The following story is a work of complete fiction. None of the characters exist and none of the events ever happened, keep that in mind.
The guys in this story might not be using rubbers, but they aren't real,you are. Practice safe sex.
Author's note Hope you like this story, while finishing work on "This is the Life 2" it just fell out of me.
David*****
June 30, 2004
Damian's Dilemma by David George
"Come on man stop it, please...ahhh"
"You know you want it"
"I'm a married man, ahh shit... please man don't do this" Damian pleaded as he was backed into the wall of his office, his cock head lodged in Tom's ass. Tom wasn't making it easy, he had him in the right position, with his ass the wall keeping Damian from escaping.
"Hold my hips and pump" Tom ordered.
"Get off me man, why are you doing this to me, suppose someo...ahh shitt!!" Tom gave Damian's cock a squeeze.
"You're wasting time, don't act like you don't know the terms of our deal now hold my hips and push or else." He was going to get what he wanted. His cock hungry ass was looking forward to this for three weeks and he wasn't going to pass it up for anything. Damian held his hips and gave a feeble push.
Tom getting impatient, impaled himself to the hilt unto Damian's thick 9 inch stalk
"Ahhh yeah... mmm" Tom was in his comfort zone, he gave Damian another squeeze
"Ohhh Jesus... Ahh" Damian couldn't believe how good it felt, he couldn't let this ass rule his dick, he loved pussy but it was so tight and warm, no he couldn't give in.
How did he get himself into this in the first place?
Tom's Tale
Tom Welsh had just gotten a job with Strachan Investments, straight out of College. He graduated Magna Cum Laude from Yale and was destined for big things. He liked big things; big jobs, big cars, big homes, big cocks, woops. Yeah, he loved big cocks but not just any big cock he liked them on straight guys most of all.
It started in College. He had decided that he was going to use his four years of university to not only chart his course to a successful future but also explore his sexuality. Since coming to college, he had a couple flings with other guys in the dorms but nothing more than plain old sex, these guys weren't exciting enough for him.
At 6 ft. he wasn't bad looking, blonde hair, blue eyes and a well developed physique from years of swimming and calisthenics, courtesy of his Dad's army training. He may have looked like an athlete but he was far from it. He was a geek in hunks clothing, by default his fathers insistence that all his children should be physically fit meant thousands of laps in the pool and tons of calisthenics training, it became a part of his life and by age ten Tom was having fun with it.
His training helped in other areas as well as his body size didn't make him a target for bullies in high school, even though he was a distinguished academic. Many times, he had been asked to join one of the sports teams but he always declined partly because of his discipline when it came to his books but also his secret. He feared he could not control himself in a locker room situation.
He knew he was gay ever since he discovered that he liked seeing his best friends ass more than he liked looking at the nudie magazines with pretty girls all decked out. He did date however and as was customary had his cherry picked when he became a senior in high school, when he got a date with the school tramp. It was memorable but couldn't compare to his other deflowering which took place near the end of that semester.
Unbeknownst to Tom he was being eyed by none other than the school's top jock, Football team Captain, Chad Hayes. Apparently he had caught Tom eyeing him a couple times during the semester and made a bet with his teammates...
"Hey guys you all know Tom Welsh?" Chad asked some of his teammates
"Who doesn't, he's the Valedictorian remember" said Tyler Smith, one of the line men on the team.
"Well I caught him eyeing my crotch the other day"
"What?!" they all asked in unison
"Yeah, I was walking down the hall and I swear I saw his mouth watering"
"So when do you want us to fuck up his fag ass?" another teammate asked
"Oh I'm gonna fuck it up alright, by giving him what he needs" he then grabbed his crotch "some of this"
"You're not serious Chad, are you?" asked Tyler
"Damn skippy I'm serious, anybody wanna bet I get his ass before graduation?"
"I don't know man, but that would teach him a lesson" another teammate concurred
"Ok twenty apiece that I get his ass and another twenty that someone else hits it the same night, what do you say men?" Chad was in his essence.
"I'm in" each chimed in one after the other
"But who is the other guy" another asked,
"Well any of you want in, it's a once in a lifetime opportunity"
"But won't that make you gay?" another asked
"No stupid, you're only gay if you take it up the ass" Chad informed them
"Ok then I'm definitely in on that" said Tyler excitedly
"Good so it's a deal then?" Chad asked
"YEAH!!!" they all shouted hitting fists.
"Tom! Hey Tom wait up!" Chad shouted as he ran to reach Tom.
Tom turned to see who was calling him, did his eyes deceive him or was it a mirage? Coming towards him was Chad Hayes, absolutely the sexiest man alive. His mixed background gave him the best of both worlds, toffee colored skin, green eyes and due to his football training a super powerful body, perfect in every proportion.
"Hey, glad I caught you" Chad said as he caught up to Tom breathing heavily "I just wanted to invite you to a party at my house tonight, kind of a last hurrah before graduation, y'know and it wouldn't be cool without our Valedictorian, so can you make it?"
"Well, I ah, ahm I-"
"Ok then its 8 o'clock, you know where I live, see yah" Chad ran off with a smile on his face.
What just happened? Tom was still reeling. The walking wet dream, Chad Hayes had just invited him to his house for a party, wow. Tom didn't know how he made it through the rest of the day but he managed. Suddenly members of the football team were smiling when they saw him.
When Tom got home later that day he told his mom that he was going to a party later. She said ok but he should not drink too much, that was no worry he could never hold his liquor.
