This is a work of fiction, well mostly. Names have been changed to protect the guilty and any resemblance to people living or dead is purely intentional. If this gets you hard, drop me an email. If it gets you off, definitely drop me an email. More chapters in the works. Would love to hear any ideas you have for the story or the scene. gh_lovr (at) yahoo (dot) com.
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Now, on to the fun part...
Mixing Business and Pleasure 11
For a number of years, I did a lot of travelling for work. Projects could last from a few months to several years, and conferences and business development also took me out of town. I decided early on in my career that business should be balanced against pleasure, and that while out of town for work meant long days it could also mean long nights. Nights jerking off to a laptop screen or an iPhone screen, and as often as possible sucking off as many guys as I could manage. Here are some memories of mixing business and pleasure.
"Oh man," said the guy behind me, "his ass is almost as good as his mouth."
"I'd hoped that would be the case when he was showing it off at the show."
As soon as they had recovered, they both slid out and left me full and empty at the same time.
Don and Cary had been standing there watching me get fucked while I serviced a cock at the gloryhole.
Don spoke up first, saying, "Dude's ready for round 3!" To a chorus of cheers.
`Round 3?' I wondered to myself. Did that mean what I thought it meant?
= = =
Cary tussled my hair and Don rubbed my very sweaty shoulder. The actions turned to gentle upward pressure that was really an unspoken direction. They got me to stand up and then turn around. Cary grabbed the stool and placed it in front of me.
"For balance," he said, "and to keep your mouth at the right height."
Don pressed down on my shoulder as Cary pressed my hip back. I caught on quickly enough. I'd only been fucked through a gloryhole a few times, and it looked like this was the next time.
Don's hard, dripping cock was in my face as I put my hands on either side of the stool and braced my ass against the hole. Immediately I could feel a hand running up and down my ass crack, skipping over my recently used hole, but definitely getting ready to circle in. Another hand and then a third joined in rubbing my ass, each of them taking turns gently teasing my hole.
I reached for Don's cock. He was quick on the uptake too, and turned to face me, sliding his cock in as he went. "Oh yeah. Looks so hot seeing your ass pressed against the hole. Getting me hard knowing what is happening on the other side." The guys had obviously mapped out the way the evening would play out and I was the center of their plan.
One of the hands pulled away and the other two slid to the side, opening my ass cheeks and putting my hole on full display for the guys on the other side. Don was pumping his cock in and out of my mouth and Cary was standing right beside me, his cock sliding back and forth over my shoulder and up alongside my neck. His hairy thigh was pressed against my arm, the coarse hair feeling good against my skin.
I could feel a cock head nudge my ass, testing to see if I was still ready for action. I relaxed and on the next push let his cock enter my hole. He slid in an inch or so, and stopped for a second. He wanted to take it easy to start, I guess. Pulling off Don's cock I said, "fuck me. I want your cock all the way up my ass."
That was all the encouragement he needed. The next thrust was far less gentle and his cock slid most of the way in. Pulling back slightly he leaned into the next thrust and I could feel his wiry pubes pressed against my ass. I'd never been spit roasted at the gloryhole, and I soon discovered that Don and Cary were not just there to be serviced, but to help me keep my balance as my ass was thoroughly reamed from the guys behind the wall.
Once my fucker was balls deep, and could feel the cum load lubing him up, he started to pick up the pace. The first few strokes were straight in and out, sawing away getting my hole open. Then he started to shift his hips around, driving his cock in at slightly different angles. Every few strokes he also managed to rake it over my prostate sending waves of pleasure through my body.
Don's cock was matching the thrusts, keeping me in place.
Cary was rubbing his cock with one hand and using the other to hold my other shoulder.
The guy behind me started to pick up the pace and reverted back to a single pattern, running his cock over my prostate on each thrust. I was in fucking pig heaven.
Two more hard bangs and he shoved in and held his cock in place. I could feel it stiffen and swell and then pulse as rope after rope of cum was shot up my used hole.
He pulled out unceremoniously, his pleasure complete. It didn't take more than two or three of Don's strokes before the next cock was at my hole. This guy had obviously seen the pounding my ass had taken, so he didn't need to be gentle. And he wasn't.
Ramming his cock up my chute, he immediately started railing away, pounding his cock in and out, banging his pubic bone against my ass. Felt like he was completely shaved as I didn't feel any pubes pressed against my ass. He was obviously worked up too, and fucked me like a jack rabbit before he growled and started spurting up my now well used hole. He didn't stay still, but pumped his cock in time with each blast of cum.
"Fuck... what a hot fucking hole," he said, "who wants to dump their load on top of mine?"
