I lay on the bed as he shut the door behind him. With cum dripping out of my pussy, I lay there discarded, used. Staring up to the ceiling, my heart still racing from what just happened, my normal thoughts started coming back. I had come a long way from the innocent girl my parents had raised.

I waited a few minutes before standing up and going to the shower, one of the few pleasantries in the room. He gave no indication of when he would come back next, he kept all the control for himself. Memories of the weeks leading up to this point took over and I allowed myself to indulge on them...

“Hey, Casey,” he called out the window of his car as he always did. I waved back. He stepped out of his car and came over to have a quick chat while I was setting up some decorations in front of my house.

“How’s school going? I hear you’re trying to get into pre-med. That’s got to be tough?” he asked.

“Eh, it’s ok I guess,” I replied.

“Keep at it, nobody likes quitters. If you want it you have to take it.”

“I know, I’ll try my best.” I smiled back at him.

“Good.” He turned to walk back to his well lit house. Today was Friday, that meant he would go back inside, change out of his boring business casual clothes and into his good stuff, then head back out.

I sat waiting, I enjoyed watching what kind of woman he would bring home. It helped me form a better mental picture.

Just like clockwork there he was again, dragging another beautiful woman into his house. Tonight it was a businesswoman. High heels, hair up, early 30’s. Every weekend it was the same thing. He and some beautiful woman would step out of his BMW and head straight for his house. He’s been doing this for as long as I can remember, ever since I was a young child.

I started to get curious around the age of 16. I’d sit outside his window and listen to what he was doing with these women. I didn’t fully understand what was happening, but it provoked a weird feeling inside of me that I didn’t quite understand. That was a long time ago, now I’m a fully grown 19 year old and know exactly what’s going on with all these women. I still occasionally sit outside his window and listen, picturing what he did to them as my hand would reach below my skirt.

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’ve never seen the inside of his house, he’s never invited me in, but I always imagined there to be a simple chair in the middle of a room on the other side of this window.

“I told you to close your eyes.” He spoke again.

“What are you going to do to me?” the woman asked, a hint of nervousness in her voice.

“Close them,” he demanded once again. “Hands behind the chair.”

I could hear his shoes clomping against the wooden floor. Picturing him walk over to her and tying her up always got my juices started.

“So, why are you here?” he asked in his deep voice.

“Your reputation,” she replied.

“Good, so you know how this works then.”

“I think so.”

“Wait here.”

“Hrmmmf.” She sounded surprised through the gag on her face, just like all the rest of them. The sound of his shoes dissipated into the next room. He 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, starting up the vibrator. The sound got louder as his footsteps came closer. I heard her moans build up, my fingers on my clit kept pace with the woman, their uncontrolled orgasms always got me off.

“If you cum, I’ll make you regret it.” I could barely hear him whisper. I was still outside the window rubbing myself as the woman inside came closer and closer to finishing. I could hear her getting too close; she wouldn’t be able hold it back much longer. She tried to speak, but it was futile.

“What was that? I can’t hear you,” he replied. She tried again with no success just before the unmistakable sounds of the chair legs shaking against the floor started, her orgasm sounding so intense. My fingers rubbing 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,” he said. “This way.” My imagination took over as I pictured him leading her to the next room as she submits herself to him. I finished letting out my final moans as quietly as I could, afraid someone might hear me and know what I was doing.

I got back up and snuck back to my house to shower and put on my makeup before Sarah would show up.

***

“How about this one?” I held a black dress up in front of me.

“Hmm, nah, where’s that little red one?” Sarah questioned.

“This one?” I held up a very seductive red dress with a low cut top that would show a lot of leg.

“Yeah, that one! We’ll look hot together!” I slid the tight dress up over my body. “Yeah, love it!” she said as I looked at myself in the mirror.

“Good, let's go grab another drink,” I said with excitement, leading us out of my bedroom.

“Think he’ll be there tonight?” Sarah asked hopefully.

“I dunno, I hope he is so you don’t keep buggin' me about him!” I smiled at her following behind me.

***

“To The Lounge, cab man!” Sarah exclaimed, pointing forward.

I grabbed hold of her 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 bitch does, but I’ll have to be quick.”

“Yeah, but how?” I replied. “He always has a girl on his arm.”

“We’re gonna have to get rid of her somehow, I might need you for that though,” Sarah said with a wink.

