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Inside Reagan 2: Insider	By : GrayNeko Category: -Misc Cartoons > General Views: 735 -:- Recommendations : 0 -:- Currently Reading : 0
Disclaimer: This work is a parody. I do not own Inside Job or any of the characters that belong to the series. No money was made from this story.

Chapter List
- 1-Inside Reagan 2: Insider
- 1
Brett Hand was walking with a purpose, his best friend and boss, Reagan Ridley, had asked him to come see her.
“Hey hey, O-Reagan-oh my god!” Brett started to say before exclaiming as he stepped into her office. Instead of the usual office decor, a massive vat filled the space and was being filled with an iridescent blue fluid.
Reagan turned from overseeing the vat being filled and smirked at Brett.
“Brett, thank you for coming,” she said as if this was an everyday thing at Cognito Inc, which it almost was.
“No problem, Reagan, but uh, isn’t that the thing you and your dad used to go inside your own mind and that I totally didn’t accidentally fall bass ackwards into. Follow up two-parter, why is it in your office and why are you filling it up with Myc’s goo?”
Rather than answer right away, Reagan pulled out a remote and pressed a button, causing the doors to her office to lock and barricade themselves.
“I’ve brought Project, uggghh, Jellybean,” Reagan paused to shudder at the name, unable to believe that she used to associate affection whenever she heard that word, “out of storage because there’s something important I need you to do for me, Brett.”
Brett’s mouth dropped momentarily before he gave himself a shake, “Uh, yeah, yes! Whatever you need, Reagan, Brett is your guy!”
Reagan’s smirk grew into a full smile as she came up to Brett and put her hand on his shoulder, “That’s good to hear because I need you to go into my mind….and fuck the shit out of my younger self.”
It felt like time slowed around Brett as his ears rang and he thought he tasted copper for a moment as his brow slowly twisted in confusion. Then the reality of what Reagan said crashed down onto him and his knees nearly buckled as he stumbled back.
“Wha-! What? Reagan, th-that’s crazy!” Brett gasped, reaching into a coat pocket and pulling out a paper bag that he began to breathe into to keep from hyperventilating.
“Easy, Baby Brett, easy,” Reagan said as she hurried to his side and walked him over to a chair. After easing him down, she sat on the edge of her desk.
“Reagan,” Brett finally choked out. “What. the fuck. are you talking about?”
Reagan took a deep breath and let out a long sigh before going on, “My life has been fucked pretty much from the day I was born. I never stood a chance with Rand as my father and my mother certainly didn’t help. You want to know what one of the best memories from my childhood is? You taking me to my highschool prom, and that didn’t even really fucking happen. I can’t get back the memories of the friend I had, but I can try to do some kind of damage control.”
“That’s what therapy is for, Reagan!” Brett exclaimed. “How can having me bang you in a memory help you at all?”
“Well, it certainly can’t fuck me up any worse,” Reagan muttered loud enough for Brett to hear. “And I’ve tried therapy, I can’t have my name in any more suicide notes.”
Brett sat back as he stared at Reagan. She couldn’t meet his gaze as a melancholy settled over her and she stared at the floor. Brett frowned as he really began considering what she was asking of him.
“Ahhh geez Reagan, you know I can’t say no to you when you’re morose! I’m probably gonna regret this but….what exactly did you have in mind, or is it in your mind? This Inception stuff gets very confusing.”
Reagan nearly pulled Brett into a hug as she reached out to grip his shoulders appreciatively.
“Thanks, Brett and don’t worry, I’ve got it all figured out.”
Minutes later, they were both in wetsuits and lowering themselves into the vat. As Myc’s psycho-conductive goo coated them, they experienced the sensation of zipping down a water slide before the world disappeared and they found themselves in a familiar bleak landscape of conspiracy boards, red string, and polaroid photos.
“Sooooooo, which memory are we going to do this in? Do you want to make your 21st birthday a little more memorable?” Brett asked nervously as they walked through the unsettling labyrinth.
“Here,” Reagan said quietly as they stopped in front of a polaroid that was labeled ‘First Semester of College’.
Brett’s brow furrowed, “Wait, Reagan, didn’t you graduate highschool when you were thirteen? I can’t go in there!”
“Actually, I’ll be fourteen, my birthday happened right before the semester started,” Reagan said as she frowned at the polaroid and the image on it, one of a lonely teen Reagan sitting all by herself in a crowded college amphitheater.
“That doesn’t make it better!” Brett shouted as he ran a hand through his perfectly coiffed hair and began to pace.
“Brett, it doesn’t matter, it’s not real. The only two people who will even know about this are you and me,” Reagan said as she rounded on Brett and grabbed him far more harshly. Her grip softened almost immediately as she pleaded, “You said whatever I need, Brett, and I. Fucking. Need this!”
Brett continued to fidget as he fought the urge to run, “Okay, okay, just…Reagan, I need you to be completely honest with me, best friend honest! How exactly will this fix things? And isn’t young you going to think I’m a creep? Or a stalker?!”