Not that I would have to wait long. The next three guys were so fucking turned on they only lasted a minute or two. Don and Cary had switched places and I slobbered all over Cary's cock as Don's wet cock slid over my body.
"Hey," said some guy standing next to Cary, "he got most of my load up his ass, but I need him to clean off my cock." Cary pulled out of my mouth and one of my recent fuckers stepped into his spot and slid his cum-slick cock in my mouth. I could taste multiple cum loads as I worked to clean his cock.
The next guy in line wanted a slower experience. I had no idea if he was just close to the edge and wanted it to last, or if it was his usual pace, but he slowly slid in and out of my cum-lubed hole, using the flared head of his cock to pull on my ass ring before sliding in and bottoming out pressed against the wall and my ass. I was enjoying the slow, steady pace as two of his buddies fed me cock and Don and Cary watched and helped me keep my balance.
I bobbed on one cock and then the other. The two guys were talking about how hot it was to watch the other get sucked, with an audience and with the grunts and groans from behind the wall.
"Sounds even hotter than it did in that arcade," one guy said.
"Yeah. There was lots of action going on, but the guys were too spread out. Here all the fucking and sucking is right here in the same room."
"Fuck yeah. And not just the sounds of sex, this room reeks like cum and sweat. It's getting me close."
"Me too buddy. Ready to paint his face?"
"Fuck yeah."
Both cock heads jousted for access to my mouth while the two guys stroked their cock shafts. The jerky hand motions and the tensing leg muscles told me they were about to blow. I arched my back so that I could thrust my chin out and open my mouth to catch as much of their loads as possible.
"Cum bucket is ready... I'm almost there."
"Fuck... me too." With that their cocks stiffened even more and the cum started to fly.
One guy shot the first blast right into my mouth while his buddy's landed on my cheek. They both had good aim for the second blast and then lost control, spewing the last few shots all over my face. Don couldn't stand it any longer and started shooting his load on my forehead and temple.
I swallowed everything that had landed in my mouth and started using my tongue to lick up what I could reach. Cary stepped in when they had moved back and used his cock to wipe more of their loads to my mouth. I managed to wrap my lips around his cock on one sweep and he gave in, shoving his whole cock into my mouth and then erupting in my mouth, flooding me with yet another load.
My ass was free as Cary's cock slid out of my mouth and I sat down on my haunches. It was fucking awesome to get so much cock at the gloryhole, but I need to move around a bit before I got too stiff. I was halfway between the two holes, and could see there were still a few guys stroking on the other side.
Don noticed that I was starting to flag a bit, but knew that there more guys expecting my services.
"You want to stay here or are you up for moving to the bed?"
"Bed sounds good. This has been fucking awesome, but I need a bit of a change."
Don and Cary helped me up, and we moved around the wall and over to the bed. The bedspread and top sheet had been stripped back and there were still six or seven guys in the room, all naked and all stroking hard cocks.
I flopped down on the bed on my back. My mind was reeling and I was still buzzing even if my legs needed a break. The guys started to close in. A few got onto the bed and I was soon surrounded by hot guys and hard, slick and dripping cocks.
Reaching up to stroke the ones in reach, two of the guys near the bottom of the bed lifted up my legs and hoisted my closer to the edge. My feet had been on the floor, so they didn't have to move me far, but being jerked over to the edge was hot enough to get me back into the moment and ready for what I hoped was going to happen.
The guys still held onto my legs, which was a good thing because after all the kneeling and crouching at the gloryhole my legs need a break. They were running their hands up and down my legs, massaging my calves and thighs, almost in tandem. The feeling was great and I could feel my muscles relaxing.
The guys stroking their cocks in a circle around me were turned on as much by seeing me spread out in the middle as by each other. I was reaching from cock to cock, stroking each one for a few moments, before moving on to the next one. I spit on one hand and then the other to slick their cocks up even more.
Mark appeared between the guys holding up my legs. The look of lust in his eyes and the way his muscles moved as he stroked his cock told me he was going to be the next guy to use my ass. I smiled at him, and he smirked at me, then looked down my body, eyes raking from my face down across my chest and crotch, stopping when his target was in view. The last half step brought the head of his cock to my well used, but still eager hole. He had seen what was going on, so knew that we were well beyond the preliminaries. His huge cock slid in with one smooth motion as he pressed his chest and torso against the back of my legs. Once he was fully embedded, he grabbed my ankles and gestured for me to bend my knees slightly. I knew that would give him even deeper access, and I desperately wanted his cock as far up my ass as he could get.
