How I fell in love with cross-dressing

page views:1 Publication date:2023-06-11 14:07:32

Chapter 1

It's already the third week, and I'm still dressed the same: open-toed sandals, an A-line skirt, a white tank top under a sweater, and a strapless bra underneath. How could this be? I'm a guy! I don't even understand myself. Why would I willingly dress like this? Well, let me start from the beginning…

That day, after school, I went straight to find my classmate Ade. When I got to his dorm on the third floor, I found the door wasn't closed properly, so I went in. Inside, I found a long-haired girl sitting on the bed wearing only a bathrobe. As soon as he turned around, I quickly looked away and said, "Sorry, I went to the wrong place." I was about to leave when he spoke in a familiar voice: "Xiao Wu, you didn't go to the wrong place. I forgot to lock the door."

I recognized the voice—it was Ade! I turned back. "Wow!! I saw a ghost…" He was applying a face mask. After taking off his bathrobe and washing his face, I suddenly noticed him. Yes, it was Ade, but why was he wearing women's underwear? He had breasts, a fair bottom, a curvy waist, and long hair piled up. Was he Zhu Yingtai reincarnated? However, his genitals were still protruding, and there was no cleavage, but his figure was still pretty good…

“Hey!!!” Ade looked at me with a flushed face and said, “You…you already know my secret. I like to dress up as a girl, and you have to have a secret for me to know!”

Me…what secret do I have? The first time I masturbated was in the swimming pool! Does that count? The first time I did *that* with a girl was in the school classroom! That should only be considered embarrassing!! Just as I was thinking of what secret to tell him, he held up his sexy underwear and said to me, “Wear this, so you're part of it too, and you won't tell anyone!”

“What!? I'll wear that thing, I promise I won't tell anyone, okay?”

“No, you have to wear it, or I'll kill myself!” He then grabbed a fruit knife.

"This...this...you're not serious, are you?! Okay, okay, I'll wear it." I reluctantly agreed, and then he wanted me to change for him right there.

I awkwardly took off my clothes and put on the underwear Ade gave me. Wow! A black bra and leopard-print panties. I blushed bright red as I changed, and my hands and feet wouldn't obey me. I didn't know how to fasten the bra, so Ade came over to help me. I heard him say, "Looks like you have some potential...let me help you!!"

He put a soft silicone in my bra, making it look like I actually had breasts. Then he took out his makeup kit and started working on my face with a bunch of bottles and jars. No, I should say he was drawing on my face. He worked on it for almost an hour, shaping my eyebrows, curling my eyelashes, and using foundation, lipstick, and eyebrow pencil. Finally, he put a wig on me. It was a short brown wig, like a Japanese girl's hairstyle. When he was done, he gestured for me to look in the mirror. I couldn't look away once I saw her. I saw a pretty girl with wide eyes, an incredulous expression, an innocent look, rosy cheeks, and a small, beautiful chest. I felt like I had transformed from a big boy into a little girl!

Chapter Two:

My little brother couldn't resist the temptation and got aroused. Ade leaned closer, his face close to mine, and said, "Looks like someone's being naughty!"

He grabbed my little brother, and I froze, stunned. He gently caressed me, rubbing my penis, while his other hand roamed up and down my back, sometimes touching my chest, sometimes sliding down my back to my buttocks. Then his lips came close, our four thin lips intertwined, and then his tongue danced. He licked my cheek and then my ear, the taste buds of his tongue touching my sensitive earlobe and the inside of my ear, and then another French kiss ensued. Then Ade squatted down, kissed my navel, circled it with his tongue, and finally gave me oral sex. He first took it all in his mouth, then used his hand to stroke it. He then used his signature move—licking around my glans with his tongue, sometimes circling, sometimes lightly touching, or fully sucking it with his lips. I was so turned on that I almost cried out, "Oh...oh...ah...um...ah..."

Then he pushed me down, and I had no choice but to let him do as he pleased. He then changed positions, and we were in a 69 position, meaning I had to do it for him too. I looked at his penis; I had never seen anyone else's before, but I couldn't help but put Ade's penis in my mouth. "Mmm," so this is what a penis tastes like. I licked it, sucked it, and stroked it, using the same methods I had just used on him. I discovered that I wasn't bad at all, making Ade moan, "Ah...ah...!" It was a natural talent, something I didn't need to be taught. Our moans rose and fell, and I imagined myself as a woman, wearing a bra, making love with a woman who had a penis. Ade seemed to understand my thoughts; he parted my labia (my buttocks) and hovered his fingers around the entrance.

