White Collar Tales Bill Drake (billdrake@hotmail.com)
Another in the series of full-blooded professional men getting their rocks off together. Send me your ideas and comments... billdrake@hotmail.com.
WARNING: The following is for adults only. It contains depiction of sexual acts between men. If this offends you or is inappropriate for you to read, go no further.
The following is fantasy, where consequences don't follow actions. In real life, wear that rubber.
White Collar Tales #7 Starting Out
Josh and Tim were newly minted Princeton grads in the big city to make their way. Both Econ majors, they had been thick as thieves throughout college, pledging the same fraternity, taking many of the same classes, and playing pickup football or basketball games every Saturday. In many ways, they were opposites, Josh the quintessential Jewish fratboy with an 5'10" endomorph body and a disarming twinkle in his brown eyes that matched his perpetual goofy grin. Tim on the other hand was from the Chicago suburbs, a tall, cornfed hunk whose dirty blonde hair and aqua-blue eyes drew attention whenever he walked into the room. But quickly freshman year they realized they had the same ambition: to rise to the top of the financial world, whatever it took. Econometrics, unpaid summer internships, long hours at their first jobs.
It was only natural, then, they upon interviewing and getting their Wall Street jobs, that these best of buds would find an apartment together. They weren't willing to live in some hole or out in Brooklyn, so they settled on a simple but nice 1 BR in Midtown. Josh could sense that Tim was uneasy spending so much on a place so small. They wouldn't even have their own bedroom. But that was Manhattan living for guys starting out. Besides Josh, having grown up on the Upper East Side, knew the benefits of having a concierge at one's disposal. "Look Tim, we're going to be working hellish hours, do you really want to have to worry about picking up your dry cleaning on top of that?" That clinched the deal.
Now it was Friday night and the men's suits lay strewn upon the polished hardwood floor. Josh lay prostrate on his bed as a muscular, horny thirty two year old stock picker stretched his body on top of Josh's meaty back and inched his cock into crevice of the younger man's round butt. Josh shuddered as he felt the chest hairs scratch against his lats, as a rough grip pinned his wrists to the pillow, as the mans thighs pushed outward from inside his own, as a well-lubed cock breached his sphincter and sunk in, ever slowly.
"Fuck, man!" Josh thought in panic. "What's his name? Told me at the bar and I've already forgotten it."
He didn't care for long as more cock filled his rectum up. Slow, smooth strokes. This guy knew how to fuck. Josh tossed his head from side to side and moaned. It was like he was being jacked off from the inside out. Hot lips met his, stubble scratching against his own. Despite the air-conditioning in the apartment, their bodies heated in full rut, and sweat-slick muscle ground against sweat-slick muscle. The two kissed impetuously as the older man's hips ground roughshod against the firm, beefy jock behind that was hiking back for each cockthrust.
"Jesus Jeff!" a whisper called out from across the room. The fucker's friend and coworker, wearing just his crisp white button-down, was positioned between Tim's spread jock thighs, sitting up from giving the younger stud a class-A blowjob only to see that his workmate was wasting no time in nailing young analyst tail. Tim's sturdy body shivered in a wave of erotic feeling as he followed his suckers' gaze and watched his roommate get a royal shafting. His spitsoaked cock surged up against his washboard belly and his ass muscles constricted against the two fingers his gentleman caller had wedged up his tail.
The tightening against his probing digits brought the man's attention back to Tim. "Want some of what your buddy's getting?" he grinned. The guy's hardon, a real wide specimen of a dick, was pulsing real hard now, beating up against the hard hairy torso. The guy was a blonde like Tim, only hairier and a beefier in build than the athletic college grad. Tim didn't say anything, he just smiled and rolled over to reach for a rubber and a bottle of lube. The man inhaled deeply to keep his pulse in check. Tim was just the sort of young stud he went for. Hell, the kid looked just like his boss's son, pure youthful masculinity. He'd always lusted after the man's son any time he came by the office, he never knew how much of it was sheer attraction and how much wanting to bring his boss down a peg by fucking his boy. Those thoughts raced through his head as Tim's talented fingers rolled the condom onto his fat erect cock.
