by Penelope Sky
She tightened around me as the force hit her right in the chest. She convulsed and writhed, her pussy constricting my cock until it bruised. “Crow...” Her sharp nails dug into my skin. “I’m yours...only yours.”
Those were words I’d wanted to hear for months, and now that they entered my brain my body became weak and I gave into the all-consuming pleasure. My cock lit on fire as my cum traveled from my balls to my shaft. I released inside her with a powerful explosion, giving her as much cum as I possibly could. “Button.” I hooked my arm around her waist and held her tightly against me, finishing out the high that gave me the greatest satisfaction I’ve ever known. I felt like I came three times in a row, one after another. My muscles winced in soreness like I fucked her as hard as I could. Everything ached but felt so good at the same time.
I rolled off of her and lay on my back. My legs automatically kicked the sheets away because the place felt like a boiler room. My breathing slowly returned to normal and my body temperature declined.
My eyes felt heavy and I was ready for bed. Before I became too tired I sat up and moved to the edge of the bed.
She grabbed my arm and steadied me. With just a simple look she told me exactly what she wanted.
Without reluctance, I agreed. I moved back into the bed beside her and pulled her flush against my body. Her leg hooked around my waist and my semi-hard dick was pressed against her pussy. Face-to-face, I stared at her soft lips. They were relaxed with sleep. The red color was absent, probably smeared against my mouth and tongue. My hand cupped her face then drifted to her neck where I could feel her soft pulse.
She opened her eyes and looked at me, the exhaustion deep in her irises. The fire had been drenched and now she was at peace. Her hand moved to my chest and she rested her fingers against my beating heart.
My body took control and I pressed my lips against hers, giving her a kiss that was different than all the others. It was soft but aggressive. It was gentle but controlling. I pulled away and felt cold the second I wasn’t against her. “Mine.”
She rubbed her hand against my chest. “Yours.”
Chapter Three
Pearl
I loved the pain. I loved the bite of the leather, the snap of a whip, and the rough way his cock took me. His eyes darkened to coals and he fell into the underworld. The tender man I knew disappeared and was replaced by a far more sadistic version of himself.
I like that too.
But I really loved vanilla.
I loved the way he kissed me gently, his lips taking their time and making every caress have a purpose. He felt like my lips like he was trying to memorize them, to recall the sensation from memory when I wasn’t around.
His powerful thighs thrust into me slowly, every inch of his cock thicker and longer when he slowed everything down. My pussy was the slickest it’d ever been, and I fell into a different world as we moved together.
It was worth every button.
I didn’t feel guilty for asking him to do something he wasn’t comfortable with. He’d done some incredible things to me—and I had the scars to prove it. But once he gave it a chance he enjoyed it. I could tell by the amount of cum he deposited deep inside me. I couldn’t hold it all in.
It was the first time I let him have me—all of me. He earned it once he did something just for me. He let me have control of the situation, unleashing the power just for the night. It was difficult for him not to be in control every instant. But he somehow found the strength—for me.
I wanted to do that more often. But I already spent nine buttons on the evening, my total taking a big hit. I could only do that six more times before I ran empty. Losing my freedom wasn’t what bothered me. It was losing my ability to pay for things I wanted.
I needed more buttons.
***
I came down to breakfast where he was reading the morning paper. He was already dressed in one of his fine suits with a colored tie. His hair was combed back but still a little curly at the end. He was a beautiful view to see first thing in the morning.
I pulled his paper away and dropped my ass into his lap.
Instead of being irritated that his morning ritual had been interrupted, his cock hardened underneath me. He looked at me with cold eyes, his dark exterior and placid expression back to normal. There were seldom times when he let me in. And once he did, he was even more shut off afterward. “You want my cock before I leave?” He was right back to business.
I straddled his hips and grinded slightly against his erection. “I always want your cock.”
His hands moved to my thighs and he gave them a hard squeeze. He pulled my dress up to my waist so my ass stuck out. His fingers immediately went to my cheeks, pulling them apart and fingering my thong. “What a coincidence. My dick wants to fuck you in the ass.” He moved his forefinger to my back entrance and slipped it inside.
My body used to tense and dispel his fingers but now I was used to it. I remained relaxed, allowing myself to stretch in response to his probing. “Then why doesn’t he?” I undid his belt and zipper, letting his cock come out. It was thick and long, already gleaming with his juice.
He shoved another finger inside me, his face reddening in desire. “I think I will.” He pulled me further against his chest and pulled my thong over. He grabbed my hand and held it to my face, silently commanding me.
I spit on it then reached behind me to rub his length from the tip to the balls. I moved up and down, my sticky saliva lubricating him.
His eyes darkened further and he fingered my ass continuously, moving deeper and harder. “I love your ass as much as your pussy. Didn’t think that was possible.” He slowly pulled his fingers out then grabbed the base of his cock. He pointed it at my entrance, stretching me wide with just the tip. He released a shaky breath, anticipating the sensation of his entire length inside me.
I grabbed his base and steadied him from going further.
