#dark five hargreeves | Explore Tumblr posts and blogs

kaybreezy3000 · 13 days ago

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The Boy A Five Hargreeves / Female Reader Insert

Created for an Anon request (rated mature for explicit sexual content)

Warnings: 18-yr old Five, Lots of Smut, Five being soft and also not, CIA setting but with none of the other things happening from season 4

Anonymous asked:

will you do one or just some scenes with Five being soft with a girl he's falling for? Like first kiss stuff or other more intimate things between them? Or any stuff with him letting his guard down for someone for the first time- not with Lila please. Explicit or not explicit. Anything like this. Ty:⁠-⁠*

(For those of you who are awesome and have read all my stuff before this little smut filled story, you might notice some similarities in this one to some things my 16-year-old version of Five went through in 'Number Five and the Girl.' No worries this is much different, but I thought I'd mention it because so much of what I've written already could have filled this request, so I borrowed some ideas from hot little moments I'd sort of done before to add some fun to this Five's adventure.)

Note~This quarter end treat is broken into 5 parts of smutty progression-Your Welcome😂

The Boy

Part One: The Push

Like you had been for the last two months since Five had been assigned as your mentor and you started training with him, there you were, attached at the hip.

Walking down the hall towards your room at the CIA training facility, instead of him treating you to his endless cold glares and his usual lines of belittling bullshit, Five didn’t seem to mind as much that he’d been paired with you. Today, he seemed more than okay with it as indicated by the way he had been eyeing you up like he wanted to do much more than spar with you while the other recruits made jokes about you kicking his ass and him being not that much bigger than you.

After asking him if he’d like to come back to your room so you could change into something warmer and then go get something to eat together somewhere better than the CIA building’s cafeteria, like he’d never done before, Five followed you, but then he was hesitating at the threshold of your room.

Playing the gentlemen and your superior, you could tell that he wasn't going to budge, so you reached out and pulled him in, shutting the door behind him. Five Hargreeves was not the type to be led by anyone, and before this he had been acting like he loathed you, so him giving in so easily was very surprising, but also very encouraging.

You had felt the tension building between you all day. On the outside, Five seemed calm and in control like always, but his eyes gave him away. The way he looked at you told you a much different story when it came to him wanting to keep things strictly professional.

Feeling braver, you started thinking.

Earlier, while you were with him in training, Five and the other agents were talking about how most altercations aren’t the type where you get to stand and face each other, and even worse, during the fight, you usually both end up on the ground where things get dirty. They all said you needed to practice more realistic scenarios, but Five, as your assigned partner, didn’t seem too keen on putting his hands on you in any way that may have been considered too rough, but he also didn’t want to let anyone else touch you.

To your shock, as Five braced himself behind you, directing you to get out of his chokehold, his embrace was more like that of a lover than an attacker, his soft breaths tickling your ear from behind as they cascaded down your neck. When he ordered you to drop to your knees, your mind going all sorts of places, other than where it should have been, you did as you were told, throwing all your weight back into him.

Falling back, your body landing on top of him, he started laughing at you, and his laughter was almost just as alarming as his dimpled smile that had been charming you anytime he had been willing to grace you with it over the last few weeks.

You had just crushed him, almost elbowing him in the dick, but the thing worrying you wasn’t his nuts. You were falling for him-hard.

On your walk back to the dorms, giving Five a hard time about constantly treating you like you were made of glass, you said, “Why not start practicing more realistic takedowns? Why are you handling me with kid gloves?”

Five gave you one of his adorable side smirks as he leaned in, whispering in your ear, “I can be harder on you if you really want, but I’d prefer to do that with you without an audience of assholes.”

Hmmm? You were alone now?

Five was looking around, taking in the general chaos that was the room you’d been sharing with one of the other trainees. His eyes stopped on your bed.

“Sorry. It’s really messy in here,” you said.

Five looked back up. “No, it’s not bad. Don’t apologize. You should have seen the messes my siblings made of things in the house I grew up in. This is nothing.” He laughed nervously.

“Didn’t you say you had five brothers and one sister? That’s a lot of male mess going on. Where was it you said you grew up again?”

Five didn’t answer. Instead, he sucked in his lower lip, wetting it as he looked around again. He glanced over at the few things you were allowed to keep with you while in training. He swallowed. He was staring at you so intently. He was so hard to read sometimes, and this was definitely one of those times.

Now he was making you nervous.

He cleared his throat as his lips turned up again. “I like working with you," he said, casually tucking his hands in his pockets. "A lot actually."

Five had no idea how handsome he was with those animated expressions of his, or how cute he was right now, awkwardly flirting with you. Not wanting to break the magical moment that was happening, you decided to flirt with him right back.

“So, you wanted to see how I handle a little groundwork, but in private?” you dangled while raising both your eyebrows in question.

He shrugged his shoulders while tilting his head to the side. “It’s not a bad idea if you want to be able to defend yourself.”

There was an air of the usual superiority in his tone that was so irritatingly him.

You scrunched your nose. “I think I can defend myself pretty damn well already, Mr. Perfect. I’m warning you now, I know how to get down and dirty. You are the one that’s the closeted softy.” You came forward, backing him closer to your bed as you moved your hand down his arm until your fingers brushed the underside of his left wrist.

Five visibly tensed, as if you’d touched him in a painful way, but there was no sign outwardly why that was. Looking down at the flawless patch of skin under your fingers, he came back to himself. “You're allowed to believe that, but it doesn’t mean you’re right,” he taunted, smiling back at you innocently.

