Filled for the First Time : 45 Books Bundle/Box Sets (Medical, Older Man, Menage, Taboo)

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Filled for the First Time : 45 Books Bundle/Box Sets (Medical, Older Man, Menage, Taboo) Page 39

by Sansa Gold


  At first, I felt the cold metal against my already wet pussy, it sent shivers up my spine. It slowly broke past my folds until I felt a tip of it inside me, Dr. Silver's thumb began play with my clit.

  "It will go in easier if I continue to stimulate you." He said.

  I just nodded my head, just taking up the feelings that were surging through my body. I hoped that I didn't get hurt by the mysterious pain. I wanted to finish at this point, I wasn't able to do it last time cause of the pain. His finger caressed the small little knob as I felt his hot breathe fall on my open pussy.

  "Hmmm." Was all I could hear him say.

  "Is something the matter?" I asked.

  "I think I found the problem, but I'm going to have to go deeper to be sure."

  Before I could answer I felt his thumb leave my clit, working its way slowly down the side of my pussy. He slowly began to pull the speculum out and close my wet cunt. As soon as it was out, his fingers began to run around my cunt. When he reached the bottom of my whole, one of his fingers seductively teased me. My hips began to rise, trying to push his finger into me. But, he resisted instead he continued to tease me. I closed my eyes shut, letting every sensation wash over me. I knew that I probably shouldn't be enjoying this procedure this much, but it had been a long time since I played with myself. Anything would have turned me on at this point, no matter who was touching me.

  But, it helped that it was Dr. Silver with his good looks and thick fingers.

  "You ready?"

  "Yes, Dr. Silver." I responded.

  I felt his finger gingerly push my flaps, stretching out my tight cunt. One of his fingers was probably as thick as two or three of mine. The pace of my breathes began to pick up speed, my hands gripping onto the side of the medical table. A moan began to escape my mouth as his finger stretched out my cunt further, going deeper than I had ever dared gone. I was always afraid that if I went to far in I would break my hymen, he had no regard for that. I trusted him, because he was the professional here.

  "How does that feel? Any pain yet, Masha?"

  I took a deep breathe, enough to momentarily answer him, "No pain, Dr. Silver."

  "Interesting. Ok, I'm going to have to take this one step forward. Do you trust me, Masha?"

  I didn't have to even spend a second to second guess it. Of course, I trusted him. I trusted him more than I had any other guy. He had gotten more intimate with me than any other man in my life. I had let him touch my pussy, even finger me. How could I not trust this man? My own virginity was at the tip of his fingers. Literally.

  "Of course, Dr. Silver."

  I heard the screeching of the rolling chairs wheels on the ground, I slightly opened my eyes. I saw him get up from his chair, his eyes intently locked on my still body. He looked me up and down before his hands traveled to the buckle at his pants. I laid there and stared at him, a wave of excitement and fear washed over me. Was this suppose to happen during your gyno exam? Was he really going to do what I thought he was? There was no way, he was a professional doctor. Was this something that they did in Italy? A million more questions rushed through my mind, but I still didn't stir. Instead, I lay there eyes shut taking it all in.

  I slowly bit my lip, as the final buckle around his belt came undone. Now the only thing that separated me from seeing his cock, was the last button on his pants. I would be lying if I said I was a little excited. The only cock I had ever seen was in porn videos, and the outline of others at the beach.

  "I think the reason that you felt that pain earlier Masha is because you tore a little bit of your hymen. So, what I want to do , to get rid of the pain, is completely break it for you." He muttered.

  I didn't say anything, I just watched his next move. His pants began to fall down to the floor, and I was surprised to see that he wasn't wearing any boxers or underwear. Was this his plan along for me? Did he know what had happened to me before the procedure had even happened? When his pants finally dropped past his thighs, I couldn't help but open my eyes.

  My mouth dropped also dropped as a result. I moved my back against the medical table, pushing myself up. My feet leaving the stirrups. There was no freaking way this was going to happen. My eyes were still locked on his cock. I can't believe that I was worried about the speculum before, because what was in front of me now was something much larger.

