Sloan Cosgrove 2, Confessions of a Middle-Aged Bear

By Sloan Cosgrove

Published on Oct 14, 2023

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/

Feel free to email me at thefratbear@yahoo.com if you'd like to connect or ask a question. Please note that my old fratbear(at)excite.com email address no longer works.

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"Sloan Cosgrove 2, Confessions of a Middle-Aged Bear"

by fratbear (thefratbear@yahoo.com)

Chapter 37: The List

February 2007

Chef Joe gripped my hair and moaned loudly as I sucked lovingly on his long, fat dick, which I had been hungering for ever since I had jerked him off almost three years earlier during my 25th birthday dinner, glazing my birthday cake with a creamy load of his hot cum. This time we were in his small office in the back of the kitchen, where I could hear the hustle and bustle of the kitchen. It was peak of the dinner rush on a Saturday night at his steak house in downtown Los Angeles, after all.

"Oh fuck!" Joe cried out as I suddenly applied a little more suction to his shaft as I slid it in and out of my mouth.

I was on my knees, and I pulled my mouth off him and looked up at him standing over me. We were both fully dressed, him in his signature tee-shirt and jeans, me in business casual, dressed for a dinner date. He looked down at me quizzically with his adorable, sweaty face, which had an expression of pure pleasure.

"Aren't you afraid they'll hear us?" I asked, a little worried by the noise we were making.

"Nah," he panted in reply, "it's so loud out there."

I smiled and once again engulfed his stiff, dripping cock with my mouth, resuming my energetic blowjob. I wanted to get his load into my belly as quickly as possible, since I had someone waiting for me back at my table in the restaurant.

The small office was filled with the sounds of Joe's uncontrollable moaning and the wet, sucking sounds of my mouth on his rod. I delighted in the feeling of his veiny shaft sliding across my lips. I could tell by the increasingly loud and jagged nature of his moans that he was nearing his climax.

"Oh god, oh god," Joe groaned, "I'm gonna cum!" He gritted his teeth and let out an animal-like growl.

His thick cock pulsed in my mouth and erupted with thick jizz that flooded my mouth. As he continued to grunt and groan, his tall, pudgy body trembling, I sucked down his hot sperm, eager to swallow every last drop that spurted from his cock.

When he had finished cumming, I pulled his dick out of my mouth and tucked it back into the fly of his jeans. I stood and kissed him, some of the sweat on his face dampening my own face. I looked down at his dark blue tee-shirt, which was covered in dark patches of sweat. He looked like he'd just finished running a marathon.

"Thanks," I said, "I'm glad I got to see you again."

Joe grinned. "You want me to blow you?"

"I'd love it, but I'm actually on a date. Gotta save some for later."

He laughed. "You're a bad boy. Well, hope I didn't spoil your appetite."

We both chuckled. It was true, I hadn't come to his steak house after all these years to see him, though I had hoped he'd be there. This quick blowjob in the back office was just a surprise bonus to my night.


I guess I should start about five months earlier, when I'd learned that you could place ads for hook-ups on Craigslist, and having grown a little tired of going to sex clubs and porn theaters, where the selection of men could be hit-or-miss, I decided to try my luck with the Internet Age version of the classified ad.

My ad was pretty succinct, basically that I was a young professional bear looking to play with another bear. Smooth, hairy, it didn't matter... as long as he had some meat on his bones. Most importantly, though, I emphasized that I just enjoyed making other bears cum.

I'd actually been having some regular hook-ups from my Craigslist ad for the past few months with a wide variety of bears and chubby guys, everyone from closeted college football players like the ones I used to fuck in school to married, fifty-something daddybears like my own dad.

Then came Randy's email. It was short and to the point:

I'm a bear who loves bears, I love cuddling, and I love having someone make me cum.

5'-11", 255 lbs, red hair, 7" cut

However, it was the attached photos that really caught my attention. The first photo showed a burly, middle-aged ginger bear with a neatly trimmed beard dressed as some kind of auto mechanic. The next photo showed him posing in an auto repair show, naked from behind, showing off and meaty, furry ass. Other photos showed off his broad, muscular, fuzzy chest, big round belly, and that 7-inch dick of his. He had friendly, sleepy eyes, looking like a lazy bear who liked to have fun.

After Randy had responded to my Craigslist ad, we exchanged a few emails and photos, debating whether we should meet at his place or mine, and whether we should have a dinner date first or just get straight to fucking. We decided to get to know each other first, so I suggested meeting for dinner at Chef Joe's steak house.

I recognized Randy the moment he strolled into the restaurant, and when he smiled back at me, I knew that he recognized me, too.

"You must be Sloan," he said, leaning in for a kiss just as I raised my hand to initiate a handshake.

We both laughed at the awkwardness of situation.

"Oh my god," I said, "I never know what to do on these first dates."

Randy chuckled and gave me a quick kiss on the lips, then clenched my hand and shook it. "Nice to meet you, I'm Randy."

