First time's the charm

Story by Jake_silverwing on SoFurry

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DISCLAIMER: You guys know the drill. No under aged readers allowed. And if you have a problem with Male/Male stuff then go somewhere else shoo! Like that's gonna make you go back now anyways :P. Well this is my first story so comments are welcome good and bad. Please rate my story after you're done with it to. You can comment by using Yiffstar's Comment feature, or you can e-mail me at [email protected] . Do not re-distribute this material unless you ask me first and full credit is given to the author, me. Again comments are welcome, enjoy! ^__^

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The club writhed and twisted with anticipation, trying to swallow up other furs into its crazed dancing. There were all types of fursons here tonight ranging from horses to rabbits, but one especially stood out through the crowd of dark leather and writhing bodies.


A young fox sat in a corner of the club not wanting to be stepped on or get in someone's way. He had the normal fox markings, black-furred paws and red-orange fur. Under his chin is where the orange fur turned into a creamy white and flowed down his chest and on to other areas.

Jake stared at the crowd a little nervously wondering whether or not he should get up and dance along with his friends. He looked down at what he was wearing and back out the crowd twisting and writhing Nah, don't want to get to excited...He thought to himself as he looked at his form.

He was wearing a pair of tight leather pants that clearly showed that he was well endowed for a fox. His strong legs rippled with muscles under the dark leather that clad to his lower body. His upper torso was dressed in a dark mesh shirt that showed in contrast to his white fur that lead down his neck. He always thought himself average for a fox, but the reality was that he was quiet ripped. When he was standing straight up he was about 5'9".


Jonathan yawned as he mused the crowd over, his sharp white canines shining against his grey pelt. The wolf lashed his tail back and forth trying to find someone to dance with. Jonathan stood about 6'3" and was a very big body builder it would seem, his large biceps and pectorals rippled when he moved and tensed when he spoke.

After glancing about the crowd for a bit he stood up and decided he should probably leave, no one catching his eye in particular. But when he stood something caught his eye and he turned to see what it was, it was a fox checking himself out it seemed. His eyes locked onto Jake and he started to move towards him grinning. What treasures lay hidden in the wall flower department?


Jake smelled something in the air and turned to see what caught his attention so abruptly. When he turned his jaw nearly dropped off. Approaching him was the hottest wolf he had ever seen; he found it pretty hard not to stare but had to when he realized he was being stared at by the wolf as well.

Yeah right, in your dreams Jake. He probably saw a female near you and is walking towards her He thought despite that there were any females around him at the time. His doubts were silenced when he heard a deep voice behind him belonging to the grey wolf.


Jonathan swallowed hard after he saw Jake checking him out. In truth he didn't even know if the fox was gay but he chanced it by walking over there. When Jake turned he couldn't help but feel a little disappointed, but he decided to press again.

"Excuse me" The lupine tapped Jake on the shoulder a little hesitantly. Jake turned around and his jaw nearly dropped again at the mere sight of the muscular wolf.

"Y-yes?" He stammered out doing his best not to let his eyes travel from John's face and on to lower regions.

"I couldn't help but notice that you were alone in here, and I wondered why such a hot fox like you didn't have anyone to dance with..." He looked at Jake wondering weather he was about to be punched, but when he wasn't he decided it was a good sign. "So I came over here to ask you... wanna dance?" He held out a padded paw to help the vulpine up.

"S-sure!" Jake nearly toppled out of his chair. This hunk wants to dance?...With ME? Hit thoughts circled in his head and he swallowed hard taking John's paw to stand up. "I'm not that good..." His ears turned a little red at the thought of seeing himself on the dance floor then he thought about just sitting back down.

"Neither am I" He gave Jake a wolfish grin showing a row of sharp teeth, making him shudder at the sight of them. "What's wrong?" John tilted his head at the fox he was slowly tugging into the swarm of furs.

"Oh...it's nothing. I just...don't like crowds..." He blushed under his orange-red fur shifting from foot to foot nervously. "Can we just sit down maybe? I mean...I don't even know your name..."

John stood there for a moment then headed back to the table Jake was sitting at earlier, still holding onto his paw the whole way. After noticing he was still holding Jake's paw in his he dropped it his own ears turning crimson. Jake sat down in his same chair and felt a paw drop away from his own. I forgot he was holding my paw He thought off hand for a second.

