Note: This story was dynamically reformatted for online reading convenience. Maddie and Me, part 1 Mg, sex play This tale starts about six years ago when I began working at a very exclusive school. I worked there for a couple months before I met a little angel named Maddie. She was the daughter of a woman who also worked at the school. When I met her she was in the fifth grade. I was working during Winter break and all of the students were on vacation. I was listening to music while working and she popped her head into my office looking to see if someone was there. "Hi!" she said as she brought her scooter into my office and let it fall to the ground. "My name is Maddie! Are you Steve? My mom sent me to ask if you could watch me for a little while. She has a lunch date and won't be back until 3:00." "Sure I can do that. But I'm working. Can you keep yourself busy?" I said looking her over. She was a thin girl and long brown hair. She was wearing tight black yoga pants and a white tank top that snuggly fit on her showing her tits that were just beginning to develop. "Sure!" She said as she grabbed her scooter and sped off back in the same direction she came. I knew her mom well. She was named Mary and she was the Principal's assistant. I went back to work and started thinking about Maddie and her Mom. About an hour later she came back much like she did before, letting the scooter fall as she entered. "I I'm bored." she said. "Oh yeah?" I said. "I'm kind of busy but what do you want to do?" "I dunno!" She said. "Can I play a game on your computer?" She went around the side of the desk and climbed in my lap and grabbed the mouse. "Maddie, I said I'm busy." Her ass was directly on top of my cock and she was moving around trying to find her favorite game site on the computer. "Oh, come on Steve. My daddy always loves it when I sit on lap and play video games. He says it makes him feel good when I do." She said. "Oh yeah?" I replied. She didn't stop wiggling her butt. I looked down and her tight, thin pants that clung to her ass. She found the website and started playing a game where she dressed the girl and did her makeup. She was quite busy and she never stopped wiggling her butt on my crotch. I felt myself getting aroused and said, "OK Maddie, you really need to get off my lap now sweetie. I'm getting uncomfortable." "Is that what you call it I?" She said as she looked over her right shoulder at him and continued grinding her ass on my hardening cock. My Daddy's thingy gets hard when I play on his lap like this too!" She said with a giggle. I didn't know what to do. Here I was with a cute eleven-year- old girl sitting on my lap masturbating me with her ass. She dropped her hands down to the armrests of the chair and ground on me harder. My cock was almost fully erect now and the girl was rubbing my cock all the way up and down her ass crack. I rolled my head back and groaned, as was feeling really good now letting the little girl rub me off through my pants. "Maddie, sweetie... I really need you to stop now!" I said as she continued dry humping me. "Something's going to happen if you don't stop!" "Are you going to cum?" She asked as she turned and stopped. "I like it when Daddy cums in my mouth. Will you take it out and cum in my mouth Steve?" "Oh god!" I said as I came in my pants. Maddie giggled again as she rubbed my cock again with her ass as she realized came in my pants. I groaned loudly as I came. Maddie smiled as she finished pleasuring me with her lithe body. "Did that feel good?" She asked as she stopped riding me. "Yes sweetie. It felt great. Do you and your Daddy play games like this?" I asked. "Lets just say we have a lot of fun whenever I visit him." She replied. "So, did you cum in your pants? It's such a waste! I love cum! You should have waited and put it in my mouth!" She said happily. "Maybe next time Maddie." I answered. "That's a deal!" She said. Maddie hopped off my lap and picked up her scooter and scooted out of the room. "Bye!" She said as she went out of sight. I could not believe what just happened. Not only did the girl grind me to an orgasm she implied much more experience. I went to the men's room and cleaned up. I was a mess! My underwear completely covered in cum. I was sure they were a total loss so I stepped out of my pants, dropped my boxers and put pants back on. I continued my work when I returned to my office. About an hour later Mary came to my room and knocked on the door. "Are you free?" She asked. I got nervous. Mary was Maddie's mom. "Sure." I said. "Maddie just told me what she did and I have to tell you I'm sorry." She said as she sat in the chair next to my desk. "Maddie is a very special little girl. She is quite advanced in many areas, as you may know. She seduced her Daddy about six months ago. He had her for a weekend and she did the same thing she just did to you. Soon she was sucking his cock every night and every morning when she stayed with him during a visit. She told me after she started with her Daddy and soon she seduced me. She woke me up one morning. She had crawled into my bed and started sucking my nipples then before I woke up she was licking my pussy under the covers. Before I knew it I came in her