I knocked on the apartment door and a short thin man with glasses opened the door.
“Hello, are you Doug from Craigslist? I'm Evan who messaged you about moving in.” I asked.
I’d just lost my job and been desperate to find a cheap living situation that could hold me over until I got a new one. I spent the past couple days scouring Craigslist until I finally stumbled upon a listing that was in my price range and available. The guys name was Doug, he was 30 yr old and renting out a room in his 2 bedroom apartment. The only issue was since it was so last minute I didn't know what he looked like or hardly anything about him. He did mention he was gay in the listing but he said he was open to all roommates. I won't lie, that made me hesitate to commit to this, but I had no other choice so I took the risk.
“Yes, I am. nice to meet you Evan. Come on in,” he gave a warm welcoming smile that immediately disarmed me and made me feel safe moving in with this stranger. I immediately gave a sigh of relief that he wasn't intimidating, rude, or weird.
“Here’s your room,” Doug said, gesturing to a clean and humble bedroom complete with a bed, desk, and chair. “You have your own bathroom as well." He squinted as he noticed my empty hands. "Did you bring anything to move in?"
“Yes! It’s all in the car.”
“Do you need help moving everything in? I can help with the small stuff, I probably wouldn’t be much help with the bigger objects,” he said, gesturing looking down at his skinny arms and legs.
I laughed, “Sure I’d appreciate your help. There aren’t too many heavy things, but it’s alright I can handle those.”
“Yeah, you're much stronger than me," he said, peering at my athletic build, "so I'll leave the heavy lifting to you. You carry the TV, I’ll carry the pillows.”
I laughed again. I was starting to like this guy already. I was worried who my roommate would be because you never know with Craigslist. I could've been paired with an absolute wackjob for the next few months, but it looks like I got lucky.
A few weeks had passed, and I’d enjoyed my new home. Doug was a neat freak so he kept everything super tidy in the common area and the kitchen. He even cooked for me some nights and could make some incredible lasagna. We weren’t best buddies or anything; we mostly kept to ourselves and stayed in our rooms if we were both home, but I liked it that way. Honestly, he was as good of a roommate as I could've asked for; I had no complaints.
Exactly a month after I moved in, I awoke on a relaxed Saturday morning to a knock on my door. I slowly woke up and wiped the crust out of my eyes to see Doug sitting in the chair next to my bed. It took me a second to process what I was seeing because we usually never went into each other’s rooms. We didn’t lock our doors because we trusted each other by now, but our rooms were our personal areas.
“What’s up?” I asked confused.
He smiled, “Rise and shine sleeping beauty. Were you going to sleep all day, man? It’s 11 am!” I noticed a different more arrogant tone in his voice. He was usually respectful and polite.
“Why are you in my room?” I asked defensively, beginning to get upset. This guy woke me up from a fantastic sleep, came into my room unannounced, and is now insulting my sleep schedule like I’m not a grown man who can do what he wants?
“Great question,” he said pompously. “I’ll give you a full explanation: when you first walked through the door to be my roommate, I immediately noticed that you were a handsome sexy man that I would like to have sex with.”
I nearly choked on my spit, stunned at what I was hearing. “Is this some kind of joke?” I said nervously, beginning to get uncomfortable.
He continued nonchalantly, “But I quickly realized you were straight which sucked, although I still wanted to have sex with you. So, what did I do? I waited patiently, suppressed my urges to ravish your ass, and instead spent this last month building your trust.”
My heart started to race in panic, and I scanned the room to look for my car keys so I could get out of here.
“If you're looking for your car keys, they’re not here. You may notice that your laptop isn’t here either. Nor your phone. Nor your wallet. Nor even any of your clothes. While you were sleeping, I took all of your belongings and locked them away somewhere safe. This way, I’d have some strong bargaining power.”
My heart dropped, I frantically searched the room and he was right all my important belongings were gone. I couldn’t call the police. I couldn’t drive away. And I couldn’t even run away because I sleep naked and he took all my clothes. How the hell did he know I sleep naked?
“What do you want?” I asked, my lip quivering both in fear and anger.
“Another great question!” He said with a smug smile. “I want to make sweet love to you. And not only that, I want to have sex with you while you do everything I tell you to do.”