Party time came and Tom was rearing to go. Chad's house was about a block away so he decided to walk. When he got to Chad's place, it was obvious that the party was in full swing. The driveway was filled with cars and people from school were everywhere. Tom made his way to the front door and stepped inside.
It was wild, girls and guys dancing, music blaring, beer everywhere it was definitely the last hurrah. Just then Tyler Smith one of the sexy line men from the team came up to Tom,
"Hey Tom, I'm Tyler, Chad's out back"
He led Tom through the maze of people and out the back door where the back yard unfurled into a pool filled with bathers in swimsuits, some girls even topless.
"Hey guys the Valedictorian is here!" Chad shouted when he saw Tom
"Yeah" everyone shouted back
"Glad you could make it Tom" Chad said when he got closer to Tom. He swung his hand around Tom's neck
"So, what you want to drink?"
"I don't know a soda or something, I don't really handle alcohol that well"
"Come on man, you're a man now, one beer won't kill you" Chad said as he pushed a beer into Tom's hand.
"Alright" Tom took a sip.
About twenty minutes later he was on his second and was feeling a buzz.
"Hey man you doin' ok?" asked Chad putting his hand on Tom's shoulder
"Yeah, I guess the beer got me sooner than I thought"
"You can go inside and lie down if you want y'know?" Chad offered
"That's ok, I'm fine I'll just go use the bathroom" Tom got up and headed for the house, but he couldn't see straight and as he passed by the pool he lost his balance and fell in.
"GET him out!!!" he heard someone shout then he was lifted from the pool and hoisted on strong shoulders. He was brought into the house and up the stairs where he was placed inside a room on a big warm bed.
He felt his clothes being removed and then he was warm, he fell asleep.
" Oh Tommyboy, wake up Tommyboy" he wasn't fully awake but he could feel hands on his body. He was coming out of his grogginess, but he could distinctly feel something cold being fingered into his tight ass.
"Chad, he's waking up" he heard another voice say. His eyes opened and he saw Chad positioned between his legs, his huge erection dripping pre-cum, poised at his now upturned hole as his legs were held over his head by Tyler.
"Glad you could join the party Tom, I'm gonna fuck you now"
"W-what, let me go, please, don't do this Chad" Tom pleaded
"Can it bitch, you know you want it, anyway I need to win this bet"
"What are you talking about? Please don't do this to me" tears were coming to his eyes now as he lay powerless about to be fucked royally by the Football Team Captain.
"Aww, it will be fun, eventually, I promise" Chad mocked as he reared back on his haunches, his dick in hand in line with Tom's virgin ass.
"Get ready...Ughh!!!" He gave a massive roar as he sunk to the hilt into Toms ass.
"AHHHHHH!!!" Tom screamed
"Tyler, stuff his mouth" Tyler promptly pushed his cock into Tom's gasping mouth, still holding his ankles to make room for Chad's invasion.
"Ohh Shitt!! His ass is so tight... fuck" Chad mused as he relaxed to the hilt inside Tom's no longer virgin ass. Tyler was enjoying the sensation of Tom's mouth as he whimpered around his cock.
"Suck it Tom, suck my cock" Tom didn't know what to do, his ass was on fire and his mouth was stuffed. He started moving his tongue around the thick shaft
"Yeah, I knew you were a cockhound, you're exactly where you want to be, valeDICKtorian" as he said this he slowly pulled out of Tom's ass. Tom could feel every ridge and vein in Chad's massive fuck stick as he pulled out. This was what he wanted, wasn't it?
"Look Chad, he's sprouting wood, he must really love your dick." said Tyler as Tom started to suck on his cock.
"Your ass is mine and you'll never forget the fuck I'm about to give you" said Chad as he got ready to plunge back into Tom's ass. "Take it bitch...Ungh!!" he plunged back in.
"Mmmpff!!" Tom yelped, his mouth stuffed with Tyler's cock. Chad plunged in repeatedly assaulting Tom's hole as he did. He sped up and slowed down. Plunging all the way in he rotated his hips to get full stimulation from Tom's hungry ass.
Meanwhile Tyler was feeding his cock to Tom in ever increasing doses, thrusting more and more of his cock into Tom's throat which by now was very receptive.
"Ahh Shit! he's trying to eat my cock" said Tyler in the throes of passion as the heat of Tom's wet mouth consumed his firebrand. He started to fuck Tom's mouth matching his strokes with those of Chad and using Tom's ankles as support.
For his part Tom started to push his ass to meet Chad's ever increasing thrusts and even managed to give his cock a couple squeezes.
"Ahhh...yeah squeeze that ass, gimme that ass... ahhh...I told you it would be fun" said Chad as he long dicked Tom. Tom couldn't believe it he was being fucked by the man of his dreams and he was loving it.
'Ahhh fuck... I'm gonna cumm!!!" shouted Tyler as he thrust into Tom's mouth. He made one final heave
"Yeahhhh!!!" he released a torrent of cum inside Tom's hungry mouth. Tom drank as much as he could but some dribbled out the sides of his mouth. Tyler, now exhausted, let go of Tom's ankles and got off the bed leaving Chad to continue his plowing of Tom's hole. He would get his turn soon enough.
Chad grabbed Tom's now free legs and put them around his waist, lowering himself and using his hands for support. They were now both drenched in sweat as Chad continued his deep thrusts into Tom's guts. Chad looked into Tom's eyes as he fucked him and saw the lust that swam beneath them. He really wanted this, he was loving it, this made him drive harder.
Tom looked up into Chad's eyes and he wanted more, this was the only chance he would ever get and Chad could do him no worse than he was already doing to him. He grabbed Chad's face and joined them in a deep kiss. He pushed his tongue as deep as it would go as Chad screamed and tried to pull free.
