Sissy Indian whore pounded by boss – Hot crossdressing sex story

Sissy Indian whore pounded by boss – Hot crossdressing sex story

Hello! I am Aryan, and this story is about my gay sexual experiences. I am a 24-year-old, fair, 5’7” tall guy, with a really fit, but a feminine body. I live in Bangalore now. I have a huge ass (because I work out my glutes almost every day), and I prefer to wax every single part of my body so that I look sexier and more feminine.

I usually wear pants that are smaller than my actual size. They are tight, and it makes my ass pop out. As a result, I’ve noticed a lot of straight guys, from my workplace, staring at my ass all the fucking time. But, it doesn’t bother me though, it makes me feel like a little fucking gay slut. And that’s when I realized I was bisexual.

Let’s talk about my boss, Kevin. He’s a 40-year-old, 6-foot tall man, with a dark skin complexion, and with a big muscular body. I’ve had a crush on him ever since I joined this company. I gave myself excuses, to go to his cabin, talk to him for a while, flaunt my sexy ass, and come back. I knew he was interested in me. I can’t wait to make him fuck me!

The day before, Thursday

So, in the morning, as usual, I took an Uber to work. I had a lot of pending work, so I went there an hour early. Guess who waited in the elevator for me. It was Kevin, yes, my hot-as-fuck boss.

I greeted him, and he smiled. His smile was sexy as well, and made me want to kiss him so badly! We got out on the same floor and went opposite ways.

While working, I couldn’t stop thinking about him, and his smile. So, I went to his cabin, greeted him, and told him I need help with my work. But he said he was busy with his own work, and he said that with the same smile. Ugh! He turned me on again.

But he said, “Aryan, come to my house tomorrow, after work, I am free this weekend. You can stay with me, and I’ll help you with your work”. I cannot explain how happy I was hearing that, his deep voice made the sentence even better.

I said, “Sir, that’s a good idea, I will get my clothes and other items tomorrow.”

“That’s great, Aryan.”

That day, Friday

I woke up, thinking about Kevin, his deep voice, his huge muscular body, and his smile. I took a bath, packed my clothes, toothbrush, etc.

Then, I dressed up. I wore the tightest pair of pants I could find, they were light grey. And I wore a black shirt, did not wear the 2 buttons at the top, for the cleavage. Then, tucked it in my pants, so that my ass pops out (as always haha I’m such a whore).

I wore a bit of makeup. I looked at myself in the mirror, I looked so fucking hot, and I knew the guys at my work cannot resist me today, my boss Kevin especially.

I booked an Uber, reached work. While I was walking to my desk, I noticed every single guy staring at my ass. One even had a huge boner visible, haha.

After I was done with my work, in the evening, I went to Kevin’s cabin. He was wearing a tight shirt, his pecs were visible, his biceps popped out, making me really horny.

He said, “Let’s go Aryan. I am done with my work.”

“Sure, sir. I am ready.”

He looked at me differently that day. I noticed the lust in his eyes. I knew he wanted to kiss my soft lips. I knew he wanted me to suck his dick. I knew he wanted to pound my ass really fucking hard. And..I was ready for it.

Car

Then, we used the elevator to go to the basement, where his car was parked. We entered, I sat next to him on the passenger’s seat. We started talking.

“So Aryan, do you live alone, or do you have a partner?”

“Sir, I live alone, and I am single.”

“Wow, I cannot believe such a cutie like you, is single.”

“Haha, stop sir. You are making me blush.”

“Haha, but it’s true though. You are very cute, and hot. I have seen a lot of straight guys checking your ass out, which proves that you are hot.”

I did not reply. I put my hand on my boss’s dick, which was already pretty hard from our conversation. He moaned slightly.

I started stroking it, and he said, “Ah, it’s so good. I never knew you were such a whore.”

“I have always been a sissy slut, sir.”

“Don’t call me ‘sir’, call me ‘daddy’. From this moment, you are my little slut. Let me give you a good name. Your name is Alisha.”

“That is such a sexy name, daddy”, I said, while opening my boss’s zipper, revealing his 9-inch black cock.

“Do you like what you see, Alisha?”

“Yes, daddy. Very much.”

Home

We reached his house. My boss was a rich man, his house was fabulous. Scented candles and golden lights all around, which turned me on even more.

“Alisha, go inside that room, wear the dresses I kept for you. And, don’t forget to wear makeup inside the cupboard. There is a wig too.”

“Okay, daddy. I will be back in a while.”

I went in and locked the door. I noticed that he had kept the clothes on the bed. I saw a pink crop top, which was really short and exposed my navel and waist. And there was a light blue jeans pant, and I could see that it was smaller than the size I usually wear. I am sure he did that on purpose, to make me wear skin-tight clothes.

There was a bra and panty, both pink. The wig, which had blonde hair, looked so good.

I wore all of them and looked at myself in the mirror. I could not believe what I was seeing. I looked like a sexy model. No one could ever believe that I was born as a male. Then, I realized that I was born to be a slutty cross-dressing slut, whose only purpose is to pleasure real men.

Then, I was ready to wear makeup. First, I wore dark red lipstick. I was insanely horny. I put on all the other stuff, and I was ready to serve my master, Kevin.

I went outside, to see my boss Kevin’s eyes just staring at me. I could see the bulge in his pants growing. He got up, walked towards me, and started kissing me. That was the hottest kiss I have ever had.

He grabbed my ass while kissing, it was the sexiest thing ever. He spat inside my mouth now and then, and I loved swallowing his spit. He said, “Alisha, you are now my fuck-toy.”

He carried me to his bed and threw me onto it. He got on top of me, and we started kissing again. My boss degraded me so fucking well. He kept saying things like, “I can’t wait to fuck your thick ass, you faggot slut.” and “you gotta take my whole cock inside, while you scream.” His deep, hot voice made me even hornier.

He started undressing me, and I removed his pant. I started blowing him, and hearing his moaning made me want to get pounded really hard.

After a few minutes, he made me turn and started licking my ass. It was the best feeling ever. My boss then slid his huge cock inside me. It pained so much, I could not bear it. I screamed, “Kevin, it pains so much, stop! I will give you a blowjob, please don’t fuck me. I can’t handle this!” But..he did not listen. He kept ongoing.

He was 9 inches deep inside of me, and I could not stop moaning and screaming. The pain was unbearable. But, I kind of liked it. I understood that I had no say in what he was doing. I understood that I was his slave. My whole life is dedicated to serving my boss’s cock and his body now.

He fucked me so fast. A faggot like me could never please a woman, with my 4-inch clit dick. He was a real man, he was dominant, he did not care about how much it pained for me, and I started loving the pain.

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