Without warning, you pulled him closer. With a quick spin, you twisted his arm behind him. Then, throwing all your weight into it, you pushed Five on your bed.

He landed on your blankets face down, and you quickly leaped on top of him, pinning his arms behind his back to restrict his movement before he could retaliate.

“Impressive,” he huffed, laughing as he lay there, pretending to be vanquished.

You knew he wasn’t that easy to take down. He let you get him, but you were enjoying the moment anyway.

Your victory didn’t last long, despite your best efforts. Five effortlessly ripped his arms free of your hold. Then he sprang up from the bed, sweeping you up with him before nailing you down on the mattress.

In one swift motion, he had you pinned with your arms above your head. He lay over you, forcing your legs wide with his knees.

“You always need to be alert and ready for anything," he scolded. "Things can change in the blink of an eye. If you let your guard down, you may find yourself in a position you don't want to be in."

The way he was schooling you, you knew he was genuinely trying to teach you something, but you were also surer than ever that he was testing you in a whole different kind of way that had nothing to do with your training.

“Oh, I don’t know about not wanting to be in this situation..." You gave him a playful wink, one you knew would fluster him. "The view is not too bad down here. For all you know, I may have wanted to be in this position. Maybe it was all part of my master plan. Did you ever think of that, smarty pants?”

Five’s cool smile melted into something feral looking.

All at once he secured both your wrists in one of his hands. Then he painstakingly slowly ran the fingers of his other hand down the sensitive underside of your exposed left arm.

“Oh FFffff! Five! Ss-stop that's, please sto-” you laughed and gasped, wriggling like a manic as you tried to escape his maddeningly gentle touch.

He didn’t relent. His eyes darkened as he looked down at you. You had nothing on but your cropped workout top and equally tight spandex shorts and he was in his usual gym clothes of athletic shorts and a black t-shirt. You’d been training together like that for hours, but all of sudden your lack of normal skin covering clothing was making this feel much different than if you’d been sitting together with him helping you study while he was dressed in his signature three-piece suit and you in your more female version of business attire.

You were in your bed of all places, and that look in his eyes, and the feeling of him pressing himself on you the way he was!

He looked so unbelievably hot and there you were laughing so hard you could hardly breathe. “Seriously, that tickles!”

“Awww,” he drawled, while looking fake sorry for you. “Ever hear that saying, you reap what you sow? I felt you trying to get a rise out of me with those evil girl talons of yours. You made me look like an fucking idiot today on the mats when you dug your fingers into my ribs, and you know damn well what you were doing had nothing to do with self-defense.”

Your frantic pleas to make him stop only seemed to spur him on more, because after that, his hand danced along the length of your exposed side, then down your quivering stomach.

“Five Hargreeves…I think they are right, you don’t fight fair,” you accused in between breathless panting for him to stop.

“Doesn’t matter if you fight fair. It only matters if you win.” The sultry tenor of Five’s voice as he leaned down, humming against your skin, only furthered your inability to think.

To add to your shock, he began peppering kisses along your shoulder, then up your neck to your widely gaped jaw.

Five was not affectionate. He was dangerously smart, aloof, and even scary sometimes, but with that maneuver, he’d just proved that there was more to him than the closed off person he wanted people to stay away from.

His gentle fingers trailed across your abdomen, sending shivers through your entire body. Perhaps feeling you struggling to hold yourself together, or maybe just because he was an arrogant shit, Five suddenly had to bury his loud burst of laughter into your neck, and with it, he let his nose brush against your skin in such a loving way it made you squirm all over again.

“Doesn’t really seem to bother you…me not fighting fair and all,” he breathed. He smiled against your neck as he brought his lips back down to your shoulder.

You were pretty sure he said something else after that, but for the life of you, you couldn’t concentrate enough to register what it was, not when his teeth were lightly nipping at the bottom of your ear and his fingers were moving back up, his thumb grazing over the mounded fabric of your top.

As he let out the quietest moan from the feel of your breasts under his hand, you couldn’t help it either as you hummed in approval while your body reactively rocked up against him.

As soon as you did that, Five abruptly pulled back from his onslaught of kisses, his hand lowering as he attempted to shift himself so he wasn’t lying on top of you as much. He looked down at you, his expression unreadable as he sucked in a breath, as if needing the extra air to voice what was on his mind, but instead of coming out with it, he grimaced and looked away, seeming to think better of it.

Your faces were still so close, so you rose up on your shoulders, as much as he’d let you, clearing the gap. You quietly said his name, wishing he would just look at you again. It sounded like a plea, and it was.

Five’s lips collided with yours. He released your hands, while at the same time pivoting his weight on both his forearms so he could better control how much of his weight he was pressing into you.

His kiss was urgent, and wild, and beautifully sloppy, like he’d never done this before.

He was becoming more and more agitated the more he let himself explore your mouth with his breathlessly trembling lips. His breathing was becoming heavier, and you could tell he wanted to move his hips into your pelvis more than he was already rocking and digging them against you.

It must have felt so good to him as is though, because he was getting hard, and the young man, who for the last few months was never the type to show any sign of vulnerability, actually whimpered, and holy fuck was that hot.

Shocked by his own verbal moment of weakness, Five pulled away again, but just as fast, you placed both your hands on the sides of his face and steered him back. Kissing him softly, you let your tongue run along his lower lip.

