by Paul Preston
“I prayed for your health and happiness, Master C. I prayed that I may serve and pleasure you to the best of my ability and strive to anticipate all your needs.”
“I see. Is that all?”
“I prayed for the health of my family and for the safe return of my boyfriend on Wednesday.”
“Ok… Very well. Go to sleep now, submissive. We have a busy day planned for you tomorrow.”
Cassandra nodded. I squeezed her breasts and pulled her closer into me, nestling my penis in the soft curve of her backside. We fell asleep almost immediately and slept peacefully through the night.
Chapter Six
Cassandra’s Diary, Entry One
The next morning was Labor Day and my office was closed for the holiday, thank God. I’d be able to spend the entire day with Cassandra. I was thinking of calling in sick on Tuesday, but I hadn’t decided yet. After releasing Cassandra from the bedposts and sharing breakfast with her, she sat at the vanity table and wrote in the diary I bought her while I took a long hot shower. After I came out of the bathroom she was still scribbling away. I relaxed with my I-Phone in bed, reading the news headlines. After about another thirty minutes of writing, she kneeled by the bed and read me the journal entry in her sweet and sexy voice.
The Diary of Eloise Madsen
My name is Cassandra. In the early morning hours of Sunday, Sept. 1, 2013, I signed a contract to become the submissive slave of Charles Anderson. I am now, over the next two days and nights, the owned property of Mr. Anderson and he has become my Dom. And I have a confession to make. I like it. No, I love it…
Master C, you are a kind man with a gentle, loving heart, whom I feel honored to serve. Though I only met you two days ago, I feel I can trust you completely with my body, mind and soul. I trust that you will take care of me in all ways and see that no harm comes to me during our brief time together. You don’t know how relieved I feel to have signed this contract with you. It is as if a heavy weight has finally been lifted from my shoulders and thrown into the sea once I admitted to you who and what I am. I have never felt more at peace in my heart and content in my life, after I gave in to this obsession that has haunted me my entire life. I feel lucky to have met you, Charles. You were the right person to reveal this hidden side of myself.
As a gift for signing our contract you gave me this attractive leather-bound diary, encouraging me to record my thoughts and feelings. You asked me to kneel in front of you each morning and read the diary entries out loud. As a reward for reading my most private thoughts to you, you allow me to give you sexual pleasure, which I intend to do repeatedly and in a variety of ways, during the short time you have ownership over me. I know now my entire life has led up to this moment. And I am happy for the first time in my life, truly and completely happy and fulfilled, in my submissive role with you, Master C. I feel like I’m this other person now, like part of me has died and now I am reborn as the person I always wanted to be. By the end of our time together on Wednesday morning, I will give this diary to you to remember me by. And I promise you, I will never forget you, Charles, even after I become married and go on with my regular life. I give you this diary to remember me by, so you will never forget what happened between us either. I’ll try to recall everything we did if I can, in vivid detail.
Do you remember how we met? At Safeway, in the produce aisle? I thought you were such an attractive gentleman, a little older than me, slender and well-dressed, lightly muscled with sandy blonde hair and a kind shy face. Do you remember how shamelessly I flirted with you? I’ll never forget the moment I allowed you to close your hands around my breasts and squeeze me. It was the first time we touched and I’ll treasure that moment forever. I knew you were the one I had been searching for the minute you squeezed my breasts with such passion.
I need to confess something to you now. I didn’t tell you this before because I was too embarrassed to say it to your face. It seems easier writing it in this diary. Though I’m ashamed to admit it, I think you need to know. When you put your hands under my dress, though I’m twenty five years old, it was only the second time in my life a man had touched my breasts.
As you know, my sister and I were raised in a strict Christian home. Being the free spirited person she was, my sister rebelled against my parents and the church. She was very popular, always wore trendy clothes and had plenty of boyfriends throughout her life. She shared all of her wild uninhibited experiences with me in her bedroom late at night, or on the swing set in the back yard we played upon as children. I told her I envied her and wished to live a life full of adventures and romance too.
