Note: This story was dynamically reformatted for online reading convenience. Maddie and Me, Part 2 By Big Mess The day had been an amazing one so far. Maddie came into my office and made me cum in my pants as she sat on my lap playing a video game on my computer. Then her mother stopped by to apologize for Maddie's behavior and promise me that it not only wasn't my fault but asked me if I wanted to babysit her for the night so she could get laid. She also told me that I was also okay to get more familiar with Maddie as long as I didn't take her cherry. I just finished fucking the fifth grader in the ass and we both came very hard. In fact, I had never came so hard in my life. Now Maddie was asking me to do it again... "Again Steve! Again!" She said as she kissed me again sucking my tongue deep inside her mouth. I was so happy that I not only didn't hurt her by fucking her in the ass, but here she was begging for more. "Maddie," I said to the naked nymph in my bed. "It's not that easy. It takes time for me to recover enough so I can do it again." "Awe! Come on Steve! My Daddy has fucked me three and four times in one night before!" she whined. I was amazed at the thought of it. I had never cum more than twice in one night before, even when I was younger. "Well Maddie, we can definitely do more stuff, but this will take some time in order for me to recover remember?" I looked at the clock and it read 6:41 PM. I laughed as I thought to myself that I already had more four orgasms one day than I ever had before and without a doubt I would be fucking this little girl all night long. "Okay what should we do until then?" she asked crawling on the bed on all fours sexily. "Let's eat!" I said. "We are going to need the strength if we are going to keep up this pace." I said as I put on a pair of boxers and tossed her a t-shirt of mine to slip on. "Okaaaayyyy" she said in a monotone voice not happy that we were not going to be having sex for a while. We went to the kitchen and I went straight to the fridge and grabbed a beer and got her a soda and grabbed a frozen pizza from the freezer and tossed it in the microwave oven. We went into the living room and turned on the Television waiting for the pizza to cook. "Do you have any sex movies Steve?" she asked as she sat on the couch. The t-shirt I gave her wasn't huge. It came down to just below her butt when she was standing up but when she sat down it rode up and showed her pussy and legs perfectly. "I might..." I said as I perused the DVD cabinet and moved to the back of the cabinet. "I have a couple good ones back here. This one is all about oral sex and this one is all about anal sex. This one is about men who seduce the baby sitter." "That one, that one!" She said bouncing on the couch. "Okay." I said as I opened it up and put it in the DVD player. Once in the movie started showing the credits of all of the girls in the movie getting fucked by the Daddy's who employed them. I sat next to her and she was focusing on the movie as it showed each girl. Then one girl looked a lot like her. She was skinny and had long brown hair just like Maddie with small breasts and a dynamite ass just like Maddie too. "That one Steve! Let's watch that scene. She looks like me and he looks a little like you too!" she said as she slapped my knee with her hand. I smiled at her and selected the scene and watched as it began. We sat back together watching as the scene started with a knock at the door. The man answered the door and she was smiling. She was dressed in a cute white dress like a little girl would wear and her hair was in pigtails. "Oh man!" I said. "What? What Steve?" she asked. "I just love those pigtails." She smiled at me and ran and grabbed her backpack again and took it with her into the bathroom. I let the movie roll on so the talking would finish. She was watching the fake baby and she put it to bed then began masturbating on the sofa over her underwear. Maddie came out of the bathroom but now her hair was all combed and pretty and up in pretty pigtails with pretty pink bows holding them up. "How this?" she asked as she turned around and showed me her hair. She was still in the t-shirt I gave her with nothing on underneath. "Oh yes Maddie, you look really cute! Come back here so we can watch the movie." I said and patted the couch. She smiled and came back over and sat down next to me and grabbed my cock in her little hand. She was watching the movie, but started stroking my cock trying to get it to come back to life. We watched the girl in the movie as she was fingering herself to a pretty heavy orgasm. Just then the Daddy walks in and catches her in the living room naked and cumming. "Oh I bet she's in trouble now huh." She said as she continued to play with my cock. It began to harden again and she noticed it. She looked at me and smiled as she continued to stroke my cock. Soon the movie has the Daddy between her thighs and eating her little pussy up and the girl came again. After that she dropped to her knees in front of the man and began sucking his cock. "Oh Steve, can I suck your cock?" I nodded and she pulled me up in the same position the man on the screen was doing and she began deep throating my cock just like the girl was in the movie. She watched the movie from the side as she sucked me. Soon she was getting really turned on and she was playing with her little bald pussy as she sucked my cock. She all but forgot about the movie as she played with her little cunt and fingered herself to an orgasm as she sucked me. "Ohhh, oh, yes! Fuck Steve. I'm cumming!" She said taking my cock out of her mouth for a minute as she came. I enjoyed the vision of her fingering herself to another orgasm and when she was finished she went back to watching the video that was on the screen and sucking my cock. She continued sucking me for about five more minutes when the Daddy on the movie pulls his huge cock out of the girl's mouth and bends her over the chair and puts her leg up and begins to slide his cock inside her pussy. She continues sucking my cock and again she had her hand on her pussy as she sucked me. Since I had cum