“I don’t know, okay!” Reagan suddenly shouted as she stepped away, hugging herself. She went on more quietly, “I can’t be sure it will actually help, but…you were the first person to be nice to me that my dad didn’t steal from me. That helped me so much and college was even worse than highschool. You’d think I’d be harder to notice with the sheer number of people there, but I stood out even more and the isolation…put me in a very dark place.”
Brett glanced at the polaroid and the look on young Reagan’s face. It broke his heart to see his best friend like that…and like this as he looked back to Reagan drawn in on herself. Brett puffed up his chest with a deep breath as he made his decision.
“If I’m gonna do this, I need you to help hype me up. I need to be in the right headspace in this headspace, so I can go in there and do it, I mean her, I mean you…just start talking please!” Brett begged as he cringed.
Reagan nodded and came up alongside Brett, putting an arm around his shoulder, “That’s the spirit! You’re Brett Hand! An L.A. ten and easily mistakable for a member of any boy band! You’ve got washboard abs and the loveable energy of Paul Rudd! You’re basically a fuckable, human golden retriever!”
“Yeah, I am a sexier Air Bud!” Brett said to himself as he straightened up. “All right, Reagan, get ready to have your teen mind blown!”
Brett started to march towards the polaroid but Reagan kept hold of him as she drew him in close and whispered into his ear with her best sultry tone, “By the way, try not to make a big deal out of it, but I was a bit of an early bloomer.”
“Bawha?!” Brett cried out before Reagan pushed him forward and sent him stumbling through the polaroid.
Brett found himself in the amphitheater as it began to empty, college kids looking at him quizzically as they brushed past him. He caught a glimpse of Reagan, in her overly large MIT sweater, through the throng, slowly putting things in her backpack and began to make his way towards her. Brett tried to think of a smooth way to introduce himself as he neared her. In the end, he panicked and blurted out the first thing that came to mind.
“Hey, is that my favorite prodigy?” Brett said as he cringed internally, fully expecting the young Reagan to pull out a can of mace or a taser she’d built from scratch.
Instead, the teen Reagan stared at Brett in shock before a smile split her face, “Brett, is that you?”
Reagan leapt from her seat and ran up to Brett, throwing her arms around him in a hug. Brett had to fight his reflexive urge to pull away, Reagan had really done a number on him after hitting him during hug practice.
“What are you doing here?” Reagan asked as she finally pulled back. “I haven’t seen you since prom and believe me, I looked. I even hacked into CIA databases and surveillance satellites to try to find you, it’s like you don’t exist.”
“Well, hehe,” Brett chuckled nervously, “my job is a little higher clearance than that, and it takes me to all kinds of places. But nevermind that, how are you doing? MIT? Bet you’re killing it here.”
“They’re lucky I haven’t killed anyone yet,” Reagan mumbled as her gaze dropped before she gave herself a shake and forced a smile as she looked back up at Brett. “I’m doing ok.”
“Do you want to talk about it?” Brett asked, kicking himself as he kept trying to think of ways to turn the conversation in a direction that would allow him to flirt with her without scaring her, but his need to be there for her as a friend kept getting in the way.
Reagan turned back to her backpack and began struggling to get it on and Brett couldn’t help reaching out to pluck it from her arms, though he nearly fell from the weight of it.
“Here, let me help. Man, how many books do you have in here?” Brett said with a grunt as he looped it over one shoulder.
“I’m on an advanced track. Barring any burn out or psychological breakdowns, I’ll have my masters and a doctorate in four years, five tops,” Reagan said as she flushed, as if that was an embarrassing admission. She glanced up at Brett and her cheeks darkened more. “I can skip my next couple of classes, if you want to maybe…come back to my dorm room?”
“You have a dorm room?” Brett asked, trying not to sound too incredulous.
“A suite all to myself!” Reagan added excitedly as she began to lead the way. “It’s actually been pretty great because I don’t have to deal with roommates stumbling in drunk at all hours. I had enough of that at home with my dad.”
They chatted amiably as they made their way across the campus and came to a dormitory. Being the middle of the day, they were able to avoid too many odd stares as Reagan brought him inside and Brett set her backpack down once they were inside her suite.
“Wow, this is quite the set up,” Brett said with a whistle as he looked around the spacious living area that was littered with various engineering projects. There was even a little kitchenette but it looked like Reagan had taken to the college diet of instant ramen and caffeinated beverages.
“Thanks, sorry it’s not cleaner,” Reagan said as she pushed stacks of papers and books off the couch in the living room before darting towards her bedroom, kicking the door mostly shut. “Make yourself at home.”
Brett took a deep breath and took off his jacket and tie, undoing the first few buttons of his shirt as he settled on the couch. He tried to sit naturally while also trying to puff up his chest. As the seconds dragged into a minute, Brett couldn’t help fidgeting and looking around the room nervously.
“Wow, you took that literally,” Reagan said, drawing Brett’s attention to her.
Brett was glad he didn’t have a drink in hand, because he would have likely dropped it at the sight of Reagan. She leaned against the frame of her doorway, wearing the same teal prom dress from the first time he had met younger Reagan, only it was suddenly clear what his Reagan had meant about being an early bloomer. The dress hugged her body, displaying the womanly curves she was growing into and the top could barely contain her budding breasts.