So, one weekend while my parents were away in the summer after I graduated high school, my sister invited her boyfriend and another boy named Brad to our house late at night. My sister knew I had a crush on Brad all during senior year. My sister had been sexually active for years and she and her new boyfriend went off to her bedroom to be alone. I knew my sister was planning to have sex with her boyfriend that night. Brad and I went into the living room to watch TV. I was 18, almost 19 and I had never had an experience with a boy in my life.
As I mentioned, I had secretly been reading the erotic book I told you about that I had hidden under my mattress. My head was already filled with all sorts of sexy images of bound women in ripped peasant’s clothes being held captive and forced to submit to their domineering Masters. Being alone with a boy put me in the mood and Brad seemed very attracted to me. We lost interest in the TV show and started kissing on the couch. I allowed him to fondle my breasts under my sweater that night.
During my entire life, my parents, especially my mother, told me never to let a boy touch my breasts. I was indoctrinated by the church that having sex before marriage was a sin. But kissing Brad on the couch felt so good to me. The feeling of his hands on my breasts made something in me open up. I felt my panties becoming moist the more he kissed me with his tongue. I also noticed Brad had become sexually excited by fondling my breasts.
It was the end of summer and I wanted to have an experience with a boy before I left for college. Most of my other girlfriends at school had already done it with their boyfriends and had said it was no big deal. Brad had brought a condom and he showed me the little square wrapping it came in. So I decided to take him up to my bedroom. I lost my virginity with Brad that night.
I had heard horror stories from other girls about their first times, this searing pain and all this blood. But for me, after a short moment of discomfort, I didn’t feel any pain at all, just this wonderful feeling when Brad thrust his penis so deeply inside me. I liked how Brad’s body trembled right before he let go. I enjoyed being able to share this tender, pleasurable act with him. Afterwards, I didn’t know what all the fuss was about it. I liked making love to that sweet boy. You remind me of him, Charles. That’s another reason why I chose you to have this experience with me.
When it happened I had bled a little but not too much, just a little spotting. I was careful to wash all the bed sheets, but when I went to use the bathroom, a few droplets of blood accidently dripped onto the carpeting of my bedroom. When my mother returned she noticed the spots of blood and wanted an explanation. When I finally told her the truth there was a tremendous scandal and I never saw Brad again, despite the fact that we really liked each other. My parents were very angry and blamed my sister for what happened. They kicked her out of the house and she moved away from our suburb to Chicago. It was sad because I didn’t get to see my sister all that much anymore.
After meeting Patrick in college and dating him for a while, I confessed to him what happened with Brad. Patrick said he loved me anyway, despite losing my virginity, and I became his girlfriend. Because we were Christians, Patrick and I decided to wait until we married to have sex. So you see, Charles, you are just the second person I’ve been sexually active with in my life. I wanted to tell you all this so you understood how much what happened between us yesterday meant to me.
After kissing in the grocery sto
re, we went to a Starbucks and shared a coffee. I confessed to you all my deep shameful secrets. I fully expected you to be offended, to stand up and walk away. But you didn’t, Charles. You stayed with me. Even though I was engaged and we would have just a short time together, you agreed to spend the next few days with me. You accepted me and agreed to help me, despite my circumstances. I’ll always honor and respect you for that, Master C. I’ll never forget you for the kindness you showed to me that day.
We went back to your apartment. Do you remember how awkward we felt at first? I really wanted you to feel comfortable with me so I took all my clothes off, except for my panties. Then we kissed so passionately on your couch. Although I was nervous at first, I loved looking at the contract together and touching your penis as we read it. I was so relieved you didn’t think I was crazy or some freak after we finished reading it. The second time you kissed me much harder and pulled my hair a bit. We kissed so long and so deep I could hardly breathe. Then, just like when you squeezed my breasts so hard in the store, you apologized so sweetly for kissing me in such a rough manner. You are such a sweet man Charles and I liked you immediately, but no apologies were necessary. It was exactly what I wanted from you.