We had just been seated, and a waiter had taken our drink order, when I saw Chef Joe standing near the doors of the kitchen. His face brightened when he saw me.

"Sorry," I said to Randy as I started to get up, "I know we barely just met, but I want to go say hi to the chef. I haven't seen him in a couple of years."

"Not at all," Randy replied, looking over at Chef Joe. "He's cute."

"Yeah, tell me about it."

Of course, I meant to just say hi to Joe. It just happened that less than ten minutes later, I had a belly full of his sperm and had returned to the table to a somewhat bemused Randy, who seemed to have gleaned what had just happened.

"Catch up on old times?" he asked, smirking.

"Good times," I answered, taking a sip of water to wash down the last bit of Chef Joe's cum. I was actually a little nervous because there was something I needed to admit to Randy before we went any further.

You see, when Randy had emailed me those photos in response to my Craigslist ad, I could see that the photos were professionally shot, not like the small, low-resolution camera phone pictures I was used to receiving. And that's when I realized that I'd seen him before.

"I have to admit," I said as soon as the waiter took our dinner order and left, "I recognized you from your photos immediately."

Randy smiled. "So you've seen my work."

"Do you get that a lot?"

"All the time," he replied. "I'm used to being recognized."

Being recognized by gay bears was probably something that happens a lot when you're a bear porn star.

"I didn't want you think I was creepy or anything," I said. "You know, not bringing it up sooner."

"I've found that almost everybody I've hooked up with through Craigslist has recognized me."

"So you do this a lot?" I asked.

"Yeah, fairly frequently. "

This surprised me. I'd actually seen quite a few of his porn flicks, produced by a studio up in the Bay Area that specialized in bear porn movies with high production values. He seemed to be making a pretty good living doing it, often paired up with the hottest bear porn actors around, plus I'd also learned that he also worked as an escort, getting paid hundreds of dollars for a single night.

He must've sensed what I was thinking. "Yeah, you're probably thinking why I look for hookups on Craigslist when I get paid for it."

"That had crossed my mind," I replied.

Randy smiled and sat back in his chair, absent-mindedly rubbing his big, round belly. "Well, I guess you can say I just like sex. I want to have as much of it with as many guys as possible, and it doesn't matter whether I'm getting paid for it or not."

I grinned. "We're the same that way. Except I've never gotten paid for it."


As Randy and I kissed hungrily, his big paw-like hands moved to the front of my body and unbuttoned my shirt. He slid my shirt down my arms and let it fall to the floor. He then grabbed the white tank top I was wearing underneath and pulled it over my head, stepping back to look over my now bare torso.

After dinner, we had met back at my apartment in Silver Lake, arriving at almost the same time and climbing the stairs to my door together. The moment I let him into my apartment, we started making out, gradually making our way to my bedroom.

"I want to undress you," was the only thing he said to me.

He did exactly that, running his fingers appreciatively down my chest and belly before unbuckling my belt and undoing my pants. He then knelt and pulled my pants and boxer shorts slowly, as if he wanted to gradually unveil my already erect cock, which sprung up before him.

When he'd completely stripped me naked, Randy took my cock gently into his mouth and began sucking on it so delicately that it felt like my shaft was being caressed by velvet. The feeling made me tremble, exciting me more than any feverish blowjob ever had before. I moaned, my toes curling, and I was afraid that I would cum down his throat right then and there.

He must have sense what he was doing to me, because Randy pulled his mouth off me and smiled as he stood and began removing his own clothes. "Let's slow this down a bit," he said as he took off his shirt to reveal his fuzzy torso, packed with thick, round muscles. His arms were slabs of meat, and he had possibly the thickest, hairiest forearms I'd ever seen. The sight of them made my dick pulse, causing drops of precum to drip from the tip.

An appreciative grin spread across Randy's bearded face. He knew how much his body was turning me on. He flexed his arms for me, his biceps bulging, and I reached out to run my fingers over his muscles. I imagined that a lot of his escort clients paid to be able to worship his body.

However, Randy had something else in mind. He pulled off his pants, revealing his massive thighs and of course his seven-inch cock, which I'd already seen in action in plenty of in porn flicks. After all the buildup, it, too, was dripping with clear fluid.

"Lie down," he commanded, gesturing towards my bed. "Face down."

I wasn't quite sure what he was going to do, but I did as I was told. To be honest, it felt good knowing that I could just flop onto my bed on my stomach and let Randy do whatever he wanted to me. For once, I didn't have to do any of the work.

Randy climbed on top of me on the bed, straddling my waist, his hard cock resting on my lower back. As he clamped his thick, powerful hands over my shoulders and started kneading the muscles in my neck and shoulders, I realized that he was going to give me a massage. I could feel the knots in my muscles loosening under the pressure of his strong fingers.

"Oh god, thank you," I moaned. "I haven't had a massage in forever."