"My name's Jonathan, but just call me John everyone else does" He flashed yet another toothy smile and sat down next to Jake. "But I'd be more interested in hearing your name"

He looked shyly at the table top and back to John "My name's Jake, but I really was about to leave..."

"Oh come now" John said not sitting close enough to place a furry arm around Jake's shoulders. He coolly played with the shoulder strap of the mesh shirt on Jake sliding a thick lupine finger under once or twice to feel the soft fur beneath. "How can you dress like this and not expect to be picked up by someone?"

Jake's ears burned intensely competing with the color of his fur. After feeling the wolfs arm around him and his gentle probing of his finger under his shirt strap he stammered out "T-this is my first time in a club...I didn't kn-now what to wear"

John raised an eyebrow and looked down at the tight fitting clothes and chuckled squeezing him with his own powerful arm "Liar" He said plainly, while his paw found it's way down to Jake's tail feeling it's soft fur.

After feeling his tail being caressed he looked down and wished he hadn't worn those tight leather pants. There was an obvious bulge against the leather, and the vulpine tried his best to hide it. But John had already moved his hand gripping the bulge tightly earning a small chorus of whimpers from the smaller canid.

John wasn't too far behind as his own cock throbbed under the denim of his shorts. He moved his other hand to Jake's muzzle holding it under his chin about an inch away from his own. Jake surprised not only John but himself when he pushed forward parting his lips and opening himself up for the wolf. John jumped a little because he had expected to make the first move, still he parted his own lips sliding his tongue into the fox's mouth and tugging on Jake's own tongue into his own mouth.

Jake felt his tongue being pulled into the hot lupine's muzzle, and soon melted in his arms in the passionate kiss they were sharing. John broke the kiss feeling like they had kissed for eternity but in reality only a matter of minutes. "You...wanna go to my place?" He asked uncertainly locking eyes with the male in his arms.

"Oh...sure" He stared into Johns eyes remembering the colors as if he didn't the whole world would end. John's eyes were yellow fading to a burnished gold, while Jake's were a dark green with a pattern that looked like you were staring into a well.

"You have beautiful eyes Jake..." John said and gently nuzzled the fox's ear. Jake giggled at the nuzzling at his ear and was about to stand up when John suddenly picked him up.

"Whoa!" He shrieked grabbing onto John's shirt hoping that he didn't fall. "Geeze you're strong" He looked at the muscles rippling through the wolfs fur as he was carried out the door. Strangely it only made his lust for the wolf drive deeper, his bulge in his pants only grew larger it seemed.

"And you're pretty big for a fox" John grinned and carried him out to his car setting him down gently in the passenger seat of the convertible mustang. It was a black and silver-streaked 2006 mustang convertible and Jake gawked at it when he was set down on the leather seating.

The wolf noticed the other males gawking and he blushed a little under his fur again, stepping in and plopping down in the drivers seat, starting the car simultaneously. "Nice ride...." Jake squeaked out looking at the XM satellite radio and the car's various attachments. John only smiled a little and pulled out of the club parking lot and onto the street.

After an hour of excited driving the pair found their way to John's apartment. After stepping out of the car Jake looked up at the building and his eyes grew wide "J-john...I live in this same building!" He turned in amazement to the wolf that was right behind him, getting a muzzle-full of his shirt. He took advantage of the moment and sniffed in John's scent, warm and inviting.

"Really!?" He looked down at the fox that was sniffing him and he grinned pulling him into a bear-hug. "Then why haven't I seen you before?" He let go of Jake and looked down into his beautiful eyes again.

"Well...I don't go out much so, I probably didn't notice you before" He leaned onto John's arm his own snaking around and holding his paw in his. "When I said I never went out to a club before I wasn't lying" Despite his words he was dressed hotly and John could barely take the suspense anymore, willing himself not to have sex with him there and now.

"Well then, we can choose which room if you want? We could go to your place? Or we can go to mine?" He squeezed the vulpine's smaller paw and started walking towards the entrance.

"My place? It's kind of a mess....let's go to your apartment" He looked up as they walked in through the door way.

"All right, my place it is then" He gave Jake an evil grin and sunk his lupine muzzle onto his partner's. Jake gasped and looked around to see if anyone had seen them kissing, to his satisfaction no one was there. After a few more moments the fox broke off lashing his tail in frustration, gays weren't exactly supported in this neighborhood. And the last thing he wanted to see was his wolf and himself hurt....or worse.

