care, and shaping his eyebrows.”

“What do you mean by shaping the eyebrows? April asked.

“They should be thinner, more feminine.” Lika explained. “If we give him a beauty treatment, he won't even realize what is being done to him.”

“And his leg hairs? His back? Crotch?”

“All gone by then.”

That’s funny! What else?”

“Gradually, we will secretly transition the style of his clothes from typical male clothes to unisex and then try bit by bit more feminine clothes for him.”

“OK, what else?”

“He should be convinced of wearing a little bit of makeup now and then. And we will let him borrow our perfume.”

“Excellent!” April grinned, "Let's start with it today!”

I had taken an extra day off to clean the house, and right then, as I was cleaning the living room, the girls came back from shopping. They were all chattery, and I smiled. My daughter really found a BFF in my girlfriend. And she was her role model too.

They greeted me wholeheartedly, and Lika told me proudly she had a little gift for me. I stopped cleaning and smiled. Getting rewarded is nice.

“Here you go, Dad." And my daughter gave me a luxury envelope. I quickly opened it, and it was an "All the Way” beauty makeover. Of course I didn’t know the salon name, but the address was close to the gay district, downtown.

“What’s this? I asked, wondering. I had never visited a beauty salon before.

"It's time you make yourself pretty.” April said. “You have been working so hard, and we like to give you a complete overhaul. Once we are done with you, you won’t recognize yourself.”

“Cool! Thank you so much!” I happily replied. “When do I have the first appointment?”

“In roughly two hours," April replied. “Now you sit down and watch some TV; Lika will do the laundry before we leave.”

As I walked towards the living room, I could already hear my daughter busy putting my underwear in the washing machine. I just hoped she knew what she was doing. Whatever. As a modern dad, I need to trust my daughter and let her discover the world.

My girlfriend brought me, without asking, a nice cocktail, which I never had seen before. As I sipped through the straw, I had to admit it tasted good. As I almost drank it all, she brought me a new one. Normally, I never drink ****, so I was already becoming lightheaded from the first one.

“Have a sip and forget the straw.” She told me.

I did, and as I was drinking, she gently lifted the glass higher and higher against my mouth so I had to keep drinking. I finished it in one go.

“You like, my little one?” April snickered.

I let out a little burp and nodded. The **** went straight to my brain. I felt drunk, but in a nice way. If I were a girl in this semi-drunk state, I guess any man could now feel me up without me complaining. I might even kiss him.

“Here, last one. Don’t tell Lika!” and she gave me a third cocktail.

“What is the cocktail's name?”

“Cosmopolitan.”

It sounded familiar to me, but I never had one before. I smiled, sipping from it, having a nice foggy brain.

“Oh, oh!” I heard Lika's voice from the bathroom.

“What happened, Lika?” I managed to ask.

She came to me in the living room and showed me pink underwear.

“I am sorry, Dad; I had a little mishap washing your stuff.”

As I looked at the three, four boxers of mine she was showing me, I saw they were all pink now.

“There was a red top of mine still in the washing machine, you know?”

“No worry, things like that can happen.” I said as an understanding father.

“You can wear one of my slips; you won’t feel the difference.” April said.

"I'd rather not.” I tried to protest.

“Of course you will. You cannot go out to your appointment without wearing something under your pants.” April said, in a decisive tone, having the final word.

April went to the marital bedroom and came back with very female-looking boy-shorts.

“I am not wearing that," I said right away.

“Yes, you will, and stop whining.” April said in a confident way. “Undress.”

“You mean here?” I asked, surprised.

“Of course, I need to see how it looks on you.”

“But Lika is here too.”

"C'mon, Dad, I wanked you off the other day, remember?” Lika argued.

“Wanked?” April laughed, "No, you didn’t! You touched him twice!”

“Three times! Lika protested.

To distract them from my staying power, I quickly said, “OK! I will do it here.” And I lowered my shorts and grabbed April's soft-green boy-shorts. As I put it on, I noticed it was too big, and I looked helplessly at the girls.

“You have no hips like April does.” Lika established. “We need to try something else.”

“One second,” April said, “how much time do we have left?" as she quickly walked back to the main bedroom.

“We need to hurry.” Lika replied, looking worried. "Julian's salon is right now the place to go to; it was not easy getting a reservation.”

April came almost running out of the bedroom and handed something small and black to me.

“Try this!”

I unfolded the slip, and to my shock, I saw it was a string tanga.