mouth and she had me too." "Wow." I said to her. "I don't know what to say!" "I just want you to know that we are okay with it and it's not your fault. She is quite the nymph. I was also asked to find out if you could watch her tonight?" She asked. "I have a date tonight and Maddie wants to go to your house instead of going to her normal babysitter. She thinks you guys would have more fun!" "Sure!" I said. I was amazed. Here was this woman I've known for years and she was giving him the OK to have sex play with her eleven-year-old daughter. "What are the rules?" I asked. "Just don't fuck her. Her Daddy is saving her cherry for a special occasion." She finished as she stood up and walked to the door. "Okay? Oh but I just mean her pussy. Her Daddy says she's really good and loves to get it in the ass!" I was speechless. Chapter 2 Mg, oral I walked towards Mary's office to get Maddie and I had to fight it not to get a hard on in my slacks on the walk over. I had already ditched his boxers since Maddie made him cum in them earlier. Being commando made any movement of his cock that more obvious. I saw Maddie outside her Mom's office. She changed her clothes and was wearing a pair of tight yellow spandex volleyball shorts and a loose fitting sweatshirt. She stood up picking up a bag with her as he walked in her mother's office. "Hi!" Said Mary as I entered the room. "She insisted on changing her clothes. She thought you prefer her in these." She said. I looked at Maddie and she smiled at me. Her hair was in a ponytail on the right side of her head. "Well she's right! I think she's gorgeous." She smiled wide and went up and got on her tiptoes pulling him down by his shirt. She kissed me on the lips and said, "Let's go you! Bye Mom!" She grabbed my hand and pulled me out the door. "Okay well see you tomorrow!" I said as the girl pulled me out of Barb's office and towards the parking lot. "Okay then." Barb said. "Don't do anything I wouldn't do..." She said under her breath. "Not that that takes off too many things" She laughed to herself and turned off the computer and proceeded to the lot as well. I was walking with Maddie and she skipped beside me. "So you really do like my outfit?" She asked as she pulled up the shirt that was hanging over her ass. "I love these shorts. They make me feel sexy!" She said as she ran in front of me and started walking backwards as she pulled the shorts higher on her slim hips. "What do you think?" She asked as she gave herself a hell of a camel toe. I watched the little nymph as she sexily walked in front of me pulling the thin materials inside her little pussy. "Did you forget to put on underwear?" He asked. "Forget to?" She said. "No, I did not forget to put on underwear." She said as she laughed. "I just never intended to wear any with these shorts. I never do. My butt looks so much better in them without underwear getting in the way. Don't you agree?" She spun around and showed I her tiny ass wrapped snugly inside the tight black shorts showing no sign of underwear. She looked great. I wondered what her ass felt like under those shorts. "I can't argue with logic like that." I said. "You look very sexy." "Thanks!" She said as they reached the car. I unlocked the car and we both got inside. I started the car and she leaned over in the passenger seat as close to me as she could get with the small console between them. I started the car and pulled out of the parking lot waving at her mother as we left. As we were driving Maddie played with the radio until she found a song she liked. Once she found one she turned back to I and said, "So are you wearing any shorts under your pants?" "No." I said. "I ruined the ones I had on earlier no thanks to you." I said and I smiled at her. "I thought so." She said as she reached over and put her hand on my hardening cock. "I thought I could see your thingy really well in your pants." She started playing with my cock and was rubbing it up and down inside my clothes. Do you like it when I play with it?" She asked batting her eyes at me. "Yes." I said. She smiled at me and reached up with her other hand and unbuttoned my pants and unzipped them all the way down. "Mmmmmm" I moaned as she reached inside my slacks and pulled my cock out of my pants and looked at it for the first time. Her cool hands felt great on my hot cock. "You have a big thingy!" She said as she played with it in her hands. "I like it. It's bigger than my Daddy's." She looked at him with a funny look and said, "Ooops!" She placed one of her hands over her lips. "I'm not supposed to talk about that." She said. "Don't worry sweetheart. Your mother told me everything." I said. "I know you seduced both of your parents. You mom said we could do whatever we wanted except for fucking you in the pussy." I told her. "Really?" She yelled surprised that I was all for it. "Yeah. So go ahead and have fun. Show me what you can do!" I replied. "Yeah!" She said as she grabbed my cock and put it in her mouth. I was not ready for that move. She put about half of my cock in her mouth and then started bobbing her head up and down trying to get more of it inside her. I pulled over on the side of the road and turned off the lights. Maddie noticed I was parked