"Sloan Cosgrove 2, Confessions of a Middle-Aged Bear" is the sequel to "Sloan Cosgrove, Confessions of a Teenage Bear," a novel originally published online in 2001 and currently available at:
http://www.nifty.org/nifty/gay/college/sloan-cosgrove/
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"Sloan Cosgrove 2, Confessions of a Middle-Aged Bear"
by fratbear (thefratbear@yahoo.com)
Epilogue: 45
April 2024
"Can you fucking believe that we've been friends for half my life?" I sighed as I took a puff on the joint and passed it over to Gabe, my first and best friend in Los Angeles for nearly twenty-three years.
"We were just kids then," Gabe replied wistfully before inhaling deeply on the joint.
I looked up at the clear, starry sky above us, thinking about how we used to do this all the time twenty years earlier, when we spent many evenings on the rooftop of our apartment building in Hollywood, gazing at the night sky while smoking pot and shooting the shit about our lives. And, of course, occasionally blowing and fucking each other, even though Gabe had always identified as straight.
A lot of things had changed in those twenty years, though. For one thing, the marijuana we were smoking was now totally legal. Also, back then, we were getting stoned in folding lawn chairs, one of which broke while Gabe fucked me one time. Now we were relaxing in $300 wooden Adirondack chairs on the roof of my high-rise apartment building in Koreatown.
During the COVID lockdown four years earlier, I'd ordered a set of four of these chairs, some synthetic turf, and an artificial stove. Bobby and I then constructed a version of a backyard fire pit, except this one was on our roof and was probably illegal. It soon became a refuge when we got cabin fever and our balcony wasn't enough. After the lockdown ended, it just became nice place to hang out with friends.
I looked over at Gabe, admiring his massive, nearly naked hefty body. We were both clad only in our boxers, just like when we were twenty-somethings struggling to make a living in the early 2000s.
Gabe had turned 50 just a couple of months earlier, and he was coping with the idea that he was past middle age. He was still happily married to Tina, with whom he was raising a pair of adorable dogs, and his career as a comedian, actor, TV host, and podcaster was going strong, but he was still the same stoner and occasionally raucous party animal I'd met all those years ago on the day I arrived in L.A.
His shaggy dark brown hair and even shaggier beard were now streaked with white, and his smooth body had remained consistently fat but also toned from years of working out at New Life. His big belly had grown and shrunk over the years as he struggled to maintain or lose weight, but it was always one of my favorite features of his body.
As for myself, this was my 45th birthday, and I was spending this Friday night with Gabe and Bobby. Bobby had left the rooftop to go downstairs to our apartment and prepare my birthday cake. Normally, I'd be celebrating such a momentous occasion with a big birthday dinner or huge orgy, but I decided that the big celebration could wait until tomorrow night.
That was because Bobby and I were getting married in the morning in a guerilla wedding ceremony in Griffith Park. We'd invited all of our friends to show up at 10:30 in full wedding attire, and Bobby and I would exchange vows. We didn't want to have a big expensive wedding ceremony. Instead, we wanted to splurge on a blowout wedding dinner at Chef Joe's steakhouse in downtown L.A., which we were renting out on a Saturday evening.
The icing on the cake, so to speak, was that our wedding was being officiated by none other than Gabe. A couple of years earlier, Gabe had become ordained online by the American Marriage Ministries so that he could officiate the wedding of a comedian friend. When Bobby and I decided to finally get married-- over dinner a few months ago, I'd just blurted out casually, "I think we should get married"-- Gabe was the first person we told, and he demanded that we let him officiate.
"Getting old sucks," I sighed as I took another puff on the joint and passed it back to Gabe.
"Eh, it's not so bad," Gabe said as he gazed at the stars. "Especially when you have friends and a spouse to get old with." He then looked over at me with a content look on his face. "As long as we can still drink, smoke, and fuck, we're still good."
I chuckled. "Yeah, you're right."
Earlier in the evening, I'd regaled Gabe with tales of my more recent sexual experiences, many of them involving Bobby. Gabe loved hearing about my adventures, especially when they involved celebrities or athletes, like when I told him about the two hulking professional wrestlers that Bobby and I had fucked after a championship match a few months earlier.
"I mean, Tina and I still do it at least a couple of times a week," Gabe said, a note of pride in his voice.
"No shit," I said, impressed. "Even after twenty years."
"What can I say?" he replied. "She still turns me on."
I looked over at Gabe and saw a familiar tent forming in his boxers.
"Hey, remember what we did the night before your wedding?" I asked as I gestured to his growing erection.