His eyes looked into mine, burning with impatience.
“Ten buttons.”
“Five.”
“Ten.” I wouldn’t budge because I knew I would win. He was hard and throbbing, eager to be inside me as soon as possible. His thoughts were completely on sex. He was desperate enough to agree to anything.
He upturned the corner of his mouth and growled.
“I’ll fuck you so hard I won’t be able to sit for the rest of the day.”
His fingers dug into my thighs and his cock twitched within my grip. “Fine. You better make it worthwhile.”
I smiled in victory then pointed his tip at my entrance. I loved it when he fucked my ass despite the pain. But I really wanted those buttons for something else. Giving him something he couldn’t resist was the best way to accomplish that.
I slid to the base of his cock and winced when he stretched me wide. No matter how man times we did this my ass could never get used to how thick he was. It caused me pain, the kind that made my eyes water.
His eyes were glued to mine, memorizing every expression of my face. His hands moved underneath my ass, pulling cheeks apart slightly so his cock had plenty of room. “Fuck me.”
I gripped his shoulders and raised myself on the balls of my feet. I bounced on his dick, feeling it penetrate my ass over and over. His cock was wet from my saliva but it wasn’t as smooth as it was with lubrication. The friction burned as I took him in over and over but I kept going.
Crow directed me with his hands and increased the pace. His descended into the underworld, needing my pain to have an explosive orgasm. He pulled me onto his length harder.
“God...” I shoved his length deep inside me, tears bubbling in my eyes.
“Harder.”
I did as he commanded, wanting those buttons in my jar. My ass stretched wide apart to accommodate him and the pain became ruthless. His dick was too big, my channel too narrow. My eyes watered with tears and a few of them slipped away.
He watched my tears fall, his chest rising and falling with increased arousa
l. “I love it when you cry for me...”
I dug my nails into his suit and dropped my ass onto his length over and over. I gasped in pain every time I shoved him harshly inside me. I felt like I was going to rip right down the center.
He moved his fingers between my legs and rubbed my clit harshly. He performed circular motions against the sensitive nub, lighting me on fire. Two fingers slipped into my pussy as his thumb kept rubbing the area. “I can’t wait to come in that ass.”
My body became slick with sweat and my pussy ached with release. The pain was still unbearable but it turned me on at the same time. Knowing how big his dick was and how much I could handle made my core tighten in desire.
“You’re wet.” His fingers moved inside my slit and he applied the moisture to my clit. “You love that cock in your ass, don’t you?”
“Yes...” My hair bounced up and down with my movement. My tits shook within the dress. My ass relaxed the more turned on I became. His dick fit easier but it still stretched me painfully. The tears kept falling to my chin before they dripped onto his suit.
“Your ass is so tight.”
I closed my eyes as I got swept away in the sensation. My mind turned off as my body lit on fire. I burned from the inside out and ignited into a cosmic fireball. I screamed louder than I meant to, announcing our activity to everyone else in the house. He rubbed my clit harder as I fell into a million pieces. Having his fingers in my pussy and his dick in my ass gave me the right pressure at the right time. I convulsed with an explosion, taking his dick harder as I road out the high.
“Fuck.” He gripped my thighs and guided me up and down harder, shoving his dick inside me harder and faster. His teeth nipped at my collarbone before he bit into my shoulder.
The bite made the orgasm last a little longer.
He shoved himself as far as he could go and released inside me, filling me with as much seed as possible. He leaned back into the chair and moaned quietly, trying to suppress how good his cock felt. His eyes drooped with satisfaction as he finished. “Button.”
I leaned into his chest and rested my face against his. His cock slowly slid out of me and my ass ached from the forceful intrusion. I needed a shower after the harsh way I fucked him. I did enjoy it, despite the pain. But I would enjoy my buttons even more.
He wiped my tears away with his thumbs. “I’m going to be thinking about that all day when I’m at work.”
“Maybe you can do it to me again when you get home.”
Despite his satisfaction his eyes darkened in interest. “If you’re up for it I didn’t fuck you hard enough.”
“You did. But I’m willing to take on more pain if you’re willing to pay more.”
His hands rested on my cheeks. “You’re killing me, Button.”
“You’re killing me too.”
Chapter Four
Crow
I didn’t want to be there.
All I could think about was the woman waiting for me. She wanted me to fuck her in the ass again, cause more pain than I already did. She cried for me, my enormous dick tearing her apart every time she slid down my length. The sight of her tears brought forth the demon inside me—the beast.
And she still wanted more.
She enjoyed me but also had her own intentions. She was in the business of collecting buttons, as many as she could gather. She intentionally made me sex crazed so I would agree to her ridiculous terms. I gave her five buttons for that fuck when I would normally give her five.
And I respected her for that.
Now I sat in my office with my mind in the gutter. I wasn’t sure why I bothered going to work today. It was difficult to get anything done when my slave waited for me to return.
Fuck, I was hard just thinking about it.
A knock sounded on my door. “Guess who?” She cracked the door open and poked her head inside. “Why the long face?” She sauntered inside, wearing skinny jeans and a white blouse.
