A Relaxing Game At The Motel

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Jeremy was ready for the long trip back home from college. It was his first time making the long drive, but he figured he could push himself to get there in one long driving session. As the long hours drain his mind and tire his body, the little cat decides the best idea would be to make an emergency stop at a nearby motel.


A continuous mesmerizing barrage of bright lights and high speeds, that's what Jeremy had dealt with for the past few hours. His eyelids were weighed down from exhaustion as he kept his speed on the long highway. His ebony fur, which acted as a natural camouflage in the midnight background, rustled with every attempt to shake away the fatigue that slowly ate away at his mind.

"Where the hell is that exit?" He mumbled to himself. According to his gps there was a highway exit he could take that would leave him to a nearby cheap motel. Jeremy didn't really care to stop and rest at some random motel, but he knew that it would be worse to drive while so dead tired. Emerald eyes locked onto a sign that delivered the only information the cat needed at that moment, the highway exit.

"Take the next right then continue straight for ten miles." A robotic voice chirped from the passenger side seat. With blinkers turned on, Jeremy exhaled a sigh of relief. Only a pawful of more minutes before he could finally catch some shuteye.

"You have arrived." Sang out a voice, mixed with a jingle that soothed the nerves. Jeremy smiled as he turned into the half-empty parking lot. Not the most impressive place to sleep, but at this point he was tired enough to sleep in his car if he had to.

"Hopefully they have a spare room to rent." Jeremy thought to himself. He honestly never considered what he would do if there wasn't any vacancy. Each empty part of the lot that passed by raised his hopes bit by bit. He walked into the empty main office and gave the little bell on the desk a ring. Silence, no response at all. With a roll of the eyes Jeremy went to ring the bell once more, but before his paw could make contact a low set of footsteps halted him.

Louder and louder they grew until the door behind the desk burst open. A warm, bulky, brown bear gave out a lovingly friendly smile that would melt an iceberg down into a cube. He sauntered over to the desk and sat down.

"Sorry about the wait, I was in the restroom." His powerful voice seemed to vibrate the walls, despite his obvious attempts to whisper. "My name is Andrew. How can I be of assistance tonight, Ma'am?" The bear asked.

"God dammit." Jeremy mentally kicked himself. His friends always liked to tease him by saying he could easily pass as a girl. He always hated when they would say that, but he hated it even more when a stranger would unwittingly bring it up. Jeremy cleared his throat in an attempt to deepen his voice.

"I was hoping I could rent one of your rooms for the night." He spoke out. Deception wasn't really Jeremy's strength, his was quite obviously much higher than he tried to disguise.

"One moment please." Andrew typed away at the computer. "We have three rooms available, each one is priced at one-hundred for the night." Jeremy had already pulled his debit card free while the bear was still mid speech.

"Yeah, that's fine." No longer was there any fake deep voice. Jeremy spoke in his normal soft tone while he handed the card over. Andrew swiped the card and typed away on the keyboard.

"There seems to be a problem with the transfer. Do you happen to have another way to pay?" Andrew slid the card across the table towards the shocked cat. It was then that Jeremy remembered he was going to be paid for another two days, he only had twenty dollars in his account still. He checked his wallet, only a single fifty dollar bill greeted him.

"No..." Jeremy's voice trailed off. "No I don't." He sighed out in defeat. Looks like he would either have to continue the drive, or sleep inside his uncomfortable car for the night. Jeremy slipped his card back into his wallet, then solemnly turned towards the exit.

"Well maybe we can work something out." Called out Andrew. The door which had been half opened fell shut again as Jeremy returned his attention to the front desk.

"How do you feel about poker?" Andrew asked while his signature smile lit back to life.

"So since you are only in need for fifty bucks we can keep this nice and simple." Andrew sat at the backroom table and began to shuffle a deck of cards. "We will both have fifty chips, each one worth a dollar. " Andrew dealt out both cards and chips. Tiredness still gripped Jeremy's mind, he knew he had to be in top shape if he wanted to win.

"I'll get this started." Andrew gently pushed ten of his chips into the pot. With silent consideration Jeremy studied his current hand. He really wasn't that great at poker, but he at least knew enough.

"Raise." Jeremy shoved twenty chips forward. Without hesitation the confident bear thrust another ten chips in. Both players tossed away a few cards and redrew some more.

"I call. Let's see whatcha got, little kitty." Andrew's comment caught Jeremy off guard, a small blush of embarrassment bled past the dark face fur. Jeremy tossed down his flush against Andrew's Three of a kind.