Gabe grinned. "How could I forget?"
"You were so fucking anxious about getting married," I said. "It was so adorable."
"Are you saying you need to relieve some anxiety?" he replied with a smirk.
"Nah," I said as I stood. "Bobby and I are totally excited about getting married tomorrow." I then knelt before Gabe and pulled down his boxers to reveal his huge, nine-inch-plus cock standing straight up, stiff as a rod. "I just thought you might be nervous about performing your officiant duties."
Gabe laughed softly as I ran my hands over his round, soft belly and wrapped my fingers around his hard shaft and massaged it. I'd always loved Gabe's body, but his cock was still one of the most impressive I'd ever come across in my life. I knew that Tina had never been able to give Gabe a blowjob because of its sheer size, so he occasionally relied on me to provide him with oral pleasure. I thought his cum was one of the most delicious things in the world.
Gabe let out a soft moan as I wrapped my lips around the head of his cock and slid my mouth down his shaft. As always, I was only able to fit about two-thirds of his cock in my mouth, but he loved it when I sucked him while pumping the base of his shaft with my fist.
"Yeah, suck it," Gabe groaned as I slid his cock in and out of my hungry mouth, swirling my tongue around the veiny surface of his shaft. "Suck my cock, Sloan. Make me cum down your throat."
After all these years, Gabe was still very verbal whenever he was having his dick serviced, often saying the filthiest, most profane things about cock and cum that I'd ever heard from a straight guy. It was just another thing that I loved about him.
It already felt like his cock was throbbing and ready to blow in my mouth. I knew that I could always make Gabe cum in seconds, so I slowed down the pace of my blowjob, sucking on him for a couple of minutes before pulling my mouth off him and looking up at the blissful, appreciative look on his face. He looked back at me, wondering why I'd stopped.
"Please fuck me, Gabe," I finally asked in almost a pleading tone. "I miss it, and I want to feel your cum shooting into me again."
It'd been more than twenty years since Gabe had fucked me, ever since Gabe had met Tina, and we entered an unspoken agreement that Tina would be the only person he fucked from then on. I'd only continued giving him blowjobs because Tina was unable to, and of course Gabe eventually asked me to fuck him.
However, Gabe had broken that unspoken vow a decade earlier, when he'd fucked Will at the New Life gym on his 40th birthday, though he'd done it only because Will had just given him a handjob, and Gabe was still in the heat of sexual excitement. It had given me hope that he could be persuaded to fuck someone other than Tina again.
Gabe smiled at me with real affection, then nodded. "It's your birthday. Who am I to say no?"
I stood, and Gabe reached up, grabbed the waistband of my boxers, and yanked them down, my own rock hard erection popping up before his face. Gabe chuckled as he grabbed it and rubbed it with his fingers. I reached over to my key chain nearby and retrieved my bottle of lube, handing it to Gabe.
"Outside of porn, you're the only other cock I've seen that's almost as big as mine," he said before putting his mouth over my cock head and sucking on it for a few seconds.
Gabe then stood up and planted his lips on mine, giving me a deep, loving kiss. I enjoyed his bushy beard, even bigger and more unruly than my own, scratching my face as we kissed passionately. Our large, stiff cocks were practically rubbing against each other as we stood there.
Gabe grabbed my arms as we kissed and shifted our bodies around until I had my back to the chair where Gabe had been sitting.
"Sit down," he commanded. "I want to look at your face while I fuck you."
As Gabe lubed up his cock, I sat back in the chair, reclining as far as I could and raising my legs up so he could easily access my asshole. Gabe knelt before me and guided the head of his cock to my ass.
"You ready?" he asked.
"Oh god, Gabe," I moaned. "I've been dying to have you fuck me again for the past twenty years."
Gabe smiled, almost bashfully, then began to push his massive cock into my asshole. I let out a deep sigh of delight as he entered me, relishing the sensation of Gabe's shaft sliding deeper and deeper into my body. I'd almost forgotten the feeling.
It was obvious that he'd missed the feeling, too, from his long, drawn-out groan of pleasure to the look of sheer joy on his face as he finally pushed into me up to the hilt and paused to savor the feeling of his cock buried in the warmth of my ass.
I watched as Gabe began to thrust his hulking body, his bulky flesh rippling as he pounded his cock into my ass. I reached up and ran my hands across his torso, squeezing his thick pecs and massive biceps, and rubbing his big, quaking belly.
"Fuck yeah," Gabe grunted as he fucked me furiously but also with real love. "Your ass is so hot, Sloan. I'm gonna fill your ass with my hot cum. I'm gonna shoot it so fucking deep in your guts."
