"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 if you'd like me to send you a copy of the complete "Sloan Cosgrove, Confessions of a Teenage Bear" in handy PDF format. Please note that my old 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 9: Moving Pictures
August 2001
During the month after I blew Gabe twice on the roof of our apartment building, I must've swallowed two dozen more loads of my straight roommate's cum. It almost became a ritual each afternoon or night when Gabe got home from his barista job or from a comedy class at the improv theater. Sometimes he'd just drop his pants as soon as he walked in the door, and I'd get down on my knees and suck off his gigantic cock right then and there. Other times we'd both take the time to get completely naked, and then he'd sprawl out on the sofa in our living room. A few times we even repeated our first bonding moment on the roof of the building, accompanied by a joint or a case of beer.
It's not like I had much else to do. I'd been in LA for five weeks, and I was still unemployed, surviving off of the money that my Dad transferred into my bank account every couple of weeks. I spent every day scouring classified ads, both in print and online, making phone calls, and even taking walks around the neighborhood looking for "help wanted" signs.
My lack of luck in finding a job also closely mirrored Gabe's lack of luck in meeting women. With his almost every waking hour taken up by work or classes, he just didn't have time to socialize. I tried to tell him that he was bound to click with one of the young women he served at the coffee shop every day, but he remained unconvinced, despite my insistence that lots of women (and dudes, as well) are attracted to the funny big guy.
Either way, it worked out in my favor, since he appreciated having someone like me to offer him relief. He confided in me that he'd spent almost every night since his break-up jerking off to Internet porn, and the routine had started to get stale. Every time he blew his load in my mouth, and I swallowed every drop, he ended it with a deep sigh, followed by a very sincere and endearing, "Thanks, buddy."
In any other circumstance, Gabe would be total boyfriend material, but since he was decidedly not gay, for now he and I would just have to remain very good friends with benefits. And as much as I loved looking at his adorable body and servicing his incredible and impressive member, I knew I'd need to start hunting for other outlets for my horniness.
Simply put, I needed someone to fuck.
I thought about hitting some of the gay bars down in West Hollywood, but I'd never felt very comfortable going to bars solo, especially in a city I was still unfamiliar with. Gabe's night classes at the improv theater were coming to an end at the end of the month, and he offered to finally show me around the neighborhood and take me bar-hopping in Hollywood then, so I figured I'd wait to explore the L.A. bar scene with him and maybe act as his wingman.
It was during this time that I discovered a website devoted to rating cruising spots. One night I went through the primitive website's listings for Los Angeles, scouring through listings for various cruising locations such as public parks (too many warnings about police stings), sex clubs (too pricey for my broke ass), gyms (I wasn't ready to sign up for a gym membership, also see my previous comment about my broke ass), and public restrooms (I never got the appeal). Finally, I found something that didn't sound too expensive or dirty.
So on a cool Thursday night, I drove my pickup down to the Tomkat Theatre, apparently the last gay porn theater in L.A., on the eastern end of West Hollywood on Santa Monica Boulevard. I'd never been to a porn theater in my life, but the cruising website laid out exactly what to expect.
The Tomkat Theatre actually opened in 1940 as a legit movie theater, showing a Bette Davis movie. By 1970, it'd made the transition into a straight porn theater, the Pussycat, but as West Hollywood became a gay mecca, during the 90s it was rebranded the Tomkat and became a theater that only screened gay porn.
It was also the only porn theater in L.A. that still had a big marquee displaying the title of the movie currently showing. As I approached the theater, I could see the title "Seven Deadly Sins -- Sloth" displayed proudly.
The dimly lit lobby made the venue look about as sleazy as I expected. After handing my ten dollars to the bored clerk working both the ticket booth and concessions stand, I went through the set of doors into the dark auditorium, where the movie was being projected on video onto a surprisingly small screen at the front. The size of the screen didn't matter, though, because it didn't seem like any of the dozen or so men in the theater were even watching the movie.
As I walked down the aisle, scanning the seats, it became clear that I was probably the youngest person who'd set foot in that auditorium in a while. I walked past a mustached middle-aged man with glasses who had the white-haired head of an elderly gentlemen buried in his lap, obviously providing a blowjob. In the next row of seats, two men in their sixties had their dicks protruding out of their pants and were give each other mutual handjobs. Everyone else in the theater appeared to be jerking off as they looked at one another.
I took a seat on an aisle away from everyone else. I wanted to take some time to consider my options, from the middle-aged Latino muscle-head masturbating a couple of rows away to the fifty-something stern-looking daddy with a crewcut sitting across the aisle, looking like a drill sergeant even as he rubbed his erection while gazing at the Latino muscle-head.
Feeling emboldened by the sight, I pulled my own stiff cock out of my shorts and started pumping on it lazily with my fist, not wanting to get too stimulated until I found someone to pair off with.
I didn't have to wait long, because about five minutes later, the door to the auditorium opened, and I saw a cute, stocky middle-aged suburban dad-type stumble into the theater, clad in jeans and a loose-fitting sweatshirt. He was almost completely bald on top, but he had a thick but neatly-trimmed prematurely gray beard. He looked very cute as he looked around the theater nervously.
