0 comments/ 78567 views/ 5 favorites Jeff The Jerk-Off Cowboy By: mef When Jeff Jones was 12 years old he had been a skinny little squirt who girls had laughed at. Now at 18, after 6 years weight training, football and a sudden growth spurt, he was six feet 2 inches of solid muscle. Huge biceps, broad shoulders and massive abs tapered down to a six pack, before thickening out again to two tree-trunk thighs with a solid 9 inch cock between them. His pride and joy, though, was his amazing ass: two high, round and hard cheeks that had already caused the production of several gallons of pussy juice, and featured heavily in the bank of mental images the girls and ladies of the small town of Roxboro called on during bouts of self-abuse. Jeff knew that girls thought he was hot, and that some of the air-headed little teenagers around town probably whacked off to him - he'd seen them, with pointy little nipples, gawking at his rippling muscles and fat package, had seen them peeking through the fence when he worked out in the garden in just a speedo; but he had no idea he was the jerk-off cowboy of many of the older women he knew: respectable, often married, ladies who were pillars of the local community. For instance, Mrs Johnson who lived next door, a mother of 3 young girls and (to Jeff) an old lady of 38 had been observing with lecherous pleasure the development of the Jones boy. Though Jeff noticed that she often came out to tend the garden when he was working out outside or sunbathing, it never occurred to him that she was checking him out, letting her eyes slide over the flexing muscles and hoping for a peek at the amazing cheeks. The divorcee would sometimes, if the girls were playing downstairs, sit near her bedroom window with her jeans and panties pooled around her ankles and her fingers sloshing in and out of her thickly bushed vagina, keeping her eyes on the amazing display in the garden and her ear cocked for a sudden scampering of little feet on the stairs. His mom's best friend Jane was a married mother of 2 aged 40; she had bad teeth and a wicked grin that she often seemed to direct at Jeff, especially when he was wearing very little. She had developed a disturbing habit of bursting in on him in his bedroom and the bathroom - usually with apologies and excuses, but still with that wicked grin. One time he had been working out naked in his room, and, quickly wrapping himself in a robe to go to the bathroom down the hall, he'd bumped into a red-faced Jane who seemed to be pulling up her pants; but he never occurred to him why. Jeff had a girlfriend of 3 years named Mandy Lewandowsky. Mandy was a pretty scary little fireball, so everyone new not to make a move on Jeff. Mandy was five feet 2 inches with short brown hair; not hot, by any means, and people wondered why Jeff was with her. The truth was that the relationship was perfect cover for both of them: Mandy was a closeted and very frustrated dyke ; and Jeff was.....gay, and equally frustrated. This wasn't the kind of town that either of them could come out in, so jerking off to the internet was the extent of both of their sex lives. --------- Candy James was 26 and pissed off with life as a 12th grade teacher at Roxboro High School. In fact it was not just the lazy, insolent kids and the fat dyke principal who kept increasing her workload while staring at her tits, it was the boring, piss-ant little town itself. She'd been desperate to get her first teaching job after graduation and hadn't realized that teacher at a small-town high school would mean that her social life would be reduced to zero. No hot clubs or other meat markets in this little burg, and even if there had been she would have been reported by some busybody to the principal who would have had a pious little talk with her about being 'a model of rectitude to the students', while getting a fucking wide-on at the thought of her in revealing club outfits. So Candy was bored, pissed off and.... fucking horny. She hadn't gotten laid in 3 months and was practising the sin of Onan more than she had since 9th grade. It didn't help that everywhere she looked there was fine young male flesh - shirtless boys on the sports field, tight asses in the corridor and well-filled packages obscenely displayed by slouched and open-legged young hunks in the classroom. Some days her clit seemed as if it was about to drill a hole in her panties. She did have a sense of dignity, though, not much of a one, but she did have it. Not only would molesting one of these tasty pieces of beef get her ass fired but she thought it was pretty lame to obsess over school kids. Sometimes though the flesh was weak and she repaired to the faculty bathroom to 'ease her mind' -though for that process she allowed that mind to fill with images of shower scenes, circle-jerks