He had a big, dopey grin on his face, as if this 50-year-old bull of a man was still a dumb kid losing his virginity. I couldn't help but grin back at him, also feeling like a kid again.
"Yeah, Gabe," I whimpered as he thrust his cock into me with even more vigor. "Blast my insides with your cum."
Gabe gritted his teeth, and I knew that he was nearing his orgasm.
"Oh fuck, here it comes," he groaned. "I'm cumming!"
Gabe let out a passionate cry of ecstasy as I felt his huge cock pulsing in my ass and blasting torrents of hot fluid deep into my body.
"Oh my god," I moaned, "I can feel your sperm shooting into me."
It was true. I could feel his jizz glazing the walls of my ass as it spurted into me. I watched Gabe's huge body trembling as he came in me, his flesh rippling as he shook.
"Oh fuck, oh fuck," he grunted as his orgasm rolled through him. "I missed this so fucking much."
Not nearly as much as I missed it, I thought as I sighed from the feeling of Gabe's cum erupting into my ass. He had ejaculated so much into me that his load was already beginning to drip out of my ass.
"Fuck, I fucking needed that," I groaned.
Gabe finally leaned forward and kissed me passionately again... a deep, soulful kiss. When he pulled back, he looked deeply into my eyes.
"Happy birthday, buddy," he said, then he grabbed my stiff cock and rubbed it again. "But now you've got to fuck me."
I was always delighted when I was reminded that Gabe loved sticking things in his ass. It'd been many years since I'd had the chance to fuck him, so I definitely wasn't going to turn down this offer. But then another thought entered my mind.
"What's taking Bobby so long?" I wondered aloud. "He'd want to see this." Like most of my other bear friends, Bobby thought Gabe was one of the hottest straight guys alive, and he was always impressed and maybe just a little bit jealous that a pre-fame Gabe and I used to be regular fuckbuddies.
"I'm sure he'll be back soon," Gabe replied as he stood and held out his hand to pull me up. "Who knows, maybe he'll want to join in."
"How do you want me to fuck you?" I asked.
Gabe stood there before me, completely naked with his still hard dick dripping with cum, looking around. I noticed him curling his toes on the soft artificial turf beneath our feet.
"I also want to look at your face while you're fucking me," he finally replied as he got down on his knees and then laid down on his back on the turf. "You guys ever fuck on this?"
I laughed. "As a matter of fact, no, we haven't."
As I lubed up my erect rod, I knelt between Gabe's legs as he spread them. I then hoisted his legs to hook them over my shoulders. Despite his immense bulk, Gabe was remarkably flexible, probably due to his rugby-playing in his youth, and he rolled his body up and back with ease. It was a position that he'd fucked me in plenty of times when we were young, but never when I fucked him.
I pressed the tip of my cock against Gabe's ass, and a big grin slowly spread across his face as I slid into him.
"Yessss," he sighed as he felt his ass being filled with my meat. "Fuck me, Sloan."
As soon as I'd completely entered him, I pulled my shaft out and then plunged back into him, causing him to giggle.
"Fuck, yeah." Gabe was in heaven as I thrust into him, my body humping against his ass. "Fuck my ass. Slam it into me."
I began to fuck him so hard that his immense, round belly was jiggling like a vat of Jell-O with each thrust. He was still grinning stupidly, loving having a big cock pounding into his ass. Twenty years ago, he joked that he may not have been a hundred percent straight, and this certainly wasn't doing anything to disprove that.
Meanwhile, his own cock was still hard as a rock and bouncing against his belly, smearing it with the cum that was still leaking out of it. I knew that Gabe was capable of multiple orgasms in a short span of time, so I was already determined to make him cum again by the end of the night.
Gabe and I were grunting and groaning so loud as I fucked him that we didn't even notice that we were no longer alone on the rooftop.
"Damn," Bobby exclaimed, "I should take a video of this and sell it to TMZ."
I didn't stop humping Gabe as we looked over to see Bobby standing over us in his boxers. Bobby smirked. He'd seen me fuck other guys dozens of times, though this time was special because it was Gabe.
"Just keep going," Bobby said. "I just came up to see if you're ready to slice into the cake."
I smiled back at him. "I'm almost there."
"Oh fuck, Sloan," Gabe growled, "I want him to see you shoot your load in me."
"Oh god, Gabe," I groaned, "I'm gonna cum in your ass."
As we both grunted in unison, I saw Bobby's erection was already poking out of his boxers as he watched us.
I thrust harder, pummeling Gabe's ass as I felt my orgasm rising in me.
