Sloan Cosgrove 2, Confessions of a Middle-Aged Bear

By Sloan Cosgrove

Published on Sep 4, 2024

Gay

"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)

Chapter 69: Parting Shots

"You gonna be okay?" Bobby asked as he gave me a hug.

"Yeah," I replied, looking down the hallway of my Dad's house, which was soon to be Cliff's house, once all the paperwork was worked out. "I'll be fine."

I looked over at Bobby's middle-aged but still youthful-looking face. He now had a thick, full beard that was still almost jet black except for a few streaks of white.

And then Tony joined us, wrapping his big strong arms around both of us. Tony had aged into big-bellied Texas redneck dad with a bald head and a bushy gray beard.

"You'll be fine as long as we're around," Tony said cheerfully.

It'd been a few days since my Dad's funeral, which was a pretty intimate affair since Dad had little family and only a handful of friends. However, it was the first time I got to see Bobby and Tony since I'd returned to Cicero, and having their shoulders to literally lean on helped me get through the day.

Now we were back at my childhood home, where Bobby and Tony had finished inspecting all the plumbing to make sure it would be in working order for Cliff when he moved in.

"So you're really giving the house away?" Bobby asked.

"Yeah," I replied as we walked back to the living room.

I looked around the room wistfully, then looked over at Bobby, who had a forlorn look on his face. I recognized it as a look of disappointment, and I realized that Bobby had probably been hoping that I'd give the house to him. I knew that even though the plumbing business he had with Tony was going strong, his life in Cicero hadn't been particularly happy. He was still living in a rented one-bedroom apartment, and he hadn't been in a serious relationship for several years.

I felt like I owed him an explanation. "Cliff was my Dad's best friend since college, and he was always there to take care of him when I wasn't here."

Bobby nodded, then embraced me in another strong bearhug. "I get it," he said. "Just like how we've been buds since high school."

I smiled at him. "Yeah, that's true, isn't it? We've been friends for over twenty-five years."

"A lot of memories in this place," Tony said as he walked to the living room sofa. "Remember what we did here the last time you were here?"

"How can I forget?" I replied as I joined him at the sofa. "But that's not even the craziest thing that's happened on here."

Tony looked at me, his eyes widening. "Crazier than me and Bobby fucking you while your dad was in the other room?"

My cock began to harden in my shorts as I thought about the night before I left Cicero to move to Los Angeles.

"How about if I told you that Cliff and my dad double-fucked me on this sofa?"

"No fucking way," Tony replied, his jaw dropping.

Bobby joined us, reacting to my admission with a stunned look on his face. He had his hand on his crotch and was subconsciously massaging his cock through the denim of his jeans.

"They both blew their loads in my ass at the same time," I continued, deciding to just let everything out in the open. I turned and pointed to Dad's recliner. "And there, Cliff gave my Dad regular blowjobs for almost twenty years."

Now both Tony and Bobby had their jaws hanging open.

"And just a few nights ago, Cliff fucked me in that chair." That was putting the cherry on top of the revelations.

"God damn," Tony declared as he unbuttoned his shorts, "I think we need to honor this space with one last fuck."

I looked at him and grinned. "I think I'd like that."

The three of us began to shed our clothes like we were still excited, horny teenage football players back in our locker room in high school.

I looked at Tony's naked, doughy, fuzzy body as he stood before me. He was a divorced father of three teenagers, one of whom was about to graduate from high school, but here he was, a chubby daddy bear with a big, red, stiff cock pointing at me, ready to invade my ass.

I then looked over at Bobby's perfect middle-aged bear body covered in dark fur. Bobby was always one of the most handsome guys I'd ever known, and there was something about the perpetually sad expression on his face that made me want to service him and make him happy.

"How do you want it?" Tony asked as I handed him a bottle of lube so that he could get his cock ready to fuck me.

"I want to be able to watch both of you while you do it," I answered as I moved to the soft armrest of the sofa and sat on it.