"Mmmmpfmmmmm" Chad screamed as he felt Tom's tongue entering his mouth, the mother fucker had grabbed his head and wouldn't let go. He pounded him harder but now it seemed that Tom was no longer on the bed. Tom had in fact wrapped his strong legs tightly around Chad's waist and had glued himself to Chad's muscular frame.
Tyler saw what happened but could not believe it, one minute Chad was fucking the shit out of Tom, the next he was held in a deep kiss as Tom wrapped himself around his body like a glove.
Chad was exhausted from the fuck but now his body was supporting Tom's. With his dick planted deep inside Tom's ass, he was motionless as Tom continued to rape his mouth. He gave in and started to kiss back, the heat and lust was too much. He lowered himself, with Tom still underneath him, unto the bed and began to ravage Tom's mouth, using his hands to loosen his hold around his neck.
"Chad man, what are you doing?" Tyler whispered as Chad took Tom's face into his hand and kissed him more. He didn't answer.
Chad broke the kiss and started to kiss Tom's neck. He was moving down as he continued to nip and kiss.
"Ahhh..." moaned Tom as Chad's gentle kisses maddened his senses, Never forgetting that Chad's prong was still entrenched within his ass.
"You like that huh?" Chad asked as he looked at Tom, eyes closed underneath him.
"Chad" Chad looked around to see Tyler stroking his cock, looking at him with questions in his eyes.
"Tyler, you have to promise never to tell anyone what we really did here, get it?" Tyler shook his head. Chad eased up and took his still erect cock out of Tom's quivering ass.
"Please don't take it out" pleaded Tom, pulling Chad on top of him.
"I'm beat Tom" Chad said in a gentle voice "give Tyler a chance"
Chad got up and Tyler moved into position
"I want to take you from the side" he said as he went behind Tom and lifted his leg. He guided his prick into his ass and rammed it home.
"Uhhh!!" moaned Tom as Tyler pounded away in even strokes, then he twisted Tom's neck to the side and pressed their mouths together. Tyler kissed Tom deeply as his cock worked wonders on his ass. He then moved his hand down to Tom's stiff cock and started to jack it.
"Mmmmm" Tyler moaned into Tom's mouth as he fucked his ass and jacked his cock, this was heaven.
Chad watched as the two guys got it on, their tongues tied as Tyler fed Tom's ass his meat and jacked his cock. He wanted to join in.
"Tyler let me jack his cock, grab his waist with both your hands" Chad got into position between both their legs and grabbed Tom's cock, while Tyler got a firm grip on his waist and pumped him harder.
"Ohhh God!!!" Tom moaned as his body was overtaken with pleasure. Chad jacked his cock at breakneck speed while playing with his balls. Being so close it only seemed natural for him to taste it so Chad put his lips over the head of Tom's cock.
"AHHH!!" this new sensation was too much for Tom and he started to cum, too late to warn Chad, a flood of cum filled Chad's mouth, he held on and took it all but didn't swallow.
"Ohhh Fuck!!!" Tyler's cock was feeling the vibrations of Tom's ass around his cock and this drove him over the edge,
"Ughhhh!!" he grunted as he unloaded his second load of the night into Tom's ass. Chad had now moved up to Tom's mouth and joined their mouths together; feeding him his own cum. Tom drank hungrily. Tyler hadn't taken out his cock and now both jocks had Tom in a sandwich, rubbing his body all over.
"At first I just wanted to rape you and make you feel what a man's cock was like but then you went and kissed me. No girl ever kissed me while I fucked her before" said Chad as he played with Tom's nipples.
"There's something else I want to do for you Chad." said Tom
"Show me"
Tom got up from between them and pushed Chad unto his belly, he then parted his ass cheeks and dived between his hot buns with his tongue
"Ahhh Shit, what are you...ohh fuck!!!" Chad had never been rimmed and this was sensational. Tom stopped for a second
"Tyler, hold down his waist," Tyler quickly placed his hand firmly on Chad's waist which was now swaying like crazy.
Chad was now the whimpering one as Tom ate his ass.
"Uh.... Please man stop him...ohh god....I can't deal with this" Chad was babbling as Tom used his tongue to fuck his ass. Chad started to push his ass into Tom's mouth
"I'm gonna cum...ahh!!" Chad screamed as his body was racked by his first orgasm of the night. Tyler had let go of his waist and Tom quickly twisted him to get his mouth over his cock. Tom drank his entire load and then gave Chad a deep kiss.
"That was great man, now I can finish fucking you" Chad said as he got into position between Tom's legs.
The two jocks took turns fucking Tom that night, early into the morning. When the last cum load was released they were exhausted and fell asleep curled up together. Lying with Chad and Tyler's legs flung over him Tom was in dreamland, he couldn't believe his luck, two of the hottest jocks in school had just had their way with him and they liked it. He was seeing straightness in a new light.
They were only in it at first for the domination and fucking him by force but he was able to systematically wear away at their defenses and they made love to him instead, willingly. Who knew what a kiss could do? Tyler could see clearly and College now had a lot more prospects than he previously thought.
In College, there came only one opportunity in his four years to test his theory and bring a straight guy to the brink. Well maybe there were many opportunities but he never found the super straight type he wanted until his junior year when he was put in a dorm room with the hockey team captain.
To say that Aiden Matthews was super straight was probably an understatement. He was, a part from being the very talented and popular hockey captain, a dog when it came to ladies. He used his good looks, the all-American jock image of blonde hair, brown eyes, muscled body to get himself into the pants of many an unsuspecting girl on campus. He called himself the "cherry picker" and went out of his way to find virgins to plunder.
