My First Time BDSM – Part 1

My First Time BDSM Story

My first time was even better than I imagined it could be. No, not ‘ *that*’ first time, but my first real-life encounter with my Master.

I met Master Whip through a personal ad I submitted online. My ad stated that I am a happily married woman, looking for a Dom who would be willing to teach me the ways of being a sub. I made it clear that I did not want a real life relationship, just one in cyberspace: A few days later Master Whip responded. We made arrangements to meet online, where we asked each other several questions. We hit it off right from the beginning and I was fast to develop a significant respect for the gentleman. He answered my questions honestly and fully, requesting only the same courtesy in return.

Over the months that followed we continued to chat, sharing many incredible times together. This man had a knack for bringing out my submissive side, teaching me things about myself I didn’t know previously; things that, once they were brought out, I liked. Who knows, I may have even taught him a thing or two about himself. We also had several satisfying ‘cyber’ sessions, when we would vividly describe to each other the things we would like to do if we were together. Master Whip could make me cum with his words alone – I could only dream about how he could make me feel in person. Dream, that is, until I was given the chance to make it a reality.

As I said, I am happily married. My husband, though a very caring, satisfying lover, does not share my interest in BDSM or D/s activities. He knew there was a small ‘something’ lacking in my life that he could not fulfill. He also knew this need had absolutely nothing to do with my love for him. I accepted the fact that I would not live out this experience because of my love for him: He decided that it was because of my love for him, and his mutual love for me, that I *should* experience it at least once in my life. It took him some time to convince me that I should make this fantasy come true for myself, but once I was convinced I would do it I knew immediately who I should go to to help me accomplish it – Master Whip.

When I told Master of our plan he was pleased. He said he knew this day would come, but he had never tried to pressure me into anything I might regret. Before he agreed to help me, however, he asked if I was sure I could give myself up to his total control, to obey his every command no matter how foreign it may seem to me. I agreed. We discussed the use of “safe words”, limits, and the like. When he was convinced that this was what I truly wanted, he agreed. I was ecstatic!

Wheels were set in motion for what would truly be the experience of a lifetime. We decided that because he possessed all of the necessary equipment, I would fly to Boston where he lives. He made the necessary travel arrangements for me. He also instructed me on what (little) clothing to bring, along with a few of my favorite sex toys. My husband was fully aware of where I would be staying, how to get in touch with me at the hotel and how to contact Master at his home. It was important to all three of us that he was comfortable about my safety.

After my arrival at Logan Airport I was to proceed to the specified rental counter for the car Master had reserved for me, then follow his directions directly to my hotel. Once checked in and settled into my room I was to phone him and my husband to let them know I had arrived. Master thought it was wise that our first physical encounter be a somewhat tame one, so we arranged to meet in my hotel room rather than at his home. After this night, if I was still sure I wanted to proceed, I would spend the nights that followed in his dungeon.

His first command to me over the phone was to prepare myself for our meeting. I was to tie myself to the bedposts with the rope he told me to bring, spread-eagle, facedown, naked except for a blindfold. He knew I would not be able to tie one of my hands, so he would do that for me when he got there. Before doing this, however, I was to go to the front desk and authorize them to give him a key to my room when he arrived so he could let himself in. I followed his orders to the letter, my pussy dampening in anticipation the whole time.

I had been lying there on the bed for at least twenty minutes when I heard a key in the door, indicating that Master had arrived. My heart raced! Silently he walked across the room. When he was standing by my side he said, “Good for you my slave. It appears that you did as you were told,” in his deep, commanding voice. “I will give you one more chance to reconsider,” he continued, as he slowly walked around the bed. I could sense his eyes upon my naked, helpless body as he talked. “If you have any doubts about what you are getting yourself into, speak now.”

“No, Master. I have no doubts, only desires,” I replied quietly.

“That’s a good little slut. Shall we proceed then?” he asked as he grasped my unbound hand.

“Yes, Master. Please, teach me Sir.”

“Very well then.” He secured my free hand to the fourth bedpost then sat on the bed by my hip. “Let me see if you have followed all of my instructions so far,” as he placed his finger to my gaping pussy. “You are wet,” he said sternly. “I gave you explicit instructions not to allow yourself to get wet until I said you could!” he exclaimed as he slapped my bare ass.

My body jerked, surprised. “I’m sorry Master, but I…”

Smack! “Did I tell you to speak?” he barked, spanking me again.

“No Sir. I’m sorry Sir.”

“From this point on you are not to speak unless instructed to do so.”

“Yes, Mas…”

Smack! I jumped as his hand fell hard again, this time on my pussy. “I did not tell you to speak. This is new to you so I will allow you this error. Do not disobey me again and we will get on just fine My Dear. Do you understand?”

Silence. I trembled with anxiety.

“You may answer me Little One,” he softly said as he gently rubbed my heated bottom, soothing it.

“Yes, Master Whip. I understand Sir.”

