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eustasskidagenda · 6 months

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anon asked: Hi! Jumping into your ask box to continue the 'afraid of having sex' series. Still with a female reader and the exact same prompt. But this time, with Usopp & Sabo because they are underrated. And also with Ace, Shanks and Mihawk. We need the whole cast with this headcanon! Ty and anon <3

Oh damn, let's go for a round 3 with some soft/dilf/underated boys! I'm so happy to receive a request with Sabo ♡ And sure, a round 4 with more underrated characters would be funny, especially with Killer & Marco. Anyway, for the moment, let's go for Usopp, Sabo, Ace, Shanks & Mihawk :D Thank you for requesting, I hope the outcome will match your expectations!

☆ Usopp, Sabo, Ace, Shanks & Mihawk with a s/o afraid of having sex

CW (generals): MDNI, smut, v!sex, f!reader, more are listed under each character

WC : 3K

⇢ You can read the part one here and the part two here

Usopp

CW : virgin!Usopp, fingering (reader receiving), oral sex (reader/Usopp receiving), slight pet name (babe), slight dirty talk, protected sex

(Aw, poor Usopp is probably really stressed too)

Let's assume it's your first time ending up in the same bed. Due to his lie about his experience, he would feel extremely anxious. He claimed to have had sex many times, but it was a total lie. He's a virgin. When you confess that you're afraid because it's been a while since your last sex, he's relieved. At least you're nervous together, isn't that nice? Nevertheless, he is also ashamed and embarrassed by his deceit. He wants to be honest like you have been with him! But he's so nervous about your reaction.

"Y/N… I lied… I mean… I may exaggerate a bit my experience…" he would babble, avoiding your gaze. "It's possible that… this actually is my first time..." while fidgeting nervously and sweating wildly.

He's confused when you burst into laughter. "It was quite obvious to me. You're a bad liar."

Poor Usopp is even more flustered. "Still, you have to make it for your lie."

Even if you're not mad at him, he's still ashamed and jittery. Maybe as much as you, or even more. His lips would gently touch yours, and his shaky hands would roam all over your body.

Please, guide this poor boy. Tell him how to pleasure you.

His hands would be a bit butterfingered while circling your clit or fondling your breasts. Luckily, he cares about your needs and has a creative mind, so he would be pretty good at figuring out how your body works.

Eager boy. He would stare intently at your pussy, astonished by its increasing wetness. He would never be satisfied. The way you squirm, moan and clench around his fingers is mesmerizing.

"Babe, you're so wet down there. Love how you clench around me. Please do the same for my cock."

And if you decide to go down on him… damn, Usopp would just turn into a whimpering, whiny mess. Would probably cum because he can't handle how good your mouth feels around his member.

Poor boy would be so embarrassed to cum that fast.

He would make an effort to repay the favor. But finding the right angle with his long nose is quite a challenge. "Ouch, my nose" all the two seconds.

Again, eager boy. He would remain between your legs throughout the entire day and still crave more. Your pussy tastes and feels so good for his sanity. Please keep moaning his name, it's music to his ears. And if you pull on his hair, burying his head against your folds, he's in heaven.

He's a conscientious boy, so he would wear a condom, use lube, and make sure you're relaxed enough.

He would try to be as close to you as possible while slowly burying himself within you. Your walls stretching around his thick girth would be so captivating for him.

"You're alright? Can I keep going?"

A lot of shudders, shaky hands on your hips while he slowly starts to thrust into your tightness. "Babe, you feel so good clenching around me…"

He would absolutely love to watch his cock covered with your wetness sliding in and out of you.

Wouldn't last that long because it's so overwhelming for him. But damn, he's so eager to make you squirm and moan all night (and all the next day...) He's already addicted to your body.

Sabo

CW : Dirty talk, fingering and oral sex (reader receiving), mention of choking, mention of spanking, slight teasing, protected sex, slight praises, slight pet name (sweetie)

Sabo is probably a very kinky boy. Pretty sure he would enjoy wrapping his claws around your neck and choking you. Or to make you wear his hat while you ride him. Or use his gloves to spank you, or... yeah, the list is endless. However, his soul is also kind and compassionate. He's a revolutionary, a big brother, and a protective person who craves freedom and justice. So if you're afraid because it's been a long time or nervous about getting hurt, he would be really nice to you.

"Sure sweetie, we'll take it slow." with a big, reassuring smile.

Again, revolutionary boy. He would ensure that you are comfortable with each action and constantly verify your consent. "You're alright?" , "Can I touch you there?", "Can I keep going?"

"You're so beautiful" while looking at your naked body, covering it with a lot of sweet kisses along your collarbone, neck, breasts and lower stomach. He would be delighted to stroke your breasts for hours, as they feel so warm and soft in his hands.

"Can I take them off?" While reaching for your panties.

Upon your nod, he would pull your panties down your legs with his teeth. Just to tease you. He would look at you, leaving a kiss on your inner thighs. He's good (and a god) when it comes to anticipation.

"You look so pretty for me. Want me to go down on you?"

He would gently massage your legs with his thumbs, circling your inner thighs as you nod. The more you shiver and squirm in need, the more he feels satisfied with himself. "Need me so bad, Y/N?"

