CHAPTER NINE - CHANCE
Her stamina had improved greatly since the first time, and though I’d wanted to take things slow with her, I couldn’t help but oblige her wishes. She’d asked for it nice and hard, and I was going to give it to her, though I did still find myself holding back. I’d fucked the others so hard they’d begged me to stop and then begged for more all in one breath. As she nursed my cum-soaked cock, sucking it clean from its semihard state, I noticed how much more she was enjoying the pleasure and allowing it to consume her.
Once my cock was clean and throbbing with a full erection, I stood. It was time I showed her another one of my tricks. I reached into the drawer beside by bed and pulled out some padded cuff restraints. Her eyes widened and she licked her lips.
“What are those for?” she asked.
“Did I give you permission to ask questions?” I said.
“No, sir,” she answered.
“Get on all fours,” I commanded.
She gave me a fearful look, and I knew she was scared of me using her ass, so I decided it was time to end that fear. I needed her comfortable for me to do whatever I pleased.
After securing her wrists to the headboard with the cuffs, I parted her cheeks and pressed my thumb hard against her tight little hole. She clenched and leaned away. “You’re going to learn to trust me now, Carrie. I’m going to take your ass soon, but I want you to know how good it can feel.”
“It will hurt.”
“Not if we train it. It won’t be any worse than the loss of your virginity. I’m going to insert a finger, and I don’t want you to clench.” I sucked my finger and then leaned over and licked her little tight spot. Then I pressed a finger, feeling her tighten.
“No.” I spanked her ass hard, and she whimpered. “Do not clench. Relax for me. I’ll tell you when it’s okay to clench. Do you understand?”
“Yes, sir.”
“Good girl. This is all for your pleasure, Carrie. You’ll see.” She nodded, and I wondered if she was on the verge of tears. “Speak to me, audible answers only.”
“Yes, sir.” Her voice was near breaking, and I shook my head, not at her crying, but that she didn’t trust me.
I slipped my finger inside, and she fought against clenching the best she could. “Now you can clench with it inside. It’s not so bad is it?”
“No, sir. It feels fine.”
“Good, now let me get something that’s going to help you even more.” I pulled away from her and reached into the little drawer beside the bed and pulled out the smallest anal plug that I owned. I kept a selection of new toys for each lady, and when their time was done, they could bring them home, including the life-size dildo that I’d had made from a mold of my cock.
Her eyes widened as she saw what I had. “You’re going to put that inside me?”
“It’s perfectly safe. I want to fuck you with it in, and then I want you to wear it a while.” She nodded her head again, and I cleared my throat.
“Yes, sir.”
“Good girl.” I released one had from the cuffs so she could roll onto her back, but left the other secured to the bed frame. I lubed up the plug and slipped it inside her tight hole, and when I brought her up to my hips, she moaned. “See, it won’t hurt. I won’t do anything to hurt you, Carrie.”
“Thank you, Chance.”
Hearing my name on her lips, I centered my cock and thrust deep inside her. She cried out, but only with pleasure and then she was moaning and panting again, like my greedy little slut.
She dug her nails into my flesh as she came, her pussy clenching my shaft so tight it had me coming too. I soaked her depths and fucked her steadily until the last bit of my seed spilled into her.
As we lay there, each one trying to gain control of our breathing, she ran her fingers across the angry welts on my back where she’d marked me. “I’m so sorry, Chance.” She sat up, panicked. “I don’t know what came over me. I know it’s against the rules.” The contract strictly forbade either of us making marks on one another.
“It’s okay; I know how easy it is to get lost in the moment.” If it had been anyone else, I would have been angry, but with her, it was all proving different, though a small punishment might be fun. “You’ll just have to make it up to me.”
“Yes, sir. I’m sorry.”
“Don’t be.” I kissed her lips. “I have to go down and take care of a few things. I want you to wear that plug for me for a while. I’ll tell you when you can take it out and no matter how much that little pussy of yours aches with need because of it, I don’t want you to touch yourself. Let the need build. Are we clear?”
“Yes sir.”
I leaned over her and kissed her sweet mouth, releasing her other hand from the cuff.
“I’ll be in my study. It would be a great time to send a message to Rick to arrange a call home. I’ve called him earlier and instructed him to allow you to talk person to person through his connection.”
“Thank you.” She sat up with her excitement, easing onto one side as if not wanting the plug to hurt.
I planted another kiss and then headed down to my office. “You’re welcome.” It seemed I was breaking all my rules for her.
I called Nate to check on work and found him in a strangely happy mood. “Yep, everything is fine here,” he said with a bit of extra pep in his voice.
“You sound like you got laid.” The guy had no trouble finding hot women to bed, but that had become so common that it rarely affected his mood.
“Yeah, you could say that I might have found the one.”
What a coincidence, I wanted to say. I actually felt as though I’d found someone special too, even though I knew it would be ending too soon. And I wasn’t sure how she felt about me. I mean, I knew that she was more than satisfied sexually, but once she got her money, would she forget all about me? For the first time, the thought of that made me sick to my stomach. What the fuck was happening to me?
“That’s great, man. I can’t see you settling down, but if that’s what you decide, I wish you luck,” I say to Nate.
“So, how're things there in the pleasure pit? Is this one as feisty as the last?”
I’d told him about the temper the girl before had, and how she’d thrown one temper tantrum too many and it had gotten her tied up and fucked in every hole. I wasn’t out of my rights to punish, and she’d known it.
I didn’t want to sit and brag about Carrie. It didn’t feel right. She was a good girl and deserved the respect of privacy. “She’s fine. Tell me more about work. How’s the Nebraska deal going? Are the builders staying steady so far?”
“Yeah, they had one rain delay but nothing that put them behind. I’ve been calling daily to get a report as you wanted.”
“Thanks, man. I’m glad to hear it’s good.”
“Is that all you’re going to say about the girl?” He sounded like he couldn’t believe I was going to withhold information.
“I want to respect this one’s privacy.” I knew the moment that fell from my tongue that he was going to tease me about it.
“Wow, you must like her.”
“So, what if I do? You’re the one who’s found the one.” I gave a teasing chuckle, and he made a sound of frustration.
“I don’t know why I tell you anything. But hey, if that’s what’s going on, I wish you luck. You deserve happiness, friend.”
I let out a long breath. “Likewise.” Then I hung up the phone thinking about what he’d said. Did I deserve someone like Carrie? Suddenly, I wanted to be worthy. I jumped from my chair and hurried upstairs where I found her in the room brushing her hair.
“Can I take it out now?” She sat up in her seat and then crossed the room. “Please?” Her legs scissored together, and she seemed to have an ache building.
“Yes, take it out, but still no pleasuring yourself. I’d like for you to get dressed and I’ll return to take you out for dinner.”
“We’re leaving the castle?” She seemed surprised, and I knew the contract had stated that we’d stay in, but there was a nice restaurant I had been to many times with Nate and others when I came to the castle for other reasons, and I wanted to share it with her.
“Yes.” I walked into the room toward the closet.
I opened the closet door. “Come. I think you’ll find these to your liking,” I said, motioning to the formal wear.
She walked over to peek inside the closet, and her mouth popped open. “These are all mine?”
Along with the toys, I made sure to get all my partner's sizes, not only for clothes but for harnesses and other things.
“Yes, and you may take them home. I’ll give you an hour. I’d like to see your hair pulled up too.” I kissed her forehead and left her to her privacy.