Fun Encounters: A New Game, and Anal Sex

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#3 of The Sexual Chronicles of Jacob


Disclaimer (Again!): It's not my fault, I swear! The Muse.... She torments me if I don't write what she wants! If she wants cubs, she gets cubs, I'm just the messenger!

Contains graphic description of sexual contact between a human boy and a young furry male. You've been warned. If it's not your thing, don't read it. Likewise, individuals considered unfit to access adult material by the powers that be are advised to go away.

Feed back welcome. :)

Fun Encounters: A New Game, and Anal Sex.

"Looking forward to Friday?" Fynn asked, referring to when we'd be leaving for summer camp, a mere two days from that point.

"I guess," I'd replied. It would be my first time, that summer, which was a summer of many 'firsts' for me.

"I think you'll like it," Said Fynn, giving me a sly look from where he sat, perched in the tree, slightly above me, "Probably have more fun than I did, my first time." He grinned.

"What do you mean?" I asked. "It's just hanging out in the mountains with a bunch of strangers. Besides, if like you said, we won't be in the same cabin, then I'll miss... You know."

Fynn laughed, "It's not like we can't hang out during the day, or get away from the others for awhile so you can suck me." He said, much more matter-of-fact about the whole thing than I was willing to be at that point. "Plus, maybe you'll be bunking with someone who wants you to do them too."

"No way." I said, without conviction, my mind already working.

"What, you wouldn't go down on another guy besides me, if they wanted you too? I bet you would..." He grinned a lecherous grin, that told me, had I known, that he knew me a lot better than I knew myself sometimes, especially regarding this new world of sex. It might also have told me that he had already had some plans for just such an encounter in mind, had I been that aware.

At the time, though, I was too busy blushing crimson, and trying not to look at him, as my mind started exploring the possibilities. "Maybe..." I allowed, hoping it wasn't the same as admitting I would probably go down on any male that wanted me too. Like he needed me to look at him to basically read my mind.

"Man, just thinking about it is giving me a stiffy!" He said, and laughed again. I looked up to see him staring at me and rubbing himself through his pants.

I was starting to think Edwards' porn videos were a bad influence on my so-recently-innocent Hyena friend. "Did you want to go over to Mr. Edwards' house?"

"Na, lets just go play some video games in your room..." Said Fynn, and he looked thoughtful, "I don't need that old perv to give me instructions for what I wanna try next."

"Okay," I said, unsure, but definitely aroused myself.

"Besides, " Said Fynn, with another grin, "Edwards needs to save his money to get you to do him..." And before I could ask him about that, Fynn had already dropped from the tree with practiced ease, and was walking towards my house. I climbed down from the tree, and started to chase after him.

Of course, by the time I made it to my house, Fynn was already up the stairs and in my room, while I stopped downstairs to check the board for notes from my parents. When I went up to my room, the Hyena was just sitting there playing a game, as if the talk in the tree hadn't happened. I was a bit puzzled (and annoyed, I admit - I had been wanting to suck him, not play more games) but joined him playing. After a moment, I asked him what he meant by Edwards wanting me to 'do' him, and he seemed not to hear.

We played in silence for a bit, until I finally broke the hush, "My mom's at a meeting this afternoon, and my dad's always home late on Wednesdays."

"Great, home alone is always fun." He grinned sidelong at me.

"What'd you want to do?" I asked, persisting in my way, but unwilling to just outright ask him for what I wanted to do.

"Careful, you're gonna get killed - We're almost to the first boss."

Not like I cared. Moments later, I was dead. Fynn was on his way to beating the first level solo.

"Aww, man..." He whined, but not seriously.

"So... What'd you want to try?" I asked, turning my attention directly to him now, as he stayed focused on the game.

"Well..." He started, sliding of the bed to stand, "... If you're so eager, you can start while I play. But you've gotta promise to do everything I ask, okay?"

"Why?" I asked, though the idea of having Fynn assert his dominance so openly definitely turned me on.

"Just for fun." The Hyena grinned. "So promise?"