so she sat up on her hands and knees next to me to gain leverage. She was pumping my hard cock with her right hand as she continued bobbing up and down. "Hmmmm" She moaned around my cock and she was slurping nosily as she bobbed up and down trying to make me cum. She stopped and took her mouth off of his cock and said, "I want you to cum in my mouth!" "Keep that up and you'll have what you want sweetheart!" I replied as I pushed her head back on my cock. She moaned again and she returned to my cock and she had almost all of it in her young mouth. She continued pumping with her mouth and hand and soon I grabbed the back of her head. She knew I was cumming now so she sucked harder. "Ohhhh!" I groaned as I came in her hot sucking mouth. Her eyes were closed and I pulled tightly and she swallowed my load. Spurt after spurt went in her mouth and down her throat. She swallowed furiously. Once I was finished she sat up and smiled and added a little giggle. "Yummy!" She said as she looked over her shoulder and out the rear window. Behind them a police car just pulled up and the cop was coming up to his window. "Uh oh." She said. "You're getting pulled over. I quickly zipped up my pants and straightened my shirt. The cop knocked on his window and as flustered as I was I opened the window and said "Good evening officer. Was I speeding?" The cop did not laugh or even smile. He just looked at me and said, "Funny! No we have seen an increase of people pulling their cars over in inappropriate places to have sex." He leaned over and looked in the window at Maddie. He was a little startled. He knew when I pulled up behind the car that the man in the driver's seat was getting a BJ from the passenger in the other seat. He saw me flex as I came in her mouth and the girl come up from my lap. He'd seen it a hundred times this month. But the girl he was looking at was quite young. "Are you okay sweetheart? Is this man hurting you?" He asked Maddie. "No officer I'm fine. This is my daddy and I was just hugging him." She said as she looked at him. "Did we do anything wrong Daddy?" "No honey, you're fine. I thought I saw something, but there I couldn't have seen what I thought I saw. Did I sir?" He said looking at me. "No, we were just talking. Her mother is very sick and I was consoling her officer." I said. "Oh, OK." He said. "Well be careful. This road is not as quiet as it may appear." He said as he tipped his hat at I and turned around and walked back to his cruiser. Maddie looked at him as he rolled his window up and Maddie giggled looking back at the bewildered officer. "Wow! That was close!" She said. "We have to be more careful! Do you think he saw anything?" "I agree! And no I think he saw something but cannot believe it was actually what was happening." I said as I pulled out and drove towards his house. Once they were at his house I pulled up and opened the garage and parked the car and closed the door. Once it was closed we got out of the car and went inside. Maddie carried her bag in with her and they went into the living room. She laid her bag down and sat on the couch. I watched her perky ass as it wiggled across the room in her tight shorts. Maddie turned and noticed I was watching her walk. "So what should we do next?" She asked as she walked closer batting her big natural eyelashes at me "I need a shower. Would you like to join me?" I asked. "Yes!" She said as she ran towards what looks like the bedrooms. "Which one is yours?" "It's the last one at the end of the hall." She bolted into the room and ran towards the bathroom. "Wow!" She said. "Look at the size of this tub! Oh cool and you have one of those two person showers too! You must be rich!" I followed her and saw her stripping out of her clothes in his bathroom. I smiled and said, "No Maddie, it's just a house. Let's take a shower. We can take a bath another time." "Okay." She said as she opened the glass shower door and turned on the water. Once it was warmer she stepped inside and closed the door. I stood there looking at her as she pulled out the band that was holding her ponytail up and she put her head under the faucet and wet her hair. I admired her body. She had the purest whitest skin he'd ever seen. Her breasts were just beginning to form. Her nipples were large and swollen. They were little buds and were big and bumpy. She had a seriously tight stomach that led to her bald puffy pussy. I started getting a hard on again. Maddie saw that and smiled splashing the door with water. "Come in! The water's fine!" She said giggling. I took off my shirt and shoes then his socks and tossed them in the hamper. Maddie watched him as I took off my pants revealing my cock to her again. This time in all it's glory. "Wow!" She said. "You sure do have a big thingy mister. Hurry up I need to be washed good. I'm so dirty!" "Good thing." I said as I opened the door and stepped into the warm shower. Maddie stood there in the water spray and I turned another knob in the shower and two more showerheads turned on flooding us in warm water. "That's better." I said as I pulled her closer to me. I was behind her and she pushed her body next to me and she wrapped her arms around me. Then she looked back at me over her shoulder