He shut his eyes. His expression looked so pained. “We shouldn’t be doing this,” he whispered. “I am not who you think I am. If you knew all the horrible things I have done, you wouldn’t look up to me the way you do.” He opened his eyes. “On top of all that, I am way too old for you.”

Sure… Okay. All this had to be because Five was just worried that he was your mentor and that this kind of relationship wasn’t something your superiors would be okay with. That made sense, but…

You smiled, then said, “Oh my God, Five! Who says I look up to you? And I am older than you, you self-absorbed jerk who apparently never bothered to read my bio.”

With that and his exceptionally sour expression that followed your declaration, you started laughing at him, and the entire situation because you were older. Only by a year, but really…What was he talking about?

Five opened his mouth a few times while trying to figure out a retort, so you came at him before he could, pulling his bottom lip with your teeth with kittenish feistiness, and that seemed to rattle him like nothing else had so far, and it sent him coming back at you like a man being torn apart from the inside out.

After that, Five started to let his tongue and teeth explore more freely and it was clear that was something he had wanted to do, only like all of this, he hadn’t been sure of it being okay until you’d pushed him and made the first move.

He always smelled good. You knew that before, but wow. Five tasted like what you'd think comfort would taste like if it had a taste; like the warmth of good coffee mixed with an old-fashioned dinner mint. He was the embodiment of pleasure, and his lean body was built to move in more ways than you’d seen him work it while in the gym when beating the shit out of the other much larger agents.

Having your hands free to do as they wished, you dropped them both down under Five as he lifted up just a little, moving his dick region so it wasn't rubbing as much between your legs as it had been.

You let the tips of your fingers drift down the length of his tight stomach muscles, moving them with a feather-light touch. You inched them along slower and slower after you passed over his navel, going up under his shirt, following the thin trail of dark hair that led from there, down into his shorts.

Five's hands clenched in the sheets at your sides as he fought to hold still. Every muscle in his abdomen shuddered under your touch, quivering in anticipation as you played with the dangling strings that were meant to keep his shorts around his waist.

He pulled away from your kiss to catch his breath, burrowing his face against the side of your neck. “Holy Shit…” he breathed, in between his wet kisses. His body, involuntarily, it seemed, dropped lower, his torso falling flush against the heat between your legs again for just a moment before he quickly readjusted his hips on the mattress next to you.

Before he could fully right himself by pulling back up on his elbows and roll away from you completely, you brought your hand back up to his neck, your fingers lacing through his incredibly soft hair. "It felt good, don’t stop," you whispered.

Looking utterly broken; he began kissing your neck, moving upwards again as he simultaneously started to move his shaft against the side of your leg.

Five nipped at your ear harder than he had been before and the sensation had you digging your nails across his back, and that seemed to excite him even more. In a frenzy, he started to run his tongue along, first the shell of your ear, then anywhere he could get at, and based on the noises he was making, he liked how you tasted.

That boy was good, and not just with a gun while at the shooting range. The ache between your legs was becoming more apparent with each shameless thing he did to you.

When Five satisfied himself with marking your neck, he moved to your collarbone. It felt like he was studying every inch of you with his mouth, gauging your reactions as he went. He first kissed, then licked, then sucked gently along the rolling plains of your rapidly rising and falling chest. It felt so amazing that you had to dig your feet into the bed to contain yourself.

"Fuck," he groaned as he threw his leg over yours and repositioned himself fully on top of you.

You whined as his hardened length nudged between your legs, then cruelly moved away. Thankfully, the sound of your discontent seemed to make Five bolder, and he did it again, then moved his mouth lower, applying kisses along the edges of your workout top, playfully pulling it up with his teeth.

Your toes curled as you squirmed under him in anticipation, and so far, he hadn't even used his hands for anything other than to hold your wrists above your head!

You were both oblivious to the world going on around you when suddenly you pulled your attention away from him because you thought you heard something. Five must have heard it too because all at once he stopped what he was doing. His entire body froze.

“Ahem,” coughed a voice from over Five's shoulder.

You leaned up, peering over him. Even before seeing her, you knew who it was.

“Hey…” you offered weakly, not bothering to hide your embarrassment from your roommate because there was no point.

She was already smiling like a total goofball, and her expression grew bigger and happier as she took in the extent of your blushing state and that of your equally turned-on partner in crime.

Loving it, she mouthed, “Is that who I think it is?”

The slow shake of your head confirmed her suspicions. She cleared her throat obnoxiously, then said, “It’s about time you guys got past all your staring at each other with puppy dog eyes of disgusting longing.”

With his face still buried against your neck, Five let out the tiniest sound, like that of the sad little puppy she’d just compared him to, then he growled, “You have no idea what you are talking about because I have never looked at anyone like that.”

“Er, whatever you say… So, ah…sorry guys. I will just, ah…go,” your friend said as she jerked her finger and thumb back towards the hall, but she was still dawdling, enjoying the site of Five, laying there still as could be, trying so hard to pretend he wasn’t just busted while trying to dry fuck you like you were both horny teenagers that were still in high school.

“Shit, shit, shit, shit, shit, shit,” Five groaned, as he started moving off of you.

Your roommate was leaving at that point, but hearing Five's frustrated oration, she turned back around, shooting you a huge cat just ate the canary grin before quietly shutting the door behind her.

Next to you, Five tipped his head back as he stared up at the ceiling. It looked like he was praying it would fall on him.

He sighed exasperatedly. “Can’t I ever get a break?”