“Uh, w-well, I mean, is there a dance I wasn’t aware of?” Brett asked weakly as Reagan made her way over to the couch. She was clearly trying to sway her hips as she walked and Brett quickly realized she was even more nervous than he was. She sat on the edge of the couch before starting and trying to look more relaxed and seductive, which only seemed to make her more anxious as sweat began to bead on her forehead.
“No dance, I just wanted to look nice for…for company!” Reagan said, tacking on the last part hurriedly as she tried not to fidget.
“Well, you look stunning,” Brett said, feeling his confidence grow as it began to dawn on him that Reagan might have a bit of a crush on him.
Reagan blushed and couldn’t help smiling as she looked down and brushed a few stray strands of hair over her ear.
“Thanks. Uhm, Brett, can I ask, what are you really doing here? You didn’t answer when I asked earlier,” Reagan said after swallowing nervously. She managed to look up at him and he could feel the tension running through her as she waited for his answer.
“Well, you see, Reagan,” Brett said as he shifted closer. Reagan’s eyes widened and Brett swore he could hear her heart pounding in her chest. “I came here because of you.”
Brett could see the confusion his choice of words had caused as Reagan blinked and narrowed her eyes, but he couldn’t bring himself to fully lie to her.
“You’re not just an incredibly smart young lady, you’re an incredible person with the drive to change the world and honestly, you deserve the world,” Brett said, pouring out all his thoughts and feelings for the Reagan that he’d come to know by working alongside her. It had dawned on him that he’d likely never get a chance to tell adult Reagan these things, not without her depression and pessimism poisoning his words.
“I know this may seem wildly inappropriate coming from someone like me, and I’ll leave if you tell me to, but I would like to…” Brett paused as he hit upon the fact that there was just no good way to say what he had in mind, but then he looked at Reagan and realized he didn’t need to say anything.
Reagan’s eyes had widened little by little as Brett went on and now they shimmered with hopeful tears as she scooted closer and closer. Brett reached up to cup her face and leaned in to press his lips to hers. A tremor shot through Reagan as their lips met and then she grabbed his head with both hands and kissed him with wild, almost manic passion. Even though he was easily twice her size, Reagan bore Brett down until she was laying atop him on the couch.
“Pleasebereal,pleasebereal,pleasebereal,” Reagan whimpered as she drew back, her eyes squeezed shut.
“I’m real, Reagan,” Brett reassured her as he took her hands in his own and pressed them to his chest so she could feel his heartbeat.
A sob escaped Reagan that turned into a weak laugh, “When you disappeared after prom and I couldn’t find any trace of you, I started to think I had imagined you.”
“I’m sorry I had to leave, but there was…someone else who needed my help,” Brett said softly. “But in the end, they were so appreciative, they helped me get back to you.”
As Brett spoke, he trailed a hand through Reagan’s hair and down her back, cautiously resting it on her pert butt. Reagan stiffened momentarily but slowly relaxed into him, even daring to shift her leg to rub against his crotch.
“I’ve hardly been able to stop thinking about you since,” Reagan said breathily as she wiggled her butt against his hand, squeaking happily as Brett tightened his grip.
“Reagan, I’ve got to make things absolutely clear, I want to make you happier than you’ve ever been before, if you’ll let me,” Brett said as her leg brushing against his crotch slowly provoked a response.
Reagan’s breath hitched as she froze before forcing herself to slowly nod, fighting years of insecurities
“I want that, I want that more than anything in the world, Bre-mmph!” Reagan’s words cut off as Brett kissed her again, this time invading her mouth with his tongue. Reagan’s moan reverberated through her whole body as she melted into him.
Brett cupped the back of her head as he schooled her in the ways of kissing while his other hand squeezed and massaged her ass, slowly bunching her dress up until he could slip his hand beneath it and get a proper feel.
“Reagan…” Brett said as he pulled back, leaving Reagan panting wantonly. “Are you not wearing underwear?”
Reagan blushed so furiously and buried her face against his chest before weakly mumbling, “Would you believe it’s laundry day?”
Brett smirked and rewarded her cheekiness by slipping his fingers between her thighs and stroking her pussy.
“Ahh!” Reagan gasped as his digits brushed against her slick mound. She’d felt warmth between her legs since Brett had first appeared but at his touch, it was like an explosion that sent fire racing up her spine. Reagan’s body arched and Brett pursued her so he could kiss along her neck and down her shoulder. As he neared the strap of her dress, he caught it in his teeth and dragged off her shoulder.
No longer bound by her dress, Reagan’s breast slipped free of her top and she instinctively reached to cover it.
“It’s okay, Reagan,” Brett reassured her as he sat up with her and shifted them both so she was straddling his lap.
Reagan continued to blush wildly as she slowly took her hand away, revealing a pleasantly plump breast topped with an almond colored nipple. Brett reached out to gently palm her tit, emphasizing their size difference as his hand easily enveloped her youthful breast, and Reagan couldn’t stop a shuddering sigh as her nipple stiffened at his touch.
As Brett slowly kneaded her breast, his other hand came up and slipped her other shoulder strap off, easing Reagan’s dress down to her waist. Reagan fingers dug almost painfully into Brett’s shoulders as she sat there topless but Brett continued to smile adoringly before he leaned his head down and kissed her other nipple.
