1. Babysitter's First Time


    Date: 2/18/2016, Categories: First Time, Mature, Taboo, Author: brianbigdogsmith, Rating: 100, Source: xHamster

    mouth to his while his other hand went to the small of my back. Charles kissed me gently, and then harder, pushing his tongue into my mouth and I liked it. Kissing him felt good, it was familiar and soft and nice and it made me feel safe. I looked in his eyes, for just a second after we stopped kissing, and then Charles pulled my face against hi neck and I felt his hand pressing hard against my lower back. He lifted his hips, thrusting upward hard, driving several inches deeper into my virgin sex. Pain exploded in my pussy, and more, in my tummy, like I'd just been punched or something. I screamed against him, his body muffling the sound and I gripped the man tightly, my body tensing against the unexpected flash of agony. He'd ripped through my hymen and stretched my sex mercilessly, tearing through my soft flesh so that more than half of his huge penis was buried inside my body. Tears flooded my eyes and I felt sick almost, and weak like a small c***d. I clutched Charles and sobbed, my body shaking and every movement bringing a fresh stab of pain. I tried not to move, I didn't want to try and get off of him, nor could I stand thinking about his penis going deeper. I just wanted to stay like that, afraid of doing anything that might make it hurt again. &#034I'm sorry...I'm sorry, baby...Shhh...it's all over now...&#034 Charles was kissing me and stroking my body gently, not moving at all. But I could feel his cock inside me, like it was throbbing and swelling even more. My ...
    pussy burned around him and I had no control of my aching muscles, they spasmed all on there own and that was another sort of pain. My body was contracting around him, squeezing his penis, and there was nothing I could do about it. I think we just sat like that for 5 minutes. Maybe longer, before Charles began moving, just a little. I'd stopped crying and the sharp pain was gone, but it still hurt a lot. He was moving just a little, back and forth and at first I'd really dreaded it, shaking my head and begging him not to move. But it wasn't that bad, not like I'd feared and so I stopped trying to make him stop. I was tired and feverish, my eyes hurt from crying, my lungs hurt from trying to breath, and my pussy and tummy and thighs, they all hurt. &#034I'm going to cum....ohmmmm...&#034 Charles sighed and kissed my cheek and then my mouth, coaxing me to kiss him back and I did. I wasn't mad at him, I loved him, but I didn't really understand why it had to hurt, why he had to do it like that. But then I could feel his penis, it was moving inside me and then jerking and then there was a funny sensation, really vague like I could barely feel it at all, but I did. Charle's was cumming inside me, his penis shooting his sperm inside my painfully stretched pussy. He kissed me hard and I kissed him back then, suddenly feeling better because I knew he still liked me. He was putting his sperm in me, so he loved me. I almost forgot that it had hurt so much and just tried to think about ...