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As I sat in the chair, I watched the immaculate tiger strip down to nothing. Just watching him tease me with every piece of clothing deeply aroused me. I should never have come here.

How much longer are we going to do this? How much longer are you going to toy with my heart? How much longer will I break her heart? When will this end?

“Hey, Sam, is something a matter? You haven't moved since you sat in that chair," he asked with that big, goofy, lovable smile plastered over his face. I shouldn't be enjoying this.

_I wish he stopped giving me such a warm smile. What we are doing doesn't deserve to be met with such a smile. It's wasted on trash like you and me. _

I avoided his gaze. I could only stare as tears began to swell up in my eyes. The words in my throat choked me for what felt like an eternity till I just puked it out.

“Jack, I know about your fiancée."

_Am I a terrible person for finding joy in his face? _

When I refocused on him, his ears had dropped, and his grin had grown sour. His face was obscured by the darkness of the room, only to be pierced by his bright, ember eyes. Such dangerous eyes. Such lonely eyes.

He just stood there. Only the sporadic movement of his tail let me know he was still there. His eyes seemed locked into place, never blinking, as they focused on the floor while his mouth tried to stammer out something.

“You- You weren't-! I mean… how-! No! What are you talking about?" he stammered with each new thing. It brought a bitter joy to my heart seeing him all flustered.

Is that really all you can say?

I let out a slight chuckle as he tried to gather himself. Digging my claws into my arm, out of his sight. I just smiled at him.

“I met her. She is a lovely tigress, you know," I said, holding back tears. “She's so beautiful, too. Her fur looked smooth like silk." I looked at my matted fur. “It makes one wonder why you chose a guy like me."

Jack's averted my gaze. Instead, he paced the room, mumbling to himself as I watched. As I waited for his answer.

“This was never supposed to happen," he mumbled. “I'm sorry, Sam. I didn't mean for it to go so far. You weren't ever supposed to meet her. How did you even meet her?"

Jack looked at me. His beautiful amber eyes glowed in the dark room, and I could even make out a weak smile on his face. It only made my stomach churn.

“Why does that matter, Jack?" I refused to look at him; I knew what would happen if I did. " At the end of the day, what we have is done. We can't continue this."

“Sam, please!"

Please don't look at me like that. Don't break my heart more than you already have.

When he moved closer, I recoiled into my chair, making him back away slowly. I don't know how long I'll be able to keep him away. Jack is a well-built tiger in his prime. In contrast, I'm still a scraggly hyena.

I just want this night to be over.

“Sam, please," he got on one knee and put his claws away. His tail swirled around his leg as he gave me a sickeningly sweet face. “Just tell me, how long have you known about Haylee?"

Even her name is pretty.

He laid his paw over mine, and his bright golden-orange fur clashed with my dingy brown. Looking at him only weakened my resolve, as he could do no wrong.

Am I truly this pathetic?

“It was last week. I was asked to get coffee for the office. While in line, a gorgeous tigress started talking to me about her upcoming wedding. At first, I was confused until she showed me a picture of her fiancee." Tears began to flow.

Jack immediately shot up. He didn't say much, but his claws dug into him as he clenched his fist.

“Imagine my surprise when I saw you and her together. I didn't know what to say, so I just left. Never got those coffees."

And no one asked about them.

Jack just banged his head on a nearby wall, cursing the names of those we worked with. As if it's their fault were in this predicament. He wanted to say something to me but thought better of it.

It took a while for him to calm down.

“Sam, I'm sorry. You shouldn't even be in this position. You deserve better than being used in those bastards' games."

Am I wrong to feel happy hearing those words? No, this never should have happened to begin with.

I stared at the door across from me, close but so far, till the banging on the wall snapped me back. Jack had punched a hole in the wall. He turned to face me. His fang showed as his maw twitched. I stumbled out of my chair as I crawled on the floor. Unable to stand, too scared to speak. I've never seen him like this. And he felt the same as he looked at me.

Jack immediately covered his maw. Blood dripped from his paw. Upon noticing it, he turned away. Blocking my path with his tail.

“What is everyone saying?" he muttered.

“I don't know what you're talking about," I said, trying to lighten the mood with a slight chuckle, but Jack refused to look my way.

“What were they saying, Sam?" He was a bit more forceful with that. He still refused to look at me, probably for the best.

