**All Characters are aged up to 20+!!** Content ahead: degradation/ slight humiliation, oral (f!receiving), fingering (vaginal and anal), pet names (flower, princess), rough sex, squirting, masturbation, probs others Word count: ~4k Pairing: Rock Lee x F!Reader A/n: WOOOOO this is on the longer side of what I write. Smut starts at the cut! This was requested, and Lee doesn't get enough love!! Enjoy!
Master List Kink-Tober List Divider Credit
Rock Lee - Degradation/Humiliation-ish
“Give me a minute, damn,” Shikamaru groaned.
“We have to go now, Shikamaru. I told you, I don’t even know how many times; we need to leave by 7,” you yelled back, storming into his house he shared with Temari.
Your brother never took your words seriously. Either that, or he just didn’t care.
He groaned, rolling out of bed at 6:51 a.m. He took his sweet time getting dressed, brushing his teeth, pulling his hair back, but he was ready to go by 7 on the dot.
“You’re a freak, you know that?” he asked, flicking you on the forehead.
“This is an important day! I’m joining the ANBU, and Dad isn’t here anymore to tell me he’s proud of me, so now you have to be the one,” you said, shoving your finger into his chest.
He sighed, pulling you into a hug. He knew losing your father hit you hard, especially since your mother had become completely absent. He made a silent vow to take on his role and look after you.
You were a few years younger than him and his friends; freshly 21 — the new legal limit for joining the ANBU. Shikamaru was 26, married, with a son.
“You’re right. I’m sorry, Yn.” He let you go, looking down at you. “And I am proud. I’m very proud.”
You smiled up at him, biting the inside of your cheek to keep the tears from falling. He looked just like Shikaku, and you desperately wanted him to be there for this.
But you couldn’t turn back time. So the both of you left, heading to the Hokage Tower. The walk wasn’t long — he lived right next to it — but you still took in the village in a new way, the way a leader might. You saw the children of the village, the civilians. Shikamaru had always told you who the real king in shogi represented: them. The defenseless.
You learned that at a young age, and from then on, you knew you wanted to be part of the ANBU — to protect and serve.
So you worked your ass off. You became the rookie to beat during your Chunin exams. After only a few short years, you became a Jonin, just like your brother.
You had passed the academy as the top-performing student in your studies, once again like Shikamaru. Your work had paid off. The opportunities the world had to offer were now all sitting at your table, ready for you to choose.
The world around you now made room for you. You were no longer the younger, annoying sister of Shikamaru. You were no longer the smallest in the room. You were you. Yn Nara.
You were the one they went to for total stealth assassinations. For criminal espionage. For gathering information on other cities. You were the poster child of ‘silent but deadly.’
You both reached the tower, and he pulled your arm to stop you from walking in yet.
“When you get in there, do yourself the favor of not showing your excitement. Lord Seventh knows how excited you are and I know. The other ANBU don’t need to know. They’ll give you shit for it, okay?” he stated.
You wiped the smirk from your face, nodding and letting a stoic stare cover your expression.
You both entered, Shikamaru leading you to Naruto’s office as your katanas sat in an X across your back. You tightened the bandages wrapped around your bulky biceps, yet somehow they still looked feminine.
It was customary that you weren’t aware of the team you were joining, and the same was true for the team. They had no idea who was joining.
Shikamaru entered the office, as you waited outside.
This was also customary — you choose a guardian to ‘give you away’ to the ANBU. It’s more symbolic than anything. But who else could it be?
From the hallway, you could barely hear what they were saying; your heartbeat was so loud it drowned out any noise. That is, until Shikamaru came out.
“You ready?” he asked. You nodded, taking a deep breath and forcing your nerves to stay at bay.
“Lord Seventh, I present Yn Nara. She is here intending to swear into the ANBU Black Ops. She has passed all medical, physical, and mental assessments, and it has unanimously been decided that she is fit to join,” he said blandly, like he was reading from a script he had to follow. He knew you’d kick his ass if he messed it up.