When we got there it was lined up as usual, but we knew the bouncers and they loved us so we snuck around through the quiet back alley, meeting two beefy men at the back door. When they opened the door for us the 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 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 a couple times before finally asking, “Can I grab you two a drink?”

“Of course!” Sarah exclaimed with a smile.

He waved the bartender over. “Two for the young ladies 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 him anywhere.” I turned to Sarah. “Looks like you’re out of luck tonight.”

“Let’s grab a seat over there.” She pointed to a small round table with high, classy chairs. We watched the lights flash over the people on the dance floor.

“There!” Sarah pointed behind me.

“What?” I asked as I turned my head. There he was, entering the club. “Awe, too bad. He’s got a girl with him already.”

“That’s okay, she’s not going to be the one leaving with him.” Sarah was determined tonight. We watched as he walked over to the bar and got a drink. He cracked a joke before bringing her in close for a kiss.

“What if it’s his girlfriend?” I asked.

“Hah, you know how he is just as well as I do.” Sarah’s eyes focused on him, waiting for an opportunity. “Let’s get closer.” She 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. “So, are you two together?” Sarah didn’t even acknowledge him, focus clouding her eyes.

“Well, yes and no,” I replied.

“Oh? What does that-” Sarah grabbed me and turned me around. She had no interest in that man at all.

“Now!” she whispered in my ear. The man she wanted was now alone, facing the bar. Sarah let go of me and walked around to his other side, leaning against the metal railing to intentionally expose her cleavage.

“How would you like to upgrade your lover for tonight, hun?”

“An upgrade? Hah, you can’t upgrade from a sure thing. Hun,” he replied.

“I’m a sure thing, and I’ll be much more fun than her,” Sarah responded.

“Nah, not worth it.”

“How about the two of us then?” Sarah said, motioning to me. He turned to me with intrigue in his eyes before turning back to Sarah.

“Both of you? Tonight?” he asked and Sarah began nodding her head with a grin.

“Fine. Let’s go.” He put his drink down on the bar and walked to the exit. Sarah grabbed my arm and followed.

“What are you doing?!” I asked her.

“Come on, trust me.”

“What?! You just offered me to that guy without even asking!” I stopped her.

“Yeah, but he’s so hot, and you know his reputation, come on!” She 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, Sarah,” I said.

“It’s fine, just go with it. Trust me.”

His black limo glistened in the rain as he rolled down the tinted back window waving for us to come. We walked over and got in before the car drove off into the dark wet streets.

“Would you girls like a drink?” he said as he started pouring the first glass of champagne.

Sarah responded with a smile. “Sure!” She was clearly excited.

“Do you girls do this often?” he asked, handing us each a glass.

“Yes,” Sarah said, looking across him to me.

“Good, this should be interesting then.” He took a sip from his glass before turning to me. “Kiss her.” He nodded toward Sarah. I looked nervously at her, not sure what to do. She nodded expectedly, setting her drink down. I followed her lead and leaned over to her with our lips meeting in front of him. Her lips were so soft, I’d never even kissed a girl before, let alone have a threesome.

“Good. I thought you two might have been lying.” He spoke in my direction. His hand met my thigh and I could feel my chest clench with surprise. He took my lips into his, the stubble on his face roughing me up as he pulled me closer. He did the same to Sarah. 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 to his abs.

He leaned back into his seat. “Kiss again, but this time like you mean it.” Sarah wiped her lips off and leaned over him to me without hesitation, our lips meeting in front of him once again. She pulled my head in and started exploring my mouth with her tongue as I could feel his hand exploring down my side.

He slowly pulled my short dress up, giving him access to everything underneath. His hands were clearly exploring Sarah’s nether region at the same time as I could feel an increasing pleasure in her lips as his hands moved closer to my warmth, slowly under my panties toward my clit. The amount of moisture between my legs surprised me as he spread my folds and rubbed my pleasure point. Sarah started moaning in my mouth as his fingers rubbed us.

He removed his hand and traced my body with his fingers, moving up to the zipper on my back, slowly undoing it.

“You girls are probably uncomfortable in these tight dresses.” 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.

Now only in our underwear Sarah leaned over and threw her lips into mine again. His hand exploring my back and undoing my bra, releasing my breasts. I moved my hand to his 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. Sarah took this as a cue and climbed over him, sitting on top of me. Her warm legs at my side and her soft nipples gently rubbing against my breasts as she kissed me. I could hear the sound of a zipper over the sound of traffic as Sarah got more and more involved in me. He grabbed my hand from her back and placed it on his thigh, slowly moving it up his leg to his exposed cock. I grabbed it and he moved my hand up and down his shaft as he watched the two beautiful girls make out beside him.

