Repulsive Beauty || Hisoka

20. On Hurting Her

"Hurt you? How do you mean that?"

I sat upright and looked him in the face.
"You're going to laugh at my timing for this request, but I want to try anal, and I want you to be rough with me." I nearly whispered, breaking our eye contact.
I wanted to give something to him that I had never given to Chrollo. And I wanted to be marked by him again.
He kept a straight face for a moment before bursting with laughter.
I sank back down into the tub.
"Nevermind." I dismissed, embarrassed.
"No, no, princess," he said, still chuckling, "I would absolutely love to. I'm only laughing at your timing is all. You came out of a trauma induced fugue state and the first thing you ask for is rough anal sex." he finished before laughing again.
"I have my logic okay? If you're going to laugh at me I'm sure I can find someone else who would be honored to take your place." I bit, getting out of the tub.
"Tess, please, you know I'm teasing you." he said, lazily following suit.
"Hmm... I wonder if Chrollo is still around, I bet he'd love to be the first to fuck my ass" I teased, wrapping in a towel.
A spike of bloodlust bled from him.
"Very funny," he said, wrapping himself in a towel, "Let me get you a few things to prepare you. Stay put."

I walked back out into the main room, heading towards the bed, still only wrapped in a towel. Hisoka looked up from his cards he was playing with.
I walked up to the edge of the bed and bravely dropped my towel to the floor, and kicked it aside. Looking up, his face was maybe the most surprised I had ever seen it.
"You're full of surprises today." he noted, staring me up and down before moving to sit on the edge of the bed.
He sat right in front of me, his knees on the outside of mine, before grabbing my waist with his hands.
"I'm just tired of concerning myself with other people's opinions." I stated plainly.
"What good news." he barely got out before leaning in and pressing a kiss just between my breasts.
"We have a few things to go over before I throw you onto this bed and make you scream for me. You said you want me to hurt you, to be rough, right~?"
"Yes."
"You'll need to pick a safe word. Once we begin, I won't take no for an answer." his eyes now meeting mine, flaming with lust.
"Okay... how's... rose?"
"If you'll remember that, that's fine. Last thing, what are your hard boundaries, things you will absolutely not do."
I had to think about it in terms of what he might be interested in doing.
"No blood. And I don't really want to be degraded, I just want you to be rough with me. I don't really know how to explain it." I've never really got to think about how I wanted to be treated in bed when kinks were in play. I hadn't had a choice before.
"It's called soft dominance. It's basically what we've been doing up until now anyway, you submitting, me being firm with you, and then aftercare."
"Oh. Okay."
His hands were running up and down my sides and hips.
"Do you have any questions before we start?" He asked looking up at me.
"No. I think I just have to trust that you know how to do this." I said, letting my hands cup his face.
"Marvelous~. It might be a long process, I'm not going to rush it."
"Okay, good." I said, now stretching down to kiss him.
Without any further hesitation he grabbed me by the back of the thighs and pulled me on top of him, laying down on the bed. Our kiss heated up and his towel came undone from his hips. He rolled over and dove for my neck, sucking at my skin and biting me, moving down to my chest. Eventually his mouth found my breasts after much detour. His teeth only grazed my nipple at first, before grabbing it between his teeth and rolling it.
My hands were all over him, his arms, his neck and face, his shoulders, his back. Whatever I could reach. I wanted to feel him.
He didn't waste time with overdrawn foreplay, as he reached his hand to play with my sex. He slipped one finger in to work me, and his thumb found my clit.
"You're already so wet for me dear, and I've hardly touched you yet."
I let myself giggle between breathy moans.
"Get on your hands and knees." he ordered
I obliged without complaint, pushing my hips in the air and resting my face on the bed.
"Good girl. Now keep your safe word in mind." he said before landing a painful and loud slap to my right ass cheek.
I let out a yelp but didn't complain past that.
He hovered by the nightstand for a moment before coming back to me. I felt him press a now lubricated finger against my tightly puckered hole, swirling it around and applying a small bit of pressure. It felt as amazing as it did when he used his tongue.
Startling me, he placed his other hand between my legs, gently massaging my clit, before pressing his other finger firmly until it made its way inside.
The sensation was foreign but not painful or bad. The strangeness of it made my toes curl.
He wasted no time in pushing that finger further in, until it was at his knuckle.
"Judging by your moaning I'll guess it isn't so bad yet?" He asked.
"No it's actually nice." I admitted.
"Good." he said while working that finger in and out of me.
After a moment he pulled out and started rubbing me with two fingers. I definitely felt the slight pain of taking something bigger when he pushed them in. Only now, he could twist his wrist around and scissor his fingers inside me. It only took a moment for the pain to turn to pleasure.
"This is a decent step up, it's a small toy to help stretch you." He explained as I felt a smooth round shape pressing against my hole.
It took a lot more pressure this time, for it to sink into me and when it did I yelped and pulled away instinctively. That earned me another very firm smack, now on the other cheek.
"Use your safe word, or be a good girl and sit still."
"Yes sir."
The pain subsided pretty quickly, and he worked the dildo in and out slowly before I felt him line himself up with my dripping slit.
I whined and mewled as he pushed his cock in to the hilt, and held it there.