“It doesn't matter."

In one swift motion, Jack spun to face me. Whatever face I had made convinced him not to explode.

The air in the room felt suffocating as I waited for him to say something. Jack just crashed on the bed, looking towards the ceiling. The sound of his tail thumping on the bed banged around my head.

As he laid on the bed, I approached the door. I felt a tug on my tail as I reached for the door handle. Jack refused to look at me as his grip only grew tighter.

“Jack, let me go. We can't keep doing this. After all, you're going to be married soon."

He said nothing. The sound of his tail rang out in the room. I always loved how his tail thumbs when he's nervous. It was always cute, yet now I can't see it as anything but an annoyance.

“Sam, please. We can work through this. I promise I don't even love her. She means nothing! I promise that I only love you! So please don't leave me," whispered Jack, his voice beginning to crack.

I want to leave. The door was right there, so close. Yet, when I opened my eyes, I found myself rubbing his head. He purrs in my hand as he rubs his face all over it. His eyes melted my heart.

In one swift motion, Jack pulled me into a hug. I want to love this. I still want to love him, yet it tears at my heart.

_I truly am pathic. _

Jack rubbed my back as I laid my head on his chest. Silently listening to his soft purrs and rapid beating heart.

“Sam, I love you. You know that, right?" He always sounded calm when he wanted to tell me something important.

“Jack, we can't keep doing this. You have a fiancee, and she doesn't deserve this. No one deserves this. “ My voice sounded foreign. Jack just continued to rub my back.

I wanted to push him away, but Jack was too strong. He pulled me into his tight embrace, his chest as soft as a pillow.

“Sam, I don't want to lose you. She means nothing to me, just some random tigress my family wants me to marry," Jack lifted my head and licked my nose. “You're the only one I have ever loved, and nothing will ever change that."

“Jack…please, just stop. You shouldn't say such things." It will only make things worse.

Jack guided me back to the bed before letting me go. I sat beside him, hoping the ground would give way and kill us both. A gentle stroke across my cheek made me realize I'd been crying. Jack just sat beside me, not saying anything, lovely, gazing at me.

Why must you make such a face? Don't you know it only makes hating you harder? Or is that why you do it?

“I love you, Sam. You are everything to me. Please don't leave me."

I hate him. I want to hate him! I want to hate him as much as I hate those assholes for knowing about this! And yet, I can't. I love this goofy tiger too much. Why? I shouldn't, after what he has done. I shouldn't love him, and yet.

Whenever I glanced his way, the warmth of his eyes serenaded me with a fiery passion. I had to look away or risk being enthralled by them. That made him chuckle as he wrapped his tail around my waist, pulling me in for a kiss.

I tried to push him away, but my arms only gave way for him. He gave me a peck on my forehead before rubbing his nose with mine as he looked at me with his tender eyes, knots formed in my stomach.

“Jack, please, just let me go," I meekly asked him.

“WHA! Sam, no! If…if I do that-!"

“I promise I won't leave, but please let me go."

Against his better judgment, he unwrapped his tail. We just sat on the bed. I looked across the room at a mirror, hoping whoever was in it knew what to do as I searched for an answer.

“Why?" was all I could muster.

“When we first met, I had gotten into an argument with my fiancee earlier in the day, and my mother was taking her side. Father told me to cool down, and I figured the gym was a good place. That's when I saw you checking me out," he chuckled slightly.

“You looked cute, thinking I didn't even notice you staring. I even gave you a little tease to make sure you enjoyed the show," my ears burned as I thought about it. He had turned his back to me before showing me his ass, even raising his tail so I could get a better view of it. I had to run out before he saw my erection.

“I thought it was cute and teased you whenever I saw you in the gym. I think I took extra time to show off for you. I couldn't remember the last time someone had taken an interest in, well, me." He rubbed the side of my face.

I felt my fluttering ears burning me as I avoided his gaze. His tail wrapped around my waist once more, pulling me closer. I just leaned into him.

“I was looking for someone to take my mind off things, and you were easy," he leaned in and licked my head. “I thought we would never meet again, but when I saw you at the office a week after that encounter, I thought it had to be a sign. Something I couldn't pass up on. Sam, I'm sorry if I put you in an uncomfortable position, but do understand I do love you.“

“Why would you love someone like me?"

