From Straight Top to Sissy Slut

Hi! I am Shreyas, a 20-year-old college student from Chennai. Or at least, I was three months ago. Now I’m Shriya, a cross-dressing sissy slut whose sole purpose in life is to please alpha men.

Let me tell you a bit about myself before I get into the story. I used to be a handsome, fair-skinned guy with a fit body and decent muscles. I was never into men. I never fantasized or checked out guys ever before, at all. I was in a relationship with my girlfriend of 2 years when this incident occurred.

Since the lockdown began, I’d been holed up at my house all day long with nothing to do. I used to spend my day watching movies, jerking off to porn, and talking to my girlfriend. This went on for about a month.

One fine April afternoon, I heard a knock on my door. Little did I know that my life was about to change. I opened the door to find a tall, good looking, North Indian guy who introduced himself as Zafar. He had newly moved into the apartment below ours.

I don’t know why, but my first thought when I looked at him was that my girlfriend would like this guy. I quickly shrugged off the thought and invited him in, after which he got acquainted with my parents.

“I just wanted to say hi, uncle! I don’t know anyone in the city. So I thought I’d make some friends. And since we’re all stuck at home anyway, neighbors are a good place to start,” said Zafar.

“Of course, Kanna! Think of us as your own family. When did you move to Chennai?” inquired my dad.

“Yesterday, uncle. I got placed at a company here. I did my college at IIT-B, and here I am,” replied Zafar.

My mom suddenly interjected, “IIT ah? That is amazing! I wish this Shreyas also did something as productive in his life. I’m worried about whether he’ll even clear GATE!”

“Maa! Can you please stop?” I exclaimed as Zafar burst out laughing.

“Don’t worry aunty, I can help him with GATE prep. I’ll be working from home anyway.”

“That’s super kind of you, Zafar! Shreyas, why don’t you start your classes right away?” said my Mom as I turned to me. I looked at my dad, who was also sold by this idea.

“Yeah yeah, okay,” I said dejectedly without a choice. At that time, I just thought I’d be robbed of my free time. But I was also about to be robbed off my anal virginity.

The next day, I turned up at Zafar’s apartment in the morning in a t-shirt and shorts. He was in a vest and shorts and looked taller than the day before. His arms looked more muscular, and his smile warmer as he beckoned me to his study. All of his stuff was still in cardboard boxes, and only his table was set up.

In spite of my irritation, I found him to be a polite and kind person. He seemed genuinely smart, and I felt that I could actually use his help with my exam. After an hour of studying, he brought some lassi for the both of us.

“I made this myself, Shrey! Tell me how it tastes. Don’t expect too much, the kitchen only had a few ingredients,” he said. Not even my girlfriend had nicknamed me Shrey till that day, and I thought it kinda sounded cute. I sipped some of it and said, “It tastes so authentic, bro! I’m a fan!”

He smiled and bowed, “At your service, sir!” We both broke into a fit of giggles. As I was laughing, the glass slipped from my hand, and the lassi spilled all over my t-shirt and shorts. “Woah, easy there, Shrey! Careful!” Zafar exclaimed.

“I’m sorry for making this mess, ew! I’ll just go clean up! Can I use your bathroom? My parents aren’t home, and I don’t have the key,” I said. He immediately led me to the bathroom. As I opened the tap, muddy water gushed out and soiled all my clothes.

“Oh, fuck!” I groaned. Even Zafar seemed surprised and immediately apologized. “Hey, it’s not your fault, buddy!” I said. “Let me just get you a change of clothes,” he said and rushed away.

He opened a box of clothes and sighed, “Shrey, I’ve packed my sister’s stuff accidentally! I’ll have to get them replaced now.” He hesitantly emptied the contents of the box and looked at me, “Well, you could use these for now!”

I started laughing before I realized that he was serious. “I mean, it’s the only solution in your condition!” he said. I didn’t know what to do. Wear women’s clothes in front of a stranger or stay for another couple of hours in dirty clothes? I finally said, “Fuck it, just give me some clothes!”

He passed on a bundle of clothes, and I went to change. I stripped and then realized that there were only panties and a loose top! I grudgingly wore the girly top that said ‘BITCH’ in the front. As my hairless legs touched the cute, tight panties, I felt a shiver go down my spine.

As soon as the panties cupped my balls, my cock got rock hard. And as I stepped out of the room, I had a huge bulge. With my long, wavy hair due to the lockdown, I could have passed off as a teenage girl!

Zafar stared at me for a while with a weird look before regaining composure, “You don’t look bad, miss!” he laughed. “Shut up, dude!” I cried, but on the inside, I felt butterflies in my stomach. Why was I feeling like that? A guy had complimented me for looking like a girl!

I sat down noiselessly beside him and started staring into my book as my bulge grew. I thought he noticed it from the side of his eye. Or did he? Or was I just wanted him to notice? As the awkward silence grew, my mind started swirling. What if my parents walked in on me dressed like this?

Or worse, what if my girlfriend did? I didn’t want to think of her. Wait, why didn’t I want to think of her? As I grappled with my weird thoughts and an ever-growing bulge, I felt Zafar’s hand on my arm. “Are you okay? Comfortable?” he asked. “Y…. yes!” I replied tentatively.

He patted my arm and kept on rubbing. It felt good. We stared into each other’s eyes, and I felt my cock bulging obscenely in the pink panties. Was he feeling the same way too? I quickly shot a glance below. The misshapen shorts confirmed my suspicions.

But wait, it looked way bigger than it should be! How was it physically possible? His hand left my arm and rested on my head. I immediately looked up. “Don’t fight your curiosity, Shrey! Go on!” he said as he unzipped his shorts. The manly musk of a sweaty crotch hit my face.