and nude Gym sessions. The worst offender was Jeff Jones. Dumb as an ox but with an ass that she wanted to bite. Today he was sitting in the front row in a pair of shorts that left little to her fevered imagination. Sometimes she thought that these little fuckers did it deliberately, clit-teasing her knowing that she'd risk getting fired if she made a move. Jeff was daydreaming about his friend Paul Evans; more specifically, he was running a few minutes of mental video in which Paul soaped up his body in the after-game showers. As his cock hardened and lengthened, he wasn't aware that it was having a similar effect on Ms. James's clit. "Holy fuck, he's getting a hard on! - man what a tube of meat" . She was soaking her panties at a rate of knots and crossed her legs to get a little relief, grinding her lips together, all the time keeping one eye on the show under Jeff's desk. Jeff was getting more and more exited. As Paul stroked his long, fat tool in his mind, he realized to his horror that he was past the point of no return. He felt his cock lurch and the first spray of thick come hit the inside of his boxers. Candy watched the amazing thrashing dick and then the shocking sight of a wet patch growing on the shorts... "Oh, fuck he's coming. Fuuckkkaaahh" Candy's womb began to contract as her pussy squirted more juice into the crotch of her panties as she orgasmed. After a few seconds she looked around to see if anyone had been watching - nope, all still reading their textbooks ..except - fuck, Mandy Lewandowsky was smirking lecherously in her direction. Mandy winked and licked her lips. "Man, what a horny bitch. She came in her pants looking at Jeff's package - she's probably got a majorly swollen pussy right now" She grinned nastily and filed the image away for her next jerk-off session. ----- When Jeff got home that afternoon, his mother wasn't alone. A woman of about 25 with greasy brown hair, unhealthy skin, and a smattering of acne around her rather large nose was arguing with her. It took Jeff a few moments to realize that is was his Aunt Amy, his mom's sister. She and his mom had fallen out about 5 years ago and he hadn't seen her since. "Fuck, is this Jeff? Holy shit!" She said Amy couldn't believe her eyes. The little dweeb she'd teased mercilessly a few years ago had transformed into the most amazing piece of ass she'd seen in a long time. She let practised eyes roam over the hard and exciting surfaces of male beauty before catching herself, realizing who this was. "For fuck sake, control yourself, Ame" she whispered to herself as she felt an embarrassing moisture soak her thong. Self-control had always been Amy's problem; a drop-out and drug addict, she'd turned up on her sister's doorstep after she'd blown another job by turning up late and high. Her big sister Joan, 13 years older than her 25, had always been like a mother to her and she was pretty shocked when she said 'not this time'. After an hour of tears and shouting, Joan had agreed she could stay if she cut out the drugs and looked for a job. "Yeah, Yeah Whatever you say. Please Joan you've gotta let me stay. You know Mom and dad won't let me back in the house' "I mean it Amy - any more fuck-ups and that's it" Amy hugged her, amazed that her up-tight sister had said 'fuck'. Next morning after Joan had gone to work and Jeff to school, Amy decided to have a look around the house before getting dressed and - sigh - looking for another fucking dead end job. Let's see what you've got hidden, Joanie eh? Nothing. Nothing. Nothing. What's this box under the bed. Now where would it's key be...? The key was in the bedside cabinet - so fucking easy, sis - Opening the box yielded quite a surprise. Uptight sis had quite a stash of pornos and a few Playgirls as well as a 10 inch life-like dildo. The package said - holy fuck! - 'South of the Border'. A replica Hispanic cock. "You dirty bitch Joanie - we have something in common" Amy thought, as she remembered Raoul from High school and that astonishing piece of meat of his. Amy paused for a moment - mmm I promised I'd look for a fucking job... Amy's conscience warred with her cunt until.....the box was dumped in from of the VCR in the living room. Amy checked out Jeff's room. A dirty jock on the floor drew her attention. "Don't be a fucking perv, Amy"; but it still seemed to find it's way into her pocket along with some weed (score!) and an unmarked Video that looked interesting. 