I lay on the bed as he shut the door behind him, his cum dripping out of my asshole, discarded; used. Turning over, I stared up at the ceiling. My heart was still racing from what had just happened. I had come a long way from the innocent boy my parents had raised.
I waited a few minutes before standing up and getting into the shower, one of the few pleasantries in the room. He’d given no indication of when he would return; he kept all the control for himself.
Like the steam that was filling the shower, memories of the weeks leading up to this point filled my mind, and I allowed myself to indulge in them…
“Hey, Derrick,” Mr. Davis called out the window of his car as he always did. I waved to him as he pulled into his driveway before coming over to have a quick chat while I was setting up a bird bath in front of my house.
“How’s school going?” he asked. “I hear you’re trying to get into med school. That’s got to be tough.”
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“Eh, it’s okay, I guess,” I replied.
“Keep at it. Nobody likes quitters. If you want something in this life, you have to take it.”
“I know,” I said, smiling shyly at him. “I’ll try my best.”
I don’t think he knew what I would be up to later tonight, and I couldn’t wait until later. Because of him, Fridays were my favorite day of the week.
“Good,” he said before returning to his own house, leaving me to my task.
He would go back inside, change out of his boring business casual clothes and into his good stuff, before heading out on the prowl.
I perched myself on the couch near the picture window looking over the street, waiting eagerly for him to return. I enjoyed watching to see what kind of guy he would bring home. It helped me form a better mental picture for when I needed it.
Just like clockwork, there he was again, dragging another handsome man into his house. It never seemed to take long to find something he desired. It was the same thing every weekend: he and some gorgeous guy would step out of his BMW and head straight for his house. This time he was a businessman – shiny black shoes, well-kept black hair, and in his early thirties.
He’d been doing this for as long as I could remember. I started to get curious around the age of fourteen. I’d sit outside his window and listen to what he was doing with those men. I didn’t fully understand what was happening, but it provoked weird feelings inside of me, and I liked it.
But as a fully-grown nineteen-year-old, I knew exactly what was going on. I would still occasionally sit outside his window and listen, picturing what he did to them as my hand would reach into my pants.
They shut the door behind them and I snuck around the back, quietly making my way over to the window he always seemed to leave open. I could sit there beneath it without being detected, but I had to be careful not to rustle the gravel below too much.
“Sit,” I heard him say. “Eyes closed.”
I’d never seen the inside of his house, but I always imagined that there was a simple chair in the middle of the room on the other side of the window.
“I told you to close your eyes,” Mr. Davis spoke again.
“What are you going to do to me?” the man asked, a hint of nervousness in his voice.
“Close them,” he repeated. “Hands behind the chair.”
I could hear his shoes clomping against the wooden floor. Picturing him walking over to the man in the chair and tying him up always got my cock rock hard.
“So, why are you here?” he asked. His voice was deep, like that of thunder rolling in the distance.
“Your reputation,” the man replied.
“Good, so you know how this works, then.”
“I think so.”
“Wait here.”
“Hrmmmf.” He made a surprised grunt through the gag on his face, just like all the rest of them did.
The sound of footsteps dissipated into the next room and didn’t come back for a good ten minutes. I always hated when he did this. I just wanted to get off and get on with my night.
“Spread ‘em,” he barked. The sound of a vibrator starting up in his hand sent shivers down my spine. It got louder as his footfalls came closer. I heard the man’s groans intensify, my hand stroking my cock anxiously as I tried to keep pace with them. Their uncontrolled grunts always got me off.
“If you cum, I’ll make you regret it,” I heard Mr. Davis whisper, but only barely. I could hear that the man was getting too close; he wouldn’t be able to hold it back much longer. He tried to speak.
“What was that? I can’t hear you,” Mr. Davis replied. The man tried again with no success just before the unmistakable sounds of the chair legs shaking against the floor started, heralding his final eruption.
His groans of pleasure were intense. My hand gripped tight and stroked furiously, almost pushing myself over the edge. I had to hold back. I didn’t want him to hear me.
“You’re going to regret that,” Mr. Davis snarled. “This way.”
My imagination took over as I pictured him leading his plaything to the next room, where he would submit himself further. I finished letting out my final groans as quietly as I could, afraid someone might hear me and know what I was doing.