“Good. I knew you would. Now let us begin your fantasy.” I felt the bed move as he stood. He said nothing more, but soon I heard him open the closet, then I heard the clanking of hangers; I deduced he must be undressing and hanging up his clothes. Before too long I felt him on the bed again. He slipped one of his strong arms underneath my belly, lifting me slightly. While holding me up he pushed a pillow under me. “This holds you up off the bed, allowing me easier access to whichever orifice I choose to use.” He stood again, admiring his handy work I imagine. “What a beautiful sight. There is nothing more exciting than seeing a helpless wench waiting to be taken advantage of.” He laughed, somewhat maniacally, sending shivers down my spine. “Ahh! I almost forgot…open your mouth wide Little One.” I opened, as he commanded and he placed a ball gag in my mouth, fastening it securely behind my head. “We don’t want to alert our new neighbors to our activities with your yelling or screaming, now do we?”

With his preparations completed to his satisfaction he said, “Let us begin.” I felt the bed between my legs move as he perched there, then suddenly I flinched as he forcefully inserted a long, thick, cold object into my wet pussy. With one of his hands grasping my buttock in order to hold me still, the other hand rammed the rod, which I assumed was a dildo of some sort, in and out of my cunt. Each time he shoved it in, it slammed against the walls of my womb, sending shock waves of pain and pleasure through my body. He obviously had no desire to start me out gently. “Do you like this Slut?” he asked as he impaled me over and over again. I could only moan. “I know you do. Sluts always do, even if they don’t admit it. Their wetness gives them away, just as yours gives you away.” In and out, faster and harder, the object and Master assaulted my box. His grip on my ass tightened. “No matter how much you are enjoying this, you are not allowed to cum until I give you permission to do so. That is one of the greatest signs of obedience a sub can offer her Master.”

As frightened as I was by the unexpected force he was utilizing, I soon felt my body tense, then let loose with a riveting orgasm. My velvety sheath contracted and released, time and time again. I moaned louder. He continued his assault even harder. “How dare you! You have disobeyed me again! You don’t think I’m giving up yet, do you, just because you’ve had your first orgasm? Think again! You will be punished,” he laughed, still moving the object in and out of me. “Maybe you would prefer me to release my pent-up frustrations on your lovely ass.” With no more warning than that he plunged the tool into my virgin asshole, using the same forceful rhythm he had been using on my pussy. I let out a muffled scream and tears flowing form my eyes as I cried out. I had no way to stop him from the brutal raping. He had given me the chance to back out earlier and I declined, not knowing he would be so violent. He knew, however, that deep down this is what I really wanted from him.

“I need to cum! Prepare yourself to be filled!” With that he rammed his cock into my still-dripping pussy, all the while continuing to plunge the dildo in and out of my ass. He thrust home for what seemed like an eternity, his skilled shaft filling me completely. He also knew what he wanted and was going for it. The sensations I was experiencing were definitely foreign to me. The relentless force he was using on me made my body scream for release, yet the walls of my pussy ached with desire for him to continue, happy to be pleasing my Master.

“How could I possibly be enjoying this brutality?” I thought to myself. But it was more than obvious that I was enjoying it. “May I cum Master? Please Master…please let me cum again!” I cried out, but through the gag nothing understandable was heard. “Yes! Yessss!!…..” he groaned, knowing, anyway, what I was asking. As my body convulsed with an even more intense orgasm than previously, a river of cum from Master’s pistoning cock flooded my insides.

After totally expending himself inside my chamber, he collapsed on my back breathing rapidly. I, too, was out of breath from the ‘beating’ I had just received. After a few moments he slid off me to my side and the dildo fell from my ass. He removed my gag and blindfold then asked, “Well, Little One…how was that for starters?” I was speechless. “That’s what I thought you’d say,” he said, chuckling almost to himself.

After resting a few minutes he got up and went into the bathroom. I dare not speak as I watched him leave the room. He returned shortly, after taking a quick shower. “I’m going to release you now so you can go clean yourself up,” as he untied my ropes. “Be a good girl and make it fast.” He playfully slapped my sore ass as I got up and headed for the bathroom.

By the time I returned he had straightened up the bed and made up a makeshift bed on the floor next to it. “This is where I will sleep tonight,” he told me, pointing to the regular bed. “That is where you will sleep,” pointing to the one on the floor. I only looked at him, not responding verbally. “Lie down and let me fasten this chain and collar on you. I don’t want to chance your doing something foolish in the night without my knowledge.”

Silently I knelt on my bed while he fastened the collar around my neck, then attached the chain to the bedpost. “To earn my trust, Dear, you must first prove your worthiness to me.” I nodded my head slowly, indicating to him that I understood. Once I was secured to his liking, he motioned for me to lie down. After I did so, he covered my still-naked body with the blankets and bid me goodnight. Taking a chance by speaking without permission, I whispered “Good night Master. Sleep well.” Soon I drifted off into a deep, exhausted sleep.

When I awoke the next morning it took me a moment to remember where I was. I turned toward the bed, looked up and found my Master lying there, slightly hanging over the edge, his head resting on his arms, smiling at me. “Good morning Little One. How did you sleep?”

“Surprisingly well, Sir. Thank you for asking,” I replied.

“Good,” he continued as his smile broadened. I smiled back at him. “It’s now time to make another decision. Did I frighten you so much last night that you want to go back home today, or did I please you enough that you want to return with me to my home so we can continue?”

Without hesitation I answered, “Please Sir, take me home with you. I wish to experience more of what you have to offer.”

“Thank you Pet. You have made me proud and shall be rewarded.”

Dressed and packed, we checked out of the hotel, turned my rental car in at the concierge’ desk, then left, ready to begin a new day as Master and slave.