2 Hours later Amy hadn't started to look for work; her no-drug promise had been forgotten about as well as she lazed in the recliner, joint in one hand, the other sliding the dildo into a very wet vagina while watching her sister's 'Hung Studs Jerk Off VI' video. The room stank of pot and pussy. As the tape ended, Amy spied the unmarked tape from Jeff's room on the table. She got up and exchanged tapes. "What the fuck's this?" She said as it seemed not to be the porno she'd thought it was. "Hi, I'm Jeff Jones, and this is my audition routine" "Does Jeff want to be a dancer? Holy shit!" It became clear just what kind of dancer Jeff wanted to be when he stripped to a tiny thong which showed most of his incredible ass. Amy watched mesmerised and began rubbing her enflamed vagina. "I fucking shouldn't" She said to herself, just as Jeff began swaying the amazing cheeks at the camera. Amy lay back and began to really jerk off in earnest, pushing the sweaty jock to her nose with her other hand. - Jeff had been persuaded by his friend Sarah that a good way of saving money for college was performing at the local Strip Joint which ran a Ladies Night on Tuesdays. He wasn't sure about it as he wasn't sure he wanted a lot of women pawing him but told her that the reason was he didn't want his Mom finding out (as if she would!). He was also pretty surprised that Sarah new about the strip joint. He was always comfortable around Sarah who was short , fat and shaped like a bowling ball. She had never had a boyfriend as far as he knew; she didn't seem interested in sex and was one of the few 12th grade girls who didn't gawp at his body. Sarah worked on him for a while and even contacted the owner of the club who transferred her to his daughter who ran the ladies nights; she said that if Jeff wanted a job he needed to make an audition video and send it in. "Look, just set up the camcorder and do it - don't forget you need to be naked with a hard-on at the end" This hadn't been true but Sarah was looking to improve what was going to be the latest edition to her porn stash...In fact it was better than she hoped when Jeff jerked off at the end when he thought he'd switched off the camera. Best friend Sarah whacked her pussy till it was raw...... Jeff kept a copy which he hid under his bed and the third (or second, as far as Jeff new), went to Charlene Timmons at the club. Ms Timmons was 21 and had recently been thrown out of college for cheating in exams and then offering pussy to the dyke in charge of the college's investigation. The lady might have taken her up on it if Charlene hadn't been skinny as a pole with a shock of violent red hair. She had then been given the job of supervising the ladies nights by her disappointed but not surprised daddy and she couldn't believe her fucking luck. She'd spent most of the plane ride home beating off in the tiny toilet imagining being surrounded by hugely-hung studs. Maybe she'd get to audition a few, heh , heh! Maybe they'd offer something in return for the job. Fuck, Yeah! Such dreams never work out in reality. Charlene found that the job seemed to be entirely paperwork - she often didn't even have time to watch the shows but at least when she did the action was viewable from her private office - frantically pulling up her jeans when her daddy rapped on the door to ask why it was locked. She was eventually put in charge of auditions and came up with a brilliant plan. Instead of live auditions, she'd asked for videos, videos she could watch in err, private. The guys auditioning quickly realized what the horny little carrot top was up to and got hotter and nastier than they would normally in the hope of getting a job at the largest strip joint in the area. Soon Charlene had a fabulous collection. She jerked off so much she could hardly walk at times - the last time that had happened was when her dad had gotten her a computer at 15 and she discovered Internet porn. This morning she'd got a new tape through the mail. 'Jeff, aged 18'. Yeah, whatever. Probably 35 and over the hill. She put the tape in the vcr after locking the office door. 20 minutes later an exhausted Charlene was draped across the armchair displaying a sore, gaping pussy, surrounded by thick, wet, orange hair still dripping liquid onto the upholstery. Man! This kid is fucking hired! "Charlene, why have you got this fuckin' door locked again?" Her dad pounded the door as Charlene fought to get her panties and jeans up her skinny, white thighs. END OF PART 1 Jeff The Jerk-Off Cowboy Ch. 02 Candy James pursed her full, sensual lips with anxiety and ducked her head into the side entrance of 'The Meat Palace', hoping she hadn't been seen. The 26-year-old teacher knew that once she made it inside at least the women there would be equally compromised and would be unlikely to report her to her employers. The small and shapely brunette had spent the last few months boiling with sexual frustration and her quest for some kind of sexual satisfaction in the god-forsaken little craphole of Roxboro continued unabated. She was even happy to risk being seen making a visit to the Ladies Night at the local strip joint. At first she'd