Alex vs Carol
by Stone

Alex felt nervous when he knocked on the motel room door, triple checking the number to make sure he wasn't knocking on the wrong door. Carol answered, looking incredibly sexy despite being a 41 year old mother of two. Alex gulped nervously as she smiled, to him it seemed like it personified her as the cougar she was. "Come in," she said with that big grin as she exposed the rest of the plain motel room. Carol was wearing a short powder blue robe with white flowers, but since she was so petite, 5'1" to Alex's lanky 6'0", he could see the hint of the lingerie she wore underneath. She closed the door and not only locked the dead bolt but latched the security chain as well.
"Nobody is leaving until there's a confirmed winner," she said, her smile fading a little as Alex slowly removed his bookbag. He was 18, a senior in school but still felt like a child next to this woman who had been his mother's friend since he was little; almost like a second mother for the most part. But after the family fights had begun, with wrestling matches taking place in either Carol's or his own basement every Friday or Saturday night, Alex had come to accept this feud as almost part of his daily life.

Carol pointed to the corner of the dark room, the only light coming through in the cracks of the green curtains which were shut. Alex sauntered over as if he were in home room, dumping his bookbag on the floor and stripping off his private school uniform of black tie, white dress shirt, black dress shoes and black slacks. Carol watched a little impatiently as Alex folded his clothes the same way he had always done since attending this school in the second grade. His mother, Beverly, afraid that the war between their two families would break out into the halls of public school where Carol's twin eighteen year old daughters were graduating from this year.

Alex had beaten Stacy, one of her twins, in a sanctioned match and won the right to use the girl as a sextoy for the night next week, giving both teens time to recover. Alex had felt guilty since the Thompsons not only didn't believe in birth control but that their daughter was saving her virginity for marraige but the decision couldn't be disputed. Carol, in an act of desperation, confronted Alex outside his school, following his car from home. She had issued a private challenge to a motel sex match with Alex. If she won, he had to turn down sex with her daughter but if he beat Carol than not only could he still take Stacy's cherry but he had complete access to Carol's own body anytime he wanted. Alex, still sporting a black eye from his match with the milf's daughter, eyed the 5'1" blonde haired woman as she wore a low cut red dress exposing most of her 34 D cup chest. She teased a finger, following his eyes, down the front of her cleavage. "Any..time..you..want," than slid the same finger down to her crotch. The temptation was too much and he agreed so she told Alex to meet at the No-Tell Motel down the block from his school, she'll be in room 212.

Alex stripped down to his black boxer briefs and took a few moments to stretch as Carol found herself aroused at the boy's toned body. She had seen him many times on the mat dressed in less than what he was wearing now but something about the intimacy with which she was about to engage excited her more knowing that buff young body was going to be on top of her soon. She felt a shiver go up her spine and her nipples hardened involuntarily. She unbelted the sash and tore open her robe revealing her tiny see through black teddy with a matching black thong. She felt so sexy whenever she dressed like a naughty harlot. She saw the boy's eyes lock like laser on her completely visible breasts through the sheer material. She almost smirked, young men were so easy to control with just a little bit of chest. Alex failed to noticed how toned and firm Carol's legs were, as if they were meant to crush the skulls of foolish boys seeking to get to the treasure between them.

She patted the bed and they both got up on the green comforter on their knees, facing each other. Alex's short brown hair wasn't long enough to pull so Carol had said the rules were just to wear your opponent out. "So what do we do than," Alex asked, feeling embarassed at sounding a little stupid. Carol's eyes widened a little as she saw the massive bulge in the boy's underpants, it stuck out and curved like a banana, but much thicker. She didn't speak for a moment than caught herself, looking up to glare at the teen as though he had used some ploy to distract her.

"It's simple, first one to cum loses," she said, rubbing her hands together, showing her sharp, manicured red nails. When she said "GO!" Alex pounced like a jungle cat, grabbing the petite blonde in a headlock. He groaned when he felt her slender hand squeeze the bulge of his cock through his underpants. It wasn't entirely painful but the suddenness of a woman grabbing his dick almost froze up his entire body.
"Oh is this big thing for me," she said with a cute giggle and started slowly jerking her hand up and down the thick rod. "Looks like I can barely get my hand around it," she giggled again and twisting her grip near the head as if milking his dick.