As he shuffled past me, he looked down and saw me jerking off as I stared at him. His eyes widened at the sight of my cock, and I smiled, trying to look as friendly and non-threatening as possible.
"First time here?" I whispered.
He seemed shocked by the idea of someone actually starting a conversation in a porn theater.
"Uh, yeah," he whispered back.
"Yeah, me, too," I replied. "You can sit here if you want."
He nodded and squeezed past me, sitting in the seat next to me. He watched me as I continued to stroke my shaft.
"Like what you see?" I asked.
"Yeah," he murmured, still extremely nervous. "You've got a nice cock."
"Thanks," I said, trying to sound like a friendly neighborhood bear. "I'm Sloan." I took my hand off my cock and held it up to prompt a handshake.
That managed to break the ice. He chuckled and sheepishly shook my hand. "Leon." I noticed that he had piercing blue eyes that sparkled like diamonds in the dimly lit theater.
"Nice to meet you, Leon." I resumed pumping my shaft with my fist. "To tell the truth, this is the first time I've ever come to one of these places. I really had no idea what to expect."
We were interrupted by the sound of the mustached middle-aged guy behind us letting out a loud groan as he ejaculated into mouth of the man blowing him. Leon looked back at him in fascination.
"Yeah, me neither," he whispered.
That's when I noticed the wedding ring on his left ring finger.
"You married, Leon?"
He glanced down at his ring in surprise, as if he had meant to take it off but forgotten.
"Oh yeah. I, uh, I've never done this before."
"You mean... you've never had sex with a guy?"
He gulped and nodded. "Never even... touched."
"Really?" This was becoming more intriguing. I stopped stroking my cock and let it just stand fully erect. "You can touch it if you want."
Leon cautiously reached out his thick hand and wrapped his stubby fingers around the shaft of my cock. As he gingerly stroked it, I reach over, unzipped his jeans, and reached in to pull out his already rock hard member. He sighed from the sensation of a man touching his dick for the first time. I fondled it with my fingers, and the head started to become slick with precum.
He then leaned down and slowly took the end of my cock in his warm, eager mouth. Just like with my Dad, also a first-time cocksucker, Leon was only able to take in a few inches into his mouth, and he started sucking on it lovingly.
"Oh man, that feels so good," I moaned, wanting to be as encouraging as I could. And it did feel good, sending tingles all throughout my groin as he worked my prick with his mouth muscles and tongue.
After a couple of minutes, I tapped him on the shoulder. He sat up, a little confused. "Am I doing something wrong?"
I smiled. "Not at all. Just that I want to be the first guy to get you off."
I slid off my chair and got onto my knees on the sticky floor. But I didn't mind that, because it allowed me to immediately engulf Leon's stiff penis with my mouth. He gasped as I started sucking furiously on it.
"Oh god, oh god, oh god," he chanted softly as I bobbed my head over his lap, wanting to give him pleasure that he'd never experienced. I swirled my tongue around his shaft as I slid it in and out of my mouth. Knowing that this was his first time receiving a blowjob from a man, I knew that he wouldn't last very long.
Sure enough, after about a minute of stimulation, he let out an orgasmic groan that was even louder than that of the other man a few minutes earlier, and shots of his spunk spurted into my mouth. As I happily swallowed his cum, I found myself wondering if he'd fathered any kids with this same sperm.
Leon let out a sigh as his orgasm ended. I looked up and saw that he had his eyes closed as he breathed deeply, looking like he had fallen asleep. But then a big, satisfied smile spread across his face, and he opened his eyes and stared at me and my erection jutting out of my shorts.
"Thank you," he murmured as he reached down and fondled my cock with his fat fingers again.
I leaned forward and kissed him, letting him taste his own cum on my breath as his beard tickled my face. I finally pulled back and looked him in the eyes. "Leon, do you want to get fucked?"
His eyes widened at the proposition, as if it were a question he never expected. His lip trembling, he finally answered, "Yeah."
As we walked down a dark, quiet side street, Leon finally opened up to me with details about his life. He'd been married to his college sweetheart for 15 years, and they had two daughters together, but recently, as he realized that he'd be turning 40 in a few months, he also started to reckon with feelings that he'd had since he was a teenager. He'd finally accepted that he was bisexual, but he wanted to have some experiences with men before he was ready to declare it to his family and to the world.
And part of that experience would be to have a dick inside of him for the first time. He hadn't expected this first excursion to a gay porn theater to end with him losing his gay virginity, but he wasn't about to turn down the opportunity to kick off his gay sex life with a bang.
We finally arrived at Leon's parked vehicle: a 1999 Honda Odyssey, the classic soccer mom minivan. I'd explained that my pickup was sadly unsuitable for fucking in a populated neighborhood, but then he mentioned that he'd come in the minivan that he drove his kids around in.
Leon slid opened the side door, climbed in, and started folding down the rear and middle rows of seats to form a nice, flat bed. I enjoyed the sight of his stocky body crawling around the interior of his minivan.