Tom knew this too well, the first week of the semester he had to spend a couple nights out late to give Aiden enough time to finish with his latest conquest. Rumors ran amuck on campus about his size and his sexual prowess. But probably his most distinguishing characteristic was his fierce hate of homosexuals.
While he wasn't violent towards those he saw on campus he would say the vilest things and at times Tom would cringe whenever their conversation veered into the subject. As to why they had been placed together in the same room the star athlete and the deans list student? Well as athletes sometimes go, Aiden needed help in his classes and who better to have as a roommate than one of the brightest students around, good ole Tom Welsh.
Tom was a bit reluctant at first but somehow they (admin) persuaded Aiden to be charming and let Tom know how much he needed his help, after Tom spoke to him he said yes.
Tom was a formidable match for Aiden, not an apple core geek, he could appreciate an active lifestyle and this made his relationship with Aiden somewhat easier. Aiden was impressed when he heard of Tom's growing up with his father in the army and his training.
What Aiden didn't know however was that Tom was gay. Tom had learned all too quickly that this could never become an issue between them, as Aiden was resolute on his stance on the matter. Somehow, however Aiden's fierce attitude served as a turn on for Tom who wanted to take this jock down a peg or two. He set a plan in action.
Usually Tom's excuse for not dating was simple, he had a lot of work and studying to do. This was evident so Aiden didn't push it especially seeing that he needed Tom's help with his own work. For his own sexual gratification, Tom would find discreet partners who only wanted some sex that was fine with him. On the rare occasion, he would bring them to his room when he knew that Aiden wouldn't possibly show up.
He had not however counted on Aiden skipping a class one day in their spring semester, while he was in the room having fun with Josh. Josh was a hot swimmer Tom had met and they quickly hit it off. They had just entered the room and were locked in a deep kiss when...
"Oh my fuckin' GOD" Aiden croaked when he walked in
Tom heard the voice before he saw Aiden. He jumped away from Josh who was just as shocked. Aiden stood in the doorway of their room still looking at Josh and Tom and then rushed off.
Tom was worried and not really in the mood after that so he asked Josh to leave. He stayed in the room for the next five hours planning what he would say to Aiden when he returned, if he returned.
He had just about given up on Aiden returning when he heard his key in the door. He jumped off his bed and sat at his desk looking as busy as ever. Then Aiden walked in. He looked up but only saw anger in Aiden's eyes.
"You fuckin' punk" were his first words " all this time and you never told me that you were a fudge packing fag" he said menacingly a look of pure hate in his eyes.
"You never asked" I said "anyway what difference has it made?"
"What difference?" he asked "I should just fuck you up right here, right now for acting like you were straight when you knew you wanted dick. 'I have too much work Aiden, I have to study', bull shit, you were probably jacking off every time you saw me naked." This fact must have hit him " Oh shit!!"
"I want you out of my room" he said flatly.
"Fine, I'll leave tomorrow" I said
"Uh-uh you're going to pack your things and leave tonight, I'm not spending the night with a faggot sleeping in the same room with me."
"You have been doing that for a semester and counting already, anyway what makes you think that I would even be remotely interested in you, you're so stupid the only exams you can pass are physicals and that's because you don't have to know anything, just be a piece of meat."
"What did you say, punk?"
"Oh, you're deaf now too, how do you get women anyway your dick is so small I wouldn't be surprised if you paid those girls to say all those things about you"
"Shut up Tom, or I swear I'll break your fuckin' nose" he was getting angrier as I continued to debase him
"You! shut up bitch, maybe some butch bear faggot that you hate so much should take you down and fuck you up the a... Ahh!!"
He lunged at Tom and hit him in the stomach. Tom fell to the floor, curled up trying to get some air back into his lungs when he got a kick to his ribs.
"Ahh!!"
"Now whose the bitch faggot?" Aiden was standing over Tom looking down on his crumpled roommate. Tom wasn't going to let this stupid jock beat him to a pulp. He gathered all his strength, grabbed Aiden's legs, and pushed him to the floor.
He went down like a sack of potatoes. He kicked at Tom but Tom dodged his foot and grabbed his other leg, which he used to drag Aiden around the room before landing his foot in his stomach.
"Ugnh!!" Aiden cried as the air was knocked out of him.
Tom's mind was racing now as he sought the best way to remedy this situation. There was only one thing to do. He had handcuffs, which he had bought for his plan, but now this was the only chance may have to use them. While Aiden was writhing on the floor he quickly took the handcuffs and cello tape from his desk drawer.
As Tom turned around he was floored by a right fist to his jaw, he had under estimated Aiden's strength. His tools fell from his hands.
"I'm gonna teach you to mess with me" Aiden said as he went after Tom who was getting up and off the floor. He jumped on him, pinning him to the floor underneath him.
"Does this turn you on Aiden?" Tom asked scornfully "get off me!!" Tom heaved but Aiden wouldn't budge. He grabbed Tom in the back of his neck and dragged him up off the floor.
"I'll show you what turns me on faggot" Aiden said as his foot landed in the small of Tom's back. Tom was flung unto his bed. Going down his head hit the backboard and he went unconscious, or so Aiden thought.
"Oh Shit, Oh Shit!!" he said to himself when Tom stopped moving. He went over to him and started shaking him
"Wake the fuck up man!" he shook and slapped him across the face a couple times but nothing worked. Aiden did not know that Tom's time on the floor had allowed him to retrieve the handcuff, which he put in his back pocket. Now as Aiden straddled him and tried to pry him out of unconsciousness, he snaked his hand inside his back pocket and took them out. Aiden now had his hand on his shoulder and was shaking him.