It was obvious Five was upset about getting walked in on because this could mean his job, but you also knew that he had to be upset because he’d just totally been cock-blocked, and if he hadn't been, you weren’t sure what would have happened or how far things would have gone.

Thinking of the impressively engorged package he was dealing with in his sexy gym shorts, you rolled over, facing him, your lower lip pouty. “Ah, yeah… So....that sucked,” you said, stating the obvious as you tried to suppress your giggle.

Five just stared at you and groaned again. By the look on his face, you were pretty sure he was ready to die, and you weren’t about to let that happen, so you were about to suggest a different kind of sucking, but first you thought you should address his other big concern.

“Hey, don’t worry," you said, laying your hand on his tensed forearm. "I swear she won’t say anything. She already knew I had a huge crush on you. Lots of girls here would die to be in my shoes because that would mean they would get to enjoy your scowls and contemptuous comments all day like I do.” You tried a reassuring smile, getting serious. “Really, she’s trustworthy.”

What you said seemed to help. At least it brought a smile back to Five’s tightly pursed lips.

“You are full of shit,” he shot back, not believing you, but about which part, you weren’t sure. “But I suppose it doesn’t matter,” he continued before you could insist that you weren’t lying about any of it. “If she says anything, I am done, but at least I got to hump you for three minutes, so that was totally worth throwing away five years of my hard work to get myself in this pathetically lame position that I’ve waited a lifetime to totally fuck up.”

He threw a hand over his face, then back into his chocolatey mess of hair.

Somehow, Five managed to sound both irritated, but also so funny, which was just one of the many things that made you like him so much. The light in his eyes was coming back and he hadn’t tried to touch you again, and he'd also not let up on the blanket he was using to cover himself. It was obvious your little moment with him was over, and he was doing his best to calm himself down, but something else seemed off.

You frowned, but you weren’t mad at all because you mostly understood why he’d said all that. You’d feel awful if he was let go because of you. Everyone knew that Five was amazing at his job. He was a bona fide genius the CIA had found at a very young age while he was crushing his studies to get through his PhD. His being a fully contracted agent in the CIA at so young was unheard of.

Compared to him, you were only there as an intern and had years ahead of you to actually get hired and prove yourself the way he already had.

Once you managed to control your brain again, you finally responded, and stopped staring at him like you wanted to be devoured by his perfect mouth.

You took your hand off his arm, then quietly said, “I suppose you’d rather not get lunch with me now?”

His eyes narrowed and he cocked his head in that way of his. “I suppose, it would be better if we didn’t,” he said with eyebrows furrowed slightly, indicating he was upset about something, but if it was about getting busted and potentially losing his job or something more, you couldn’t tell.

“That’s it then…? That is unless you want to stay," you offered, then purposely glanced at your bedding still bunched to his crotch. "You could show me a few more moves?”

After a few seconds, Five cleared his throat and grinned, making your heart skip a beat. “We better not do that again,” he said, then he looked away. “You go first. I just need a minute. I’ll lock your door on the way out.”

“Okay,” you replied, your heart sinking through the floorboards.

"Okay," he agreed.

He lay there on his side, head propped up on his arm, you threw on a baggy sweatshirt and some jogging pants. After covering yourself, you turned. “See you later?”

“Sure,” he said, still staring off as if you weren’t even there.

Chapter Two:

Five Said No, But Morning Glory Says Yes

Right on que, Five woke up with his dick harder than an oak.

He was lying there on the couch in his office, having fallen asleep while working late. Back when he’d started at the CIA, not even done with college yet, he often did this, but that usually involved drinking too much then passing out.

That kind of behavior was nothing new for him, but he hadn’t done that in a while. Relieved that he didn’t have the brain throbbing start of a hangover nagging at him, he kept his eyes closed tight, like he could get his dick to go back to sleep if he willed it.

He tried to ignore it, he really did, but thanks to his physical age and the power of youthful hormones raging, his increasingly bothersome boner alarm proved impossible to turn off.

Taking a long, tired breath, then letting it out slowly, Five started mentally preparing himself for another wake and whack session to add to his already impressive record.

He couldn’t remember what he’d been dreaming about, only that you were together, and you were touching him down there or maybe he was touching you down there. Whatever it had been about, it didn’t matter, because once again, Five had woken up before he’d got off, and was ready to send forth his load into an innocent and unsuspecting piece of clothing, only he wasn’t at home, so he’d have to find something else nearby to catch his mess instead. Anything would do, even destroying the shitty plastic tree someone had put on the floor next to his couch.

“Fuck that Ficus,” he breathed.

His hand flexed, ready to spring into action and get this over with, and in doing so, it rubbed along skin that was not his own. To his shock, his arm was laying over something warm and alive, and that had him immediately realizing the pressure pressed up against his hard-on was not from the couch cushion or one of the pillows.

Five never would have admitted it unless he happened to be using it for his job as a cover story while trying to fit in with other lunatics, but like so often, he was having trouble differentiating between reality and fantasy.

Seeing as how he’d woken up on more than a couple of occasions unsure if his dreams or nightmares were real or not, he couldn’t blame himself for being confused, not entirely, not when the main player in his fantasies was right there squeezed in next to him.

His eyes abruptly focused, taking in his surroundings, confirming what he already should have known. You had both fallen asleep while he was helping you study for your next round of exams, and there you were with him, lying on the couch in the darkness of his quiet office.