Not that he had to make me promise, of course, since I'd been letting Fynn control things since that first time anyway. That time was just the first open recognition of his dominance, I guess. "Okay, " I said. "I promise."

Not taking his eyes from the screen, he said, "First, pull down my pants."

Having done this before - As mentioned, Fynn liked me to blow him while he played games - I knelt down and undid his pants, and slid them down his thighs, followed quickly by his underwear. Then normally, I would have just continued immediately with a bit of stroking, and then sucking and so on, but I remembered my promise, so just knelt there and looked up at him, waiting for further instructions.

Fynn was making faces as he made his way through a particularly tricky part of the game, then seemed to relax a bit again. "Okay, " He said finally, "Now, without using your hands at all, lick my balls until I'm hard." I giggled, and blushed, which made him giggle too. We both found the new twist on things amusing, but I was certainly game to try. Just kneeling in front of Fynn had my cock rock hard, and I figured it wouldn't take much to get him in the same state.

I sat there for a minute or so, thinking of how to approach the task, before leaning forward and bringing my face close to his crotch. I slipped my tongue out to try and lick the side of his scrotum, but quickly realized there was no way to properly lick his nuts without basically burying my face in his crotch, which was obviously what Fynn had in mind. So I did, my nose pressing against the side of his penis, as my tongue lapped up one side of his sac, and then nudging it the other way, to do the same to the other side. After the initial hesitation, I happily nuzzled my face into my Hyena friend's crotch, lapping and sucking on whatever part of his balls I could get an angle at, and once his shaft started to lift and stiffen, I nosed it up against his pubes, to slather my tongue across the slightly salty-sweaty place where it had rested against his scrotum.

"Yeah!" I dimly heard him exclaim, whether to my attentions or to some victory in the game, I wasn't sure, being too preoccupied bathing his balls with my tongue. The very fact of not using my hands seemed to make the experience that much more vibrant, my nose pressed into Fynn's groin, as my lips sucked at the loose skin of his sac that my tongue had just lapped over, it seemed like I was more aware of his arousing scent, the taste of his sweat and the tactile sensation of his skin and fur against my face.

I had just managed to suck one of Fynn's testicles into my mouth, and with my head tilted back, and his cock across my face, I looked up to see him looking down at me, a wicked grin on his face. I noticed, finally, that I couldn't hear the game anymore, and his control pad was all-but-forgotten in his hand, as he watched me. Undaunted, I finished tonguing that side, and was trying to convince the other into my mouth when he said, "Well, I'm definitely hard now." He bounced his stiff length gently against my nose for emphasis.

I took that as my cue to stop, and wiped the spittle from my face with the back of my hand as I waited for what came next. Fynn grinned down at me kneeling before him, his cock rampant and throbbing above my face. I wanted nothing more than to wrap my lips around it, like always, but figured I should wait to see what the Hyena had in mind. From the look on his face, I think he was getting into the 'having control' thing as much as I was enjoying surrendering my control to him.

Fynn backed up to my bed and sat down. "Okay, now you have to get naked."

"Me?" That was different. Normally he'd happily have me suck him off, with or without clothes. That was the first time he'd ever admitted to preferring me one way or another. "Ummm, okay." I said, and started to undress.

Fynn scooted back a bit, and leaned back on his elbow, as his other hand stroked himself as he watched. It was a quick process, since I wasn't wearing much to start with, and when I was done he just stared at me, his gaze roaming up and down my body, for several minutes. "Turn around." He told me, and I did. "Bend over a bit, and spread your legs."

I glanced over my shoulder at him, and he was looking at me very intently, stroking himself slowly as he did so. He looked very serious. "You're weird." I said, and he grinned. I felt better, and did as he asked, assuming a position that gave him a good look at my young ass, and a glimpse of my balls between my thighs.