  His cock must have been at least eight to nine inches long, while his girth was probably two almost three of his fingers. There was no hell that I would be able to take something like that for the first time. Just the tip of his cock would probably break my hymen, and then some.

  "Do you trust me, Masha?" He asked, once more.

  "Yes, I do. But, doesn't this mean you will be taking my virginity?" I asked.

  "Yes, but I will also be taking away the pain from before. I'll be nice and gentle with you, I promise."

  "I don't know if that will fit." I confessed to him, my vision still locked on his massive cock.

  "I'll go nice and slow, don't worry just trust me."

  He picked his pants with his feet and threw them to the side. It was then that he made his way toward me, until he stood right next to me.

  "Have you ever sucked a cock before?"

  I shook my head.

  "Alright, I'll teach you. It will go in easier if you suck on it. I could use some lube within the office, but this might better. Are you ready?"

  I nodded my head.

  "OK, first you need to inch forward and take just the tip into your mouth. After wards, roll your tongue around it and then try to take as much of it as you can. Does that sound like something you can do?"

  "I don't know, but I can try." I answered honestly.

  He came closer to the table, until his cock slightly touched the side of arm. I was amazed at the heat that it gave off, it was completely taking me by surprise. I reluctantly moved my head forward, not entirely sure at what I was suppose to be doing. I saw small bead on the tip of his cock, I assumed that was his pre cum. I opened my mouth and put just the tip inside my mouth, it was salter than I would have imagined. I did as he wanted and began to roll my tongue on the side of his cock, his hands began to move up the side of my face until they rested on the back of my head.

  Without warning he pushed my head down onto his cock, I opened my mouth wider with surprise. I felt the helm of his cock push down my throat fast without any remorse, I pushed out my hands and grabbed the side of his hips. He used this to thrust into my mouth, his stomach inching closer to my face. I was amazed how easily he was able to stuff his cock into my throat. I felt the mixture of saliva and juices flow down the side of my mouth, but inside me a heat began to expand.

  It started at my cunt and spread until it enveloped my whole body. It was then that that I knew that I liked it rough. I wanted him to abuse me further, so I gripped his thighs and this time I pushed forward ramming his cock down my throat, he groaned. I smiled to myself, I guess he wasn't expecting me to be so willing on my first time.

  He began to walk back and his hot dripping cock left my mouth, I couldn't help but lean forward trying to take him back in.

  "No no." He said, as he moved around until he was between my legs.

  He took his cock and gently laid it on top of me, slowly bring it down toward my cunt. As he moved his hips back, he grabbed hold of my feet and put them back into the stirrups.

  "They stay here." As he patted at the tip of my feet. I just nodded in response, waiting in anticipation of his cock.

  When he finally brought it all the way off my body, he moved forward until he was inches away from me. I then felt the helm of his cock move amid my already wet flaps, he teased me.

  "Put it in." I begged of him.

  "Shhh..Your mother is outside."

  I instantly closed my mouth. Shit, he was right. I was usually really quiet when I played with myself, but who knows how I would react with a cock inside of me. It was a completely new experience for me.

  He teased me a bit longer at t
he hole of my tunnel, before taking the faithful steeps that would push me forward. My body instantly arched upwards as his enormous cock began to spread my tight and inexperienced pussy apart. I gripped the covers of the medical table, the crinkling sounding as loud as fireworks, at least in my head. As he pushed forward it seemed like he pushing my voice box out, as moans began to slowly build up in my throat. I didn't think that I could be quiet for much longer.

  "God, you so tight."

  I felt every inch of hard and veiny cock spread me apart, giving me new sensations that I had never truly felt.

  I moaned loudly, "Just push it in, I can't take it." I screamed, I didn't care if my mother heard me. I wanted him completely inside of me. Just then a small pang of pain spread out, but was quickly gone. It was exactly the same ache that I had felt earlier, he was right about the problem.