Just then the car came to a stop. “We’re here,” he said as he pressed a button overhead and spoke, “James, would you be a gentleman and allow one of these ladies to use your jacket for a moment?”

“Of course, mister Daniels,” James replied back. Sarah and I both covered up as the window separating us from him went down and a long jacket came through. He handed it to Sarah and gave me his. We put the coats on and hid our clothes underneath as he zipped up his pants and opened the door.

We got out of the car into the smell of fresh rain and to our surprise we stood below the tallest building in the city. James was standing by the large glass doors with one hand on the handle waiting for us. Sarah nudged me with excitement as we followed him to the doors. When we got there James opened the door for us and then led us to the elevator.

“You girls ever been in a million dollar penthouse?” Daniels said with a grin as the elevator door shut behind us.

When we stepped out into his place the view was breathtaking. There were glass windows all around us, giving a perfect view of the city lights. He led us over to a large lay down sofa by the fireplace as James turned the dial to turn on the fireplace.

“How about you girls make yourself at home and we will start up again where we left off,” he said as he lay down on the sofa. Sarah dropped the jacket she was wearing to the floor, her almost bare ass swaying as she walked over to him. She took a quick look back at me as she walked and I dropped my jacket too. She grabbed my hand as I approached the bed and laid me down after we undressed and kicked off our heels. I could feel the warmth radiate from her pussy as she got on top of me and threw her 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 Sarah’s breasts pressed against mine.

“Uhhhhhh,” Sarah let out a deep moan of pleasure and her weight was forced forward, her breasts under my chin now as he stuck his cock deep inside her. I began kissing her neck and holding her steady for him, her moans loud in my ear.

I felt Sarah’s weight thrown further forward on top of me and his legs squeezing between ours, then the tip of his cock sliding down my clit to my hole, my vagina as wet as the streets outside. He slid in easily and I grabbed Sarah hard as he penetrated deep inside. I could feel his balls hit me with each powerful thrust before he stopped.

“James,” he called out.

Sarah and I looked to our side 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 dimly lit in the glow of the city lights as he grabbed Sarah by the waist and threw her on the bed beside me, completely helpless. He shoved his massive cock deep inside her as she strained, her legs wrapping around his 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, it would stretch me to my limits.

Daniels lay down beside me and pulled me on top of him, inserting himself inside me from below. The sound of James’ hard hips slapping into Sarah’s ass turned me on as I closed my eyes and rubbed my clit as Daniels pounded me from below.

Daniels pulled out once again and started rubbing the tip of his cock against my asshole, I could feel a surge of nervousness through my body as my ass tightened.

“Relax,” I could hear him whisper in my ear as he fondled my breasts. I let out a deep breath and could feel my muscles relaxing as he pressed his soaking wet dick against my tight opening. I relaxed further and the tip of him entered me. He pushed it in as deep as it would go before I heard the slapping beside us come to a halt. I looked over to see James’ massive cock sway from side to side as he made his way to me on his knees. Another sense of nervousness surged through me as he got into position.

His cock stretched my already used pussy to its limits as he entered me. Never before had a cock penetrated me so deeply. They started fucking me in rhythm, their cocks meeting on the inside. Daniels gripped me hard so I didn’t move as they ramped up the rhythm, I could feel the ecstasy building up inside me, I was getting close to cumming.

“Mmmmm,” I could hear Sarah moaning, she lay there beside me rubbing herself as she watched these two muscles have their way with me. She reached her free hand over and started rubbing my clit, the pleasure almost too much to bear now I couldn’t hold in my gasps for air any longer, I dug my fingers into Daniels below me and felt the first orgasm release.

They didn’t stop and the fucking continued, my pussy more sensitive now. I could already feel the second orgasm building. Sarah got up and sat on my face, her pussy grinding over my mouth as her juices went all over me. I tongued her clit and I could tell an orgasm was building inside of her too.

“Don’t stop,” she moaned as she placed her palms on my forehead and rode me harder. “Ohhh, I’m going to cum!” I could feel her body surge with pleasure on top of me, almost sending me over the edge again too. I reached for my clit and rubbed it furiously, craving another orgasm. Jamie and Daniels were now thrusting with long, single, uncontrolled thrusts, both of them ejecting all of their cum inside of me. My second orgasm came crashing through my body, far more powerful than the first.