"Jerk yourself a bit." He said. My cock was hard, as usual for me when we were naked, but I was typically content to leave it untouched until I had Fynn well on his way in my mouth. Still, I wasn't adverse to wanking off in front of him, so happily did so. "Oh yeah, that's right." He encouraged. There was a silence as he watched, and I started to wonder if I should be trying harder to actually get off while he watched. I was just playing with myself, not really trying to finish or anything. "Okay, come up here now." I heard him say, finally, and turned around.

Fynn had moved completely onto the bed, and was laying back looking up at me with his hands behind his head and his cock standing straight up. I started to crawl up over his legs to straddle his knees with the intention to suck his cock right away, but he stopped me, and motioned me up beside him. I complied.

"Now turn around, and sit across my chest." He directed.

"Huh?" I asked.

"So you can bend down and suck my cock, only from this side."

"You want me to blow you with my ass in your face?"

"Umm... Yeah, that's the idea."

"You're getting weird, even for a Hyena, now, you know that?"

"Shut up and do it, Monkey-boy. You promised, rem-"

"Okay, okay!" I straddled across his chest, facing his feet, and relished the feeling of his chest fur rubbing across my balls and ass as I sat for a moment before bending over to bring my face down to his crotch. I didn't wait to be instructed further, I just wrapped my lips around his cock and started probing under his loose foreskin with my tongue. By the contented moan, and the slight twitch of my anthro lover's hips, I assumed he was okay with that.

Things seemed pretty standard at first, once I got past the somewhat awkward feeling of having my ass in Fynn's face and his cock upside down in my mouth. It wasn't until I had worked his cock slowly down all the way, fairly oblivious to the hyena slowly prodding my legs and body into a position he wanted while I did so, that the next surprise came. I was relishing the feel of his cockhead nuzzled into the back of my throat and marveling at the smell of his saliva-soaked balls just under my nose, when I felt his tongue slip up the back of my scrotum, and across my taint. I paused, wondering if it was just a single, experimental taste, when I felt it again, Fynn's broad wet hyena-tongue slurping it's way up my rear, and actually lifting my balls gently with it's motions this time.

"Keeps sucking." I heard him say, which reminded me to pay attention to his meat in my mouth even as he licked me again. "Let me know if you want me to stop, though." I didn't reply, being too polite to talk with my mouth full. . Fynn continued to lick me, and each swipe of his warm tongue brought the wet slickness of his saliva a bit closer to my asshole, and was accompanied by his hot breath against the smooth naked skin of my ass. I shivered at the sensations as I tried to focus on pleasuring him at the same time, and noticeably trembled when he reached up to spread my cheeks and actually started to work his tongue around my puckered sphincter. I moaned around Fynn's shaft as he started to seriously rim me, the much-loved sensation of his cock between my lips coupled with the new thrill of his tongue probing at my ass brought my arousal to new heights yet again.

The experience of rimming me as I sucked him also seemed to affect my Hyena friend as well, and he started thrusting his cock up at me much sooner than I had expected. He wrapped one arm around my lower back, to pull my rear towards his muzzle, and his other hand suddenly reached down to push me further onto his cock. For the first time I felt like I was almost choking on cock, as Fynn shuddered and shook through his climax in my mouth with his tongue actually starting to push it's way into my anus as he panted and slurped between my buttocks. Then he paused for a moment, perfectly still, before his body relaxed, and he rested his head back from my now-saliva slick hole.

His hand relaxed from the back of my head, but he didn't let go until he managed to pant out, "Don't... Move." I gladly kept his cock in my mouth, and he twitched it between my lips every so often. The next thing I knew, I felt Fynn wrap his hand around my cock, between my legs, as he rubbed a finger from his other hand over my wet pucker. Then he'd take the finger aside and lick me some more, before probing once again with his finger as he worked it slowly inside. I was in ecstasy - The feel of his furry hand over my cock was divine, and the addition of his finger wiggling it's way up my bum made my young mind explode.

"You like that?" Fynn asked, and both his hands stopped.

I was loath to stop, but I took him from my mouth and responded. "It's... It feels kind of strange, but it's good too."