been unwilling, until her new best pal Suzy Watkins, teacher at the same local high school as Candy, had filled in the panty-soaking detail one lunch-break in the school cafeteria. "Fuck, Candy, some of these studs are at least 10 inches, some of them more. You can grab a feel whenever, even a lick, and..." Suzy paused for dramatic effect, giving one of he famous shit-eating grins. "For a hundred bucks you can nail any one of them! I'm serious. The owner doesn't know about it but his daughter started selling cock as a sideline." "Holy shit!" blurted Candy, as her cunt started sucking at the crotch of her panties. She quickly regained composure. "Yeah, right Suze, if you say so". She gave Suzy a sarcastic grin and went back to her burger. As much as she loved Suzy, she knew she was a primo bullshitter. O Well, grade-A jerk off fantasy material even if not true. Still, maybe it was..... after 3 months without dick the thought of riding 10 inches attached to 180 pounds of rock hard muscle... Candy swallowed and thought about how she needed to take a break in the faculty bathroom..... ------- Once Candy paid at the door and got her copy of the rules: 'No touching unless invited; drunks will be ejected; all jerking off to be done in the bathroom', she took a seat near the stage after spying Suzy's blonde head and tall, willowy frame. She and Suzy often exchanged lewd stories about the real or supposed goings-on at Roxboro High School. Which teachers were fucking each other, which were nailing students, which students had been caught jerking off: rumour and fable, but they both enjoyed the clit-stiffening conversations, and both being past masters and the art of self-abuse, were grateful for new additions to their respective spank-banks. Suzy had just this morning been telling her how a lot of the female students behaved provocatively because they assumed she was a dyke just because she taught gym. "You wouldn't believe how many of the little bitches try to offer me pussy just to be let off Gym. It's fucking hilarious!" Tonight she told the story of how Mandy Lewandowsky had offered to suck her twat in exchange for a pass for the semester. The poor girl had almost cried when Suzy had turned her down. "If you ask me, that young lady is a closet case. Her eyes are always on stalks in the showers and she spends a lot of time locked in a toilet stall afterwards - Spanking the beaver if y'ask me! heh, heh!" The music started and the lights dimmed. "Here goes, babe. I've been giving mine a lot of punishment lately, anticipating this!" The first dancer was dressed as a construction worker. He was about 22 and 6'4". His shoulders, pecs and biceps were enormous. By the time he got down to a g-string bulging with what looked to be an exceptionally large package, a smell of wet vagina filled the dim and smoky room. Suddenly a girl of about 18 was pulled out of her seat by a female bouncer, obviously for jerking off under the table. "Do it in the bathroom, sweetie" shouted the huge woman over the screaming and yelling. The girl scuttled off shame-facedly, much to the amusement of her friends. The big bouncer took a surreptitious sniff of the hand that had grabbed the girl's 'busy' one. "Doesn't look as if the bouncer's gonna be distracted by the dancing this evening!" laughed Candy to Suzy who had turned round briefly to catch the episode. Soon, the construction worker was flopping his huge tool around the stage, dropping into the audience to pick up a few extra bucks and allow the women to cop a feel, though that, strictly, was against the rules. The second dancer was black and dressed as a football player. Like the first guy, he stripped to nothing before letting a long fat penis sway and shake for the audiences enjoyment. Some of the audience leaped forward to gab a feel while others watched with glazed eyes, madly bouncing one crossed leg over the other or with a slyly moving hand in their crotch, as the dancer slowly swayed the enormous cock back and forth. One plump middle-aged woman was pulled out of the crowd after she had tried to get her mouth around the huge cockhead. Several women were buying lap dances in the back room where the guys got hard and could be jerked off and sucked if it was done discreetly. The women weren't allowed to touch themselves but again, as long as it was discreet it was winked at, though most had to make a trip to the Ladies room afterwards. Candy had already had to make a brief trip to the bathroom to rub out a quickie. Each of the other 4 stalls had been occupied and from the little grunts and whimpers it was clear that she wasn't the only one who was enjoying the show. Candy pictured the long fat pecker of the construction worker, and it didn't take long before her pussy was spraying her hand. After half an hour Candy and Suzy