Possibilities

by Aiden

22 Dec 2018 1745 readers Score 9.3 (53 votes) PDF Mobi ePub Txt


Hey y'all, I hope y'all are ready for Christmas, it's fast approaching. Anyway, here is a story about the first encounter with Kyle alone. I hope you enjoy it! Thank you for your reactions to the last chapter, the comments and emails are appreciated and I have enjoyed them. As always, feel free to let me know what you liked or disliked *hopefully there isn't much of the disliked). Your comments are always welcomed and wanted.

Thanks y'all and Merry Christmas, Blessed Yule and Happy Holidays for the others that I am not familiar with. AIden


Living with Kyle turned out to be an interesting adventure. He was doing a good job of holding up his end of our deal, making sure he kept his messes cleaned in the common areas, living room, kitchen and the hall bathroom. There hadn't been any strange things through the first week however, the that was about to change.

Sunday came around and it was time to take my daughter back to her mother's house. We loaded up in my truck and headed out for the short drive. About thirty minutes later I was walking back through the front door. Walking in, I was in the living room. About center of the room to the right is a hall that goes to the bathroom and both of my kid's bedrooms. Straight ahead is the door to the bonus room which Kyle was currently inhabiting. To my left was one of two doorways into the kitchen, at the opposite side of a couch lined wall was a second entrance for the kitchen. As I was headed towards the couch to sit and watch some TV before I had to leave for work Kyle, butt ass naked opened the door and streaked into the kitchen. I watched as his flaccid cock and balls moved with each step until he disappeared into the kitchen.

He had a pretty nice body. He wasn't muscular, but his young body was still showing it's youth, flowing long blonde hair, a firm chest, tight balls: he was pretty easy on my eyes. I could feel some arousal starting to stir as he vanished behind the wall. In that moment, I was happy I had a gay roommate. Then he reappeared through the same doorway he had disappeared through a few moments later and holy shit, why didn't I notice the long blue fluffy tail swinging from his round ass?

“What the hell is that?” I asked in a moment of confusion.

“It's my tail.” he answered as if it was a part of his body from birth as he twisted around like a runway model would if she was trying to balloon her dress.

“What is it attached to?” I continued my inquiry watching him spin and not seeing a belt or string  around his waist keeping it secured to his body. I did notice his cock was hardening though, and that got mine rising to the occasion as well.

And just as non-nonchalantly as his first answer, he replied “A butt plug.” as he moved towards me as if he wanted me to get a closer inspect his new addition. He stopped directly in front of me, turned his back towards me, pushed his smooth ass out towards me and began to wiggle it causing the fluffy blue tail to wag.

Laughing, I choked out a “Nice.” and smacked his left butt cheek. He took that as his sign that I had thoroughly inspected his backside.

As he spun back around, his cock was standing at full attention in perfect alignment with my face making my mouth water a little bit. I guess he noticed my looking at his smooth cut shaft because like his tail, he started wagging it in my face. Thinking about the first time I met him, and remembering the comments about benefits, I reached my arms out and put them on each of his ass cheeks and pulled him closer to me.

Running my tongue up his shaft from the top of his balls to his pretty reddish mushroom and back down I looked up at his face to find a slight smile growing. I also felt my own package growing really restrained in my blue jeans. That wasn't my current focus, so I put that thought away in some corner in my mind and gripped the base of his shaft and went back for more. I licked around the edge of his cock head and moved across the top to the small slit and fluttered my tongue in and out causing him to release a few small sighs.

Pulling back a little, licking and parting my lips, I wrapped them around the tip of his head and rolled my tongue around him inside my mouth getting my first tasting of the salty bit of precum that was starting to sneak out of the slit I was just teasing. I opened my mouth to create a little space between my lips and his skin and proceeded to impale myself with his cock until I felt it hit that back of my throat and closed down on him again pulling back up to his tip leaving my saliva along his shaft to create that slick wetness and began to bob my head from top to bottom, from consuming his manhood to exposing it to the cool contrasting air while pulling him towards me until my face pressed against his pelvic bone and pushing him away until I felt my lips hit that soft retaining edge of his cock head and, repeating the movements.

I could hear his soft sighs leaving his lips over the slurping sounds coming from my own lips as I continued to consume him. His cock was hard as steel and smooth skinned in my mouth. It wasn't a huge cock, but it filled my mouth nicely hitting the back of my throat just as my face buried into his blonde curly pubic hair. I could nestle my face deep into them and not feel strangled by his meat as I paused for a few seconds with my lips clamped tightly around the base of his shaft while I fondled his cum vein with my pierced tongue. Then I pulled back up him and continued to bob until he withdrew himself from my mouth.