The guys holding my legs moved with us, and held my bent legs, freeing up Mark to start working my ass and run his hands over my inner thighs and up across my abs as he slid his cock in and out. I could see his abs flexing as he worked his cock in my hole. The muscles tensing and releasing under glistening skin was getting me even more turned on. Mark had hinted that I might get fucked, but I had thought that maybe after sucking a few guys off he would fuck me before sending me on my way. This was turning out to be completely different, completely unexpected, and completely amazing.
After a few hard thrusts that moved my whole body, and the bed for that matter, Mark pulled out.
"Too soon," he said, "I want this to last. Who wants a shot at this hot hole?"
One of the guys near the foot of the bed jumped up, obviously eager. "Dibs!" he practically shouted.
"Don't worry," Mark said, "the cum slut is here until we are all finished. Isn't that right?" I nodded in agreement, much to the pleasure of the guys surrounding me. By now everyone in the room knew what I was ready for, and took full advantage. Dibs, as I called him in my head, slid his cock in with one smooth, deliberate motion, only pausing at the bottom for a few seconds. I nodded at him, and he grinned before pulling half way back and plowing in. Things started pretty rough. He seemed to just want to plow in and pull out without much finesse, but just as I was thinking that the pace and approach changed. Almost as if he could ready my mind or he was moving from stage one onto stage two.
Dibs was a more thoughtful fucker that I had hoped. He knew his way to pleasing himself and his fuck buddy. He ran his hands up and down the back of my thighs, keeping them loose while he changed pace and angle, using his cock to plumb my depths. He was a good size and was reaching some great places, but he wasn't going to hit bottom. The pace gradually picked up and he continued to flex all of his muscles and he pounded my hole with increasing intensity.
I had no idea how he was keeping up this pace. Most guys would have blown a load or had to pull back by now. Not Dibs.
He continued to work my hole and then pressed my knees further apart. He knew that would really get me. He wouldn't get quite as deep, but the fucker knew what he was doing. The new position pushed my glutes closer to his cock, adding more pressure to the base of his cock without hitting bone on bone every time he bottomed out.
"His ass is even better than his mouth," Dibs said, "how do you do it Mark? You always manage to find the most perverted cum dumps for these events."
"It's a talent," Mark said to general chuckles and agreement.
So that was how Dibs was lasting so long. This was his second load. He has already fed me one and wanted to fuck the second up my chute to meet it in the middle.
Pushing my knees together and then closer to my chest gave him deeper access, and he took full advantage. The guys on either side continued to hold my legs so that he could pound away. After a few more increasingly uncontrolled thrusts, he tossed his head back and pressed his whole weight against me. Only his cock firmly lodged up my ass kept him from slipping off. His body shook on each spasm and I could feel his cock pulse with each spasm.
"Fucking awesome, just awesome," Dibs said, "fucking great hole. Thanks buddy. You are one talented cock slut!"
"I aim to please," I said.
"You've succeeded," Dibs said as he pulled back and made way for the guy standing behind him.
The next guy plunged in and started a series of short jack rabbit thrusts. His cock was long enough, he just seemed to like the short strokes. Dibs had moved around and motioned for the guy next to shoulder to move so that he could get closer. Kneeling on the bed he flagged his glistening and dripping cock at me. The guy at my other shoulder lifted me up so that I could clean off Dibs' cock. The mix of loads tasted great and Dibs let me nurse on his cock, getting the last drops of cum.
"Fucking slut," he said, as he pulled back and got off the bed, "one of the best fucking sluts I've ever had. Fuck that was awesome." I think I had a fan.
Jack Rabbit was moving his upper body around as he pounded me with his short strokes. His cock was rock hard and filling me nicely. His pace picked up and, unbelievable, the thrusts got faster. At this pace I wondered if his cum shots would be like machine gun fire.
He grabbed my ass and lifted up as he hunched over. The concentration on his face was amazing. Bang, bang, bang, bang. Then he held his body against mine. In the stillness I could feel his cock pulsing and knew he was shooting.
It ended as quickly as it had begun.
"Clean me off, slut!"
He came around and took the same position that Dibs had used. With no one at my ass for the moment I rolled partway over and cleaned off his cock. When Jack Rabbit was cleaned up, he stepped back, leaving me on my side, one leg outstretched and the other pulled over top.
Smack!
Someone had slapped my ass. It made me jump.
"Ass up, head down!"
I half moved, and was half repositioned with my shins on the bed, and ass right at the edge of the bed. I put my arms out on and placed my head on the mattress. No sooner had my head hit the mattress when the next guy shoved his cock in. I love this position, and his cock was just the right size and shape to hit my prostate on each stroke. My cock must have been spitting out a little precum on each stroke. If this went on too long, I might end up shooting all over the sheet.
