I squirmed a little at the odd feeling as Phil looked at me for permission, to which I slowly nodded.
He began moving his finger in an out slowly, causing my breath to hitch a little as I pushed down onto his finger, getting used to the feeling and wanting more. Phil kept moving one finger in and out of me before I got impatient and started asking for more.
Phil smirked a little before pushing another finger in alongside the other, making me wince slightly. His fingers were longer then my own. It felt slightly uncomfortable, but I wanted to keep going so I tried to hide the uncomfortable look I was sure was on my face.
He slowly twisted his fingers and began pulling them out a little and pushing them back in hesitantly. I bit hard on my bottom lip as he began scissoring, placing kissing on my chest to try distract me.
I wanted to get this over with so I asked for more, just one more finger. He nodded and pushed a third one in, my breathing going ragged at the feeling and a clear look of pain becoming clear on my face.
Phil looked at me with eyes that looked slightly sad as he saw he was hurting me. I was scared he was going to take his fingers out and leave me empty, so pushed back on them quickly, soon regretting it as my eyes filled with tears.
I buried my head in a pillow, trying to stop the tears. I couldn't cry during sex. I /couldn't/. That would be so goddamn embarrassing, but I don't react well to pain.
Phil leant up and pecked my chin, "Hey, sweetie, it's okay. Are you alright?" He asked, slowly starting to move his fingers out of me, but I stopped him by grabbing his hand in place. "D-Don't move... I'm okay, I just don't react well to pain."
"Oh god, I've hurt you?" Phil asked, guilt in his voice. "I knew stretching would hurt and I should've warned you-" I cut him off by shaking my head. "It's okay. I thought it would hurt, but I just need to get used to the feeling of being so full."
He sighed softly and nodded, starting to kiss my neck, causing me to gasp. "Do you still want to continue? We don't have to. We can leave it and go watch some movies and cuddle if you want?"
I shook my head quickly, "That sounds amazing, but I really want this. I want you... Y-You can move." I said quietly, getting used to the pain that was subsiding.
"You sure?" I nodded and Phil slowly started moving his fingers again, this time a sharp breath of pleasure being released from me.
He curled his fingers slightly, causing me to gasp lightly at the feeling. I whimpered quietly and squirmed a little as he continued scissoring me until I was sure I was ready.
He pulled his fingers out of me and I had to suppress the whine from the loss of contact and from feeling so empty.
He squirted a good amount of lube onto his hands and pumped himself a few times as he applied it to his length before crawling back on top of me, pushing me down onto the covers gently.
I took a deep breath as he positioned himself between my legs, his tip pressing against my hole. "Ready?"
I quickly nodded, looking up at him. "Make love to me..." I was ready for this. He looked down into my eyes and kissed me gently before slowly starting to push himself in, inch by inch.
My breath caught in my throat as I tried not to arch my back up, feeling fuller and fuller with each second. I could feel the burn of pain from the stretch, but I tried not to focus on that and decide to focus on the pleasure of feeling Phil throbbing against my walls.
I gave him the go ahead and he pulled out a little before pushing back in, keeping a steady, slow pace for a few more thrusts before I started feeling more pleasure, pushing down into his touch.
He rested his head against my shoulder, kissing softly as he muttered sweet words such as 'you're so beautiful' and 'you're so goddamn pretty.'
I blushed at each compliment, getting more comfortable with the situation, the pain leaving and pleasure taking over.
"F... Faster." I breathed and he nodded, moving faster in and out of me, whimpers and moans carelessly slipping past my lips.
I started to properly loose it as his thrusts got harder and quicker, his lips attaching to mine for a sloppy kiss before attaching to my neck, nibbling softly.
I gasped, reaching out and digging my nails into the small of his back.
It didn't take long before he had changed angle, pounding into me at fast pace as I screeched his name. "There, fuck... Right there," I panted and he smirked, grabbing my hips and pinning them firmly as he began fucking me into the mattress, my nails dragging along his back, probably leaving some kind of mark.
He reached between us and grabbed my cock, pumping in time with his thrusts. "Phil! Oh, god, close..." I chocked out, the feeling too intense and wonderful, feeling him slid in and out of me at the most amazing pace.
"Me too..." He murmured, each thrust getting harder and faster, sending me further up the bed.
He ran his thumb over my slit, pounding straight into that delicious spot over and over again. "Phil!" I practically screamed, panting heavily as I came over his hand, whimpering as he rode me through my orgasm.
He bit down on my shoulder and I could tell he was so close, that he just needed that little push over the edge. "Phil, please, come inside me... I love you." And with that and one hard, last thrust, he came deep inside of me, a small whimper leaving my lips.
He collapsed on top of me, breathing loudly before slowly starting to pull out of me, but I didn't want him to, not yet.
I quickly reached out, trying to grab ahold of his hips and stop him. He stopped and frowned at me. "Stay in a little longer..."
He smiled and kissed my forehead, "I'll get hard again, Dan." He pulled out and flopped down next to me. "That was amazing. You're amazing. Thank you, for giving your first time to me."
I smiled tiredly and kissed him softly, "thank you for making it one of the most enjoyable experiences of my life."
He pecked my nose before standing up, walking towards his boxers and slipping them on before picking up his jeans.
I frowned and sat up, wincing at the aching of my ass. "What're you doing?"
"Going home.." Phil replied simply, causing a panicked expression to form on my face. "What? Why?" He wasn't just going to leave, right?