“Oh fuck!” Reagan squeaked as she threw her head back. Brett continued to tease her nipples with teeth and gently tweaks of his fingers until they were achingly stiff and Reagan was panting like she’d run a marathon.
As Brett leaned into play with her some more, Reagan’s fingers wound their way into his hair and yanked his head back. Her kiss was aggressive as she dared slipping her tongue into his mouth and when she finally pulled back, she seemed a little more in control of herself.
“I want to see more of you, to touch more of you,” Reagan breathed as her hands slid down from Brett’s head to grip the collar of his button-up shirt. As Brett reached up to join her hands, Reagan suddenly heaved, ripping his shirt open and sending buttons flying across her suite.
“Hnngh,” Reagan moaned softly at the sight of his chiseled body and began to reach down to caress him when Brett caught her hands with his.
“Uh, uh,” Brett said with a playful shake of his head. “Naughty girls deserved to be punished.”
Reagan’s eyebrows shot up as fear momentarily played across her face. Her panic subsided as Brett shifted them again, laying her down on the couch as he knelt over her. He shucked his ruined shirt and then worked her dress down her legs, leaving her completely naked before him. Reagan started to draw in on herself as his eyes drank in the sight of her but then she saw his hands go to his pants and she perked up immediately.
She watched with rapt attention as he undid his pants and shoved them and his underwear down to his knees. The sight of his cock springing free and wobbling in the air made Reagan’s eyes widen as the scale of it struck her.
Brett shifted back so he could kick off the rest of his clothing and then reclined on the far end of the couch before beckoning to Reagan. She practically sprang up after him and as she crawled to him he reached out to caress her face. As she leaned into his touch, his fingers ran through her hair before taking a tight grip.
“Huh?” Reagan called out before Brett slowly forced her face towards his throbbing cock.
“I want you to apologize for ruining my shirt,” Brett explained. “Convince me how sorry you are.”
Reagan bit her lip nervously as she came to be level with his cock and hesitantly reached out to grip his shaft. Her slim hand couldn’t even close around his girth and she swallowed with trepidation. Still, the man of her dreams was looking on expectantly and she couldn’t disappoint him.
“Hmm,” Brett sighed as Reagan’s tongue darted out to give his cockhead an experimental lick. Her face scrunched up at the initial taste but she furrowed her brow determinedly and opened her mouth to envelop the tip.
“That’s a good start,” Brett said encouragingly as he brushed her hair from her eyes so she could look up at him as she began to bob her head on his cock. She struggled not to scrape him with her teeth, but his cock filled her mouth so much it was nearly impossible for her.
Brett almost felt sorry for her, but he had a promise to keep. “Reagan, you’re doing great, but would you like a little help?”
Reagan nodded without taking his cock out of her mouth and Brett’s smile widened. He leaned forward, trailing his other hand down her back. As his hand reached her ass, his grip on her head tightened and Brett suddenly shoved his cock down Reagan’s throat.
Reagan choked as her eyes widened and she tried to push Brett off her, but at that moment, Brett’s other hand slipped his middle finger into her pussy. Strength fled Reagan’s limbs and only her body’s reflexive urge to eject Brett’s cock allowed her to keep struggling.
“Hrk! Grg!” she gagged as Brett jammed more and more of his dick straight down her throat, each pump making her pussy reflexively tighten around his finger.
“That’s it, Reagan, just a little more and you’ll be one of the few to take the whole Brett Dawg!” Brett moaned as he got closer and closer to hilting his cock in her throat.
Tears streamed down Reagan’s face but despite the pain and initial panic, her heart beat wildly at how much Brett seemed to be enjoying fucking her. She’d never thought she’d be the object of someone’s passion, even if the reality was different from what she’d imagined.
“God, I love you, Reagan!” Brett groaned out as he finally brought her lips to rest against the base of his cock while burying his finger fully inside her pussy.
A muffled squeal escaped Reagan as Brett’s cock twitched and began spraying cum down her throat. That squeal intensified as Brett’s finger wiggled wildly while curling, stroking her walls and hitting spots she’d never managed to while masturbating.
Brett’s cock slid free of her throat and Reagan immediately fell into a coughing fit. Brett moved her to a sitting position and she couldn’t help twinging as his finger remained inside her.
“That was pretty amazing, huh, Reagan?” Brett asked as he settled in beside her, leaning down to kiss her shoulder.
“You…love me?” Reagan asked raspily, her voice hoarse from the rough throat fucking.
Brett paused, remembering he had said that in the heat of the moment but also realizing it wasn’t a lie. He and Reagan had been friends for a while now and he had always maintained that their relationship was platonic, but after seeing her heartbroken over Ron and every other awful thing that had happened to her, Brett knew he wanted to do nothing more than make her as happy as possible.
“Of course I do!” Brett said with his usually chipper attitude. “And I’m sorry if I went too rough on you just now, I just wanted us to both feel really good.”
Reagan stared into the distance introspectively for a moment before she looked up at Brett, “It wasn’t what I expected…but it wasn’t that bad.”
