This story is complete fiction although I bet a lot of guys can relate to it.
Seventeen year old Tyler Jacobi strained to hear what his mother was saying…. “Oh yes, I know…it must be very lonely for her…uh huh…yeah, even without the physical stuff, you need a man around the house….” She was on the telephone, yakking with one of her friends about Mrs. Atkinson, whose husband had suddenly packed up and left her last month after 14 years of marriage. Tyler didn’t give it a second thought until later that afternoon, when he and his friend Jason happened to see Mrs. Atkinson getting into her car at the mall. Her short skirt, shorter than Tyler ever noticed her wearing before, rode up her thighs. For a fleeting moment, her pantied-crotch was in plain view. Both boys watched as Mrs. Atkinson pulled out of the lot and disappeared down Parker Street. It was Jason that spoke first. “I bet she’s an easy lay now that her old man fucked off.” “What are you talking about?” Tyler admonished. The boys slowly lumbered off in the direction of Tyler’s house. “I mean, now that she’s on her own, I bet she’s looking for a good fuck right about now. When you’re used to getting it all the time and then you don’t, you miss it.” Jason pronounced. “As if you’d know….” was Tyler’s reply, which was met with a laugh and a shove from his teenage friend.
It was 2 days later that Tyler once again happened to see Mrs. Atkinson. She was working in her front yard, pulling weeds from her flower bed as Tyler sauntered past her house on his way home from school. Tylers’ pulse quickened at the sight of Mrs. Atkinson, bent forward as she was, her legs slightly parted. She wore a pair of frayed and faded denim shorts with a baggy cotton work shirt knotted just below her breasts. The tight fit and high cut of the shorts offered a splendid view of her womanly charms. Tyler slowed his pace as he walked past the house, his eyes glued to her crotch. He wondered if she wore panties, or did the crotch seam of her shorts rub against her pussy lips every time she moved? With a quick glance over her shoulder, Mrs. Atkinson called out, “Hey, how are you, Ty?” Busted! She must have seen me staring at her ass, Tyler thought, but he only mumbled “Fine”. His face was crimson red. Half turning towards him, Mrs. Atkinson said, “Tell your Mother I said hello, okay?” In this kneeling position, Tyler could look straight down Mrs. Atkinson’s open shirt at her ample cleavage. Tyler said nothing until Mrs.. Atkinson said “Okay?”, snapping him out of his stupor. “Yeah, no problem. See you later.” Tyler mumbled and hurried off towards home. After dinner, Tyler recounted the scenario for his friend Jason. “You should have seen them, man. She’s stacked! Like fucking cantaloupes,” he exclaimed, “and no bra!” From that point on, the two boys would pass by the Atkinson house whenever possible.
Friday afternoon. School was out and Tyler was forlornly searching the refrigerator for a snack. He felt the hair on the back of his neck bristle when he heard his Mother say “By the way, Mrs.. Atkinson called today. She wanted to know if you and Jason were interested in making some extra money by cleaning out her garage on Sunday?” Holy shit! Was I? “Yeah, I’ll talk it over with him and see if he wants to do it.” Ty answered, his voice cracking. And talk it over they did. At length. “What do you think she wants?” Tyler asked. “What do you think?” was Jason’s sinister reply. A very animated and often profane discussion followed. Every possibility was discussed and by the end of the night, it was agreed that Mrs. Susan Atkinson did not really want her garage cleaned at all. It was a ruse. What she really wanted was to be fucked long and hard by two virile, strong and very willing high school studs. “You know, it’s a scientific fact that we are at our sexual peak right now,” Jason pointed out. A fact that Tyler found somewhat depressing. He had only been with one girl in his life, a flat-chested freckle-faced 14 year old tomboy from summer camp, who had spread her legs on a dirty sleeping bag for 6 boys on a dare. It was almost 2 PM on Sunday when Jason and Tyler arrived at the Atkinson house. Susan Atkinson was waiting for them, not in the wispy negligee they had imagined but in a simple skirt and blouse. She had her car keys in her hand. “I have to go out for a while. I’ll leave the back door open in case you have to use the bathroom or you want a cold drink. If you are done before I get back, come see me tomorrow and I will take care of you. See you later.” and with that, she was gone.