I got up and snuck back to my house to shower and finish up my hair before my best friend, Adam, showed up.
“How about this one?” I held a black button up shirt in front of my fit body.
“Hmm, nah. Too dark. Where’s that red one?” Adam questioned.
“This one?” I held up a very seductive red shirt. It looked best with the top few buttons undone.
“Yeah, that one!” he said. “Just match it with some nice jeans and we’ll look hot together!”
I put the slim fitting shirt on and threw on my best jeans. Looking in the mirror, I loved how strong the shirt made me look.
“Nice!” he said.
“Good, let’s go grab another drink,” I replied, leading us out of my bedroom.
“Think Daniels will be there tonight?” Adam asked hopefully.
“I dunno,” I admitted. “I hope he is so you don’t keep buggin’ me about him!” I smiled at him over my shoulder.
“To The Lounge, cab man!” Adam exclaimed, pointing forward toward the windshield.
I grabbed hold of Adam’s seat from behind and pulled myself forward. “So, what are you going to do if he’s there?”
“I’m gonna steal him before some other dick does, but I’ll have to be quick.”
“Yeah, but how?” I replied. “He always has someone on his arm.”
“We’re gonna have to get rid of whoever it is somehow. I might need you for that, though,” Adam said with a sly wink.
When we got to the club, there was a long line as usual, but we knew the bouncers and they loved us, so we snuck around through the quiet back alley and met two beefy men at the back door. When they opened the door for us, music flooded out into the alley along with the rolling fog they used inside. The lights shone around us as we walked through the tables filled with people.
We both leaned up against the bar beside a well-dressed man. He turned his head and noticed us before returning his attention to his whiskey. He looked back over at us a couple more times before finally asking: “Can I grab you two a drink?”
“Of course!” Adam said with a smile.
He waved the bartender over. “Two for the young men, please.” He threw a twenty down on the table and signaled for the bartender to keep the change.
“Thanks!” We smiled at the man before continuing around the bar.
“I don’t see Daniels anywhere,” I said, turning to Adam. “Looks like you’re out of luck tonight.”
“Let’s grab a seat over there.” He pointed to a small, round table with high, classy chairs. We watched the lights flash over the people on the dance floor.
“There!” Adam pointed behind me.
“What?” I asked as I turned my head. There he was, entering the club. “Aw, too bad. He’s got someone with him already.”
“That’s okay, that little bastard’s not going to be the one leaving with him.” Adam was determined tonight.
We watched as Daniels walked over to the bar and got a drink. He cracked a joke before bringing his partner in close for a kiss.
“What if it’s his boyfriend?” I asked.
“Ha, you know how he is just as well as I do.” Adam’s eyes focused on him, waiting for an opportunity. “Let’s get closer.” He got up and led me to the bar next to them.
I saw the man who bought the drink for us get up and start toward us. He smiled as he got close.
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“So, are you two together?”
Adam didn’t even acknowledge him. He was staring intently at Daniels.
“Well, yes and no,” I replied.
“Oh? What does that—”
Adam grabbed me and turned me around. He had no interest in that man at all.
“Now!” He whispered in my ear. Daniels was now alone, facing the bar. Adam let go of me and walked around to his other side, leaning against the metal railing to intentionally get his attention.
“How would you like to upgrade your lover for tonight, hun?”
“An upgrade? Ha, you can’t upgrade from a sure thing, hun,” Daniels replied.
“I’m a sure thing, and I’ll be much more fun than that little boy will be,” Adam responded.
“Nah, not worth it.”
“How about the two of us, then?” Adam asked, motioning to me. Daniels turned to me with intrigue in his eyes before turning back to Adam.
“Both of you? Tonight?” he asked. Adam grinned and nodded.
“Fine. Let’s go.” He put his drink down on the bar and walked to the exit. Adam grabbed my arm and followed.
“What are you doing?!” I asked him.
“Come on, trust me.”
“What?! You just offered me to that guy without even asking!” I stopped.
“Yeah, but he’s so hot, and you know his reputation. Come on!” He pulled me along again, out the door. We lost him in the crowd, so we waited in the archway out of the rain.
“We’ve never even been in a threesome before, Adam,” I said.
“It’s fine, just go with it. Trust me.”
A black limo glistened in the rain before Daniels rolled down the tinted back window and waved for us to join him. We walked over and got in before the car drove off through the dark, wet streets.
