《Yes, Sirs (Book 1 of Desire's Den)》Chapter 80 - Callan
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The way Emma tensed wasn't hard to notice, neither was the shudder that raced through her as she gave it some more thought. She wasn't turned off by the idea of anal play, just nervous about trying something new.
Smirking, I went and gathered what I needed and placed the items on a small table not far from her. This was going to be fun.
I leaned into her ear again and whispered, "I'm going to stretch that ass of yours little by little. Tonight, we'll start with one finger, then another. I'll fuck you with them until you can handle the butt plug I bought with you in mind."
Emma's breath left in a rush and whimpered, but she didn't speak. She wouldn't talk unless I asked her a question, just like I'd told her to before we began. She was learning to submit and hand me the reins.
"Every time you're with me, I'll stretch it, little by little, until you can take my cock. Would you like that, Bella? Would you like me fucking that plump ass of yours?" My voice was husky and dark with desire, and it was affecting her just as much as my words.
"Yes, Sir," she moaned, gripped by the idea of what we were building up to.
Satisfied, I instructed her to arch her back, giving me more access to her asshole. The star-fish in question took all my attention, knowing what I was about to do to it. I hadn't made it a secret that I had a particular appreciation for ass: looking, spanking, whipping, fingering, fucking...there were few limitations to what I could do.
Anal sex was such a taboo subject for most. It wasn't considered proper, and many might see it as dirty. Well, they were correct in the last assumption; anal sex was the dirtiest fucking there was. As for the proper part, when had I ever given a fuck about what was proper or not?
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Reaching for the lube–silicone-based, of course–I uncapped and poured a generous amount on my fingers. The last thing we would want was to have too little.
The sound of what I was doing made Emma whimper once more, both desperate for what was to come and anxious for how it would feel.
Sliding one hand around her and down her front, I found her clit. It was throbbing beneath my fingers and swollen, even when I hadn't given it any attention.
She really was a little pain slut, I thought to myself, feeling the evidence of what the flogging had done to her. Poor little girl, she was desperate and squirming against my touch, wanting more pressure than what I was giving her.
"You take only what I give you," I tsked, and she immediately stopped moving. With my other hand, I placed my fingers over her asshole, spreading lube around it.
Emma stiffened as I began putting pressure with my middle finger on her hole.
"Relax, it'll hurt more if you tense. We'll take this slow," I cooed, teasing her clit with two of my fingers. I went down to her slit and collected her juices before sliding back up to her bundle of nerves. She was so fucking wet it dripped down onto the floor.
Taking a deep breath, she tried to do as I'd instructed. I could feel the muscle around her anal loosened, and while I distracted her with the pleasure of her clit, I pressed my finger inside.
Once again, she stiffened, practically strangling my middle finger with her muscles. I didn't mind; it took some time to learn how to stay relaxed.
Focusing on her clit while the finger in her ass stayed put, I got her to unclench enough for me to ease my finger further in. I pushed past the initial resistance and all the way to my first knuckle. It was slow going, but I had all the time in the world. The most important part was to make sure she was enjoying herself.
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Putting more pressure on her clit–enough to almost make her come–her ass suddenly let up, and my finger slid all the way in. Fuck, she was so fucking tight and hot.
Emma's moans went up a notch, and to me, it was like music to my ears.
"Such a good girl, taking a finger up your ass," I praised her and kissed her neck while moving my finger slowly in and out of her, building speed gradually.
With each thrust, she made this sound that had all the blood in my body rush to my–already hard as a rock–dick. She didn't know how much she was torturing me with those pretty little moans of hers.
When she was utterly relaxed, my finger slid out. Emma tried to chase my finger, but a hard smack on her ass cheek stilled her movements.
"What did I tell you, Bella?" I asked darkly.
"T-That I take only what you give me, Sir," she stammered with a hoarse voice.
"This is the last warning. You do not want to cross me again."
She hung her head in shame, and fuck if that wasn't a sight to see. It meant that she let her submissive side take over, making her feel what a sub should feel when displeasing her dominant: shame, what a beautiful emotion.
Grabbing the lube again, I poured even more onto my fingers–one could never have too much lube with anal play.
As opposed to earlier when I tried getting that one finger in, Emma was ready for more; now that she knew how it felt.
I fucked her a few moments with my middle finger before I withdrew it and tried pushing in both the middle and index finger. She was so fucking tight; it made my cock desperate for when I could finally fuck her ass.
Cooing while rubbing her clit, her muscles loosened enough for my fingers to slide slowly inside her hot canal.
"Ah!" Emma cried out as I got all the way in.
"How does it feel?" I whispered to her, scissoring my fingers, stretching her, and making her ready for the butt plug.
"Good...So good, Sir." She almost didn't have any breath left to talk, and her voice came out at a lower whisper than mine. I had to strain my ears to hear her.
I took my time with her, fucking her with my fingers and spread them inside her until I felt she was ready for the next part. She didn't have any voice left to make a sound, only ragged breathing.
Retreating, I collected the last item, a plug made out of stainless steel. The flared part of the toy was jeweled and heart-shaped. I lathered it up with a fair amount of lube and placed it against her entrance.
Emma jumped at the cold steel but showed no more reactions but for the hitch in her breathing as I started pushing it in. I'd stretched her ass enough, and she accepted it almost easily as I put pressure and slid it in.
Fucking hell, I didn't think her ass could look any more perfect, but with the toy inside her, it proved me wrong; it could, in fact, look better.
Biting her earlobe, I told her what was going to happen next. "Now, I'm going to fuck your pretty little pussy with the plug in your ass." My left hand moved to her breast and kneaded it roughly while the other worked on getting the pants off. "All the pleasure and sensations will heighten and become more intense, but don't forget, I am the one who decides if and when you'll orgasm."
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