An Unexpected Side of Dean

by Jackson123

8 Aug 2020 5763 readers Score 9.2 (121 votes) PDF Mobi ePub Txt


I had known Dean for what seemed like forever; for a good chunk of my life he was always there at school, most of the time annoying the crap out of me so I was never friends with him. Sophomore year, however, he was the only other guy from my school on my club soccer team and he frequently gave me rides to practice, so I learned to endure him. Now, during junior year, we had grown pretty close and I had even gone over to his house a couple times after school. That was where we were headed now, as we stopped at the nearest liquor store to pick up a pack of beers with Dean’s older brother’s ID (they pretty much looked the same and no cashier was ever able to tell the difference.)

As I glanced over, I noticed he left his phone unlocked on the passenger's seat. Being interested and always finding an excuse to use embarrassing pictures of him, I logged into his Snapchat memories. After a little bit of searching around, I lazily started closing his tabs. Out of the corner of my eye, I saw what looked like his Photos app opened to a picture of what seemed like Dean’s naked body. When I clicked on the window, I immediately felt blood rushing to my dick as I popped a hard one through my soccer shorts. I had known for a while that I was bisexual, but I never really got around to telling Dean, as I wasn’t really ready for anyone to know. 

It wasn’t a picture but a video of him in the bathroom, massaging himself down in an erotic fashion. I quickly glanced up, relieved to see him still browsing through the refrigerated section. When the video started playing, I was entranced by his greased-up body, a little bit muscular and completely hairless save a trail of dark wisps leading down from his belly button to his bushy but nicely-trimmed mass of blond pubes. His flaccid cock was not quite in frame but it was nothing I haven’t seen before, as we had our occasional circle jerks, which was one of the things that made me realize my sexuality. His dick was a huge, uncut masterpiece, it’s girth and veins making it one of the most attractive packages I’ve ever seen, including in porn. As he continued to moan in the video, his hands continued oiling up his defined abs and the tension made the vein in his bicep pop. Finally he started to jerk his cock, which was no longer soft but now bursting with a huge boner, changing his tan organ to a deeper red.

I almost caught myself touching my pulsating cock, but quickly realized that Dean was folding his bearings back into his wallet and carrying his newly acquired rack of beers out of the store.  Nearly caught in the act, I closed out of his phone and threw it onto the seat beside me.

“Woah,” he exclaimed as I felt his eyes wander down to the outline of my hard dick through the loose fabric of my shorts. “Find a video to watch while you waited or something? I didn't think I was gone for that long.”

I dismissed the comment and laughed it off and not long after, we were pulling into his driveway.  When we got inside, he called out to the seemingly empty house, and confirming my suspicions, remarked that we were home alone.  Dean told me that he was going to hop in the shower and made sure to mention that I should take one too if I wanted.  Nodding, we decided that we would meet up in the game room when we were done.  He showed me up to his room and told me that I could use his shower.  After he stripped down and pulled a towel around his waist, he made his way down the hall into his parents room.  As I waited for the shower to heat up, I stripped down and stared at myself in his full-length mirror.  I was always a skinny kid, and puberty mixed with a lot of working out had gained me a pretty satisfactory figure, with large pecs, chiseled abs, and muscular, thick legs, making way for a pretty bubble butt-ish ass.  Suddenly, as I remembered what I had seen in the car, my 6” soft cock began to rise once more with the thought of Dean’s naked body only a couple rooms down from mine.  After some rummaging around his room, I came across the pair of black boxer briefs that he had thrown into his hamper only moments before.  As I picked them up, the sweaty fabric draped onto my hand and I opened them up, pressing the warm embrace into my face.  The underwear, worn all through a whole day of school on top of a soccer practice that afternoon, smelled delicious, the earthy smell wafting in through my nose and producing the rest of the courage needed for my cock to grow to its full 8”.  Realizing I should probably get a move on, I stuffed the boxers into my bag for later and hopped into the shower.  