From all perspectives, I bring nothing. He has the money, the looks, and the body. In contrast, I'm a weak, scrawny hyena without a penny to his name. Nothing about me is worth loving or being with.

“Because you light up my world. The night we slept together, you held onto me and begged me not to go. No one, not even my fiancée, wanted me to stay after sex. It felt nice to cuddle after sex. And when we started hanging out after work, I realized how happy I was with you. It didn't seem like a task or obligation to someone. You were somebody I wanted to hang out with, and I didn't want to let that go."

With his tail still wrapped around me, Jack knelt before me, laying his head on my thigh as he tenderly caressed my paw.

“Sam, you are my world. Without you, I'd be lost. If I had to choose between you and my family, I would choose you without a second thought," he said, then kissed my paw.

Is someone like me really worth such a declaration?

I wanted to say something, but the words wouldn't leave my mouth as Jack stared into my eyes. His eyes melted my resolve away. My tail enthusiastically wagging behind me.

Jack took that as a sign and eagerly got up to kiss me. As he pressed his maw into mine, I did very little to resist it. I let the tiger overtake me as his tongue entered my maw to dance with mine. The spikes on it brisk my insides, but it wasn't something I hadn't felt before.

Jack then grabbed hold of both my wrists and pinned me to the bed. As he pulled away, I saw him wipe the beads of drool from his tongue.

“Don't worry, Sam. When we're done, I'll make sure nothing hurts you ever again."

Jack began licking my neck as he pressed his paw on my chest. Then, he slowly started kissing me all over. His hot breath tickled my fur, followed by the bris tickle of his tongue. His deep growl began to stir something in me.

I must be the most pathetic man in the world for this.

When Jack's paw went through the slit of my shirt and grabbed at my chest, I suppressed the urge to yelp and instead let out a soft moan, causing Jack to purr. He then attempted to unbutton my shirt.

The tiger struggled, cursing to himself every few seconds as he fought and lost with each new button. I just looked towards the door as he tried to figure it out. As soon as I heard him roar, I snapped my gaze back in time to see him ripping my shirt apart. Buttons were flying everywhere, bits of fabric on the floor, and he stood above me, panting like a feral beast.

“I'll buy you a new one. You can wear my jacket so that no one will know," he said, shame filling his once terrifying face.

I pulled him closer, hiding my face in the scruff of his neck. I rubbed my face deep into it, wiping away the fear I might have with his fur. That's when I finally noticed his scent; he reeked of a beast who just finished working out.

“I know how much you love my scent after I get down working out. So I made sure to work up a sweat for you," he said, lifting his armpits for me to get a better smell of him. I was a bit hesitant, but he guided my head into his pit. Rubbing my face in his sweaty, rank pit.

“God, if only you could see how beautiful you look right now," those words gave me pause as I pulled back to look him in the eye.“I love you so much, Sam. Please, don't ever change," Jack licked the sweat off my nose before kissing me again.

I found it easier to let Jack take control of the whole situation as I wasn't into it. He guided my paws to his sheath. The tip of his cock was poking out and leaking with pre. Knowing what he likes, I stuck a finger into it with one paw, and the other played with his sack.

Jack leaned on me as he purred into my ear. As his cock emerged with every circular trip, I stuck even more fingers into it. I was extra careful not to cut myself with the barbs on his dick, and once it fully emerged, my paw was covered entirely in his juices. He put my paw before my face, and I licked it clean. That had gotten a nod of approval from him.

“You know how to treat me well, Sam," he whispered. “But, it's no fun with you still wearing your pants, now is it?"

Jack pushed me onto the bed, and before I could protest, he already began fidgeting with my belt. Looking at him, I could only see the white of his fangs and his amber eyes through the shadow. When he finally got my belt undone, he yanked off my pants with no hesitation. I let out a slight yelp as parts of my tail's fur were caught on the end of the latch.

“Oh! Sorry, I didn't hurt you too much, right? I'm a little impatient," he laid his head on my stomach. “Right now, I feel like I might lose you, and I don't want to waste a single second we have together."

“I promise, I'm not going anywhere, Jack," I calmly stated as I scratched behind his ear.

“I love you, Sam."

“…I love you too."

With a new sense of vigor, Jack got up off me, his smile radiating a new hope. He licked his maw as he examined my naked body. When his eyes landed on my crotch, he erupted with laughter. Out of embarrassment, I threw a pillow at him.

