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Sexual Adventures in Beacon Hills	By : TheChemist Category: S through Z > Teen Wolf Views: 18746 -:- Recommendations : 1 -:- Currently Reading : 2
Disclaimer: I make no money from this. I don't own or have anything to do with Teen Wolf, especially the characters. See chapters for more detailed disclaimers

Chapter List
- 5
- 6
- 7
Title: Sexual Adventures in Beacon Hills Part 6
Show: Teen Wolf
Author: The Chemist
Pairing: Lydia/Jackson, Allison/Jackson
Codes: MF, Anal, Oral, Public
Disclaimer: I make no money from this. I don't own or have anything to do with Teen Wolf, especially the characters Lydia Martin, Scott McCall, Stiles, Jackson, Derek Hale and Allison & Chris Argent
Summary: After seeing Jackson concerned for Allison, Lydia decides to stake her claim on her man by fucking him in the car as they wait. Sadly, it doesn’t work because right after Allison and Scott break up, Jackson goes over to check on her and the pair end up sneaking off and fucking

Allison Argent hated to admit it, but she was definitely feeling the chill of the night air. She, Scott, Jackson and Lydia had plans for tonight, but the teen wolf was already quite late. However, the child of Hunters had a thrill of hope as her cell phone’s ringer went off, denoting she had a call.
"Lydia says we're coming to get you." Jackson Whittemore’s voice said from the speaker.
With a sigh, Allison responded. “Please don't. I'm sure he's on his way. He's only... 26 minutes late.”
"We're picking you up." Jackson replied.
Her protests were for not because moments later, the headlights of a low riding car pulled up right in front of her. A silver Porsche Boxster was the vehicle in question, meaning it could only be Jackson and Lydia. Hanging up her phone, Allison walked around to the driver’s side.
“You didn’t have to…”
"Too late,” Jackson cut her off. “Lydia gets what Lydia wants. Now come on, get in. We can stop by his place and see if he's there.”
(PHONE BEEPS)
“Is that him with the best explanation ever of why he's half a freaking hour late?” Lydia asked with some heat in her tone.
“Not exactly,” Allison replied after reading the text message. “He’s at the school and we need to meet him. He said it’s urgent.”
A short drive later and the Porsche was pulling up in front of Beacon Hills High School. Jackson was the first to break the silence as he stepped out of the car so Allison could get out from the back seat. “What are we doing here anyway?”
“All I got was this,” Allison said, mentioning the text again.
“They lock the doors at night, you know,” Lydia stated.
“That one's open,” Allison replied, pointing to a door that had a broken chain and bolt cutters propping it open.
As Allison and Jackson continued to slowly walk towards the school, Lydia slammed herself back against her seat. The redhead was not pleased that her double date was disrupted, and she was hating it even more to see her boyfriend showing concern…for someone else. Jackson didn’t have a lot of emotions in the first place, and this was the first time she saw Jackson display that particular one. But rather than show it for her, it was for freaking Allison Argent, which really pissed her off.
The unlikely pair continued to chat and clearly had a little cute banter despite the ominous setting. However, that was just the first irritation that night that Lydia would because of the two. However, Lydia wanted to get ahead and stake her claim on her man again. Therefore, she waited for him to get back into the car, but his mood was so tense. Well, Lydia Martin could work with that!
“You’re so tense, baby,” Lydia observed.
“Well, duh! Why Allison is following that criminal in breaking into the school is beyond my level of comprehension,” Jackson fumed.
“A lot of things are beyond your level of comprehension,” Lydia muttered under her breath.
“What was that?”
“You nothing, baby,” the redhead replied, flashing him a smile before making a show of undoing her belt.
“What are you doing?” Jackson asked.
“I’m going to take away your stress, silly,” Lydia grinned seductively.
It showed her how much he was developing feelings for Allison when it took him a second or two to reply. “Yeah okay. Let me just fix my park job so I can stay watching both the door of the school and the entrance to the parking lot.”
“I’m about to suck the cum straight from your balls and you’re thinking of helping Allison?!” Lydia asked, trying her best to hide her anger.
Jackson didn’t even bother answering the ginger beauty as he fired up the engine and re-adjusted his positioning. Once done, he turned the car back off before undoing his pants and pushing them over his hips so they bundled around his knees. His cock was still flaccid given the lack of foreplay, but that would change the minute Lydia started.