This wasn’t quite what Jason and Tyler had planned. A day of cleaning Mrs. Atkinson’s garage had turned into…cleaning her garage. It was a hot day and the work progressed slowly but surely. Boxes were stacked and clutter uncluttered. It was Tyler that said, “Let’s see if she has any iced tea,” and with a nod from Jason, the boys trudged to the back door and entered the kitchen. Tyler peered into the refrigerator, saying, “She’s only got some apple juice and some Pepsis.” Jason slouched against the archway that led to the dining room, then proclaimed, “I have to go to the can.” He wandered off in search of the washroom. Moments later, the toilet flushed, then Jason called out to his friend. “C’mere man, you gotta check this out!” Pepsi in hand, Tyler wandered off in the direction of his friends voice. Jason was leaning against the bathroom counter. As Tyler approached, he pointed to the lingerie hanging on the towel bar. A pair of black lacy thong panties with a tiny red bow. Pantyhose, and a black push up bra. “Yours?”, Tyler mocked. “Yeah, right,” Jason sneered back. He pulled the tiny panties from the bar and held them in front of Tyler. “Does your Mom wear stuff like this?” “No, but you do!” was Tylers mocking reply, and with a hoot and shove, they two teens went back to work in the garage and in short order, the chore was completed.
The hot sun bore down on Tyler as he sat in a lawn chair by the pool. “You are going to burn if you don’t put this lotion on.” he heard. Removing his sunglasses, Tyler smiled faintly as he gazed into the almond shaped brown eyes of Christina Fortunato. Christina was a senior at Kensington Road High School. A cheerleader and Prom Queen, member of the Student Counsel and the envy of every male student in the school. Legs up to here and tits to kill for, Christina Fortunato was a babe! Suntan lotion was gently lathered over Tylers chest and shoulders as Christina took her place between his legs. The skimpy bikini top could barely contain her perfect breasts. Christina slowly caressed the lotion across Tylers shoulders and broad chest, lingering for a brief moment, then sliding her hands slowly over his stomach. Tyler smiled as Christina ran her tongue across her lips, then pulled at the drawstring of his shorts. “We don’t want this to get burned either, do we Ty?” he heard Christina ask, her voice barely above a whisper. Without waiting for an answer, Christina slid her hand inside Ty’s shorts and wrapped her fingers around his rock solid penis. Her hand slid along his shaft, up and down, up and down. Tyler raised his ass off the chair and Christina yanked the shorts down his legs. Tyler brushed the hair from her forehead. He slid one hand to the back of her head and gently urged her forward. Christina drew back the foreskin, exposing the purple head of his engorged penis. Ever so gently, the tip of Christinas tongue traced the underside of Tylers hardness, then bathed the head with her tongue. Tyler squirmed in his seat. The sensation was exquisite as Christina Fortunato gently kissed the length of his manhood, then gingerly sucked a testicle into her mouth, first one and then the other. She gently tongued the tip of his cock…and paused. Their eyes locked. “Do it.” Tyler commanded. Her lips parted slowly. Tyler’s penis stood at attention, then disappeared as the high school heartthrob plunged her mouth along the shaft of his cock, taking all of him into her throat. Christina cupped his balls in her hand while slowly stroked his cock with her lips. A phone rang in the distance. Tyler entwined his fingers in her long brown hair…the phone continued to ring. Tyler placed his hands on her shoulders and eased the straps of her bikini top over her shoulders. The clasps magically parted and Christina’s magnificent breasts were free at last. Tyler cupped her right boob and marvelled at its firmness and size. “Does it get any better than this?” he wondered. “Squeezing the tits of the hottest girl in school while she sucks your cock?” When he gently pinched her nipple, she moaned and sucked harder. He thought she said “oh yeahhh….” but he wasn’t sure.
Its pretty hard to understand someone with a mouthful of hard dick. Christina pumped faster, urged on by her young lover. She dove on his cock with wild abandon. She couldn’t get enough hard cock in her mouth. She wanted, no, needed, to feel his cum fill her mouth. She desperately needed to swallow it all. A voice called out, “Answer that will you Ty?” “I’m busy!” It was his Mother. Snapped out of his daydream, Tyler padded across the floor to answer the telephone.
I thought this day would never end, Tyler thought as the dismissal bell finally rang. Mondays were always a pain in the ass but today it seemed to drag even slower than normal. Jason was already waiting at Tylers locker, absently checking out the girls as they passed down the hall. It was time to visit Mrs. Atkinson and get “taken care of.”
“Are you going to the dance on Friday?” Tyler heard. It was Ginny Michaud. Tyler had known Ginny since the third grade. She was pretty, with long strawberry blonde hair, blue eyes, kind of thin. She reminded him of that chick on the Brady Bunch. “I don’t know yet”, Tyler replied. Ginny was leaning against her locker, text books cradled in her arms. Cathy whats-her-name was there too. Big frizzy hair, braces and coke bottle glasses. She had a million and one freckles and really big tits for girl so short but she always wore those old fashioned dresses with the high collar so you couldn’t see them. All of the boys at school made fun of Cathy, but to be honest, Tyler wasn’t really sure why. He didn’t dislike her, hell, he barely knew her, but it was enough that the rest did. If you wanted to be cool at Kensington Road, you picked on Cathy. “Too bad….” Tyler thought, because she did have big tits. Maybe he would go to the school dance on Friday. It wasn’t like he had a lot of other plans. He’d talk it over with the guys…see what was going on. “See you later.” he called as he and Jason headed for the door.