  After what seemed like an eternity he finally stopped, "I'm all in." He muttered.

  I just stared at him, he seemed just as exhausted as me by the whole experience.

  "I go faster now."

  I laid back and nodded, closing my eyes. I wanted to remember as much as possible. It was my first time after all.

  He pulled his cock back, but not completely leaving the warmth of my warm cunt. He then slammed his cock hard into me, just like with my throat, I wailed in response. He began to do this over and over again, his hands holding onto my legs as his balls clacked against my back. The tightness in the pit of my stomach grew at an immense rate, my breathing growing higher. My legs began to gyrate and shake from the force of his cock slamming inside of me, the sensations sending my whole body in a whirl.

  "I'm going to finish now." He roared.

  I didn't care, I just wanted the knot in my stomach to release before I lost my mind. My sight flickered in and out, fireworks dancing in the darkness. His fingers dug hard into my thighs, just as the euphoria continued to pull me down. It was at the pit of these feelings that something popped into my mind. CONDOM?

  My eyes sprang open, "Do you have protection?"

  He looked at me confused, as he continued to pump his meaty cock inside me.

  "Condom? Condom?" I shouted, between my deep breathes. The knot was tightening even more.

  He shook his head.

  A sudden fear washed over me, I think this was the time I was most fertile.

  "Don't worry. I finish now." Was all he mustered between his own grunts of pleasure.

  With that I let it all slip away, getting lost in the lightening of emotions that moved to each part of my body. I had long lost control of myself, my arms flailing to the side and my feet long ago leaving the stirrups.

  His fingers clenched harder than before, as I felt a hotness shoot inside of me. I sprang up off the medical table, my hands gripping his shoulders, as the tightness unraveled inside of me. It rolled through my like an enormous wave, wiping me out of any energy I had left. I tried to grip his shoulder, but instead I just fell back onto the table exhausted.

  I watched as he pulled himself out of me, and began to adjust his pants. He tightened the final loop on his belt, before finally grabbing the folder off the table. He came next to me and clicked his pen.

  "Was the exam to your satisfaction?"

  I just nodded, not entirely able to talk yet.

  He chuckled and wrote something down in his pad. I closed my eyes and heard him leave the room, probably going to tell my mother what a good patient I was.

  THE END

  Book 21: Spanking the Maid

  I pulled up in front of the large mansion. I didn't want to go back in there, my last punishment had been so sever, even on my first day of work. I knew that I had done wrong and messed up one of his prized possessions, but that didn't mean he had to spank me like that. I could feel my butt respond to the thought of his rough and rigid hand whacking against it. It had taken days before I could even sit still in class, the fresh bruises and marks on my ass made it impossible to sit on any hard surface.

  The only comfort I took was coming home from classes and laying down on my nice cushioned couch, with a ice pack to take away from the heat and pain. I can't believe that I signed that stupid contract of his, the one that enabled him to give any punishment that he saw fit for me. I climbed out of the car and inched my way toward the massive doors, hoping that today I would do better. As much as I didn't want to be there, for the sake of my body, I needed the money to help my parents and pay off my college loans.

  My parents were hit very hard by the recent recession. Both of them were terminated around the same time, that's when I had to step up and make the decision to contribute to the family. They had done so much for me in order to college the last thing I could do was get down on my knees and scrubs some floors, even if it meant doing it for billionaire Richard Crest. I grabbed hold of the bronze door knocker, slamming it hard against the wooden door. I bit my lip as I waited for him to open the door and give me my daily tasks.

  The door flung open and there stood Richard Crest, self made billionaire, in nothing but red swimming trunks. I couldn't help but let my eyes drift from the top of his head downward. Even if despised the man I could see that he took very good care of his body, almost as if he treated it like a sanctuary. His black hair, with a drizzle of gray hairs, shined in the light as the water dripped down his face. He had a muscular chest, his pecks must stick out more than my tits.