Looking over at his girlfriend, Jackson furrowed his brow at her. “Well come on. This was your idea. Suck my dick.”
“Thanks for the honor,” the redhead muttered before springing into motion.
Her seatbelt was already off but Lydia also decided to shrug out of her somewhat constricting leather jacket. Always having a hair tie around her wrist for such an occasion, Lydia did her luscious ginger locks into a ponytail, making sure it was snug in its binding so that hair wouldn’t be falling down into her face and interrupting her sucking. Finally, the redhead shifted her great ass back to the far side of the seat, allowing her to pivot to face Jackson before bending down towards his lap.
Though normally she started a blowjob with the man already hard, that wasn’t the case tonight. Regardless, Lydia was unfazed as she simply tilted his soft cock up onto his washboard abs so she could bring her mouth down onto his balls. As she sucked on the first nut, she could feel Jackson already start to stiffen. By the time she pulled her lips from one and closed them around the other, Jackson was fully erect.
“Mmm,” Jackson grunted at the gorgeous girl tonguing his sack.
Giving a blowjob in a car wasn’t anything new to the redhead, in fact it should be easier given the fact Jackson wasn’t driving. No longer ignoring his manhood, Lydia’s hand made a light fist around his lengthy cock and started to stroke it gently as her mouth continued to be used to suck his balls.
After flashing him a quick grin, she ran her fist to the base of his thick cock and held him steady. Rather than start bobbing on him immediately, Lydia had a little tease as she extended her tongue fully so that the very tip just touched his piss slit. Wagging it several times accomplished her goal in getting a groan from her preoccupied boyfriend.
“Tease,” Jackson grinned broadly, enjoying her oral performance.
Despite being pissed at his blatant flirting right in front of her, Lydia didn’t let that affect her blowjob, at least not in a negative way. Instead, Jackson felt the redhead grip the base of his cock before using her tongue on his rod once again. However, rather than just a little flick at his head, this time Lydia used the broad part of the wet muscle to lick the underbelly of his 11-inch dick from root to head. She performed this three other times, one time each to either side and the top side before Jackson felt the warm moist environment of her mouth enveloped the head.
“Better than sneaking into the school?” Lydia asked before continuing.
“So far…,” Jackson answered noncommittally.
Lowering her head even more, Lydia clamped her plush lips down on his shaft, much to the appreciation of Jackson. With his tip in her mouth now, the sexy ginger swirled her tongue around his crown before descending further down his pole. Now resting her tongue on the underside of his member, Lydia bobbed her head slowly but always making progress downwards so more of his shaft entered her. Whatever couldn’t get inside her mouth she was gently yet firmly stroking with her hand in perfect rhythm with her bobbing head.
“Oh fuck,” Jackson grunted in response to Lydia’s opening salvo.
Lydia was pleased he liked her offering so far, but this was nothing. Opening her mouth wide, Lydia gave a small bob of only his head, her lips lightly thumping over the ridge of where the shaft met its tip. After that brief introduction, Lydia’s next descent down his pole was taking a good 5 inches into her mouth. It was just enough of his manhood that his sensitive head didn’t repeatedly smash against the hard palate in the back of her mouth, but only just barely. Having her range, the redhead built momentum and gave the seated man a dozen bobs of her red head in quick succession.
“Fuck me!” Jackson groaned, resting a hand on the top of her head.
Right after speaking those hissed words, Jackson instantly felt the tempo of the redhead’s bobbing speed up again. With one hand holding her silky red hair out of the way, Lydia used her right hand to stroke his shaft in perfect timing with her lips gliding along behind it. Jackson was impressed with Lydia’s ability to need to surface for air since she began blowing him in earnest. Up and down her head rose and fell, the soft hum of her moans emitting from her mouth as she put her plump lips and excellent energy to excellent use in the cramped confines of the car.
Lydia was going back down, performing another handful of lightning fast bobs of her head, taking over half his cock in each stroke before pulling off him. A quick intake of air and the ginger was back to work, but her speed vanished and Jackson could feel her lips as they slid down his pole, inch by inch. She passed the 5-inch mark and the lucky man felt his tip poke the back of her mouth. Knowing what came next, it took Lydia only an instant to relax her throat, opening her gullet fully for him. Pushing her head downward at the same speed, his cock slipped into Lydia’s throat without any sputter or gag.
“Goddamn!,” Jackson groaned. “Your mouth is fucking heaven!”
