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Chapter 30: Pleasure

I shut my eyes tightly when Itachi started kissing my neck. "N-No... Not here. We're in the hallway. Someone will see us." I said. "Would you rather we did this somewhere more private?" Itachi said in my ear.

"I would rather we didn't do this at all." I mumbled. I gasped when he bit the place where my neck and shoulder met. "S-Stop... Someone will hear me." I said. "Then, we should do this somewhere in private." He said with a smirk.

He tugged me into his room and shut the door before quickly returning to kissing my neck while pinning me to the wall. He held my hips as my hands gripped his shoulders, trying to contain my moans. "You don't have to hide it. I know you're enjoying this." Itachi said in my ear. 

"I'm not." I denied. I moaned softly when he licked a trail from my neck to my ear. "You deny because you're embarrassed. How cute." He stated before sucking on my neck. I felt my knees get weak as my face started burning with a light shade of red.

Itachi removed my shirt and began kissing my chest while his hands roamed my sides. Small moans started involuntarily escaping my mouth and I was starting to get hard. "N-No... Stop..." I said, quietly. 

"You don't like it?" Itachi grabbed under my face and made me look at him as I was panting. "No, you're enjoying this. That face you're making says it all." He said with a smirk. I gasped when Itachi threw me on the bed and crawled on top of me.

He started nibbling on my neck, earing a few soft moans from me before tugging off my pants. I was scared and my body was trembling. "Are you scared?" Itachi asked, as if reading my mind. "No." I lied as he started kissing my chest.

"Your body is trembling." He stated, tracing his finger along my torso. He flipped me on my stomach and began kissing my back. "I-Itachi..." I moaned softly. He gently kissed the back of my shoulder as he felt around my chest and stomach.

His hand eventually traveled down to my member and chuckled a bit. "W-What's so funny?" I asked. "I find it cute how quickly you get hard." Itachi mentioned. "Shut up!" I said, embarrassed.

He gave my back a soft lick, then stuck two of his fingers in my mouth. "Suck." He ordered. I obeyed and began sucking his fingers as he nibbled my ear. I moaned as some drool ran down my chin while I continued to suck on his fingers.

After a few more seconds, Itachi took his fingers out and gently pushed a finger into my hole. I gasped and immediately began to squirm in discomfort. "Hold still." Itachi commanded. He moved his finger in and out, making me squirm even more.

Itachi had to hold me down since I was moving around so much. I was unknown to this feeling and I wasn't liking it so far. After a while, it started to feel good. At least until Itachi added a second finger. "That hurts!" I said, shutting my eyes in pain.

"Just don't move around so much. It'll feel good in a second." He said. He kept thrusting his fingers into me as I tried to adjust to the feeling. As he did this, he gently kissed my back and shoulder.

Eventually, the pain faded and started to turn into pleasure. I started moaning uncontrollably as my mind was starting to get clouded with lust. Itachi took his fingers out, then flipped me on my back so I was looking at him.

My chest was heaving and my face was red. "How cute." Itachi teased with a satisfied smile. I couldn't argue as I continued to pant. Itachi smirked and pressed his lips against mine. 

For some odd reason, I started to kiss back. Something inside me snapped and my body started acting on its own as I took off Itachi's cloak and shirt. My eyes were hazy and I couldn't control myself. "Itachi..." I whispered as I sat up.

I wrapped my arms around him and gently licked his neck before nibbling his ear. Itachi moaned slightly and I kissed his neck again, slowly making my way to his torso until I reached the waistline of his pants.

I pulled down his pants enough to reveal his member and gently licked the tip. I did this a couple of times before taking the head into my mouth. I began sucking his member as I heard a few moans come from Itachi.

I took more and more of him in my mouth as I moaned until Itachi pushed my head away from his member. He pushed me down on my back and stared down at me.

"Sorry, but I'm in charge here. Understand?" Itachi said. My eyes were dazed as I all I could do was nod my head. "Good. It looks like you're ready." He said. I gasped and threw my head back into the pillow when Itachi gently pushed the head of his member into my hole. 

"I-It hurts! Take it out!" I whimpered. "Just relax. The pain will go away soon." Itachi assured. I shut my eyes tightly as tears started to slip down my cheeks. I felt Itachi hover over me and kiss my lips to ease my mind off the pain.

Just as the pain went away, Itachi shoved the rest of his length inside me in one quick thrust. I cried out in his mouth and put my hands on his shoulders. I wanted to push him away, but I was paralyzed from the pain. 

"I won't move. Just relax." Itachi said as he started kissing my neck. "T-Take it out. It hurts... I-Itachi..." I whimpered. His kisses trailed from my neck to my chest, trying to get my mind off the pain once again. 

I tried pushing him away, but he held my arm down and told me to relax myself. I tried, but it was hard since it was my first time. My body was trembling and my heart was racing as I took heavy breaths. 

After a minute passed, I looked at Itachi with teary eyes and whispered, "Move."

He obliged with my request and slowly began thrusting into me. This occurred for a while until he started going faster. I began moaning uncontrollably as he did this. I covered my mouth, thinking I was being too loud. 

Itachi switched my position so I was laying on my side and put my leg over his shoulder, then continued thrusting until I suddenly cried out in pleasure. 

I slapped a hand over my mouth and blushed madly. Itachi heard me and smirked. "Looks like I found it." He said. 'Found it? Found what?' I thought, confused. I loudly moaned into my hand when Itachi thrusted into me, hitting that spot he hit before.  

My hand subconsciously went to my member and I began stroking myself while my mother hand covered my mouth. Itachi groaned as he kept hitting that spot over and over. I stroked myself faster and harder, in which Itachi moaned and thrusted harder. 

"Eita, I'm close..." He moaned out. I bucked my hips into my hand and I came with a loud moan while arching my back as I my hand against my mouth harder to make sure I wasn't heard. Cum splattered on my chest as Itachi came soon after and the two of panted heavily. 

Itachi pulled out of me and I could feel his cum flowing out of my hole. He laid down next to me as I rolled on my other side so my back was facing him. It was quiet as we caught our breaths. Just as I was able to speak again, Itachi kissed the back of my shoulder. 

Don't tell me he wants to go again? "How was it?" He asked. I didn't answer as I stared at the wall. "Your body's trembling again. Are you afraid of me now?" Itachi asked. "No, it's not that," I shook my head. "I... liked it." I mumbled. 

I blushed at my own words and hid my face in the sheets. Itachi chuckled and lied down on his back. "I would've thought you'd say you hated it since you despise me." He mentioned. I didn't reply as I closed my eyes and drifted to sleep. 

What the hell is happening to me?

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