“Fuck.” I heard Alex cry out.

I chuckled and moved so I could see him clutching his head.

“Hangovers are always fun.” I smiled.

He opened his eyes slowly, wincing at the light. I walked over and sat next to him.

“Do you remember last night?”
“Uh” He racked my brain for the events of the previous day, “I was pissed at you and I got my hands on a bottle of something, we fucked in a plane…You carried me back here…We fucked again…Um…I fell asleep…You left…I followed…I almost got taken and you saved me…then…Then I flipped out in the bathroom while you were cleaning my eye.”
“You never told me how vocal you are when drunk.” I smirked, figuring that he probably didn’t want to focus on his breakdown.

His eyes blew wide and his face got very red very fast.

“Fuck you.”
“Don’t be embarrassed, Lex. It was the hottest thing I’ve ever heard.”
“God.” He groaned, leaning back and covering his face with a pillow.
“You cried out to him a lot.” I laughed and he glared at me as he hit me with it.

---

I was bored out of my fucking mind. Jack was talking with the CEO of this compony called Glamor Kills. Apparently Jack owns stock in it or something… Or owns it… I can’t remember.

“Open wear houses in Baltimore, Maryland and Charlotte North Carolina. Each get four hundred crates to start off and we’ll ship in more in a few weeks.” Jack ordered, looking down at a piece of paper.
“Yes Sir.” A man said, writing things down along with he other five people in the room.

I sighed and walked over to the water cooler. Everyone in the building had been made aware of who I was and had been warned not to mess with me. It felt nice to be able to walk around without worrying about being attacked. I grabbed a drink of water before heading back, admiring the paintings on the wall. Once back to the room, I buried my head in my arms because my hangover was still being a bitch. After about twenty more minutes of talking, they reached an agreement.

“Come one, Lex.” Jack beckoned.

I groaned but I stood up and followed.

“Do you want to ride in the limo and we’ll have a cab drive the slaves?” Asked one of the demons.
“Do what you want but my slave stays in my sight.” Jack ordered.
“Sir, I assure you. He will be safe-“
“He’s not leaving my sight.” Jack growled.
“Yes, Sir.” The man nodded.

I was pretty relieved to see that Jack intended on keeping the promise he made. My anger towards him had decreased greatly since last night, first of all he saved me, but he also comforted me and made me feel safe though it felt like the world was crashing down around me. We all got into the cab and I sat in the corner next to Jack. He wrapped his arms around my waist and pulled me onto his lap. I licked my lips and looked down at his my hands, suppressing a smirk when I felt something in his jeans. I gave him a glance and shifted slightly, teasing him with a small amount of friction causing his grip around me to tighten. He leaned forward and whispered in my ear,

“You keep that up and I’ll punish you tonight.”

I bit my lip, weighing my options. Part of me wanted to stop, knowing that his punishment would be difficult…But then there was that little voice in my head telling me too keep going, keep teasing him and see what he does. Like I said before, I was afraid of what he’d do, but that part of me that wondered was too strong. I shifted slightly so that it seemed like I was looking out the window when in reality, I was just shifting so that I could run my nails gently down his chest and grind my hips ever so slightly. Jack squeezed my arm in warning but I ignored him. I kept an eye on the individuals in the limo but they weren’t paying attention to us. They were either on their phones or talking about business so I tilted my head so Jack could see part of my face and bit my lip seductively and moaned,

“Siiirrr.”

So quietly only he would’ve heard it.

“Oh that’s it. You’re getting it, slut.” He snarled quietly.

I took a shuddered breath, filled with both nervousness and excitement. We pulled up to the bar a few nail trailing, subtle grinding, whispered moan filled minutes later. I followed everyone into the club and watched as Jack gave warning glares to everyone who stared at me. The lady at the front desk looked up and greeted them.

“Good evening. How many?” She asked.
“Eight.” Jack replied, including me.
“Would you like your slaves to be left in the pen?” She asked.
“No.” He replied for everyone.
“Okay, right this way.”

Some restaurants, typically more fancy restaurants like this, have something called a pen. Basically there is a pen outside where slaves wait for their masters to come get them. Other demons can do whatever they want with them so long as they don’t remove them from the pen so hearing Jack say no was a relief. The lady lead us to a long table and everyone sat down. I stood awkwardly behind Jack, unsure of where he wanted me.

“Lex.” Jack said, pointing at the chair next to him.

