The strange look in my brother’s eyes as I straddled his hips and confessed to being a virgin caused me to pause. “You think something’s wrong with me, don’t you?” My stomach burned with anxiety. To come this far and be denied would be too much.
“I just-” Milo swallowed noisily, and wrapped his hands around my waist. I could feel the tears beginning to burn behind my eyes. “I thought you weren’t, you know…”
He might as well of taken a knife and plunged it into my chest. I pulled out of his grasp, and climbed off his lap. “Well, I am, okay. I only gave head to Chase- and that was only to get you to notice me,” I admitted. I reached down to grab my bra and shirt.
“Lena,” he whispered. His voice was tight and husky. “I like that you’re a virgin.” He smiled awkwardly. Milo sat up, and I knew his dick wasn’t objecting to my state of purity as it was rising to attention.
“I-”
Milo cut me off. “So I’ll really be your first?” He asked, inviting me back to bed. I sat down beside him, and nodded feeling almost dazed. My emotions were all over the place, and my twat burned with need. God damn these jean shorts!
With a smirk and an aroused gleam in his eye, Milo wrapped his arms around me. Chest to chest, I looked up into his eyes. our faces were mere millimeters apart. His gazed warmed me like a hot sun. Our lips met and it was like a sudden explosion. He pressed me down into the bed, rolling on top of me. Hungry need over took us, his tongue dancing with mine. He groaned, and I felt a hand skim my stomach and find the button of my shorts. I raised my hips as he pulled them off along with my cotton day-of-the-week panties. They were Tuesdays on a Thursday.
“You’re not going to leave this time, are you?” I asked when his mouth left mine to travel further south.
“I didn’t want to leave last time; I made myself leave.” A finger traced around one of my nipples. They puckered, and I wanted so much to have his warm mouth on them. “I thought I could ignore it- ignore this, but I can’t. I want you too fucking much, Lena.”
“Fuck me then.” I whispered. I was surprised I could even keep a straight voice as he took the moment to take my right nipple into his mouth.
My back arched and a high pitched gasp erupted from my throat. Milo used his tongue to flick the nipple between his teeth while he groped at my other tit. I could feel his hard cock pressing against my inner thigh. I spread my legs a bit further apart, and tilted my hips upwards. His free hand wandered down and stroked at pussy lips.
“I’m ready,” I whispered in his ear, wrapping my arms around his neck.
His fingers parted me, feeling my wet need. My brother rubbed my clit a few times before pushing two fingers inside of me. “I don’t want to hurt you.” He stretched his fingers, spreading them apart, stretching me. I wondered if my hymen was still intact. I’d never put anything inside me, and couldn’t recall any accidents that could have torn it. I wanted Milo so bad, but I had to admit that I was kind of afraid. Milo balanced on his knees and one arm as he grabbed his cock.
I had to get over the fear. “Inside me, I want you inside me, Milo.”
Without any hesitation or fanfare, Milo lined himself up and began to push his way in. Instinctively, I froze up. He felt huge. I looked down between our bodies. Milo was concentrating on getting his huge appendage into my little hole. God, he didn’t even have the whole head in!
He pulled back, and let go of his cock. He grabbed my hips and tilted them a bit more. “Bend your knees like a frog, maybe that will open you up a bit more.”
I did as he said. The cold air on my cunt made me shiver. “Try again,” I said.
Again, Milo lined himself up and started pushing himself inside of me. I must have winced or made a sound because he withdrew again. “I’m going to just do it real quick. It will be easier that way.” I bit my lower lip and nodded. I grasped onto his biceps.
“Uh!” I gasped, the sound escaping from my mouth in a quick huff As Milo pushed all the way to home base. My pussy felt like it was burning, and stretched beyond it’s means. Milo bumped up against my cervix, and I winced. My whole body contracted. I dug my fingernails into his arms.
“Holy shit,” Milo muttered. “I don’t think I’ve ever felt a pussy this tight.”
I felt him begin to move, and the pain sparked new as he began to pump in and out of me, slowly at first. Soon he was pumping hard, his body forcing mine up with every thrust. My head knocked the head board adding to the sound of his grunts.
I had wanted this so much, and now, I felt like crying. I had never imagined it to hurt like this. I thought it was an exaggeration, one to scare girls into staying virgins. Tears brimmed in my eyes and made my vision blurry. Milo was lost in his pleasure, in and out, in and out. The sound was goopy, and felt gross. With a loud slurp, Milo pulled out completely, and then shoved himself balls deep inside of me.
“Ugnh!” He groaned, and pressed into me to go as deep as he could. He pounded with a sudden intensity against my cervix again, then collapsed on top of me. His dick began to shrink, and I felt it slip out with a pop. Milo’s eyes were half closed as he kissed me again, and pulled me into an embrace. I felt too over stimulated to move.
“Did you like it?”
Milo’s question, the burn in my pussy, and the realization that he hadn’t noticed how uncomfortable I was got to me. I couldn’t let him see me cry. So I leapt out of his arms, grabbed my clothes, and ran out of the room. I slammed my door shut, and sunk down to the floor.
Tears poured from my eyes, my body shook with ugly sobs. I felt something trickle out of pussy, and reached down to feel. My fingers were covered in thick, pink tinged cum. Absentmindedly, I rubbed my fingers and thumb together, as my crying became silence. I pulled my fingers apart, and the cum stretching into sticky strings.
I don’t know how long I sat there, staring off into space, rubbing my fingers together. Long enough that Milo stopped banging on my door, and trying to coax me to open it.
This was what I had wanted, so why did I feel like such shit?
***