"Ah, fuck!" I cried out as my cock throbbed, and my load erupted into his ass.
"Fuck, yeah..." Gabe moaned as he felt my sperm splashing against his insides.
Our bodies quaked as I continue to cum inside him, until we were finally left a heaving mass, dripping with sweat.
"So..." Bobby finally said, clapping his hands together. "Ready for cake?"
Gabe and I both chuckled.
"Cake can wait," I replied. "There's something I want to do first."
"Are you sure about this?" Gabe looked visibly concerned as he and Bobby stood before me, both completely naked with their stiff cocks standing erect before them. "I mean, I know how much you like getting fucked, but this is just..." His voice trailed off as he grasped his massive cock and stroked it.
We had moved from the rooftop down to my apartment and the master bedroom, stopping to admire the cake that Bobby had baked and frosted to celebrate my birthday. Anyone happening to walk in on us would've been baffled by the sight of three very large men with huge erections standing around a powder blue cake.
We'd come downstairs because I felt we would be more comfortable doing what I was proposing in the privacy of our bedroom.
"I mean, I've been had two cocks in my ass plenty of times," I said in response to Gabe's concerns. "And I'm dying to have the two of you double-fuck me. My best friend and the guy I love most in the world."
"Aw," Bobby said as if he was embarrassed by hearing me say how much I loved him.
Gabe smiled, a look of mischief in his eyes. "Fuck, I wasn't saying no. Just wanted to make sure you're up to it." He looked over at the bed. "How exactly do you want to do this?"
I grinned. I'd already given this some thought on our way down the stairs from the rooftop. "I think since Bobby's the only one here who hasn't done any fucking tonight, we should let him do all the work." I grabbed Gabe's gigantic cock and tugged on it playfully to lead him to the bed. "I'm just going to have you lie back and relax."
Gabe's face brightened, enthused by the prospect of fucking without having to do anything but lie down in bed. The king size bed that Bobby and I shared every night creaked as Gabe lay his hulking body down it. I pulled my pillow over so that he could rest his head on it while he lazily rubbed his stiff cock.
I climbed onto the bed with him and squirted some lube onto his cock head. As it dripped down his erection, Gabe coated his shaft by pumping it with his fist. I then squatted over his body and lowered myself onto his massive cock.
"Fuck yeah," I sighed as I felt his cock pushing into my ass again.
Gabe's eyes widened, and he opened his mouth wide and moaned as he watched me sinking down the length of his immense erection. He reached out with both hands, and I took them in my hands, our fingers interlocking as I sank all the way down his cock until it was fully buried in my ass.
"Fuck, that's hot," Gabe sighed. "I might just cum right now."
"You'd better not," Bobby interjected as he climbed onto the bed, which groaned under the weight of nearly 900 pounds of bear meat. "Not until I get in there."
As Bobby lubed up his hard cock, Gabe fondled my erect dick with his fingers until it began leaking precum onto his belly. Gabe chuckled at the sight of it. Bobby moved behind me, placing a hand on my back and gently pressing on it so that I leaned forward until I was lying on top of Gabe, my cock pressed between our large bellies. We were also now face to face.
"Hi there," I said as Gabe and I both smiled at each other. I then kissed him as I felt Bobby pressing his cock against my asshole, which was already stuffed with Gabe's huge rod. "Ah!" I cried as I felt Bobby push his cock into me.
"Fuuuuck," Gabe groaned as he felt Bobby's dick sliding against his as it entered me. My expression must have been a mixture of agony and sheer pleasure, because Gabe was staring at my face in wonder. He brushed my hair caringly with his meaty hand. "Yeah, let it out," he murmured. "Show me how much you love it."
I let out a long, animalistic growl as Bobby continued to slide his erection into my ass. Once both his and Gabe's cocks were all the way in me, Bobby leaned down and whispered in my ear. "You okay?"
"Yeah," I grunted. "Fuck me, Bobby."
Bobby chuckled and slid his cock out, then shoved it back in.
"Jesus!" Gabe gasped, a big, beatific smile on his face as Bobby began thrusting in and out of my ass at a steady, rhythmic pace, their lubed shafts rubbing against each other inside my body. "Oh my god."
"Never felt anything like this before, huh?" I whispered as I stared into Gabe's eyes, which looked dazed.
"No," he replied in a husky voice. "It's fucking awesome."
I heard Bobby grunting and groaning behind me as he thrust his hips back and forth, now pounding my ass like a jackhammer. He leaned down as he humped me and whispered in my ear again. "I love you, Sloan."