You kneeled in front of the blonde-haired Hokage, noticing some of the ANBU in the room — your new team. Their masks hid their faces completely, but even without seeing their expressions, you could sense the presence and intent behind each one: two males and a female. You forced your gaze to the ground, careful not to show any hint of curiosity, but your eyes couldn’t help lingering just long enough to take in the masks.
The woman’s mask was carved to resemble an owl, sharp angles framing the eyes and a subtle curve forming the beak. Thin red streaks traced along the eyelids, fading seamlessly into the contour of the beak, accentuating a gaze that felt both piercing and calm. Wisdom radiated from it, a quiet authority — the aura of a leader who measured every step before acting, yet could strike decisively when necessary. Two small, symmetrical markings along the cheeks hinted at experience and command.
One of the men wore a tiger mask, bold and aggressive. Its features were angular and powerful, with red markings painted over the eyes and fangs, forming a permanent snarl. The lines suggested raw strength and unyielding courage, an embodiment of someone who would charge headfirst into danger and emerge victorious. Every detail — from the flared brow to the subtly sculpted jaw — conveyed dominance, like a warrior built for frontline combat.
The other man’s mask resembled a fox, sleek and cunning. Thin red streaks traced the apple of the cheeks, tapering at the temples, and deep black paint covered the tip of the nose, giving it a sly, calculating appearance. The curves and angles of the mask suggested cleverness, patience, and adaptability — someone who observed, waited, and struck at the perfect moment. He seemed designed for stealth or support, but you couldn’t help thinking: Then again, why would they put me in a group with another stealth specialist?
An hour of official, somewhat ritualistic words had passed, and you were following your new team to the chambers. Once you reached the doors to the training center, your team had demasked themselves.
“Names Aria,” said the owl. “I’m your squad leader. This is Jin,” she began as the man removed his mask — the fox. “He’s a medical specialist. And this is —”
“Rock Lee. He’s friends with my brother,” you said as he removed his mask. He’s the tiger.
You had had a huge crush on him since you’d known him. He was a silly kid who had the kind of personality that could light up a room, and he had grown up to be a man with a bite. He wasn’t the same lighthearted goofball who would scream about the power of youth.
But after the war, something in him had changed. He stopped wearing the green jumpsuit and orange leg warmers. He joined the ANBU when he reached the age, and after the last few years, he had become quiet, brooding — almost as much as Sasuke.
And you loved the change. He wasn’t just cute and sweet. He was sexy. But now, he was your teammate. You could separate your little childhood crush from work.
“To your left,” Aria started, pointing.
“The women’s locker room,” she said, leading you into the room. It was empty, as the others were off training. The lockers were decorated with symbols and phrases important to those who belonged to them. Yours was at the end — blank.
You opened the locker to reveal the uniform and a new custom sheath for your katanas.
“Wow,” you whispered, admiring the fine detail and steadiness of it.
“Change into your uniform, and meet us in the main gym for your final test,” she said, her voice gruff like wet gravel and experience.
“W-wait, my uh, my final test? I thought I got in?” you asked, confused.
Aria chuckled, shaking her head. “Just get dressed, princess.”
“Princess?” You asked, almost offended. “Yeah. Daughter of a deceased clan head, sister of the current? Princess.”
She walked out, leaving you alone.
You got dressed, placing your katanas in their new sheath, taking a moment to admire yourself in the mirror. Not the kind of admiring driven by vanity, but driven by pride and hard work. The material was form-fitting, breathable, hugging your hips and chest. Your biceps and wrists were covered in cuffs that stabilized them — specifically for you. You guessed Shikamaru had told them about when you broke your wrist and now needed to keep it wrapped. You liked the look and practicality of having the others there.
You also took the time to test your shadow stitching jutsu. You had a feeling this may be a fight.
You took a step outside of the locker room into complete silence and followed the signs to the ‘main gym.’ Once you reached it, it was nearly pitch black. All you could make out were mats nearby and bleachers against the wall.
“Yn Nara. Step forward,” a voice commanded.
