Donny and Friends

By Deadpan Don

Published on Oct 5, 2023

Gay

Author's Notes:

This is a work of fiction - just a story from my addled imagination. If you are sexually active, please be safe and use protection.

This story takes place in the 1990s. While the 'when' really isn't important, you will likely notice the absence of smartphones and the internet. Such were the breaks of growing up Gen X.

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Do not repost or redistribute without my permission. Feedback is very much appreciated. Please send to deadpandon13@gmail.com.

Donny and Friends Chapter 6

Toby and Marcus honored my conditions and stayed naked all day Saturday and Sunday. They also made several phone calls trying to get hold of Cullen and Hank. Saturday was the last day of the football team's two-a-day practices, so they didn't get home until late and were exhausted. Finally Toby reached Cullen late Saturday night and filled him in on the developments and told him that his and Hank's presence had been requested.

Due to family plans neither Cullen nor Hank could get away Sunday morning, but Cullen's car came screeching into Toby's driveway at around 2:00 Sunday afternoon. They let themselves in per instructions and found the three of us lounging out back by the pool working on our all-over tans.

"Afternoon, boys," was how I greeted them as they walked out onto the patio. "Nice of you to join us today," I said in jest as I looked up from the sci-fi mag I was reading.

Hank looked a little nervous, but Cullen was flashing his patented blonde charmer's smile at me. They were both dressed in what my mom called 'church clothes' - short sleeve button down shirts, because it was still summer, and khaki slacks. Cullen was even wearing a tie he'd loosened a bit on the drive over. They'd obviously come straight from a family after-church gathering, whether it was Hank's family or Cullen's I didn't know, but either was just as likely.

"New house rule for this weekend, boys," Toby announced. "Get naked."

Cullen chuckled but immediately started disrobing, leaving his clothes in a pile by the sliding glass door. Hank hesitated, but followed suit as I watched both of them. Cullen was every bit the Adonis I knew him to be - 6 feet tall with his shaggy blond hair that he'd let grow out over the summer. His body was sculpted with round shoulders, defined pecs and abs, narrow waist, and bulging biceps. The uncircumcised cock hanging between his legs looked like it was already starting to chub up.

Hank stood just as tall as Cullen but probably had 30-40 pounds of pure muscle on the quarterback. Hank was a hulking offensive lineman and looked much older than his 16 years. His dark buzz-cut hair made him look like a marine recruit, and his body seemed to be hairless except for his pubic bush and a narrow trail running up from there to his outie belly button. He had the cutest tan lines with porcelain white skin from his waist to mid thigh. The rest of him was dark, leathery tanned skin from hours and hours working in the sun. His flaccid circumcised dick seemed tiny on his massive body but I thought it was beautiful.

Toby and I both rose from our lounge chairs, Toby handing the two boys a coke from the nearby cooler. I want to say here, and I know it might sound silly to some, but we, as a group, just didn't go in for drinking alcohol or doing drugs. Now there were times when we would bend to peer pressure and have a beer at a party or something like that, but when it was just us, we didn't do any of that shit. That's just the way we were.

I walked up to Hank and asked him how he was doing.

"Fine, Donny," he said, also accepting the offered drink from Toby and thanking him. He still looked very nervous. I glanced over at Cullen standing next to Toby a few feet away chatting quietly. Cullen's cock was definitely bigger than just a minute or two ago. I really wanted a piece of that, but I had to make sure Hank was okay first. I had learned from Toby and Marcus that Hank had taken the most convincing about this new arrangement, and he was still expressing doubts. He was probably only going along due to Cullen's influence over him.

I took him by the hand and led him over to the chaise lounge where I had been sitting. I reclined it to flat and asked him to lay on his stomach.

"Why?" he asked, with uncertainty on his face.

"Because," I said, picking up my bottle of sunscreen, "if we don't get this on that lily-white ass of yours it's gonna be burnt to a crisp in under 15 minutes!" And I slapped his ass for good measure.

Hank glanced in Cullen's direction. I didn't follow his gaze so I don't know what he saw, but he nodded and proceeded to do as I asked. I threw down a towel to kneel on beside the lounge chair and began rubbing the sunscreen into the big guy's back and shoulders.

