This story is intended for a mature audience with depictions of gay sex. Please do not read further if this offends you.
Also, please do not change or reproduce this story without the author's written permission.
Feel free to write to anothercheater@gmail.com with any comments/questions/suggestions...
Cheaters Gone Wild 1
The ocean breeze did nothing to stop the sweat from pouring off of Derek's face and dripping onto my back. I was on all fours taking an intense pounding. We were going at it for almost two hours already and the sleazy motel room was filled with the stink of sweat, piss and cum. But I loved every minute of it. And while he roughly fucked his first load back into my cum- and piss-sloppy ass, I instinctively clutched at the sheets trying to get away. Derek wouldn't let that happen, though, and his fingers dugs into my hips to pull me back onto his cock while thrusting forward with the full force of his two-hundred pound frame. I was knocked off-balance as thoughts were whirling through my mind, wondering if I'd have to hide his rough handling when I got home, whether the ring on his finger would leave a mark, and how I lucky I was to have met him almost seven years ago.
It was the big dot-com bust and I was working at a firm that was starting to shut its doors. Thankfully, the higher-ups found it tacky running the business to the ground and sticking a note on the door for everyone to go home. Instead, they announced their intentions of finishing up existing contracts and closing up shop unless they found a buyer that would take on the assets... and all the huge liabilities.
So, I watched all my friends and co-workers get laid off, scores of offices and cubicles emptied out, and even whole floors uninhabited aside from the army of monitors and computers solemnly gathering dust, waiting to be turned-on for a purpose. And I sat among them. Bored like all the other equipment around me that have dozed off and started their sleep cycles, I hunted the personals section of craigslist.org for a good diversion. Hell, I was the only one in my department and I was a week off from my last service contract, so why not surf the net for some porn? I had them by the balls, anyway. I was the only one left that could finish the job.
I only browsed craigslist as a source of porn, really. I just started seeing this one guy that pretty much swept my feet away. Hot as fuck and the sweetest person I've ever met. Too bad he was pretty vanilla in bed. I, on the other hand, have pretty much done everything you could think of... at least once. I generally consider myself a top, which left my kinda restless. So sometimes I seek out venues to safely unleash some sexual energy.
I think this was before craigslist started offering people a place to post their pictures. The ads were just as sleazy, but left a lot more to the imagination. Guys looking for anonymous sex while in LA on a business conference, but without the picture of the ass up in the air to destroy the anonymity. Bi guys looking to be used in both ends by big black cocks even though their faces are still slimy with cunt juice. Bottoms looking for as much cum as they can get. Sleazy and text-based, perfect in case one of the ten people left in the company decided to creep up on me, though it still doesn't hide the bone I throw nor the cum seeping through my underwear and staining my jeans.
But I was browsing and something caught my eye. Though I generally prefer being a top, there was something irresistible about the ad. He was a self- proclaimed "alpha-male." About 5'10" with a beefy build. Married. Late thirties and settled in life and into his body. And just needed a younger cocksucker to help milk out his three-day load.
There was a no-nonsense attitude that I liked about the ad. Straight-forward and to the point. And though I generally like the contrast of a smaller guy like me dominating a bigger guy and pumping his ass full of my cock, I was curious about how I'd react to a guy as cocky and aggressive as he claimed to be. It wasn't too long ago that I was pure bottom and I wondered if he would be aggressive enough to take me back to that place.
So, I did what I never did: I replied to the ad. I included a couple of pics of me that I had to dig out of some site I had a long time ago and immediately got a response. He was close, using the wi-fi connection at the Starbucks down the street. The possibility of something actually happening just increased with his close proximity, making me pretty uneasy. I wasn't even sure I wanted to go through with it. But his reply, was so direct and forward that I almost shot my load. He wanted me to send him my address and answer the door naked and ready to get my skull fucked. I had to explain that I was at work, but there were several offices that we could use. His reply?
"You still didn't give me your address, boy."
Attached was a picture of a hairy beefy irish guy. Just as his ad described. Shaved head and a good build. One that made it clear that he worked out every now and then and could crush me if he wanted to, but also a little soft in the middle. Unapologetically aggressive and hyper-masculine. I immediately sent him the address and waited downstairs by the elevators for him to arrive.
I saw him outside walking up the steps and into the building and immediately knew it was him. He walked with confidence and purpose. His build showed through his dress shirt and slacks. But his face didn't quite match. To this day, I'm not so sure that picture is one of him, as I'm sure he's trying to protect his marriage.
With a firm handshake, he ordered "Show me the office."