“Will you shut up!" I yelled.

“I'm sorry, Sam. It's just," he looked down at my nethers once more. I had completely forgotten I was wearing a tiger-stripped jock strap, which had the words 'A tiger's prize' written on them. “I just wasn't expecting this."

“Well…I remembered you saying you wanted me to wear something special the next time we hooked up." And I forgot to change out of them after I found out about your fiancée. “Are you okay?"

“Yeah…I'm…I'm fine, just a bit touched that you thought of me, that's all."

I want to hold him, but what will happen if I do?

My heart skipped a beat as I watched him take off the strap and sniff it. He let out a low growl as he tossed them aside, only to go down on his knees and lift my legs. Leaving me completely at his mercy.

“Smells like you haven't cum in weeks. Well, don't worry. I'll make sure to drain every last drop out of you tonight."

I soon felt Jack's barbed tongue on my hole. My toes curled as he went further into my ass. I bit on my paw as my moans began to escape my maw. Jack, to his credit, didn't stop; he devoured my ass as if it was his last meal. His tongue did circles inside me; he had let one leg rest on his shoulder as he used that paw to restrain my tail from whacking him in the face. With the other paw, he moved my leg to a better angle as he went further in.

I moved my paw closer to my cock; its red type was poking out with a bit of pre-leaking from it, but I stopped and instead grabbed hold of the bed sheets. As much as I enjoyed this, I still wonder if I should.

Jack pulled away, leaving my hole empty and wet. Still keeping hold of my tail, he loomed over me as I panted like a bitch in heat. My dick was fully out and pushing on my stomach, begging for someone to touch it. To touch me.

“Didn't want to cum early, huh? Well, that's fine after all," as he rose from the ground, I felt one of his fingers circling my freshly loose hole. “I did promise to empty you myself, right."

God, I hate that I still love this tiger.

“Wait," I called out before he could add another finger. “I'm fine. I prepared before coming, so you don't have to worry about it."

He looked at me, a little concerned, but before he could say anything.

“Don't worry, Jack, it's okay."

With a slight grumble, Jack lined his dick up with my hole before slowly making his way in. As painful as it was, I just wanted to get this over with.

“I knew this was a mistake. Hold on, I'll-!" and before he could pull out, I wrapped my legs around his back and pulled him to me. Slamming Jack inside me.

It took everything in me not to scream as white noise filled my ears. We just laid in the room, both catching our breaths.

“Sam," his voice was stern. “I may love you, but never do something like that again. I think you might have torn something."

My blood ran cold as he stared at me. I just gave a meek nod before turning away. Not wanting to ruin the mood any further, Jack slowly began to move his hips.

As he slowly began thrusting his hips, I could feel every inch of his dick rubbing against my insides. Reaching deeper parts of me the more he pushed. Jack was always prideful of his dick, and I don't blame him. It was as long as a water bottle and thick as a can when fully erect. It always shocked me with how much I was able to take in me. But feeling him inside of me always brought me pride. He said no one was able to take all of him before. What a pathic thing to be proud of.

His grunts got louder, more rapid, and bestial with every thrust. He'd growl when pulling and huffing with each thrust in. And with each thrust in, more and more of him went inside me. We've done it so much that I can tell he was only halfway through.

Jack licked the inside of my leg before giving it a little nib as he stared at me. His warm, bright eyes felt so cold, and I yearned for something to keep my mind off them. I stretched out my arms to him; he only smirked before dropping my leg and leaning in to kiss me. His tongue danced around my mouth once more, but this time, mine danced with him. I want this to be a night to remember for both of us.

He didn't stop thrusting. Instead, he sped up the tempo as he pulled me in closer. I wrapped my legs around his waist, and his tail wrapped around one of my legs. His grunts in my mouth only stopped when he released my maw for a quick gasp of air.

“I'm close, Sam," he said mid-thrust. “Get! Ready to! Receive the first of many. AH~!"

And with that, he let out a roar as he slammed his body into mine, putting his entire dick in me with one final push; with assistance, he clamped down on the side of my neck as I felt his cock pulsating in me. My insides were being filled with ropes of his cum as we lay there waiting for it to be over.

When he was finally done, he let out a slight chuckle.