He had no idea how he ended up cuddled next to you the way he was, and even though Five had thought about it about a hundred million times since the incident in your room, things hadn’t started back up the way they had that day, and he believed it was for the best, and he’d said as much and you’d respected it, but that didn’t mean it had been easy for him.

Just being around you, doing nothing even remotely flirtatious or sexual in nature was making the tornado of butterflies in his stomach worse each day that he fought to stomp them into submission. There was no denying that, or the perpetual case of blue balls he had from watching you sashay around him in your short skirts and blouses with the top few buttons undone as if daring him to dive into your cleavage again.

He had already touched those perky pillows and he liked doing it way too much. Five liked everything about you. The way you challenged him even when he was being an insufferable jerk. The way you laughed.

Even more than all of that. Five loved the way you smiled at him like you didn’t smile for anyone else.

Being around you made him forget all the bad things, if even for just a while.

It didn’t matter. What he’d done was a mistake. Nobody could ever really care about him if they knew the truth, and you sure as hell wouldn’t believe him. You’d think he was crazy. He’d be fired and maybe even forced into psychiatric care.

It was better this way, but so much for his plan to shut this down, and so much for being good and keeping his hands off when you considered the situation he was in now. In hindsight, looking at the out-of-control horn-ball he had become in the last few weeks, Five knew that he should have scheduled a well-defined whack-off time as a part of his daily routine, then maybe this shit wouldn’t happen when he wasn’t expecting it.

That thought got him asking himself the question, When did I become such a perverted degenerate?

He remembered you reading, leaning back after a while, kicking your heels off. Sitting a few feet away, reading over a briefing Derek had given him earlier that day, Five waited for you to finish your review so he could quiz you again. He felt himself starting to doze off. He remembered how comfortable he was with you there with him. He just wanted to stay like that with you a little longer, with the smell of you filling his lungs, touching his things. He vaguely recalled trying to keep his eyes open and noticing that you looked very tired too.

Now there you were, his arm wrapped around you, laying over your hip, and his hand was in an area that normally he wouldn’t have dared let it venture. It was starting to come back to him each minute he was conscious, and he was almost certain that when he started to wake up, he was grinding his morning monster on your butt, and his hand was touching you between your legs in a very inappropriate way.

It wasn’t just a dream; he had been really doing that, or he was pretty sure he was.

Fuck, fuck, fuck. Way to go, fucking creep, he mentally yelled at himself.

He had no right to, but Five had you spooned into him like you were his, and if you were awake, you were definitely able to feel his predicament, and also what he had been doing to you.

He shifted his weight, moving just a little, trying to give you some space and maybe if it was not too late, also try to save some face.

Just as he began to pull his arm off, you started stretching your legs, your feet twisting around his.

“Is it morning already?” you complained.

The smell of your hair filled Five’s lungs again and the pressure from you pushing back against him had his eyes popping wide.

If he had his powers still, he would have blinked away the second he’d realized where he was. That wasn’t an option anymore, but the instinct to do it was still eating at him like the ghost of a spark that kept trying to burst into a flame but couldn’t.

Five was panicking; he didn’t know what to do.

You shifted again, trying to move back, but he found he had nowhere to go. He was trapped between you and the back of the couch.

“I… Ah… It’s not morning yet. I’m sorry I woke you. I must have fallen asleep," Five stammered as he tried to sit up, using the arm under his small couch pillow to push himself up. "I’m going to just-"

You captured his hand as it started slipping over your hip. You pulled him back down and he found himself falling around you again, entrapped in the exact same position.

“You’re so warm, and your office is so cold. Please don’t go yet. I like you as my blanket,” you whined while pushing back, your firm curves warm against his even warmer erection.

Five went ram rod still at the same time you did.

“I am so sorry,” he quickly tried to say, but stopped at that because he found he had no other words that would explain what he’d done. Instead, he forced out the pillow from under his head and then buried his face in it, hiding from his shame like a total jackass.

The clock on his wall ticked for felt like an eternity, neither of you saying a word. You were clearly upset, weirded out, or god help him…Five didn’t know anymore.

Finally breaking the silence, you said, “Five, stop that. You don’t need to be sorry.”

Even though he was still under his shield, Five could tell by your tone that you were trying to console him. Of course, you were the one taking the highroad. Here he was the one almost 42 years older than you and you were the one being mature.

He took a deep breath, trying to clear his head, knowing he had to say something, but still not sure what would make the situation better.

“And to think," he started, "I was worried about what my boss would think if someone here found out about us and talked. It turns out I was worried about the wrong thing. This is so much more awkward and damning than that." He groaned into his shame pillow.

Five felt you move, your hands landing on the throw pillow, forcing him to let go. When he finally had the courage to open his eyes, he was met with yours, and even though it was dark, he could tell you weren’t mad. You had turned your body towards him, and your fingers were already playing with the ends of his hair at the nape of his neck.

Five felt like he was going to die, sure that he would if you didn’t stop touching him like that.

He was thinking about using his arm to cover his face instead of expiring. It was his only option since you’d thrown his pillow out of reach, but then he realized he may have needed more than just his arm to cover him because he could feel everything from his forehead to his chin burning bright red with humiliation.

You grinned at him in that way he knew meant you were trying to hold back a laugh. “You know, Five... Nobody is talking doom and gloom about this other than you, and why do you think this is awkward?”

“Oh, I don’t know… because of Morning Glory here,” he joked, gesturing down to where the small throw blanket you had pulled with you had thankfully covered the area below his waist, but it didn’t really matter because he knew, and you knew, that he was still sporting a nice sized tent for the second time you’d been alone with him in a week.