Brett leaned down to kiss her forehead, “Do you want to keep going?”
“We’re not done?!” Reagan asked, both shocked and yet hopeful.
Brett chuckled as he slid his finger from her pussy, making Reagan tremble and trailed his finger up to the peak of her pussy, seeking out her clit. The moment he pressed at her hooded nerve bundle, Reagan stiffened like electricity was coursing through her.
“Ho, ha, fuck, fha, fuck!” Reagan sputtered as her eyes fluttered. She sagged into Brett as he took his finger away but then began scrambling to grip his arm. “Mooooooorrrre!” she begged as she pulled his hand back towards her pussy.
“You got it, Reagan. Here comes the Hand-meister!” Brett said as he rubbed his middle and ring fingers up and down her labia while his thumb slowly drew circles around her clit, not stimulating it directly. Reagan tensed with each rotation and whimpered needily for more.
“Breeeeett!” she whined before reaching up to hook an arm behind his head and pull him down into a kiss. As they made out sloppily, Brett slid his two fingers inside her, curling them as he reached the second knuckle.
“HRnn!” Reagan moaned into him as his fingers brushed a spot that made her feel like an explosion was imminent. Brett began to kiss her deeply as he hit that spot again harder, while also pressing down on her clit with his thumb.
“Aaaaahhhh!!” Reagan cried out as she jerked her head away, her legs closing on Brett’s hand like a vice as she convulsed wildly. For a moment she was terrified she’d pissed herself as wetness splashed all over Brett’s hand, but once Brett pried his hand free, she saw that the substance was clear, and then to her horror, Brett raised his hand to his mouth and licked his fingers.
“Mmm, you taste nice, Reagan,” Brett whispered luridly, making Reagan blush and draw in on herself. “What if I wanted to taste you more?”
Reagan slowly looked up, still unsure how to feel about that, “You mean like when you put your dick in my mouth?”
Brett nodded, “Something like that, though I promise I’ll be gentler, unless you don’t want me to.”
Reagan slowly uncurled, and nodded, especially as she saw his cock throb to life again. Brett stood and offered his hand to Reagan, who gingerly took and rose to her feet. Brett leaned forward to grab her hips with both hands and easily lifted Reagan off the ground. Reagan couldn’t stop a yelp as she went airborne.
“Alright, here comes the flip,” Brett said.
“The whaAAAH!” Reagan’s question turned into a sharp scream as Brett spun her so she was now upside down.
“Couldn’t you have just picked me up from the couch?!” Reagan asked as she held a hand to her heart while Brett’s cock bobbed in front of her face.
“Probably, but that wouldn’t have been nearly as exciting,” Brett said before pulling her close and dragging his tongue across her pussy from top to bottom.
“Gnnngh!” Reagan moaned through clenched teeth as she grabbed hold of Brett’s sides to steady herself. As Brett began to vigorously eat her out, Reagan was assailed by his flailing cock. Still disoriented by the sudden position switch, Reagan struggled to grab hold of Brett’s dick to keep it from slapping her in the face.
“Now you’re getting the idea,” Brett said, pulling back enough to glance down approvingly. “Better hurry though, cause I’m not letting you down until I cum again,” Brett added before returning to explore more of her pussy’s depths with his tongue.
“Fah, this is so not fair!” Reagan protested as she grew dizzy from a mix of pleasure and blood rushing to her head. She eyed his cock, unable to forget the sensation of it barreling down her throat, and cautiously began licking and sucking the tip. Her technique had already improved, even though being upside down added its own complications.
Brett’s grip on Reagan shifted, wrapping one arm around her waist to keep her pinned against him allowed him to lower his other hand down to grip the back of Reagan’s head.
“Hrm?” Reagan grunted before she was once more gagging on Brett’s cock, though this time Brett held her head in place as he began thrusting his hips.
Brett found her pussy trying to strangle his tongue as each pump of his hips made Reagan convulse. He switched to teasing her labia with gentle nips and sucking on her swollen clit and was rewarded as Reagan squealed around his cock and wetness splashed on his face and tongue.
“That’s right, Reagan, cum for me and keep cumming until I cum in you,” Brett breathed as sweat dripped off both of their bodies, forcing him to use both hands again to keep from dropping her sweat-slick body.
Reagan surprised him as she began bobbing her head on her own, gripping the base of his cock and stroking his shaft with her hands as she took what she could manage without choking. She was determined to show the man who awakened an ember of desire in her all those months ago that she could be more than just a fuckdoll.
Brett groaned and grunted as Reagan’s blowjob had his balls tensing with anticipation. He returned to lapping at her gushing pussy and the two let out a chorus of euphoric moans as they came nearly in unison.
Reagan choked as cum filled her mouth, the bitter flavor catching her off guard after Brett had blown his first load nearly straight into her stomach. Being upside down further complicated her attempts to swallow each burst of cum and more ended spilling from her lips and dripping down her face before Brett’s cock limply slipped free of her mouth.
Brett moved on unsteady legs to safely deposit Reagan on the couch before hurrying over to his discarded jacket and pulling out a handkerchief. He offered it to Reagan as he collapsed beside her with a hearty exhale.