‘This is becoming a little cringy,’ you thought to yourself.
But you decided to entertain it. You stepped into the center of the gym as lights flickered on, revealing a man in an ANBU mask.
“You’ve proven yourself in more ways than one; otherwise, you would not be here. You should be proud. Now, show us where that pride got you,” he said, stepping back into a fighting stance.
You stayed perfectly still, not revealing the plan you had already thought out.
He ran at you at near-light speed, but you moved at the last second, dodging him. ‘He’s quick. That must be one of his shticks,’ you thought.
Noticing your observation, he threw down a smoke bomb, blocking your sight almost completely.
‘Either he’s an idiot and doesn’t understand that as a Nara, I can use the shadow paralysis jutsu, or this is a trap.’
You decided it was the latter and opted out of using your shadows, which you could separate into solid forms for a few seconds — perfect for diversions or distractions.
Instead, you closed your eyes and relied on your extremely sharp hearing.
Just then, you heard his quick, feather-light footsteps behind you. You jumped, arching your back in the air to backflip and land behind him.
Or so he thought.
You allowed a shadow of yours to land in your place as you silently clung to a pillar on the ceiling. You could tell your diversion worked. He began to silently charge with a sword in that direction. But once your shadow disappeared, he was at a loss.
You dropped silently behind him, unsheathing your life-stealing katanas and crossing them at his neck.
“Shall I go further?” you asked.
Just then, he disappeared along with the smoke — a shadow clone.
“Well done, Nara. Shikamaru was right about you,” he said from behind.
You turned, placing your katanas back behind you.
Before you knew it, other ANBU members had begun appearing around you, and you kicked yourself for somehow missing them before.
“Team Aria, step up,” he stated. Your team stepped forward, masks to the side.
“Your group has all it needs to be successful but one… the cat. Agile, stealthy, quick. She is precise, cunning, and three steps ahead of her opponent. And she will protect you with her life.”
He pulled out a mask in the shape of a cat: pointed ears at the top, slender eyes connecting to a small nose, and oddly, no mouth.
“Put this on,” he ordered. You obeyed.
“For your quiet precision,” he began, painting red on the eyes of your mask like sharp eyeliner that tapered from the temple to the end of the nose.
“And for your unique shadow abilities,” he added, painting grey as a contour on the hollows of the cheeks.
“You are now a fully-fledged member of the ANBU Black Ops,” he finished, and everyone cheered.
“Yeah, yeah, everyone get back to your training!” yelled one of the trainers.
“My name is Tenzo. I am the senior trainer for the rookies. You and I will work together fairly closely for your first year, unless you can test out,” he stated.
You gave him a puzzled look, while Lee whispered from behind, “You’re wearing a mask, genius. He can’t tell you don’t understand.”
Lucky for you, your mask covered your blush.
“Sorry. Test out? Like a class?” you asked.
“Yes, more or less. You won’t be able to go off on your own, lead your own squad, or make any real decisions until I decide you’re ready. We will talk more later. Training time is only for another hour, and I’m sure Aria wants to see what you can do with your team,” he said, excusing himself.
“Alright, let’s get started.”
Weeks passed. You had been on a few missions with the group, but Lee, who you’d known almost all your life, had basically bullied you the whole time — not the fun teasing kind, the kind that made you want to punch him.
Aria had told you to stop, but it was easier said than done.
You were on watch with your team in the forest as they rested. You sat up in a tree, looking at the full moon as birds flew across it.
The cool breeze hit your cheeks, the smell of leaves entrancing you in deep thought. Then, a small, extremely unnatural rustle of branches below startled you.
You tensed and, out of instinct, threw your knife with near-perfect precision.
“Woah! Just me,” Lee said, climbing up.
You relaxed your shoulders, letting out a sigh. “You’re supposed to be asleep, Lee,” you said, pressing your back against the tree, dropping a shadow to retrieve the knife you’d thrown.
“That is the funny thing about time, see? A certain amount of it has passed! It is now my turn for watch,” he said matter-of-factly.