When a smile suddenly appeared on Tom's face, Aiden was shocked, then he heard the click. Tom moved fast now and grabbed his other hand and soon Aiden was captive. Tom reached around and gave Aiden's package a mighty squeeze through his jeans.
This sent him tumbling off Tom's chest in agony.
"Now we'll see who's the bitch" Tom said as he kicked Aiden in the ribs before dragging him across the room and throwing him unto his bed.
Aiden recovered sufficiently and said "if you touch my ass I'm gonna kill you, I swear".
"Don't worry Aiden, when I'm done, you'll be begging me for more"
Tom jumped unto Aiden and straddled his stomach, running his hands over his huge pecs through his shirt.
"Stop it!!" Aiden shouted, trying to ease Tom off his chest.
"Calm down big boy, the fun hasn't started yet" as he said this he reached around and felt for Aiden's crotch. He may have been lying when he said that Aiden's dick was small, hey he had to get him angry right.
"Stop it, stop touching me dammit" Aiden was furious
"Why because you're afraid you'll love it?"
Tom continued and felt for Aiden's zipper, he pulled it down and reached inside his jeans
"Tom please, stop this, I'm sorry I hit you, please..." Aiden was near to tears now as he saw that he was powerless to stop Tom or his reaction to the stimulation.
He got up and used the cello tape to attach Aiden's handcuffed hands over his head to the bed rail. He then used a box cutter to remove Aiden's shirt.
"Aiden, just give in, it will be easier for you, trust me"
"Never punk, I'll never give in"
"Ok, but I'm gonna take off your pants now" Tom ripped his shoes off
"By the way, don't even think of kicking me or I will cut your balls off" Tom saw all hope flee from Aiden's eyes, apparently this was his intention. Tom undid his jeans and pulled his jeans off. He was wearing a jockstrap. Tom looked at his face and he could see that Aiden was dying with embarrassment.
"Aww, come on Aiden, there's nothing to be ashamed of " Tom teased him as he admired his captive. When his hand touched Aiden's inner thigh, he jumped. He was frightened, Tom liked this.
Suddenly there was banging on the door, "Aiden lets go man, Jessica's waiting" Aiden looked hopeful again and was about to shout when Tom put some tape over his mouth.
"Shhh" he said to Aiden, putting a finger over his mouth. Tom went to the door and opened it. There stood Scott Taylor, Aiden's friend and teammate.
"Hey Tom, where's Aiden?" he asked
"He left about an our ago with Melissa, she -"
"What?! That motherfucker, thanks man" he ran down the hall. Tom knew that Scott had a thing for Melissa but Aiden also wanted her as well, he would have hell to pay if Scott caught him.
When he went back to the bed, Aiden was writhing and his face was filled with tears. How easy the great man crumbled when he saw that there was no escape. Tom quickly ripped off the tape
"Ouch bitch!!" Aiden complained "I'm gonna get you when I get out of this, I promise you, in fact I'm gonna make the entire hockey team beat you up when they find out what you did to me"
"Well maybe when I'm done, you won't want them to know" Tom went between Aiden's legs and started to caress his muscular thighs. Aiden trembled every time Tom's hand neared his cock. Tom wanted more, he reached for the elastic waist band of the jock and pulled. Aiden started to struggle
"Please man, stop this, oh god please, I'm begging you" his pleas were ignored as Tom ripped his jock off and looked at him in all his naked glory. He reached for his cock and started to massage it. It responded to the fingering and behaved accordingly, quickly becoming partially erect and dripping pre-cum, Tom knew that all it took for Aiden to be in the mood was the wind to blow in the right direction.
"Oh god, please..." he begged through clenched teeth, Tom was enjoying this. Aiden was now breathing heavily inhaling and exhaling at a quick pace. Tom watched his abs as they expanded with each breath he took. A thin coat of sweat was now covering his body.
Tom continued to massage Aiden's cock and moved a hand to his balls
"Ahh shit! Stop!" Aiden started struggling again, his now fully erect cock leaking precum by the bucket. Tom decided to up the ante, he bent and took Aiden's cock into his mouth.
"Ohh Shit!! ahh, get of..." Tom had started to bob his head vigorously on the cock, lubricating it with saliva as he went. Aiden was in a state as he thrashed about trying to dislodge Tom from his cock. His head moved from side to side as the expert blow job penetrated his senses.
Tom reached up and started caressing Aiden's chest, pinching one then both of his fat nipples.
"Ahhh!! Oh Fuck ahh!!" Aiden no longer cared who did it, he was so far gone all he felt was the incredible wetness surrounding his cock. Tom was now deep throating the staff of life as his captive babbled incoherently.
"Oh Shit, oh fuck,!!..." was all Aiden could manage as he was stimulated senseless. Tom seeing that Aiden was almost gone decided to give him a jolt; he moistened one of his finger in his mouth and jammed it into Aiden's ass.
"Fuckkk!!" he shouted, when he felt the finger sink into his ass. Then Tom started to finger him hard. All fight forgotten Aiden threw his head back, his eyes closed as he took breaths in deep gasps.
"How is it now Aiden?" Tom wasn't expecting an answer, he saw the state he had Aiden in and he added another finger. This time Aiden started to twitch.
"Oh God, Oh Shit! I'm gonna cumm!!" Tom blew him faster as the moment of truth arrived. A flood of cum exploded from Aiden's cock and filled Tom's mouth. He waited until the flow had ebbed before lifting his head off the now sated cock and then swallowed.