“Would you boys like a drink?” Daniels asked as he started pouring the first glass of champagne.
Adam responded with an excited smile. “Sure!”
“Do you two do this often?” he asked, handing us each a glass.
“Yes,” Adam said, looking across him to me.
“Good, this should be interesting, then.” He took a sip from his glass before turning to me. “Kiss him.” He nodded toward Adam.
I looked nervously at Adam, not sure what to do. The two of us had exclusively been friends until this point. Adam nodded expectantly, setting his drink down. I followed his lead and leaned over to him with our lips meeting in front of Daniels. His were so soft, like nothing I’d ever kissed before.
“Good,” Daniels said. “I thought you might have been lying.” His hand met my thigh and I could feel my chest clench with surprise. Daniels took my lips into his, the stubble on his face rougher against my skin than Adam’s clean shaven face as he pulled me closer. He did the same to Adam. I didn’t know whether to just sit there or feel him up from behind as they kissed.
I decided to just go with it. I moved closer and untucked the side of his shirt, sliding my hand underneath it to caress his abs as I moved in closer.
Daniels leaned back into his seat. “Kiss again, but this time like you mean it.”
Adam wiped his lips off and leaned over to me without hesitation, our lips meeting in front of him once again. He pulled my head in and started exploring my mouth with his tongue as I could feel Daniels’ hand exploring down my side. He slowly slid between my shirt and jeans, giving him access to everything underneath. His hands were clearly searching Adam’s nether regions at the same time, and I could feel his kisses grow more passionate as the hand on my abs moved closer to my growing shaft, sliding slowly under my belt.
The amount of pre-cum I had already produced surprised me as he rubbed his finger over the top of my cock. Adam started moaning in my mouth as Daniels’ hands explored us.
Daniels removed his hand and traced my body with his fingers, moving up to the buttons on my front, slowly unbuttoning them.
“You boys are probably uncomfortable in these tight shirts.” He pulled on them to signal their removal. I took my clothes off with little hesitation, my nervousness almost completely gone now and what little reservations I had left were attributed to nothing but inexperience.
Once we’d been reduced to only our underwear, Adam leaned over and pressed his lips against mine again. Daniels’ hand drifted up my back, releasing tingles of pleasure everywhere he went. I moved my hand to Daniels’ crotch, feeling the hardness beneath his pants.
“Not yet, I’m not done watching you two,” he said as he pushed my hand away and continued watching us make out in front of him.
Adam took this as a cue and climbed over Daniels, sitting on top of me. His warm legs brushed against my side as he got into position. I could hear Daniels pulling down his zipper over the sound of the traffic rushing by as Adam got more and more involved in me. Daniels grabbed my hand from Adam’s back and placed it on his thigh, slowly moving it up his leg to his exposed cock. I grabbed it and he guided my hand up and down his shaft as he watched us making out beside him.
The car came to a stop. “We’re here,” Daniels said as he pressed a button overhead. “James, would you be a gentleman and allow one of these young men to use your jacket for a moment?”
“Of course, Mister Daniels,” James replied.
Adam and I both covered up as the window separating us from the driver went down and a long jacket came through. Daniels handed it to Adam before giving me his own coat. We put them on and hid our clothes underneath as Daniels zipped up his pants and opened the door.
We got out of the car, and to our surprise, we stood before one of the most luxurious apartment buildings in the city. James was standing by the large glass doors waiting for us. Adam nudged me with excitement as we followed Daniels to the doors. When we got there, James opened them for us and then led us to the elevator.
“You boys ever been in a million dollar penthouse?” Daniels asked with a grin as the elevator door shut behind us.
When we stepped out into his place, the view was breathtaking. There were windows all around us, giving a perfect view of the city lights. He led us over to a large sofa bed as James turned the dial to turn on the fireplace.
“How about you two make yourselves at home and we will start up again where we left off?” he asked as he lay down on the sofa.
Adam dropped the jacket he was wearing to the floor, his cock still standing strong beneath his underwear. He made his way over to Daniels, taking only a quick look back at me and I dropped my jacket, too. Daniels grabbed my hand as I approached the sofa bed and laid me down after we kicked off our shoes and removed our remaining underwear.
