First Timers Series: The Collection

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First Timers Series: The Collection Page 2

by Cummings, Cici


  “What is that?” Misha could barely talk. It was more of a cry.

  “Just my phone, it’s nothing.”

  He continued slowly pushing his penis into her. A short while later, the ringing started again.

  “Fuck.”

  “Don’t answer it Louis, just fuck me!” And so he did. He was a few inches into her at this point, moving in very short thrusts back and forth.

  The third time his cell phone rang, Louis had to answer it.

  “I’ve got to answer, someone keeps calling me.”

  He pulled out of her and pulled his phone from his pants pocket.

  “Hello?”

  The voice on the other end spoke.

  “Hey, what’s going on?” asked Louis, unsure of the situation. A dash a worry flashed across his face.

  “No really Jim, what’s going on?” Now Misha was concerned, watching Louis pace around the room.

  More silence as the person on the other end spoke.

  “Are you fucking kidding me? You called just for that? I’m hanging up now.” More silence. Louis’s expression of worry changed to anger. “No, I’m hanging up now, man. I’ll call you tomorrow!” The anger on his melted Misha.

  “Who was it?” she asked. Twice now she had been interrupted, and her fantasy had been put on hold. Once was a minor inconvenience, but twice was a tragedy.

  “Nothing. Just a drunk friend. Goddamnit.”

  “Well, you hung up. Now get back to business and fuck me.” Nothing mattered except their sex.

  He walked back to the bed, rubbing his penis slowly. She was so turned on. The night’s events had built her sex drive up to nearly intolerable levels.

  “Let’s try this again,” said Misha as she watched Louis touch himself.

  **

  Still hard, he slowly penetrated Misha again. This time, she was laying on her back, her legs spread wide. She watched Louis, staring at his chest. He had perfect abs. All the years they had known each other and Misha never knew he had great abs. It seemed like a sin, really. But now she got to see everything. It was a luxury, a privilege.

  Louis filled her ass completely. He was everywhere, and she moaned with satisfaction. He grabbed her thighs and pushed her legs back as he began to thrust. He played with her breasts, her nipples totally hard and incredibly sensitive. She watched him, completely in awe and pleasure. He was lost in the movement, focusing on the movement. She could feel him swell up inside her to maximum size again - it was a lot to take.

  It was so much that it started to hurt, but she took it anyway. It turned her on more just thinking about how he was dominating her. Every bit of him inside her, making her sore. His chest muscles contracted as he moved back and forth. This was what she had waited for. This was what she had wanted, and nothing else mattered.

  Just as she was approaching ultimate pleasure, Louis inserted two fingers in her vagina, pushing her over the edge. Not only was she trying anal for the first time, now she was being penetrated in both areas. She had never been so wet. His fingers moved in and out of her, in time with his thrusts. He alternated between fingering her and rubbing her entire vulva. The contrast between the two sensations was too much to handle.

  “Louis, I’m coming,” she shouted. Her moans turned to euphoric shrieks and with every thrust of Louis’s fingers another wave of pleasure overcame her. Her eyes rolled to the back of her head, having completely lost control. She was lost in another world when Louis came, bringing her back for just a moment.

  She could feel each convulsion, each spasm inside her. His member throbbed repeatedly. With each convulsion it hurt, but it also prolonged her orgasm. Her whole body twitched and ached at the same time. Her stomach muscles tightened and her ass clenched, pushing him further inside. Her orgasm was turning into an almost endless cycle with muscles tightening, making her come harder.

  When she finally could open her eyes, she saw that Louis’s were closed. God, she wanted this moment to never end. Time seemed to stop.

  Finally, after a long while, Louis pulled out, took the condom off, and sat down next to her on the bed. She couldn’t move.

  More time passed as they sat silently next to each other. “Thanks,” was all Misha could manage.

  **

  He stood up, put his pants on and went to the living room to grab his shirt. When he returned he looked at Misha. She had no idea what their relationship would become. Was it going to be awkward, would they remain friends, or something else entirely?