"Aiden, I got your cum and I swallowed it, I can say I made you come" Aiden was breathing heavily, recouping from what was just done to him. He had never had a blowjob that good neither did he know that his ass was so sensitive.
"Let me go now, please, you got what you wanted" he pleaded.
"Oh no, I'm not finished yet, that was just the prelude" Tom said as he started taking off his clothes.
"What are you doing?" Aiden asked sounding frightened.
"I'm taking off my clothes stupid, wouldn't want to get it messy now would I?" Tom answered as he removed his boxer brief.
"B-but I thought you were through, what are you going to do?"
"It's what you're going to do"
"What?"
"You are going to fuck me"
"You've really lost your mind, you tie me up, you suck my dick and now you want me to fuck you? No way faggot now let me go!!" Aiden started struggling now, pulling at the handcuff violently.
Tom didn't answer him instead; he went over to his dresser and took up a bottle of lube. He squeezed some out and fingered it into his hole all the time watching Aiden struggle on the bed.
Aiden was getting frantic as he saw what Tom was doing, he was not going to fuck him. He almost let himself go while he got the blow job, who knows what he might do if he had to fuck him.
Tom walked over to Aiden and lubed his cock, making it slick and in the process it got rock hard. He mounted Aiden, aligned his ass with the fat cock head and pressed it home.
"Ahhh" Tom was in heaven as the dick slid up his well lubed ass.
"Ohh Shit!!!" mused Aiden as he felt the glove like tightness of Tom's ass surround his cock. His head flung back as he tried to fathom what he was in; it was so tight, so hot.
Tom lifted himself of the cock slowly leaving only the head inside then he fell back down with all his might, his ass devouring the rigid cock.
"Ohh God!! ugh...so tight!!" Aiden was getting lost inside Tom's ass and what it was doing to him. He loved virgins but this was heaven, never before had he ever been in anything so tight.
Tom started to ride Aiden's cock,
"Ohh yeah, Aiden your cock feels so good" said Tom as he put his hand on Aiden's strong chest for support, continuing his ride.
"Ohhh yeah, ahh, ride that dick you faggot, Shit!!" Aiden was getting into the spirit. He was running on auto pilot and his waist was engaged as he started to thrust up into Tom's eager ass.
"AHH!! ungh, Shit!! fuck that ass!" Tom was now feeling the powerful thrusts that Aiden was known for, as the dick started to lurch inside him. He stopped moving and let Aiden do all the work.
"Take my dick bitch, Ahh! ungh!" he looked between their bodies at the point where his dick disappeared inside Tom's ass repeatedly. Then he looked up at Tom who was in bliss as he fucked him, is head flung back and his Adams apple working as he breathed.
"Untie me Tom" Aiden said, he needed more control. Tom sunk back down on the cock to take a breather. He stretched for his pants hanging on the bedpost and took out he handcuff keys. He reached over Aiden's head and unlocked the handcuffs.
Aiden was free, free to shove Tom off and beat him to a pulp but this was too good, he had to have more and show Tom what he could really do. As soon as his hands were free he grabbed Tom around the waist and flipped him unto his back.
"You wanted it bitch, now you got it" he grabbed Tom's legs and stretched them askew as he plundered his ass.
"Ah... Ah...Oh God!" Tom couldn't believe the power with which Aiden was fucking him. He drove into him to the hilt over and over again. He was a savage animal as he released his pent up frustration into Tom's poor ass.
"Take it bitch, this is for tying me up" Aiden said as he sawed his dick into Tom's ass
"Ahhh!!! I'm sorry Ungh" this was unbelievable, Aiden was living up to the rumors, he was fucking the shit out of Tom. Aiden buried himself balls deep into Tom's guts, skewering him on his dick over and over again.
Aiden then sunk himself to the hilt inside Tom and rotated his hips.
"Holy Fuck, oh yeah, Ahhh" Tom couldn't take much more. Aiden started long dicking him,
"Ahhhh!!! I'm-I'm cumm..." Tom exploded, coating his chest and face with his cum, but Aiden continued to rut inside his hole.
"I'm not ready yet bitch, so you're gonna have to take more of my dick until I'm ready" Aiden said menacingly.
Fifteen minutes later with a final lunge, he filled Tom's guts with his cum. Tom had apparently been fucked so good he fell asleep. Aiden looked down and saw him sleeping, a smile came to his face, 'I did that', he thought. He bent over, his dick still lodged in Tom's ass and gave him a kiss full on the lips. He didn't know why he did it but seeing that Tom was asleep, he would never know.
Tom, always sensitive did know however and in his mind he smiled, another one bites the dust.
********* For the rest of college they both shared the same room and Aiden developed quite an appetite for ass, well only Tom's ass anyway. Whenever he had no pussy around, he would always lean on Tom, sometimes grabbing him as he walked through the door, ripping his clothes off and taking him on the floor. He also became quite a kisser.
Tom was happy knowing that he had, for a time anyway, one of the sexiest athletes on campus fucking him whenever he pleased. But like most good things college ended too soon and he graduated.
Damian's hips were now his master as he gave Tom what he wanted and so richly deserved, a good fuck from a big cock.
The deal that led to this day was a longtime coming. Damian Jenkins would never have expected the new white investment broker could be so diabolical. Damian had been assigned to help Tom settle in by showing him the ropes. A Yale graduate himself, the supervisors thought that it was a fitting combination and so they were paired.