"Oh yeah," I said, "this will do nicely."
I was pulling off my shirt even before I'd climbed in to join him. I slid the door shut behind me, and then we both started to strip off our clothes excitedly. As Leon pulled off his sweatshirt and tee-shirt underneath, he revealed a broad, developed chest coated in thick, salt-and-pepper fur. A wide treasure trail of fur also ran down the middle of his soft beer belly. His thick forearms were covered in dark hair.
Leon pulled off my shorts to free my hard, dripping erection, and he paused to look over my naked body. I reached over and ran my fingers through his thick chest fur, which caused him to giggle and squirm from ticklishness.
I gently pushed him onto his back and unbuttoned his jeans and pulled down his zipper. "Roll over," I whispered, and he rolled his furry body over onto his stomach.
I pulled down his jeans to reveal his nice, plump virgin ass. I gave it a playful slap, and he laughed as I pulled his jeans completely off.
"Is it going to hurt?" Leon asked. It was strange to hear a middle-aged man speak about sex with such trepidation.
"I'm going to try to prepare you so it doesn't hurt too much." I lay down between his legs and spread apart his butt cheeks with my hands to expose his hairy asshole. From the sweet smell, tinged with just a hint of sweat, I could tell that he'd given his whole body a good washing and scrubbing before he'd ventured out that night.
I flicked my tongue around his hole, and I could feel a shiver go through his body. I knew that when I was young and inexperienced, a good, long rimming made the insertion of a cock in my ass a breeze, and now I was getting the chance to demonstrate it on someone else. I pushed at his asshole with my tongue, almost fucking him with it, and over the next few minutes, I could feel his sphincter muscles relaxing and opening up. From his moans of pleasure, I could tell that he was enjoying it but was also ready to go to the next step.
I pulled out my trusty bottle of lube, squeezed some onto my fingers, and then started massaging it into his asshole. His stocky body started to wiggle and writhe as I circled his opening with a fingertip.
"Ahhhhh..." he moaned as I slid an index finger into his asshole and fucked him slowly with it.
"Does that feel all right?" I asked.
Leon nodded. "Yeah, better than all right."
Feeling his virgin asshole opening up, I then slipped a second finger in. He grunted as I slowly increased the pace of my fingers sliding in and out of his ass. I could see his furry body glistening with sweat as he got worked up from my intensifying finger fucking.
"I think you're ready, Leon."
"Yeah," he groaned. "I am."
"Okay," I said gently as I squirted a generous amount of lube onto my cock and pumped it with my fist to coat it. "I'm going in."
Sliding up onto my knees, I carefully positioned the tip of my erection on Leon's ready asshole. I then very slowly pushed the head of my cock in. I heard him inhale sharply, but then he let out a sigh of contentment, so I pushed in another inch, then pulled out a little to let his muscles relax.
"Yes..." he moaned. "Keep going."
I trembled with pleasure as I felt his warm insides enveloping my cock. It took a couple of minutes of sliding in, pulling out a little, then sliding in a little deeper before my erect pole was buried completely inside him, and my belly was pressing against his back.
I laid my body down on his back, covering him like a blanket, and I whispered in his ear. "I'm all the way inside you."
"Fuck yeah," he whispered back. "It feels so fucking good."
"You have no idea," I responded, and I started to slowly hump him, pulling out my cock, then gently pushing it back into him. I wanted his first bottoming experience to be a loving one.
But he was clearly eager to ramp it up. "Yeah, fuck me," he grunted. "Fuck me harder."
I was happy to oblige. I started to hump him more energetically, pulling my cock out and plunging it back in all the way to the hilt with enough force to make him grunt with each thrust. For the next couple of minutes, the minivan must have been rocking as the sounds of slapping flesh filled the interior. His body was writhing and heaving beneath me, and cries of joy poured out of his mouth. He arched his back, and I wrapped my arms around him and kissed his bald head.
I could feel my impending climax as I pummeled Leon's ass with my cock. "You want my sperm inside of you, don't you?" I grunted into his ear. "You want me to fill you up with my hot cum."
"Yes..." he hissed back. "Give me your cum."
I squeezed my eyes shut, gritted my teeth, and groaned in his ear as my orgasm rolled through my body. I shook as my jizz exploded out of my cock and poured into his waiting ass.
"Oh my god, I can feel it," Leon moaned as my dick pulsed inside of him. "I can feel your cum inside me. I can feel it... Ugh!"
He suddenly let out a passionate cry, and I could feel the muscles in his ass contracting powerfully around my cock. Leon was cumming. I'd made him cum by fucking him and shooting my load into his bowels. He grunted and groaned as his body shook beneath me.
Both of our orgasms finally subsided, and I let my sweat-soaked body relax on top of his. I slid a hand down under his body and felt his sticky load splattered across the fabric beneath him. His penis was still hard, and I massaged it gently as we recovered.
"Was it all you hoped it would be?" I asked in between heavy breaths.
"Absolutely," he replied.