“Man-o-man, you were amazing, Reagan,” Brett said as he looped an arm over Reagan’s shoulder and pulled her in close.
Reagan stiffened as their sweaty bodies pressed together in such a casual way. She’d been too swept up in the intensity of the sex to pay it much mind before, but now her issues with physical contact suddenly reared their heads.
“Brett, how come you’ve never treated me like a kid? I don’t get child predator vibes off of you so I’m pretty sure that’s not the case,” Reagan said as she wiped her face clean. She considered pulling away but then forced herself to lean into him even more, breathing in his sweaty scent .
For his part, Brett didn’t stiffen or panic, though he did look toward the ceiling as he considered his answer.
“Everyone deserves to be treated with respect, until they do something to show that they don’t. But beyond that, I tend to defer to people smarter than me, or more confident, or aggressive. You know what, let’s just pretend I said because you deserve to be treated better than that,” Brett said before letting his head drop back even though his rambling made Reagan giggle and rest her head against his chest.
“Brett, I’m really glad I’m losing my virginity to you,” Reagan admitted before she shifted to straddle his lap. She reached up to clasp her hands behind Brett’s neck and pulled him down into a kiss.
Brett returned the kiss but internally he was suddenly freaking out. Somehow, despite it all being wildly obvious with what Reagan had asked of him, he had somehow missed that particular detail.
‘Oh god, I’m going to be Reagan’s first time! I’m going to set the bar for the rest of her sexual experiences!’ Brett’s mind raced with the sudden gravity of the situation. Brett didn’t usually handle pressure so well but before it could lead to a total meltdown, he realized that Reagan had wanted him specifically for this.
Brett’s hands gripped Reagan’s waist as he continued to kiss Reagan, his intensity growing as his erection surged back to life with the thought of how special this moment was supposed to be. One hand shifted to her back and trailed up her spine, making Reagan shiver as she lost herself in kissing Brett. Her moans and sighs were interrupted by a small yelp as Brett shifted them to lay her down on the couch.
“Reagan, are you ready for me?” Brett asked as he knelt over her, his cock gently tapping against her stomach as it bobbed.
Reagan nibbled her lip nervously as she glanced down at his dick but then looked up at Brett’s warm, reassuring smile and realized she had never felt safer.
“Yeah, Brett, let’s fucking do this!” Reagan breathed as her voice cracked, unable to completely banish her nervousness.
Brett leaned down and kissed Reagan softly as he guided the tip of his cock to her entrance. Reagan tensed as she felt his cock prodding at her winking pussy but Brett continued to kiss her in between murmuring soothing sweet-nothings to her. He pressed forward slowly, easing him past her folds.
“Hnn,” Reagan cringed as the pressure of Brett’s cocks forcing her open made her shut her eyes. She clung to him, intellectually knowing that this pain would pass, but with her biological processes clouding her mind, endorphins flooding her system, and her heart beating wildly, making rational thought almost impossible as it felt like she was being split in two.
“I’ve got you,” Brett cooed, kissing along her neck as one hand gripped her hip while he teased one of her nipples with the other, letting the jolts of pleasure help relax her body. He rocked his hips slowly, pushing into her little by little until she suddenly let out a sharp gasp and dug her nails into Brett’s shoulders.
“Want me to stop for a bit?” Brett asked, to which Reagan shook her head.
“It’s already starting to fade. I want you to keep making me feel good,” Reagan said as she reached down and guided Brett’s hand to the peak of her pussy, putting his thumb on her clit.
“You’ve got it, my sweet O-Reagan-o,” Brett said as he brushed her sweat-slicked hair back and began thrusting again while thumbing her clit.
“That doesn’t even make sense! Oregano is more savoraaaaahhh!!” Reagan laughed before dissolving into moans. She still clung to Brett with one hand as she used the other to reach back and brace against the arm of the couch as her body was rocked with each push into her.
Brett found himself enraptured by the look of ecstasy on Reagan’s face. He wanted to make her feel this good all the time. Slowly, his thrusts began to build up speed as he pushed his cock further, feeling her walls struggle to grip him.
“Ah! Fuck! Don’t stop, Brett!” Reagan begged as each thrust made her feel so full. Her slim legs wrapped around Brett’s waist as best they could just to try to keep him from pulling out.
“I can do better than that,” Brett panted as he got one arm under Reagan and began to stand. He made it to his feet and gripped Reagan’s hips with both hands as he began to lift and drop her on his cock with ease.
“Oh god!” Reagan cried out as more of Brett’s cock crammed its way into her pussy. As Brett began to knock against her deepest parts, Reagan shuddered and clung to him even tighter. It was like an unending orgasm and each thrust made Reagan gasp for air like she was being pushed under water.
Brett’s grip shifted to wrap one arm around her as the other grabbed a handful of her hair so he could pull her into another kiss, this one far more forceful as he shifted to thrusting his hips as he held Reagan in place.
“Brett, I can’t take much more!” Reagan begged once he let her pull away. “Please, I want you to cum! Cum inside me! I want it all!!!”
“Almost…there!” Brett grunted as he finally hilted her on his cock, letting out a hearty groan as he began to cum.
