“First rule of gambling. Don’t gamble if you’re not prepared to lose.”
“Like you would have just walked out of my life if you had lost?”
“I never said I would.”
“Yes, you did!”
“No, I said that you could return to your old life.”
I smiled. “I never said I wouldn’t be there.”
Her mouth dropped open. “Cheater!”
“Says the poker cheat. And I disagree; you should have paid closer attention to the phrasing. Now stop stalling.”
“I really hate you.”
He chuckled. “I think I’ve proven the opposite, baby girl.” He then leaned down and whispered, “And I’m going to prove it again right now.”
I bit my lower lip. “Please, I’m still sore from earlier.”
“Don’t worry. I’ll kiss it and make it better. Now kneel on the bed.”
There had to be something seriously twisted and wrong with me that despite my objections, I found all this fucking arousing.
All. Of. It.
His entire overbearing, domineering, arrogant, push me up against the wall demeanor was doing it for me.
And that was what was so terrifying about him.
On shaking legs, I walked over to the bed and gingerly sat on the edge facing him.
He wrapped his fist into my hair and wrenched my head back. “Did I say sit on the bed or kneel?” he growled.
I clenched my thighs. “Kneel,” I whispered.
It took me half a second to realize he was counting and I really didn’t want to see what happened if he got to three.
I scrambled to the middle of the bed and knelt on all fours.
“Good girl. Now pull down your shorts and panties. Let me see that cute ass of yours.”
I clenched my butt cheeks, still remembering the sting of his belt from earlier. “You’re not going to punish me with your belt again, are you?”
“No. Now do as you’re told.”
Feeling self-conscious and a little like a petulant child, I leaned up and hooked my thumbs in my shorts and panties and slipped them over my hips until they fell down over my thighs before returning to all fours.
I inhaled a sharp breath when his warm palm slid over my exposed left cheek. Because my double bed was so small, his long arms and tall frame easily reached me in the middle of the bed.
“What’s the name of this game?”
My cheeks flamed. “Please don’t make me say it.”
He spanked my ass with his open palm.
I cried out and fell to the side on my right hip.
He grabbed my hair and lifted me back up onto my knees. “What’s the name of this game?”
“Punish me, Daddy,” I whimpered.
His palm rubbed circles around the stinging flesh where he had struck me, sending a strange thrilling buzz through my limbs. “How do you want me to punish you, little one?”
I squeezed my eyes shut. Oh, God. He was going to make me say it.
His large hand slipped over my ass to cup my pussy from behind.
My back curled as he pushed two fingers past my pussy lips to tease my clit.
I was already embarrassingly slick.
He pushed in one finger.
I moaned as I pushed back against his hand, already wanting to feel the fullness of another finger.
“Say it, baby girl. Tell me what I want to hear.”
It was so fucking dirty wrong.
He pushed a second finger into me.
My fingers crushed the blanket beneath me as I threw my head back.
Fuck. The man was the devil.
He knew I wanted to know what it felt like to be spanked and dominated by him. He knew I wanted the sting and the pain and the degradation. The release that came from giving myself over completely.
I gritted my teeth and then finally caved. I cried out, “Spank me, Daddy!”
Before I had even gotten the full plea out, he had raised his arm and landed his heavy palm down on my right cheek. The white-hot pain shot up my spine like lightning.
A volley of stinging swipes from his hand followed, each more painful than the last.
My flesh burned as I fell partially forward, burying my head in the covers.
“Ow! Ow! Ow!”
My feet kicked up as my body absorbed the punishment.
He moved his hand from my butt cheeks to my upper thighs. I knew I wouldn’t be able to sit for a week after this.
I didn’t even know what I was asking…
“Please stop, Daddy! I’ve been punished enough!”
“We’re only just getting started.”
I bit the blanket as tears blurred my vision. I barely noticed when the spanks stopped.
My ass throbbed. It was as if every drop of blood in my body was pulsing just below the surface of every piece of skin he’d touched.
I could hear him move around the bed, but was too caught up in processing my own emotions to even lift my head to see why.
His powerful hands wrapped around my hips and shifted my body until I was kneeling perpendicular on the bed. He caressed my inner thigh, moving his fingers in soft circles as he inched higher. “Open your legs wider, baby.”
I sniffed. “Is my punishment over?”
“Have I punished your pretty button before?”
I frowned, not sure if this was a trick question and not wanting to get in trouble for lying again. “Yes… with your belt.”
He teased my clit with his fingertip.
I arched my back. Unlike before, his touch felt even more electrifying. It was like the punishment and pain had heightened my senses and nerve endings, making everything more intense.
