Halloween Night

I’ve never told anyone this whole story. Some know part of it, most know none. You are the first ones to hear the whole story.

 It was Halloween night, I was driving around downtown looking for some trouble to get into. The Xanax I’d taken was starting to kick in, and I thought I’d better head home before I encountered a checkpoint or an ambitious cop looking to make a DUI bust. Just as I was leaving the downtown area, I spotted him: a young, thin white guy wearing a homemade toga and stumbling in a state of obvious intoxication. He wore a red sash wrapped around his waist, flip flops, and was shirtless beneath his “costume.”  Perfect. 

I circled the block and parked in an out-of-the-way parking lot close to where I’d seen him. I peeked from behind the building at the edge of the lot in time to see him stumble on a curb and fall. He lay motionless, face-down, and I thought, “Even better.”

I legged it across the street to where he was laying. Using my friendliest Just a Bro Helping a Bro voice, I pulled him up saying, “Come on dude, you can’t lay here in the street. The police are everywhere.” My mention of the police motivated him to try and stand. With my assistance, he got to his feet mumbling, “I need to get back to my dorm…” I walked/dragged him into the closest dark alley and leaned him against the wall of the building. 

I lit a cigarette, and his bleary gaze settled on the ember as I inhaled. He shakily asked for one, and as I lit it for him, he met my eyes and spoke: “I don’t wanna...you know.” I played dumb, “No I don’t know. What do you mean?” He said again, with emphasis, “You know…”

I kept acting like I didn’t know what he meant, so he dropped it. When he went to put out his cigarette, I grabbed him around the waist and body slammed him onto the concrete. The suddenness of the move, along with the jarring sensation of being slammed to the ground, knocked the wind out of him and stunned him into silence. 

I moved quickly, turning him over onto his stomach. I took the sash he’d been wearing with his toga and looped it around his wrists. I pinned his bound hands to the ground above his head and reached down with my other hand to pull down the khaki shorts he was wearing under his toga. To my delight, he wasn’t wearing any underwear--it made for one less layer to get through to get to his ass. The aroma that greeted me was pure Straight Boy: beer-sweat and that delicious musky smell of hairy balls. 

He offered remarkably little resistance as I knelt on top of him. I leaned down and spit onto his asshole, prompting a low whimper from him as he surely realized what was coming next. I worked up another glob of spit for my dick, and pressed my spitty mushroom head against his tight sphincter. He moaned as the tip pushed in, but still didn’t fight back. I slowly slid my erection into his ass and began working it in and out. I wanted to pound his ass, but at that early hour of the morning, with Halloween patrols all over the area watching for drunk drivers, I figured this was a better time for a slow, deep fucking. No point in alerting passersby with any bitch-like screams. 

He lay motionless, taking my dick and offering only low moans and whimpers as I plowed away at his brown eye. I wasn’t sure if he was into it or just playing along until the sash wrapped around his wrists came loose. I stopped fucking him as we both looked at his loosened bindings. I steeled myself, thinking he was about to fight back. Instead, he re-looped the sash around his wrists, effectively tying himself back up. I smiled to myself, thinking “Thought you didn’t want to….you know.” 

Knowing (or at least assuming) how much he was enjoying this random fuck turned me on so much. I could feel the cum churning in my balls as I pushed myself as deep as I could into his newly (?) deflowered boy pussy. I knew I was getting close to the edge and I couldn’t wait to fill his ass with my jizz. I grabbed a handful of his sandy blonde hair and gave it one last good thrust as my dick twitched and I emptied my load into his ass. I growled deep in my throat with ecstasy, and was rewarded with a breathless whimper from the boy. He let out one mild yelp as I pulled the head of my dick abruptly from his anal canal and shot the last couple of shots into the crack of his ass. I rolled him over, and discovered that the last few whimpers were from him coming! I had been so caught up in taking pleasure in his ass, that I hadn’t even noticed that the boy had shot his load while I fucked him. I laughed at him, and he curled away from me in shame. 

I left him laying there with his shorts around his ankles, in a puddle of his own cum. After I got back to my car, but before I drove off, I circled back around. I found him a half a block away, wearing one flip-flop, and his toga (which was just a sheet) wrapped around his waist. I honked at him as I passed, and he looked up in fright and flinched. I guess he wasn’t that into it, after all.

My only regret is that he didn’t have a wallet on him so I could find him later. I’d have loved to have cornered him again for Round 2.