He took off his shirt to reveal his skinny bony body.
“C’mon man. Anything but that. I’m not gay! I’ll pay you whatever you want!” I pleaded.
“No, you must not have heard me right. I didn’t say PAY me whatever I want, I said DO whatever I want,” he said with a glare and a stern tone. “If you do what I say, then you can have your stuff back and go on your merry way."
"Like what?" I asked apprehensively, the horror setting in.
"First order is to come take my pants off,” he demanded as he grabbed his crotch. He was wearing basketball shorts with likely no underwear, so I could clearly see he was fully erect. It was sick that he was getting hard off blackmailing me.
I whimpered, trying to think of someway ANY way out. Oh wait... I could just beat him up and force him to give me my stuff back.
As if reading my mind, he said, “By the way, I have my phone and will call the cops if you try anything. And if you don’t do what you’re told, I found this in your drawer,” he said holding one of my bags of weed. “And I have no problem turning you into the authorities, where I’m sure this amount of marijuana is enough to give you prison time and ruin any chance you have of getting a new job.”
My hope was dwindling rapidly. “What if I turn you in for sexual assault?” I asked desperately.
“No one will believe you. I mean look at you and look at me. You’re twice my size and you won’t have a scratch on your face.”
Checkmate. This was a strategically planned attack and he had me cornered. I sat there in shock.
“Yeah I know, I know. there’s no way out for you buddy," he said, teasing me with fake sympathy. "Now, c’mon take my pants off… Or I’ll dial 9-1-1,” he said as he took his phone out.
I hesitated before tossing off the covers to walk over to him. If I got caught for weed I’d have a criminal record for life and would never get a decent job, I couldn’t afford to let that happen. Plus, who knows if there’d be worse guys than Doug in prison.
“Crawl!” He demanded before I even left the bed.
I paused to rethink my decision, then swallowed my pride and got on my hands and knees to crawl over to him.
“There’s a good boy. I’m so lucky to have such a cute and obedient roommate!” He cooed as I crawled closer.
I was humiliated and wanted to get this over with as quickly as possible. When I reached right in front of him, I looked at him one last time and pleaded with my eyes for him not to make me do this. But what I saw staring back at me were eyes hungry with lustful desire and I knew he wouldn't listen to my pleas. I reluctantly pulled down his pants to uncover a large rigid cock.
“Look how hard and excited I am!" He giggled, "Here, feel it.” He slapped his dick against my cheek, making solid thuds. I closed my eyes and pursed my lips to keep my calm through this humiliation.
”Mmmhmmm,” he groaned as he rubbed his dick all over my face. “Now you’re my slave and you must do whatever I say,” he taunted, relishing in his power.
"Say, 'I am your slave,'" he said to test my obedience.
I closed my eyes and whimpered as I tried to think of anyway out of this. This was my last chance, but I could think of nothing.
"I am your slave," I whispered.
"Louder!" He said, smacking his dick against my face
"I am your slave!" I stated with more conviction.
“Good boy, now suck my fat cock,” he ordered, resting the dick on my lips.
My lips quivered under the weight of his penis. I whined and started to beg but he raised his phone like he was dialing the police. So I slowly opened my mouth and accepted his cock. The smooth skin of his penis touched my tongue and I grimaced in disgust. I continued grimacing as I bobbed my head up and down on his cock, making him moan with every suck.
He noticed I wasn't enjoying it and seemed to take pleasure in it. Giggling and stuffing his dick further down my throat himself. But after a while, he seemed hurt that I didn't like the taste of his cock.
He lifted my chin, “look at me.” I looked him in the eyes behind his thin-framed glasses while I continued sucking. “Say, ‘I love your cock, Master Doug.” I began to lift my head off his cock so I could say it, but he put a hand on the back of my head to keep me there. “No, say it on my cock. Speak into the cock mic,” he said with a snicker.
“I wuv uuur caawwk madder duugh,” I mustered with his thick cock in my mouth. He gave an evil laugh, completely enamored with the power he possessed.
"Savor it! You're never going to forget this cock," filling my mouth with his cock.
