A Boy Becomes The Slut He Always Knew He’d Be

"A young crossdresser's first time, and yes it was amazing!"

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By the time I turned eighteen, I knew what my future was. In my last two years at school, I was always dreaming of what the hot guys’ cocks looked like. I had no issue getting girls, I had plenty of experience fucking them. I was always jealous of the girls who were easy, with their slutty outfits. I wanted to be tone of them and have the boys chasing me, wanting me to suck their dicks. 

It was time to change my looks. I was lucky, I had a great body that I started to wax and shave all over.  I have a slim build, puffy nipples, long legs and a cute bubble butt. I decided to cut my hair, getting a girls’ pixie cut and dying it blonde. I also started to shape my eyebrows and play with applying make up. I knew I was getting myself ready to finally to suck my first dick and get my ass filled, I just needed an opportunity. 

After school was done for the year, I took a job at a corner store mostly selling cigarettes and lottery tickets. I had just got into the habit of always wearing panties and girls socks. I loved the way panties felt against my dick and a thong splitting my ass. I always had a fetish for cute girls’ socks, they looked so good with my smooth tanned legs. This one day I decided, I really wanted to look cute for work and see if I got any reaction.

I put on a hot pink lace thong, white ankle socks, then wore some tight black jeans and a tight girls t-shirt. I wanted to make sure if I bent over my thong would be exposed. I applied a little makeup and went to the store. It was really a slow night and not many customers. 

Then about thirty minutes from close, “he” walked in. He was in his mid-thirties, great muscular build with dirty blonde hair. I was mesmerized, he was absolutely gorgeous. He got to the counter and all I could do was stare. I knew I was blushing and making it too obvious of what I thought.

He asked for a pack of cigarettes and I reached behind me. Here was my chance, I dressed cute for a reason, I “clumsily” dropped his smokes. I made sure I bent over really slow, so he could get a glimpse of my ass and thong. As I turned to face him, he said, “That was a nice view. I like pink.”

I didn’t know what to say, I mustered up a pathetic, “thanks,” with a shy giggle. I handed him his cigarettes and change, he then approached the door and paused. I thought for sure in my stupor I must have given him the wrong change.

He walked back to the counter and said, “I see you’re closing shortly, so do you have any plans after work? I just moved to the apartments across the street. You could come by for a beer or something.” 

I couldn’t believe this was happening.  After standing there stunned for a few moments, I said, “I’m free tonight. After I close, I’ll run home quickly and then come by.” I passed him a piece of paper and pen to write down his info. He passed it back and starting walking out saying he’d see me in a bit. After he left, I looked at the paper and started getting so horny. I knew I was starting to drip precum in my panties. I was getting so excited at the idea of tasting my first dick. Just the idea of a cock being in my mouth, my first taste of cum was driving me insane. 

I got home and cleaned myself up. I applied a little more makeup, put on a black thong, pink bra and a pair of white ankle socks. I really wanted to show my body and ass off, so I wore black leggings, and a tank top. I knew I looked casual, but I had no intention of going out, what I wanted was at his place. 

I made my way to his place nervous and excited. I buzzed and he let me up, there was no going back. He was waiting for me at his door and invited me in. He said to grab a seat on the couch and that he’d be back with a few beers for us. He sat down and we both just started looking each other up and down.

He said, “There was no way I was leaving that store without giving you my number. The moment I saw your pink thong, I knew what kind of boy you are.” 

I said, “What does that mean?” in a flirty girl voice.

He replied, “You know what means,” and laughed. “You look hot as hell, are you still wearing your pink panties? I’d love for you to shake that ass of yours in those little panties.” 

“I changed when I got home. They were full of precum,” I said. “I put on fresh ones, I’m sure you’ll like them just as much.” 

“They were full of precum? Wow, you’re a horny little slut aren’t ya. I might like your panties, but I’d have to see them to decide,” he replied. 

I stood up and did a little bounce and turned around. I started to slowly pull my leggings down over my ass, only to sneak them down a bit, only to slide them back up. I wiggled my ass and finally pulled them off. I then took off my shirt, now just standing there in bra, panties and socks I stood there excited to show myself off.  

“Damn you’re sexy, can you grab your ankles for me?”  

I bent over giving him the exact view he was looking for, I got back and made my way over to him. “Well, you got what you wanted to see, I want to see something of yours.” 

He began to undo his belt, and I helped. Finally, it was going to happen, my dream, my fantasy and my deepest desire. I was about to service a cock. I slid his pants off and then his boxers exposing his throbbing nine-inch cut cock. It was glorious and I needed in my mouth. I looked him in the eyes and began to lick my lips getting them moist and ready.  

I then reached for it, moving it towards my mouth. I tasted the head, then kissing and licking the shaft preparing it for my mouth. I started taking it in, letting my lips and mouth begin to taste his cock, working it in. I grabbed his balls feeling how full of cum they were. 

I was able to get most of it into my mouth and began bobbing my head with more pace. The more he moaned, the sluttier I felt, causing me to suck with more pace. I was loving every second off it, I was so hard and dripping precum again. I started making eye contact with him as my mouth was taking him in.  

“You’re fucking good at this, but I wanna fill that ass of yours.”

I was so turned on, I was more than happy to give him my ass. He pulled me off his dick and grabbed me by the hand and guided me to the bedroom. I took off my bra and panties, just leaving my socks on. I then got on the bed on all fours. I pulled him close to me so I could get back to sucking his cock. 

He grabbed some lube, squirted a bit on my inviting hole and began to finger me. He then turned me over, ass up, face down. I felt the head of his cock, teasing my hole, then slowly working it in. I know I jumped and shrieked a bit as he worked it in.

“I love a tight little ass, you ready to get fucked?” Before I could even respond he forced his way in. Despite the pain, knowing I had a dick in me more than made up for it. I could feel every inch of his cock, as he slid it in and out me. 

Now that the pain subsided, I could start to enjoy what was happening. I started to move my body in rhythm with his, and wiggling my ass for him. I kept moaning with pleasure, asking him to not stop.  

He then flipped me over so I was on my back. I loved the way I looked, my tanned smooth legs spread like a whore, my cute socked feet on his shoulders. He entered me again, fucking me harder. I could tell he was getting close to blowing his load.  

He asked, “Where do you want me to cum baby? You want it in your ass or your mouth?”.  

I moaned and asked for my mouth, he pulled me down to the floor and I opened up wide. He grabbed my head and was forcing me down on his cock, I felt it begin to pulsate. His warm gooey load made its way into my mouth. It tasted so good, better then I could’ve imagined. I made sure I took every drop and licked my lips. I looked up at him like a good little slut, letting him know a drop wasn’t missed. 

“Your cock is amazing, “I said, glowing like a whore. I made my way to the washroom and cleaned up. I came back out and he was sitting on the couch having a cigarette. He then asked me if I was free the next weekend and if we could get together again. I was more than happy to agree. I got dressed and made my way home. 

For the next few days, all I could think about was getting fucked and tasting cum again. I finally felt as I always wanted to, a cock hungry whore. Next weekend couldn’t come soon enough. 

Published 7 years ago

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