Date: Fri, 15 Mar 2024 17:55:18 +0000 (UTC) From: Sloan Cosgrove Subject: Sloan Cosgrove 2, Confessions of a Middle-Aged Bear: Chapter 53 "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. Twitter: http://twitter.com/thefratbear For those without Twitter, I'm also now posting story notes and answers to reader questions on Tumblr: Tumblr: http://www.tumblr.com/thefratbear Please help keep the Nifty Erotic Stories Archive alive by donating: https://donate.nifty.org/ ****** "Sloan Cosgrove 2, Confessions of a Middle-Aged Bear" by fratbear (thefratbear@yahoo.com) Chapter 53: Strictly Business "So you and Parker have a past," Dave suddenly remarked before taking a sip of his beer. "What's the deal there?" We were sitting in a booth at a bar in the Lake View neighborhood of Chicago, having just had dinner at a hip, small-plate restaurant that I'd read about in a magazine a while back. Dave and I chatted a lot over dinner, as we always did whenever we'd eat together, which was frequently. Our conversation was strictly business, though, discussing the specifics of our Bare Power sponsorship proposal to Parker and the Grizzlies. Even though Dave knew that I was gay and had a very active sex life, being the conservative, buttoned-up guy he was, he'd never brought up the topic of sex with me. The most obvious reason was that he was my underling at the firm. When Parker casually brought up that we'd fucked in college during our meeting, it was the first time Dave had heard any reference to my sexual adventures with other men. I was certain that Dave had a plethora of questions for me about me and Parker, but he refrained from asking any of them over dinner, probably because he was worried that our conversation might be overheard by others at the restaurant, where the noise level wasn't high enough to drown out the conversations of the closely packed diners. I decided to take him to a loud bar afterwards so that we could discuss anything without fear of being overheard. Also, I thought plying Dave with alcohol might help soften up his stiffness and loosen his tongue. He'd already had a couple of cocktails during dinner, so it took only took one beer at the bar before he asked the question that I knew he'd been dying to ask about me and Parker. "You really want to know?" I asked rhetorically. Dave, who was definitely a little tipsy, responded with a slight Southern drawl that he'd probably spent years trying to repress. "Yeah, we've been working together for more than a year, and we never seem to talk about anything personal." He looked totally adorable as he drunkenly overemphasized the word "personal." "Well, okay," I started, completely ready to spill all the details to Dave, "so yeah, Parker and I both played football in college, and we were in the same fraternity. We were even in the same pledge class." "And?" Dave was obviously eager to hear more. "Yeah, so even though he says he's straight, we used to fool around every now and then." "And by 'fool around' you mean...?" "He used to fuck me," I finally said bluntly. "Or I'd blow him." "Huh." Dave didn't appear to be surprised at all. "But then again, I did screw around with probably half of my frat brothers. And a bunch of guys on the football team." "Huuuuh." Now Dave seemed more impressed. "Jeez, so you used to get around a lot." I smirked. "What makes you think I don't now?" "Really?" I sighed. "Do you want to know what happened after you left the meeting today?" He immediately understood what I was implying. "You're kidding." I shook my head. "Parker totally fucked me in his office." I saw Dave's eyes widen, and before he could say anything, I added, "And one of his players came into the office, and I ended up blowing him at the same time." "Holy shit," Dave muttered, no longer the stiff, buttoned up guy I'd known for the past year. He was practically vibrating with excited interest. "Hey, wait." He had the expression of a guy who's just come to some mind-blowing realization. "I know Reggie at the office is also gay. Have you guys...?" "I've lost count of the number of times we've fucked," I replied. "And you know who else?" Dave leaned forward. "Who?" I whispered loudly, "Gavin." "Fuck me!" he exclaimed. "Gavin? But he's married. He's got kids." "And he also likes fucking guys in the ass." "Jesus." Dave took another swig of beer. "Okay, I'm gonna admit something." Now it was my turn to lean forward. "I'm all ears." "I got my dick sucked by a dude in college." He smiled proudly. "One of my teammates on the baseball team." "I've gotta shake your hand for that one," I said, extending my hand over the table. Dave grabbed my hand and shook it. "That's awesome." There was one thing I had to know. "Did he make you cum?" Dave grinned, now seeming a bit embarrassed that he'd confided in