Lydia wanted him to know that she was a lot better than Allison so she dipped into her bag of tricks. Though capable of holding in her gullet for much longer, Lydia was just starting her oral performance and wanted to keep it moving. Therefore, as soon as her nose was pressed against his flat abdomen, she was pulling back, her lips massaging every inch of his slobbery manhood as she retreated.
“Gllkkk...ggkkkk,” Lydia gurgled and gagged within the expensive car.
Lydia knew that deep throating was something Jackson loved, so she wanted to give the lucky boy as much of it as possible. Thus, the redhead bobbed once to the 3-inch mark, twice to the halfway point of his cock then relaxed her throat and took him completely into her mouth, down to his balls. In fact, Lydia even found the time to extend her tongue and actually give his nuts a little lick as she held all 11 inches of hard dick in her gullet.
“How’s my throat feel,” Lydia cooed, her fist stroking him a mile a minute due to how slippery his flesh was from her spit.
“Tighter than your pussy,” Jackson negged the 16 year old, making Lydia flush in embarrassment.
“Right,” was all Lydia could think to reply. “Well, um, enjoy it.”
Going right back to work, the ginger performed another salvo of head bobs with the first 5 inches of dick pistoning into her mouth before she relaxed her throat and swallowed all 11 inches at one time. Her throat bulged out as it was filled with hard cock, her nose pressing into the neatly trimmed patch of pubes Jackson kept and his balls met her chin. Holding herself there for a lengthy time, long enough that she had to actually not gag on his cock, Lydia eventually pulled away. This time as she did so, her pretty face was red, his cock had more saliva covering it and there were even several strings of spit connecting her mouth to his pole.
As she leaned back to his lap, this time Lydia showed the lucky man the other end of the spectrum. While her last several bobs on his cock were slow and she kept her face in his crotch for a good 10 seconds, this time Lydia went for speed while taking all of him. Essentially using her mouth to fuck him balls deep, Lydia kept her throat relaxed as she rocketed her gorgeous face down into his lap. Once Lydia had impaled her mouth fully with his cock, making her throat bulge, she retreated back up with length. With only his tip remaining between her lips, Lydia reversed course until her nose was smashing against his stomach. Despite the fact that the constant barrage of deep throats would make her voice a little hoarse and all the blows her nose was taking was causing her eyes to mist, it was well worth it given how much Jackson was grunting.
“Fucking shit,” Jackson hissed through clenched teeth as his hand subconsciously tightened to make a fist with her red locks.
“Oh sorry,” Lydia played, as if she had anything to apologize for. “Should I slow down?”
Using the ample lubrication to her advantage, Lydia pulled her mouth from his groin for the first time since she began so that she could swiftly pump her hand on his dick in a fast and amazing handjob, despite the close confines. Before she rubbed off all her spit, Lydia leaned back down and latched her mouth around one of his testicles and began using her tongue on it while sucking it with her mouth. She stopped after a minute to switch so that she gave equal love to each of his nuts before ceasing her ferocious stroking with her hand and taking his dick back into her mouth.
“Fuck no. Don’t you fucking dare stop,” Jackson commented.
“Thought so,” she grinned in response.
After her little tea-bagging stunt, Lydia went back to deep throating. This time she gave the lucky man no warm up and simply parted her lips, relaxed her throat and pushed all 11 inches into her mouth at one time. She held him in her throat, her lips wrapped around his base and flashed her piercing green eyes up to meet Jackson, who she knew would be watching her suck him off. She held his gaze as she bobbed up and down, spending no time to make the transition from retreating along his spit covered shaft to plummeting back down it. Once every 3 to 4 times she deep throated him, Lydia would take an extra second to hold him in her gullet so she could make a side-to-side motion with her head, which only accelerated how much sooner he’d need to cum into her mouth. In fact, the latest time she did this, Lydia stayed down on his dick for almost 10 full seconds until she pulled all the way off for a gulp of air.
“You are something special,” Jackson commented as her face returned to a normal shade of pink instead of the deep red it was periodically becoming during her deep throating exhibition.
Lydia had his dick back in her mouth, pumping her lips and fist in perfect unison. The pleasure was getting more and more intense by the second for Jackson, but he wanted to hold out for as long as possible before filling her mouth in jizz. With each successive bob of his entire cock going down her throat, the amount of distance Lydia pulled away from him shrank until she was leaving the tip on her mouth before bobbing back forward. Resuming her normal deep-throat variety of blowjob, Lydia was in constant motion as her lips and throat tried desperately to milk the cum right from Jackson’s balls.