Happily married with two kids, Damian at 35 years old was the perpetual black man living the American dream. With a nice annual income, cars, good home in the suburbs, health club membership and of course befitting of any successful man some good pussy on the side. For this he turned to a nice piece of ass named Estella, who worked in the typing pool. Little did he know that this was the beginning of a lot of trouble for him.
When Tom arrived his first day Damian was surprised at what he saw. He looked like an athlete, yet his credentials were impeccable. He would just have to see how this goes...
"Good Morning Mr. Jenkins" Tom said as he greeted his supervisor, 'he's hot' he thought.
"Good morning, please call me Damian, Mr Jenkins is my father and I'm not that old."
"Ok, call me Tom"
"Alright, now let me first welcome you to Strachan investments, I was just going over your resume and it's quite impressive, I'm sure you'll fit right in..." Tom was lost after a while as he looked at Damian. He was so hot, not the typical suit and tie. When Tom heard that he would be shown the ropes by a senior investment Broker he expected some old guy with gray hair, who extolled the virtues of big business.
Tom was pleasantly surprised to see a 30 something Black guy, tall, muscular and well put together, not to mention good looking, 'wonder if what they say is true?'
"... and the program will do most of the client... hey Tom, you still with me" Damian asked as Tom seemed to have zoned out. Strangely, while looking straight at him.
"Oh yeah, I was just trying to remember the client based program we were told to use back in college"
Damian continued to show Tom around for a few days before he got his own office and settled in. All in all Tom was a pretty quick study, he caught on quickly and got to know the staff too. He was a charmer and all the ladies had their eyes on him, he could be a heartbreaker, Damian thought.
Tom had been at Strachan for about three weeks and was doing well. Damian only had to assist him with major complicated transactions, which were rare. Damian was in his office one day when Estella walked in. He had been so busy they hadn't had a time to get on with their usual booty call.
"Damian have you been avoiding me?" she asked looking a bit worried
"No baby, but you know that new guy is here and I gotta be showin' him around, along with dealing with all my accounts"
"Tom, he's a dream" she said with a hungry look in her eyes.
"Maybe you can let him fuck you now" Damian said, sounding more jealous than he wanted to.
"Oh come on Damian you know I don't cross the colour line" she said as she sat in his lap "I love my black chocolate too much" she grinded her ass on his dick.
"Ahhh baby, not here, come by later at about 8:00 when the place is deserted and then I can give you some of my chocolate syrup"
"Mmm... I'll be here" she said as she walked out of the office. She thought nothing of it when she saw Tom entering his office as she passed.
The next day Damian was again in his office when he received an email from an unknown sender, which said URGENT. He found this a bit strange but knowing that spam didn't reach his inbox he opened it. His jaw dropped when he saw the pictures.
There on his computer screen were still video images of him fucking Estella across his desk in a variety of positions. His face was very visible and one image even showed him cumming on her breasts. Appended to the pictures was a terse message
'If you don't want your wife or boss to see these and more, meet me in your office tonight at 8:30.'
Damian couldn't believe this. What the hell was going on? The pictures seemed to have been taken last night, but how? One thing he did know however was that neither his wife or his bosses could see this. Damian was fretting like crazy thinking of how to get out of this, maybe they would want money, yeah that had got to be it.
Just then Tom walked into his office
"Damian, I was just wondering...are you ok? You look like you just saw a ghost"
"I-I'm fine, I ah, I just got some bad news, that's all, what is it?"
"Yeah, I was just wondering if you could take a look at this account for me?"
"Sure, just leave it on my desk"
Tom dropped the file on Damian's desk and turned to leave. He had a knowing smile on his face.
8:30 came and Damian was in his office when he heard a knock. He quickly got up from his desk and moved to open the door.
"Tom?" he said when he saw who was standing at the door.
"Hello Damian, heard that you were expecting me" Tom said as he walked past Damian into the office " I'd suggest you close the door"
Damian closed the door and turned to face Tom
"What's going on Tom, what's this all about?" he asked knowing at the back of his mind exactly what this was about.
"You've been fucking around Damian and now it's time to pay up" Damian could not believe it Tom was the culprit. But why?
"You see Damian I've been here long enough to know how things work around here and I hear stuff. You should tell Estella to watch her mouth, I overheard her boasting about how good a fuck you were to a friend of hers over the phone once. I didn't believe it at first, thought it was wishful thinking on her part, after all I've met your wife and kids and you all seem pretty happy together." Damian was in a nightmare, he watched Tom as he smirked at him
"Then yesterday I was coming to your office when I saw Estella slip in, I decided to find out if her story was true. Guess what? She wasn't lying, you two have been fucking for months." Damian was still dumbfounded by what he was hearing, he couldn't speak.
"I waited until you left your office and then I came in and set up my little camera, never thought it would come in so handy at work of places. Later when you and Estella were getting friendly I caught and save every frame to my computer."
Damian took a deep breath and finally asked "What do you want?"
"The question is what are you willing to give?"
"What?"
"You see Damian, ever since I first saw you, I knew that I had to get you by the balls some day but how? Ironic then that your balls are what got you in this mess in the first place and it's your balls that will get you out of it." Tom said this as he walked up to Damian and groped his dick.
"Hey, hey, hold on I don't know what you think but I don't do that." Damian said pushing Tom away " That's fag shit!"
"Well, can't say I never tried, say goodbye to your life Damian." Tom turned to leave the office.
"Wait, there's got to be some other way to fix this, I-I'm a married man Tom, I can't be fucking around with no man"
"But it's ok to fuck around with the office slut Estella, huh? If Sheila could hear you now."
"Hey you leave my wife out of this"
"Ok, but only if you agree to the terms of my deal"
"What are they?"