so many times already I was able to not cum even with this sexy 11-year-old sucking my cock. She sucked me and looked back at me instead of at the movie and said, "Aren't you going to watch the DVD?" "No way baby. You are twice as sexy as that girl is. I'm fine watching you instead." Just as she was about to continue sucking my cock, the man stopped fucking the girl and he moved her to the sofa and arranged her in a position Maddie had never seen before. Intrigued she sat up and stroked my cock in her hand as she watched. He put her on the sofa upside down with her head hanging over the side of the couch. The actress knew what he was doing so she opened her mouth and he got closer and slipped his hard cock inside her mouth again and began fucking her mouth. "OMG!" Maddie said, she couldn't take her eyes off the screen. "Wow! She can take all of his thing when she does it like that huh? I wonder how she breathes." She said amazed at the new position. "Can we try that?" She asked me and batted her eyes at me. "Sure!" I said as I stood up and took her t-shirt off and positioned her the same way as the girl in the movie. She was completely naked and upside down and I reached up and massaged her pussy with my hand. "Mmmmmmm" she said as I moved my cock in place directly in front of her face. "Ok." She said as she grabbed my cock and guided it into her open mouth. I moved forward and she accepted most of my cock and she gagged as I hit the back of her throat and pulled me out. "Just relax your throat sweetie and when I hit the back just swallow hard and it should make it easier to take more." I said. She nodded and went back to work and I started pumping my hard cock deep into her throat. She choked a couple more times and I just kept going. Soon she figured out how to breathe as she sucked me and within a few more minutes I was fucking this little girl's mouth for all I was worth. I reached up and began twisting her sweet tiny breasts focusing on her nipples. I moved a hand up to her tiny bald pussy again and slipped a finger into her pussy as I fucked her mouth. "Ugh, Mmmmm" She moaned around my cock as I began fingering her. I slid one finger all the way inside her and she reached up and held up two fingers on her hand. I added a second finger inside her pussy and she rubbed my arm and moaned again. "Uh, huh!" I slid both fingers insider her slowly at first but then with more force. She was taking both my seven inch cock in her mouth as I continued to fuck her face and two fingers inside her pussy as I finger fucked her tiny pussy. I was impressed. This little nymph was as sexual as any woman I've ever met. Soon I had her on the brink of another orgasm as I fingered her pussy hard and fast realizing that her pussy was more than ready for its first real fucking. She came all over my hand and I pulled out of her pussy and mouth getting her ready to fuck. Maddie was panting heavily as I moved her back into a seating position on the couch. She looked at me and said "What's next?" "I'm going to fuck you now." I said as I pulled her legs wide open and moved my cock into position at the mouth of her little slit. "But I told Daddy I would save it for him! Wait Steve no!" She said squirming out of position. I looked her in the eyes and said, "Oh Baby, I really want to make love to you now. Your father has done everything else to you. Please let me be the first man to make love to you." "I don't know!" She said between breaths. "I promised him... But okay." She finally said. "I just won't tell him we fucked. I'm not cherry anymore and I'll just fuck him next weekend. Go ahead and fuck me Steve!" That was all I needed. I moved her back into position on her back lying on the sofa with her long legs high in the air. She watched my face as I placed my hard cock between her lips and rubbed the head between them. I spit on my hand and added it to the top of my cock. She was looking at me as I entered her pussy and her mouth was gaping and she took a deep breath as I entered her. "Oh Steve!" She said as I pushed the first couple inches inside her. Her tightness was nothing but amazing. I never felt such a tight grip on my cock before. "Oh Baby your pussy feels to fucking good! Are you okay?" I asked as I slowly pulled out of her and then back inside. "Uhhhh, yeah Steve. You're just so big!" She said as she reached down and spread her lips wider as I continued stroking in and out of her delicious pussy. I pulled her legs up over my shoulders and pumped deeper into her. The look on her face was amazing. She was ready for me to fuck her completely and she let go closing her eyes and going with my movements. Soon her body was pushing back to my thrusts as I fucked almost my entire cock into her nearly virginal pussy. "Oh, oh, yessss, Steve it feels so good now. Oh come on I'm cumming! Make me cum!" She wailed as I fucked my hard cock as deep as I could inside her immature pussy. "Oh yeah!" I moaned as I was about ready to cum again. I fucked her hard and deep as she pounded back to me and then I pulled my cock out of her tiny pussy and jacked it off cumming all over her young tits and tight stomach. "Ohhhhh no!!!" She cried as I came all over her. I finished spraying her with my cum and she stayed on her back and smeared all of my cum all over her impish tits and stomach. "I wanted you to cum in my pussy! Dang it Steve! You know what this means don't you?" She said with a devilish grin. "No little girl tell me what that means." I replied. She pulled me down closer to her by grabbing onto my nipples and squeezing them. "You're just gonna have to do that again!" she said as she kissed me and she smiled as she laughed. I finished our kiss and said, "I don't think that will be a problem Maddie. Not a problem at all." I kissed her again and picked her up and carried her back to the bedroom kissing her the entire time. I fucked Maddie one more time that night granting her wish and cumming what little cum I had left into her willing pussy. She came at least two more times that night as well. I was so happy that Maddie and I became such good friends. Such good friends.Maddie and Me part 2