The System Always Wants to Turn Me Into a Girl Chapter 365: First Time Crossdressing

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Chapter 365: First Time Crossdressing


Wu Dongming sat at the end of the bed, his face completely red. He lifted his eyes a little, not daring to look directly at An Han sitting in front of him. His hands unconsciously grabbed the blanket. From the moment An Han saw him in women’s clothes, his guilty and embarrassed feelings had already reached the peak, and his heart was suffering nonstop.


What was even scarier was that he actually felt that the feeling of stockings on his legs was… kind of nice!


An Han sat on a small stool, using scissors to fix Wu Dongming’s wig. After about ten minutes, she finished roughly trimming it. When she put the wig back on his head, she nodded with satisfaction.


“After fixing the wig, you look much prettier~”


“……”


“It’s just that your skin is a bit bad.”


She muttered, then lowered her head to look at his legs.


“I don’t have anything to remove leg hair, so… just wear it like this.”


The thigh-high stockings she bought were very thick and barely covered his very hairy legs, but the area between the stockings and the skirt wasn’t covered at all. It was painful to look at.


“Tsk—your legs are actually pretty thin, just too much hair.”


“Stop talking……”


Wu Dongming was so ashamed he couldn’t even lift his head. Every sentence from An Han felt like a knife stabbing his pride. His face was burning so hot it looked like he might faint any second.


“I’ll put some makeup on you~”


An Han picked up the makeup products on the floor, one hand holding a makeup brush as she looked carefully at his face.


The makeup was something her mom gave her during winter break, but she had only tried it once. Because she looked like a ghost after doing makeup, she put everything away in the bathroom cabinet and didn’t touch it again.


She had watched many makeup tutorial videos, though, and now she finally had a chance to practice on Wu Dongming’s face.


So she opened one of the tutorial videos she had saved earlier.


Hearing the sound from the video, Wu Dongming’s mouth twitched.


“Do you even know how to do makeup?”


“Don’t worry! I will make you super pretty!”


“……”


“Okay, first we put on a base cream~”


Wu Dongming closed his eyes automatically, his face full of hopelessness. He felt like he was An Han’s doll, forced to let her do whatever she wanted.


He regretted everything… Today was truly his day of suffering.


He felt the makeup brush on his face. His cheeks clearly felt the layers of powder being put on, and An Han’s rough and random brush strokes.


“Huh? Why is it so white?”


“……”


“It’s fine, keep going.”


Su Peng couldn’t sit still in the living room anymore. He came to the bedroom door, leaned against the door frame, and looked at focused An Han and the tortured Wu Dongming.


He watched as Dongming’s originally clean-looking face slowly turned into something ghostly.


“An Han, the food is getting cold.”


“Heat it up. I want to study the makeup a little more.”


All her gloomy mood from earlier was gone. Her voice was excited, her expression full of mischief.


Wu Dongming satisfied his curiosity about crossdressing, and she got a free practice model for makeup, got to enjoy watching his shy reactions, and also completed a mission she almost forgot about~


A win-win! She was basically winning too much.


“Eh… let’s just stop here…”


An Han put down the makeup brush and muttered to herself, “The steps were right… I followed the video exactly. Why does it look wrong? Your face is too masculine, it's not delicate enough.”


“What… what did you turn my face into?”


Wu Dongming’s voice was filled with misery, like he was about to cry.


Even though he knew nothing about makeup, it was obvious that An Han did a terrible job.


Su Peng looked again at Wu Dongming’s face, which could only be described as scary and impossible to look at.


If he went outside like this at night, he could definitely scare a whole crowd of people.


He only looked once, and his heart tightened. His back instantly felt cold, and all his hair stood up. Scared, he quickly walked to the living room, planning to throw all the lunch into the microwave to heat it up, instead of staying here and hurting his own eyes by watching the chaos.


After Su Peng left, An Han finally relaxed. She picked up the makeup-transformation camera and found the photo of the makeup she had prepared earlier.


“Okay! Open your eyes and look in the mirror.”


She quickly stuffed the camera into her jacket pocket. When she looked up at Wu Dongming again, the messy, ghost-like face from before had turned into something clean and cute.


“Really?”


“Yeah, very good-looking. You can go flirt with Brother Long now.”


“Get lost!”


What An Han said was the truth, not a joke, but sadly Wu Dongming didn't believe her.


The flat chest, thin legs, slightly boyish features, and short hair. All of these perfectly matched Long Xing’s preferences.


Too bad she had to keep her promise. Otherwise, she could have taken a picture and sent it to Long Xing, just to see his reaction, or watch how he would chase after Wu Dongming.


“Is it really good now?”


Wu Dongming did not trust An Han’s skills at all.


“Mm!”


He nervously raised his hand and touched his cheek. He didn’t dare walk outside. With his head lowered, he took out his phone and switched to selfie mode to check his face.


“......”


“How is it? Good-looking, right?” An Han proudly put her hands on her hips. “Look at those big eyes and small lips~ Hey, if you walk down the street like this, so many men will be staring at you~”


Wu Dongming’s cheeks burned from the teasing, but his eyes were fixed on the phone screen, full of disbelief.


Even though the makeup still looked a bit strange and slightly off around the eyes and facial features, and he couldn’t be called handsome or beautiful, it was still enough for someone to mistake his gender at first glance.


He seriously studied the reflection on his phone, then looked up at An Han, not knowing what to say.


She actually didn’t prank him while doing the makeup......


“What a pity,” An Han muttered as she walked toward the door. “Let’s eat. Wear the girl’s outfit for dinner.”


“No way!”


“Then keep admiring yourself. After you finish admiring, change back into men’s clothes and come eat.”


“Admire my ass!”


An Han casually closed the guest bedroom door. Then she could no longer hold back her excitement. Her steps became lighter, and she kept tip-toeing.


After a few steps, she pressed her lips together, trying to stop herself from laughing, and happily jumped on the spot a few times.


[Task complete. Reward received: a property.]


Amazing!


When she first tried to complete this mission, she even thought about selling the house and splitting the money with Wu Dongming. But before she could mention it, Wu Dongming asked her to wear women’s clothes first, which ended up trapping her and making her go out in public wearing women’s clothes for the first time.


Of course, now there was no way she would share this reward with him!


She finally got a house of her own~


Su Peng came out carrying the heated dishes, standing at the kitchen door, watching An Han bouncing excitedly on the spot. Her small ponytail swung up and down, and her smile looked especially innocent and happy.


He was completely confused. He had no idea why An Han would get this excited just because she tricked Wu Dongming. To him, she looked like a little girl who had just received her favorite toy.


The next moment, An Han noticed him. She immediately tried to control herself and let out an awkward cough. “Cough, um… time to eat.”


“You’re pretty cute,” Su Peng said gently.


“Eat, eat!”


An Han quickly sat on the sofa and tried to change the subject. “Why hasn’t Dongming changed his clothes and come out yet?”


“Maybe he’s too pretty and can’t stop looking at himself? You can open the door and check. My makeup skills are amazing!”


Su Peng had zero interest. He was afraid of ‘mental pollution,’ so he placed the dishes on the table and replied casually.


“Mm, amazing.”


Not going to a haunted house to work as a makeup artist is such a waste of talent.


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