Reagan’s mouth opened in a silent cry as heat bloomed in her core, each pulse of Brett’s cock making it more intense. She slumped against Brett as he finally finished and Brett eased them both down to the couch. Reagan’s canal held Brett’s cock almost greedily and they both gasped and shivered as he began to lift her off of him. He laid Reagan down on the couch and leaned over her to kiss her forehead.
“That…was…incredible,” Reagan breathed as the occasional tremor shot through her.
“You were incredible, Reagan,” Brett said before he stood up. Reagan looked up questioningly but he motioned for her to stay on the couch before he quickly retrieved a blanket from her bedroom. He draped it over her as he settled back down.
“So, what happens now?” Reagan asked softly as she trailed a hand down her body to feel his warm cum leaking from her pussy.
Brett let out a heavy sigh as he realized he didn’t have an answer to that, “Well, now you get some rest. You’re going to be feeling all of this later.”
“Will you be here?” Reagan asked and the hopefulness in her voice nearly shattered Brett’s heart.
“Well…that’s the thing, Reagan,” Brett said as he struggled to think of the right words. “Part of the reason I came to see you was that my next assignment is going to take me far away and if I didn’t visit you now, I wouldn’t get the chance for a long, long time. But I know deep down in my heart that we will see each other again and no matter what happens over the next eighteen years, I will always love you and you deserve to be happy.”
Tears began to bead in the corners of Reagan’s eyes before she straightened up with a confused look on her face, “Wait, how do you know for sure it will be eighteen years?”
“Uh, uhm…because that’s how many years will have passed on Earth before I return from my deep space mission!” Brett said in a panic. “Oh shoot, that was super top secret and I wasn’t supposed to tell anyone. Reagan, you have to promise not to mention this to anyone.”
Reagan eyed him skeptically before smirking, “Like anyone would believe me if I told them I slept with an astronaut. Just promise me you’ll come back, Brett, ok? I’m worried whoever is sending you up might use you like all those dogs the Russians shot into space.”
“I’ve actually got a space dog! Well, a moon dog technically,” Brett said before he reached up to brush her matted hair back. “I’ll stay with you a while longer, Reagan, until you’re asleep, ok?”
Reagan seemed conflicted but eventually nodded and settled back down as Brett laid down beside her, spooning her through the blanket. Brett waited until Reagan’s breathing became more rhythmic and then he carefully rose and dressed. The same white glowing portal that he had stumbled out of appeared and Brett spared one last look at Reagen.
Before Brett really understood what he was doing, he was grabbing various tools from around her dorm. He didn’t have a lot of fabric to work with but Reagan had plenty pieces of thin scrap metal and Brett’s hands worked quickly to bend, shape, and cut them into, well, not exactly a puppet, but a little figurine that vaguely resembled Brett holding a flag. He left the figurine where Reagan would see it upon waking and finally turned towards the portal.
Stepping through it was like being shot up a waterslide and Brett found himself floating in the vat of Myc’s psycho-conductive goo once the dizzying sensation faded. He kicked towards the surface as Reagan thrashed alongside him, making him pause to reach down and pull her up with him. They gasped and coughed as their heads broke the surface and Brett helped Reagan climb out of the tank as she groaned while holding a hand to her head.
“Reagan, are you ok?” Brett asked, his voice almost cracking with concern as he lowered her to the ground and knelt beside her.
“Yeah, it’s just last time I was so angry at Rand that I didn’t notice there’s a bit of disorientation as everything settles,” Reagan mumbled as she squeezed her eyes shut. “I’ll be fine in a minute.”
“Ok, if you’re sure,” Brett said cautiously as he slowly straightened up. He kept an eye on her as he doffed the wetsuit and began to reach for his work clothes.
“Hey, Reagan, do we still have those complimentary sugar cookies in the breakroom? Even though it was all in your head, I’m feeling the burn,” Brett said before he was suddenly shoved into a nearby chair.
“How about these cookies, sugar?!” Reagan asked rather manically as she ripped her wetsuit open to reveal her breasts. Brett couldn’t help noticing that they had gotten much bigger since the last time he had seen them.
“Reagan!” Brett cried out as Reagan jumped onto his lap, which sent them both crashing to her office floor. “What’s going on?”
“What’s going on?!” Reagan asked as she continued to slip out of the ruined wetsuit. “What’s going on is that’s been nearly twenty years since I fucked the man that took my virginity and I’m not waiting a second longer!”
Reagan pulled Brett up into a kiss that nearly knocked their teeth together. She gripped his hair tightly as it felt like she was trying to steal his very soul with that kiss. When she finally pulled away, she was panting and Brett was gasping for air.
“Reagan…wait,” Brett struggled to get out. It wasn’t that he was opposed to sleeping with Reagan, she just didn’t seem in her right mind at the moment.
“No! No more waiting! No more hesitation, no more self-doubt,” Reagan said as she ground her crotch against Brett’s. “Brett, I said that you and I have been ok for eighteen years the last time, but that was barely scratching the surface. I remember thinking about you all the time. I imagined you coming to take me away constantly. The fantasies I had about you, god, you were my sexual awakening, my literal knight in a tuxedo suit! And then you came back and made all my dreams come true!”