“Shit. I think I see some shadows moving inside the school,” Jackson swore, knowing it was being caused by a motorcycle heading to their location.
The redhead took a quick break to survey the situation before lowering back down. “Just a trick of the light,” Lydia downplayed the situation before getting her lips wrapped around his dick once more.
“Regardless, it can wait until I reach the finish line,” her boyfriend commented as her lips dragged on his dick, knowing he could let his resistance down and finally get his sweet release.
“Someone need to cum?” Lydia asked while stroking him with her hand only.
“So badly,” Jackson agreed immediately.
“Then give me your cum, baby,” Lydia encouraged before returning her mouth around his cock.
Knowing that time was up, Lydia stopped playing with her food and went for the kill. Rather than descending most of the way down his spit-covered member like she had been, this time the sexy ginger with the curvy body had pulled him back enough so that only the head of his cock was between her lips. Still keeping steady pressure with her plump lips, Lydia maintained heavy suction as her shiny red hair kept making tiny bobs down on the top several inches of his cock. With all the spit covering his shaft, his pecker was practically frictionless which meant Lydia’s fist could go that much swifter as a result. Using her peripheral vision to spy his hands tightening on the arm rests, Lydia used one last trick and took him all the way, deep throating him once again before pulling off and resuming her half-cock length bobs.
“Fuck…here it comes,” he groaned.
The moment Lydia felt the first squirt of the man’s jizz against the roof of her mouth she treated Jackson to shooting the rest of his load directly into her stomach. Shoving her face forward, Lydia deep throated him for the last time so that his next blast of semen was in her throat immediately. The sudden balls deep sucking made the climaxing Jackson squirm in his chair from pleasure overload, yet the ginger kept his dick firmly in her gullet. Knowing she wanted to be taking his semen right down her throat, Jackson reached down with both hands and held the back of her head in place, making a retreat for Lydia impossible. Of course, the gorgeous ginger had no intention of going anywhere, content taking stream after stream of warm cum directly down her throat
Lydia had several ways of knowing her man was spent. For one, it had been a few seconds since any more of his sperm shot down her throat. Secondly, the iron grip that he had on the back of her head with both hands had fallen away. Third, his grunts had turned to shudders as Lydia continued stimulating his hyper sensitive cock. And even if she missed all those signs, the fact he wasn’t lifting his ass off the leather chair anymore to essentially fuck her face as he came was another sign. Therefore the redhead slowly pulled her mouth from his cock, eye contact the whole time, until her lips pulled away from his manhood for the final time.
Jackson ran his hands through his hair, a most satisfied grin on his handsome face. He eyed the gorgeous ginger from the corner of his eye, noting the look of surprise and utter delight that was on her face. He continued watching as the redhead used her thumb to run along her plump lips towards the corner of her mouth before she scooped the faintest amount of cum that had gathered there, pushing it inside her mouth to savor before swallowing.
“Did that help to de-stress you?” Lydia asked hopefully.
“What? Oh, um, sure,” Jackson lied as his eyes were focused on Stiles’ shitty jeep. “I need to go look at Stiles' car. It looks damaged.”
As Jackson got out of the car, doing up his pants as he went, Lydia was left alone in the car with the taste of semen lingering in her mouth. “What the actual fuck!”
* * *
Her amazing blowjob wasn’t enough to stop Jackson from investigating Stiles’ vehicle. When they found massive claw marks on the hood, as well as the fact the battery had been pulled out, Jackson wanted to go inside the school. Not wanting to be left alone outside, Lydia was forced to follow him. What followed was something out of a supernatural horror movie. After what appeared to be a wolf with glowing red eyes that was the size of a sedan burst through the ceiling, the gang of five ran up a set of stairs and locked themselves in an empty classroom before barricading themselves within.
The classroom provided only a temporary relief as they were soon being hounded up yet another staircase. This time they locked themselves within the chemistry lab, which at least offered them an exit strategy. The only problem was that the door to the roof had a locked deadbolt and the only one with a key was the body of the dead janitor. With no good options, Scott volunteered to go retrieve the key.
“No. No, this is insane,” Allison commented as Scott armed himself with a molotov cocktail, courtesy of the hidden brilliance of Lydia Martin. “You cannot go out there.”
“We can’t just wait in here and hope that Stiles’ dad checks his message,” Scott countered.