I could feel the warmth radiating from Adam’s crotch as he got on top of me and threw his hair to one side, leaning down to resume kissing me. I heard the same sound of Daniels’ zipper once again as well as the sound of a plastic wrapper as Adam’s chest pressed down against mine.
Adam let out a deep groan of pleasure as his weight was forced forward, his chest pressing against my chin now as Daniels stuck his cock deep inside his ass. I began kissing Adam’s neck and holding him steady for Daniels, his moans loud in my ear.
Daniels tossed Adam to the side and forcefully flipped me over. My eyes wide in anticipation as lube was spread all over my tight asshole. The tip of his cock began pressing against me, and as I relaxed it began to slip inside easily. I grabbed onto Adam’s cock and squeezed him tight, barely able to stroke him. I could feel Daniels’ balls hit me with each powerful thrust before he stopped momentarily.
“James,” he called out.
Adam and I looked over to see James walking toward us, tossing his bowtie on the ground and unbuttoning his shirt, revealing an incredibly sexy body. I lay there in awe as he pulled his massive erection from his pants and climbed onto the sofa bed. His body was dimly lit in the glow of the city lights as he grabbed Adam by the waist and threw him down beside me, completely helpless.
James plunged his massive cock deep inside of Adam as he strained, his legs wrapping around James’ strong back, pulling him in deeper. Daniels did the same as he climbed back on top of me. I was glad. I didn’t know if I could handle James’ massive cock. I was sure it would stretch me to my limits.
Daniels pulled out before laying down beside me. He dragged me on top of him, inserting himself back inside of me from below. The sound of James’ hips slapping into Adam’s ass turned me on, and I closed my eyes and stroked my cock as Daniels pounded me from below. I heard the slapping beside us come to a halt.
I looked over to see James making his way to me on his knees as he removed his condom. As he got into position, I feared that I may not be able to handle the massiveness he possessed.
His cock filled my mouth to the brim as he entered me. Never before had a cock filled me so much. Daniels and James started fucking me in tandem, their cocks rock hard as they used my little body. Daniels gripped me hard so I didn’t move as they ramped up the rhythm, and I could feel the ecstasy building up inside me. I was getting close to cumming and I knew even the slightest brush of my cock would set it loose.
I could hear Adam moaning beside me. He was rubbing himself up and down as he watched the two muscled hunks have their way with me. He reached his free hand over and started stroking my cock. The pleasure almost too much to bear – I couldn’t hold in my gasps for air any longer.
I dug my fingers into Daniels below me as my body shook violently. My vision became blurry as streams of my own cum coated my chest and everything around me. Stars appeared in my eyes as an orgasm tore through my entire body.
They didn’t stop. My cock was much more sensitive after climaxing, and I could already feel the second one building. Adam got up to his knees and put his cock in my right hand. He guided me along his length, desperate for an orgasm of his own.
“Faster,” Adam moaned as he left my hand to its own desires. “Ohhh, I’m going to cum!”
I could feel his penis contract as ribbons of his silky mess covered my arm and shoulder. Adam’s groans of pleasure were almost too much for me and I craved another of my own.
James and Daniels were now thrusting with long, single, uncontrolled thrusts. Both of them ejecting all of their cum inside of me. I grabbed hold of my cock and my second orgasm came crashing through my body, far more powerful than the first.
We all laid there for a few seconds to allow our sweaty bodies to recover before James slowly slid his monster cock out of my mouth and I got up to put on my clothes.
“No need to put those back on. You two can have the guest suite,” Daniels informed us. He got up and turned the hallway light on, leading us to the room at the end.
We woke up the next morning to the smell of bacon filling the air.
“What the hell happened last night?” I asked Adam.
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“Well, yeah, I guess. But still, what the hell?”
“Don’t worry about it!” He smiled as He climbed on top of me once again and leaned in to give me a kiss. We were still naked and I could feel myself getting turned on again as his cock brushed against mine. He began moving his lips down my cheeks to my chest, kissing me all the way.
“I never got a chance to do this last night.” He looked up seductively from my stomach. I grabbed his hair as he made his way lower until his breath was on my balls. He wrapped his arms around my thighs and took a big lick all the way up the length of my shaft.
I was surprised to find myself slightly excited. I had never even thought of Adam this way before. His tongue and lips felt like magic on my head as he swirled them around. Adam knew exactly how to pleasure me. His long strokes up my length were replaced by quick flicks of his tongue against my slit.