were both ready for a lap dance. Soon Suzy disappeared into a booth with a tall black-haired adonis of about 19 with a pecker that hung down to his knees, winking at Candy and licking her lips salaciously. Candy had selected a young blond that looked quite a bit like Mike Johannson, a pupil in her 12th grade English class, a buff football player who was seriously packing. He often smirked or waggled his tongue at her when he caught her ogling his package in class. She had whacked off to that glorious piece of ass about 50 times, but unfortunately, the clit-twanging fantasy of getting a lap-dance from a 'Mike the spike' look-a-like wasn't to be fulfilled as he had been snapped up by a woman of about 50 with straight brown hair a few seconds before. "Fuck. Fuck. Fuck! The horny bitch!" The manager who had given her the bad news, a beanpole in her early twenties with a comical shock of red hair, sent the waiter for a complementary drink to apologise. "Sorry about that. That stud is very popular. What an amazing piece of cock, mmm?" she grinned. "Listen, we've got a new kid on the staff: eighteen; a nine-inch dick and an ass that would make a mother-superior cream her panties. How about it?" So that was how Candy James got a lap-dance from Jeff Jones. A fantasy scenario used a total of 87 times by 24 women in the town of Roxboro to accompany acts of masturbation. The ladies included his next-door neighbor; a lady who 12 years earlier had been his kindergarten teacher; and even his own dear auntie. Candy herself had jerked off numerous times to the boy with the most awesome butt in town but this hadn't actually been one of her library of scenarios, at least not with Jeff. When he appeared, though, with a look of terror and recognition on his face, dressed only in a thong that looked about to burst, with his amazing abs and pecs oiled up, she felt her womb contract and a fresh spray of pussy juice hit her already soaked panty-crotch. "Holy shit! it can't be. Fucking hell" Both student and teacher looked anywhere except at each other. Jeff began to dance as if everything was normal, and Candy's vagina re-asserted the controlling role it had been enjoying all evening. Being Gay meant Jeff had a big problem getting the necessary hard-on when in close contact with a woman. Usually he needed to think about some desirable male: a boy he knew or a celebrity. On this occasion, after they got through the formalities of pretending not to recognize each other, he selected a fantasy of Mike Johannson jerking off to a porno, one of the ones he'd been shown by Mike last time they'd hung out. Ironically Candy had often beat off to exactly the same fantasy.... Candy's head was swimming with arousal as she watched the boy wiggle, shake and wave his ever-hardening cock in her face. What a beautiful dick! Thick, with a fat scarlet head and a throbbing vein running up the side! She paused, then went for it, grabbing it gently and placing her mouth on the first live human hard-on she'd seen in months. Jeff's fantasy , meanwhile, had switched to his friend Paul and it was Paul who was currently giving him a blow-job. Jeff kept his eyes tight shut and let Candy swallow his meat as if she was starving to death. She slipped her hand into her pants and began to rub madly at her diamond-hard clit. It took exactly 2 minutes for Jeff to spray a load down 'Paul' 's throat and for Candy to blow a cunt-load into her pink panties simultaneously. "Ahhhhh. Fuckkkkk yeahhhhh!!" she hollered before slumping in her chair; Jeff was already tucking his softened dick inside his thong with an embarrassed shudder. A couple of minutes later she went in search of Suzy. The horny blonde had retired to the ladies room to jerk off after her lap dancer had teased her with his monster schlong for the length of one song. She hadn't enough cash left for another. "You come?" "You better fucking believe it! Wait till I tell you who my lap dancer was!" The two ladies left, vowing to take ginger-top up on her parting offer: "Next time maybe you girls would like to buy a ride? Only a hundred bucks!" Jeff The Jerk-Off Cowboy Ch. 03 Amy Sonderheim was bored. The unemployed 25 year old was, as usual, bumming around her older sister's house watching TV. In return for being allowed to live there, she had promised her sister that she would keep off the drugs and look for a job - basically stop being a no-good loser and try to develop some self-control. Well...grateful as she was to her sister for taking her in, she wasn't a fucking nine to five, take-it-up-the-ass-from-the-boss, robot - so that wasn't going to happen. To keep her sister off her back she limited herself to the occasional secret spliff and spent a few minutes each day looking through the employment section of the crappy local newspaper. What to do.....what