You took claim of his hand, pressing a kiss to his knuckles, keeping your devil-may-care grin on your rosy lips. “Yeah…I don’t really think you can blame that all on it being morning. Unless that clock is wrong, it’s not even midnight.”

You very purposefully moved closer, and all at once, Five felt you press against the villain in his pants with your thigh and he accidentally let out a little puff of airy agitation in response.

“And this isn’t awkward. It’s flattering," you furthered, your sexy smile melting into something a bit silly as you added, “A healthy sexual appetite is nothing to be embarrassed about."

Your intentionally nerdy, sex ed teacher tone had somehow managed to sound even sexier than when you normally teased him, and holy fuck did Five love getting lectured by you you like that.

The dirty old man in him that was thinking about spanking you for trying to steal his role as the teacher didn’t know what to say. You were obviously trying to make him feel better for his little predicament, but he still felt like a creep. Getting morning wood while sleeping next to an extremely hot girl that was way out of your league was one thing, but touching her in her sleep, like that…

What the hell was wrong with me? That was not normal! Five privately scolded himself.

“I need to-" He didn’t finish, instead, Five swiftly pushed himself up, and as discreetly as possible made sure ‘woody’ was tucked down against his leg.

He started getting up, and you moved out of his way. He swung his legs to the floor and was about to stand, but he didn’t get any further than that because you quickly turned and swung a leg over his lap, your knees landing on either side of his torso, in effect ambushing him, and preventing his escape as your skirt flared out, covering his lap.

“Hey, not so fast. I am not mad at you, Five. I fell asleep too, so it’s not your fault. Maybe it happened again for a reason. I knew you were dreaming a few minutes ago, so don’t be freaked out about this or what happened the other day. It’s ok, I promise.”

Your fingers moved along his scalp, playing with his hair again. The look on your face was so sincere, but then it quickly changed to something more pensive and playful as you slowly licked your lip then continued. “And just so you know, even if you weren’t dreaming, I would have been ok with what you were doing. You can touch me however and whenever you want. I thought I made that known the other day. You were the one that said no more, not me.”

The more perplexed Five looked, the more devilish you looked. Your fingers dug in as they fell to his shoulders, pulling his shirt even tighter in your grip.

You leaned in and whispered in his ear. “I am so wet for you right now, I am more than ok with how that clever mind of yours works, but the question is, are you, and do you want me to stop trying to convince you how much I want you?”

The things you were saying and your soft breaths on his skin were making Five’s hands shake.

“Don’t stop,” he breathed, just as your lips brushed against his cheek and you began kissing him..

Both of Five’s hands latched on to your hips so fast it was like he wasn’t in command of his own body anymore. He felt like he needed something to hold on to, to ground himself, and his hole punch filled morals weren’t working.

It was so much all at once, with real lips on his, and you on his lap and the warmth of your sex so close to his painfully hard cock. Instead of thinking about how 'wet' you said you were, Five tried to distract himself by focusing on your mouth as it moved against his. You obediently opened for him as he urgently searched your lips with the tip of his tongue, pushing for entry. The second you gave, Five darted it inside, feeling the sweet, candy-like warmth that he was coming to know was simply the taste of you.

Beside himself already, Five moaned into your mouth.

Your tongue met his more excitedly after that, and you both pushed each other for more, hardly coming up for air.

You felt so good. What you were doing to him felt so good; it was like he was in another world, with nothing but the two of you.

It was like it was with Dolores, only not at all. That was survival. She was hard and cold. You were soft and warm, and she was him, and you were…fuck.

Dolores knew him. You didn’t.

Like before, Five knew this was wrong, but his hands slipped behind you anyway, pulling you closer as his hips rocked underneath you.

In moments of desperation, Five had held Dolores in his lap like this so many times, and done the same thing, only this was so much different. He could have lost himself completely in the feeling of you and been a very happy man, but his brain kept trying to reboot and intrude.

Even as his cock was getting a nice little ride, his brain was yelling at him to stop. 'Here you go again! This is so fucked-up, and this is obviously not going to help with your not so little problem, and what the hell are you doing? You’re going to ruin this for both of you!'

He pulled away, his breath coming way too fast.

“We shouldn’t do this… I…I can’t-” he whispered, but he couldn’t help it as he let his lips trail along your jaw, trying to repress his agonized growl.

You weren’t buying it, and he wasn't doing a good job selling it. Seeing where your hips were, it was obvious he was more than capable of doing this.

You softly laughed, your breath brushing his skin as your hands explored, first unbuttoning his fitted vest, then untucking his dress shirt, making his entire body quake with the simplest of touch as your fingers crawled up, exposing him, one small button at a time.

Not used to being touched like that, Five pulled back, dropping his head as he squeezed his eyes shut, trying to regain some composure. You weren’t having that either. You continued to caress his heated skin with your fingers moving dangerously close to his waistband.

Unlike him, your intentions were very clear as usual, but your voice came out raspy and sweet and questioning anyway, in total contrast to how you were so self-confidently seducing him. “Five?”

He hesitantly opened his eyes and looked up at you. Your cheeks were flushed, and your lips swollen from his kisses, your eyes full of worry.

“Why are you scared?” A crease appeared between your brows. “What you were doing was perfect and I want you to touch me. I wanted you to touch me all night,” you said, practically moaning your words.

Five was so fucking hard; it was almost more than he could take. All rational thought was gone.