With Tim's powerful legs on his shoulders he nudged his prick past the tight resistance. Bullseye. Tim winced, and the horned up portfolio manager smiled. His dick pulsed harder at the entrance to the young man's rectum and he pushed on.
"Hold it, John!" Tim urged his fucker between gritted teeth. This wasn't his first by any means, but unlike Josh he always had trouble relaxing into it. Maybe because he wasn't as sure about this as Josh, wasn't so sure that picking up two strangers in a trendy downtown bar on a Friday night was the way up the career ladder, no matter that these men obviously had done well for themselves as Citi. "Relax, buddy!" he could already hear Josh telling him. "You gotta network in this town, and we're going to do what it takes. Besides, you're getting your rocks off aren't you?"
Tim smiled as he imagined his friend's reply. Yeah, he was getting his rocks off. The last few months had meant incredible no-bullshit sex for both young men. As he thought about it, his anus spasmed and more cock slipped through.
"That's right, guy," his fucker grunted. "Let me both make us feel great."
"Oh yeah," Tim gasped, tossing his head back against the headboard. "You're fucking me with it. One big round one ya got, man, gonna fill me up."
"You know it, stud... oh shit, I'm in there deep, man. Goddamn fucking deep, man."
The two locked lips in an intense fuck kiss.
Jeff and Josh writhed in regular rhythm on the other bed. Josh clenched his muscle butt cheeks, pushing against the randy man's pelvis bouncing off his backside in a steady shafting. The pistoning stock picker dick punched the velvet-soft insides of the analyst's bowels.
"Goddamn!" Josh murmured. "Just like that man. Ride that butt."
The thirty-year-old stud gulped as he savored the best fuck he'd had in a while. Hungrily, he licked at the salty moisture dotting Josh's compact neck. "Nice, boy." He huffed as he pounded hard and steady. Looking up over at the other two studs in mid-fuck, he smiled and leaned down into the young man's earshot.
"Like watching your roomie getting it at the same time you're getting the fuck of your life?"
Josh opened his eyes and adjusted to the sight across the room. John and Tim were grinding slowly, intensely as they stared into each other's eyes and alternated with deep kisses. Josh's boner throbbed.
"Hell yeah, you like it," Jeff growled.
Jeff screwed away, then reached under Josh's beefy torso and pulled the kid up to his heaving chest. "I like watching him too, buddy. You know why? The fucker loves it. You saw him earlier. He pretends to take it or leave it but the dumb lug is crazy for you office jocks."
"And what about you?" Josh shot back.
"Me?" Jeff grunted between thrusts. "I just saw a piece of ass that was mine for the taking. Didn't I, stud?" Jeff punctuated with a deep shove of his cock.
Josh shot.
Tim's muscled calves rested on John's cotton dress shirt, soaked through with sweat. The penetration was deep.
"Thank you, stud, you're incredible you know. I can't believe you guys came up to us in the bar."
"Yeah?" Tim said, his reluctance long faded to sexual inner stimulation. "You like us young studs?"
"Shit, you know I do. I'm eight fucking inches into one right now."
Just then, Tim looked over John's shoulder and saw the man's buddy standing there, his leaking cock still half hard as the man started to button up his shirt. The younger man looked up in admiration at the perfect specimen of trader masculinity above him.
"That's it bud, screw that newbie butt." Jeff grinned and winked at Tim, who smiled back in a look of uncontrollable lust. He thought about how hot these two men were, how he would love to roll in the sack with this other businessman, get his butt mastered by the perfect cock rising proud and high just before he pulled the wool slacks over the bare flesh of the rod. And he saw the unmistakable look in Jeff's eye - he wanted to fuck Tim.
When Jeff was dressed he nudged John's heaving buttcheek. "Look buddy, I'll be waiting out front having a smoke."