the fuck to do..... Get a snack... take a dump....maybe jerk off again....? Jesus! it was only 11 am and she'd done that twice already today. Just recently she seemed to do it even more than usual - it was like being a wet-pussied teenager again! Boredom and being on her own in the house (at least during the day) were some of the reasons. As well, of course, her being a very horny young lady by nature. And, er... also... being around her big-dicked, beautiful, hard-bodied nephew..... "Fuck! That kid is driving me crazy!" -------- Don't be too hard on Amy for jerking off to a family member. If you were a red-blooded 25 year old cooped up in a small house with a prime specimen of teenage meat and getting absolutely zero cock from anywhere else....you'd be going fucking nuts as well. Maybe you'd do a little bit of peeking, maybe even a bit of sniffing of sweaty shirts ...or even jocks, [being careful not to get caught - his darling mommy would staple shut your horny little pussy for that!]. Perhaps you'd even retrieve cum-soaked kleenex from his bedroom floor. Ah! salty goodness! You'd certainly 'accidentally' burst in when he's changing and showering - maintaining an unflustered air until returning to your room to spank it to the remembered image of a huge, swinging dick and rock-hard cheeks. O yes you would!! -------- Amy watched the soap stud take off his shirt for no reason that the storyline provided. The fine, fine chest on the screen resulted in a hand slipping under her sweats and 3 day old panties to caress the already moistening lips of her vagina. Decisions, decisions....jerk off to the soap stud with all the other ladies out there in suburbia or go for another sneaky-peek through Jeff's room? She pulled her hand out of her pants, wiped it on her sweatshirt and trotted off towards the stairs. Like most teenage boy's rooms, Jeff's was rank with the smell of maleness. Sweat, and semen from countless meat-beating sessions filled the air with a cloud of pheromones that had most vaginas dribbling in delight within a few seconds of entry; even if the expected sounds of prim disgust came from the other lips. Even his mom had left the room with wet panties on occasion, much to her horror. Amy paused on the threshold, eyes closed, breathing deeply with a nasty grin on her face. Her clit, which had retreated back under its hood after soap-stud disappeared from view began to harden again. She scanned the floor for anything interesting - shit, her sister had been tidying up in here. Next she searched under the mattress.....score! a couple of magazines! She'd never managed to track down any of Jeff's porn stash, and an exciting image flashed in her mind of big creamy loads sticking pages together where he hadn't been able to hold it while looking at some skanky porn queen or other. Fuck! These were....gay magazines! Jeff was gay! The cover showed a muscular stud fisting a huge erect cock. She admired the boy's taste - she used to steal this particular title from the 7-11 when she was a teenager, keeping her bubbling young vagina entertained with the beautiful and nasty boys within its pages. Amy began to leaf through the magazine. The first layout featured the guy on the cover; it followed him through a jerk-off session - beginning with him entering a bathroom with a magazine hidden under his sweater. It reminded her of a similar one she'd seen in the first magazine she'd stolen at age 13; she'd whacked off to it until her poor little clit almost bled. Panting with excitement, Amy tugged at her sweatpants, bringing down her faded blue cotton panties at the same time. She concentrated on the image in which the stud dragged out his meat, gripping it so hard the head looked almost ready to burst. She loved a fat, swollen, scarlet cock-head - it was the most exciting sight in the world. Soon fingers were sloshing between swollen lips at lightening speed as she flicked through to the next image and then the next. When she tried to turn to the last image in the sequence, she realized that the pages were stuck together. "oh yeah! You horny little fucker..." The speed of her fingers increased for a moment and then she stopped to prize the pages apart. On the last page, where the stud's 9 inch slab of meat was squirting a fountain of cum what seemed like a foot in the air, Jeff had deposited his own sticky load, right across the guy's head, obliterating it. Even though she hadn't returned her hand to her cunt, Amy sensed the contractions begin. "Ohhh, fuuuck, shhhiitttt!!" She brought the magazine close to her spasming cunt. Soon she was squirting cunt-juice onto the page near where Jeff's semen had already dried and where the stud was spraying his own load. Three fountains of pleasure mingled on the shiny pages. "Holy fuck! Aunt Amy, what are you doing?"