When he came back up to meet you again, claiming your lips, you were ready and willing, tugging him closer with his loosened tie. Not satisfied with his state of undress, or with how you were so successfully dominating him, you quickly undid the knot and whipped the length of silk through his collar, throwing it over his head. You traced your nails down his torso with one hand and laced your fingers through his hair with the other.

Five met your advances, letting his hands float under your blouse, exploring the softness of your skin. When his fingers grazed just below your breasts, he stopped.

“Is this ok?” he asked with his mouth still brushing against your lips.

“Yes. God yes,” you whispered as you dropped your head back, moving yourself against him as he risked letting a finger glide over the lacey fabric of your bra. After a few more tentative touches, you made a soft whining sound. Five looked up, and the look you were giving him was so needy that it could have only matched his own. “They way you touch me…it’s like nobody else has ever touched me. Everything is different with you, Five. I don’t know why but it is,” you breathed.

Relinquishing his hold on your curvy hips, Five slid his hand up your back, proudly only fumbling a few seconds to get the clasp on your bra unhooked.

You let the fabric pull away from you so his fingers could slide under and caress your breasts.

Five leaned in, placing his other hand back on your ass as he buried his face against your neck. He wasn’t brave enough to take off your shirt the way you’d done to him, but this was plenty awe-inspiring anyway. He relished your body’s reactions to him and the smell of your skin as he lay gentle kisses below your ear.

Talking to himself in the way he’d spent a lifetime doing and couldn’t seem to break away from, Five asked, Why on earth have I been tormenting myself about this?

He had no answer to that, and Dolores, being not at all on his mind, didn’t chime in and give him any help like she normally did in his times of distress.

Five trailed kisses along your jaw and over your quietly gasping lips as you rocked your body against his cock. He continued to massage your breasts, stopping to feel your nipples as they grew harder, all seemingly because of his tender touch.

You moaned sweetly, letting him know you liked how it felt as he rolled the taut nubs between his fingers. Musing again, Five smiled while thinking that the only thing that would be better would be having your tits in his mouth.

Instead of doing that, he kissed your lips again. The hand Five had on the curve of your waist instinctively pulled you right up against him as his hips jut into yours. The sensation sent him careening, and he had to squeeze his eyes closed and think about something else or Chernobyl number two was going to happen in his pants.

The friction he had thought would help ease things, unfortunately only made it worse. His dick was so hard, it was throbbing in complaint as it lay trapped under his remaining layers of clothes. He could hardly breathe, and even more embarrassing, Five had just let out an animalistically guttural sound that had filled the entire office.

He would have been mortified that he’d done that, but when he opened his eyes, all he saw was your hooded eyes gazing back with no hint of judgment.

He didn’t even realize you had moved your hand from his chest until you were touching him, your palm cupping him tightly through his pants. Five swallowed hard, trying with everything he had not to move as you rubbed along his thigh where his dick had been trapped.

“Fuck-” he croaked out, then bit the inside of his cheek in an effort to be quieter in case there happened to be anyone else in the office working late.

“Do you want me to stop?” you asked.

“Please no,” he begged with his lips grazing your cheek.

You increased the pressure, and Five tried to pump himself up into your hand in response.

“Good, because I don’t want to stop," you said, then you leaned in, purring more assurances as you kissed along his throat and pulled at the top of his waistband with your other hand, loosening the inner clasp so you could zip his fly down and let your hand slide in.

As you very carefully pulled him free, positioning his erection up between you, Five cried out at the feel of you manhandling him. He had touched himself like that so many times, but with you doing it, it felt millions of times more extreme. His hand that had been toying with your breasts lost all function, other than to fall to his side, fisting the bottom of your skirt.

Your skin against his hard flesh had him seeing stars as you explored, running your palm down and up his entire length.

After getting more acquainted with what you were working with, you ran a finger over the tip of Five’s cock, doing that move over and over. That of course made it harder for Five to think and breathe. You spread the wetness that had gathered there, smearing it under your tightened fingers, and by the time your hand wrapped around him even firmer, and you started to really move, the muscles in Five’s legs were quivering and flexing uncontrollably.

As you started jerking him off, feeling like he was having an outer body experience, Five dropped his head back, pinching his eyes closed.

He wasn’t thinking at all anymore. If you'd asked him his name, he wouldn't have been able to tell you.

“Harder-" he begged through clenched teeth.

Your hand obediently tightened.

There was nothing but the sound of wet skin, and sex, and the feeling that he wasn’t in control of any of it for the first time-ever.

Fuck. He was going to come already.

“Plea-” he desperately breathed, gazing up at your determined eyes. You sped up without him having to find the coherent words to ask for it, and he couldn’t help himself as he bucked, moving you with him as his hips repeatedly met your hand. “I am gonna cum-" he warned, but you didn’t stop.

His breath hitched, and his eyes closed again as his forehead fell against your chest.

Falling apart like he’d never done for anyone, Five began to spill.

“Fuuuuuuuuck!” he moaned, the ‘F’s’ repeating as spurts of his seed rocked his body.

Your hand slowed in pace with his erratic thrusts, but your fingers stayed around him as he rode out the final spasms of his release.

Five dropped his head back on the couch, totally drained.

You let go and slid your hand back up, letting the waistband of his briefs snap back in place when once you had him properly tucked in.

Now that it was done, Five wanted to fold in on himself and hide, to run, to…

He didn’t even know what he wanted to do. He could feel all his normal anxieties seeping back in way too quickly even though that had been unbelievable, and you were unbelievable and fuck...