"You ever put anything up here-," he wiggled his finger, and I squeezed it with my sphincter, "- before?"

I moaned, and resisted the urge to thrust my ass back on his finger. "Kinda..." I answered evasively.

"I wanted to make sure you liked it." He stroked me a bit, "And I thought I should give you some pleasure back, I guess. I didn't know if it was true that you'd probably like it."

"I like sucking your cock, too." I said, as if he didn't know.

I heard him chuckle. "Well, you can suck on it some more if it helps." He started to stroke me again, as I returned his semi-softened cock to my mouth. Then he started to shallowly finger me again, and move his length between my lips with the same rhythm. I thought about Edwards' comments about Fynn fucking my bum, and wondered if this is what it would be like to suck and be fucked at the same time. I moaned, and rocked against his motions, getting quickly

lost in the sensations again. It didn't take long for my Hyena friend to work me to a rather vocal climax like that, with my groans and squeals of pleasure muffled by his cock in my mouth. By the time my endorphin-flooded body collapsed shakily on top of Fynn's, his cock was starting to get bigger again, rather than shrinking. I wondered if he wanted me to suck him off again.

"No, it's okay. I want to try something in a little while," he replied, when I asked. "If you're up for it, of course." He grinned at me, and I grinned back.

Fynn apparently hadn't really realized I'd let him do anything he wanted to yet, but less than a week after I first suspected it at Edwards house, I was sure. If Fynn wanted to fuck me, I was willing to let him.

Besides, if his finger was any indicator, I figured I'd probably enjoy it a lot.

*****

I slipped my shorts back on, and a shirt, and Fynn just trapped his erection under his jeans. We both went commando, knowing our underwear would just be in the way again later anyway. We just needed clothing in case somebody came home or came by while we were downstairs. Neither of us wanted to try to explain to my mom why we were seen wandering naked through the kitchen if we were seen by chance, or if my brother came home unexpectedly.

We grabbed a snack and a couple of cans of Coke and sat in front of the TV while we ate. My mom called to check in, and tell me she was going to a friend's for tea after her meeting. I reassured her I'd be fine, and that Fynn and I would just be hanging out as usual. She told me there was money on top the fridge to order pizza later, if she wasn't home for dinner, because dad wouldn't be home until seven at least. I told her I'd save them some, and we exchanged a 'kiss-kiss' before we hung up.

I told Fynn the news, and we exchanged grins again. Home alone until six or seven left plenty of time for Fynn to try what he had planned. Being a latchkey kid had it's advantages sometimes. Fynn and I returned to my room, and he started the game again, which went a bit better this time, since I was less distracted. In fact, I was getting quite into the game, for one, and not at all thinking about where my good anthro friend Fynn was planning to put his cock next. Fynn, however, seemed to make a few dumb mistakes later in the game, and soon I was left fighting my way through the aliens by myself.

I was so distracted by the game, that I had no idea where Fynn had the tube of lubricant liquid stashed, though I assume that's when he went to get it. I was vaguely aware of him patting my head, and then starting to rub my back as I lay belly-down, propped up on my elbows, my eyes and attention fixed on the game. I was only slightly distracted when he had me lift my hips so he could slide my shorts down my thighs, and only slightly more so when he started massaging my buttocks, but I paused it when he pulled them apart and snuffled his nose between them to give me my second rimming of the day.

I looked back at him, to see that he had stripped his pants off, and was sitting beside my legs, leaning over with his head bent down to lap at my ass. His cock was fully engorged again, but ignored as he used both hands and his tongue to prepare me. He lifted his muzzle for a moment, "Keep playing, man, you're doing awesome. Spread your legs a bit first."

"Well, I won't be if you keep licking me." I replied, but spread my legs.

Fynn climbed over to kneel between my feet. "Aww, I played with you licking my balls, why can't you play with me licking your ass? C'mon, unpause it." He bent his head back down and tongued between my legs again.