me about it. "Sure did. Surprised the shit out of me." So Dave wasn't as straightlaced as I had thought. This was going to be interesting. *** "Hey, what do you think about grabbing breakfast at the diner downstairs in the morning?" I called out as I stood before the mirror in the steam-filled hotel room bathroom. I wiped the steam off the glass so that I could take a look at myself standing there with a towel wrapped around my waist. I'd just taken a hot shower after returning to our hotel room with Dave. Dave had been staggering during our walk back to the hotel from the bar, having had probably one too many beers. We were sharing a room with two queen-sized beds, and he'd actually collapsed face down on his bed fully clothed as soon as we entered the room. I decided that I needed to shower to wash away the sins of my experience with Parker and Boris earlier in the day. "Dave?" I called out again, but there was no answer. I opened the bathroom door, letting the steam billow out. I walked out wearing the towel around my waist, only to find Dave still lying face down on his bed. However, while I had been showering, he had managed to shed his clothes, which were piled on the floor next to his bed. He lay there only clad in his boxers, seemingly passed out. But then he stirred slightly. "Did you say something?" he mumbled, then he raised his head to look at me with his bleary eyes. He didn't even seem to react at the sight of my nearly naked body standing before him. It was the first time Dave was seeing me undressed in any way, and likewise it was also the first time I was seeing Dave with his shirt off. Even though he wasn't a bear-- not even close-- he still had a pleasantly thick, slightly bulky body of a former athlete who was now just a bit out of shape. What had once probably been a toned, muscled body was now beefy and just a little fat. "Yeah," I said, "I was just suggesting having breakfast at that diner downstairs." "Is it time for breakfast already?" Dave asked, his Southern drawl still coming through. He looked even more confused. "No, it's still time for bed," I replied. "I was talking about the morning." "Oh," Dave murmured. "Yeah, sounds good." "You feeling okay?" I asked. "Yeah," he replied. "Just got a fucking ache in my shoulder again." I knew what he was talking about. The shoulder injury that had ended his major league baseball career. "Here, maybe I can help you with that." I climbed onto his bed and straddled his smooth back, my knees on either side of him. Since I was only wearing a bath towel, my balls ended up resting on his lower back, but he didn't appear to react or even seem bothered by it. I clamped a hand over Dave's bare right shoulder, the shoulder I knew he had injured after college, and began to massage the thick muscles. "Oh, yeah," Dave moaned as I worked his shoulder. "That's good." Having his body beneath me as I rubbed his bare skin with my fingers was intensely sensual, and before I knew it, my cock began to stiffen beneath my towel. More importantly, as it did, it ended up resting heavily on Dave's naked back, and I was certain that he would be able to feel it. He just continued to moan with happiness as I massaged his shoulder. Finally, he turned his head to the side, and I could see that he was smiling slightly. "I can feel your dick," he murmured. "Sorry," I replied, "can't help it. Do you want me to stop?" Dave chuckled. "No, it's okay. This feels so good." Fuck it, I thought to myself. While continuing to massage Dave's shoulder with my right hand, I used my left hand to untuck my bath towel, pull it from around my waist, and toss it to the hotel room floor. Now I was completely naked astride Dave's body, my balls and fully erect cock resting on his back as I rubbed his shoulder. Dave let out a giggle. "To be honest, I'm getting a bit of a woody myself." "Really?" "See for yourself." Dave's body squirmed beneath me, signaling that he wanted me to get off him. I climbed off and sat naked on the bed next to him as he rolled his body over to reveal the bulge of his stiff cock poking against the front of his boxers. I also finally got a good look at his shirtless torso, with his broad shoulders and brawny chest, which had just a slight dusting of hair between his meaty pecs. His pudgy belly was soft and just lightly hairy. Dave noticed me looking over his body, and he grinned at the sight of my own erection. "Oh wow," he exclaimed. "That's one impressive hog you're packing." "Thanks," I replied. "Can I see yours?" He cocked his head to the side a little. "Sure." I reached over with both hands and pulled down his boxers. His seven-inch rod, which was perfectly straight and bright crimson in color, flopped out onto his belly as I pulled his boxers down his legs and tossed them to the floor