and pulled my head down to hers and kissed me deeply. Her tongue entered his and she moaned around my tongue as she wiggled her ass around his hard cock. "Its not a thing. It's my cock." I said to her. She smiled at him and kissed him again this time reaching back and grabbing his cock with her small hand. "Say it Maddie. Tell me how much you love my cock." Maddie turned to me and was rubbing my cock up and down with her hand as she smiled at me. "I love your cock!" She said. "I want to suck your cock I. Can I?" I nodded quickly and said, "Yes." She said as she lowered her head and put my cock in her mouth. I groaned. My cock was about seven inches long and about 3 inches thick. I know now it's the biggest cock she's seen. She got down in front of me in the shower. She was pumping my cock with her right hand and bobbing up and down on my cock. She sucks cock really nosily. Her mouth was wet and slobbery. She sucked harder making noise as she did. She saw my eyes close and she increased her depth. Soon she had most of it in her mouth and throat. I stopped her because I know she was about to make me cum. She Looked up with a frown and said, "I want more cum! Please give it to me please." I pulled her back on my cock and she finished me off. I came in big torrents inside her mouth. She moaned loudly as she felt his cum entering her mouth. She twisted her hand around his cock as she was sucking him deep. I groaned as she swallowed every drop I had to offer. Once I was finished and she felt it getting soft in her mouth she got off her knees and smiled. "I love the taste of your cum." She said. I helped her up and turned her around pressing her ass against his wilting cock. Her skin felt so soft and smooth in the warm shower. I ran my hand down her body and she reached up with her left hand and put it around his neck. She closed her eyes and cooed as my hand reached her young pussy. She held onto me as I separated her pussy lips with my fingers and rubbed the inside her pussy. "Mmmmmm. Yesssss." She moaned as I fingered her. I found her clit and she jumped when I touched it and opened her eyes. She bit her lip and I rubbed her clit making her gasp and breather faster. I kept playing with her pussy and soon she was about to cum. She pulled on my neck and moaned as she came. "Ohhhhhhhhh yeah, I love it!" She cried as I made her cum in my arms. "Wow, that felt great! Do it again!" "Let's finish our shower and then head to the bedroom. We have all night Maddie. You've only been with me an hour since we left school and I've already cum twice and you once. We need to pace ourselves." "Okay." Said the little doll as she finished her shower. I washed her back and her front and she did the same thing for me. My cock was flaccid and she wanted it to get hard. "Ok." I said. "Let's dry off and get something to eat." Chapter 3 Once she was dried off Maddie put on only a sexy pair of little boy shorts and walked out of the bathroom and laid on the bed facing me with her head at the foot of the bed lying on her tummy with her legs cocked up coyly moving her legs up and down. She was enjoying the show of me drying off. I walked into the room naked only holding a towel in front of my cock and asked her, "Should I get dressed?" Maddie nodded slowly giving me a look far above her years. "Uh uh." She said shaking her head from side to side smiling. I was in reach of her now and she reached up and pulled my towel off and tossed it on the floor. She looked at my cock again then up to my eyes and smirked. "I want to eat your pussy." I said. She pulled her panties off her and slipped them over her long legs and off completely. Now she spread her legs wide and presented it to me. "Okay!" She said and she sat up on the mattress and moved to the head of the bed. She lie down and spread her legs wide for me and showed me how limber she was by pulling her ankles behind her head. "Wow!" I said admiring her flexibility. "Nice Maddie." "I've been in ballet since I was five and gymnastics since I was eight. My Daddy insisted. I don't think he ever thought he would be reaping the benefits of my work this way." She said as she switched positions and pulled one of her long legs from behind her head then extended it along the mattress doing a full split. I admired her beautiful body as I lay in front of her as she was completely extended showing off her pre-teen body. Her muscles were tight. Her legs and stomach were tight but not skinny. "Just remember Mister, only fingers and tongue in my pussy. I'm not a virgin any more. Daddy took it with his fingers one night and he got too excited. But he wants to be the first cock in there. I'd hate to disappoint him." She said as she played with her lips in front of me. I leaned up and gave her a kiss. Then I kissed down her neck until I found her budding tits. I sucked one in my mouth until it was hard and stiff even more than the buds appeared to be. "Do they hurt when they are growing like this?" I asked as I sucked one into my mouth. "Uhhhh," she moaned as I took it in my mouth and nibbled on it. "Yeah sometimes, but I do this when they tickle or itch." She took the other one in her fingers and began twisting it and pulling on it hard. I was surprised she