“You could die. Don't you get that?” Allison asked, tears forming in her eyes. “He's killed three people.”
Despite Allison’s tear-filled pleas and begging, Scott still left them. Allison disclosed that she knew he’d been lying all night, which brought a smirk to Jackson’s face. The smirk was quickly wiped off his face as Allison played her last trump card, kissing Scott passionately, and yet the teen still left them behind.
“I don't get why he's out there, and why he left us,” Allison asked the group as they huddled out of view of the door’s window. “And I can't...I can't stop my hands from shaking.
Jackson, who was sitting within arm’s reach of the gorgeous leggy girl immediately seized the chance to touch her. Moving quickly, the lacrosse captain took her hands in his and held them firmly but gently at the same time.
“It's okay,” he said before forcing her to make eye contact with him. “It's okay, it's gonna be okay.”
While Stiles looked away because it was obvious what the jock was doing and it made him uncomfortable, Lydia too saw what her boyfriend was doing. Her large green eyes opened even wider in shock, shocked that Jackson would so boldly flirt with another girl directly in front of her. And worse, in front of other people, even if that other person was only Stiles. Or whatever the awkward boy’s name was.
“Okay,” Allison replied, calming down though Jackson continued to hold both hands.
Luckily, the nightmarish night eventually came to end when the sheriff and several other police vehicles came roaring into the parking lot. The massive wolf must have been scared off because it was nowhere to be seen. But when it left, it also left the remains of a relationship behind as Allison was done with all the weirdness and lies that came with dating Scott McCall.
“Allison! Allison, wait up,” Scott called as he ran up to her.
While the sheriff was having all 5 kids wait around so they could get to grips with the situation and notify everyone’s parents, they still had some privacy for private conversations.
“My dad was out but he’ll be here shortly,” Allison said, not looking at him.
“You need... You need anything from me?” Scott asked. When that didn’t get an answer, he continued. “Want me to go with you?”
“No. I don't. And I also don't know what happened to you in there,” Allison said with heat in her tone. “I don't know what you were thinking. Maybe you weren't, but right now, I don't... I don't feel like I can trust you.”
“Allison, I can explain,” Scott tried to say before she promptly cut him off, not wanting more lies.
“I don't care. Please, just don't say anything... Scott, I…”
“Allison, just stop. I’ll give you a call tomorrow and we can…” Scott tried again.
“Don’t,” she said, immediately stopping him. “Don’t call. Please don’t call me.”
Unable to be in his presence, Allison walked away from the hurt looking teen wolf. She couldn’t leave as per the sheriff’s orders so she simply walked around the corner, away from Scott and others. While it would have been away from others only Jackson had been watching the whole thing unfold. Though he couldn’t overhear, nor could he read lips, he didn’t need those talents in order to understand what had happened. Following stealthy after the upset girl, Jackson rounded the corner and found the girl crying.
“Scott I said…” Allison started to say before seeing who was actually approaching. “Oh sorry Jackson.”
“It’s okay. Although being confused for Scott McCall is one of the worst insults of my life,” the cocky guy said, drawing a laugh and smile from Allison.
After her break from the cry, Allison figured she should tell someone and make it official. “Scott and I broke up.”
“I figured,” Jackson replied. “If I can say something but McCall is clearly an idiot. I mean, you’re funny, smart and incredibly beautiful. His lose, in my opinion…which is the only correct opinion.”
“You’re pretty funny yourself,” Allison replied, blushing furiously.
“And…” Jackson replied with a grin.
“And athletic, skilled and…handsome,” Allison admitted.
“That’s better,” he smirked. “Can I offer you some advice about the break-up thing? You need to get back on the horse immediately.”
“Oh I don’t think I could date…” Allison started before being interrupted.
“No. Not date. Fuck. You need to get over him ASAP by getting under someone,” Jackson disclosed before staring her deep in the eyes. “Or between a hard body and a brick wall.”
“I…um…just don’t want to feel this feeling anymore,” Allison stammered before replying.
WHACK
“Ouch! Why’d you punch my shoulder?” Allison acked, startled.
“Hurts, right?” Jackson asked before starting to rub over the shoulder he had just punched. “And now feels better, right?”
“Yeah, it does,” Allison agreed, allowing the normally cocky jock to rub her.
“Our brain can only perceive so much at one time. That’s why when we feel pain, like heart ache or a punch, we can numb or confuse yourselves by throwing a different stimulus at it,” Jackson explained, staring the gorgeous girl in the eyes the whole time.