"I'm not going to burn up there," he said quietly. His head was turned to the side facing away from me.

"I know," I replied just as quietly, but undeterred. I continued to rub the greasy sunscreen into his skin and began massaging deeper into his strong muscles. I knew he had to be sore from football practice - August two-a-days were notoriously brutal. I really dug in eliciting a soft, contented moan occasionally. When I reached his waist I felt him tense up, so I applied the sunscreen to his white ass and hips quickly and gently, then moved on to his legs.

Starting at his feet, I slowly worked up each leg, one at a time, again really digging into his sore muscles. By the time I approached his ass from the second leg he was so relaxed that he either didn't notice or didn't care anymore. I began massaging his glutes, this time just as vigorously as I had the rest of him. I let a finger stray deeper and deeper into his crack, and when I finally brushed his rosebud he moaned loudly and his ass actually pushed back against my intrusion slightly.

'Very interesting,' I thought to myself. I was going to have to explore this more 'in depth' later.

Pulling back I asked him to turn over. He hesitated, but finally did, revealing the prettiest erect 5-inch circumcised cock in the world! He kept his eyes closed and even covered his face with his arm, turning red with embarrassment. He had nothing to be embarrassed about and I was going to prove that.

I swung my leg over him and sat bare-assed on his upper thighs. My cock was standing up straight and our nut sacks were touching. I leaned forward and began massaging sunscreen into his massive chest and abs. As I leaned forward our hard cocks came into contact sending electric shocks up and down my spine. I tweaked Hank's nipples, making him moan, but he kept his eyes tightly shut. I worked my hands down his massive chest and ripped abs. Then I wrapped a hand around both our rigid cocks and began stroking them together. He let out another moan and began to take deep breaths. He brought his arms down to his sides but he did not open his eyes. I released our cocks and leaned forward laying down entirely on top of him.

I brought my mouth to his ear and whispered, "Hank, I want you inside me." Then I sat up on his abdomen, reached around, and guided his swollen cock into my ass. I had been well fucked by this point and was still quite loose. Hank wasn't as big as Marcus or Toby, so his sunscreen slathered cock slid right into my ass. I sat all the way down on it in one slow motion!

Hank's eyes shot open and he gazed at me wide-eyed. His hands came up onto my thighs as I braced myself by placing my hands on his muscled chest. I then began to rock back and forth making his cock slide in and out of me. His wide eyes remained locked with mine as his hips started rising up to meet me on each stroke. His hands wandered up my thighs and began caressing my sides. Then he wrapped his thick arms around me and pulled me forward into a kiss as his hips began bouncing up off the lounge driving his cock into me faster and faster. I grasped the sides of his head in my hands and tongue wrestled with him while he fucked me hard from beneath me. He'd already lasted way longer than either Toby or Marcus had on their first time in my ass, but he was quickly approaching his climax. Finally he cried out into my mouth loudly and assaulted my ass with one final thrust. His powerful arms pulled me even tighter against him and I had to take shallow breaths just to breath. He unloaded into my ass and just held me there for what seemed like an eternity but I let him have the time he needed. Finally, his hips lowered back to the chaise lounge and his vise grip hug relaxed as he came down from his orgasm. I raised myself back up, hands once again on his chest, and breathing heavily I gazed down at his smiling and contented face with a big grin of my own.

Suddenly I noticed a presence at my side and glanced up to see Cullen standing right beside the chaise lounge. His feet were planted widely and his engorged cock was pointed right at my face. Hank's cock was still in my ass, my cock was hard and leaking, but I hadn't cum yet. Keeping one hand on Hank's chest, I reach my other up to grasp Cullen's bobbing, uncircumcised cock and gave it a squeeze and a couple of strokes. He let out a moan as I thumbed the sensitive underside of his glans, smearing his pre-cum all around it.

Cullen gently caressed my cheek with the back of his fingers, then slid them into my wavy brown hair. He grasped my head by the hair firmly but gently, and pulled me toward his dick. I flicked out my tongue and licked the tip, tasting his salty pre-cum. A gasp left his lips. I opened my mouth and guided his huge cock inside. I kept one hand on Hank's chest and began running the other up and down Cullen's thigh as he took my head in both hands and began pushing deeper inside my mouth.