"You shouldn't do that!" Jake hissed angrily then looking at the ground as they started for the stairs. "Not a lot of people like...our kind..." He trailed off trying not to sound anymore of an ass. John was startled that such anger could come from the fox holding his hand.

"I don't care. Those people can kiss my ass for all I care really. If I like a guy I'm gonna kiss'em weather they like it or not" He blinked a few times as they started climbing the stairs. He looked down to see Jake staring at the passing stairs sadly.

"I'm sorry, I shouldn't have yelled. And you're right we can kiss where ever we want" He smiled best he could up to John and squeezed his paw. "Which floor you on?" The building had three stories and he lived on the third floor.

"Second floor, you?" He looked down at his paw and suddenly moved it so it was around the fox's shoulders and back, rubbing lightly on his short red arm fur.

"Third, probably why we never saw each other" He tried to remain calm but was writhing with anticipation, wondering which room was John's. After they reached the second floor John went left with Jake in tow, they finally reached his room when John stopped in front of a door picking a chain of keys out of his pocket. He placed a silver key in the key hole and turned it.

With a satisfying 'click' they were in John's apartment. The lupine pulled Jake in letting him get a view of where he lived. The room they walked in was the living room obviously. There was a love seat against the wall and a large television set across from it against the wall across. The carpet was white and fluffy, the first thing Jake noticed because of the soft feeling on his paw-pads when he entered. To the left of them was a kitchen with an island counter separating the living room from the kitchen.

John let go of the fox's paw and sat down on the couch looking at Jake. He pointed a finger at Jake in a 'come here' motion, growling lightly. Jake went forward a little bashfully, not knowing why his ears lowered. His tail went backwards and was trying to poke up between his legs Why'd I do that?....instincts I guess, he thought to himself as he stood before the wolf sitting in front of him.

"Well sit down then my foxy" He smiled and growled a little again trying to be as dominant as he could without scaring Jake off. Luckily the fox enjoyed being dominated over. Jake sat down quickly giving into his submissive side; he still couldn't believe how fast this was moving.

"Yes sir?" He asked in a sexy submissive voice giving John note that there was no problem with being dominant. The lupine grinned and leaned close to the fox gripping his hardening cock under the leather pants. Jake whimpered in pleasure at the touch of the large wolf's paws.

John pulled Jake closer and slid his hand over the belt that held Jake's member imprisoned. "Do you want out my rather large fox?" He accented 'out' noting the throbbing flesh underneath his paw. Jake only whimpered and nodded giving him complete access to his body. With a satisfied smile John slipped off Jake's belt with a skilled lupine paw and tossed it aside. He popped the small button on his pants, loosening around his waist tantalizingly, the briefs that clad to the furry sheath underneath was soaked in pre and demanded release from its prison. After he pulled off the fox's remaining clothes he sat back in the couch looking at Jake's glorious red fur and creamy white sheath, the pink member peaking out of the top a little.

John couldn't help but be aroused by the smell of growing male musk in the room, and found himself struggling to remove his shorts as fast as he could, but Jake stopped him by placing a shaking paw on his button. John looked up wondering why Jake was shaking and he blinked a few times before the realism hit him. "It's my first time" The vulpine said his ears darkening a deeper shade of red as he said so.

John sympathetically reached out and hugged Jake close whispering in his ear. "It's ok, I won't do anything you won't want me to" He put Jake at arms length and stared into his eyes smiling softly. But this moment was short lived as the musk reached John and Jake's noses. "Now...my sexy fox. Since this is your first time I want you to undress me so you can get a full view of what another male looks like" He grinned and lay back on the couch spreading his legs for the fox to undo his shorts.

Jake obeyed and brought his paw back to the button popping it free and unzipping the zipper. When he had finally worked the shorts off John's muscular legs he looked at the sheath growing tight under John's boxers. He slid a lone paw up John's shirt and gasped at the feel of rock hard abs and pectoral muscles, under the soft grey fur. He slowly lifted the shirt off, John raising his arms so he could do so.

John sat back and watched as the fox explored his body, feeling every muscle pausing now and then to scritch under his fur. When Jake got to the lupines boxers he stopped and reached out a shaky paw, looking up to stare into John's eyes as he did so. He pulled the drawstring of his boxers down un-doing the tail clasp and feeling John's fluffy white tail. A few centimeters he could see John's cock emerging from his sheath slightly only about three inches peeking out. The blood-red cock throbbed with need after Jake had pulled off his undergarments, and Jake looked to see how big John really was.

