Eager First Times

by Betsy Locke

  “I'm going to have to teach you a lesson. Stand up, Madelyn,” Preston ordered me.

  I did as I was told. My hands were at my sides. I waited for him to scream some more at me but it didn't come.

  “Now bend over the kitchen island,” he commanded.

  My eyebrows went up. “What did you just say?”

  “Bend over that island before I make you. You've been very bad and I need to make sure you never do something like this again.”

  I didn't know what Preston was asking of me. Did he intend to spank me? But he'd never done anything like this before. I wanted to defy him. Stand my ground and tell him to go fuck himself. But something deep inside told me not to.

  I needed to comply with his wishes.

  I made my way over to the kitchen island with its white marble counters. I stood before it and waited just in case that Preston changed his mind. Maybe he just wanted to see if I would follow his orders?

  “Bend over,” he said louder with more authority in his voice.

  I took a deep breath and bent over the island. I spread my hands out in front of me. The counter was cold on my bare arms. My skirt was too short and revealed half of my ass. I felt so embarrassed and humiliated.

  I knew I could get out of this if I only told him the truth. But it would only make him angrier. He might actually hurt me.

  “That's good,” Preston said, approaching me and breathing heavily. He put his open palm on my ass but he didn't squeeze. I held my breath as he took his hand away.

  The anticipation was almost worse than the actual slap. I had no idea how hard he was going to hit me. Was it going to be playful or harmful? Preston wanted to teach me a lesson and I knew that he was serious about it.

  His hand whipped through the air and connected with my ass hard. Harder than I ever expected. Pain spread through my cheeks and I couldn't help but cry out. I gripped the edges of the counter with my fingers.

  Preston peeled my skirt up further until my entire ass was hanging out. The only thing protecting me was a tiny sliver of fabric from my thong. I braced myself for the next impact but it didn't come right away.

  I whipped my head around to look behind. Preston stood behind me, two fingers circling his lips. His eyes were solely focused on my ass. I could see his throbbing saber stuck in his black dress pants, waiting to be unsheathed.

  Another smack hit my other ass cheek. My body lurched forward and I screamed. The pain was overwhelming but so was the pleasure. I felt ashamed at the forbidden emotions running through me. A need between my legs had been awakened.

  Preston spanked me again, my cries of pain turning into moans of passion. “Are you going to be good?” he asked me.

  I didn't know how to respond. Was he going to stop spanking me if I told him yes. Deep down, I didn't want him to stop. Preston hit my ass again before I could reply.

  My head was spinning. I couldn't tell up from down. My pussy was soaking wet. All I knew was that I needed him. Needed Preston inside me. Needed him to fuck me silly. Right here on the counter. Right now.

  “Yes!” I yelled out.

  He slapped my ass one more time and that was it. He pulled my skirt down and backed away. “If you screw up another deal, you can expect more of that.” His voice was low and to the point. I could tell how much he wanted me too.

  I wanted to screw up everything in the world. If only it meant he could touch me just one more time. I lifted myself off the counter and my legs wobbled. My ass was raw and it hurt to walk. So many emotions were going through me that I didn't know which one to focus on.

  I never knew spanking could feel so good. I wanted him to do it to me again right now. I didn't care if my ass was going to fall off.

  “Let's get something to eat,” Preston said.

  I looked to his eyes but he couldn't meet my gaze. Preston was experiencing that same inner turmoil that I was. “Okay,” I replied in defeat.

  Chapter Four

  Preston pretty much ignored me over the next couple weeks. He would barely even look at me. I tried to get his attention by wearing the same outfit from that fateful day but he didn't even notice I was wearing it.

  Preston was fighting every desire in his body. I wanted to tell him that it was okay. That we didn't need to resist these urges. But how could I just bring that up? I didn't want to fuck things up but I was running out of ideas.

  That job with Gardner was the last one Preston had given me even though he had “punished” me already. I had to get back in his good graces. Show him that I was reliable and could be of some help.

  I found Preston sitting in his office/library. For some homes this would be bigger than most first floors. There were so many books stacked to the ceiling that I thought it was doubtful that Preston had even read ten percent of them.

  Large dark red drapes covered the windows, blocking out almost every semblance of sunlight. Preston sat at a large oak desk with a green desk lamp illuminating his papers. One look at that desk and I had flashbacks to the spanking.