  “Thanks for coming over,” she said.

  “I guess you’re no longer a first-timer.” In fact, she wasn’t. Misha had accomplished her fantasy, and all was good.

  “Are we still going to study tomorrow morning?” Misha had no concept of time. She wasn’t sure if it was 10pm or 4am.

  “Yeah, definitely. The library, 8 o’clock.” He pulled his phone out to check the time. “It’s two in the morning now, I should get going.”

  No words came to mind, so Misha just smiled. He reciprocated, and turned to leave. As soon as she heard the door close behind Louis, she crawled under the covers of her bed and tried to get to sleep. She was exhausted, emotionally and physically. She replayed what Louis had said in her mind.

  Indeed, I’m no longer a first-timer, she thought. And with that, she fell asleep.

  Book 2: Bondage and Pleasure

  We were in his kitchen, making small talk and getting to know each other.

  “I’m going to take a shower. You sure you don’t mind?” Dylan asked as he handed me a cup of coffee. I was sitting at the island in the middle of the kitchen, he was leaning against a counter opposite from me.

  I took a sip from my coffee and shook my head. I didn’t mind at all. In fact, I was curious to know what Dylan looked like underneath all the clothing.

  “Cool. I won’t take long.”

  He left the room and shortly after, I heard the muted sound of water running upstairs.

  Why don’t you go explore, Rachel?

  I finished my coffee and got up to explore. I once read that you could learn a lot about a person by what’s in their home. Maybe I’d find something of interest. If nothing else, I’d learn more about Dylan.

  While looking around in his living room, I fantasized about what potential situations we might find ourselves in. Maybe I’d intrude on his shower and he’d make me fuck him. Or perhaps we’d watch a movie and I’d blow him. I imagined Dylan acting rough and in charge, demanding I submit to his desires.

  In the middle of the room was a coffee table, and sitting right on top was what looked like a whip of some sort. Was it a sexual toy? How had I missed it on the way in to the kitchen?

  I picked it up and noticed how heavy it was.

  Imagine that being used on you.

  Really, Rachel? Nothing was going to happen, although a part of me wanted to be wrong.

  I continued to snoop around, whip in hand, looking for other possible toys he might have been hiding.

  I found a book with a cover portraying a woman bound by ropes.

  Wow, jackpot. I began to skim through it, reading about various knots and positions.

  I must have been reading for a while because the next thing I knew I heard Dylan’s voice behind me.

  “I see you’ve found my whip.” I dropped the whip and nearly jumped with surprise.

  “I’m sorry!” was all I could think to say. How long had I been distracted? Hadn’t he just gone off to shower?

  I turned to face Dylan, my heart pounding at the thought that I was caught.

  “Oh,” I said with shock as the air rushed from my lungs. He was wearing only a towel, his chest on display for me to drool over. I had never seen such a beautiful man so well constructed.

  Dylan smirked. “Have you ever tried bondage before?”

  “Uhh,” I swallowed. I had never tried it, but the thought of it melted me. I could feel my face flushing.

  “N-not really.”

  “Do you want to try it?” he
asked. The confidence in his voice was so smooth.

  “Um…” I didn’t know what to say. Was he really asking me so soon after meeting him? I mean, of course I wanted to try it, but I didn’t know how to say it without being embarrassed.

  “I...I guess so.”

  “I can see it in your eyes,” he said. “I promise it’ll be fun.” I looked directly at him, hoping to find truth behind what he was saying. I didn’t want to be so powerless with someone I barely knew. But then again, I had already taken a gamble by coming over in the first place.

  Live a little, Rachel. You’ll be fine. Besides, he’s hot. Was that really all it took to convince me?

  Dylan took my hand and led me upstairs. I was both concerned and excited for whatever was about to happen.

  **

  He took me into a guest bedroom that looked like it never had any guests. There was a bed with a blood red silk comforter on top and a mahogany night table right next to it. Although it looked like the most comfortable bed ever, it wasn’t where we were headed.