I could make out the outline of his monster cock and huge balls beneath his Jockey briefs. I stared at his crotch paralyzed. A million thoughts crossed my head. Was I gay? Why didn’t I stand up and storm off? Zafar stood up and shed his vest to reveal a toned body glistening with sweat.

My mouth watered. But why on earth did I feel that way? He removed his shorts, and now the only thing separating me and my object of interest was a piece of fabric with pubes poking out. He sat down on and spread his legs. The scent of sex that permeated the air was a powerful aphrodisiac.

I was drawn to his crotch by his powerful hands as I gave up control to him. I felt a strange feeling of love when my face hit his bulge. I felt vulnerable and controlled. I felt submissive and loved it. His briefs were damp and sweaty. That only made them more attractive to me.

I buried my nose in his under balls and inhaled like a gasp for breath after being underwater. He held my head and locked his thighs around my neck. I moved my way up and licked his crotch all over like I was served a feast!

“Now, slut, deepthroat my huge cock!” he moaned. I expected to be offended and revolted. Instead, I felt glad that Zafar had acknowledged me. I removed his briefs and kissed his cock gently. He impatiently thrust it in as he held my head. He clearly didn’t want to wait.

I bobbed up and down as I explored the tastes of my first cock. Whenever he moaned, I felt good. I worked harder to make me feel good! I played with my tongue and slurped his pre-cum as he kept ongoing. “Ugh, I can’t believe how-ug easy it was to turn you into a cocksucking whore,” he said.

I was alarmed! “Yes, Shrey! I knew the moment I saw you yesterday that I wanted to bury my cock in that sweet mouth of yours. I love breaking young straight boys and making them realize that they are actually sluts for real men’s cock!”

All of this was a plot to turn me out? I wanted to be outraged. But all I felt was gratitude that Zafar had chosen me. “Thank you! Thank you so much!” I purred between mouthfuls of cock. My cock had already emptied copious amounts of pre-cum in my panties.

Suddenly, without warning, he gripped my face and downed stream after stream of cum into my mouth. I struggled to swallow all of it as it leaked onto my t-shirt. I looked at it. It said ‘BITCH’ and I didn’t disagree.

“That’s enough!” he commanded as he got up. He laid me on my back and placed my legs on his shoulders. I knew what was coming. I remembered the first time I had fucked my girlfriend. We had sneaked off after the farewell party and made love at her place. It was special.

Every time I thought about it, it made me horny. But not today. It felt like a distraction today. Zafar scooped up my pre-cum from my panties and fed it to me. I hungrily lapped it up like a dog. “So, Shrey? Actually, Shriya. Do you want this?” Zafar asked in a calm but dominating voice. “Yes!” I said meekly.

Zafar placed his cock at my asshole and spit on it to lube it up. His huge shaft dwarfed my minuscule one hiding in my panties.

“This is the difference between a man’s cock and a sissy’s cock, whore. But your cock will never have the chance to grow up, not after this. Once a man’s ass is taken, he’s never the same. You’ll never be the same young guy, jerking it to straight porn or fucking some girl’s pussy. You’ll always remember the feeling of my cock taking your ass. You’re going to be mine forever,” he growled as he entered me.

My eyes rolled up as pain washed over me. He kept thrusting in and out, and his balls slapped my ass. The rhythmic sounds brought with them an unknown pleasure as the pain subsided. I felt complete. As though a huge burden on my head had been lifted. I felt free.

He lifted me up as I wrapped my legs around him. He placed me against a wall and kept fucking me into it. The music of sex played in the room as moans and grunts became louder. I felt my girlfriend’s image in my brain fading. It was slowly replaced by Zafar’s masculine features.

I drooled over him even as he fucked my virgin hole like an animal. I’d always prided over my looks and morality. All that shattered and fell away, leaving only a cock hungry whore.

“Fuck me! Oh god, please fuck my ass! Fuck me, and don’t stop! Ram your huge cock into my tight ass, you stud! Fuck the cum out of me! I need your cock!” I screamed.

“Oh yeah? What does that make you, slut?” Zafar shot back. There was no hesitation. “Your bitch! I’m your filthy little bitch!” I cried. “You’re my bitch? What does that make me?” Zafar boomed.

As I screamed my answer, his cock erupted, spurting an astounding amount of cum inside my once virgin hole, “DADDY!” Never before in my life had I felt such pleasure. I felt at peace.

He threw me on the couch with his cum streaming out of my gaping hole. He wiped his cock on my face and went to clean himself. I laid there alone with my thoughts. There was no guilt or shame. I knew I was his whore. There was no escaping that. I slept in comfort, having found my identity.

A lot happened in the days following that. Zafar made me break up with my girlfriend by sending her a video of her ex-boyfriend, Shriya, getting pounded by him. He even came to my house and forcefully took me in front of my parents. I tried to resist but ended moaning like a bitch in heat.

My disgusted parents threw me out of my house. But thankfully, Zafar offered me his place. I am also planning to drop out of college. What is the point if any way I’m going to spend the rest of my life on my knees in front of daddy? That and Zafar actually came in my books. They are of no use now.

He hardly speaks to me. All our time together is spent filling my holes, and the rest of my time is spent fantasizing about him. He only grunts and swears at me. But then again, superior men like him must not really respect sissy sluts like me. I know that he loves me, though.

He brought me laced lingerie, thigh high socks, heels, and a lot of girly stuff for me to wear for him. He even brings a couple of his gay friends over to stretch my holes every now and then.

I am content and happy now. I know my place as a sissy slut. I know some of your readers crave this secretly. Trust me, it is much more fun on this side! Let yourself go!

That was my first story here. Did you like it? Send your feedback and suggestions at [email protected]. Feel free to hit me up for anything else too!