He grabbed my hips and pulled back on each thrust. From the way he was pounding I didn't think he had been sucked off and this was his first load. A dozen strokes later he let out a growl and pounded my ass in time with each cum volley. Right after the last shot, he pulled out, leaving my ass gaping open.
I felt motion on the bed and lifted my head to see a glistening cock dripping cum just in front of me. I got up on all fours as he sat down and then scooted forward to line up his cock under my mouth. Moving my hands over his legs I dropped down taking his cock in my mouth. As soon as I had a few inches of delicious cock in my mouth the next guy slid in my well used hole. I was being spit roasted again between a cock that had just shot a load up my ass and some unknown guy taking his turn.
The guy fucking me must have been very horned up watching all the action. He grabbed both my hips and started to slide in and out of my ass. On each stroke he pulled out just far enough that the head of his cock pulled on my ass ring. On each down stroke he pushed me forward and impaled me down on the cock I was sucking.
I must have looked quite a sight by this point, but man was I ever loving it. It had always been a fantasy of mine to be used by a group of guys like this. The guy in my ass was going slow and steady, I think to make it last. His cock was rock hard and I'm pretty sure he was close to shooting.
The cock in my mouth was still half hard and filled my mouth nicely. I had sucked the cum coating off it and sucked out the last of his cum. He finally had to pull me off as he was getting too sensitive. Just as he pulled me off the guy fucking my ass pounded in and held my ass in a tight grip, his cock pulsing as he added his load to my hole.
When he pulled out, I took the opportunity to roll over on my side. This was fun but I needed to keep changing positions.
"Got the stamina for two more?" Mark asked. He had fucked me earlier but not given up his load.
I grinned and nodded yes. He grinned back, saying, "Damien, care to join me?"
With no idea who Damien was I started to look around at the naked guys most with spent and deflated cocks. A few guys were stroking to keep themselves hard, but mainly for show.
Damien must have stepped through to the other room for a few minutes, but returned right after Mark called his name. Looking over at the door all I could see was a tall well-built guy approaching as a silhouette. I missed seeing him in the brighter light of the other room. As he stepped up to the foot of the bed, I realized it was the huge-cocked guy that had fed me a load through the gloryhole earlier.
Damien's cock kept swingling slowly from left to right when he got to the foot of the bed. I had really enjoyed sucking his cock and my ass twitched in anticipation of having him fuck me.
"How do you want him?" Mark asked.
"On his back is good. I want to see his face when I impale him."
I smiled and scooted over to the edge of the bed, guys on either side helping me get in position and hoist my legs up for Damien's monster cock. Mark was standing right beside him and had an evil grin on his face. I could tell this was the ultimate act for the party. They were going to tag me back and forth until I had both their loads.
Damien grabbed his cock and pointed it at my well-used and well-abused hole.
"Here is comes, faggot," he said as he slid in. He stopped and I thought for an instant he was all the way in until I realized I couldn't feel his hard body pressed against the back of my legs. He must have been watching my face to see the thought register. As soon as I realized he wasn't all the way in yet, and looked up at his face, he leaned forward and buried the last inches deep into my guy.
Catching me off guard, he completely filled my ass, reaching spots that had only been probed on a few previous occasions. Fuck did it feel awesome. Mark had a look of admiration on his face. I had proven to be a hit at his event, and now I was taking the biggest cock in the room like a pro.
Damien held his cock all the way in, letting the last inch or two open the depths of my ass.
I moaned and let my head fall back on the bed as I totally relaxed, letting him know that I was ready for whatever he had to throw at me. Or is that `throw into me'? Either way he pulled about halfway out and forcefully slid in. I grabbed at the edge of the mattress to avoid being shoved up the bed and away from his beautiful cock.
He fucked me repeatedly, strokes changing between longer and shorter, constantly mixing it up and playing me. He was an expert fucker and I could tell that he didn't get to enjoy an ass like mine all that often. Many guys had likely told him he was too big, or weren't worked in enough to enjoy his manhood. I was neither and was enjoying him fucking me as much as he appeared to be enjoying fucking me.
Mark nudged his side and Damien pulled out to allow Mark to take over. Mark's cock was a completely different feel. Harder and with more of an upward curve, he hit different spots and raked across my prostate. He grinned when he saw my reaction. He loved this position for the same reason I did.