You rolled your eyes. “I can’t believe I ever liked you,” you groaned, adjusting your katanas to go back on your back as you stood.
“Is that what you call it?” he asked, dodging the rock you threw at him.
“Yn, it is not like it was a secret. Of course I knew. It was cute. You were so young, crushing on your brother’s friend,” he teased, making your cheeks burn red.
“Oh go fuck yourself, Lee.” You groaned out.
“Maybe I will,” he said, all smug. “With the body you have now, I would have a hard time saying no to you. Shikamaru Nara’s baby sister,” he began, standing inches from you.
“Being defiled by his close friend,” he continued. Your heart beat quickened.
The marks on your mask were put there to show your quick thinking, but you couldn't bring yourself to care about waking up your team if you let him have his way with you.
“I bet you would like that, no?” He asked, your back resting on the truck of the tree as his thumbs pressed circled your hip bones.
Your blush was impossible to contain. “I… I- well,” you stuttered out. He chuckled out to himself. “I thought so. Go to sleep.” He said, pushing you away from him.
By far the most embarrassing thing that’s ever happened to you.
This memory stuck with you. And even though he completely humiliated you, something gnawed at you from inside. You wanted more.
This had continued the whole mission and he had toyed with you the whole time with no clear sign that he intended to actually touch you. Eventually, you made it back to the leaf village.
Parting ways with the men for now, you and Aria had set your stuff up in your lockers. “You’ve been invaluable to us, Yn. I’m grateful to have you on my team. I wanted you to know that.” She said to you. You smiled at her, heart skipping a beat. You both left the locker room, the guys walking on to the front of the compound. You stopped in your tracks.
“You coming?” Jin asked. You stammered for a moment, knowing you planned on training tomorrow. “I think I’m just going to stay here tonight. I’ll see you guys later though.” You said.
Rather than going home, you decided to stay in the barracks in the Anbu compound.
They were big enough for those who chose to stay there over night to have their own bedroom and bathroom. You made your way up to one, though, you felt like you could sense someone following not too far behind.
You sat your stuff down on the bed in one of the rooms, undressing and getting in the shower. You let the warm water wash the dirt and sweat off your body, the dried blood out of your hair, and soothe your muscles.
Your mind began to wander. It wandered to the first night Lee had approached you. Something about him made you feel like he’d make you feel things you’d never felt. As you thought more and more, your hand had made its way to between your legs as you propped one of your legs up on the side.
Your fingers worked small circles around your clit as you began to bite back moans. All you could think about was him. His face, his body. His words. Him.
But nothing you did was enough. No position you forced yourself in could finish you the way you wanted. After several orgasms screaming out his name, and still feeling unsatisfied, you brought yourself to your senses. You were fantasizing about your teammate.
You turned off the shower, wrapping yourself in a towel. You stepped out, to find your bathroom door open. Which was odd. You definitely closed it.
“Hello, flower,” you heard from the bedroom.
“L-Lee?” You called out. And there he was. Of course, there he was.
“You called out enough times, so here I am.” He said, his voice lower than you remember.
“All you had to do was ask, you know.” He stated. Your face stayed agape, unmoving.
He walked up to you, gently pulling your towel loose from your body. You had curves on you. You had the body of an athlete. Your thighs could crush a watermelon, your biceps were fairly large for a woman, but Lee thought you were the most beautiful thing that had walked the planet.
“Why have you hidden yourself from me for so long, Yn?” He asked.
“I-I, uh,” you muttered.
“It’s okay, after all of those orgasms I’d be pretty worse for wear, too.” He mocked.
“Say please.” Lee began to tower over you, with the sweetest look in his eye.
“I won’t touch you without it.”
You tried to find the words, the thing you had wanted for so long was finally happening. “P-please…” you whispered.
“Please, what?” He asked, removing his shirt, eyes lingering down your body, pulling out a deep red flush to the surface of your skin.
“Please fuck me,” you managed to say.