When I finally threw on a pair of athletic shorts, I sauntered into the game room, shaking the last of the water out of my dark, long hair.  Dean sat there on the couch, his half-naked, moist body draped over the armrest, glistening in the last bits of daylight radiating out of the window.  We sat there playing for a little bit, accompanied by a couple of beers each.

Finally, when we got tired of that, Dean said somewhat out of the blue, “Wanna smoke?”  After a little bit of conversation, I found out that he had bought a blunt specifically for the next time he was home alone, and what better than to share it with his best friend?  When we lit it up and were both starting to feel a little bit more comfortable, he blurted out “I've been so horny all day ever since this morning when I woke up with this huge boner that just wouldn’t go away.  Mind if I put on some porn and released the tension a little bit?”

“Not at all,” I responded, secretly jubilant. “I’ll join you.”

We started watching a video and let me tell you: porn is way hotter on the big screen.  Either that or I was just really excited to see Dean naked again.  Making sure not to stare at him for too long, I affixed my eyes on the TV, where an attractive woman with huge tits sucked off some guy, who wasn’t too bad looking either.  She seemed to be pretty good at her job, too, as the guy just kept moaning louder and louder as she slobbered over his clean shaven penis.  

Apparently I wasn’t the only one noticing this because soon, Dean added “Damn, I would love someone to suck my dick right now.  I haven’t gotten any action in a long time.”

Taking a leap of faith (my horniness definitely played a contributing factor), I quickly offered “I suck your dick if you suck mine.”  Holding my breath, I quickly heard a response in the affirmative.  To my surprise, Dean let go of his bobbing cock and got up off the couch, kneeling between my bare legs.  He took my dick into his mouth and began licking the blood-red head all over, making me squirm in my seat.  For some reason, he seemed to know what he was doing and if I didn’t have all that alcohol and weed in my system, I would have come within the first 10 seconds.  After a little bit of teasing, he began working his way down my now huge shaft, the head of my cock dipping in and out of his warm throat.  Suddenly, he threw my dick out of his mouth and grasped it with his hand, beginning a vigorous up-and-down motion using his saliva as lube while simultaneously shoving my balls into his hot hole.  With a singular pop, my nuts flew out of his mouth and he raised his full body eye-level with my face.

Then, as if reading my very thoughts, Dean admitted that the only reason his brother, Jared let him use his ID as a fake was because he paid him in weekly blowjobs.  Being the college frat star that Jared was, he had received a lot of head and directed Dean the first couple of times.  From there, Dean began to incorporate his own ideas, including those that he picked up from porn.  Surprisingly, there was one more thing that Dean seemed to want to bring up.

“One time, we got so into the blowjob that Jared started to fuck me in the ass.  I was loving it until he realized what we were doing and stopped.  I’ve never been able to get that feeling out of my head; it felt so much better than anything I’ve ever done to myself or with a girl even.”  Out of nowhere, though seemingly more obvious as I look back on these events, Dean leaned in and pressed his lips up against mine, which were still hanging open in awe.  Shoving his muscular tongue down my throat, I finally began to kiss him back, pulling our naked fronts closer together and pressing our dicks flat against our stomachs.  I threw him down on the couch and straddled his rock solid body, his hands maneuvering down from my shoulders to my back and finally to my fat ass.  He began squeezing my cheeks, which felt so sensational that I found myself grinding my hips in a circular motion all over his abs.  I reached down to his dick, gave it a couple of pumps, and fondled my way past his balls and into the depths of his asshole, decorated with a ring of sparse hairs.  I stuck my trembling fingers into my mouth and after getting a little bit of lube, started to loosen him up.  As I did this, Dean began to emit a low grumble that I could feel through his chest, creating a symphony with the moans still playing through the video on TV.  Our tongues danced with each other as we both fed warm moans into the other person's mouth.  After a little bit of prodding around, I stuck my middle and ring fingers up his steamy hole and pretended I was fingering a bowling ball.  