The lady passed the the menus and Jack had to explicitly tell her I was eating too. Jack for steak for both of us and I remained quiet as everyone talked about business. I listened very closely even through I had no idea what was going on. At some point during the evening, Jack’s hand found my thigh under the table I jumped but when I realized it was Jack and not somebody else trying to seek a feel, I calmed down. His fingertips trailed up dangerously close to my crotch as he carried on conversation without missing a beat. My breath caught in my throat when he palmed me, his fingers curling around me. I gripped the armrests hard, my knuckles turning white. He began to rub slow, firm circles that had me struggling not to throw my head back or groan. Jack’s casual appearance made the whole thing even sexier, how he carried on like nothing was happening. I bit my lip because I was almostthere. Then he stopped. I get out a whine and had to cover it as a coughing fit which made Jack smirk at me. I glared at him but he kept his hand planted on my thigh. Jack only took his hand away to eat but once we’d finished, it was replaced. I wanted to sift forward so that it would go higher but I knew better. After the stunt I pulled in the limo, I knew I was in enough trouble. We stayed for probably about another hour as they all got drinks and talked and laughed but there I was panting and struggling not to moan as his hand would occasionally give me friction which I so desperately needed. Eventually everyone stood up and left. I was very thankful I chose to wear a shirt that was a little too big for me because it was long and baggy enough to cover my crotch so you couldn’t tell how much of a hard on I was sporting. Jack called a separate cab and when he told them who he was, they were there in three minutes. We got into the back seat and I was hoping to get some action but when I went to kiss his neck he snarled,

“You will wait till we get to the hotel room.”

I whined and tried not to buck my hips up as I fidgeted in my seat. Once we pulled up to the hotel, I sprinted out of the cab and raced to the elevator. Jack just sauntered behind me slowly, smirking as I practically jumped in place. By the time he got to me I was already in the elevator he had to press the button for our floor because I’d never gotten a chance to see what it was. He hit the button that said,

18

and we started up. Normally I would’ve grasped the handle bars but instead I stood in front of Jack as I moved my hands up and down his chest and shoulders as I leaned up and kissed his neck. He didn’t push me away this time, but he didn’t pay any attention to me. I nipped and sucked but he acted as if nothing was happening and for some reason I found that so hot. Once the doors opened I ran to our hotel room but Jack just wandered slowly again. By the time he got to the door and had pulled out the key, I was whining. I didn’t care about foreplay or stretching or anything I just wanted him as fast as possible. Jack slid the key in the slot but he didn’t move it quick enough.

“Jack please hurry please.”
“What did you just call me?” He snapped.

I bit my lip when I noticed my mistake.

“Sir! I meant Sir!” I cried.
“Not good enough. You’ll be punished for that as well as your mischief in the car. My, my, have you been bad.” Jack shook his head, pulling it out and hearing the door click open.

He turned the handle slowly…Well it probably wasn’t that slow but every moment I didn’t have contact with him felt like an eternity. He stepped in and I followed. The second my foot crossed the threshold, his lips were on mine and his arms were around my body. I kissed back with all my might as I helped him unbutton his shirt. He broke it to pull my shirt over my head and then push me onto the bed.

“Pants off, face down, ass up.” He commanded.

I bit my lip and locked eyes with him as I slipped my thumbs into my waist hem and slid them down. Jack undid his belt buckle and in one swift motion, yanked it out. I turned over and bend my kneed with my ass in the air, my forearms supporting me.

“You will get twenty spankings. One for each of the minutes in the car in which you teased the whole fucking limo, as well as an extra five for not calling me by what I asked but don't worry, a little whore like you will love it.”

Before I had time to brace myself, the belt was brought down on my ass. Hard.

“Count them.” He snarled.
“O-one.” I said through bared teeth.

This didn’t feel like it did at Tony’s. Then, it was nothing but pain. But this however, was hot. The snap and sting of the leather was felt again as I choked out,

“Two.” I tightened my grip on the sheets.

The next four were so fast and hard I could barely keep up. This hurt like hell but damn I loved it.

“Seven.” I sighed as that one wasn’t hard, he more just tapped my skin with it.
“EIGHT!” I screamed in pain, tears pricking my eyes because fuck did that hurt.
“You know you love it, slut.” Jack growled and he was right.
“Yes sir I- NINE, TEN, ELEVEN!” I cried again, breathing through the pain.
“Twelve.” I moaned, that one hadn’t been too rough but my skin was sore.
“Thirteen.” I whimpered, my dick was so hard it hurt.
“Fourteen! Fifteen! Sixteen!” I cried out.