I snapped out of my thoughts and came back to reality. “Jasmine, what are you doing here?” I rose out of my chair and came around the desk. I buttoned the front of my jacket as I moved.
“I just came back from Napa. Thought I would stop by.” She leaned into me and kissed each of my cheeks.
I did the same back to her. “How was it?” I leaned against the desk and crossed my arms over my chest.
“Beautiful. There’s no comparison to Tuscany but it’s still something worth looking at.” Jasmine was a researcher for my company. She took an extended leave of absence to gather information from around the world. Wine was California’s biggest commodity and she spent a great deal of time there.
“And what did you learn?”
“A lot, actually.” She pulled the folder out of her purse and set it on my desk. “It’s a lot to read so I can just tell you everything over some dinner and wine.” She came closer to me and rested her arms on my biceps.
Jasmine and I were fucking before she left. She enjoyed my playroom and the way I spanked her. She did what I asked without hesitation so she was around for a few months. When she left I ended the arrangement and moved on. Just because she was here didn’t mean I wanted to pick up where we left off. When I walked away from someone I never came back. It was just how I was. “I’m tied up at the moment. I’ll give this a read when I get a chance.” I evaded her proximity and returned to my place behind the desk, keeping the large assembly of wood between us. “Thank you for your journey. I hoped you enjoyed yourself.”
“I did. But I did miss home.” She approached the edge of the desk and slightly leaned forward, exposing her cleavage line.
“Thank you for stopping by. I should get back to work.” I politely dismissed her, wanting to remove myself from the awkward situation. She was dropping subtle hints left and right. But my hints of indifferent weren’t so subtle.
“Busy man. I know how that goes...” She trailed back to the door and gave me a friendly wave before she walked.
All I gave her was a nod.
***
Button snuck up on me.
She pleased me sexually and satisfied my insatiable appetite. She did the dirtiest things to me, begging me to spank her when I fucked her from behind. I took her everywhere, in my bed, the shower, and even in the pool.
Her jar filled up quickly. Without realizing how much sex we were having, she added an additional sixty buttons to the jar.
That was too many for me to feel comfortable. She was nearly halfway finished with her sentence. If she kept going at this rate she would be out of here in no time.
And that was bad news for me.
I had to slow down the awesome sex she was giving me or I had to work for buttons. Since the first option simply wasn’t possible, I had to go for the second one. I had to deplete that jar before it became any fuller. It required unorthodox acts on my part but I was willing to compromise to keep her around.
I walked into her bedroom one evening and saw her reading by the fire. An Italian dictionary was on the ground and she was making notes. She wore an evening dress, satin pink with black bows. It was something Lars picked out for her.
She looked up when she realized she wasn’t alone. “Hey.”
My eyes immediately went to her ass, which peeked out slightly. I swallowed the lump in my throat before I came closer. I kneeled on the rug beside her, the flames just a few feet away.
She sat up and closed her book. Her face was free of make up because she was ready for bed but she still looked stunning. Her hair was in loose curls from styling that morning. Now they were coming undone, making her hair wavy.
She watched me with an unreadable expression, trying to determine exactly what I wanted without asking. She wasn’t impulsive like most people I knew. She carefully considered her options before she made a move. She was manipulative and observant.
I eyed the jar on the table and took our ten buttons. I held them in my palm so she could see the number before I dropped them into my pocket. “I’m at y
our command.”
Her eyes darkened at my words, the fire erupting inside her when I gave her the control—even if it was momentarily. She considered her options before she found an answer. “Are we near the beach?”
The question caught me by surprise. It was the last thing I expected her to say. “Thirty minutes away. Why?”
“I want to go there for the day. I want to have lunch and dinner, and then I want to come back here and have really good sex.” She told me exactly what she wanted without beating around the bush. She wanted my presence for an entire day for a romantic getaway.
“If that’s what you want.” I needed to make a dent in her collection of buttons.
“I want you to be sweet, romantic.”
I didn’t know how to do that. “I can try.”
“No. You will.”
When she ordered me with so much conviction I wish she would command me to do something more sinister, like taking twenty lashes across my back. I want her to hurt me more than I ever hurt her. The idea was enough to make me hard. “I have a house on the coast. Would you like to stay there?”
“You do?” she asked in surprise.
“Yes. Right on the Mediterranean.”
“I would love that.”
“When would you like to go?”
“Tomorrow.”
“I have work.”
“Now you don’t.” Her eyes darkened just the way I did when I was in full control. She had the same possessiveness. She had the same brutality just in a different form. She may be petite but she was tough. Hard as steel and rough around the edges.
“Then we leave in the morning.”
***
Lars packed our things into the trunk before we got inside the car. I wore a t-shirt and jeans, something I hardly wore outside the house. It was nice to wear something besides a stiff suit.
Button wore a white dress, looking like my greatest fucking fantasy. It was a halter-top around her neck and it fit her waistline perfectly. Her long legs stretched out in front of her in her heeled wedges. Lars picked out the perfect clothes for her.