Nervously, I called the elevator and we rode it together in silence. I was fidgety with anticipation that was also showing through my jeans. He was calm and collected, totally at peace with the silence and of the situation. He was obviously comfortable with being in charge. I practically lunged at him when I closed the door to the office and locked it but he held me off by grabbing a fistful of hair. Holding my head back as if to examine me and see if I was worth it, he suddenly spat in my face.
"Not 'til I'm ready, fuckin' cunt," he barked before pushing me to my knees. "Take my pants off," he ordered.
I was a bit dazed at being degraded like that and started to unbuckle his belt without really realizing what I was doing or that I had acquiesced to his will. Meanwhile, he unbuttoned his shirt and kicked off his shoes.
I was in awe at his naked form. Pure masculinity was before me as I worshipped on my knees in front of him. Classifying him as a bear or anything else just didn't do him justice. A developed chest topped by broad shoulders. Lats that were strong enough to let you know his back was just as strong as his front and to draw your eyes down to his cock. A gut thick, unaffected, yet firm. His body was natural, not formed to someone else's idea of what was attractive, down to the light fur that dusted his front that have obviously never been messed with or trimmed. His body aligned with his attitude. Naturally firm and unapologetic.
And with a smirk, he leaned up against the wall and ordered me to strip.
I did so acutely aware of all my deficiencies and insecurities. The way I obsessed over my abs and chest at the gym, trying to shape my geek body into something different. And he stood there and took it all in. I don't think I was sized up by how I looked, but how I react to my own body, how self- conscious and insecure I was about it. He never told me what body type turned him on, never mentioned what he was looking for. So I kept wondering. I seemed to please him, but his cock didn't show it.
His cock was thick as hell, but not even mildly erect. And I instantly knew I was his, because I felt a major sense of loss and abandonment while his flaccid cock dangled in front of me. I knew that in the brief moment that we've been together, my attitude instantly changed and all I wanted to do was to please him. I'd do anything for just one word of encouragement or pleasure, letting me know I was doing something right for him. At that moment, any sign that he was into me would have made me shot my load. He quite simply managed to own me in just five minutes.
But I shouldn't have worried. He had other plans. The paused lasted forever. Like a sinner waiting for the gavel to strike in front of a judge, I waited for his punishment. And I knew he wouldn't relent. He grabbed my ears and buried my nose in his crotch. The scent made my cock throb. I could vaguely tell that he showered in the morning, but managed to bake in his undies. His piss and cum stains on the briefs lying by my knees let me know that he's been at that Starbucks for awhile now. I could still smell the precum and the coffee that's been filtered through his cock slit.
He then let go of one ear and squeezed my cheeks to pry my mouth open. After forcing his dick down my throat I realized why he was soft. He didn't have any intention of filling my throat with cum. At least, not at first. He let out a squirt of piss that shocked and choked me. It poured out of my mouth and onto the carpet of the office. I immediately began to panic, realizing how much control I've given up to this man I didn't even know the name of. I panicked at the thought of my coworkers realizing the office smelled of a urinal and realizing what happened with my tussled hair. I started to resist and use my hands on his thight as leverage, but he held me in a firm grip. He pulled my head back and spat on my face.
"Swallow it down, fuckin' cock-sucker."
Amazingly, those words didn't frighten me more, but brought my attention back to his cock and my duties at hand. I immediately took his cock back in my mouth just in time to get the next stream of piss that I sucked down greedily, swallowing as fast as I could, tasting the deep dark tones from recycling his coffee and having it intermingle with the strong masculine odor filling my head from being buried in his crotch.
I felt his cock begin to harden from the degradation in front of him. Even as the torrent of piss was being swallowed down, I could feel my mouth get fuller with his fleshy tool. I didn't think it was possible for him to get thicker in my tiny mouth, but it did. And as the last trickle slide down my throat, it was aided by the length of his cock plunging it deeper and deeper down my throat. I couldn't breathe and tears started to well up. But he didn't budge until he was fully erect in my mouth.
I've never been a good cock-sucker, but he taught me that day. He never instructed me. Just told me what a good fuck I was when I did something right and a wad of spit in my face when I got it wrong. I learned how to breathe on his upswing and to avoid teeth on the downswing. I learned how hard his cock got when he was about to cum and how to help him edge. It wasn't my place to make him cum when he didn't want to.
And I felt that moment cum. His cock got so hard I thought he was bruising my throat as I tried to handle the skull fuck. But at the last minute, he threw me off him using his grip on my hair. I was knocked down to my hands and knees. He instantly came down to his knees behind me and grabbed around my chest with his right arm and his hand ending up on my left shoulder. His cock was dripping with my saliva and his precum, dripping into the crack of my ass.