“Sorry, Sam. I forgot about you," he moved one of his paws to my dick and played with my knot, “but don't worry, I won't make the same mistake twice."

Without any warning, Jack flipped me onto my stomach with him still inside me. I could feel bits of his cum sloshing around. Some were dripping out, while others were going further into me. Before I could say anything, Jack's tail had wrapped itself around my cock, getting me to buckle immediately.

“Let me show you a new trick I learned," as Jack began jerking me off with his tail.

It felt as if someone had wrapped my dick in a fur coat and began stocking it. I felt like a bitch who lost his mind as my tongue lulled out. It didn't take long before I came all over the bed sheets.

“Is that it? Sam, I thought we worked on this; that was barely a minute. “ His disappointment brought out a strained whimper. I'm so pathetic. He leaned down and kissed my neck. “Oh, Sam, I'm not mad. I told you I love you too much to be mad at you."

I tried to move, but his tail started back up again, working my very sensitive cock. I almost fell, but Jack's tight arm caught me before I even touched the bed.

“Oh, Sam, didn't I tell you? We're not done till I get every last drop out of you. And lucky for you. I still have a few more in me."

And with that, Jack pulled out till just the tip was inside me before slamming his way back in. He kept repeating this till I moaned out of pleasure when he heard that. He picked up his pace like a wild beast who wanted to fill me with his seed. As the tiger licked my neck, marking where he planned to bite next, I felt his tail working its way to my knot.

“Jack wai-," I tried to call out, but he shoved his fingers into my mouth. They were coated in a sticky substance, and I greedily licked them clean.

“You like the taste of your cum, huh? Wish I had known that earlier. We could have had more fun," he chuckled in my ear as he picked up speed.

He thrust deeper within me while his tail sped up its pace. I felt my knot getting repeatedly fucked by his tail, causing me to cum once more. I could only make a gargling sound as Jack refused to take his fingers out.

“God, you're so beautiful," was the last thing he said before biting my neck and giving one final thrust into me. Flooding my already filled hole with more cum. I could hear it falling onto the bed as Jack paused to catch his breath.

Before I even had time to recover, Jack pulled me off the bed, holding me up as he fucked me mid-air.

“Jack, I- I don't think I can cum again," I pleaded to him.

“We don't know till we see, Sam," was all he said as he walked us to a mirror in the room. “Look how beautiful you are getting fucked by me."

My stomach and chest were covered in cum as well as Jack's tail. Every time Jack thrust into me, cum would just pour out as his dick tried to find a spot that was still dry to mark its new territory within me.

I looked at the two in the mirror, seeing the hyena enjoying himself as the tiger looked repulsed. Did you also have regrets about this?

With one final tug of his tail, I thrust my hips in the air, only for nothing to come out. That didn't stop his tail from jacking me off, and I was too tired to protest any further. Jack, however, kept going with no sign of stopping. He put both my legs together as he thrust further into me.

I could feel his barbs rubbing against my lining as more cum spilled out. I had long lost the war on getting him to stop, so instead, I tilled my head far enough to kiss him on the cheek.

With one mighty roar, Jack refrained from biting my neck and bit his lower lip as he came for a third time in me. It felt as if I was being bloated by Jack's cum as I watched even more of it seep out. When Jack pulled back, a torrent of cum came gushing out of me.

“I love you, Sam," was all he could muster.

“Same."

Jack slowly cleaned me up. It took him a while to get all the cum out of me. As he dug further in the more I struggled as my ass was still sore.

“Would you like it if I bathed you? It'd be easier to get you clean, seeing as I did quite the number on you," he said as he rubbed my back.

“No, I'm just too tired. Can we please just sleep?"

“Goodnight, Sam," Jack said as he kissed me on the cheek.

I don't say anything as I close my eyes to rest. Jack lay beside them. He mumbled something, but I was too tired to care.

After a while, I heard him snoring, and I took that as my cue to leave. I slowly made my way out of the bed, making sure not to wake him as I grabbed hold of my pants. Putting them on, I saw the tattered remains of my shirt lying on the floor. Not wanting anything to do with it, I grabbed his jacket. It smelt just like him.

As I approached the door, I took one final look back to the bed. A faint whimper could be heard, but I decided to leave. After all, this was just a mistake between two fools.

“Goodbye, Jack."