It made me happy that you were willing to try our arrangement for one day and I think it also allowed me to feel comfortable about actually doing it. I know you felt bad about it, but I loved it when you cut my bra from my body with the scissors. It sent such a chill down my spine and made me feel so alive. Of course I won’t be wearing a bra around you any more, Master C. As soon as you did it, I knew you were going to be the perfect Dom for me.
What a wonderful time I had at the mall with you. I loved how you dressed me so sexy in public. Though I was ashamed of everyone staring at my breasts and behind in the mall, I got used to it and actually began to like it. It’s just what I needed to do in order to live out this fantasy. When you bought the movie tickets and I found out it was your twenty ninth birthday, I decided to give you a present in the theater you would never forget. Remember, Charles? Remember how, in the dark of the theater, I knelt in front of you and took your penis and scrotum into my mouth for the first time and sucked upon it? That was the night I actually lost my virginity, I think. I had never touched or kissed a man’s penis before. You are the first, Charles. In the sexy book I told you about, the evil Dom forces himself into the mouth of his submissive when she disobeys his command. But those were just words in a book. Now I knew firsthand what it was like to give oral pleasure to a man.
Charles, I must confess, I love touching and kissing and sucking on your penis. I love it, Charles. It feels like what I was born to do. I like the sensation of sucking and kissing you around the rim, as well as the ticklish feeling on my tongue when I lick the little slit at the tip. I love the moaning sounds you make when I take the underside of your scrotum into my mouth and suckle upon you. I’ve noticed how you seem to particularly like me to kiss you there too, Master C. It feels so good to me that I can give you this pleasure. I feel that my hand belongs on your thick shaft and my mouth and lips and tongue need to be in constant contact with your penis. I like being on my knees in front of you, or on my side in your car with my head resting in your lap or comfortably kissing you on your bed. Really anywhere, in private or in public Charles, I don’t care. My mouth is an instrument for your pleasure and I intend to give you my attention there multiple times a day until we part on Wednesday morning. My mouth, my tongue and my lips are yours, My Lord. You may take me in my mouth as many times as you’d like and I will oblige you, Sir.
It was so funny when the usher came running up the aisle with his flashlight, but thank God he didn’t catch us! After we got home, I told you about my secret desire to be tied up and spanked. You certainly fulfilled that fantasy, My Lord. I loved how you tied my wrists together with your bathrobe cord and slapped me so hard and for so long. It was the spanking I had always dreamed of. And then, after the spanking, I liked how you mounted me from behind and rode me like a stallion. How nice it was to have your penis inside me, thrusting into me over and over with such force and power, filling my womb with your erection until I shivered in my release. When you finished inside me, I could feel the streams of fluid shooting into me, filling me, warming the walls of my womb from the inside with your semen.
Despite what a polite gentleman you are, I know you wanted to watch me tinkle before bed. The bathroom door will always be open for you, My Lord. My eyes will always be on you, in public as well as in private.
And then the police came! Oh my God, I was so scared. I wasn’t even aware of how much noise we were making. And you didn’t have your cord to tie up your bathrobe. It was still tied to the bedpost! When I told the officer the loud noises were due to you giving me a spanking, you should’ve seen her face! I know the whole episode with the cops was embarrassing and stressful, but you have to admit it was hilarious! I loved how we rolled around on the bed laughing after the police left.
I usually have such trouble sleeping, but I slept so well in your bed next to you. In the morning when you fed me, I think that’s when I truly became your submissive. I pledge to you I will neither take in food nor drink these next few days unless it is offered from your hand, my Lord. It’s sexy to me to be fed by you, Charles. Is it sexy to you?