  He led me right past it to the far end of the room. A few chains were ratcheted to the floor and a thicker chain hung from the ceiling.

  I shuddered. Was I wrong about Dylan?

  I noticed a small side table next to the floor fixtures. On top a pair of golden handcuffs, and underneath the table lay some thick rope.

  Dylan let go of my hand and turned to face me. I was reminded of how attractive he was, especially in just a towel.

  “Come here,” he said. His voice was low and masculine.

  I stepped forward hesitantly. He began unbuttoning my jeans.

  “Uh, Dylan?” It seemed a little soon for me to be stripping, but I had agreed to experimenting with him.

  “Just follow along. This is going to be fun.”

  I could think of nothing to say to that, so I remained silent.

  Piece by piece he undid my clothing and stripped me. It was hot knowing I was about to be his play thing, but I was incredibly nervous too.

  **

  “Just relax and take it all in,” he said.

  I stood still naked with my arms raised above my head. My wrists were tied together with a thick rope. My heart was pounding and I was nervous.

  Just breathe, Rachel, I thought.

  I had never done anything like this before. Breathing deeply, I looked up at my hands, which were bound together by the wrists with the rope from under the side table. It was a coarse rope. I could barely move my hands, and the individual strands of rope irritated and scratched my skin.

  Dylan was standing a few feet in front of me with nothing but the towel on. He was calm and relaxed, the opposite of my composure. I was in way over my head.

  Stay calm. What will happen, will happen. My mouth was dry.

  Dylan had complete control over me. It was an incredible turn-on, but I was also scared. It was all new to me, but I was willing to try anything once, I thought. That was before he actually tied me up. Now, I was powerless and not so sure.

  “I said relax, Rachel.” Fortunately, his voice had a calming effect.

  I nodded in understanding. I looked down at myself. My back was arched due to the strain from my arms being pulled. My legs were spread apart, each ankle tied to one of the fixtures in the ground. The ropes around my ankles were tight enough that they delivered a constant discomfort, but all it did was turn me on.

  It was hot seeing myself restrained like this, but it was also a lot to take in.

  Dylan stepped forward, leaned toward me and looked me right in the eyes, his green pupils staring practically through me. It took everything I had to maintain eye contact.

  His jaw line was immaculate, forming a beautiful structure for his face.

  “Embrace it,” he said. His voice was a soft rumble. I could feel his hot breath on my face and breasts. It made my nipples hard.

  “Okay,” I whispered. I focused on my breathing, forcing myself to calm down.

  “You’ve got to adjust your body and mind.”

  I nodded and focused on him. I wanted his body. I wanted his sculpted figure to be mine. I wanted him to use me and to experiment with me. I needed him to have his way with me. I could feel the nervousness beginning to subside.

  “I’m going to get the instruments.”

  Pleasure was closer now. I felt a rush of warmth consume me. I knew that when he came back, I was in for a punishment. But it’d be a good punishment. One that I would hopefully enjoy.

  “When I get back, you’d better be completely relaxed,” he commanded. It wasn’t a suggestion.

  Okay Rachel, no more fear.

  I took a deep breath, and exhaled as slowly as I could. I thought back to just a few hours before and how all this had unfolded.

  **

  Earlier in the week I met Dylan online and we hit it off right away. A bit hesitant at first, I took the plunge and agreed to meet in person. His photos showed a well-built figure with hair slightly disheveled and stunning green eyes. In person, he was even hotter.

  “Hi...Are you Dylan?”

  “Yep, Dylan Ludlow. You must be Rachel?” His voice was both gravelly and soft at the same time. I liked him instantly. His eyes peered into mine with a certain intensity.

  “Yeah. Rachel Summers.” I was standing on the front steps of his home. It was a nice street lined with trees.

  “Come on in,” he said. His voice was not lost on me.

  “Thanks.”