"Ok, for a start, stop fucking Estella and the rest is simple, I get sexual favors from you whenever I want"
"What?! You must be out of your fucking mind. Sexual favors, maybe I should just kick your faggot ass and destroy that computer"
"Don't you dear threaten me Damian, if anything happens to me my email account has been set to send video links and pictures to everyone in the company email database. So you better get off your high horse or I'll walk out this door right now"
Damian could see that he was not bluffing. Oh shit!!!, I can't sleep with a man not for this, but his life would be ruined if he didn't do something.
"Why me Tom? Why my life?"
"That's easy Damian, you're a sexy man with a big dick."
"I have to think about this"
"No way, I leave here with an answer tonight or no deal"
"Ok, ok, what do you want me to do"
"Well for starters I want to suck your cock to seal the deal"
"What? now?"
"Yes" Tom moved over to Damian who was sitting in his chair and knelt before him "One more thing any reluctance on your part will mean immediate termination of our deal." As he said this he reached for Damian's zipper.
Damian couldn't believe this, all he wanted was a little pussy on the side and now the rookie was kneeling at his feet pulling his cock from his pants. He just wanted to get up and push him away but he knew what would happen if he did.
To Tom, Damian's dick was even bigger in real life than it was on camera. He massaged the massive chocolate lance enjoying it's thickness in his hand. He started to jack it.
"Ahh... oh god, you can't do this man" moaned Damian as the first strings of pleasure flowed from his dick to his brain.
Tom started to push Damian's pant to his ankles, getting a better view of his mid section and more flesh to handle. He caressed the strong legs as he placed his warm mouth over the cock head.
"Oh shit..." Damian couldn't believe the sensation running from his cock as Tom went down on him. Tom started to bounce his head up and down on the long pole.
"Ahhh!!" Damian moaned as Tom deep throated his cock. Tom took his mouth off the shaft and attacked the plump balls. Damian would remember this blowjob forever.
"Ohhh fuck... shit!!!" Tom was rolling the balls around in his mouth and caressing Damian's thighs. He wanted more cock and he jumped back onto the shaft. Damian found himself tempted to grab Tom's head and fuck his face but he wouldn't dear, that would mean that he was enjoying this, well wasn't he?
He grabbed Tom's head and started moving his hips up out of the chair as he fucked his face. He pushed his cock up while forcing Tom's head down to meet it. Through it all though, Tom wasn't gagging, incredible.
Tom had him now, he had lost control. Tom opened his throat as wide as possible to accommodate Damian's forceful thrusts but he was a mouthful. He was getting a little weary so he used his secret weapon. He shoved a finger up Damian's ass.
"OH FUCK!!" Damian screamed as he exploded instantly into Tom's throat, his head glued to his pubes. His dick continued to spit cum for several seconds. He had never cum that much or that hard before.
When he was done, Tom cleaned the cock with his tongue, got up and walked out of the office without a word. Damian apart from being exhausted was totally at a loss to explain to himself what had just happened to him.
The next day, Damian could not look Tom in the face when they had a meeting together. However, he managed to tell him that he had broken it off with Estella.
For the next three weeks Tom gave Damian frequent blow jobs anywhere the fancy took him, in his office, his car, the bathroom and Damian could not complain. Tom was saving his ass for later.
Damian was now plowing Tom's ass as he held onto his waist and pulled him back and forth on his fuck stick. His waist was a piston as he drilled deeper and deeper into Tom's ass. He couldn't believe that he was enjoying this but it felt so good. He could hear Tom whimper with every stab from his dick, he decided to go harder.
"Uh, uh , uh shit... AHH!!!" Tom wailed as Damian's big dick rearranged his insides. Apparently Damian had gotten a little too carried away. He put his hand on the desk and tried to pull free of Damian's grip.
Damian saw what Tom was trying to do and quickly tightened his grip on his waist, he wanted it so he would have to bear the consequences of getting him so turned on.
Tom tried harder to get away this time by moving his hips trying to dislodge Damian's cock. He didn't want Damian to know that he wasn't handling the fuck very well.
Damian saw Tom's tactic and decided to take things a bit further. He wrapped his hands around Tom's middle and rested his chest on his back while continuing to jam him in the rear.
"You wanted this Tom, not me, now take it like a man" He whispered in Tom's ear as he continued to thrust deep into Tom's ass.
"Ahh!!! fuck, please this is too much ahh..." Tom could hardly speak as Damian used all his might to stuff his cock up his hole. Now he could get out of this deal.
"Ahh please, I-I'll destroy the video and the pictures, please just...ahhh shit!! let me go"
"You can keep those tapes over my head forever I don't care, I love your ass... ahhh yeah , take that dick" Damian was loving the power he had over Tom now.
He fucked Tom like this for ten more minutes then emptied his balls inside him. When Damian let go Tom couldn't stand up.
"Ahhh, my ass hurts, you did this to me, I'll make you pay" Tom threatened.
"Hey, I kept up my end of the deal" Tom knew Damian was right. He shuffled out of the office and never looked back.
The next day, Damian was in his office when Tom stopped by, 'what now' he thought. Tom placed a CD on his desk and walked out. When Damian put the CD into his computer, it was the video of him and Estella. He smiled.
Tom's days of seducing straight guys was over, especially those with big cocks, after what Damian did to him he decided that as much as he loved getting fucked up the ass, he couldn't take the chance of something like that happening again. He surmised that he couldn't change them all after all. The best and worse was definitely the last.
Feel free to e-mail comments to d_georgie24@yahoo.com Put the story title in the subject box to make sure I read it.