I looked down at him and saw that he was completely lost in a frenzy of lovemaking to my dick. I could feel myself nearing yet another orgasm as he sucked my cock in his mouth and spanked the tip of it with his tongue. My whimpers amplified and my hips started rocking against his face as my muscles contracted, an orgasm surging through me once again. I filled Adam’s mouth and he swallowed every last drop.
He kissed the tip of my shaft one last time before looking back up at me. “My, my, that was quick.” He smiled and we shared a quick laugh.
James drove us back to my place after breakfast. Daniels had already gone to work. We waved goodbye as we walked up to my house, praying that my parents weren’t home. I knew my dad would not approve of me staying out all night. I opened the door to the garage and stepped in.
“Shit.” My dad’s car was there. He hadn’t left yet.
We tried sneaking into the house without being heard, but our efforts proved futile; he saw us.
“Where were you two last night?” he asked.
“Uh, we crashed at a friend’s house,” I quickly replied.
“Oh, really? Which one of your friends drives a Lexus?”
“That’s my dad’s,” Adam chimed in.
“Oh. Okay then.” He looked at us, eyes narrowed in disbelief, but I was just glad that he didn’t press any further. Adam grabbed his things from my room and left.
I couldn’t stop thinking about what had happened in the penthouse the entire following week. I wanted more, but Adam was out of town for the weekend and I didn’t have the guts to approach Daniels by myself. Friday night had approached quickly and I had no plans yet – until I saw my neighbour pull up in his car again after work.
“Hey, Derrick,” he called out as usual.
“Hey, Mr. Davis.” I waved to him. I looked at him a bit longer than usual, my curiosity at an all-time high. I waited for him to close his door behind him before going inside my own house.
I looked through my closet and tried to pick out an outfit that I thought could be worn by one of the guys that he brought home. I put it on, got ready, and went to my usual lookout spot waiting for him to get into his car. I was ready.
About ten minutes later, I saw him leave his house and open his car door. I waited for him to drive off before I ran to my car, as quickly as I could.
I followed him down the streets at a safe distance so he wouldn’t be suspicious or see that it was me in his mirrors. He didn’t drive very far, but I was surprised to see where he parked. I stopped my car and watched him walk down the sidewalk into an old run-down building. I didn’t understand why he was here, so I waited in my car, expecting him to come back out.
I waited for twenty minutes before my curiosity got the best of me. I opened my car door and walked down the sidewalk to the building he’d gone into. I read the name of the store: Ed’s VCR Repair Shop. The windows had a bit of dust built up on them and there was a sign hanging on the door stating that it was closed. I was sure this was where he went, though, so I pushed on the door and found that it was unlocked. I walked in slowly and headed to the back where I heard the muffled sound of music.
The music was coming from behind two large, black, metal doors. I swallowed my nervousness and pushed open the right door allowing the soft sound of music to clearly fill my ears.
The place was relatively small, but incredibly elegant. I felt so out of place there. I approached the bar to the left and leaned against the railing.
“Oh, looky looky, what have we got here?” I looked over to the bartender making her way to me. “Are you lost, sweetheart?”
“No.” I looked at her, slightly confused.
“Can I get you something to drink, then?”
“Sure, I’ll have a Long Island iced tea.”
“Do you know what this place is, darling?” She asked as she poured my drink.
“Not really.”
“Be careful, then. The men in here are like vultures, and they love fresh meat.” She slid the drink over to me. “This one’s on the house. Good luck.”
Before I could even bring the straw up to my lips, a man leaned up against the bar beside me. I looked over. It was Mr. Davis.
“What are you doing here?” he said, concern in his voice.
“Uhhhh…” I stammered.
“You shouldn’t be here. You don’t belong in a place like this.” He grabbed my arm. “I’m taking you home right now.” He dragged me out to his car, my drink still in hand.
“What were you thinking following me there?” he asked as we entered his car.
“I dunno, I was bored and curious,” I replied. “What was that place?”
“Never mind that place. I’m just glad I found you first.” His gentle gaze lasted slightly longer than it should have, causing my cock to grow stiffer.
He didn’t speak the entire way back to his place. When we pulled up to his house, he didn’t get out of the car. He just looked over at me, obviously conflicted.