She quit her giggling when Alex released the headlock and yanked Carol's head up by her blonde hair. She shouted in pain but was mostly startled by this sudden move. Her head was pulled backwards and Alex planted his lips against hers, his tongue slid into her mouth as she moaned into his while continuing to jerk his cock through the underwear while bent almost back on her haunches. His other hand went to cup her breast and roughly squeezed and fondled it. He was clearly inexperienced but she couldn't deny it still felt good, even when he began tweaking her stiff little nipples. She actually moaned in pleasure, despite herself, when Alex bent down and sucked her nipple through her teddy.

She was in the midst of pulling down Alex's waistband, freeing his cock when the boy kind of slammed Carol onto her back, one leg hiked up like she was being covered for a pin, but she felt the unmistakable feeling of a finger penetrating her warm, damp cunt. Alex was sliding his middle finger deep into Carol, the pleasure was so intense with him sucking on her right breast that she almost forgot her handjob. With her way on her back, the boy's cock was just out of reach, she could only tease the head with her fingertips but Alex of course was accomodating and slid his prick closer so Carol could jack off the head.

Alex by now had discovered Carol's G-spot as he fingerbanged her around her thong. She bit her lip to keep from moaning as the boy stuck his index finger inside her tight pussy, Finally she couldn't help herself and moaned.
Alex pulled his head off her titty, "That feel good, Mrs Thompson?" He taunted and rolled over onto his knees, thinking the older woman was putty in his hands now he propped her knees on his shoulders and wiggled his hips closer, with his cock dangling out like a huge missle. He pulled the thong up so he was almost wearing it like a luchador mask across the bridge of his nose and grinned down at the lustful older woman.

Than just as he was about to plunge into Carol's wet snatch she snapped her legs shut, clamping her muscular thighs around his ears as he let out a painful grunt. She stuck her legs straight up the celing and crossed her ankles adding more pressure on the boy's head which made him see spots as all the blood was rushed down to his dick. To tease the boy, Carol reached around her hip to wrap one hand around her opponent's throbbing cock. She teased him by rubbing the head against her smooth slit. "Bet you want to stick that big thing in there, hmm," she smirked as she watched his face turn red as one hand was trying to pry her legs of steel apart and the other was tentatively on the wrist jacking his cock but it seemed to be almost encouraging her to fist to pump up and down his meat as he breathing became unsteady.

"Just like you had hoped to stick it inside my daughter, isn't that right?" She asked and when he didn't answer right away, Carol slapped him across the face with her free left hand, repeating her question louder.
"Yes!" Alex cried out in tense frustration, as he still humped his hips, using the woman's hand like a pussy to jack himself off.
"Not after I win. I'm rub all the cum you spew on this bed on your face and make you eat it just like you made my daughter swallow it after you beat her.

Alex did feel bad since the rules, now that they were 18, were loser had to give the winner head, and he was none too gentle with her. She gagged on his thick cock but it felt too good he didn't seem to notice nor care. Even when he felt the tingle of orgasm ripple through him and he buried all 8 inches down her throat he felt her swallow it unwillingly since, with his cock lodged down her gullot, she couldn't get air. Alex had been horrified when Carol had shoved him aside because she had passed out from lack of oxygen. His old man had cheered, "You almost killed her with your dick, way to go boy." But Alex felt terrible after Carol had to give her daughter mouth to mouth before she revived, almost throwing up on the cum still in her mouth.

But despite the guilt within him he still posessed the spirit to win. Letting go of Mrs. Thompson's wrist he grabbed onto her teddy with both hands and sucking up all his strength he lifted her up to powerbomb the milf, hoping to break the head scissors. Only at the same moment, the flimsy teddy ripped in his hands, Carol, freaking out from the sudden loss of gravity, released her headscissors anyway, but clamped down her grip on Alex's rigid cock. This sort of jackknifed Carol on top of alex, coming down with a clumsy sort of knee drop, nailing him right in the stomach.

"Oomph" he gurgled out from her knee landing square in his solar plexus and from the feeling of having his cock almost ripped off, as if tied to a car driven away at sixty miles per hour. He was on his back and Carl, acting fast, used the shredded remains of her teddy to wrap it around Alex's throat and choke him with it. But in doing so, her thong now pulled down her leg, left her pussy exposed and she sat back, sliding down slowly on the boy's erection. Alex was pulled into a sitting position as she was choked, in shock he was like a deer in the headlights, floundering around in a fog from the lack of oxygen, first being knocked out of his body and than denied by the silky rags around his throat.

Carol began fucking him faster, riding him with authority as the boys long dong filled her up. She talked trash, "You think you're gonna win, boy? You just got lucky against my daughter. Now you're fighting a real woman. I'll have you as my little bitch boy on the side."