Cullen then stepped up onto the lounge straddling Hank and grasping my hair with both hands he began to face fuck me. He went deeper and deeper with each slow stroke. I fought my gag reflex as best I could as his cockhead began knocking on the entrance to my throat. My eyes were closed and I began squeezing both Cullen's ass cheeks with each hand as he fucked my mouth. I couldn't see him now, but I wondered what Hank was seeing and thinking about this. From where he lay he had a front row view of his best friend's cock sliding in and out of my mouth. I didn't have to wonder for long though as I soon felt Hank's still hard cock start to slide in and out of my ass again.

I began to ride Hank's cock as Cullen face fucked me. My mind reeled as it dawned on me that I was taking two cocks at the same time. My dick was aching and I could feel pre-cum gushing out and running down its length to wash over my balls and pool on Hank's abdomen. Cullen, the only one of the five of us not still a virgin when this weekend began, was showing some staying power and he continued to pound himself into my mouth.

Even though he'd just cum, it didn't take Hank all that long to reach a second orgasm and I heard him moan beneath me as he grabbed my hips and thrust as deeply into my ass as he could get. Then I felt his hand slide down my chest and abdomen, take hold of my cock and start to stroke. I moaned loudly around Cullen's dick as I felt my own orgasm begin to force its way to the surface.

Cullen was now thrusting rapidly into my willing mouth, banging on the entrance to my throat. He pushed in deeply one last time and I swallowed hard, then the head of his cock entered my throat and he cried out. Torrents of his cum shot directly down my throat but I wanted to taste him, so I pulled off enough so his last few jets landed on my tongue. Delicious! That pushed me over the edge too, and I exploded all over Hank.

Cullen's knees went weak and he sank down onto Hank's barrel chest eliciting an "Ooff," from the lineman, but that seemed to be the only complaint. I collapsed forward resting my head on Cullen's shoulder and wrapped my arms around the blond quarterback's narrow waist.

"Holy shit!" Toby exclaimed from where he and Marcus sat watching, and both applauded.

Cullen grasped my chin with his fingers and pulled my face up so he could look at me. We gazed into each other's eyes for a moment before he leaned forward and kissed me gently. No tongue, not yet, just a gentle loving kiss on the lips. Then he moved his mouth to my ear and whispered, "Thank you."

We climbed off Hank. I looked down at him and he had the biggest, goofiest grin on his face. "You okay, buddy?" I asked him.

"That," he said dreamily, "was the best thing ever! Jesus Fuckin' Christ!"

"Just call me 'Donny,'" I wise-cracked and we all laughed.

We all took a dip in the pool to rinse and cool off. There was some roughhousing, of course, we were teenagers and best friends after all. There was a lot of talking, about this new wrinkle in our friendship, and the amazing things we were now exploring with each other, but also about the same things we always talked about. I felt so happy. I never wanted this weekend to end!

We made sandwiches for dinner and after cleaning up, we settled into the Livingroom to watch a movie. I sat on the couch between Toby and Cullen, while Hank claimed one of the recliners, and Marcus stretched out on the rug in front of the couch with a pillow. We were all still naked.

I can't even tell you what the movie was. I think it was some kind of adventure flick which would normally have been right up my alley, but once again I could not take my eyes off my hunky friends sprawled all around me. They were just glorious, those strong muscled physiques and tanned skin. My dick was starting to twitch again.

I leaned against Toby and he put his arm around me and began absentmindedly caressing my shoulder. I felt so warm, safe, and loved that my eyes watered a little. I laid my head on Toby's shoulder and closed my eyes just enjoying his touch and his scent.

I leaned into Toby a little more and placed my hand on his chest. I caressed the tiny wisp of hair between his pecs, then let my hand trail down his rippled abdomen. With my eyes still closed, my fingers entered his pubic bush and began playing with the hairs there. When I reached the base of his cock he was hard. I wrapped my hand around it and squeezed gently. I felt more than heard a small moan reverberate in his chest.

