I pressed myself into him, and was surprised to feel a slight moan vibrate my mouth as my pelvis made contact with his. Even through our clothes I could feel his cock straining against the fabric.
"I need you." He mumbled into my mouth in a low voice I'd never heard before.
My fingers danced at the hem of his shirt, nervous to take this further. He sensed my hesitation and pulled back, giving me a soft smile before quickly taking off his own shirt and undoing his pants. He stood in front of me in just underwear while I remained fully clothed and I grinned. This was Jack! We were friends. I knew how sweet he was and this gesture was akin to a "come on in, the water's fine!" Instinctively I knew he'd be nothing like the rough, manipulative partners I'd had in the past.
Reassured, my lust won over and I led him over to his bed, stripping along the way. He lay back and held his arms out as I crawled on top of him, pressing my lips to his as we rubbed our almost naked bodies against each other, our underwear providing the only remaining barriers. His strong arms held me tight and I could feel my soaked panties rub against the sensitive skin of my vulva as he ground his boxer-clad cock up into me.
I broke the kiss for a moment to grin playfully at him. "I need you too."
He adjusted us so I was laying facedown on the bed facing the wall and stood for just a moment to remove his boxers and slide my panties off me. From this position I couldn't see his naked body and my mind raced wondering what his cock looked like. I felt him climb back on top of me and he pressed his now fully uncovered flesh into mine. I gasped when I felt his hard cock head rub playfully at the edge of my dripping pussy, desperate for him to fill me.
He entered me in a slow, tantalizing thrust that caused my body to squirm in anticipation. I could feel my tight entrance stretch painfully to accommodate his cock, blindly accepting what my eyes hadn't seen.
"Surprise." He whispered in my ear, his hot breath sending shivers down my neck.
I groaned as his cock continued steadily forcing its way into me, stretching me more than I'd ever felt before. He was slow but huge, and every push forward caused a searing heat to build in my desperately horny pussy.
He lifted my hips just enough for a moment to slide one hand under me and quickly found what he was looking for - my sensitive clit. With my body pressed into the bed it was a bit awkward, but he began to rub it, harder than I normally would have liked but I was so turned on even the rough touch felt incredible.
After a few moments he took his hand back and I whimpered at the loss as he began to fuck me harder, sawing his dick in and out of my soaked slit and hitting every sensitive spot inside me. I wanted so badly to orgasm with his cock pressed deep into me that I found my hand creeping down under my body towards my aching clit. I'd always been embarrassed to touch myself while I was being fucked but my body was so desperate to cum that I didn't care. I groaned hard as my fingers rubbed my clit more gently, his cock continuing its frantic penetration. I could feel his dick getting even harder in me and wondered if he was close too.
With a cry I began to shudder with an incredibly intense orgasm, my pussy contracting hard and fast on the large cock stretching it open. I bucked my hips up into the air, desperate to feel his cock bottom out inside me, and was rewarded with a hot splash of his cum coating the inside of my pussy. He moaned with me as he emptied his balls into me with powerful final thrusts, my body still shuddering around him with the intensity of my own pleasure. He withdrew from me, my swollen pussy now bright red and dripping with my own fluids and his cum. He flipped me over again so I lay wide eyed, staring up at his flushed face as he smiled down at me.
"Fuck." We both said in unison, laughing, his sweaty hair brushing my forehead.
"I know we joke around a lot but I need you to know something"
I shiver, my body reveling in the pure bliss of finally enacting what I'd been fantasizing about for months. "Oh yeah?"
"You are seriously the most beautiful woman I've ever met."
"Wow ok I can't top that, you're pretty cool too." I joked with him. He smiled and kissed my neck, tracing his fingers down my heavy breasts and the curve of my hips.
"I wanted you so badly I didn't even get a chance to admire all this!" He spoke in low tones and I gasped again as two of his large fingers slipped down into my messy pussy, rubbing around the entrance, spreading our concoction over my skin like a work of art.
"You're so tight, you felt incredible on my cock, even better than I imagined. I'm not going to lie, I've masturbated to this exact scenario countless times and I severely underestimated how good you would feel."
As he spoke his fingers were pressing into my slit, mimicking the motion of his cock as he began to slowly finger fuck me. My pussy squeezed his fingers, trying to match his rhythm, as he lifted his thumb to rest on my clit. His roughness from before was gone as he rubbed me gently, his fingers and thumb working in one fluid motion to tease me. Each touch felt like an electric shock in my already sensitive, post orgasm pussy and before I knew it I was shuddering with another intense orgasm, surprised and a little embarrassed at how little effort it took for him to make me lose control. With his fingers still in me he sighed happily.
"I'm glad we finally had this talk."