But as she talked it only turned her on more and she felt herself building to an orgasm. Hoping to get the teenager off first she pulled him into a sitting position by the choke so his face was buried between her breasts. Wrapping both arms around his head she smothered him within her bosom as she pumped her hips like pistons. The muffled moans of Alex only served to increase her arousal. Than Alex reached around and gave her firm ass a squeeze as he thrust himself up into her deeper if possible. Carol felt like the boy was going even deeper than her own husband, she swore he was hitting her cervix, that sweet spot that made her almost lose control.

"Ya you're gonna cum for me, loser," she moaned against his head as Alex seemed to be fading from lack of oxygen. Until she felt the boy's index finger slide up her ass. She froze suddenly, while the boy continued to bounce her on his dick, as she felt the wave about to go through her.
"NO!" Carol told herself in her head.
"NO! NO! NO! NO! You can't lose to him...must....win...," she kept repeating in her head as she bounced her butt while Alex's finger went deeper up her ass. Finally she began shaking as the involuntary rush of her orgasm rippled through her while it caused her pussy to clamp down hard on Alex's cock and a split second later she felt the boy's throbbing dick exploding inside her pussy and it seemed to step her orgasm to another level as she exploded with a scream of, "Oh god yesSSSS!!!!!!" and the two fell apart on the bed, as if great warriors struck down on the same battle field.

Carol awoke about five minutes before Alex and she declared it a draw but they should have a rematch later, she paused to give the boy's cock a nice lick before kissing the head. "That was for that great cum, baby," she smiled and quickly slipped on her dress, tossing the remnants of the teddy in her Coach bag before heading out while Alex still lay panting on the bed and as confused as ever.

Alexis started sucking Akeem's cock harder when she heard her sister Stacy moaning behind her. She was getting eaten out by the foreign exchange student, Gabby.
"Keep it down, girl," Jamal said to Stacy, as Alexis jacked his black cock next to her face. "We don't want that pig hearin' us back here."

She switched back to suck off Jamal so he wouldn't worry, moaning around his thicker black dick. She was sad to see the rumor about black men being bigger wasn't true, especially compared to Alex and her own father. Mr Ramirez, the school security guard which Jamal alluded to, however had a nice fat cock which Alexis herself had ridden when he had stumbled back into their little after school sex club. She wouldn't mind riding that dick again and started deep throating Jamal, imagining it was the South American security guard. She moaned when Jamal started pulling her blonde hair to fuck her face.

It reminded her of the last fight, when Alex had beaten her sister, Stacy. She thought Stacy had it won, from the start, that big dork charged out, swinging an obvious roundhouse, which Stacy caught and pulled him down into an armbar. She was really torquing it, Alexis thought she had done better in their BJJ class because she herself was too interested in showing the sensei her skills at giving a BJ, always staring at the bulge in his spandex fighting shorts when he'd watch both Alexis and Stacy lock-up on the mat.

She felt Akeem pull her tits out of her bra, feeling her up while she jacked him off. She wanted breast implants to bad, she was only a 34 B like her sister and resented how her mom had those great big tits. She heard her sister's moans again, this time much further together so she knew she was gonna cum soon. It made her think about how much of a lezzie Stacy is and how she felt bad she was going to have to lose her cherry on Saturday.

The more she thought about that match, how just when she thought Haley was going to put Alex away with the first move, his gross dad had yelled, "C'mon boy! Shove that boner into her cunt!" It was so dumb that everyone, even Stacy, turned over to look at George, Alex's father, and Alex was able to pull Stacy's hair and escape the hold. From there he gave Stacy a hard punch to her abs, even though both girls were cut like flawless fitness models the blow had come when she was unprepared and she hunched over slightly. Alex than lifted Stacy up by her long blonde hair and since she was only 5'0" and a firm 106 pounds, she basically choke slammed her by the hair, ripping her up off her feet than crashing down to the mat.

Alex stomped Stacy once in her abs again but she sold it, playing possum a little even though her scalp was on fire the move hadn't hurt that much. When Alex went to follow his father's instructions, grabbing Stacy's legs to spread, she pulled one away and stomped her heel into his stomach. He was in shape from being in football but hadn't seen that coming and when he bent over she snapped a kick across his face that spun Alex's head around--and gave him a nasty black eye later too.