He was a master cocksman too. I knew from my blowjob sessions that he was a demanding but talented top. He was going to show me his fucking skills. He wasn't as insistent as Damien, but was definitely in control and taking his time to build the pace he wanted. I was a willing hole, there to satisfy him in every way.
Mark ground his cock in and ground his crotch against my ass, stirring up the loads and mixing them into what would have been an amazing cum cocktail. He grabbed my ankles and changed my position slightly, making his strokes fill my ass even more. With him pushing on my ankles I bent my knees, allowing him more leverage to plow me.
Damien nudged him back and after a few more strokes, Damien retook his place. He assumed the same position Mark had and pressed my thighs almost to my chest, giving him that little extra depth.
He really started pounding then, hammering away on my ass, knowing full well he could be as rough as he wanted and I'd take it. I'd take it alright. I wanted his load and wanted to watch him fuck me.
One of the guys got behind me and let me rest my head in his lap. That way I could watch Damien, and then Mark, and then Damien, take turns on my ass.
Each round got a little shorter and more rushed, a little more forceful and a little less controlled. They were egging each other on, trying slight position changes and mirroring each other's stance and action.
Damien's head started rolling back, his chest swelling and the red of approaching orgasm spread from his face to his neck to his upper body. Mark was also flushed. They were pacing each other but were both approaching that awesome edge.
After two more rounds of them tagging my ass, Damien's demeanour changed again. Any semblance of control has evaporated unlike the glistening sweat coating his body and dripping from his curly hair. He was in full animal rut now. The guy's helped hold my legs and Damien ran his hands over his chest and torso, then up his flanks and over his head, flexing his body and showing off his hairy arm pits.
Mark moved behind him and reached around to tweak his nipples and then run his hands back stroking his arm pits. Mark moved back and forth, working what he knew were Damien's erogenous zones.
A growl started. I couldn't tell if it was me or him. It turned out to be both of us. I moved my ass around to vary his strokes, and his growl grew into a roar. With that he rammed in as far as he could go and held there while his huge cock exploded in my ass. I could feel it pulsating and knew he was filling me with his second load.
Unlike most of the other guys he didn't pull out right away. Like a champion athlete he knew the benefits of a warm down after exertion. His strokes became less forceful and random as he came back to reality. Towards the end they were full length strokes, sliding almost all the way out before sliding all the way back in. His cock was starting to get softer and eventually on one of his outward strokes he pulled out a fraction to far and his cock popped out. He let out a huge sigh and then stepped aside for Mark.
Mark's cock was still raging hard and looking for a hot hole to spew in. He took Damien's place, and Damien moved around behind him. He mimicked Mark's actions, working his soaking wet pits and rubbing his hairy chest. Mark wanted it to last longer, but was too worked up.
Master cocksman Mark had found my prostate and was raking over it with every stroke. My cock had been mainly hard for most of the evening, but now with the constant stimulation it was rock hard and spitting little dribbles of precum with each stroke. Mark reached down and grabbed my cock. He half stroked and half held my cock, trying to decide whether to stroke or just use it as a handle to hold himself in place. Either way it was hot to watch him holding my cock, and hotter to feel his stroke and grip on my cock.
After the night's fun, my body knew the finish line was in sight. The stroking and the constant raking of my prostate was pushing me gloriously close to the edge. The look on Mark's face told me that he knew I was close and it was a race to the finish and took almost super human effort on my part to hold back and keep going as long as possible.
Mark picked up the pace as Damien again used both hands to twist and pull on Mark's nipples. Throwing his head back, I knew that was going to put him over the edge. I lost concentration for a second and realized that I was beyond the point of no return too.
My abs tightened up and my balls were pulled up tight. Mark's downstrokes pressing on them, pulled tight on each side of my cock shaft. I let out another groan, which turned to a roar as my orgasm took over. My cock shot a huge load all over my face, chest and abs. I splattered a bit on the guys on either side of me as well. My orgasm also tightened my grip on Mark's cock, and my pulsating ass ring set him off.
He rammed forward and held in place as his cock pumped his load into my well-used hole. Like Damien he knew the benefits of a good warm down, and the exquisite pleasure that comes from sliding his sensitive cock in and out of a cum-filled hole.
The whole room seemed to relax when Mark and I had finally shot our loads. I was almost expecting a round of applause. Well, maybe that was just in my head, but it did feel like the climax of the evening, pun intended.
Mark slowly pulled out and stepped back. Damien was standing beside him, and there were still several guys gathered around both on the bed and standing in a big semi-circle. The bodies and cocks spanned the spectrum, but they all had one thing in common, they had all shot a load in me, in one hole or the other. In some cases, both.
It was a night to remember.