He looked to be about 8 inches long and an inch and a half thick, making Jake swallow nervously. He had no idea his dick would be that large, not to mention the slowly growing knot at the base. Oddly enough this only made him want to be taken by the large cock even more that he knew how big it was, making him very aroused. John looked down to see the smaller fox staring in awe at his growing penis and growled seductively. "Now I want you to suck me off, take my dick in your muzzle fox"

Jake moaned and obeyed John's command and lowered his muzzle the the dark red flesh. He slowly slid his vulpine tongue out and slid it up the three inches peeking out and stopped to play with the tip of the cock, earning a little shot of pre that came to land on the already grey fur of the wolf. John moaned feeling Jake's tongue playing with the tip of his cock "Pull back my sheath now. Then take it in your mouth" he said looking down at the small amount of pre that had landed on his belly button. Jake reached with his right paw and pulled John's sheath back exposing it to the air earning a small moan from John. He lowered his head again and took John's member into his mouth slowly as not to gag on it. John grunted at the feeling of a hot warm muzzle lowering ever-so slowly onto his wolf-hood, resisting the urge to buck into Jake's mouth and muzzle-fuck him.

Jake pushed as much of the wolf's meat as he could into his mouth feeling the tips straining against the back of his throat shooting a little pre as a reward for his efforts. He only got about 5 inches in but this was enough for John it seemed, as his tongue lolled out of his muzzle and he looked down grunting a little. "Now suck" Jake whimpered around the cock and bobbed his head up and down sucking when he got to the tip and pressing it against the roof of his muzzle when he went down.

John moaned in pleasure and shot a large amount of pre into Jake's mouth, where he swirled it around with his tongue tasting the wolf before swallowing greedily. "Y-you sure you never done this before? Gods you're awesome at this. He suddenly remembered that Jake was muffled by his large cock and he lifted his head panting slightly. Jake shook his head 'no' at the question and was a little disappointed when the cock was removed from his mouth. "Now....I'll pay you back you naughty fox" John grinned and pushed Jake back the opposite way on the couch.

Jake made no resistance to the gentle pushing but raised an eyebrow, curious to know what John was going to do. "Yes sir" He meeped out and was soon lying on his back on the couch. John was position over Jake's cock now, staring down at it. Jake blushed a little because he knew he was well endowed for a fox and had it not been for John's knot he would have outsized him. Before John was Jake's creamy white sheath pulsing and throbbing underneath with his own 8 inch fox-meat.

John grinned mischievously and quickly pulled back the sheath, exposing the pink member to the air. Jake gasped at the feeling and shot a small amount of pre from the tip hitting John on the chest. "Now now foxy I don't want you to cum do you hear me?" The fox nodded slowly, but his nod was cut short by John's experienced muzzle wrapping around his cock. Jake grunted and shot a larger bit of pre into John's muzzle. He found it more difficult to hold back his load when John took the entire length into his throat wrapping his tongue around it and squeezing gently.

Jake whimpered knowing that he couldn't hold for much longer as the lupine worked him over expertly, fondling his creamy orbs feeling the heavy load and squeezing on them gently. But the sensation was son cut off when his balls started to pull up to his body, John removing his muzzle from the cock. He let out a sigh as he felt his orgasm still there but not reached yet. "Now what should we do next hmm?" John grinned evilly down at the helpless vulpine.

Jake looked down at his throbbing cock and swallowed hard before saying "Will you m-mount me sir?" He stared up at John looming over him and felt his hot muzzle pressing onto his own, swirling the taste of both their pre in each others mouths.

"All right then love. Let's move down here" He said and before Jake realized it they were both on the floor John still atop of him. "Get on all fours" Jake complied and turned around standing on all fours waiting, eyes shut and readying himself for the wolf behind him. His own cock throbbed as he thought of what was to come, shooting a smaller spurt of pre onto the fluffy carpet.

John had moved his paw to the coffee table and opened the small drawer, inside a bottle of lube lay. He picked it out and slid the drawer shut again, squeezing a little lube onto his paw-pad, then rubbing his cock over with it pausing a moment to squeeze on it gently. After lubing himself up he squeezed a smaller amount onto his finger and looked down at Jake's orange-red tail with its white tip. "Raise your tail for me" He said.

Jake raised his tail showing the tight pink ring of his tail hole. John smiled and murmured "Good boy" Before rubbing his finger over the virgin entrance. Jake jumped a little from the cool liquid being applied to his tail-hole. John smiled and began to press a paw digit into the hole rubbing the lube all around. Jake's entrance was suddenly being invaded by a paw digit and he couldn't help but moan, a little jet of pre shooting from his cock.