Once more, kinky boy. He would love to spread your legs wide open to get a better look at your pussy clenching around nothing. Before finally going down on you. And damn, Sabo is a god when it comes to eating you out. He's really attentive to your needs and always cares about your reactions. He will follow your leads if you guide him or tell him what you like. Please, bury his head against your wet folds. He likes that. The way your body arching, the way you moan, beg, shudder, cry out while he circles your clit. It's music to his ear. If you cum against his lips, then, Sabo would be in pure heaven.

"Look at how wet you are. Can't wait to fill you up." While pushing two fingers inside you, curling them to find your sweet spot. And as he pulls them off, oh, sure, he would show you how wet you are because he's a tease. Before licking his fingers covered in your wetness. "You taste so good. I bet you pussy will be amazing around my cock."

If you tell him you're ready for more, Sabo, being a smart and responsible boy, would use a condom and lube.

"Shit… you're so tight. You're okay? Want me to stop?" While slowly burying his length inside you. "That's my brave girl, taking all of my cock so well."

Sabo would make an effort to stay soft and sweet just for you. But you feel too good around him, how you clench and spasm around his girth, your tightness, and wetness... it’s too much for him.

"You look so beautiful with my cock buried inside you."

He would let out a shaky breath, gently steadying you while thrusting into you. Really beautiful moans close to your ears.

And really clingy during the aftercare.

(In his mind, he's already thinking about your next round and how his claws would look awesome on your throat.)

Ace

CW : creative use of DF (in a soft/sweet way), slight praises, fingering, face sitting, protected sex, slight dirty talk

If you explain to Ace that you're always nervous and stressed during sex, his first reaction is to panic. And to ask for help from Marco, because Ace is kind and afraid of hurting you. Or not being good enough for you. So he needs some advice, and well, Marco is a doctor.

Once he's more informed, the next time you're having a passionate making-out session, Ace would try his best to reassure you and be extra sweet for you.

In fact, he doesn't have a lot of experience. He always thinks he's not worthy. So it's not easy for him to be intimate, and random hookups are not something he's comfortable with.

He would sit you on his laps and cherish every inch of your body. Your curves are a sight to behold. He feels lucky to touch you. His hands are probably shaking a bit because he's both nervous and excited. He would slowly reach for your bottom and cup your ass cheeks with his hands. "I need you so bad, Y/N"

He would always make certain that you are okay with every action. Like, asking you before touching your breasts, taking off your clothes etc. Such a sweet boy.

He would just push your panties to the side, feeling the heat between your thighs. "Can I?" His voice thick with need and adoration. Your tightness and warmth around Ace's fingers would make him mesmerized. He would hold you tight while fingering you until you beg and beg for more.

Even if his cock is throbbing with need, but he would be focused on you, and only you. "You're so pretty. Feel how hard I am for you?"

"You taste so good. I want more" while licking his fingers.

He would ask you to sit on his face. Because he's so eager. He loves your body, how you feel, how you taste, and the warmth of your thighs pressed against his face. He would love to feel you squirm as he circles your cheek with his fingers and push the tip of his tongue inside you.

Would playfully slap your ass or grip it to press your pussy more firmly against his lips.

When you tell him you're ready for more, Ace would feel a bit nervous again. So he would let you straddle him. At least you can control the depth. Plus, your body is beautiful, so cowgirl is an awesome position to watch all of your curves again and again.

"Fuck, you're amazing"

Another responsible boy, he would use a condom. Ace is too frightened to have a child by accident.

He would hold your hips tightly and the moment his cockhead starts to stretch your walls, Ace would turn into a moaning mess because it feels too good for his poor soul.

"Y/N, you feel so damn good." The more you impale yourself on his length, the more Ace would moan. The sensation is too overwhelming for him, he can't handle it.

"You're taking me so well. You're alright? You feel me right there?" While gently rubbing his palms along your lower stomach. And if it hurts a bit, he would use his DF to gently massage your lower stomach, soothing you with the nice warmth.

Ace will lay you on your back and nuzzle his head on your neck once you feel comfortable and relaxed. Although his thrusts are gentle, you can still feel the force behind them. He’s probably holding back a bit. He would be fond of the way you squirm when the cold pearls of his collar touch your skin.

Beautiful, really beautiful moans.

And would randomly fall asleep on you after he cum. With his cock still inside you.

Shanks

CW : face sitting, slight praises, dirty talk, fingering (reader receiving), oral sex (reader receiving), unprotected sex, pet name (pretty girl), slight size kink, teasing

Shanks may be kinky as Sabo, but if you're already nervous due to stress, he won't bend you over the table to fuck you senseless.

"Aw, my pretty girl is stressed? Why? Because I'm too big?" with a playful smile on his lips. He's such a tease.

He would be a little goofy, with some silly dad jokes that would make you laugh. Shanks is not always goofy. I mean, if you want him to fuck you rough, he can. But if you're nervous, then he won't mind making things extra fun. The more you laugh, the less nervous you are after all, and that's all he wants. He likes when sex is enjoyable and natural.

