I've known Tom since high school. We used to actually kind of dislike each other but grew closer in the years afterward. Nowadays, we drank and played board games about once a month or so, and him and a couple other friends were over at my place tonight. My girlfriend was out of town for the night, so we stayed up pretty late, each trying to outdo the other in building the longest road in Settlers of Catan. Eventually my other friends gave up, either with the excuse of having work the next morning or just being exhausted.
We continued drinking, and the topic turned to girls.
"How are things between you and your girlfriend?" Tom asked. "Sally?"
"Yeah, her name's Susan" I laughed. "They're good. She's pretty cool. How about you man, how are things in the romance world?"
"I mostly just stay at home and play video games man, or work" he replied. Tom, to be honest, had never had a girlfriend, and I wasn't even sure if he wasn't a virgin.
"Don't you want to meet anyone?"
"Yeah, I've been exercising and stuff, meditating, trying to improve myself. Your turn," he pointed to me, after finishing his turn by adding 2 new road pieces to his road.
Tom did look better these days. A 27-year old bearded landscaper now, he was slightly muscular, with brown tufts of hair and blue eyes. Still, I secretly felt it was somewhat nice of me, a 27-year old medical student do keep up acquaintances with him, who I knew others must call a loser.
"Fuck," he said. "I think you've got this in the bag... I needed the victory points from the longest road.
"Yeah, might be over, man. I'm feeling a bit sleepy too," I glanced over toward my bedroom. "Might tune out."
"Sure," he said. "I should probably head out too."
"There's no way I'm letting you drive this late. You can sleep on the couch."
"You sure?" he asked.
"Yeah, I'll get the blankets out. I'm just gonna smoke a joint before I go to bed too," I said, rising.
We went outside. The marijuana circulating in my head, my eyes were swimming a bit in the dark trees across the street. I could hear what Tom was saying, but only barely.
"...there's a girl I know, I'm her boss, pretty hot, wears these outfits... just so horny these days... aren't you, with Sally gone?"
"Yeah" I said absent-mindedly, then turning to look at him.
His eyes were sparkling in the night in a nice way, and the streetlight shone on his face to highlight the redness of his lips.
"Do you think I'm gay?" he asked suddenly.
I laughed, "Are you?"
"Nah, but I've been having some weird experiences lately."
"You're drunk," I giggled.
"Yeah, let's go inside, I need to sleep.
-
I awoke in the middle of the night, still slightly high to the sensation of someone fingering my ass, almost like a dream. I could feel the prickles of a beard against my butt, as a wet finger felt around half up my anus. My legs were spread, and a pair of hands were gently pulling apart my ass.
"Ungh," I could only moan, my head pressed into my pillow.
As I slowly began to wake up, I suddenly pulled at my hands to discover they were tied to my bedposts. I tried to move my feet then, and they were tied too. I was spread-eagled, unable to escape this wet finger from piercing me at my core.
I struggled, started yelling at my assailant, "What the fuck, man!"
Tom's voice replied, "Don't resist."
He pulled my head back, and stuffed the boxers he had pulled off me while I was sleeping into my mouth. Choked by the hot smell of them, I struggled even harder against the restraints.
It was then, his finger slipped out of my ass, and something new came to press there. I knew what it was. The tip felt heavy, and I puckered my hole completely, pushing my rear end back and forth away from it. In response, he began to spank me relentlessly with hard smacks, till eventually my cowering bum, burning with pain lay still.
I could feel drops of wet lube drop on my ass, and my eyes widened. My first thought was I had no idea how big he was, but before this thought even fully congealed, something was tearing me apart in pain, pushing its way like a wet baseball bat into my still puckered hole which hopelessly resisted, pushing against his tip. But still he pushed, and it hurt so much, like flesh was being torn, that I slipped in my resolve for one moment, loosened my body, and he slid into me, sending waves of fiery sensation throttling through my body as his penis entered me completely, prodding into my rectum, and places of my body I had never felt nerves sending any information from before.
Except that wasn't his whole cock, as with another push, I felt him in my belly, wide and thick, and his cool balls now slackly resting against burning flesh of my perineum. I sobbed into my boxers.
When he pulled out, I felt like a vital organ was being dragged out of me, but then he shoved it back in, again in 2 thrusts so as to fully ensheath himself in me. I tried to focus my attention away from the experience, imagining Tom being led away by the police, me pointing him out in court, Susan suddenly coming home—but oh, he was pounding away at my ass now, and my brain even felt unsafe, the way he was reaching into me. I could smell the sweat dripping off his body onto mine, could hear the sounds of his balls knocking against my own sweat-drenched ass, and his stomach slapping against my butt.
Eventually, he groaned like an animal and emptied himself inside me. My insides filled with warmth, and he slipperily withdrew himself from me. He went outside, closed the door, leaving me lying in a pool of sweat, my muscles impossibly sore and strained from resisting him, and still tied to the bed. My asshole gurgled out some of his cum through the night, and the rest came to rest deep inside me, making me feel like he was still inside me.
-
"Alex, Alex, are you here? I'm home," called Susan.