I tensed up. He was unwrapped and I knew he wanted my ass. But he instead paused. He read me. He let his full weight rest on my back while he picked up his left hand. He reached around to hold his hand against my chest to calm me down.
"Easy, boy."
I instantly relaxed. A slight moment of tenderness that completely disarmed me. He knew he had my trust then and he showed me he deserved it. He lied there for a moment. His weight on top of me, hugging me hard against his chest. I could feel his hairy body against my smooth skin and it sent goosebumps down my spine. And with a nibble on the ear, he began to dry hump me. His cock was slick and easily slid along my crack. My cock and ass twitched every time the head passed, teasing my hole. And he started to use my shoulders as leverage. If he were actually, fucking me, my hole would be torn apart.
His pace quickened until I felt him get up off my back. He launched a load that shot so far that I could feel it land in my hair and trail down my neck and back. I had to get a look and twisted around for the next volleys. He didn't disappoint. He felt me try to get around and instantly stood up grabbing me by the hair at the same time. His next few shots plastered my face and chest. I couldn't even see much of it as I had to close my eyes before it dripped in, but I felt each shot and they just never seemed to end.
He affectionately wiped the cum out of my eyes with his thumb and all I could see was a grin from ear to ear. I did well.
That tenderness and affection wasn't there, though, at the motel. At least not while he was trying to force his second load of the day into my bruised ass.
He had emailed me at my new job earlier in the day, telling me to get a room so that we could get together. He knew I'd do it, and that I'd do it on my own dime. Hell, he's earned it and my trust. I'd even strip naked in a parking lot in broad daylight if he wanted me to.
We both work on the Westside and things are kinda pricey by the beach. The cheapest I could find turned out to be a really sleazy motel that needed a lot of work. There was no air conditioning so I opened the windows to air out the room. And as we never really get a chance to fuck, I knew he would want to, so I hopped in the shower.
Just as I was nice and soapy, I got started by his entrance. With the water running, I didn't even hear him come into the bathroom or get undressed, but there he was.
"Turn off the water," he instructed as he hopped in.
As I bent over to turn the knobs, he grabbed my waist and shoved his dick in with one stunning blow. I was still pretty soapy from trying to clean myself out for him, so it actually didn't hurt. He then pulled me up so my back met his chest and worked my cock. My throbbing ass started to relax. He knew what buttons to push. But his cock also started to get soft. And he just stayed there and started to push my torso down. Before I knew what was happening, I felt a trickle and then a small squirt as he pissed up my hole. He tried to force out some more, but my ass was still too tight. I still felt really full as he started to get hard again and fuck his piss further into me.
Just as abruptly, he pushed me aside and turned the water back on to rinse himself out. He let me finish up and empty myself while waiting in the room.
The windows didn't really help let out the heat. Occasionally, he'd pull my head off his dick and make me lick up the sweat off his shaved head or clean out his ripe pits that were getting raunchier by the minute.
And then we fucked for a long time. The heat and the intensity of it all, I really didn't know how much longer I could last without passing out. After awhile, I knew my ass was getting really loose. Precum and lube started running down my legs. I vividly recall that when he got up to take a business call. I walked over to him and felt it running out of my ass: lube, precum, and even a little piss from the shower. Then I dropped to my knees and did my duty in keeping him hard while he did business. Of course, he held my head down at one point when I displeased him by making too much noise slurping on his log, but I could tell he was happy that I showed him what a cockslut I was for him. This was evident by the way he attacked me after the call. He threw me down and pounded my ass, quickly loosing his first load. He passed out on top of me for a bit, only stirring because I was grinding the ground underneath me since his cock was still in my ass and I was dying to cum. I think I did a good job, 'cause he obliged and started fucking me again. He even let me get on the bed so that I can comfortably jerk myself on my knees while he worked me from behind. I was getting really close and started gripping his cock really tight. In turn, he grabbed my waist and pushed my chest down so that he could get the right leverage. After just minutes from his first load, he was gonna blow another load up my ass. The thought sent me over the edge which made my ass bear down on his and sent him over the edge at the same time. Cum makes a great lube for sloppy seconds, but two loads in a matter of minutes was unbelievable. I didn't really think about it much until after, though. Nor was I paying attention at the time and how much I would have to explain when I got home. He passed out on top of me again and I quickly followed. At least I finally found out his name after so many years. But then again, it could be as fake as his internet picture.