“Wow. That is insightful…and it worked!” Allison commented, noting her arm felt fine. Thinking of her arm, and then the heartbreak from dumping Scott, Allison looked the handsome man up from top to bottom. “Think you can help me with the other problem then?”
“Already told you how,” he replied, his cocky smirk plastered on his handsome face.
"Come here," Allison blurted out, grabbing Jackson by his shirt and dragging him to the alleyway between the school and a yard keeper's shed.
"Good girl,” the lacrosse captain commented as the desperate brunette continued to pull him into a small alcove within the alleyway.
“Just make me stop feeling like…this,” Allison demanded as she reached under her skirt. "Just distract me."
"Consider it done,” Jackson replied.
Allison had been dressed to impress as before her night was hijacked by being trapped in the school after hours with a giant wolf stalking them, she and Scott were supposed to be on a date. Though she wore a concealing leather jacket, it was tight enough on her body to show off her modest chest. However, unlike at school where she wore tight-fitting pants day in, day out, for her date she opted for a black-and-purple dress. The skirt showed off her amazing long, slender legs and made her already bubbly ass look that much better.
Allison didn't actually hear Jackson as the teen girl was too consumed in removing her pink panties. Once pulled down her slender legs, Jackson grabbed the panties from her hand and actually slid them into his jacket’s pocket, a trophy for him to remember this moment by. Plus, the act of men keeping a trophy from their sexual conquests was rather degrading, and that was exactly what the jock was aiming for. Anything to help crush the feeling of rejection that Scott had stirred up in her.
While Allison removed her panties, Jackson had undone his belt and pants in that time. After cramming her underwear into his pocket, Jackson finished the job he started by pulling his pants down to around his ankles, his cock already standing an erect 10 inches long.
"Very nice Jackson," Allison complimented, her hand subconsciously going to his hard cock and stroking it lightly. "I’d be lying if I said I hadn’t thought about you and this magic cock since the foursome at Lydia’s place."
"Me and you both," Jackson replied, bringing her in for a lip-crushing kiss.
Allison briefly considered warming up Jackson with a blowjob, but opted against it. For one, it was unneeded as he was already rock hard. For two, time was of the essence as the sheriff could come looking for them at any time. Or worse, her father could arrive at the school and find them. And three, she didn’t want to kneel in the puddle of muck at her feet. Therefore, instead she faced away from the boy and bent over at the waist to lean against the brick wall.
"Crap! I left my wallet in the car," Jackson muttered, clearly referring to the condom he had within it.
“Shit. I’m not on the pill,” Allison cursed, hating her overprotective dad at that moment.
But then another idea struck her. Since giving up her anal cherry to Scott several weeks ago, they’d been working in sodomy into their very active sex life regularly. It was way more intense than regular sex, both in good and bad ways. However, for occasions such as this, it may be the extreme intensity she was looking for. Plus, between Jackson having considerable experience with Lydia and no condom on hand, it made the best scenario.
"It's fine...you don't need it," Allison confirmed, reaching her arm between her thighs and finding his cock.
“I don’t want to risk some mini Jackson Junior running around in nine months,” the lacrosse captain stated.
“Me neither. Which is why you’ll be fucking my ass,” the dark-haired girl replied. “Unless you have a problem with that?”
“I think we both know that won’t be an issue,” he grinned wickedly.
Allison rubbed the head of his dick through her folds, feeling him become a little slicker as her own juices transferred onto him. However, she aimed him higher yet until she felt pressure right against the very center of her asshole then steady him there. She took a calming breath that was almost meditative before starting to pull him closer, helping him penetrate her bowels.
"Just stay relaxed,” Jackson warned as the tip of his cock threatened to enter her asshole.
Allison knew what to do but it never hurt hearing a piece of useful advice. As she continued to have her eyes screwed shut, taking deep breaths, Jackson started to push forwards. Despite her confidence, Jackson still fought the urge to rush. Though this was his first time taking Allison anally, he was still aware enough to know that shoving a relatively dry dick up someone's pooper was bound to be extremely painful. Thus, he slowly pressed against her asshole. When she started to relax, he felt her start to open up, her anus collapsing under his insistent pressure until the head of his cock popped through.
"Ohhhh," Allison moaned, her eyes fluttering shut as she felt a stiff cock in her ass.