"Maybe I'm armless, but at least, I'm pretty good with my last hand. Wanna try?" with a playful grin.

And damn, he's right. He is talented, even if he has only one hand. The easiest position for Shanks is to sit on his face. First, you're pretty and he loves feeling your juice drip on his chin. Secondly, he's sure he won't lose his balance and just fall on you randomly. Keyword: goofy.

Your pussy's taste would be so intoxicating. Perhaps even better than alcohol. With his hand, he would circle your clit with his thumb and push two thick fingers inside you. You can't help but cum as he stimulates you with his hand and tongue.

"Mh, that's my pretty girl, all wet and open for me. Look at how my fingers are sliding with ease. I bet you're ready for my cock?"

He would love how you feel flushed and flustered by his words. Such a tease.

As you look at his thick and long cock twitching in need, he would just laugh playfully. "Aw pretty girl, don't be afraid, it doesn't bite. I'll stretch you out juuuust nice."

Shanks is probably a bit lazy sometimes and also loves to look at his girl, so his favorite position is always when you're on top of him. He enjoys observing your curves and how you use him for your own pleasure.

"Ride me, don't be lazy."

(So sassy.)

"That's it, take me all the way in." As you gradually impale yourself onto his thick length. Despite your nervousness, he did a fantastic job of soothing you. He will try to alleviate your pain with more silly jokes if it's still painful. "Atta girl" as he's finally balls deep inside of you.

He would love to watch you bounce up and down as you ride him. His gaze would be fixed on your breasts or his throbbing cock, sliding in and out, all covered by your wetness. "Fuck, you're really swallowing me. You like how nice I'm stretching you?"

"You're riding me so well. You love riding your captain, huh?" He would squeeze your breasts or ass playfully while you're doing all the work. And, because he's a tease, he would circle your clit with his thumb. He would laugh as you squirm and coat his cock with your juice. "What's wrong, pretty girl?"

Really chatty and playful throughout the whole time. If you tease him about his missing arm, he would laugh first. If you continue, be ready for him to fuck you senseless, pull on your hair, spank you, and even bite you. "Say that again?"

(Sure, he would know you're unable to answer because of his relentless pounding. That’s too bad, right?)

Mihawk

CW : slight size kink, fingering (reader receiving), oral sex (reader receiving), mention of knife play, slight praises, slight dirty talk, protected sex

Mihawk is a gentleman. While he may have some kinks, sex with him is always about consent and respect. Even when he's extra rough.

So if you tell him you're really stressed because it's been a while since the last time you had sex and because of his size… he would be extra careful.

Mihawk is really classy, so first thing first, he would run you a hot bath for the both of you. And tell you a couple of times how beautiful your bare body is. Gently, he would kiss all of your wet skin, easing your fears, and fondling your breasts. It's probably a bit scary to be so intimate with Mihawk, because his piercing eyes are really impressive. But he's a god when it comes to observing your reactions and learning from them.

If you lean against his torso, his cock will be pressed against your back. All throbbing with need. But he won't ask you anything: he wants to satisfy you and only you.

He would love the feeling of your breasts against his palms and sucking on your nipples. "I'm sure you're already all wet for me." Yes, even with the water, he would still know. Again, piercing eyes. "Wanna bet? Let's find out"

And then, he would carry you to the bedrooms. Extra luxurious and precious bedsheets. The texture is heavenly on your skin. Mihawk would kiss every inch of your body, then spread your thighs. "Look like I was right" with a slight grin, before burying his head between your legs.

Again, he's all about anticipation and elegance. He won't lick your folds as if he were a savage without manners. His first step would be to kiss your inner thighs. Keyword: teasing. He wants to see you squirm and loves to watch how wet you are already, just for a bit of teasing and anticipation. Perhaps he has a fantasy about running his sword (the small one around his neck) along your inner legs. In a soft way, sure. But he won't do it because you're already anxious.

And when he finally starts to eat you out, damn, it's pure bliss. He would constantly look at you with his hawk eyes to gauge your reactions. Figuring out how your body is working won't take him a long time. Be prepared to cum at least once against his lips. "Stay still." If you squirm too much because it feels too good.

After you cum, he would reach for your face and lips and kiss you. "You like how you taste? Because I do." With a playful grin.

Another smart man, so he would both use a condom and lube. To reassure you, he would allow you to ride him. As you slowly sink yourself down his length, Mihawk would fall into an exquisite loss of control.

While holding onto your hips or bedsheets, he would exhale a shaky breath. "You're so tight, I love how you clench around me." While circling your clit with his thumb to ease your potential pain.

"You're riding me so well. That's my girl." Before giving you his hat. So now, you're a real cowgirl. Seeing his girl riding him with his hat would make his cock throb with need. His hands would tightly hold your hips to help you move up and down his length. The sloshing noises, your moans, shudders, how you clench around him, how your juice is dripping down his cock, how your breasts are bouncing with each thrust… it's too much to handle for his sake.

"You're so pretty for me."

He would end up really needy to feel your skin against his. Get ready to stay still on your back as he fucks you with a strong yet gentle pace. A lot of eye contact and intertwining fingers.

And his deep sighs, maybe even low grunts. A pure delight.

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