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Carly's Story
Date: 2/11/2024, Categories: Transgender & Crossdressers, Author: byJoetex_13
... hand. "All of it." Carly sat on top of me, straddling my hips. My hands rested on either side of her waist, with hers around the back of my neck. Slowly, she moved closer to me, and kissed me. The pace of our kisses were slow, but the intensity was unmatched by every other time we had ever kissed. She was moving her hips, grinding slowly across the length of my cock. She broke the kiss and stared at me, her blue eyes piercing my heart. I stood up, and Carly lowered to her knees in front of me. I took my shirt off, and dropped it onto the couch. Then I extended my hands down to her and helped her to a standing position. I picked her up, with one arm under her back and one under her legs, carrying her to my bed. As I lowered her onto the bed, I kissed her once again, unfastening her bra and throwing it off the bed, and peeling her panties down her legs, exposing her cock to me. I then stood back to admire the view while I unfastened my pants. I climbed on top of her and started grinding her pelvis with mine, my hard cock sliding against her small, soft one. Still kissing her, she started lightly moaning in my mouth, wrapping her legs around me. "I want it like this," she said. Desire tore through my body like a lightning strike. I grabbed the bottle of lube and poured some on my cock, before taking more and painting the outside of her tight asshole. I slipped the tip of my finger inside her, sending a shiver down her body, her skin erupting in ...
... goosebumps. "Are you ready?" I asked her, looking down at her. "Go slow," she said. "But yes..." I positioned my cock at her entrance. Looking back up at her, she nodded at me, so I pushed forward slowly. From the pressure of my hard cock, I saw her asshole start to open. Pushing just a little further, the head of my cock disappeared inside Carly. "Oh, FUCK!" She screamed. I froze, fearing I'd hurt her. "Sorry!" I said, and began to pull out. "No! Just stay right there!" Carly said, her voice straining. I kept statue still, while my girlfriend adjusted to the invasion of my cock inside her. She took some deep breaths, and I felt her ass relax its grip slightly. "Ok... just a little further in," she said. I continued, and pushed in another inch. She moaned loudly, and I looked down to see her cock suddenly hard. I paused for a moment, letting her adjust to the depth again. We repeated this process a few more times, until finally, I bottomed out and my hips pressed against her ass. Her eyes shot wide open. "You're all the way inside me!" She gasped at the realization. "Are you ok?" I asked, still concerned. As much as I wanted to have sex with Carly, I wanted even more not to hurt her. "I'm good," she said, grunting a little when she shifted her hips. "Go." I slowly pulled my length back out of her until only the head was inside her, then plunged back in. Carly let out a moan as I slid my cock all the way back in her. On the next withdrawal, I poured ...