Have I finally gone too far? I had to ask the question as I found myself naked and hooded, being pushed to my knees in a dirty alleyway behind the house of some guy I’d never even seen.
I was 18 and had just started experimenting with posting ads on Craigslist offering my holes out to men indiscriminately.
18-year-old submissive bottom looking for rough dominant tops. Bareback only.
One of the responses I received caught my eye. It was from a 33-year-old man who lived with ‘family’, so meeting at his place was out of the question. There was just one photo in his email – a mirror shot of his 7-inch cock. His face was blurred out, but I could see his muscular body, low-hanging balls and wedding ring clearly enough.
A hand came up and clamped itself over my mouth as I was roughly pushed against the back of a garage wall. “Be quiet. Don’t Speak. I’m going to hood you boy. Do you understand?”
I lived with my parents, so that was not an option either. After some thought, he told me he would fuck me outside. In an alleyway that ran along the back of the terraced houses in his street.
My instructions were clear: “wear shorts and a top that has a zip, nothing else. Look for the alley behind the row of houses. Walk all the way to the end of it, around a corner, and wait there. Bring lube or else it’s going in dry.”
I repeated those instructions in my head as I approached the long, unlit passageway, but after taking barely 10 paces into the darkness, someone appeared behind me.
I thought it might be a neighbour, come to ask me what the hell I was doing there. As I turned my head, though, a hand came up and clamped itself over my mouth, and I was roughly pushed against the back of a garage wall.
“Be quiet. Don’t speak. I’m going to hood you, boy. Do you understand?”
I nodded, obeying the man’s command not to talk. Adrenaline was pumping through my body, and my dick was immediately tenting my shorts. He took his hand away from my mouth and produced a black cloth bag. The opening went straight over my head, and he fastened it around my neck with a pull string.
With one hand on my shoulder and one on my waist, he pulled me away from the wall and pushed me further down the alleyway. It was hard not to trip and stumble as the floor was just mud and grass, but his hands kept me steady as he herded me down the passageway. I knew that far down the dead-end alley it would be impossible for anyone to see us.
Eventually, we stopped, and his hands reached around me to unzip my top, which was quickly discarded. Next came the shorts. In one movement, he pulled them down to my ankles, nudging my feet through the holes until they were off completely. He took off my shoes and socks next, my feet now bare on the dirt. I was totally naked.
“You can have those back when I’m done with you slut, and not before.”
I realised his plan. With no clothes, there was no way I could escape or run away. For the first time, the adrenaline rush gave way to a moment of fear. What was he going to do to me?
He commanded me down on my knees, and I complied, only to feel a hard shove against my shoulders which made me go down on all fours. The anonymous man ordered me to push my face down onto the ground and arch my back.
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I felt humiliated, naked and exposed face down in the earth like that. The man walked around and placed one foot on the back of my head – not violently, but firmly enough to make it clear that’s where he wanted me to stay.
Spitting on his hand, he reached down and teased my hole with his fingers. He probed my hole, muttering something about how tight it felt. Satisfied I wouldn’t try and get up, he removed his foot from my head and bent down behind me.
I could hear him looking for the lube in my shorts, and I was grateful. His cock looked thick in the photo he sent and I hadn’t been fucked in a couple of weeks. But lube was the only kindness, as once his alpha cock was slicked up he wasted no time in forcing it balls deep inside me. He was gentle about getting the head of his cock inside, but once it was, the remaining inches were pushed home without hesitation.
Instinctively I raised my head, and was immediately corrected with his fist punching the side of my ass. “Keep your fucking face down on the ground or else, boy.”
The sex was rough and violent. I knew he wanted me not to make a sound, but it became more and more challenging with every forced thrust into my boy hole. I was torn between wanting to grunt in pain and moan in delight. To my relief, he paused to stuff one of my socks in my mouth, pushing it all the way in with his fingers and telling me to bite down on it.
It did the trick and muffled all of my whimpers and moans, leaving just the sound of his balls slapping against my now wet hole. This just encouraged the alpha man to fuck me even more brutally. Now he grabbed my hands and pinned them behind me, giving him more leverage to pull me backwards with every deep thrust.
Eventually, I heard his own stifled groans and felt the flood of cum deep in my guts. His final thrust was so deep I struggled to take it all and tried to pull away, but he threw his weight on top of me and pushed me fully flat on the floor. With no more room to move, I just had to take it like a good slut, feeling his balls nestled firmly against my ass cheeks.
He whispered in my ear: “Stay like that and don’t move. Count slowly to 100. Then you can get dressed. Leave the hood on the floor.”
With that, he stood up and walked away without another word. I counted the numbers, remaining face down and naked on the hard ground, the sock still stuffed in my mouth. I needed the time to catch my breath back and steady my pounding heart. Reaching 100, I sat up and slowly removed the hood after a scary moment where I couldn’t find the drawstring.