I then laid back so that my body rested on the sofa, and I lifted my legs into the air to expose my asshole. Tony could stand at the end of the sofa and easily fuck me. I remembered that my old roommate Gabe used to fuck me like that on the ratty sofa we had in our old apartment in Hollywood.

Tony smiled as he positioned himself at the end of the sofa, letting my legs hook over his arms as he guided the head of his cock to my asshole. I watched a blissful look spread across his face as he slid his erect shaft easily into my body. It was obvious that he hadn't had his cock in another guy's ass since the last time he'd fucked me five years earlier. He just stood there with his cock buried in me, savoring the feeling.

I looked over at Bobby, who stood next to us, masturbating his already dripping cock, profoundly aroused by the sight of Tony's naked body pressed up against mine.

"Bobby, come over here and fuck my mouth," I commanded, and Bobby stepped up to me and shoved his dripping cock head between my waiting lips.

And then both Tony and Bobby groaned as they began to thrust almost in unison, plunging their thick shafts of meat into me from both ends. I growled happily from the thought that I was pleasuring two of my oldest friends in the world simultaneously.

I looked up at Bobby's face as his cock slid in and out of my mouth. He was looking down at me with a big smile on his face, enjoying the sight of his shaft slipping past my lips in and out of my hungry mouth.

But then Bobby looked up, and I could tell that he was enjoying the view of Tony's big, chubby, naked body humping against mine as he repeatedly thrust his cock into my ass. I looked over at Tony and saw that Tony's eyes were locked on Bobby's. They had been best friends and business partners for nearly two decades, but now they were just two buddies reveling in each other's sexual ecstasy as they ravaged my ass and mouth.

All of our bodies began to glisten with sheens of sweat as we were lost in the fervor of enthusiastic fucking. We'd completely forgotten the sadness and grief of the week's events and were now bonding like we did when we were teenagers.

And then Tony wrapped a rough hand around the rock-hard shaft of my cock and began to jack me off as he fucked my ass, something he'd never done before. He was still technically a straight guy, always had been, and he'd always been a little skittish about touching another guy's dick. But here he was, pumping my long, thick cock with his fist. And he seemed to enjoy the fact that he was stimulating me, gazing down at my face and smiling as I opened my mouth and moaned with pleasure.

Bobby had obviously been eager to cum in me for ages, and after a few minutes of fucking my mouth, he began to grunt and growl. Tony and I both watched his bearish body quivering as he barreled towards his orgasm.

"Oh god, Sloan," he whimpered. "I'm gonna cum. I'm gonna shoot down your throat."

"Yeah, buddy," Tony grunted, "cum in his mouth."

Bobby whole body quaked as he let out a passionate roar, and his thrusting cock began to pulse, My mouth was suddenly flooded with rivers of his hot, thick semen that poured over my tongue and flowed down my throat. I enthusiastically gulped down his juice, so happy to have Bobby's jizz in my belly again after all these years.

"Awesome," Tony moaned, awed by the sight of his best friend's large body wracked by sheer sexual pleasure.

Bobby's body trembled as he pumped more of his cum into me, and before he'd even stopped cumming, he suddenly leaned down, his cock still in my mouth, and engulfed the head of my cock with his mouth. Tony pulled his hand away and watched in astonishment as Bobby slid at least seven inches of my cock into his mouth and began sucking furiously.

The feeling of Bobby's hot, wet mouth on my cock overwhelmed my senses, and it suddenly felt like fireworks were going off in my head. I pulled Bobby's dick, still dripping with his cum, out of my mouth and let out a cry.

Bobby moaned happily as my cock throbbed in his mouth and began to ejaculate jets of my seed, which Bobby gulped down as eagerly as I'd swallowed his load. He continued to moan as my cum warmed his belly.

And then Tony let out a passionate cry as he felt my ass muscles clamping around his thrusting cock, and he began to unload his sperm into my guts. I looked up at Tony's big, bulky body quaking as he came inside me. With his bald head and bushy, white beard, he looked like a big naked Santa in the throes of an orgasm.