"Hell yeah!" Jeremy squealed out with joy. He was already at seventy dollars and just needed another thirty to win! At first the thought of gambling the last of his cash away petrified the cat, but maybe this wasn't such a bad idea after all.

"This was a horrible idea!" Jeremy shrieked into the endless void of his mind. His last ten chips were yanked out of the middle of the table and into the bear's arms. It all started so well, and yet round after round slowly bled him dry of every last drop.

"Aww, looks like the kitty cat ran out of chips." Andrew teased with a mockful sorrow.

"But I'm feeling pretty generous tonight, so I will give you the opportunity to get fifty more."

Those words twirled into Jeremy's ears as they twitched with apprehension. What was this guy's plan? Andrew did not wait for a response. Instead, without delay, he pulled out another fresh pile of fifty chips. With how fast he had brought forth that pile of chips, Jeremy knew that this was planned from the very beginning.

"All you have to do for this extra life is strip." With a brutal bluntness Andrew revealed what he was really after this entire time. Mouth wide open with shock, Jeremy could not mutter a single response to the perverted request.

"Don't look so shocked now, little girl. You have quite the irresistible body so why not flaunt it." Andrew chuckled as he observed the flustered cat hunt the words to respond with.

"Nobody is going to force you to do anything, just think about it. All it takes to get back into the game is to show off that birthday suit of yours to someone you'll never see again."

Jeremy was already down fifty dollars at this point, and it was true that he would most likely never see this old pervert again. The chair squeaked out as the cat boy stood up. He wasted no time as he ripped his shirt off his chest and tossed it to the side. Shoes and socks were slid out of, and the pants were not far behind. With a want to get this over with as quickly as possible, he hooked his thumbs into the wait of his boxers.

"Another twenty-five if you turn around and do it slowly." Andrew spoke out just in time to interrupt the cat's act of self-humiliation. Jeremy complied with the request and turned around. Andrew drank in intoxicating view, those paws worked the red pair of boxers slowly off. Prison of fabric was stripped away as those plump furry cheeks bounced with new freedom.

Once those pair of boxers dropped to the floor Andrew was fully able to admire the delectable pair of orbs that dangled below that soft pillowy tush. Andrew used every second he could to analyze that full moon that was presented to him, a soft whimper of disappointment escaped when it was finally turned away.

"There you got what you wanted, you pervert." Jeremy huffed out and sat back down. At least his private area was hidden from view while in his chair. He wasted not a single minute as he grabbed his next poker hand and put twenty-five of his new chips into the pot. All he had to do was win this one hand and he could leave. He would finally be able to get some sleep and put this stupid game behind him.

"Oh you bet I did, my little kitten." With a wink Andrew put forth his end of the bet. Both players revealed their hands. "Son of a bitch... Another. Fucking. Lost. ROUND!" Jeremy trembled with endless fury. Already back down to just fifty chips. Again.

It was an endless back and forth between the two. Despite the uncomfortable chilly air that whispered around his nude body, Jeremy had managed to get into the groove of things. He had moments where his total dipped down to ten chips, and he had moments where he made it all the way up to ninety. Now after an hour and a half he stood right in the middle once more at fifty.

"I wonder just how much you are willing to risk." Andrew wondered out loud. He pressed fifty chips into the middle. It didn't take a genius to know what Andrew had hinted at. If Jeremy played this round it would be over one way or the other. Either he would win the last fifty he needed, or lose it. Andrew sat back in his chair and studied the serious cat's face.

"All in." Jeremy relented. He looked at his cards, a full house. It was not the best hand but at this point he was desperate. Once more they revealed their hands. Full house from Jeremy versus a four of a kind from Andrew. Lost again, even with the humiliation he suffered to get a second chance it was not enough.

Even though the cards showed who the rightful victor was, Andrew didn't take the chips. They remained still. Jeremy had lost and yet he knew there was more that awaited him. Emerald eyes glanced up at the bear who had started to shuffle the deck for another round. Jeremy opened his mouth but was cut off.

"One final round, should you allow it." Andrew's calm voice sent a chill down Jeremy's spine. He started to deal out the cards as if he already knew the answer. "The pot is at one-hundred. If you win, you get the room." The last of the cards were dealt and all that remained was Jeremy to decide.

"And if you win?" Jeremy nervously gulped out.

"When I win I get to claim those sweet cheeks of yours." Andrew calmly responded

This was it. Jeremy's last chance at a warm bed tonight, but he never thought in a million years it might cost his anal virginity. Was it really worth it at this point? He could just continue his roadtrip, even though he lost a few hours with this silly game. Yet as his thoughts loomed back towards the road he couldn't shake one thought. He already came this far, he didn't want to back down now.