When Five risked opening his eyes, he realized you had grabbed some tissues from the box on the side table and managed to catch his mess, so at least he didn’t make a total fool of himself in that way, or defile CIA property by splatter painting their stupid decorative plant. That would have been just great, blasting jizz all over that, or over himself and you in the wake of his inability to show even the slightest bit of restraint.

Someone was thinking; and it sure as hell wasn’t him.

“I am sorry,” he said, looking up at you regretfully.

You had been beaming at him happily, and to that, your face scrunched in confusion. “Why are you sorry now?”

How does one say sorry for that…Five wondered, then came up with an answer.

‘Ah…because I just blew my wad in your hand, and because I did it so fast, and because I didn’t do anything for you...and I shouldn’t be doing any of this anyway because of more reasons than I can count, and I can count really fucking high!'

Five couldn't bring myself to say all that. It wasn’t that he knew how to do the same thing for you exactly, but still, he knew he was supposed to reciprocate, and he’d watched plenty of porn over the years, so he could have at least tried.

Holy hell, he felt stupid.

“Oh no... There you go again. Five. When you get that look, I know it’s not good. For a guy that normally seems like you have the world by the balls, you worry way too much,” you said.

The urge to do something was there, but then you started to run your fingers through his hair again and Five couldn’t help the extremely relaxed feeling it was giving him, especially after what had just happened. He wanted to give himself over to it, and just like that, he did. He simply let go, letting himself feel every soft touch of your hand.

It felt like love, or what he imagined real love felt like.

He would have been completely at peace with the world at that point, but Five still couldn’t completely shake the idea that he’d messed up and that he never should have started fucking with you to begin with.

He dreamily gazed up at you, still not sure what to say. “That was... Fuck," he idiodically huffed, then tried again. "That felt so good. I’m sorry I didn’t-"

You cut him off with your pointer finger to his lips.

“Stop, Five. Just hush it with the apologies. If you’re worried about me, don’t be.” Your frown melted into a curious looking little smirk. “You looked like you couldn’t take much more, and watching you, like that... Let’s just say that was very satisfying and I am very glad you liked it. I may not have reached the same level of pleasure as you, but I enjoyed myself plenty." You tipped your head to the side, as if considering something.

“You’re not pissed about any of this?” he asked.

“No, absolutely not.” You gave him a sexy grin. “If you’re really worried about it, why don’t we make a deal? Next time we play around, you can call all the shots, and I’ll keep my hands to myself. I’m sure you’ll think of a way to repay me with that vivid imagination of yours.”

Biting your lip, you waited for him to respond.

Five was almost certain that you'd just given him an open invitation to touch you like he had been doing when he woke up, and thinking about doing that had his now semi hard dick twinging with renewed excitement.

If he didn’t stop imagining that, then he would be fighting another massive boner, and the whole thing would start all over again. Hating himself for not being stronger than this, the voice in his head sang, Earth to Five… Do you even have a brain anymore or do you only think with your dick?

“Ok,” he agreed, breaking the silence with nothing more than a one-word answer.

He really, really did want to redeem himself, but he also needed to settle down because he could hear the wheels of Frank the janitor’s cleaning cart coming down the hall outside his door.

Knock, knock, knock…

“Shit,” Five cursed, shifting you off of him as he quickly started righting himself, zipping his fly, then quickly trying to button at least most of his shirt.

Frank tapped again as he was scrambling to pick up all the cummed on wads of tissue laying around on the floor. “You okay in there?” the older man called. “I came past earlier but….but I thought it might be better if I came back.”

“Just a minute,” Five called out, his eyes darting around the dimly lit office, seeing his tie laying over by his desk and your dress shoes laying at the other end of the couch. Your hair looked like you’d been rolling around in the hay with him, minus the hay. Realizing that his hair probably looked worse, Five also remembered struggling to keep quiet, but failing horribly. “Fuck,” he cursed, turning around, his vest flying open as he frantically tore his hands back through his messed-up man mane, only making his less than tidy cut look even worse.

As you calmly picked up your stack of books and the case files Five had kindly let you use for your essays, frowning, he looked back at you from his reflection in the small mirror hanging by the door. The way he looked only made your hardly stifled giggles even louder.

Nice going boner boy. Very smooth and so fucking tactful! he silently fumed while rolling his eyes at himself.

Coming up behind him, you leaned in and kissed his cheek, quieting his troubled thoughts as if you held some kind of otherworldly magic over him.

Five shut his eyes, again letting you make all the moves for him. He cleared his throat, then he opened the door, doing his best to offer Franke a curt-looking smile and wave him inside, so he could do his thing.

“Evening, Frank.”

The white-haired janitor looked from Five to you, his mustache quirking just a little.

Hand pushing deep in his front pockets, Five moved aside, coming out into the hall, letting the older looking man and you move past. “Make sure you read over the notes I gave you on the importance of situational awareness before tomorrow, or there’s no way you’re going to pass,” Five called after you, trying to sound as pompously dick-ish as he normally would.

Turning back, you flipped him the bird.

Five smiled.

Watching you disappear down the hall, he promised himself this was the last time he was going to let you get him.

If he was doing this, which he evidently was, then he was going to start showing you exactly who he was. Then, maybe you’d get that he wasn’t who he appeared to be, and you’d do what he wasn’t strong enough to do, which was walk away from this.

Part Two: Five Said No, But Morning Glory Says Yes