  Dylan held the door open and I stepped in, flashing him a courtesy smile. His eyes really did stand out.

  I was slightly anxious, having never met him before, but I was excited to see how well we connected.

  Little did I know we’d connect in ways I could not have imagined.

  **

  “Are you relaxed?”

  Dylan had just returned. With him were several instruments, some of which I recognized, none of which I had ever experienced before.

  “I think so,” I said quietly.

  He sighed. Was that disappointment?

  I turned my head to look at him. His back was to me, and it looked like he was fiddling with something.

  “That’s not good enough.” His voice was stern, but still his sensitivity poked through.

  He turned and walked over to me, in his hand a bullwhip. The handle was made of entirely black leather, and the strips looked plastic or nylon. I wasn’t sure. My heart rate jumped at the sight of it.

  What’s he going to do to me? I stared at his abs once more, hoping that would distract me from the impending punishment.

  Whatever was about to happen, it was going to be the most pleasurable pain I had ever felt.

  “It’s time to have a little fun. I’m going to ease you into this.”

  Just as I was trying to predict what he was going to do, he leaned in and kissed me. His warm lips touched mine, and he forced his tongue into my mouth.

  My whole body relaxed for a brief moment. This wasn’t so bad.

  As we kissed, he placed his hand around my neck, as if preparing to choke me. I tensed up, my muscles becoming rigid.

  But rather than tightening his grip, his slid his fingers down my neck, traced a line around my breast and continued further down my side. It sent chills through me.

  My breathing grew heavier. I yearned for Dylan. I wanted more of him, to see what would happen between us. Our new relationship was quickly taking on new colors.

  Standing there naked, his fingers resting on my side and his lips attached to mine, I could feel my pussy warming up. I tried to move my arms and wrap them around him, but the constraint of the rope reminded me they were tied.

  “Trying to escape already?”

  He smirked, and I felt his hand cup my pussy. I shifted uncomfortably, aroused yet ashamed that he could turn me on so quickly.

  A sudden feeling of intense vulnerability washed over me. I realized how there was absolutely nothing I could do. I couldn’t escape, I couldn’t attack, I couldn’t even move very
much. Despite how intense my circumstances felt, the idea of being his toy was enough to make me wet.

  We continued to kiss, our lips mingling and our tongues playing. His fingers progressed down my inner thigh, sending more chills over my body.

  He pulled back from kissing me and moved his hand back up to my breast, massaging and kneading it. He squeezed my nipples, shooting pleasure down through me.

  I moaned. It was overwhelming. His mastery of me, his experienced touch. God, I just wanted more than he was giving me.

  “Dylan,” I moaned. He stopped what he was doing and looked me in the eyes.

  “Now you’re relaxed,” he said. He stepped back to admire his effect on me.

  “Don’t stop,” I breathed. I didn’t feel relaxed so much as heated up. My body was warm and I craved sex.

  I couldn’t believe how much I wanted him. We hadn’t been at it long, but Dylan had masterfully worked me up into a sexual frenzy. I was ready for whatever he wanted to do to me.

  **

  Dylan picked up the bullwhip and examined it closely in his hands.

  I took a deep breath.

  “Time for the toys.” Dylan’s voice sounded alive. Time to really let go and take whatever he wanted to give me.

  “Okay,” I replied, taking another deep breath. Dylan walked around behind me and stopped.

  Before I could prepare, he whipped me so hard I yelled.

  Wham!

  Immediately I felt a stinging that spread through my body. It hurt like a bitch, but I wanted more.

  Wham!

  The second hit got to me. I was not prepared for this. I closed my eyes instinctively, feeling tears forming. My ass cheek felt red and sore.

  “Is this what you wanted to try?” Dylan’s voice was firm and authoritative.

  Wham! I cried out again, unable to keep quiet. Energy coursed through my veins and I became wide awake and fully aware. Dylan was crazy if he thought I’d be relaxed.

  I whimpered as he brought the whip to my butt again.

  Holy shit Rachel.

 

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