“And what did you say about those stupid boys?”
I couldn’t focus. Not when he was rubbing my clit. “I don’t know…” I breathed.
“You told me they treated you differently.”
I pushed my hips against his hand. “Yes… um… okay.”
“So, baby girl, this punishment game isn’t over until we’ve done something… different.”
I didn’t like the sound of that.
I looked over my shoulder.
He was looming over me from behind—all six feet three inches of hard tattooed muscle of him.
He raised his hand and spanked my ass. “Eyes forward.”
I turned my head. “What are you going to do?”
“I told you… something different.”
He pushed two fingers inside of me and pumped them several times. I was still sore from earlier, but it was a pleasant kind of pain. Like that twisted kind of satisfaction you got from pressing on a bruise. I was so aroused with conflicted emotions of pain and pleasure, I was sure that a few more thrusts and I would orgasm just from the touch of his hand.
Then I felt it.
His other hand, pressed against my lower back as his thumb moved between my cheeks to tease my dark hole.
I squeezed it hard as I tried to shift my hips forward.
He shifted his hand to grab my hand. “Don’t move.”
My breathing came in short bursts. “No. Not there.”
“This is my game. You don’t make the rules.”
He moved his hand back to my lower back and placed the pad of his thumb against my asshole and pressed.
I dug my fingers into the bed blanket.
As much as I tried to resist, his thumb pushed inside to the first knuckle.
It felt strange and violating.
He swirled his thumb around as he pushed it in further.
“Shhh, baby. Just relax. You’re going to take far worse than my thumb before this game is over.”
I tried to turn my head to look over my shoulder again. “What?”
“Eyes forward,” he barked. “Or I’ll really teach you a lesson and shove my cock up there without preparing you first.”
Fresh tears poured down my cheeks. I knew how much his cock had punished my tight pussy. He was so fucking big. There was no way I could take his hard length up my ass. No freaking way. “Please, Anton. You can’t.”
“You didn’t think you were going to be with me and not give me this virgin ass, did you, baby?”
“Yes! I didn’t think I was giving you my real virginity! Of course I didn’t think about my anal virginity!”
His deep chuckle rolled over me. “You really are adorably innocent.”
He pumped his thumb in and out of my asshole several more times, each time applying pressure in steady circles, opening me. At the same time, he continued to tease my clit.
“This might feel a little cold.”
I gasped as a cool dollop of gel slid down between my cheeks. His fingertip swirled over my puckered hole.
“Oh, God, please, you’re not going to put your… your… cock in there… are you?”
He leaned over and placed a kiss between my shoulder blades. “Push your hips up.”
“You didn’t answer my question.”
“I know. Do as you’re told.”
He shifted his hand from between my legs to put pressure on my lower back, forcing my hips up. At the same time, something hard pressed against my hole.
“What is that?”
“It’s your vibrator. Now be a good girl, and open your ass up for Daddy.”
“I don’t know how to do that.”
“Stop fighting me and relax your bottom hole, or I’ll be forced to spank you to distract you.”
I held my breath and tried to force myself to stop clenching.
The cool metal of the vibrator quickly warmed as it slipped deeper inside of me.
“Ow! Ow! Ow!”
It wasn’t a sharp pain as I had been expecting as much as it was a strange, full pressure.
He pushed on my back as he thrust the vibrator in and out of my ass. “Good girl.”
With each thrust, he pushed it in a little deeper.
After several minutes, he pulled it free.
I felt oddly empty, but that was short-lived.
“Let’s try a bigger one.”
My eyes widened as I heard him open my nightstand drawer. Over my shoulder, I saw him lift up a silicone, penis-shaped dildo that was still in the package. It was nine inches long and at least two and half inches thick. I’d received it a few years ago as a gag gift for my birthday from a long-forgotten friend.
“No! That was just a stupid joke gift.”
He winked at me as he tore open the package with his canine teeth.
“Please, Anton! It won’t fit.”
“You don’t have a choice, baby. This is smaller than my cock. Eventually you will be taking my cock up that sweet tight ass of yours so you might as well start with this.”
He shifted me to the center of the bed and placed one knee on the bed as he grabbed my hair. “Open your mouth.”
I licked my lips. “Why?”
“The only thing hotter than watching your tight ass swallow this fake dick will be knowing you felt it fill your mouth and pushed down your throat first. So when it pushes against your little hole, you will know exactly what’s coming next as I shove it in deep.”
I gasped, which was a mistake.
He pushed the purple silicone head past my lips and along my tongue until it pushed against the back of my throat. My shoulders lurched as I gagged.