As Jason and Tyler walked towards Mrs. Atkinson’s house, the topic of discussion turned to sex. This was hardly surprising as the topic of discussion turned to sex every time the boys got together, but today was different. Today was a day of destiny! Neither boy knew what “taken care of…” consisted of but they sure as hell wanted to find out. “Do you think she’ll do us one at a time or together?” Jason joked. Tyler didn’t bother to answer but smiled as he conjured up a mental image of Mrs.. Atkinson on her hands and knees with Jasons cock in her mouth and his own pounding her cunt from behind. He could almost feel the satin smoothness of her skin as he held her from behind, his long cock burrowed deep between her pouty cunt lips. He could almost hear the squishing sounds as his hard rod drove into Mrs. Atkinson’s pussy with enough force to rock her forward, her breasts swinging like pendulums. He could almost hear her moan in anticipation as he drew his cock from her slippery hole and stroked it over her anus. He could almost feel her buttocks tense as he placed the tip of his hard dick against her asshole. He could almost feel the exquisite tightness surrounding his cock like a velvet glove as he deftly stroked his length into her ass. They rang the doorbell. No one answered. They rang it again. This time the door opened and Mrs. Atkinson was there, dressed in a terrycloth robe. “Come in boys, I’ve been expecting you,” she said. Without waiting for a reply, she turned and softly padded towards her bedroom door. “Holy shit!” they both thought to themselves. “She wants us!” They stepped inside and closed the door, not quite sure of what to do next. Jason took his shoes off but Tyler just stood at the door. Mrs. Atkinson came out of her bedroom and absently tightened the belt of her robe as she wandered into the kitchen. She returned momentarily and paced back towards her bedroom. Just then, a man came out. He was tall with an athletic build. He wore no shirt or socks. “Have you seen my purse?” she asked him. “It’s in the bathroom,” he answered while he slowly ambled into the kitchen. Mrs. Atkinson strode into the bathroom and emerged momentarily with a $20 dollar bill. Jason had jammed his feet back into his shoes, hoping that she hadn’t noticed him taking them off. “I don’t have change so you guys will have to break this yourselves,” she told them as the twenty was handed to Tyler. “You did a good job.” “No problem. Thanks.” was his mumbled reply, and with that, the two would-be Casanovas were out the door. They walked along in silence. The mantle of disappointment weighed heavily on their shoulders until Jason chirped in with, “Did you see the look on her face? Man, he must be hung like a horse!”
The gym was dark, lit only by a large mirror ball suspended from the ceiling and a few spotlights trained on the Sadie Hawkins Day banner that hung from the scoreboard. Sadie Hawkins….Patron Saint of Butt-Ugly Bitches, Tyler thought. He stood at the doorway until his eyes adjusted to the darkness. The crowded dance floor was alive with teenage bodies dancing to the sounds of the latest technopop. Tyler scanned the crowd until he found his friends lingering in the corner. As he maneuvered around the perimeter of the dance floor, Tyler checked out the action. Tight short skirts and halter tops seemed to be the order of the day. Miles and miles of bouncing boobs and gyrating buttocks, or so it seemed.
Coming here tonight seemed like a much better idea than it did 2 hours ago. Reaching his group of friends, it was hand slaps all around. The boys passed the time making snide remarks about whatever girl happened to attract their attention. As usual with this group, the remarks centered about the girls sexual potential or physical attributes. Lisa and Tina Thompson smiled at the group as they walked by. Long blonde hair cascaded down their backs. Million dollar legs in floral mini-dresses. Their push up bras performing brilliantly, the Thompson twins were as close to California beach babes as you were going to find around here. “How would you like them to make a sandwich out of you?” Corey shouted to Roberto. “It would be great, man.” Roberto replied. “‘Cause I got plenty of meat for both of them.” Hoots and insults followed until Jason shouted above the din, “Yeah, fucking SPAM, man!”, and crowd broke out in more hooting and snide remarks.