Pushing that same coffee table out of his way to make a little more room for himself, he knelt down in front of my and moved his head forward until his lips met mine and we locked into our first kiss. His tongue was long, longer than mine and he invaded my mouth exploring much of it for several minutes while his hands explored the rise in the crotch of my jeans. Again, he fumbled with my belt as I broke the kiss to help him on his mission to release my now raging erection. The cool air and the freedom felt amazing on my seven inch hard on. I lifted my ass off the couch to give him room to wiggle my pants down to my knees.

Kyle reached down and took my left foot in his hand and lifted it as he guided my pant leg down my calf and over my foot taking my sock off in the same motion. He slid his hand up the inside up my naked leg and up my naked thigh. When he reached my cock, he stopped and cradled my sack in one of his hands and gripped my cock in his other hand. He stroked my shaft a few times while rolling my balls in the palm of his other hand, then released them both to continue his journey down the inside of my right thigh until he got to my one panted leg. He repeated the removal of that leg in the same fashion as the other one and tossed my jeans off to the side. His eyes moved to mine and with a smile he moved in to take my cock head into his mouth. In the same motion, I felt his lips touch me, he buried his face against my trimmed pubes taking all of me in his mouth with a light gag and came back up.

I threw my head back against the couch as chills raced across my body and moaned in approval. With my fingers locked in his long hair, he moved his head up and down as his lips easily glided across my skin. I kept my head laid back against the couch for several seconds, maybe a minute just feeling him slide up and down on my cock. Opening my eyes, I looked down at this man on his knees in front of me. Studying Kyle's body as he worked me over, a piece of that blue tail hanging out of his ass caught my eye . Watching it for a time, I caught myself wondering what it felt like to have a butt plug inside me, but my focus was quickly drawn back to my cock and the movements on it.

“What's it feel like?” I asked curiously as Kyle stopped his motion.

“It feels great. I love having your cock in my mouth.” he said smiling up at me hungrily. “You're bigger than Mike!” he continued as he continued to suck.

"No...well, that's good to know too, but what does if feel like to have that thing inside you?” I asked. “I've never had one in me.” I went on.

With the question being asked, Kyle stood up and walked towards his room as I watched the tail sway with his steps. He came back out thirty seconds later. “Stand up, and lay across the table.” he directed. I followed his instructions and laid my belly across the table, sticking my ass up in the air. I felt the cold lube running down my ass crack to my own pucker and down to my balls. Then I felt fingers rubbing the cool wetness down my crack until they reached my hole and the first one buried inside me. Feeling the invasion, I took a deep breath and hummed a yes. Spinning his index finger around inside my ass loosening it for the second finger which was soon to follow, I felt him rub across my prostate and my cock stiffen even more with each encounter they had until the second finger opened me up even wider. He continued to work my hole wider until he felt like it was wide enough and I felt him pull his fingers out.

My eyes were closed, my mind was reeling with the feel of being finger fucked until I felt something brush across my leg. A fraction of a second later I felt a pressure on my sphincter then felt something enter my channel. I groaned a little bit at the combination of the slight pain and enormous pleasure of my hole being filled and I looked over my shoulder to see Kyle standing behind me holding the end of that bushy blue tail.

“Stand up.” he commanded as I pushed myself up off of the table and to my feet, feeling the fullness of the plug and the tickle of the tail on my skin. “Walk around.”

Again, I did as I was told and I paced back and forth across the living room a few times and decided I needed to see it. Leaving the living room for my bedroom, I stepped in front of the full length mirror on my bathroom door and twisted my waist to get a look at the new addition I was wearing. It felt a lot better than it looked, and it looked better on Kyle than it did on me. I was twisting my hips around to get a look from both directions when Kyle came into my room and grasped my cock. “Do ya like it?” he asked.

“I'm not sure. It feels good inside me, but it feels weird to wear it.” I answered still looking at myself.

Stroking my cock, he told me that he liked it on me and that it looked good. Then he asked if I ever thought about being a furry.

“A furry?” I asked

“Yeah a furry.” he followed.

After telling him that I had no idea what a furry was, he went into some detail about a furry lifestyle. I learned that furries dress up like their favorite animal and have sex in costume, that there are furry conventions and that some furries spend much of their private time in costume because they identify with the spirit of their furry persona. The whole time he was explaining this to me, he was slowly stroking me and playing with my balls.

Typically, as you know I am not much into topping. However something about seeing him in that tail, knowing he was once wearing the toy that was secured inside of me and the current conversation I had to get inside him. I took his hand off of my cock and guided him to my bed were I pushed him down in the same position that I was in while laying over the table in the living room. He didn't put up any resistance as he laid down on the mattress. I ran my hand across his hole and felt that he was still pretty well lubed up and with a little spit, I pushed my cock head against his ring. He made some noises that told me he was ready and willing to accept me.