We all lay there for a few seconds to allow our sweaty bodies to recover before James slowly slid his monster cock out of my pussy 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 Sarah.

“It was fun wasn’t it?” She replied.

“Well, yeah, I guess, but still, what the hell.”

“Don’t worry about it then!” She smiled as she climbed on top of me once again and leaned in to give me a kiss. I could feel myself getting turned on again as her nipples brushed against mine. She began moving her lips down my cheeks to my chest, kissing me all the way.

“I never got a chance to repay you for last night.” She looked up seductively from just below my breasts now. I grabbed her hair as she made her way lower until her breath was on my clit. She wrapped her arms around my thighs and took a big lick all the way over the length of my folds. I was surprised to find myself slightly excited, I had never been eaten out by a girl before. Her tongue and lips felt like magic on my cunt, Sarah knew exactly how to do this. Her long strokes up my pussy were replaced by quick flicks of her tongue against my clit.

I looked down at her and saw that she was completely lost in a frenzy of love making to my pussy. I could feel myself nearing yet another orgasm as she sucked my clit into her mouth and spanked it with her tongue. My hips started rocking into her face as I let out uncontrolled moans of pleasure, an orgasm surging through my pussy.

She kissed my pussy one last time before looking back up at me. “My, my, that was quick.” She 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 home, he hadn’t left yet. We tried sneaking into the house without being heard but our efforts were futile, he saw us.

“Where were you two last night?” he asked.

“Uhhh, we crashed at a friend’s house,” I replied.

“Oh really? Which one of your friends drives a lexus?”

“That’s her dad’s,” Sarah chimed in.

“Oh. Okay then.” He looked at us with disbelief, but I was just glad that he didn’t press any further. Sarah grabbed her things from my room and left.

I couldn’t stop thinking about what happened in the penthouse the entire following week. I wanted more, but Sarah was out of town this weekend and I didn’t have the guts to approach Daniels by myself. Friday night had approached quickly and I had no plans yet, that was until I saw my neighbour, pull up in his car again after work.

“Hey, Casey,” he called out again as usual.

“Hey, Mr. Davis.” I waved back. 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.

I looked through my closet and tried to pick out a dress that I thought could be worn by one of the girls 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 the dress and heels I was wearing would allow me.

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 went 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 a closed sign hanging in the door. I was sure this was where he went though so I pushed on the door and it opened with a creak. 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 here, 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 ice 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 scolded.

“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 here?” he asked as we entered his car.

“I dunno, I was bored and curious,” I replied. “What was that place?”

“Nevermind that place. I’m just glad I found you first.” His gentle gaze, slightly longer than it should have been, caused my pussy to grow warmer.

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, his mind 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 my pussy getting wetter. I was certain I made no sound.

“Your little moans as you touch yourself listening to me.” His eyes were burning with desire now.

“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 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 stood there 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 a sexual excitement building as each step took me closer and closer to the chair. I took a seat, closed my eyes and put 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 knelt 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!

BRRRRR. 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 girls who let their orgasm out?” He pressed the vibrator hard against my clit.

“Well?” he whispered in my ear, “are you?”

All I could do was let out a weak moan 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 women that sat here before me.

“Yes,” I said desperately as surges of 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 hard against my clit again and spread my legs as wide as my dress would allow. I felt the same surges pulsing through my clit as the orgasm started to build up again.

“No, you don’t deserve that.” He pulled the vibrator away again.

“Please,” I begged desperately. He didn’t respond and 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. With my knees on the cold concrete he unbuttoned his pants and grabbed me by the back of my head, forcing me forward into 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 went around behind me, bending me over the bed. He dropped his pants.

“This is what I do to girls that cum without my permission.” He pushed up my dress and I could feel the tip of his penis exploring the outside of my panties before he pushed them to the side. His cock slid in with one powerful motion, filling my soaking pussy with force. He thrust his hips into my ass, giving me everything he had. Each thrust filled with determination, he held nothing back as I could hear the slap of my ass on him.

He grabbed me around the waist and pushed me up onto the bed face down. He untied my hands and tied one to each 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 pussy,” 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.

He got up and put his clothes on before untying me. I rolled onto my back and lay there on the bed as he shut the door behind him. With cum dripping out of my pussy, I lay there discarded, used. Staring up to the ceiling, my heart still racing from what just happened, my normal thoughts started coming back.

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