In the summer of 2005 I was 22 years old, and my ass was still virgin, untouched, never penetrated by anything other than my own fantasies. My cock, though, was always hard, driven by a curiosity that kept me awake at night. I had never fucked in the classic sense, but I wasn’t at zero. A couple of years earlier, some guy had sucked me off in a club bathroom, a hurried moment that left me cold, no sparks, nothing that had blown my mind.
Lately, however, my head was somewhere else. I spent hours watching trans and ladyboy porn, ladyboys with killer bodies, firm tits, narrow hips and huge cocks fucking guys with a passion that drove me insane. I jerked off imagining it was me underneath, my ass getting wrecked by a ladyboy who made me scream, my cock exploding without even being touched. Those fantasies obsessed me. Every night my cock throbbed at the thought of trying something like that, and jerking off wasn’t enough anymore.
That summer my parents had rented a small house by the sea, just a few steps from the beach. The faded white walls and old furniture smelled of salt. The muggy air came in through the open windows, carrying the sound of the waves and a heat that stuck to your skin like a second layer. My parents were out all day, at the beach or the market, leaving me alone with my thoughts and a hard-on that never let up.
After weeks of jerking off to ladyboy videos, I finally worked up the courage and ordered a hyper-realistic silicone dildo online. When the package arrived, I opened it with trembling hands, my heart pounding like a drum. It was perfect: about twenty centimetres long, veined, soft yet firm, with a thick head that looked exactly like a real cock. The veins pulsed under my fingers, the texture smooth but lifelike. Just looking at it made my cock stiffen in my boxers, leaking precum. “Fuck, this is it,” I thought, already turned on by what I was about to do.
That afternoon my parents were at the beach, the house empty, and I was ready to take my ass’s virginity. The bedroom was an oven, the August heat gluing my t-shirt to my skin. Sweat ran down my back, my chest, my temples. I locked the door even though I was alone, just out of paranoia. I threw myself onto the single bed, the white sheets already crumpled from the heat.
The sound of the sea came in through the open window, a hypnotic rhythm mixing with the buzz of a broken fan that spun uselessly, cooling nothing. I stripped, jeans and boxers tossed on the floor. My hard cock sprang up, already wet with precum, throbbing as if it knew what was coming. I took the dildo, studied it, running it through my hands like forbidden treasure.
It was heavy, smooth, the veins making it fucking realistic. The thick head made me picture a ladyboy ready to wreck me, with a slutty smile and bouncing tits. “Fucking hell, I’m really doing this,” I said out loud, my cock pulsing as I gripped it. My mind was already lost in filthy fantasies, my body tense with excitement.
I’d also bought lube, a travel tube hidden in the drawer with the dildo. I smeared some on my cock, moaning loudly at the cold gel on my hot skin. My hand slid slowly, making my legs shake. Every touch was electric, my cock dripping, precum running over my fingers. Then I put a generous amount on the dildo, rubbing it slowly as if I were jerking a real cock.
The veins slid under my fingers, the shiny head gleamed in the sunlight filtering through the window. The thought of a ladyboy with firm tits and a cock as hard as mine made me drip even more. A wet patch formed on the sheets, sweat running down my chest. “Fuck, you’re such a dirty bastard,” I told myself, laughing, but the desire was too strong to stop.
I lay back on the bed, legs spread, heart exploding in my chest. I had never had anything in my ass, but the trans videos had given me a fucking insane urge to feel full. “Do it, you pig,” I told myself, breathing heavily, sweat running down my forehead and neck. The stifling heat of the room wrapped around me, amplifying every sensation.
I started slowly, rubbing the dildo’s head against my hole. The cold silicone made me shudder, sending shivers up my spine. “Fuck, that’s weird,” I thought, but my rock-hard cock screamed at me to keep going. Precum dripped onto my stomach, a sticky trail that glistened. I pushed gently, feeling my hole resist, and moaned, a mix of fear and pleasure making me tremble.
The lube helped, making everything slippery. After a few tries, the head slipped in, stretching me in a way that almost made me scream. “Fucking hell!” I grunted, my cock jerking, my body tensing as the dildo entered me. It burned, a fire that made me grit my teeth, but the pleasure was fucking intense, a wave that overwhelmed me, different from any jerk-off session I’d ever had.
I pushed deeper, slowly, feeling the silicone veins rub inside me. Every centimetre filled me in a way I’d never imagined, a heat that melted me. “Fuck, it’s too much,” I thought, but I couldn’t stop. With one hand I jerked my cock slowly, precum running over my fingers. With the other I pushed the dildo deeper, finding a rhythm that made me moan like a pig.
“Yes, fuck, yes,” I panted, my ass getting used to it, pleasure exploding inside me. The heat of the room, the sweat running down my chest, the sound of the sea outside—everything amplified the sensation, like I was in a porno. I imagined a ladyboy on top of me, her hard cock wrecking me, her tits bouncing as she looked at me with slutty eyes. “Fuck me hard,” I whispered, as if she were there, the dildo sliding in and out, every thrust making me shake.
The silicone was so realistic, it felt alive. The veins rubbed against my hole, and the head hitting a spot inside that sent me into orbit. “Fuck, you’re such a slut,” I moaned, talking to my fantasy, my cock pulsing in my hand, my ass clenching around the dildo. I got on all fours on the bed, ass in the air, the sheets soaked with sweat and precum. I fucked myself with the dildo using one hand, the other jerking my cock furiously, lube splashing everywhere.
The bed creaked under me; the fan buzzed uselessly. “Yes, slut, give it all to me,” I grunted, lost in the fantasy. The dildo fucked my ass, every thrust bringing me closer to the edge. My hole clenched around the silicone, the anal pleasure making me scream, my cock dripping like a faucet.
“Fuck, I’m gonna come!” I shouted, pushing the dildo all the way in, feeling every vein, every centimetre filling me. My cock exploded, shooting hot spurts onto the bed, my chest, even my face. An orgasm so intense my legs shook, my vision blurred. I screamed, my ass pulsing around the dildo, my body wracked with spasms, sweat pouring off me.
I stayed there, panting, the dildo still in my ass, my cock dripping, my heart racing. I pulled it out slowly, moaning at the sensation, my hole throbbing, the silicone shiny with lube. “Fucking hell, what a load,” I said, laughing to myself, my body still trembling from the pleasure. I collapsed onto the bed, the sheets soaked with sweat and cum, the fan buzzing above me.
I was still a virgin in many ways, but that dildo had taken my ass’s virginity, opening up a whole new world of pleasure. The summer had only just begun, and that seaside house was about to become my secret playground. That fucking silicone cock was just the beginning—the fantasies of a ladyboy wrecking me were too vivid, and I knew I was hooked.