Pausing to let the teen girl adjust, Jackson groaned at the sight of this insanely hot 17-year old's asshole wrapped around his cock. It was so tight, not to mention naughty, that he was thankful for the small respite before pushing a little bit further into Allison's welcoming ass.
"Ooohh, you feel so good in my ass," Allison groaned as he started to slowly slide in and out of her ass.
Pulling back until just the head was still inside the sexy brunette, Jackson paused before pushing back in just a little bit further than he'd gone on the previous thrust. Repeating the process, he slowly worked his cock into Allison's tight ass. Finally pushing the last little bit into her bowels, he took a deep breath and paused with his pelvis pressed against the firm globes of her butt.
"Uhh...fuck...so good…so tight," Jackson grunted, gripping Allison's hips as he eased out of her.
"Ohh, fuck, that's better," Allison grunted as her boy toy suddenly surged forward and made the empty alleyway echo with the sound of his pelvis slamming against her slim but bubbly butt cheeks. It had stung slightly since she hadn't been quite warmed up enough for it, but she liked that for today's ass fucking.
"You want me to fuck you harder?" Jackson panted, picking up the pace as her asshole clenched around his cock as only a 17 year old's sphincter can do.
"Yeah, do it," Allison ordered assertively, slipping a hand underneath her to play with her pussy. "Fuck my ass like you mean it."
Growling, the taller boy used his grip on her hips to pull her onto his cock. When Allison grunted, Jackson hoped it was out of pleasure and need and gave her another hard thrust. This time, there was no doubt as the teen girl's grunt was mixed with a moan of pleasure from getting her ass fucked like she so desperately needed.
"That's it, stud," the stunning girl hissed, her fingers strumming her clit for a bit before dipping into her pussy and then back to her clit. "Ohhh, fuck my tight little ass. Fuck it so hard I can't sit down later."
For the next several minutes neither of them spoke. However, that wasn't to say that there was an absence of noise. Quite the contrary in fact. There was the constant hum of pleasure being practically sung by the bent over and anally fucked Allison Argent. Jackson was grunting as well, making it a duet, a spike of pleasure each and every time his dick was swallowed by her very hungry ass. And then finally there was a repeated slap of flesh on flesh created when the tall boy slammed his healthy-sized cock forward, his pelvis crashing against Allison's curvy ass.
"This is the way it should be. Me and you," Jackson practically growled between thrusts, watching his cock slam into Allison's asshole.
"It feels so good," Allison said, the nerve endings in her anus exploding in a mixture of pleasure and pain with each thrust.
"Fuck, I'm not going to last much longer," Jackson warned.
"Not yet," Allison snapped in panic. It wasn't because she wanted to cum, furthest from that respect actually. But she wasn't done suppressing her feelings of heartbreak, which was the whole point of this exercise.
"I don't know if I-" Jackson started before being cut off.
"Last as long as physically possible," Allison snarled, using her arms to thrust back harder against his cock. “I’m not done with you yet.”
With very clear motivation, Jackson gritted his teeth, determined to hold out however long it took. That, of course, was a fantasy, especially since the extremely sexy girl was determined to spear her own bowels with his dick as hard and fast as possible. He only hoped that she'd hurry and get what she needed out of this tryst because he was fading fast, sweat dripping from his forehead as he struggled to keep from blasting a load of cum deep into her bowels.
"Sorry Allison. Can't last any longer," Jackson grunted, his orgasm now imminent.
"Cum for me then. Fill me," Allison urged, his dry cock still stinging her sphincter.
Her permission ringing in his ears, the overwhelmed boy started fucking her ass with little beyond his own pleasure on his mind. Slamming into her welcoming asshole, he started to feel the cum rise in his balls. Pushing deep into Allison, he let out a loud groan as the first shot of jizz exploded, splattering against Allison's insides.
"OHHHH," the teen girl squealed, finding herself enjoying the feel of his repeated spewing of his cum against the walls of her colon.
With Allison's asshole clamped tightly with unreal strength around his cock and milking him dry, Jackson pumped her full of his cum. When her muscles finally loosened up enough for him to withdraw his cock from the tight confines of her ass, he leaned back against the opposite brick wall, panting to catch his breath.
"Mmm," Allison cooed, turning around to face the exhausted boy, cum still held in her anal cavity.