I’ll tell you what else was sexy to me, Charles. Do you remember what happened after breakfast? Shall I remind you? I kissed you intimately for a second time. I so enjoy having you in my mouth, between my lips, on my tongue. If it were up to me, you would lie in bed and I would kiss you all day long, Mr. Anderson. And this time, Charles, you didn’t hold back. After kissing and licking your lovely long penis, the thick cream burst out in warm streams of fluid. It flowed over my tongue and pooled into the back of my mouth. Then I swallowed it slowly and it slid so easily down my throat. I always had this fear of kissing a man and swallowing his semen, but I’m not afraid anymore. Your nectar kept coming out, pouring out upon my cheek and neck, dripping down onto my chemise, before you filled my mouth again and I swallowed a second mouthful. Charles, over the next few days I intend on having you come in my mouth again and again and again. Next time I will strive to fully open my throat and swallow you without spilling a drop. All I need is practice and I’m sure you won’t object to letting me practice a little more, will you Charles?
You left me to have lunch with your mother and when you came back you took me against the wall, literally ripped my lingerie off my body. You carried me off to bed just like the hero in the naughty book I read. It was so romantic! You mounted me in that animal way of yours and pounded me hard again from behind. After calming the savage beast in you, we went out food shopping and then for a drive. I fondled your penis while we sped down the highway through the dark. We visited this huge sex store and you bought all sorts of fun things for me to wear and for us to play with back in your apartment.
On the drive home I realized that I actually craved the taste of your semen and could think of nothing else but sucking upon your penis and swallowing more of your precious semen. I lay down in your lap in the car and you let me suck upon you. You pulled off at the rest stop and I increased the sucking until you released your semen directly down my throat in several bursts. I love the taste and the creamy feel of it in my mouth again. Sucking on you and swallowing your semen is such an easy and natural act for me, as simple as breathing. I kept sucking on you on the way home and I wouldn’t allow your penis to lose its erection. I love the feeling of it growing harder and harder in my mouth and the taste of your semen on my lips and tongue. You satisfy all my cravings, Master C.
When we arrived home you cooked a scrumptious meal. We ate our dinner while I sat on your lap. It made me feel even closer to you, Charles. Then I modeled for you all the open-crotched panties you purchased and you chose the one you wished me to wear for the evening. You presented me with this lovely diary, which I am writing in right now. When it came time for you to collar me, I disobeyed you for my first an
d I hope my last time. You asked me to take off my boyfriend’s necklace which I felt nervous to do, since I hadn’t taken it off in the three years since he gave it to me. I see now how wrong it was to disobey you. After you strapped the latches of the slave’s collar around my throat and bound my wrists and ankles in silver chains, you gave me a good lashing in your bedroom with the leather whip, followed by a firm spanking with a wooden paddle. Though the punishment stung and brought tears to my eyes, I know you left no permanent marks. I never felt more like your submissive/slave than when you punished me for my disobedience with the whip and paddle. It almost makes me want to disobey you again, so I will be granted further instruction from your just and lovely hand. I must admit how much it aroused me to be disciplined by you, Charles.
After our session you gave me the most satisfying orgasm of my life, kissing my sex so wildly with your tongue and burying your entire face inside me, while using your fingers to stimulate me in a most pleasurable way. You, Charles Anderson, gave me my first orgasm, and most likely the best orgasm I will ever have in my life. It was an unforgettable experience, how my thighs quivered, my body trembled. The walls of my vagina convulsed with such pleasure before I released inside. Just as I swallowed your bodily fluids, I gave you mine to swallow. I’ve never felt closer to anyone in my entire life, after our experience last night.
You allowed me to use the rest room and stood watching me as is your right while I relieved myself. You gave me water and then I knelt down beside the bed, this time rightfully remembering you, Charles Anderson, first and foremost in my prayers. You secured your slave’s wrists to the bedposts and your submissive slept soundly throughout the night.
In the morning you released me from bed, fed me and allowed me to write my first journal entry which I have now just completed. I look forward with great anticipation to further sexual adventures over the next two days with you, Charles.