"I find that a good massage always makes the fucking better later," he replied as he worked his way down, breaking up the tension in my back muscles. "I went to a massage school when I was younger but never got certified."

"You should definitely finish. You could make a career of this."

Randy chuckled as he continued moving down my back. Eventually, he slid his body down mine until he was massaging my ass, squeezing my thick buttocks while also parting them, exposing my asshole, which I knew he wanted to fill with his dripping cock.

Then he said something that threw me for a loop. "Hey, do you ever shave your asshole?"

I cocked my head a little. Nobody had ever asked me that. "No," I replied, "I've never thought about it."

"If you don't mind, I think you should let me do it. It'll feel good."

I thought about it for a second, then looked back at him and smiled. "Okay, let's try it."

Randy grinned and got off my bed. "You got an electric razor?"

"Yeah," I said, gesturing to my bathroom. "It's on the sink."

Randy disappeared into the bathroom and returned with the electric razor I used to trim my beard. He flipped open the trimmer that I used to shave the edges of my beard. The razor buzzed as he turned it on. He spread my legs and knelt on the bed between them.

I actually shivered with pleasure as the trimmer made contact with the skin around my asshole and began to shave off the hair around it. The vibrations sent tingles of sexual excitement through me. Randy finally finished, turning off the razor and brushing the trimmed hair into his hand. As he went back into the bathroom to return the razor and dispose of the hair, I reached behind me and ran my fingers over my asshole, marveling at the smoothness of the skin around it.

"Feel good?" Randy asked as he returned and saw me feeling myself.

"Yeah," I answered.

Randy clambered onto the bed and planted his face in my ass, his tongue flicking over my freshly shaven asshole. I groaned from the sensation of his wet tongue pushing into me, loosening up the muscles and preparing me for his cock.

He rimmed my ass for what seemed like an eternity, practically making a feast of it. I couldn't do anything but writhe and moan under the ministrations of his tongue. I'd never had an orgasm just from having my ass eaten out, but if he'd continued, I'm sure Randy could've made it happen.

However, we both knew that we were here for more, and Randy finally moved up my body, positioning the head of his cock against my asshole. Without saying a word, he very slowly and deliberately pushed into me, as if this were my first time being fucked.

When he had slid all the way into me, he laid on top of me, the full weight of his fuzzy body feeling like a heavy, comforting blanket. And then he started to hump his hips softly and rhythmically, his hard shaft pumping in and out of my ass with incredible gentleness. Randy kissed my neck and shoulders as he fucked me, the same muscles he'd massaged minutes earlier. I now realized that everything-- the undressing, the massage, the shaving-- was just his way of preparing my body to be fucked.

I looked over at mirror on my closet door and watched Randy's thick, musclebound body humping and flexing on top of my larger body. His body twisted and writhed like that of an exotic dancer. He looked over at the mirror, too, and grinned at the sight of our bodies fused together as he plowed my ass.

"You like seeing yourself get fucked?" he asked.

"Yeah," I groaned. "You look so hot."

"I'm gonna cum soon," he grunted, continuing to fuck my ass at a steady, deliberate pace. "I'm gonna cum in your hot ass."

I watched his body humping on top of me in the mirror, his breathing becoming heavier and hotter on my neck. Sweat dripped from his face and beard onto my back, and I could actually feel his cock swelling in my ass as it pounded into me.

Randy came almost without warning, just a soft grunt as his body suddenly went stiff on top of me. I felt his cock pulsing in my ass, injecting his hot sperm into my bowels. It was probably the most gentle load I'd ever taken in my ass.

"Oh, yes," Randy finally hissed as his orgasm came to an end almost as quietly as it had begun. "You've got such as sweet ass."

We just laid there for a few minutes, his cock buried in me, until he finally pulled out of me slowly and turned me over onto my back. Randy then proceeded to explore my body with his tongue, worshipping my body in the same way that his clients probably did with his body. I rarely had the opportunity to have my body worshipped, and I have to say it felt good. Randy ran his tongue over my chest and nipples, making me giggle while also causing my erect cock to twitch.

He finally worked his way down to my penis, once again taking it gently into his mouth. Like before, he began to suck on it with a feather-like gentleness, causing my body to arch up as powerful waves of pleasure swept through me. I felt his tongue flicking across my shaft and the rim of my cockhead as he moved his mouth up and down the length of my erection.

I couldn't take it, anymore. I threw back my head and let out a howl as my cock exploded in Randy's eager mouth, spurting jets of cum that he happily gulped down. My body twisted and shook on my bed, overcome with sexual overload.

As I finished shooting into Randy's mouth, I settled back into the now sweat-soaked sheets of my bed. Randy moved up so that we could cuddle, our sweaty bodies pressed together.

"I have to say," I finally said, "That was the hottest sex I've ever had in this apartment."

"Glad to be of service," Randy replied, giving me a passionate kiss.

Next: Chapter 38


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