"That was, wow," Jackson gasped, staring at her beautiful face though she only had eyes for his still hard cock
Tracking her eyes downward, Jackson looked down and also stared at his manhood. It still stood proudly at attention, and the longer she stared at it, a naughty idea washed over her mind. Still trying to block out her heartbreak via furthering her humiliation and submissiveness, the 17 year old knew what she should do. Before Jackson even knew what was happening, Allison dropped to her knees and reached for his cock. Grabbing hold of him, she parted her lips and took his cock into her mouth, tasting the fresh flavour of her ass on him.
"Oh, shit," the tall boy gasped as it dawned on him that she was going ass-to-mouth. “Lydia is rubbing off on you.”
Watching such a beautiful girl with the face of an angel do something so nasty sent a surge through him and he went from semi-hard to iron bar in a split second. He watched her brunette head bob up and down in his lap, her tongue slathering his cock with saliva and cleaning him up. All this as cum began dribbling down her curvy cheeks, having leaked from her once tight asshole.
"Mmm," Allison moaned, tasting her own ass on his cock.
It was every bit as nasty and naughty that she was hoping it would be. And it only added to her humiliation seeing the look of shock and amazement in the sexually experienced boy's eyes when she first started blowing his cock that was freshly removed from her perfect ass. Allison was really getting off on being such a depraved little slut, letting him fuck her in the ass and then sucking his cock clean in an unsanitary back alley.
Seeing the lust and hunger in Allison's eyes, Jackson hoped he was interpreting the signs correctly when he put a hand on the back of her brunette head. Thrusting his hips he started fucking her mouth, pushing in until he felt his cock brush against the back of her mouth before pulling back. When just the head of his cock was still in her mouth, the lucky boy paused and let Allison suck on the head and swirl her tongue around the crown before pushing back in.
"Mmhmm," Allison moaned, urging him on with her mouth.
"Awhh...keep going," Jackson demanded after several long minutes of silence, apart from constantly groaning.
The gorgeous teen girl didn't need the advice when it came to blowjobs so she merely smirked at the horny boy. Allison pulled her mouth from his dick, now slick with her saliva with no more traces of her ass on it and used her hand to feverishly beat his meat. She did this so that she could use her tongue to help corral his heavy sack to bring it into her mouth.
The teen girl took turns taking each nut into her mouth and giving it proper attention before she turned her oral affection back to something more solid. After all, this was all about giving Jackson a quick and dirty blowjob after taking him into her mouth directly from her ass. She moved half of his pole between her lips while stroking the other half. Using her free hand to massage his sack again, she could hear how much he appreciated what she was doing.
With her lips back around his dick and no more words needing to be spoken, Allison could concentrate on the task at hand. Jackson couldn't help but look down and observe the slutty dark-haired girl in what looked to be her natural environment; on her knees with a cock in her mouth.
After taking half of him in her mouth to get them both back into a normal tone for the blowjob, she planted her lips completely around him and bobbed her head back towards the tip. Her mouth felt warm and wet to him, and the way her plump lips dragged along his slick skin made his resistance to pumping her full of cum right then and there wane.
"Allison...I..."
"Cum wherever," Allison answered the unasked question. "Down my throat, on my face. Wherever."
With each thrust she could feel his desire and urgency grow. Finally, after holding out for as long as he could once more, milking every last ounce of pleasure from the heartbroken girl, he growled and yanked his cock out of her mouth just before the first burst of cum erupted from the end of his cock, striking her on her nose and upper lip. Though never opposed to busting his nut in a girl’s mouth like he did with Lydia earlier, a facial was just the cherry on top of a degrading fuck session, and something Allison clearly wanted.
"Christ," Jackson grunted, jerking his cock as he emptied his balls onto Allison's face.
After what felt like a marathon anal fuckfest with Allison not 5 minutes previous, there wasn't much left in his balls, but it was still enough to leave the gorgeous girl's face glistening. His cum dripped down her face as she grinned and tried to keep his jizz from dripping all over her outfit, mainly because she’d be getting into a car with her dad in short order.
“Here,” Jackson said, offering her the panties he was originally going to keep. “You know, to clean your face with.”
"Well thanks,” Allison grinned, face still adorably covered in his cum. After giving her face a good rub with the used pair of panties she wore all day, Allison got back to her feet. "Thanks Jackson. I really needed that. Now I should go see if my dad is here."
“I’ll call you tomorrow?”
“Look forward to it,” Allison grinned before exiting the dirty alleyway.
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Sexual Adventures in Beacon Hills