Stacy pounced on Alex's back, trying to go for a sleeper but he just backed into the hard wood paneled walls of their basement arena. Stacy still hung on, trying to scissor his waist but he again pulled Stacy by the hair after another back slam against the wall and mounted her on his shoulder. He quickly dropped down, powerslamming the blonde girl to the mat. Stacy had never been hit this hard and the air had rushed out of her; it felt like she had been dropped from the top of a building her spine and lowerback were in such intense pain but she had no air to scream let alone grunt.

Alex never one to let a situation go, he folded up Stacy in a most awkward submission move. Sticking both of Stacy's legs together under his one thick arm--boys were built for strength more than endurance, their mother always told them but the size of his guns was most impressive and still made Alexis wet to imagine those arms pinning *her* down--and bent her sister back in a weird boston crab but also reached behind him to pull Stacy up by her hair so she was in some kinda combination crab and bow-and-arrow submission. Alexis had screamed for her sister to hold on but the look on Stacy's face, her eyes bulging in pain, let her know it would be impossible and her hand blindly reached out to tap the mat beneath her as Alex lifted her at least two feet off the matm bending Stacy like a pretzel.

Alexis switched back to Akeem and started sucking him off faster, imagining the match with Alex turned her on too much and she wanted to feel his jizz hitting her in the back of her throat. The sounds of her sister cumming, as she glanced in her peripheral was too much and when she felt Akeem's cock throb in her mouth she knew she would be rewarded soon. Watching Stacy pull Gabby's long dark hair so her face could go deeper into her snatch gave Alexis an evil idea. She increased the tempo and heard Akeem's moans as he grabbed Alexis's hair as he came hard into her mouth. She easily handled his load, milking the head with her lips as she jacked off Jamal.

Once Akeem was done and cleaned off, he pulled his dick free and zipped up to leave without another word. Alexis turned to look at Jamal's thick black cock and asked if he could get his mom's minivan, because she wanted a fuck.
"Sure baby," he said and she let his prick go, making a pouty face as he zipped up to go running behind the school, he lived right over the fence so it wouldn't take long. Fortunately Stacy was almost comatose after her orgasm and was too involved in having Gabby lick her nipples to ask where her sister was going. She fixed her shirt and fingered her slit a little. She had worn a white blouse and a short black skirt to school today, without panties, knowing she was going to be fucking at least once. Now her plan was forming and after two minutes she heard a horn honking and saw Jamal behind the wheel of his moms white dodge minivan.

She given him directions where to go, when he asked whose place it was she just said, "A family friend." The whole drive she fingered herself slowly while Jamal tried not to have an accident. When he got into the high price community she had him park two houses down, behind a black hummer, as she waited for Alex to come home since he parked on the street while his parents normally parked in the garage. She started going down on Jamal to warm him up and just came up when she saw the garage opening. To her surprise it was her father's silver Hyundai pull out.

"Hmm I wonder what daddy's been up to?" she thought before climbing into the backseat to ride Jamal reverse cowgirl so she could watch the road.

He bounced her on his lap as she moaned, his fingers grabbing her tits through her shirt; pinching her stiff nipples hard just how she likes it. She had two orgasms, like her sister Alexis was a quick cummer, and started really grinding when she saw Alex's car pull up. She told Jamal to cum inside her, having a sinister idea to facesit that hunky white boy and have him eat a black man's cream pie out of her, when she felt him release inside her as she had her own orgasm. A minute later to cool off she thanked him and said she'd get a ride home. Jamal made no argument as he nearly fell asleep, covered in their combined juices.

Alex was just inside when he heard the door knock behind him. He stood questioningly at a mussed up Alexis, her blonde hair looking like she had been riding on a rollercoaster and her clothes rumpled.

She stepped inside without asking and pushed Alex against the wall. "I got a deal for you," she said pointing a black painted fingernail into the strong lad's chest. "You and me in an endurance sexfight, if I win you can't have my sister, but if you win I'll belong to that big dick, night and day, for the rest of my life or until you're done with me."
Alex's eyebrows went up as Alexis took hold of the growing erection in his uniform slacks. "I'll be your little live in sex slave and you can do whatever you want to me...," she stood on her tip toes to attempt a slow kiss to Alex but backed away at the last second. "IF you can beat me that is," she smiled, Alexis enjoyed being a tease; making the boys *take* her like she wanted. "Think you're *up* for it," she giggled at her own pun as she stroked his fully erect boner through his pants.