  I followed down more seeing his chiseled flat stomach that had a happy trail running down the middle of it. Although, he didn't have abs for a man his age his stomach was something to be marveled at, most men had a beer gut by now. Even though I could not see his cock I had witnessed it before when he punished me so thoroughly, it was clearly imprinted in my mind.

  "Good Morning, Vanessa. I was just getting out of the pool when you rang the door bell, perfect timing on your part. Now follow me inside, I have a special task for you today." He almost sang, a slight spring in his step as he moved down the hall.

  I fell behind him, stopping only to close the door behind me. I watched, just like before, his calves tightened with each step as the water from the pool dripped down his legs onto the tile floor. Once satisfied with the sight of his body I let my eyes wonder around the room, taking in all of the riches of his mansion. In whichever room you looked it appeared to be covered in delicate, and I'm sure expensive, items. I just hoped that the room he sent me to had minimal delicates.

  After several minutes of walking he finally stopped in front of a white door at the back of the mansion. He turned around to me, "So, I haven't used this room in a while because of that a lot of dust has accumulated on everything. What I want you to do is wipe them all down and place them neatly around the room." He swung open the door, my mouth dropped as I started inside. My worst nightmare had come true.

  His hand stuck to the doorknob as the other swung around the room, pointing from item to item, "These vases were all passed down through my family for generations. They are all quite priceless to be honest. Unfortunately, I've never cared for them too much, but have decided to keep them in the family for now. At least, until I can find someone who wants all of them. What I want you to do is clean all of them for me, take as much time as you need. All the cleaning equipment are right there." He pointed down tot he ground, "I'll be in my office, let me know when your done with everything."

  He turned around, heading in the direction of his office. Now, that was one place I didn't want to go again, his office. Just the thought of it made my ass squirm in anticipation of the pain.

  I stared into the room, not entirely sure where to start. All across the floor were different size vases, there was almost no room to walk within the room. Each one of them had an intricate shape and size, none similar in anyway beside being completely covered in dust. I took a heavy breathe, knowing that one wrong move and I would be back in his office for his second punishment. That wasn't going to happen to me today, not if I had anything to do about it. I felt myself being overwhelmed by the task a
t hand, my pussy growing warmer.

  I smiled to myself, I knew this feeling. I had actually conditioned my body to react like this when I grew overwhelmed by any task. It had happened so much in my life whether it was because of some last minute paper or not being able to afford a bill, I always found a way to relax my body. It was actually quite simple, if I wanted to calm myself down I would have to play with myself. That would always instantly relax me and I could focus on the task at hand, after the hand took care of me.

  I moved into the hallway, away from the dusty room, laying my back against the cold wall. I closed my eyes, using this time to picture something that would turn me on. From all the selection I could choose from, countless porn videos, my mind kept going back to when Richard punished me in his office.

  How his hand struck across my ass, sending vibrations up my body. How with every slap, my body shook by the impact of his palm, while his other hand kept me from squirming from my spanking. How I lost track of my spankings as my mind began to float around my mind, blocking out the pain, and the saliva dripped down my mouth in pleasure. Beside, the way my ass felt after the punishment I would be lying to myself if I didn't enjoy it.

  My hands crept down my frilly black and white maid outfit, which I was forced to wear by his own rules. One hand grabbed on the outside of my tits, caressing it carefully, while the other went more south. Once it reached the seam of my panties I teased myself by tracing the outline of my pussy. I pressed slightly with the tip of my finger on my clit, working my way down to my entrance. I already knew that I was completely soaked, the images of Richard pulling out his wooden paddle had driven me to extremes.

  I pushed my panties to the side, reveling my clean shaved pussy. I took two of my fingers, pushing them between my folds until they reached the entrance. There I tried to urge myself back, but my hand caressed the hole before swooping fully inside. I moaned in pleasure, the moans traveling down the empty hallways, as I rammed my small long fingers and curled at my g- spot. I imagined Richard as he pulled down my panties, his hard cock in hand, as he pressed my stomach against his oak table. He rammed it deep into my pussy, our juices combining together and my pussy queefing from the pressure of thrusts.

 

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