The feeling of fullness was unlike I had ever felt. He pumped the dildo at the same pace as he fucked me, nearly getting me to the edge. He continued that until I could totally relax at the feeling of it, smoothing his hands over my cheeks to soothe the stinging. After a few minutes of that fullness he pulled out his cock and also the dildo. The void was soon filled with three of his fingers in my ass, and two in my pussy. I yelped and flinched but managed not to move too much when he pressed his two sets of fingers together inside me, moving them in tandem.
"That feels amazing..." I barely choked out between breaths.
He immediately removed both hands at my words.
"Too much of a good thing will spoil you~ . Let's get to the main event shall we?"
Suddenly I was nervous. Was that enough to prepare me for his size?
I could hear the squelching of him lubing himself up, before I felt him align.
"Mind your safe word kitten. This is going to hurt you. Be good and sit still"
"Yes sir." I said with a weak voice.
He started pressing in and it hurt before he even was inside. I tried just breathing through it and moaning it out but I felt myself pull away from him just a hair. It was followed by another seering slap to my flesh, and his fingers digging into my hips pulling me back towards him. Between him pulling me in, and pushing himself deeper I was in so much pain my moans morphed into groans and squeals of pain.
"It hurts, His." I pleaded, hoping he would slow down.
"I know, I love watching you squirm in pain like this, kitten, it only makes my cock harder." he taunted.
Instinctively again I flinched away from him. This time he wasn't so merciful. He grabbed my hips and pushed himself in to the hilt. The scream I let out was nearly blood curdling.
"Either use your safe word or take it." He said in my ear.
At this point I was fighting against him and had tears running down my face. I was too proud to use my safe word. This is what I wanted.
He followed my hips for a minute as I struggled to get some relief, but he decided to push me flat on my stomach and lay on top of me, pinning me between the bed and his hips so I couldn't move. He grabbed my wrists and brought them behind my back and gave me a minute to come down.
My hole was throbbing around his girth, still streaming tears down my face.
"Now princess. I'm going to fuck your asshole as long as it pleases me. If you want me to make you cum you need to behave and take my cock without complaint, understood?"
"Yes sir." I choked out in a sob.
He started rocking his hips back and forth while straddling my thighs, thrusting into and out of me, ignoring my screams of pain.
"Your ass is so tight for me, tell me how good it feels taking my cock in your ass." he said, grabbing a fist full of my hair and yanking my head back.
I could barely breathe but I managed to choke out a response.
"It feels so fucking good Hisoka, I love your cock in my virgin asshole" I responded through tears and moans.
He released my hair, liking my response I guess. It wasn't entirely a lie. The longer he fucked me, the less painful it got. Plus something about letting a stud like him claim my ass was so erotic. He bent down and alternated between kissing and savagely biting my back, while picking up speed and fucking me like it was any other day. Periodically he would squeeze more lube around his cock.
"Are you going to behave yourself like a good little girl if I let you sit back up?" He asked, running his nails down my back.
"Yes sir, I'll be good" I begged. I wanted to be able to reach and touch my clit, I desperately wanted to cum.
He pulled out completely, and let me sit back into having my hips in the air.
"Oh my, look at your poor hole. I've certainly gotten you stretched out haven't I."
I wasn't sure what he meant before I felt him run his finger around the rim of my hole.
"You have a cute little gape, princess." he noted before using his hands to spread my cheeks and diving his tongue into me.
I was finally moaning in pure pleasure, getting closer and closer to my climax.
"No, I don't think I'll let you cum yet. Not until you can fuck yourself in the ass on my cock without complaint."
"Yes sir." I whined, upset at the loss of his tongue in me.
He lined himself up against me again and pushed the head in.
"Now, push yourself back and pleasure yourself on me." he ordered.
I obliged, pushing my hips back at him until I was pressed firmly against him. It didn't hurt anymore, I could throw my hips against him like I would any other day, and found the same amount of pleasure. I let myself move how it felt best, now mewling into the sheets and shivering.
"See, now you're being such a good girl for me. Do you want me to make you cum sweetheart? I can feel you're close." He praised, bringing me even closer to orgasm.
"Yes please." I begged meekly.
"Sit up for me, like you've done before."
I did as I was told, sitting up and resting my head against his shoulder. He reached an arm around to squeeze my chest, and the other dipped down to my wetness. I expected he was reaching for my clit, but instead he slid two fingers into me, and pulled towards my g spot.
I was nearly back to screaming, pushing my hips back against him.
"Beg for it." he growled in my ear.
"Please His, I want to cum so bad.... Your cock feels so good, I want to cum for you, please don't stop.!" My voice, heavy with real desperation and lust.
"That's my good girl~. Cum for me now." he cooed in my ear before I exploded around him.
My legs were quivering like they never have before and I felt a rush of wetness as I gave into him completely.
"Oh~ Tess I wasn't expecting you to squirt for me, you're going to make me cum." he moaned in my ear just before erupting.
His hips sputtered with his pleasure, his cock twitched inside of me as he filled me with his climax.
I was still whimpering and twitching as he came down.
He let himself press against me and lean us both down to bracing ourselves on our hands.
We sat there catching our breaths for a minute before I could even speak.
"My turn." I bravely uttered.