I picked up my clothes from the heap he’d left them in and got dressed quickly. As I walked home, my hole still wet with his cum, I realised I looked like a mess. There was dirt and soil all over my legs, knees, face, shoulders and arms. Reaching home, I prayed nobody was awake or else I’d have to sneak in.
Luckily for me, they were all in bed as I opened the front door. After throwing my clothes straight into the washing machine, I caught sight of myself in our hallway mirror.
My hair was a mess. There was dirt all over one side of my face, grime on my knees and shoulders, mud streaked all over my legs and feet. My hole was sticky. I sprinted up the stairs to the shower, with a hard dick and the biggest smile on my face.
by Tommy Trash @SlaveBoyTom
YOUR STORIES
“I was 18. I had my head underneath a pillow and was naked with the sheets slightly showing my ass. I could hear the front door, I was hoping it wouldn’t be my housemate. My heart was pounding I was so nervous. I could hear my bedroom door open and then someone undoing their belt and sliding down their jeans. He climbed on top, turned me over and put on a eye mask so I couldn’t see. I then heard handcuffs clanging as he handcuffed my hands together. He rimmed my hole and fucked me with his raw cock. He took off the eye mask and it was confirmed he was hot as fuck, he then gets me on the floor in front of my mirror and fucks me while I watch him working my hole in the reflection of the mirror.”
“I wanted to fuck this boy from Grindr but just wanted to dump my load and go, no conversation. I thought him being blindfolded would be the best way to do that so I told him to wear one. What I didn’t expect was that him being blindfolded made me even more rough and dominant than usual, not being able to see his eyes made me see him less as a person. He loved how rough I was with him, but I just wanted to get off the way I wanted. Now when I want to rough fuck a slut I always tell them to be hooded or masked.”
“I was 19 getting fucked at a gay sauna. I started sucking a guy and a crowd gathered. One guy started caressing my ass and saying encouraging things from behind me. I never saw him. He forced me to deep throat the guy I was sucking, then he grabbed his own dick and started fucking me. I reached back to feel for a condom but he slapped my hand away and held both hands behind my back. He pounded my hole raw and let out a moan at the same time as the other guy erupted in my mouth. The guy fucking me slapped my ass and disappeared into the steam. I was hooked on anon loads and a cummy hole from that day on.”
A few years back I had a friend set up an anon load and then he hid in the closet while I got bred. The anon guy said “see you next time” after he was done. My friend fucked me afterwards. It was hot as fuck. I fell in love with my kinky side that day.
“I was barely legal. I had an older gentleman friend who loved to breed me and one day whored me out while I was blindfolded. One by one. Sometimes double penetrated. I got 21 loads that day. And I never knew who they were. I loved feeling each cock take my hole. The sloppier my hole was the better. No lube needed for this slut! Never have I felt like such a complete whore, it was the best, most rewarding feeling. Because I knew I was put on earth to be a cumdump and I’ve been chasing that high ever since.”
“I was 21. The guy hit me up on his way back from class. I had been a horned up mess all day and showered the second he started messaging me on Grindr. He had me wait in my room naked and came straight in. Pants down and was so verbal. Fucked my throat so good. Then plunged my hole. Ended up taking his load dumped in me blindfolded on the floor. Then my boyfriend came home four minutes later and fucked me too, asking if I was already lubed up. I said “yes” with a smirk.”
“My first time was a married guy who told me he was scared of getting caught, so he asked me to be blindfolded, ass up, and door open. He came over, pushed his dick straight inside me, pumped a load and left without a word. That’s how I realised getting loads is all that matters. No need for faces or names. For two years, he came over, usually after his work, for a quick pump and dump. Never said a word to me, and I still don’t know who he was.”
NEXT TIME: GROUP SEX
Remember your first gang fuck? Maybe you were the sole bottom thrown to a group of horny men. Or perhaps you joined a few other studs to tag-team some slut. Tell us all about it. What happened? Why did you enjoy it? Share all the horny details with us and relive that first experience.
Use the comments below or email tommy@treasureislandmedia.com with the subject ‘First Times’. All responses are treated as anonymous – unless you request otherwise. Submissions may be edited for clarity and brevity.
FIRST TIMES
Everyone remembers their first time trying something new. First Times is a blog series collecting real stories of your first times in different scenarios.
Got a ‘first time’ story you think we’d like to hear? Email tommy@treasureislandmedia.com.
I was 18 and he was 28. We met on adam4adam and I only knew what his body and dick looked like. He told me he wanted all the lights out and me waiting face down ass up, blindfolded, lubed and ready for him. My heart was pounding so fast with nerves and anticipation as I heard my front door open and him walk in and strip. I have never been more turned on as he walked in and without even saying a word slid his big raw dick in my hole. He pounded me hard, slapping my ass and telling me to take every inch. Then he shoved his dick balls deep in me and flooded my hole with a huge load. He got dressed and left and I just I laid on the bed panting and savoring his cum inside me. From that moment on I was in love with being an anon cumdump.
Great story, cumdump! Thanks for sharing