Toby kissed the top of my head. I opened my eyes and looked up at him, that half-lidded expression of pure lust greeted me. He leaned in and kissed me, his tongue pushing into my mouth. It was my turn to moan now, as my own erection reached full mast. Toby picked something up off the side table and I smiled realizing it was a tube of KY. 'Sneaky devil,' I thought to myself as that wouldn't normally be down here. He squirted some out onto my offered palm and I proceeded to lube his cock up good. We kissed a little more, then I swung a leg over him and settled down onto his raging boner facing him.

"Ungh," I moaned as he slid into me. My asshole had been fucked so much this weekend that there wasn't really any pain, just a little uncomfortableness that I knew would dissipate quickly. I stopped when he was about halfway in, took his head in my hands and renewed our kiss, tongues wrestling, before sliding down the rest of the way onto him. I sat there for a few moments getting comfortable, one hand behind Toby's neck pressing him deeper into our kiss, and the other caressing his chest.

Once I was comfortable, I clasped both hands together behind Toby's neck and began pushing myself up and down with my legs, riding his cock. We were both grunting and moaning now pretty loudly; I don't know how the other guys were getting anything out of the movie or if they were even still watching it. Toby's endurance had really improved, but I also suppose it could have been because he'd already cum so many times that weekend, but we were just going and going and it felt sooooo good! Toby belonged in my ass, it just felt so right.

Toby had been caressing my sides as I bounced up and down on him, but then he completely surprised me. He wrapped his arms around me and literally stood up holding me impaled on his cock. I instinctively wrapped my legs around his waist and hugged him, keeping his cock where it belonged. Toby then spun around 90 degrees and laid me down on the couch. The top of my head pressed against Cullen's thigh and I relaxed my legs' death grip from around Toby's waist. Toby grasped my legs behind my knees and pushed them up and back exposing more of my ass to him. He was still in me and the angle was better for him now. I felt him going deeper at the end of his thrusts. He really started to pile-drive my ass then pulling out almost all the way then ramming back in with rapid thrusts.

Cullen began caressing the side of my face so gently as Toby fucked me. I placed my hand on his and pressed it tighter against my cheek before turning and kissing his palm. He placed his other hand on my chest, tracing the curve of my pectorals and tweaking my nipples. The top of my head began to bang against Cullen's thigh as Toby pounded away in my ass. Cullen rose from the couch and turned toward me, his hard cock bobbing in my face. I took it in my hand, stroked it a couple of times, then guided it to my lips. I heard him gasp as I kissed the tip before sliding his foreskin forward, trapping my tongue inside it with his glans. That elicited a gush of his pre-cum onto my tongue, which I relished!

Toby suddenly cried out with an, "Ungghh!" thrusting deeply and holding it as he ejaculated into my ass. After his orgasm, he more or less collapsed on top of me, nuzzling my neck for a minute before ever so gently kissing me on the cheek. This really surprised me because Cullen's cock was still in my mouth, so kissing my cheek put Toby's face right there next to Cullen's cock! Up to this point they had all been reluctant to engage in any form of intimacy with each other. Oh, they fully engaged with me, and they had no qualms fucking me in front of each other, but in that moment the only thing separating Cullen's dick from Toby's lips was my cheek wall, and the realization made my pre-cum gush! I almost came right then from just the thought of it!

The 'almost' contact was way too brief though. Toby rose, his spent cock sliding from my hole, and left the couch. Cullen then pulled out of my mouth and replaced Toby between my legs. He took a squirt of the KY and applied it to his cock. I pulled my legs up and back giving him full access to my teen ass. Cullen lined up his cock with my hole, then he looked at me with those piercing blue eyes of his, winked, and slowly pushed in.

We both moaned loudly and Cullen's face took on an expression of pure ecstasy as his quarterback cock sank deeper and deeper. "Oh, my fuckin' God!" he exclaimed. "Donny, your ass feels so good!"

There were chuckles around the room and it dawned on me that Cullen was the last of my friends to finally get in there! He withdrew and sank back in then started a slow rhythm.