"Oh fuck," I grunted in response, "I love you so fucking much, too, Bobby."
Gabe grinned at us, truly happy to see how much we were in love even after fucking for nearly thirty years. But then Gabe's eyes rolled back in his head as he was hit by a wave of pleasure.
"Fuck me," Gabe groaned. "You're gonna make me cum, Bobby. Your cock's gonna make me cum."
I felt Bobby ramp up his thrusting, as if Gabe's words were motivating him to bring them both to orgasm. Each time Bobby slammed his cock into me, it caused my stomach to rub against Gabe's, with my hard, dripping cock pressed between them. With each rhythmic thrust, my cock was getting massaged by our soft, fat bellies. I could feel the pressure building in my balls, which were getting ready to unload again.
But Gabe, always seemingly ready to cum, beat me to it. "Oh fuck," he cried out as his eyes glistened with tears. "I'm cumming again. I'm fucking cumming!"
"Yeah, Gabe," I panted, our faces millimeters apart, "fill me with your sperm. I want to feel your cum in me."
I felt his huge cock beginning to pulse in my ass even as Bobby was now fucking me furiously, and then it felt was like my ass was being flooded by Gabe's hot semen. Bobby felt it, too, his pistoning cock suddenly coated with Gabe's jizz, and it sent him over the edge.
Bobby let out a loud snarl, ramming his cock all the way into my ass. I felt his cock throbbing alongside Gabe's pulsing shaft, and my insides were flooded by another torrent of cum.
The sensation of two hard cocks pulsing in my ass as my guts were filled with sperm, plus having my own erect cock rubbing mercilessly against the belly of Gabe, one of the hottest, sexiest guys I'd ever known, was all that was needed to trigger my own orgasm.
I felt like I might lose consciousness as electricity coursed through my body, and my cock pulsed, spewing jets of hot cum across Gabe's ample belly up to his chest.
Gabe and Bobby both cried out as they felt the muscles of my ass clenching around both of their cocks, squeezing them even as they were still ejaculating into my guts.
My body continued to rub against Gabe's, smearing my load of sperm between us and turning it into an unholy, sticky mess.
As we finished shooting our loads into and onto each other, Bobby finally collapsed onto my back, leaving me sandwiched between Bobby and Gabe with their spent cocks still buried deep in my ass.
"Fuck," Gabe sighed, his hair, face, and entire body dripping with sweat. "Do you think we can still do this even after you're married?"
I smiled and planted an open-mouthed kiss on Gabe, who responded by moaning and shoving his tongue into my mouth. I felt Bobby kissing the back of my neck, and I turned my head to kiss him. He looked so exhausted that he might just doze off right then and there.
"What do you think, Bobby?" I asked. "Do you mind if we fuck Gabe again sometime?"
Bobby flashed a tired smile. "I don't mind at all," he replied, then kissed me again.
"Well, that's it, then," Gabe declared, somehow sounding both ministerial and a little bit stoned. "By the power given to me by the American Marriage Ministries and by the state of California, I now pronounce you married. You may now kiss each other."
Bobby and I stared into each other's eyes for a moment, grinned at one another, and then leaned in for probably the most passionate, lustful kiss any of the attendees had ever seen at a wedding ceremony.
"Fuck yeah!" came a boisterous holler from the crowd of about two dozen attendees. I could tell that it was my co-worker Dave, now a partner at HartBPM. He was now in his mid-thirties, married, with a young son.
As Bobby and I finished our kiss, we turned to face all of these people from my life as they applauded. There were the couples I'd seen get married over the years, like Dylan and Bruce, and Reggie and Danny. My boss Gavin was there. And Gabe's wife Tina. Will from New Life and all my gym buddies. Even Tony flew in from Texas that morning to see Bobby, his life-long best friend and business partner for nearly twenty years, get married.
We were all gathered in a picnic area in Griffith Park for our quick and dirty wedding. Neither Bobby nor I were ever big on pomp and circumstance, so getting married in an unauthorized ceremony was as on brand as you can get. We hadn't even gotten wedding rings. After all, we didn't need a piece of jewelry to demonstrate how much we loved one another.
I turned to look at Gabe, who was positively beaming as he stood there in a Hawaiian shirt and a pair of casual pants. Even though he looked like he was glowing, he also still looked exhausted from our wild night of sex.
"Congratulations, buddy," he said with a grin.
I looked back at Bobby, who just smiled and said one word. "Hug?"
Bobby and I wrapped our arms around our hefty bodies and squeezed each other in a bear hug. It was the most loved I'd ever felt in my life.