I turned back to the game, and tried not to die as my Hyena friend licked his way down, and I found myself unconsciously lifting my ass to meet him, exposing my balls to his tongue as well. He took immediate advantage, spit washing the back of my sac before working his way back up my perineum to dig at my asshole with his tongue again. I remember thinking then, for the first time, about another male actual sucking my cock, but I knew that Fynn's oral interests didn't likely run that far. My cock was rigid beneath me, and in similar situations in later years I'd be dribbling sticky fluids all over the bed, but it was all I could do to not just let myself die in the game to focus on the sensations my friend's mouth was creating.

When Fynn finally let up, however long later, I thought I had a chance, and was starting to get back into the game when the first drop of cold lubricant dripped on my ass. I paused the game and gasped as the initial drip was followed a second later by an icy dribble that formed a small pool in my ass crack, and I could feel it seeping down.

"Damn Fynn, what the hell is that? It's freezing!" I started to roll over and take a look back at him, but his firm, furry hand pressed onto my lower back stopped me.

"Sorry, Jake. Keep playing." I felt him start to collect the errant drip with a finger, and then his finger was pressing against my anal ring.

"Wha- aaaaaaaaa!" The Hyena's finger suddenly slipped right into my anus, and turned my would be query into a gasp. That was the first time (I told you there'd be a lot of them) I had anyone's finger third-knuckle deep up my ass, and the feeling was a shock as Fynn started to slowly move it in and out. My mouth snapped closed and my eyes shut, I shivered.

"Keep playing, Jake." He said again, and I opened my eyes to stare at the screen. I had completely stopped caring about the game at the moment of deeper intimacy between my ass and his fuzzy digit. Earlier had be good, but this was a whole different sensation, feeling my anthro friends entire (I assume middle) finger sliding easily in and out of my ass. Lube made a lot of difference, I had learned.

"Why would I want to play the stupid game?" I managed to ask finally.

"I dunno..." He replied, sounding thoughtful. "I like it when you're distracted." A pause, somewhere between a period and a moment, then: "It makes it seem like I'm molesting you."

That's what he said, but I don't know if I believe him, even now. He had a kinky streak, that seemed far less diverse than mine has turned out to be, but he's never expressed it that way since that one time. He's always been into the control thing, from early on, and if I ever have the urge for a nice forceful fucking of either end, he's certainly a male I'd call, but it's always seemed to be a consensual force, rather than any desire to unwillingly rape anyone or anything.

That afternoon though, I just said nothing. Instead I turned the game on, and tried to make Fynn happy by distracting myself as he fingered me. I managed to barely even grunt as he slicked up a second finger and worked it in with the first. What a sight that would have been to anyone else walking in the room, me on my belly playing Alien Assault 4 while my best friend, who just happened to be an anthropomorphic Hyena, crouched between by legs with two furry fingers buried up my ass and pumping away.

There was only a moment between his fingers being pulled out before I felt his weight on top of me, and his cock length slide along my ass crack. He slipped himself between my cheeks with a slow exaggerated humping motion as he nuzzled my neck with his nose and licked my ear before telling me, "I'm going to fuck your bum, man," in a whisper.

I shivered beneath him, and he continued, "You want my dick up there, Jake?" He nuzzled me again, "Want me to fuck you?"

I was only peripherally aware of my marine dying on screen as I nodded, controller dropping from my hand as I felt Fynn adjust himself to slide in instead of across my anus. There was pressure and a minor burning pain as his cock head pressed part way in, and then he was pulling me up with him as he rose to get a better angle. The pressure was gone for a moment, as he pulled back and readjusted his aim, then he pushed his cock against my anus again, and we grunted in unison as he hilted himself inside of me in one complete thrust.

"Ah, shit, ouch!" I exclaimed. Or something similar, at least, and Fynn froze completely.

"What- ? Oh, shit! You okay, Jake?!"

The slight burning pain had blossomed into a sharp stab of pain for an instant before settling into a throbbing burning sensation a moment later.

"I-I'm fine, it just surprised me, I think..." I blinked away the water in my eyes.