I felt a warmth spreading in my insides, feeling like I was being filled up with Tony's hot cum. Tony continued to grunt and growl as he fucked his load into me.

As our orgasms subsided, we were left a sweaty mess of furry bear flesh. Bobby pulled his mouth off my cock and got down on his knees so that he could kneel over me and plant a passionate kiss on my mouth. We could taste each other's cum in our mouths as we kissed like we wanted to devour one another. We were making up for lost time.

When Bobby finally pulled away, I could see that his eyes were filled with tears. I couldn't tell whether they were tears of joy or tears of regret. Then I realized that they were the same tears that I'd seen in his eyes nearly twenty years ago, when Bobby had asked me to stay in Cicero and not move to Los Angeles.

I was suddenly hit by a moment of clarity as I finally understood why Bobby was so miserable, why he'd failed to maintain a relationship all his adult life. And then I realized something about myself, about why during my own adult life, I was never interested in a long-term relationship.

"Hey, Tony," I said, looking up at Tony's big, sweaty body still looming over me at the end of the sofa. "Can I talk you for a moment?"


"How's the plumbing business with Bobby?" I asked Tony as we stood in front of one another in Dad's old bedroom, still naked after our energetic fucking in the living room. I'd been asking Tony about his life in Cicero, his recent relationships, and even his kids. But now I wanted to discuss Bobby.

"Good," Tony replied, a bit confused that we were having a conversation in the nude about his work. "But you already know that."

"Yeah, I know," I said. "But how's Bobby? Is he happy?"

A quizzical look crossed Tony's face. "Yeah, I don't know. I mean, he's my best bud."

"Kind of like Cliff and my dad," I replied.

Tony suddenly looked sad, as if hit with an uncomfortable realization. "Yeah, he even sucks my dick every now and then. Like Cliff did with your dad. And we've even fucked a couple of times like we did when we were in high school."

"Do you think you could run the business without him?" I asked.

Tony thought a moment. "I don't know, I... I mean, I guess, yeah. We've never discussed it." He suddenly got a sad look in his eyes. "Sloan, do you think the only reason he never left Cicero is because of me and the business?"

"I don't know," I replied. "But I think we should ask him."

I walked up to Tony and grabbed his cock, massaging it with my hand until it began to stiffen again.

"What're you doing?" he whispered.

"I have a feeling that this may the last time I get to do this," I answered as I sank to my knees and slid Tony's cock into my mouth.

Even though he'd just had an earth-shaking orgasm minutes earlier, he became fully hard in my mouth again in seconds, and I sucked on his cock furiously as I slid it rapidly in and out of my mouth.

I put my hands on Tony's ass and clenched his fat, round ass cheeks with my fingers. I felt them tightening and tensing as I stimulated his cock with my mouth.

"Oh fuck, Sloan," he groaned as he clutched my hair with a strong hand. "I'm gonna miss this."

Tony humped his hips, eagerly fucking my mouth as I sucked on him with greater intensity. His breathing became labored as he pounded his cock into my mouth, and soon he was grunting like a wild boar.

"Oh fuck, fuck, fuck!" he suddenly yelled, and I was sure Bobby could hear from the living room. He was probably confused about what was happening.

Tony's cock throbbed and spewed his second load of sperm of the day into my waiting mouth. I swallowed it down as he groaned and sighed. I could feel all the energy from his body draining out of him and pouring down my throat.


When Tony and I emerged from the bedroom, Tony's exhausted body utterly soaked and dripping with sweat, we found Bobby sitting on the sofa, his still-stiff cock in his fist and a fresh load of white semen splattered across his stomach. He'd jerked off listening to the sounds of Tony's climax.

I walked up to Bobby, got down on my knees before him, and licked the white fluid off his belly. When I'd cleaned off his load, I sat back and looked into his eyes, which still looked sad and uncertain.

I thought about what to say to Bobby. But then, all I had to say were three words:

"Come with me."

Next: Chapter 70


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