"What kinda match is it?" Alex said, with his eyes closed as Alexis lead him by his groin down the stairs to where they had their dungeon arena.
"It's an endurance sexfight, meaning it's not who cums first but who can cum last. First one to tap out from cumming so much is the loser, think you can handle that?" she grinned as she unzipped his fly and grasped his rock hard boner through his boxer briefs.

"If you can," he suddenly said, eyes wide open and picked Alexis up as easily as his bookbag, and pushed open the door. She was trying to struggle but Alex slapped her on the ass hard enough it made her entire body shake.
"Did I just cum from gettin spanked?!" she asked herself incredulously before Alex dumped her ass first onto the mat. He whipped off his tie and shirt, tossing his clothes into a pile at the open door. He was halfway to taking off his slacks when Alexis went for a takedown. She wrapped herself around his leg as her barefoot teased the bulge almost bursting out of his boxer briefs. Alex groaned as Alexis scissored his leg, torquing his knee and ankle while her small, dainy feet gave stroked the length of his erection. He tried to sit up but she just twisted his ankle harder, making him groan in pain and in the frustration of her teasing footjob. She started to increase the pace of her feet until Alex grabbed one of her ankles and twisted, turning themselves over as though rolling down a hill.

They both ended face down on the mat, Alex yanked his leg free as he tried to lock in a single leg crab but he was still tangled up in his slacks. Alexis found herself getting pulled along the mat, as if being drug to her doom as Alex switched to some kind of upside down bearhug. He wrapped his strong hands around her tiny waist, it looked like a tombstone position but lying on the mat instead of upright. He tried to kick his leg free of his pants and was successful with one leg, the one Alexis had been attacking earlier--which hurt more than he wanted to let on. He used his teeth to unzip her skirt and used one hand to grab her long blonde hair to lock in a headscissors. This left Alexis free to scratch up his one bare leg but he soon counterd by sliding her skirt down to her knees, preventing her from doing a headscissors. Using that same hand he began to finger fuck Alexis's ass.

She wasn't prepared for this and froze, letting out a small groan. She grit her teeth to try and prevent him access, clenching her tight butt but he wasn't deterred and was soon able to shove his whole middle finger up her butt. He was slowly going in and out and though Alexis was a ho around school she had never experimented with butt stuff. The sensation thrilled it, almost sending electric shocks to her clit, making her moan.

"Bet you like that, slut," Alex said before he buried his tongue in her ass.

"Oh my god!" Alexis moaned aloud before she was able to cover her own mouth. She made no attempt to move or stop it as her moans got louder. She tried lifting her ass up to give him easier access but he used the opportunity to hook his arm around her leg and rubbed his thumb in circles around her clit.

"FUCKKKK," she scremaed into the mat as she shook violently from her first orgasm. Alexis lay on the mat after Alex got off to remove his pants and boxer briefs, almost unable to breathe or think.

"Give up?" he asked and she slowly shook her head no. Alex rolled Alexis onto her back and folded her up like a matchbook so her face was almost touching her pussy. He crosse her legs and straddles his hips over the back of her knees before licking his first two fingers.

She hissed and moaned softly when his fingers penetrated her pussy lips. He probed deep, not knowing where a womans Gspot was he did know how to fingerbang a girl and had Alexis moaning but this was childsplay for her. She reached up, one hand reaching over Alex's muscular thigh, than the other hand, to wrap both slender fingers around his long cock. He groaned but kept on fingering Alexis.

Suddenly he pulled his fingers out and wrapped both hands around the back of Alexis's head and lifted her up. It was almost like a cradle pin as he shoved his cock in the blonde girl's mouth while he buried his face in her wet snatch. She hungrily slurped on his rod as he pounded her face. She reveled in how his tongue slipped deep inside her wet hole and the way he sucked on her clit made her moan with her full stuffed full of dick. She gagged when he pulled her head up so much she was almost folded in two with his dick nearly all the way down her throat.

Alexis remembered how after her sister Stacy's match with Alex how she had to blow the lad after losing. She was certain it was first cock her sister had ever laid eyes on and was unprepared when Alex began making Stacy deep throat. The poor didn't have her own lessened gag reflex from swallowing so many boys dicks. But she remembered it when Stacy had passed out from not having air and in this strenuous angle, almost a vertical fetal position, with Alex pulling her by her blonde hair so she was choking on his cock while his other strong hand pulled her lower back against his mouth as his tongue flicked over her clit she began seizing. She tried inhaling through her nose but it was up against his taint as his balls were smacking her in the lips.

She heard "Hello, is anybody home?" before blacking out.