An announcement from the DJ proclaimed that the next dance would be a “Ladies Choice.” As good a time as any to go for a leak, Tyler thought, and he started to thread his way through the crowd. Suddenly he was stopped in his tracks as Cathy…..what the fuck was her name anyway, stepped in front of him. “Where are you going? Will you dance with me, Ty?” she asked. It was Whitmore or Whitman, yeah, that’s it, he thought. Cathy Whitman. The young girl barely came to Ty’s shoulders. Her massive shock of frizzy hair was pulled back and held in place with a scrunchie. She wore make up, Tyler wasn’t sure if he had ever seen her with make up before, and a peach colored sleeveless dress. Tyler thought it was funny the way the mirror ball reflected on her glasses. “Yeah, well, I was just going to the can….and…” Tyler replied, his voice trailing off. She didn’t hear him. She was already tugging him towards the dance floor. Cathy led Tyler to the middle of the gym floor, directly under the mirror ball. She tightly wrapped her arms around his back and pressed her body against his, her face buried in his chest. Her bra encased breasts bore into Tyler as he hesitantly placed his arms around her shoulders. Cathy ensured that every opportunity to force their crotches together was achieved. Tyler glanced towards the corner where his friends were pointing and making faces at him. Damn, he thought. The song ended and Tyler thanked her for the dance. Another slow song came on and before he knew it, she had locked her arms around him, her body pasted to his like a second skin. Once again Tyler saw his friends mocking him from the corner and he returned their facial gestures with his own. Cathy slid her hand to his hip, her thumb sliding inward along his stomach. A flush of embarrassment surged over him. As the song came to an end, Cathy “inadvertently” brushed her fingers across his crotch. “Will you dance with again later” she asked? “Uh, I dunno…maybe….” he stammered. Tyler turned and walked to the washroom, leaving Cathy Whitman alone on the dance floor. Alone, embarrassed and incredibly horny, Tyler rejoined the gang. He joked with his friends, flirted with the prettier girls and avoided Cathy Whitman for the rest of the night. It had been a good night but now it was time to go home. Tyler cut across the deserted soccer field. The serenity of the starlit night and the smell of the freshly cut grass were a pleasant contrast to the stuffiness and din of the school gym. The soccer field at Kensington Road High is lined on one side by a small set of weathered bleachers with a string of tall elm trees on the opposite side. Behind the trees is the staff parking lot. As Tyler approached the trees, he could see that there were a few cars scattered around the lot. Tyler paid no heed until a movement in an old blue Pontiac caught his attention. “What was that?” he thought to himself. Edging closer along the tree line, Tyler stopped and focused as best he could at the blue sedan. There were two people in the back seat. Definitely. And they were making out. Silently edging closer, Tyler came to within 10 feet of the old blue car. From where he stood, he could see directly into the back window of the old car. Shit, he thought, they must have heard me, because all of a sudden, there was a lot of shuffling around going on in there. But instead of some burly football player barging out the door and chasing him across the field, as Tyler had anticipated, the amorous pair were simply searching for a more comfortable position in the back seat. Tyler strained to see. The boy sat on the back seat facing forward. With some difficulty, the girl was able to straddle her partner, so that she was now astride him, face to face. Tyler watched in amazement as the boy peeled the dress from her shoulders. It easily fell away, exposing a white bra, clearly visible in the glow of the parking lot lights. Seconds later, the bra was gone. Tyler got a quick look at her bare breasts before they were captured and squeezed. Placing her hands on top of the back seat for support, the girl was able to lean forward. This allowed two things to happen. The boy could now easily take her nipple in his mouth, which he did and Tyler could now to see the girls face for the first time. It was Cathy Whitman. Her glasses were gone and her hair was no longer tied back but there was no doubt, it was her. Tyler felt like he’d been punched in the gut. He watched in fascination as Cathy reached down with one hand, then ever so slowly sank down onto the boy’s lap. Tyler wished he had a better vantage point.
It excited him tremendously to think that this young girl, the same girl he had spurned on the dance floor, was now impaled on some guys cock in the back seat of an old Pontiac. Eyes closed, Cathy bit her lip. Time was frozen as she remained motionless, then slowly she started to pump up and down. Tyler’s pulse raced as he watched this waif of a girl thrust herself on her new found lovers cock. Tyler tried to imagine her cunt driving down onto his stiff member wishing he could see it disappear inside of her. “Was this her first time?” he wondered, then doubted it as he watched her exhibit the skills and techniques that only come through practice. This might be his first though, he thought, as he watched the guy savagely maul her breasts. He looks like he’s going to rip em off.” The young girl pumped harder, up and down, up and down. She braced herself on his shoulders as the boy gently held her hips. Cathy’s boobs shook with the force of her fucking. Tyler wanted to run to the car and squeeze them. Instead, he adjusted the crotch of his jeans. Suddenly Cathy quickly climbed off of his lap and knelt on the floor. The boy remained motionless. Tyler wondered if perhaps she had seen him spying from behind the trees. He didn’t want to be labelled as a Peeping Tom but he sure as hell didn’t want to miss this either. A minute later, the mystery was solved. The back door of the car opened and Cathy Whitman poked her head out and spat his semen onto the pavement. As Tyler watched the half naked girl wipe her mouth with the back of her hand, he decided that he was going to apologize to this large breasted little nymph on Monday and ask her out on a date.
– The End –