"Nah, guys!" Cullen continued between thrusts and moans. "I'm serious! I've had pussy! Donny, you're so much better!"

More chuckles. We all knew Cullen had a regular girlfriend last year, Christy, who he claimed to be getting with on a regular basis before they broke up.

I couldn't see him from where I was, flat on my back on the couch beneath Cullen, but I heard Toby say with a giggle, "Hear that, Donny? You're a better piece of ass than Christy!"

Cullen laughed, moaned again, then said, "Oh, I've had more than just Christy." His eyes locked with mine again, his piercing blue globes drilling right into my soul. "Donny, buddy," he growled, "you're better than any pussy!"

With that, Cullen leaned forward and taking my head in both hands he kissed me deeply. Then, bracing his hands on the couch he pressed his forehead to mine, the sweat he was working up starting to drip onto me. He stared into my eyes as he increased his pace pounding my ass furiously. Staring back at his sweaty face with his too-blue eyes framed by his tousled blond main, I was lost. I realized at that moment if it hadn't dawned on me before, that I would do anything for these boys, my friends - for each and all of them, not just Toby. I would do anything, go anywhere - they only had to ask.

Cullen's eyes rolled back in his head at the moment he exploded inside my ass, mixing his seed with Toby's. His entire body tensed and convulsed with the best orgasm of his young 16-year-old life! He collapsed on top of me, dead weight. I thought he might have passed out for a moment, though he denied it later. Once he recovered from his mind-racking orgasm, he kissed me and slowly climbed off. Standing up shakily he said, "Next," and we all chuckled.

I was covered in sweat by this point, cum leaking out of my ass, and it dawned on me that I was the object of a literal gangbang! And I loved it! Suddenly, Hank was there between my legs, all the hesitation and reticence he exhibited earlier when he first arrived that afternoon was gone. He positioned his cock at my hole and prepared to enter me. I was well lubed by this point from leftover KY and two loads of cum so I just held my legs up and back again as he shoved all the way in. Hank's cock was the smallest of my buddies at right around five and a half inches long and not as thick either so he sank all the way in very comfortably. His body, however, was easily twice my size and weight, so sweet boy that he was, he was careful to keep his full weight off me. He pounded my ass hard, though, immediately at full speed.

As Hank pounded away in my ass, Marcus's 7-inch, dark, uncircumcised Latino cock appeared before my face. I took it in my hand and caught the leaking pre-cum with my tongue. I looked up into his beautiful face filled with desire and said, "Don't cum. I want your cum in my ass with everybody's."

He reached out and caressed my face and ran his fingers through my sweaty brown hair. "Anything you want, buddy," he whispered.

Hank cried out as he erupted into me adding his semen to Toby's and Cullen's inside my ass. I ran a hand down his sweaty chest and squeezed his cock as he pulled out of me and withdrew from the couch.

Marcus knelt on the floor beside the couch, leaned over and kissed me ever so gently. Then caressing my hair with one hand and my chest with the other, he moved his lips to my ear and whispered, "Do you mind if I get a little... rougher?"

I couldn't resist a giggle. All of this was so new and exciting! None of them had come anything close to what I would call rough so far, at least not in my limited experience. I actually thought they had all been so tender and gentle, like I was fragile or something. It was nice, but Marcus had just peaked my curiosity.

"No," I answered and bit my lower lip. "I think I might like that."

Marcus licked then bit my earlobe, hard but not too hard. "Anything you want, buddy," he whispered.

Chuckling softly, Marcus rose up from the floor and pinched one of my nipples hard, eliciting a cry from me and a gush of pre-cum from my swollen, aching cock. I had not cum yet, and in fact had been trying to hold off during all this; I didn't want to cum until the end. Marcus grabbed the KY and squirted a glob into his hand and spread it all over this 7-inch, uncut Latino cock. Then in a commanding tone he told Toby to pull my legs back and hold them. Toby rushed over, grabbed my ankles and pulled them back. Marcus lined his cock head up and tapped my hole with it.

"What do you want, Donny?" Marcus asked.

I just stared back at him, flexing my asshole. I could feel some the cum already in it dribbling out.