“Because you asked me to!” Brett said even as his hands began to run up and down Reagan’s body.
“Because you’re the nicest, sweetest guy, and here you are 18 years later and you haven’t aged a day!”
“Of course I haven’t!” Brett tried to argue but Reagan leaned down and kissed him again, her tongue wrestling his into submission. “Reagan!” Brett finally shouted as he gripped her and held her at arm’s length, though that didn’t stop her from grinding her pussy against his aching erection. “Are you sure you’re ok?”
“Brett, I’m so much better than ok,” Reagan said as she bit her lip sultrily. “And now I want to you to fuck me for real! I want you to pound me so hard that the memory can never be taken from me. I NEED you to fucking mold my pussy into the shape of your cock! I want to be your whore, Brett!”
Brett could feel the juices from her pussy trickling along his shaft as she continued to slide along his dick’s length. His grip tightened on her arms until Reagan whimpered and then she gasped as Brett rolled them so she was pinned to the floor and he was kneeling over her.
“Alright, Reagan, you want me, you got me. The Brett-dawg is going to fuck the crazy out of you,” Brett said as he drew his hips back to let his cockhead come to rest against her eager pussy. He held himself there as he reached up to brush Reagan’s hair from her face and she turned toward his touch eagerly before Brett surprised her by leaning down to kiss her.
They embraced passionately, their lips meeting as Brett pushed his hips forward in one swift, powerful thrust. Reagan moaned into him before throwing her head back and crying out sharply as Brett began a hammering pace that had his cock slamming into the entrance of her womb. Each blow was the most exquisite agony and Reagan’s staccato cries were joyous as Brett wasted no time making her demands a reality.
“Reagan…I want you to know…I meant everything…I said to you…in that memory,” Brett grunted out.
“I know, Brett!” Reagan moaned sharply. She grit her teeth as she struggled to her words out, “That’s…part of why…I asked you…to do this!”
Reagan reached up to grip Brett’s head with both hands, causing him to slow as she fixed him with a gaze that burned with intensity.
“Brett, you’ve been ride or die for me for so long and I’ve never been able to truly express how grateful I am for that. The truth is…you’re the person I trust the most in the world and that’s why I need you, not just to fuck me senseless, but to be with me and help me do the work that matters. Brett Hand, you may have started here as a spineless yes-man, but you’ve become a dependable man I can’t live without and I…”
Reagan suddenly paused before swallowing and pulling Brett closer until their noses were nearly touching. “I love you,” she whispered before closing her eyes and holding her breath as if she were expecting some sort of an explosion.
“Reagan,” Brett whispered back before lifting his head to kiss her forehead. “My sweet O-Reagan-o.”
“It’s not sweet, it’s savory!” Reagan said with a soft giggle as she wiped a tear from the corner of her eye and looked up at Brett adoringly.
“I love you too,” Brett said before he kissed her again. He began to thrusting again as he did and soon both his kisses and thrusts grew in intensity until Reagan was moaning and clinging to him as they made love on the floor of her office.
"Oh God it's better than I remember!" Reagan gasped as Brett hooked his hands under her knees and began to bend her legs back as he really began to pound her pussy.
Ever the gentleman, as Brett began to reach his limit he couldn’t help asking, “Where do you want it, Reagan?”
“Huh? Reagan asked, unused to that sort of question.
“Hrnng,” Brett grunted as he began to cum, his cock swelling with each pulse of cum deep in Reagan’s pussy.
“No! I want to taste you!” Reagan exclaimed as she suddenly understood and was amazed at how quickly Brett was able to pull out and lunge forward, aiming his twitching cock right for her mouth. Reagan’s eyes rolled back in her head as his cock exploded in her mouth, filling it with his bitter, salty flavor. She eagerly gulped down the rest of his load and then made Brett gasp and twinge as she continued to slurp loudly on his cock.
“Ah! Oh, hey, slow down! Reagan!” Brett begged before he reflexively pulled her off his dick.
“That better not be all you got, Brett,” Reagan said as she pushed him back and sat up. She sidled up beside him with one arm around his shoulder while she reached down and gently stroked his softening cock. “We’re just getting started.”
In the end, they fucked for hours, making it the third longest fuck session Brett had ever participated in, before Reagan finally seemed satisfied. She kissed Brett affectionately on the cheek as they got dressed and unlocked the doors to her office.
“Thank you again, Brett. I know I put you in an incredibly awkward position, but to be fair, you got to put me in way more fun positions,” Reagan said flirtatiously. “I should probably do a quick round. You know how this place gets when they think the boss is occupied. Do you mind getting a crew in here to dismantle that thing?”
“No problem, Reagan,” Brett said with a quick mock-salute before he finished adjusting his tie. He went over to her desk to call a maintenance crew as she left and as he reached for her desk phone, something caught his eye. Reagan’s desk was rather sparse of personal touches so the small metal figurine stood out. Brett heard ringing in his ears again as the taste of copper once more filled his mouth. His hand trembled almost too violently for him to pick up the flag holding figurine he had left in the memory of Reagan’s dorm room.
“Wait, WHAT?!”

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Notes
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Inside Reagan 2: Insider