"Fine." Jeremy's voice betrayed him as it quivered with a hint of fear. He took the cards into his paws, the fear melted in an instant. He had a straight flush already, this was his chance. His confidence soared even higher as he watched Andrew discard four of his five cards.

"Alright. Let's see it." Andrew said. Both of them tossed down their hand. Royal flush. Somehow, someway, Andrew got a royal flush.

"People always say black cats bring bad luck. Yet I seem to get all the good luck with you around!" Andrew laughed out. He stood up from his chair and approached the stunned cat.

Jeremy felt his heart pound heavily in his chest. He allowed the bear to approach him and lift him up out of his chair. Without any resistance Jeremy allowed himself to be guided to the middle of the table and bent over, his butt lifted high into the air.

"I have been waiting for this all night." Andrew said. Leisurely he pulled apart the cat's bountiful buttcheeks. Andrew felt his cock stir in his jeans, taunted by the sight of Jeremy's little pink button. Like a predator, Andrew savored every moment. He moved his face closer and planted his tongue on Jeremy's sensitive orbs.

"Gaah! What are you..." Jeremy started to say but was cut off. A trail of saliva was left behind as the tongue traced its way from the gentle backsack all the way north to the tight ring of muscle. Andrew shoved his face deeper into the warm pillow in front of him. His tongue loosened the pucker up with a twirl.

Jeremy wrapped a paw around his mouth in an attempt to stifle his moans. The deep unexpected tongue bath on his virginal star shook his body with electrical pleasure. Andrew kept up the backside stimulation until the hole was completely drenched. Jeremy was drunk with lust and fatigue that he failed to register when the tongue pulled away from his passage. He only came back to reality when a giant thick piece of meat nestled up between his cheeks.

"Just relax, trust me. It will feel amazing." Andrew said. He took his paw and brushed the back of Jeremy's head, an attempt to soothe the nervous cat. The soft rhythmic head pats did wonders to calm the nerves. Muscles relaxed as Jeremy let out an almost silent instinctual purr

Once Andrew was convinced the cat had finally relaxed he began to slowly push his cock forward. The thick tip smushed against the tight orifice in a failed attempt to pry it open. It was a long and slow process but eventually the bear's efforts paid off. All at once the cat's rosebud was speared open and the first inch of cock sank into those hungry depths.

"Fuck!" Both men yelled out. One out of pleasure and the other out of pain. Jeremy clenched his paws. He did his best to relax his anus but he couldn't stop his own body from its attempts to push the foreign intruder out.

"Good little kitten. Just relax." Andrew cooed. He gave the kitty a moment to adjust before he pushed another painful inch forward. Jeremy sputtered nonsense with every inch that vanished up into his tight butt. Just as fast as that length pushed inside of him, it began to slide out. Andrew pulled out till all that remained was just the tip.

"How are you holding up?" Andrew asked. All he got back in response was a mixture of moans and groans. "Perfect!" Andrew punctuated his statement with a hard thrust. His hips slammed into the cat's ass as it rippled from the impact, the table scooted forward from the heavy blow.

If Jeremy's mind was a melted puddle before, now it had evaporated into a cloud of mindless lust. Every butt breaking thrust that slammed into his overstimulated prostate sent surges of pleasurable pain throughout his system. His hard kitty cock swung in time with the lusty humps, a small dribble of his milk had begun to stain the floor.

"Enjoying yourself slut?" Andrew asked. He took hold of Jeremy's cock and gave it a rough jerk. The reach around hurdled Jeremy over the edge of desire. His vision went dark and blurry as every spasm of pleasure coated the wooden floor with warm jizz.

Jeremy could feel darkness enveloped his thoughts. He had already pushed his body to the limits with his long drive. This rough butt fucking was the straw that broke the camel's back. The last thing he felt before sleep took him was a warm sensation that flooded into his sensitive bowels.

When light from the sun bled into Jeremy's tired eyes he awoke with a bit of confusion. At first he thought maybe he dreamed the entire night's events up, but a soreness from his ass told him all he needed to know. He let another man pop his anal cherry. He slowly surveyed the empty motel room before he jumped out of bed.

"Andrew must have brought me in here." He thought to himself. A small envelope sat on the counter across the room. The still naked cat shuffled over to the letter and ripped it open.

"I had a fun time last night. Maybe we can see each other again?" Jeremy's eyes scanned the message. Next to the letter was a phone number and fifty dollars, his fifty dollars to be exact. With a smile Jeremy reached for his phone and saved the number.