“I am not wearing this!”

“Yes, you will, and it will fit perfectly.” April said. “This piece of garment will ignore the size of your hips; any man can wear it.

I hesitated.

“And it will accentuate your soft, round butt, honey.”

She convinced me. She always did. But she always knows best, and I knew this, deep in my heart. I held the string with both hands and stepped in, this time the underwear fitting perfectly.

“Pull it up a bit into your ass crack," April directed.

I did. As I looked down at the front part, I saw it was semi-transparent.

“Excellent!” Lika said loudly, "Just like you should always look, Dad! Very sexy!”

I smiled; she convinced me. I walked towards the large dressing mirror in the hallway and turned around, looking at my butt. Thanks to the straps, it was more present, as if I had just done a big glutes and hip thrusts workout. It looked more available. More receptive, I thought.

“OK, we have to rush, Dad. Here, put on your birthday T-shirt and your pants, and we can finally go.”

“Stretch your arms; I will help you with the t-shirt.” April said in a hurried tone.

I did, and she pulled it over my head. After I had my pants on, I looked in the mirror and all looked good. I still could not read the big text on it, as it was written backwards in the mirror.

"Let's go.” April said, pushing me gently towards the front door.

April drove; Lika sat in the back.

“Do you still have my credit card?” I asked my girlfriend.

“Yes. And I keep it. You don’t mind, do you? Or is that a problem for you?”

I didn’t want to spoil the day, so I mumbled something like “OK.”

Half an hour later we arrived, and the place was buzzing. As April was still finding a parking spot, Lika took me with her, and we went into the beauty salon. On the first look I saw a lot of women. All looked like athletes, having muscular bodies, but for the Asian girls, they all looked slender.

“Hi, I am Vivienne.” A slightly deeper voice said behind me, “Are you the lucky one?”

I turned around, and to my shock, a trans woman was standing right in front of me.

“Yes, he is.” Lika said, Remember we discussed it?”

“Oh yes!” Vivienne said, smiling at me, “Now I do! Come with me, honey; let me change you.”

I followed like a good boy and was seated a bit towards the right of the salon, in a private room, close to a door that led to a VIP room.

Vivienne saw me looking and whispered, "If you are a good boi, I might take you there.”

I smiled, not knowing how to react.

“Will this hurt?”

“Mmmhhh,” Vivienne answered, “the first time always hurts, baby. But I will go gentle on you.”

I kept silent, and the chair was inclined a bit.

“Take off your pants, dear.”

I did.

“Oh!” She exclaimed, “You look pretty!” as she saw my black string.

“Stand up for a second; I need to check this.”

I did and waited.

Vivienne put her big hand on one butt cheek and caressed my butt curves up and down and slowly towards my crack.

“What a lovely butt you have. I bet you have a lot of fun with it.”

Lika whispered something in her ear, and Vivienne looked big-eyed at me. I could not hear what she said, but one word was "virgin." But this was true; I had never had a wax before.

“This is getting more interesting by the minute!” Vivienne smiled lustfully at me and gave me a slap on one buttock.

I wanted to sit down again, but she stopped me in my tracks as one of her fingers caressed the strap up and down inside my crack.

“We might need the VIP room after all.” As she stopped stroking me.

“OK, let’s go to work!”

She made me sit again and inclined the chair all the way. Once I was comfortable, she fetched the hot wax from the cooker and applied it on my chest. Afterwards, she placed the strips. In a very professional way, she distracted me by asking something and pulled the first strip off my chest. It hurt like hell, and I groaned.

“I know, baby.” Vivienne tried to comfort me. “But it gets better the more often we do it. Just like sex. The first time will hurt, but if we do it often, it will get better.”

I found the comparison a bit far-fetched, but ignored it, because as I was listening to him, she pulled another strip.

Did I think “him” or “her”?

Right then Vivienne distracted me again, this time lowering the chair a bit more. And again, as she was doing this, she pulled quickly another strip.

“Oh!” I cried this time. It was the hairs around my right nipple she had just pulled.

"Hurts, baby?”

I nodded, having watery eyes.

“Let Mommy make you better.” And she kissed my erect, sensitive nipple.

I thought it was another trick to distract me, but all strips were gone.

Vivienne gave my nipple another kiss and softly sucked on it, his tongue playfully dabbing it.

Distracted by the soft sucking, the pain of having all my hair pulled went away. It was an odd method, but it worked.

Did I like his sucking? I wondered.

To be continued.

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