"Yeah, Jeff, be right down."
"Don't rush, man. Enjoy it."
Both men were gone before Tim gained full consciousness and raised his naked jock-conditioned bod off his bed. He padded over to the kitchen and drank a couple of glasses water to replenish. When he returned Josh was still lying face down in his soaked sheets cooling off in the air conditioning. He looked up at his roommate.
"Shit, JT," Tim said, "that was hot watching you two fuck."
"Yeah?" Josh asked, sitting up and wiping the sweat from his brow.
"Fuck yeah. I don't know how you take it all. That guy was hung like a stallion. Big balls to match to. I bet he shoots one helluva load."
"He does. Fucker filled me up."
"Filled you? Fuck, JT! You mean you let him dick you without a rubber?"
"Would you wanna fuck with one? Of course not. If you want these guys to help you get ahead, you gotta help 'em out too, bro."
Tim wasn't so sure about his friend's logic, but he paused as a horny idea swept over him.
"Tell me if I'm out of line JT, but... can I taste it?"
"Taste what?"
"His cum, JT." He could barely say it, he was so embarrassed by his own desires. Josh would surely call him out on have such perved-out thoughts.
Instead his buddy's face broke into a sly grin. He tossed his thick bod back prostrate onto the mattress and hiked his butt up. "Have at it, Tim."
The Midwestern Ivy Leaguer's heart quickened as he knelt onto the bed and gripped Josh's knotted, hairy hamstrings. Slowly, with anticipation, he lowered his face til the heat and scent emanated from his best friend's ass crevice. Then the wetness of lube and muck, then the firmness of twenty-two-year-old butt muscle. He was almost too scared to open his mouth, but the second he did he could taste the fresh salty sweetness of stock picker cum.
An hour later Tim's cell phone rang just as Josh was getting out of the shower. He looked at the caller ID.
"Should I get it? It's Fenton." Tim had met Fenton Starks, CFO of a Fortune 500 company, at a fundraiser a couple weeks back. The man was forty-two, fit and on top of his game.
"Of course, dimwit," Josh laughed, plopping down on the couch to eavesdrop on his friend's conversation.
"Hello? Oh hey, Mr. Starks."
"Call me Fenton, Tim."
"All right, Fenton. What's up?" He could hear the sounds of street traffic on the other.
"I just dug out your card that you gave me the other week and I thought I'd give you a call. By all means, drop off your resume next week sometime, I'm sure we have something that would suit a young man of your qualifications." Josh looked on expectedly as Tim nodded and flashed his bright blue eyes in a silent smile.
"That would be great, Fenton. You don't know how much I'd appreciate that."
"Sure. And but that's not entirely why I'm calling."
"What is it?"
"Well, I'm just finishing up here at the office and before heading out to the Hamptons to join Kate and the kids, I thought I'd see if you'd be up for helping me unwind with a Friday night drink."
"Oh sure. My roommate and I were just sitting around. He's getting ready to go out, but I don't have any plans."
"Great. I'm heading uptown now. Want to meet in your neighborhood? I seem to remember you saying you live in Midtown."
"Yes."
"Well, name a place."
Tim paused and his dick throbbed in his worn Princeton sweatpants.
"Well, sir, if you like you could just come by my place. I'm on Lexington and 49th."
He'd done the right thing. He could hear the tone of approval coming over the poor reception of his phone. "Sounds great, Tim. See you in about fifteen minutes."
"Don't worry, Tim," Josh said almost before he'd even hung up. "I'll make myself scarce." Then more to himself than Tim: "Fenton Starks, I can't believe it."
Tim smiled inwardly, then stood in front of the mirror. He considered changing out of his worn collegiate wear, but thought best of it and left it on, with his hair freshly tousled from the shower he took. He made sure a tube of lube was stashed in the endtable by his bed and he took a second to check the box of condoms. Then, after looking at the rubbers a minute or so, he made a two-point toss into the garbage bin. Mr. Starks was going to get the ride of his life tonight.