"Oh~ Oh~ Mmm~" I was so overwhelmed with pleasure I couldn't think straight. I never imagined that area could be so sensitive. Then he lifted my body, supporting me on my stomach, so I faced away from him. I supported myself on my stomach, lying face down on the bed, and he continued to stroke me while wetting my vagina with his penis. I'd never been done like this before, I was completely clueless. He whispered in my ear, "I'll be careful, it might hurt a little!"

Suddenly, I saw the mirror by the window, reflecting two girls having sex. I was the one lying on the stomach, and he was the one kneeling! My anus was still a virgin's place. He knew it was my first time, but his technique was amazing. Except for the first thrust, which really hurt, like I was about to expel everything from my stomach, I quickly got used to it. My hips would sway, and my anus would contract, just like a girl's. He held my pelvis, moving back and forth, his penis swaying and rotating inside me. I moved like a girl, moaned like a girl, and dressed like a girl. At that moment, I was a girl...

Then he changed positions. He pulled out, turned me to face him, lifted my legs onto his shoulders, and pressed me down, my body bent at a ninety-degree angle. I looked at him, suddenly puzzled. A beautiful, elegant woman, her hair styled in an updo, with fair skin, wearing a light blue lace-trimmed bra with thin straps that accentuated her pert breasts, light makeup on her face, thick, curled eyelashes, and glossy, alluring lips, was guiding an incongruous organ towards my opening. Ade entered me again, this time easily, but my legs went weak as soon as he did. My dangling legs twitched, and he supported them with his hands, thrusting vigorously back and forth.

"Ohhh~ Mm~ Mm~~" he cried out loudly.

I also panted, I had truly reached a state I had never experienced before. My penis wasn't being masturbated, and it wasn't as large as before, but it had leaked quite a bit. I gripped the blankets on the bed, unable to bear it any longer, I cried out in a high-pitched voice, "Ah~ Ah~!"

I felt like I was reaching my breaking point. I was trembling, my fingers and toes were curled up. I wanted to hug something. Ade was about to ejaculate too. He pulled out his penis and sprayed his semen all over me. I grabbed him and hugged him tightly. A feeling of hatred lingered for a long time. We were separated by a woman's underwear, our semen soothing each other. Time seemed to slow down, as if it had frozen. It was just the two of us, and we couldn't tell who was who anymore.

Just then, Ade looked up and said, "Honey, it's not over yet!"

My wandering soul was suddenly pulled back to reality. How could I be dressed like this? How could I be doing this with a boy? I was filled with doubt again. Why was he so beautiful? Why was he a boy? Why was I a boy? Thinking about this, I couldn't help but turn my gaze to myself in the mirror. Looking at a girl with a beautiful figure, my eyes widened with doubt, uncertainty, and fear. Then I looked at my genitals and started to sob. I didn't know where the tears came from, but they just streamed down

my face. Seeing this, Ade quickly grabbed a tissue and wiped my face. He hugged me and said, "It's okay, I just wanted to make you happy. I didn't expect you to cry. Don't cry, you've ruined your makeup!"

Oh… I was amused by him and laughed. I hugged him and began to experience this different life…

The Final Chapter

The next morning when I got home, I felt a sharp pain as soon as I woke up. My anus hurt so much, it felt stretched open. I promised Ade I wouldn't tell anyone his secret, but it had already become our secret. I went home wearing the girl's clothes I had worn the day before. I don't know where I got the courage, maybe it was a feeling of letting go and not caring about anything anymore. I got on the motorcycle, oh... another wave of pain. And Ade had dressed me in a short plaid skirt, my waist hurt!! It was so hot that when I flipped over, all my leg hair was wiped off, leaving my snow-white legs completely bare. I wore a pair of short-heeled sandals, and although my top was a little tank top, it wasn't too over the top because I had a jacket on. I put on a helmet, and on the way home, guys kept peeking at me. I've actually lost track of who I am anymore. I've even accepted all the stares with a nonchalant attitude, but I have to admit my legs are very attractive. Besides being fair, they're also great-looking, without the muscular lines that men have…

After getting home, showering, and changing back into my male form, I sat naked on the bed, thinking about what happened yesterday. I remembered Ade's beautiful face, his huge penis, his heaving breasts, his round buttocks, his slender waist, and my reflection in the mirror. Was that really me? Suddenly, the doorbell rang. I got up to answer it. It was Xiaoqi. Xiaoqi is my girlfriend whom I met after starting university. She's currently working to prepare for graduate school entrance exams. I assumed she was going out, so I asked, "Where are you going?" "Where?

Nowhere! Where do you want to go?"

"Oh…nothing. Then why are you dressed like that?"

"I'm here to see my boyfriend, of course I have to dress up! Otherwise, do you want to see a haggard old woman?!"