  I could bend over for him right now and let him go to town on me.

  But he barely noticed me when I walked in. Now wouldn't be the right time. I didn't want to screw up my only chance. I needed to show him that I could help with his business. Show him that I could be his partner.

  “I'd like to help you,” I said in a low voice.

  Preston looked up but didn't seem to hear me.

  I coughed and repeated again, “I'd like to help you. If you'll let me.”

  Preston examined me closely. “I can't have a mess up like the last time. We're dealing with big properties and a lot of money.”

  I put my hands flat on his desk. “I won't let you down. I swear it!”

  Preston scratched his chin, his blue eyes staring me down. “All right.” He put his finger up to stop me from grinning. “But I'm going to go with you. If you do everything right, maybe I'll let you do some stuff on your own.”

  The next day, Preston brought me along to a property that he was showing to a married couple. It wasn't as big as the mansion that I had shown Gardner but it was a fairly good size. A beige house with two stories, four bedrooms, and two baths.

  “Now let me do most of the talking,” Preston told me as we walked up to the house. “Just agree with anything that I say and maybe embellish it a little. The husband is reluctant to buy in this neighborhood but I know it's going to be perfect for them.”

  I looked around at the rows of houses that were all very similar. All of their lawns were freshly cut and lush. There was barely any traffic and the sounds of kids playing in the distance could be heard. “Seems like the perfect place to me.”

  The Johnson couple stood at the door to the house. Preston introduced me to the two of them and then led them into the house. I stayed quiet as we went from room to room. I didn't wanted to interrupt since it seemed like they were really digging the house.

  As we returned to the front door, Mrs. Johnson turned to her husband and said, “It's just right for us.”

  Her beaming smile told me that she would buy this place in a heartbeat but the husband's stern face was a roadblock. He stood there with his arms crossed and began examining the walls for cracks and chipped paint. “I'm not sure about this place.”

  “It really is the perfect neighborhood,” Preston added.

  Now was the time to prove myself. I cleared my throat before starting. “Houses on this street rarely come on the market. In fact this is the only one in three years. You don't want to pass up on this only to regret it later.”

  Preston looked impressed. I had actually done my research on the property beforehand. “My associate is right. If you don't jump on this now, it will slip right through your fingers.”

  The wife took his hands. “Let's do this, honey.”

  The husband looked at the three of us ganging up on him. He knew he wouldn't be able to win. A large sigh escaped his lips. “Fine. We'll take it.” His wife jumped into his arms with a big hug and k
isses.

  “I'll draw up the offer and send it over to the owner. We'll probably hear something back later this afternoon,” Preston said.

  The couple left us alone in the house. Preston high-fived me, his palm smacking mine and reminding me how good the pain that day felt.

  “That was all you,” Preston said. “And you did your research too.”

  “It was nothing,” I replied. Even though I did good, I desperately wanted to be bad now. The chance of Preston spanking me was almost non-existent.

  “I'm going to treat you. Anything you want. Anywhere you want to go. We need to celebrate. Just tell me.”

  There was only one thing on my mind. Only one thing that could satisfy this hunger deep in the pit of my stomach. I walked over to the long dining room table and set my hands on it. I draped my body over it and pushed my ass out. I lifted my loose black skirt and folded it over my back. My entire ass was showing and I wasn't wearing any underwear.

  “Whoops. I guess I forgot to wear something.”

  “We can't,” Preston said, shaking his head.

  Chapter Five

  I wasn't going to take no for an answer. “I know you want this as much as me. And you owe me. Get over here and spank this ass right fucking now.”

  The first spank felt so good. Preston was hesitant but he couldn't resist me anymore when he realized that I wasn't wearing any panties.

  “I can't believe you showed up to a professional meeting without underwear,” he said in between slaps. “I'm going to have to spank you until you never forget to wear the proper attire when you work with me.”

  “I'm so sorry,” I replied. Every slap sent me overboard. I loved feeling so dirty. I was never going to wear a thong again.

  Preston's breathing was rapid after each time he swung his hand through the air. My ass burned so much that I could barely feel anything anymore. But I didn't want him to stop. I wanted him to spank me all day long.

  Every yell of pain only invigorated Preston more. He hit me harder and harder until he could barely lift his hand any longer.