He grabbed my head then slammed my head down his cock to bury it deep down my throat. I choked and came up for air, but he immediately did it again, and again. Before I could catch my breath, he shoved my face in his balls to breathe in the musk of his testicles.
“Suck on my balls. Give each one the love and care they deserve," he ordered. I sucked on each of his hairy balls individually until his wrinkly scrotum was smooth and clean.
He spanked my butt cheeks, “That booty is calling to me. I think it’s ready for some dick.” I gulped in fear. I had no idea how this was going to go.
“Turn around.” I crawled around so that I was no longer facing him but my butt was. “Mmm, yum,” he groaned spreading my cheeks. I felt a wet sensation in my asshole as he began licking and sucking my hole. I frowned at the strange sensation and the thought of what he was about to do.
Suddenly, I felt his dickhead press against my asshole with increasing force until it popped into my anus. “Ow!” I screamed and instinctively moved away. But he grabbed me by my hips to hold me in place and speared deeper into my anus. I shrieked louder but he didn’t listen. “Don’t resist or it’ll hurt more. Let Master Doug have control of your ass.” I begrudgingly tried to do what he instructed to alleviate the pain. I stopped resisting and his cock rammed uninhibited deeper into my ass. I let out another squeal of pain.
“Quiet slave! We don’t want the neighbors to be jealous with how much fun we're having.”
I tried to hold in my screams as he heaved his last couple inches into my ass. Finally, his dick could go no further. “There’s a good slave! I knew you could do It!” He said, slapping my ass to congratulate me. I was too busy recovering from the pain to feel any sense of accomplishment.
Without warning, he began to mercilessly penetrate my ass. His balls clapped against my cheeks with rapid succession and I couldn't stop moaning. It was a pleasurable feeling but I was too upset that I was in this predicament to enjoy it. Master Doug seemed to enjoy it enough for the both of us though, moaning and giggling with delight.
“Get on that bed. I want to see your face as I fuck you.”
I was already past the point of humiliation. I obliged with no reluctance and laid on my back on my bed. He lifted up my legs and leaned over to stick his dick inside me. I couldn’t believe this frail man with glasses who I’d deemed as a harmless dweeb was taking advantage of me. But Doug was fully soaking in the moment, penetrating me while staring me down saying, “I’m your master. I’m your master.” I had nowhere else to look, but whenever I did try to look away he pulled my chin back to remind me to look him in his eyes.
“Say, ‘I love your cock Master Doug,'” he demanded once again, this time sticking his fingers in my mouth.
I chocked on his fingers, “I wuv uuur caawwk madder duugh.”
He leaned over and kissed me while he was fucking me. My ass was numb now and I had given up on resisting anymore. I had completely given in to his domination. Sensing that, he grabbed my cock while he continued pounding me and squeezed it.
"Cum for me," he demanded.
I was rock hard as the pain of his penetration had subsided and pleasure had taken over. It wasn't hard to follow his command. Seconds later I bursted and cum sprayed all over my abs and chest. He looked pleased at the proof of my enjoyment, but he decided to do one final act of ownership.
“I’m going to cum on your face,” he said, pulling his cock out of my ass.
I was passed the point of complaining or begging him not to. I laid on the bed without a reaction as he rested his sweaty balls on my chin. I watched him stroke his glistening cock over my face and waited. Soon, I heard a grunt then his body shuddered as spurts of semen shot all over my face.
“AHHHH,” he grunted in satisfaction as the last squirts of semen left his cock. He stuck his dick in my mouth to clean it off. The taste of his semen was disgusting, and I tried to stop myself from puking. But he didn’t care as leaned over me and penetrated my mouth to push his cum further down my throat.
When his dick had softened, he rolled over next to me with a last groan of contentment. He turned my face to him and kissed me, “Great job today slave. You’ve earned your stuff back. But never forget who your master is. If you ever forget, I’ll have to remind you again,” he stated slyly as he gave me another kiss.
Following his word, he left the room to fetch my stuff. While he returned my things one by one, I laid on the bed in a state of confusion, pain, and surprise pleasure. I I tried to process what had happened but my head was still spinning. As expected, I left the apartment that day and never returned. But he was right, I never forgot Master Doug.