"What do you want me to do to you, Donny?" Marcus elaborated. "I want to hear you say it. Everyone here in this room wants to hear you say it. What do you want?"

"Fuck me," said, rather timidly I admit, as suddenly I felt a little intimidated by the machismo Marcus was emanating. I glanced up at Toby holding my ankles. The look on his smiling face was so tender and reassuring - he winked at me.

I looked back to Marcus's face and he was smiling too. He also winked at me, and with a smirk he said, "Louder, Donny. What do you want me to do to you?!"

"FUCK ME, MARCUS!" I yelled. "FUCK ME HARD!!"

"That's my boy!" the Latino teen growled as he lunged forward shoving his entire 7-inch cock all the way in. Even as well worked over as my ass was by this point, Marcus had the largest penis of my friends and he stretched me wide as he entered.

It hurt. It definitely hurt, and I cried out in pain, "Ow!! Fuck!!" I heard a gasp or two in the room.

Marcus immediately started pounding my ass, not giving me time to adjust. But honestly the pain faded fast to be replaced by immense pleasure. Marcus pounded my ass so hard it moved me across the couch until my head was banging against the armrest. After a few minutes of that, he pulled out, waved Toby's hands away, and grabbing me by the waist he flipped me off the couch onto the floor.

"Ass in the air," he commanded and I complied, raising up on my hands and knees. "No, like this," Marcus demanded and pushed my face down to the floor, then he grabbed my hips and thrust all the way in again, mashing his pubes against my ass cheeks. He slammed into me harder and harder, the 'slap, slap, slap' sound of skin against skin drowning out the TV.

TWACK! He slapped my ass. It stung, but somehow added to the pleasure and the fun.

"Do you like this, Donny?" he demanded. "Do you like my cock in your ass? Do you like all our cocks in your ass?"

"YES!!!" I screamed back at him. "I LOVE IT WHEN Y'ALL FUCK ME!! ALL OF YOU!! FUCK ME, MARCUS! FUCK ME!"

He then flipped me over onto my back again. He was manhandling me like a rag doll, and I loved it! He pushed my legs back and wide apart like I was doing the splits and rammed his cock back inside me continuing his assault.

"We all love fucking you, Donny!" Marcus said as he pounded away on my ass. "Don't we, boys?"

I heard a chorus of 'yeses' all around me and focused my vision enough to see all my boys, my best friends in the whole world, in a tight circle standing over me as Marcus ravaged my ass. They were all hard again and stroking their cocks furiously.

Marcus was going at a furious pace now and he was hitting a spot within my ass that the boys had only occasionally grazed so far. But Marcus was now hitting it on every stroke. It was sending electric shocks directly to my cock producing a river of pre-cum flowing out of my dick and pooling on my abdomen.

"And we're going to keep on fucking you, Donny," Marcus was saying, "as much as you want. As often as you want. As hard or as easy as you want. We love you, brother!"

"We love you, Donny," echoed around the circle. They all knelt around me and reached out with one hand to caress and stroke my sweaty body while they kept beating their own cocks with the other.

My vision blurred with tears of joy. I felt so loved, so safe, and so fulfilled right at that moment. I reached out my outstretched hands and found skin, I couldn't tell whose, but I reveled in the touch and feel of it. Then I felt my orgasm start deep within me. I hadn't touched my dick and nobody else had either, but whatever magic Marcus's cock was working in my ass pushed me over the edge and I exploded spewing my load all over myself. Then I heard Marcus cry out as he filled my ass with his spunk, adding it to Toby's, Cullen's, and Hank's. At the same time the boys around me began to moan and splash after splash of ejaculate began to rain down on my face and chest.

It felt like it went on for minutes but I'm sure it was only seconds. Eventually Marcus collapsed on top of me then rolled off to the side. All the other boys also collapsed to the floor all around me. There was silence except for heavy breathing for quite a while as we all recovered.

Then Toby sat up, and of course, being Toby, he asked the one question that had probably been hanging in the back of all of our minds for the last hour or so.

"Cullen," he asked, "just how many girls other than Christy HAVE you fucked?"

We all laughed.

--=TO BE CONTINUED=--

Next: Chapter 7


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