Soon I couldn’t take it anymore.  I picked Dean up and threw him over the couch onto his stomach and began to take my tongue, now warmed up from plenty of kissing, and rim the outer layer of his bubble butt.  Gradually, I made my way inside of his asshole and as I did this, his moans intensified, broken up once and a while by deep remarks. “Fuck! Shit!” he exclaimed in his manly voice, begging for more like a little bitch.  I began pumping my tongue in and out of the ridges encircling his ass as if my tongue were a dildo.  Meanwhile, I reached down with a free hand and began pumping my own dick, which had multiple streams of precum lining the sides.  

Finally, Dean got up, kissed me for a solid couple of seconds, and led me down the hall and into his room.  When we got there, I threw him onto the bed and submissively, he got down on all fours, just waiting for my huge dick to be thrown down his hole.  I got up on my knees behind him and began thumping my hard dick against his tailbone, bombs of precum flying all over his back.  After a couple minutes of fake thrusting my dick up and down his huge, cavernous crack and with Dean begging for me to fuck him, I slowly pushed my flaming cock head into his hole, the rest of my bulging shaft following behind.  As I started to increase the frequency and velocity of my thrusts, Dean’s moans morphed into screams that the neighbors could definitely hear.  My balls, now loose and sweaty, were colliding into his semi-hard cock, which was now dangling straight down towards the bed.  My full, dark bush was slamming into Dean’s ass as sweat dripped down my body and onto the sheets.  As I squirmed under the ecstasy, I began gripping his ass cheeks and slapping them until they were red with my handprints.

“FUCK FUCK FUCK!” Dean shouted, obviously ecstatic with the euphoric feeling of my pulsating cock ramming in and out of his hot, ripe hole.  

“I don't know how much longer I can last, bro,” I yelled. “You’re so tight that it's making me cum.”  I flipped him around onto his back and to my surprise, Dean looked over my shoulder with a look of genuine astonishment on his face.  As my back was to the door, I quickly whipped my head around and saw Dean’s older brother, Jared, standing there butt naked.

As I said earlier, he looked exactly like Dean except that his dirty blonde hair was a little longer and draped down from his middle part over his ears.  In terms of his physical endowment, he was over six feet tall, his athletic build proportional to the huge dick that he had in between his legs.  Sitting under a golden bed of glowing hair was the biggest hard cock I have ever seen, beating Dean by a couple of inches.

“You didn’t think you were going to get away with using my little bitch, did you Jackson?” He asked me as he gave his dick a few tugs.  “What little bro?  I leave the house for a couple of hours and you’re fucking this new guy?” He asked more, this time directed at Dean.  “You’re going to pay for that later.  In the meantime, you better finish your friend off.”

Jared walked over to the bed, grabbed my cock and his together and shoved them into Dean’s mouth, his hand firmly gripping the back of his brother’s head. He started pumping and pumping our dicks into his mouth, his jaw as wide as it could possibly open.  The sensation of having another guy’s dick rub against mine while my best friends slobbered all over them was too much for me to handle.  Soon, I felt my heart beating faster and moan after moan involuntarily escaped my mouth.  Before I knew it I was blowing my load into Dean’s mouth, and from the look on his face, Jared seemed to be doing the same thing.

“You like that little bitch? Huh?” Jared shouted at Dean, who was nodding vigorously.  The buildup of the whole day finally unraveled for me as I shot rope after rope of my hot cum down Deans throat.  Finally, after possibly my longest orgasm ever, Jared and I pulled our stiff cocks out of his mouth and before we knew it, Jared left the room and we heard the shower turn on.  I turned my gaze back to Dean, who was still laying on the bed, and pounced on him, running my tongue all through the salty liquids in his mouth.  I fucked him two more times that day before driving home and falling asleep exhausted.  I couldn’t wait for the next time Dean and I were alone.