“That’s it, baby. Try to swallow it.”
My tongue swept over the rubber dick as I made obnoxious gurgling noises.
He placed his hand around my throat, tilting my head back as he pulled the dildo out and pushed it back in. “Feel your lips stretching around the thick base. Imagine what it’s going to do to your tiny untried hole.”
My eyes teared as his vivid dirty talk sent a dark, twisted, humiliating thrill through me.
He pulled the dildo free and shifted to move behind me. “Now ask Daddy to shove this in your ass.”
I choked as I rubbed the back of my hand over my mouth.
He pressed his left hand against my left ass cheek, opening me. “Say it, Brynn,” he warned, his sexy voice dark and low with command.
I swallowed. “Shove it in me… Daddy.”
He spanked my ass.
“I can make this pleasurable… or painful, baby. Your choice.”
I sniffed. “Please shove the dildo in my ass, Daddy.”
I closed my eyes with relief when another cool glob of lube hit my already sore and stretched hole. Then the thick purple rubber head pressed against my ass.
Anton was right.
If he had just pushed the dildo inside of me, it would have been bad… but this was so much worse. After sucking on it, it was a much more visceral experience. It was as if I could still feel it in my mouth as he slowly pushed it into my ass. I could feel the lines of each fake vein and the thick ridge of the head as it popped past my tight ring.
I fisted the blanket and desperately tried not to clench as the pressure increased as he slowly pushed it deeper and deeper inside of me.
It felt so full.
I was breathing in such quick gasps I made myself dizzy.
Anton rubbed my back and encouraged me. “You’re being such a good girl for Daddy. You should see how your tiny ass is swallowing this dildo like a greedy little mouth. Too bad this isn’t flavored lube, or I’d shove it back down your throat.”
Fuck, that was so wrong. So why did my thighs just clench?
“Two more inches, baby. You got this.”
I lowered my head, letting my hair cascade to hide my shame. “Please, no. It hurts. It’s full. It’s already full.”
“No, baby. Trust me. Your ass can take a few more inches. I’ll prove it to you. After tonight, I’ll get you an even bigger toy for your ass.”
He pushed it the final inch.
My body jerked forward.
I expected him to move it or thrust, but he didn’t. He just left it there, deep inside of me.
My body clenched and throbbed around the intrusion.
The mattress dipped as he shifted again. He stood next to it and shed the rest of his clothes before joining me back on the bed.
My eyes widened as he deftly lifted me as if I weighed nothing, then had me kneel over him with my knees on either side of his hips and my palms near his head.
I shook my head. “No! You promised we weren’t going to fuck! I’m sore and you can’t put your cock inside of me with this thing in my ass! It’s too much!”
He reached for the hem of my tank top and whipped it over my head.
I pushed my hair out of my face. “I mean it, Anton. Game or no game. No way.”
“Baby girl, I am always a man of my word.”
Before I could object, he grabbed my hips and lifted me until I was straddling his face.
“Oh, my God!” I exclaimed.
I tried to climb off him, embarrassed by the position.
Anton reached between our bodies and twisted the dildo inside my ass.
I rose up on my knees, inadvertently shoving my pussy in his mouth. “Ow!”
He laughed, his warm breath teasing my over-sensitized flesh. “That’s more like it. Now hold onto the headboard.”
Seeing no other option, I gripped the headboard for dear life.
As Anton gripped my thighs and pressed them open wider, his tongue licked and laved at my pussy, tormenting my clit with delicious pleasure.
I rose up on my knees again, wanting more but also shying away from the vulnerable position. He moved his hands around my thighs to grip me just below my ass and then reached for the end of the dildo lodged in my ass. He pulled it out a few inches and pounded it back inside me.
I cried out as I thrust my hips forward against his mouth.
Anytime I tried to move away from him, he would pull on the dildo and push it ruthlessly deeper into my ass.
After several minutes, I was only holding onto the headboard with my left hand. My right was gripping Anton’s hair as I shamelessly rode his face, grinding my pussy against his mouth.
I came so hard I thought I would pass out. Bright flashes of light burst behind my eyelids as my lungs burned from lack of oxygen. I fell backward, until my head was between his open legs, by his knees, my ass propped up on his chest.
Anton leaned up as he wrapped my legs around his middle.
His mouth twisted in an arrogant grin as he twisted the dildo inside of my ass. “So did you like my game?”
I flung the crook of my right arm over my eyes to hide my humiliation as my cheeks burned. “I still hate you,” I groaned.
“Brave words for someone who still has a dildo deep in their ass.”