“So pathetic for me, aren’t you?” His words embarrassed you. You really did sound as desperate as you thought.
He began to crouch in front of you, pressing your back against the sink to help you stay standing as he pulled one of your legs over his shoulder. He pressed light kisses around your waist, letting his tongue dig into the sensitive spots around your hip bones.
You pressed your lips together, the knot of embarrassment forming in your tummy.
But then his mouth met the sensitive nub at the top of your sopping pussy. At the contact, you let your head fall back. It was already swollen and almost overstimulated from you masturbating just moments earlier.
“F-fuck,” you whinned.
Your whimpers were music to his ears. He began doing whatever he could to hear them more.
He began to put more pressure on your clit, licking side to side, periodically sucking, but when he added his finger you began to melt.
He slide his finger into you so gently you almost didn’t notice until it curved right into your g-spot. “O-oh gods–” you moaned out.
There was a stronger current of electricity bursting through your skin, as you came all over his face. You began to shift your hips around to get him off because after 4 or 5 orgasms in one night, your poor pussy is tired.
But he wasn’t stopping. “Rule number 1 of being an Anbu. You can always handle more than you think. Persevere, Yn.” He said before going back.
“P-please Lee, nguh!, it’s t-too much!” He held your hips down, almost pulling you onto his face even more, putting more pressure on your clit. You knew you weren’t going anywhere.
You just accepted it. You forced yourself to relax, cumming again but this was different. The orgasm began from deep within and you began squirting.
As the feeling ripped through your body, you let our a string of curses and small screams.
He eventually pulled himself off with the most sinister look on his face as he wiped your release off of his mouth.
“Turn around.” He demanded. You obeyed, with weak knees, facing the mirror.
“Look how pathetic you look for me.” He said, bending you over.
“But you are such a good girl for me,” he continued, sliding himself in.
The stretch of his cock burned so deliciously.
You let your head fall forward. You were starting to lose the ability to hold parts of yourself up on your own, so Lee, the gentleman he was, helped you.
“No you don’t,” he groaned, pulling you by your hair.
“Look at yourself. Look how beautiful you look.”
This was humiliating. But also the best thing you’ve ever experienced.
He held onto both of your arms, pressing them into the small of your back as he pounded into you.
The harder he went, the harder he pulled your hair and he had you nearly folded into a back bend.
Your eyes rolled to the back of your head, and you felt droll spilling out of your mouth. You were a mess. A beautiful, moaning mess.
“Big brother has no idea I am fucking his perfect princess sister, does he?” He asked.
You shook your head.
“Big brother doesn’t know how she likes it rough and dirty, does he?” He asked once more.
And again, you shook your head.
He released your head, letting it fall forward, your freshly washed hair sticking to your brow, and his hand trailed slowly down your back, down to your ass.
“You know what else I think she is into?” He asked, almost sinister.
He shoved his thumb into your mouth, forcing it open making your moans even louder.
“That’s it, flower. Let them hear you.” He kept his relentless pace, his cock rubbing roughly against your g-spot.
He had removed his thumb from your mouth, and began to rub the outside of your ass, smirking to himself. You looked up and the look on his face alone was enough to finish you there.
But he pushed his thumb in and out of your ass and the more he moved it, the more you instinctively tried to get away from it. But, in turn, he shoved it in even more until it was all the way in.
This had brought you to new levels of pain and pleasure that was quickly reflected by your deep groans and cries.
“Fuck!” You yelled.
The double penetration was too much. It was too much in every way, and the best in every way.
If you hadn’t already squirted earlier, you’d have done it then and there again.
“You’re squeezing me so tight, I may just have to finish inside,” he said.
“P-please!” You begged. You were officially fucked out and fucked stupid and you were in a state of pure bliss.
He laughed to himself, fucking into you even harder until you eventually felt warm spurts of his cum coating your walls.
Once he had pulled out, he helped wash you off in the shower, bringing you to bed.
“So… what do I tell the captain if I end up pregnant?” You asked, laying on his chest.
“I guess we will find out.”