"Want me to take it out?" He asked, sounding much too concerned for a kid getting his first piece of virgin ass.

"No!" I was somewhat scared (terrified even) that it would hurt as much leaving as it did getting in.

"Okay! Want me to keep going?"

"No!" I said again. Then, "Just... Wait, okay?" The pain was lessening already as my muscles gave up on trying to squeeze shut around the intrusion. We waited, and my cock was only slightly less tumescent from the pain, while my Hyena friend's cock seemed happy where it was despite his concern. I became aware of it throbbing inside of me as the pain subsided back to the slight burning that I actually found quite pleasant. I squeezed myself around Fynn's shaft which made him moan to my delight. Though the action made my anal ring burn a bit more, it also sent a tingly thrill through me that made my cock stiffen up completely again.

I decided I liked this anal sex thing, even if the sharp pain had scared the hell out of me. I squeezed again, and Fynn grunted. He leaned against me and ran his hand down my side, and then between my thighs. He found my cock rigid and straining, and asked "Are we okay then, Jake?"

"Okay." I replied.

"Okay," He said again, and gave himself a little tug away from me, his cock sliding part way out and I squeezed around it reflexively with a gasp matched by his own. He pushed back in, and again we both made noises, the feel of his cock rubbing against my insides a thrill to us both. "Okay?" He asked, one more time, and then added, "It won't take me long."

"Drat!" I said, and giggled. "It feels awesome now."

"Really?" He asked, giving a tentative thrust, a quick out-in. I groaned again.

"Yeah," I said, "It feels great!"

And it was true. I've heard a lot of stories of how horribly painful the first time is supposed to be, and likewise I've read a lot of stories about how painless it supposedly can be, apparently with the anesthetic of 'pure love'. Neither was true for me, nor was there any distinct period of pain mystically transforming into pleasure - It hurt, and then it stopped hurting. And then it felt pretty fucking sweet, and has ever since, with few exceptions (the really bigger-than-I'm-used-to boys can be a pain). Perhaps the fact it never hurt that much or for that long has something to do with my being a natural bottom, as I've come to believe some lucky guys like me are.

Whatever the case, Fynn was happy to hear I was now enjoying his cock p my ass after the brief bout of worrisome pain. He pulled himself out about half way, then slid himself slowly back inside. Then he repeated the motion, and when he got no negative response from me, set about establishing himself a steady pace of thrusting within the depths of my body. I was thrilled with the sensations, and simply relaxed myself into the pleasure of being taken up the ass by my best friend.

Fynn eventually got his hand back around me, to reach my cock, and had started to stroke me in time with his thrusts, but not soon enough to bring me off before he finished. With a loud growling-grunt of release, the Hyena anthro buried himself as deep as he could into my ass, and I felt his cock spasm and twitch inside of me.

I thrilled at my friend's orgasm, and as he relaxed his weight into me, I took over stoking my own cock. Minutes later, I was groaning through my own climax with his cock still inside me, and the rush was enough to make me collapse under him as my body went weak and my vision blurred. We laid like that, panting and twitching, for awhile, with only the fear of getting caught, limbs entwined and stuck together with crusty lubricant, preventing us from sleep.

"We should shower," I said, "What kind of pizza do you want?"

And that was that. I knew I was no longer a virgin, by at least one significant definition.

Though I'm sure there's a million other ways to lose one's virginity, and that losing it to one's 'first love' may be more romantic and idealistically significant than losing it to my best friend while playing games, I've no regrets. In many ways Fynn was my first love, and my best friend. My first time was special enough for me, and I can imagine many a more awkward deflowering, first loves or not, involving all the additional baggage brought on by notions of romantic Hollywood love. At least in my case, neither Fynn nor I had any confusing notions about out relationship or our intentions for our first fuck. I would save that kind of bullshit emotionally damaging sex-with-strings for later, with all the overtones and implications such a coupling can have.

For that day going onto evening, I was just happy to share pizza with the guy that took me for the first time, without any guilt or regret. If only everyone's first time could end so relaxed and casually as that.