Again, I am a pretty inexperienced top, also being bisexual I didn't think about any difference between a woman's pussy and his man pussy. In fact, thinking back I didn't think about anything but filling his ass with my cock and eventually my load. The load that was now aching to explode. With one motion, I buried my cock deep inside Kyle's ass as he squealed out in a shot of pain. Quickly I pulled back out and genuinely apologized.

“No,” Kyle panted through a few pain driven grunts “put it back inside me!” He begged.

Feeling a little guilty for hurting him, I did as he wanted. However, this time I went a little slower giving him time to adjust. “You're thicker than Mike too.” he added.

Feeling a lift in my ego, I was as deep in him as our bodies would allow and I started thrusting in and out feeling his tight hole gripping my shaft as I moved. After a few strokes we started moving in sync with each other. As I was pushing in, he would back up on me and when his ass would make contact with my body he gave a little wiggle. It drove me crazy.

Just as I got into a rhythm with him, he leaned forward as I was sliding in an outward motion and my cock slipped out of him. Moving me back a little, he rolled over on the bed so he was laying on his back. He lifted his legs in the air as I moved closer and guided my peg into his now widened hole and he rested his ankles on my shoulders.

I have a tall bed, so it was nearly a perfect alignment as I dug deeper inside of his channel until I was as far as I could go once again. He reached around and grabbed my ass and ground me tighter against him and started gyrating his hips and flexing his sphincter around the base of my cock. He was moaning and moving and pulling me as far into him as possible. I stood behind him, deep inside of him and pushing against him with all I had. His breathing increased and started getting labored as he moved and I could see the sweat beading up on his smooth bare chest as he let out a long groan.

“OH MY GO-O-O-D!” he groaned “I'm gonna cum, I'm gonna cum!” the last m dragging out as I watched the first convulsion of his cock and the first stream up cum shoot out of his cum hole, over his belly and land just above his left nipple, followed immediately by more convulsions and more volleys of cum.

After the initial launch of his cum, I started fucking him deep and hard, burying myself as deep as I could with each stroke. Now, I like pussy a lot, but his tight little man hole felt so good squeezing tightly around my shaft as I fucked him. I felt myself nearing my  own badly wanted and needed orgasm as I continued to manically pound into him. He must have felt the growth of my cock as I neared the point of no return because his moans began to increase in volume.

“Cum in me. Fill me. I wanna feel you dump that load deep inside me!” he cried through the sounds of pleasure escaping his mouth between each breath he fought for.

There was no stopping that, it was now too late. With the groan of a grizzly, I shot cum deep inside his gut. My knees weakened and I felt my legs try to give out as I was still working his hole with my cock. As wobbly as my legs felt, they could have been made of rubber as he milked my cock dry with his ass. As soon as I knew I was emptied, I pulled out of Kyle's ass and collapsed on the bed next to him. We laid next too each other speechless and trying to catch our breath for several minutes until he broke the silence. “I can feel your cum dripping down my ass.” he panted. I answered with a breathless giggle and leaned up on my elbow to see his glistening up puddled in various places from his belly button up to just over his left nipple.

“Mmhmm” I hummed as I leaned over and began to lick the initial spot of cum off of his chest. It was thick and creamy white and tasted deliciously salty as I picked it up with my tongue and swallowed. I moved down his abdomen continuing to clean him up, continuing to taste the flavor of his juices. Thinking about the kiss he and Mike shared a week ago with my cum, I withheld swallowing the rest of it. Once I had most of it lapped up, I moved up and pressed my lips to his and he willingly opened his mouth to receive my cum covered tongue. I spread his cum across his tongue and we shared it for several minutes until he let me know he needed a shower and started to move up and out of my bed.

“Roll over.” he said and I did.

He ran his fingertips from my shoulder blades down the center of my back until he reached my ass. Spreading one cheek with one hand he slowly tugged on the tail that was locked in by my ass muscles. One more tug and I felt my ass spread open and release the plug and pressure that was filling me.

“Mmmm” I moaned one more time. “Yeah, I need a shower too.”

Slapping my ass one time and then dragging his finger tips from side to side across each cheek, I watch his naked body walk out of my room, tail in hand and a shiny cum streak shine as it hit the light hit his leg. I laid there a few more minutes before I forced my weakened and exhausted body to move. Struggling to my feet, I stretched my arms up in to the sky and stood up standing on my tip toes and let out one more satisfied growl as I clumsily made my way to the shower in my master bathroom and turned the water on and to hot. I turned around and faced the vanity mirror across the room, looked at my naked body and shrunken soft cock and thought to myself “Benefits!”

by Aiden

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