"No, no! Okay, okay, you're the prettiest…"

I picked her up, and we buried our faces in each other's mouths and kissed. Xiaoqi's kissing skills were top-notch. We started rubbing against each other on the bed, and she pressed down on me, teasing me, but I wasn't really aroused. When she touched my genitals, I didn't really want it. Seeing this, she lowered her head, took out my penis, and started stroking it. My penis started to get hard, and Xiaoqi said, "That's more like it...that's my Xiaoqi!"

But my mind wasn't on that; I was already thinking about Ade. I started imagining Ade giving me oral sex. Although Xiaoqi wasn't bad-looking either, her oral sex skills were just a little lacking compared to Ade. Ade could bring out all my sensitive spots. I held Xiaoqi's hair; she was working hard on me, but I couldn't feel her. After a while, she noticed I seemed strange, so she got up and walked aside…

“What’s wrong? You’re acting really weird today, not like you…”

“I… what am I?”

She turned around and said, “I need to use the bathroom.”

As soon as she entered, she rushed out again, shouting, “Wu XX, what is this?? Why??”

I looked closely and realized it was the girl’s clothes I had worn yesterday, which I hadn’t hidden in the bathroom. Xiaoqi cried hysterically, throwing the clothes at my face, and I didn’t know what to say. I thought about it for a long time, and I decided to tell her everything. But how could she believe me? So I started changing in front of her. I took off my clothes, picked up a black bra, leopard-print panties, a black tank top, and a plaid skirt, and put them on one by one. Xiaoqi's eyes widened as she watched me transform from her boyfriend into a girl she didn't recognize, a girl she was slightly jealous of. "You! What are you doing?"

"I... I'm just proving that this isn't what you think, but it might be worse than you think. Things always need to be resolved, so I decided to tell you the truth. It's also a step for me to understand myself."

Xiaoqi listened to me, puzzled, her mouth never closing. I told her my experience, but I didn't mention Ade.

“That’s how you move!!”

Xiaoqi looked at me with a puzzled yet relaxed expression and said, “Oh, I see, hehehe…”

“What are you laughing at?”

“I was just laughing because I realized that guys also have a gentle side, that guys also have a sensitive heart, that guys also have close female friends. But I think it’s great, I can accept it. But you still have to be my boyfriend, or you can be my girlfriend, I’ll make you happy, haha!”

“You!”

“How about we become best friends? From now on, when we go shopping, you can act like a girl, so you won’t get impatient and come shopping with me!”

I was stunned. She actually forgave me so generously. I could only return the favor with a hug.

“Wow! Your breasts are so big, I finally know what it feels like to be unable to breathe!” We started kissing again.

At this moment, she picked up the vibrator. I thought Xiaoqi wanted me to help her, but unexpectedly, she inserted it into my anus. I cried out in pain. She crawled behind me and made me lie face down. She smiled slyly and said, "Hehe!! I'm going to let you experience my prowess. From now on, call me 'Brother'!!"

She started moving, and I couldn't help but move and moan.

"Quick, call me 'Brother'!?"

"Brother... I want it so badly... Give it to me... Oh~ Oh~ Hmm~ Hmm~ Fuck me... Fuck me to death..."

Xiaoqi seemed to have become a different person. She started using some moves I had never seen before. She was quite tall, so we switched roles. She picked me up and sat me on her lap. I was startled by this move, but it was indeed easier to orgasm... I was still panting...

"Is it good?"

"It's so good... Oh oh~ Hmm~ Hmm~ Oh~ Ah~ Ah ah~" She kept jumping, and I moved up and down to match her movements.

"You're so horny... I'm going to fuck you to death!"

"Oh~ Oh~ Oh~ I was afraid you weren't good enough... to make me feel good... Mmm~ Mmm~"

"Still being stubborn, I'll fuck you to death!"

"Oh~ Oh~ Brother, almost... almost... I... I~ Ah~ Ah~ Ah~" I screamed loudly, my lewd sounds should be audible even to the people in the opposite building, my penis ejaculated before it even got hard, I hugged Xiaoqi, trembling all over, Xiaoqi said in surprise: "So the male G-spot is in the anus!!"

We played like that until midnight, and then fell into a deep sleep...

(The End)

URL 1:https://www.sex3p.com/htmlBlog/31434.html

URL 2:/Blog.aspx?id=31434&aspx=1

Last access time:

Previous Page : Urban life / Looking for a young Black man to have sex with my wife

Next Page : Urban Life / Passion in the Office

增加

comment Open a new window to view comments

Contact Information

How I fell in love with cross-dressing

comment Open a new window to view comments