After slipping his paw from Jake's tail hole, he put himself in position holding his cock at the base beneath his knot. He pressed the tip of his wolf-hood to Jake's entrance and a little pre shot out lubing it even more. He was a large wolf he realized and a little worry set into him "If it hurts to much, just tell me and I'll stop. Okay?"

The fox turned his head and nodded "Okay" Then he turned back around and pushed back on the cock a little feeling the warmth of the pre on his tight virgin entrance. Jake's enthusiasm to take his cock fueled the wolf's lust even more and he slowly eased himself into Jake forcing him to open or the thick cock. Jake moaned in pleasure at the first few inches, but the pleasure was cut short by the searing pain in his ass from the thick cock penetrating his once-virgin tail hole.

After a few agonizing inches more Jake cried out in pain a few tears streaming down the sides of his muzzle "Oh god this hurts!" He clenched his eyes shut and whimpered.

"This is too much I'm pulling out" John said and started to pull the thick cock out of Jake, making it rub against his prostate at the same time making him moan and lean back despite the pain.

"I-its okay I can take it" He panted out and turned his head around nodding reassuringly to John.

"Okay, as long as you're okay" He paused before resuming pressing his cock in, Jake tightening a little now and then. John came to rest on Jake's back as the last few inches squeezed in, shooting pre in every little nook in his tight once-virgin hole. His knot which was slowly growing by the second pushed against Jake's entrance but was pulled away slowly, and the fox wondered if John was pulling out too worried for him. He was proved wrong when John pulled almost completely out and pushed back in rubbing Jake's prostate in the process.

John wrapped his arms around Jake's waist and held there for a second but his right paw found its way to Jake's cock and was slowly beating him off in time with his slow thrusts. Jake moaned in pleasure as he felt his orgasm returning slowly. Taking Jake's moan as a good sign John started to speed up pulling out and slamming in a little forcefully. He whispered "Uhhhgghh...s-sooo...tight-t" He sped up again and was soon thrusting wildly in and out of Jake's tight tail hole. Jake moaned and pressed back meeting every thrust the wolf gave him.

Soon the only sound was the sound of two furry bodies slapping into each other again and again. John's knot was about the size of his fist now, his loins began to tingle with the familiar feeling of an oncoming orgasm. He focused more on thrusting trying to force his knot into Jake's tight hole. Jake knowing what he was doing tried to loosen up for him and began pushing back a little harder.

John pulled almost all the way back and slammed back in as hard as he could pushing his knot through the entrance where it swelled larger. Jake screamed with pleasure and started to thrust into John's paw pad. John thrusted madly now with the short distance that he had, and beat the fox's cock harder and faster trying to bring Jake with him to climax. After a few seconds John threw his head back and howled to the moon as he filled Jake's ass with his hot creamy wolf cum.

Jake moaned and felt every nook and cranny being filled with warmth as John shot his second volley into his tail hole. His own cock throbbed and his seed jetted onto the floor covering it in his own brand of seed. He moaned and craned his neck back wards as John thrusted again and again emptying his balls of their load. After his fourth time cumming he panted heavily and almost collapsed on Jake's furry back. Jake moaned at the feeling of being so filled with another and he licked Johns muzzle when it came into view next to his.

John gasped for breath feeling as if he had run a marathon and looked down at Jake's ravaged tail-hole, where his cum leaked out a little even passed his knot where it plugged the fox shut. "L-lets go to my bedroom, I'm exhausted..." He panted and slowly raised himself up bring Jakes with him tugging on his tail hole. After a few minutes of careful walking they were in John's bedroom.

To tired to care about his new mate's sleeping quarters he was gently picked up and laid on his side on the bed, John laying behind him. The wolf nuzzled the fox's ear and kissed one softly, then whispered. "I love you... my mate"

Jake teared up a little "I love you to" He said weakly falling into sleeps sweet reprieve. He fell asleep feeling that he had finally found someone who loved him, and he didn't have to hide himself anymore. He knew that whatever challenges lay ahead he and John would face together. He whispered one last time in his sleep. "I love you"

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Well, there it is guys! I might make this a story series if I get enough comments, or if you guys think it sucks then I'll just let it die here and now. Anyways hope you enjoyed it there might be a few spelling mistakes to sorry! bai! ~ Jake