“I’ve heard you,” he said.
“What?” I replied.
“I’ve heard you outside my window. I can hear the rocks under your feet when you’re there.”
I could feel my chest tighten and back roll with tingles. I was so certain that I had been silent.
“Your little groans as you touch yourself listening to me…” He trailed off. His eyes were burning with desire. “I was wondering how long it would take you to come get the real thing.”
He opened his door and got out, walking to his house. I sat there for a few seconds, filled with both need and confusion before I threw open the car door and followed him up the well-lit stone pathway.
“I’m sure you know how this goes by now.” He shut the door behind us, his eyes never leaving me. I found myself frozen in place, unsure of what was about to happen. I didn’t want to make the first move.
“Well?” He looked at me expectantly, motioning to a doorway with nothing but a single wooden chair behind it. I knew what was going to happen in that room and I could feel my sexual excitement building as each step took me closer and closer to the chair. I removed my clothes and took a seat before closing my eyes and putting my arms behind the chair. I waited for his orders.
“Good, you have been paying attention, then,” he said as his shoes echoed against the wooden floor. He bent down behind me and tied my hands securely to the chair, then my ankles to the legs of it. He leaned in and slowly pressed his cheek against mine, his breath hot on my ear.
“I’ll be right back.” The same frustration built inside of me as he walked away, I absolutely hated waiting for this guy!
Then I heard the sound of the vibrator starting up as he walked closer.
“You’re probably curious to know what I do to bad little boys who let themselves cum too soon.” He pressed the vibrator hard against the base of my shaft just above my balls.
“Well?” he whispered in my ear. “Are you?”
All I could do was let out a weak groan of pleasure as the vibrator pulsed against me. I knew I wouldn’t be able to control myself and I would have to let my orgasm take over just like the other men that sat here before me. Mr. Davis forcefully grabbed my shaft with his free hand.
“Yes,” I said desperately as his hand stroked my length. Feelings of utter pleasure started taking over.
“Good.” He pulled the vibrator away before I felt the sweet release. My eyes opened desperately and met his fiery gaze.
“Eyes closed!” He demanded. “You know what happens when you don’t behave.” He shoved the vibrator below my balls, nearly to my asshole. I spread my legs, hoping it would allow him to go further. I felt the buildup grow fuller and fuller and I struggled to hold back the streams of pleasure.
“No, you don’t deserve that.” He pulled the vibrator and his hand away again.
“Please,” I begged desperately, unable to hold back any longer. Then it happened. Stream after stream of my warmth began coating my chest as Mr. Davis pumped me.
Without a word he began to untie my legs. He left my hands tied together behind my back and lifted me up, leading me with one hand to the room I’ve always had to imagine.
We went down the stairs and through a hidden door in the back of his basement, behind which nothing was furnished and the walls were bare. There was nothing in the room except a bed and a shower. He sat down on the bed.
“On your knees,” he commanded, pointing to the floor in front of him. I did as I was told. The power in his voice left me helpless.
When my knees hit the cold concrete, he unbuttoned his pants and grabbed me by the back of my head, forcing me forward onto his beautiful cock. It could barely fit in my mouth as I took it in, eager to please. My lips ran up and down around his shaft. I wanted so badly for him to fuck me. I sucked on everything: his balls; his tip; his shaft…
He stood up and moved behind me, bending me over the bed. He dropped his pants.
“This is what I do to boys that cum without my permission.”
He pushed down on my back and I could feel the tip of his dick exploring my asshole. I felt a wetness hit my ass and he used his cock to slide it around. He slid in with one powerful motion, forcefully filling my soaked hole. He thrust his hips against me, giving me everything he had. Each push was filled with determination. He held nothing back.
He grabbed me around the waist and threw me up onto the bed. He untied my hands, then tied each one to a bedpost before climbing on top of me and shoving his cock in again, his weight pressing on top of me and his smell filling the air around me.
“I’m going to fill your little hole,” he grunted as he thrust in and out until I could tell he was losing control. His cum shot into me, filling me even further before he dropped the rest of his weight onto me, breathing heavily into my ear.
I lay on the bed as he shut the door behind him, his cum dripping out of my asshole, discarded; used. Turning over, I stared up at the ceiling. My heart was still racing from what had just happened. I had come a long way from the innocent boy my parents had raised…