I wanted so desperately to flatten my body and use the mattress for friction but I knew that I’d be lucky if all I got were another twenty spanks.

“SEVENTEEN!” I screamed, a tear running down my cheek but I loved it.

In some sick way, I loved how he could just compel my body to do whatever he wanted.

“Eighteen! Nineteen!” I exclaimed.

I took a breath, knowing the last would be the worst. Jack’s hand touched my hot, sore skin, soothing it a little before administering his last, final thrash. When his hand disappeared, my heart leapt up into my throat, knowing it was coming at any minute. Then suddenly a loud crack filled the room and,

“TWENTY!” I screamed, another tear escaping my eye.
“Turn over.” He murmured, his voice a lot more gentle than before.

I obeyed, careful to lay myself so I wasn’t in too much pain. Jack smiled softly at me and straddled my thighs as he kissed my cheeks where my tears had been.

“You are so, so beautiful.” He murmured.

I was a little surprised, I rarely see this gentle side of Jack. “And you did such a good job counting them all.” He gave me a sweet kiss, I felt him fiddle with my wrists “But you’re not done yet.” His features changed from soft to hard as he yanked me up so I was face to face with his crotch. I realized he had strapped my wrists together with his belt.

“Suck.” He commanded.

I cocked my head, trying to figure out a way around my armlessness before I popped the button with my teeth and found the zipper. It was awkward and uneasy not using my hands, especially once I’d gotten the zipper down and had to actually pull them down to his knees but I managed it. The boxers weren’t ridiculously tight so those were easy. Then I was finally face to face with his massive cock. I looked up at him through my lashes as I licked a stripe up it making him bite his lip and whisper,

“Shit.”

I brought my lips around the head and sucked as my mouth enveloped him. His hands found my hair and locked in place when I hit his base, struggling not to choke. Jack pulled back slightly and back in. I knew what he was telling me so I let my jaw go slack as I let him fuck my mouth. His hands tightened and held me still as he thrusted into my mouth, I moaned around his dick, knowing that’d drive him crazy and it did.

“Jesus fuck, Lex” He groaned pulling out and bringing his face down to mine.

I licked my lips and looked up into his eyes which were so dark they were almost black and laced with lust. He kissed me roughly before flipping me over. Without any warning whatsoever, he pushed into me. I screamed into the mattress out of pain but I knew I’d feel good soon. After three thrusts, he angled his hips and hit my sweet spot. I moaned and he tugged on the belt strap in his hand, pulling me up. My arms bent up over my head and as he pulled, it forced my back to arch. He kept a firm grip on the leather with one hand while with the other he dug his fingers into my hip. He plowed into me with out any mercy. I didn’t know how my body wasn’t ripping in two but I didn’t care because through all the pain and roughness, I was in ecstasy. I think this was the best anyone’s ever felt ever. Jack’s hand left my hip and clasped around my throat.

“Fuck.” I panted.

His grip tightened but it wasn’t restricting my oxygen, but rather my blood. My vision got a little hazy but it wasn’t enough to cause unconsciousness or even discomfort.

“I’m so close, sir.” I couldn’t help but moan.
“Not fucking yet.” He snarled in my ear, going even faster.

At this pace, the fact that he expected me not to come was imaginable. I gritted my teeth, trying my damnedest not to release. I felt Jack’s hips stutter and a warmth fill me as he came. He let go of the belt and I fell forward onto the bed, practically shaking with need.

“Hmm goodnight Lex.” He smiled after unbinding my wrists.
“Wh-what?” I squeaked.
“We’re going to sleep now. Goodnight.” He repeated with a stupid smirk on his face.
“What? No! Sir please!” I whimpered, actually trying not to cry.
“Please what?” He snapped.
“Sirrrrr.” I whined.
“Tell. me.” He ordered.
“Sir please let me come, please I can’t stand it. I’ll go insane, I can’t, I have to come just please let me come!” I cried out. squeezing his arm.
“Very good…But no.” He said.
“Sir-!”
“It’s part of your punishment. I will warn you however, if you touch yourself from now until we fuck next, you will be punished again and believe me, you will not like it.” He said.

Then before rolling over, he murmured,

“Goodnight, Lex.”

Leaving me on the edge and shaking all night long.

Notes

Title cred: A Little Death by The Neighborhood

Okay I'm actually really proud of that smut like tbh that's probs the most kinky stuff I've ever written