  “I'm all yours, Preston,” I told him. I spread my legs further apart and faced forward. “Take me.”

  Preston didn't need anymore hints. He dropped his pants immediately. I wanted to get a glimpse of his thick cock but I liked the idea of my pussy discovering him first. I could hear my wet pussy dripping onto the wood floors of the dining room.

  Things were about to get messy.

  Preston slid his fingers across my slit and collected my wetness. “You've been so bad,” he said. I could hear him sucking on his fingers and enjoying my taste.

  “Fuck me, please. I can't take anymore!”

  Preston gripped my hips and I could feel his blunt head against my tight opening. Would he even fit? I didn't know how big he was.

  He forced his enormous cock into me, splitting me wide open. I screamed at the top of my lungs but there was no pain. Only an intense burning pleasure scorching through me. I clenched the table as Preston filled me to the limit.

  My tight pussy enlarged to fit around his impossibly thick girth. How could a man be this big? Now I had wished that I had seen him before. I just couldn't believe it.

  Preston left me just as fast as he entered me. He spanked my ass before plunging into me again. These two worlds of pain and pleasure collided into something that I didn't think possible. It was all too much to handle.

  “I'm going to come!” I cried out. My entire body quaked on the table as my orgasm washed over me completely. My eyes rolled into the back of my head as Preston pushed his long cock in and out of me.

  Preston spanked me again, drilling his manliness into me harder and harder. His hips crashed against my ass with every thrust. I wanted him to fuck me like this for the rest of time itself. All those forbidden emotions that had been pent up for so long had finally come to the surface. Now they exploded like a nuclear bomb.

  Preston gathered my long brown hair in his fist and curled it around his wrist. The sensation of my hair being pulled added another layer of pain. It didn't hurt quite like the spanking but it felt damn good.

  Preston tugged on my hair and lifted my body off the table as he fucked me. I locked my arms in place to hold myself up. Preston turned my head to the side and leaned down to kiss me. His lips tasted like cigarettes and whiskey even though he didn't smoke or drink.

  And I loved it.

  I slipped my tongue into his mouth and his fingers dug into my sides. Preston released my hair and let me fall back down onto the table. He left me and I turned around from shock. Why was he leaving me. Was he going to come all over my back?

  Preston stood there with his lips parted slightly and his eyes glazed over. He wasn't stroking his cock. He wasn't going to come just yet.

  I finally got a glimpse of that gigantic cock that was inside me. My eyes must've been playing tricks on me because he was so much bigger than I imagined.

  “Get on your knees,” he commanded me.

  Even though I wanted him to fuck me more, my lips around his meat had to be explored. But how could he even fit in my mouth? He looked way more than a mouthful. I jumped off the table and got on my knees before him.

  Preston looked down at me and put his thumb on my bottom lip, caressing it lightly. I kissed it and he pinched my lip with his two fingers. He pulled it down until my jaw had opened wide. “Keep your mouth open just like that,” he said.

  He placed his cock on the edge of my lips, his head circling my opening. I waited patiently with my hands locked behind my back. Preston shoved his entire length into my mouth, sliding it across my tongue and hitting the back of my throat.

  My lips stretched around him. I could taste my sweet wetness still on him. He was so much that I almost choked. Tears welled up in my eyes as he thrust into my mouth over and over again. He held the back of my hair as he fucked my face.

  “I'm going to come,” he groaned.

  I thought he was going to pull out and come all over me but he kept his cock in my mouth. He was going to unload his balls down my throat!

  Preston found his release, spurts of cum shooting down my throat. His milky fluids tasted so good that I sucked down every last drop.

  He pulled out and had a satisfying look on his face. I wiped my lips and swallowed the last bit of him. I never knew that it could be this good.

  Chapter Six

  After a couple of months, Preston and I were partners in his real estate business. I showed the houses while he dealt with all the money and paperwork.

  We made a good team.

  And after every deal closed, Preston would spank me in the new house that didn't belong to us. It was motivation to make sure every deal made it to the finish line.

  And Preston made sure to finish inside me every time.

  It was our little dirty forbidden secret.

  The End

  Story Six

  Copyright 2018

  All Rights Reserved.

  Disclaimer: This ebook is a work of fiction. Any resemblance characters in this story may have to real people is coincidental.

  No section of this book may be copied or reproduced without the author's permission.