so that he was lying naked on the bed. I reached over and brushed my fingers over his erection, which caused it to twitch as he looked at me with a cryptic smile. "Is it okay if I blow you?" I asked. Dave shrugged. "I dunno, man. I mean, you're kind of my boss." I grinned. "I promise I won't tell H.R." He chuckled as I leaned down and took the head of his cock into my mouth. Dave sighed as I sucked on it for a few seconds, then I slowly slid my lips down the length of his shaft, letting it sink into my mouth. I could see Dave's legs bending as they tensed up, and he curled his toes. "Oh jeez," he groaned, "that feels amazing." I smiled as I began to move my mouth up and down his shaft at a steady pace while swirling my tongue around it. I turned my head a little so that I could see the blissed out expression on Dave's face, his eyes rolled back and his mouth wide open, emitting sighs and moans of pleasure. As I sucked on his cock, I could taste the precum flowing from his engorged cock head. I could sense that he could blow his load at any moment. But as much as I wanted to feel his semen pumping down my throat, I wanted more. I pull my mouth off his cock and looked up at him. "How's that?" Dave shook his head. "Fuck, man. You're even better than my buddy in college. You're about to make me cum." "I want you to cum inside me," I said as I slowly pumped his shaft with my hand. "What do you mean?" He was so adorably oblivious. "I want you to fuck me." He looked a little skeptical. "Are you sure? I'm not sure I can." I reached over and retrieved a bottle a lube from my bag on the nightstand. "You don't have to do a thing," I said as I lubed up his stiff cock, causing it to throb and squirt out a blob of precum that dripped down his shaft. "I think your cock wants it." Dave laughed. "Okay, I'm game to try anything." I smiled and climbed on top of him, straddling his body. I noted that he suddenly looked a bit fearful at the sight of my massive body looming over his considerably smaller body. But then his eyes widened as I reached behind me and guided the tip of his cock to my waiting asshole. And then I sank down onto his cock, letting it push into me. As I lowered myself onto him, I watched his face as his mouth widened into a big smile, his head tilting back and his eyes rolling back again. Dave made grunting sounds that almost sounded like laughter as his cock sank all the way into my body. I could tell that he'd never felt anything like it in his life. "Oh wow," he finally uttered in wonderment. "I had no idea it felt like this." "You have no idea how good this feels for me," I replied as I grabbed my own hard cock and began pumping on it. Dave looked at me in fascination as I began to ride his cock while jerking off over him, his expression a mixture of disbelief and rapture. The feeling of his hard shaft sliding in and out of my asshole made my entire body tingle with excitement. I looked down at Dave's slightly doughy body, now glistening with a sheen of sweat that covered his bare skin. Even though he wasn't a bear, I still found his body incredibly sexy, especially knowing that he would probably become even thicker and huskier with age. Gazing at his naked body writhing and sweating beneath me, I felt my cock growing harder in my fist. "Oh god, Sloan," Dave moaned, "you're gonna make me cum." "You're gonna make me cum, too, Dave," I groaned. "Wait until you feel this. It's gonna make you shoot your load in my ass." "Feel what?" Dave asked, perplexed. But then I let out a yell as I began to cum, a jet of white cum exploding from my cock and splattering across Dave's belly and chest, all the way up to his neck. My body shook as the muscles in my ass squeezed the shaft of Dave's erection. His reaction was instantaneous. "AAHHH!" he cried out as he felt my ass clamping around his cock. His body heaved up as it triggered his orgasm. I felt his hot jizz blasting out of his cock and coating the walls of my ass as he came. The entire hotel bed was shaking violently as our bodies were wracked by our simultaneous orgasms. The sensation of my ass being filled with his sperm made my cock spasm several more times, ejaculating string after string of my cum onto Dave's belly until it was practically coated with my sperm. Dave's body heaved a couple more times under me as he pumped the last of his load into my guts. As we finally stopped shaking from our orgasms, we finally relaxed. We looked over each other's naked bodies, both drenched and dripping with not just sweat, but also cum. My cum was dripping off Dave's belly, down his sides, and onto the bed, while Dave's cum was dripping out of my ass. "Now look what you did," I muttered. "I'm gonna have to take another shower." Dave laughed. "You're the best boss I've ever had, you know that?"