wasn't hurting herself, as she pulled on them so hard. "Hmmmmmmm, yeah, it makes them feel better." She said. I continued to suckle her right one then I moved her hand that was twisting her left one and I put that one in my mouth as well. "Mmmmmmm" she moaned. I moved down slowly until I reached her bald pussy. She pulled both legs up again and spread them wide in front of me. "It looks delicious." I said and I slid my tongue into her tiny pussy. "Ohhhhhhh, yes." She said as I licked her up and down and hit her clit. She jolted when I touched it initially. "Ah!" she said. "I'm sorry! Was that too hard?" I asked looking up at her. She reached down and played with my hair and said, "No silly, it's just really sensitive." She spread her legs wide and cocked her legs out to her sides letting them fall open and pulled my mouth deeper into her pussy. "Lick me!" I did as I was asked and began licking her pussy furiously. She was enjoying it more now and she was moaning as I attacked her. "Ohhhh, yeah. NO, no, no, yessss. Mmmmmmm" Soon she was obviously about to cum as I licked deeper sliding my tongue deeper inside. Then I pulled up and slid a single finger inside her wet pussy. She reacted as I did it and then looked at me with her mouth gaping as I finger fucked her tight pussy. She was deeper into it and I continued finger fucking her and I put my mouth back down on her clit and sucked. This made her cum as I ravaged her. "Ohhhhhh yes!" she cried as she came pulling my mouth deep into her pussy. I pulled my finger out of her and replaced it with my tongue. "Oh, oh, oh, ahhhhhhhh yes!" she cried. She began calming down as I finished licking her knowing she was super sensitive after her orgasm. I looked up at her and her body was covered in sweat and her eyes were closed. Her wet hair was stuck to her face and she opened her eyes and looked at me and smiled. "Wow Mister Man." She said with a giggle. I crawled up her body kissing as I went. I kissed her when I reached her lips. And she kissed me expertly. "Thanks!" she said as she cupped my face and kissed me a second time. I knew she could taste herself on my lips. "You're welcome. Can we do something else now?" I asked. "Like what?" she replied. "Your mother said your pussy is off limits but your ass is not. Can I fuck you in the ass baby?" I said kissing her again. "I thought you'd never ask!" she said laughing as she sat up on the mattress and bent over sticking her tiny tight looking ass in the air in front of me. "Oh fuck!" I said as I positioned myself over her ass and licked her tiny puckered hole and spread her delicious ass open. "Mmmmmmmm." She watched me lick her ass over her shoulder as I continued. Her slightly wet hair was draped over her shoulder and she spread her legs wider on the bed. "Ahhhhh." She moaned as I inserted my tongue deep in her cavity. "Come on Mister Mann, fuck my ass just like Daddy does!" she said reaching behind her pulling her cheeks as wide as they would go. I leaned over and went into my side table and pulled out a tube of lubricant. I spread the stuff all over my cock making it super slippery. She watched me as I did this smiling at me and wagging her ass in front of my oversized cock. I stepped up and slid my member right against her asshole. Her eyes closed as she thought I was going to push it in and she took a deep breath. When I didn't penetrate she opened her eyes again and whined asking for me to put it inside her. I pushed inside with one hard thrust and entered the tightness of her ass. "Ahhhhh fuck!" she moaned as I entered her. "Wow Steve, your cock is so big! Fuck!" I never heard a young girl her age swear like that. But I also never butt fucked an eleven-year-old either. I held steady as she got use to my size. She opened her eyes again looked at me over her shoulder and I gave her a nod. She nodded back to me and I pulled out of her and slipped it back inside this time adding another inch. "Ohhhh, fuck me!" she said. That's all it took. I reared back and started fucking her tight little ass. Several minutes later I was almost buried completely inside her and I could not believe how hot her little ass was. She was pushing back to me now as I fucked the entire length of my cock in and out of her as I watched my cock penetrate her. I put my hand on her shoulder getting a better hold on her body and she looked at me again over her shoulder and started fucking harder back on my cock. We were both about to cum. I had one hand on her shoulder and I grabbed her hip with my other hand. I fucked my entire cock in and out of her and I felt my cum erupting. "I'm cumming Maddie!" I said as I released the first of my load into her body. "Oh yeah! Oh, I can feel you cumming in my asshole! Oh yesssss!" She wailed as I fucked her for all I was worth. She was cumming on my cock as I finished unloading in her and she was screaming loudly. "Oh, Ahhhhhhh! Yes, yes, yes cummmmmiinnnnggggg!" She yelled. I fell on top of her and collapsed on her embedding my cock deeply inside her ass. Her eyes remained closed as we panted together and caught our breath. "Oh, oh oh." She moaned ad I stayed inside her grinding my root in her. "Oh wow Mister Mann. That felt really good!" "Agreed." I said kissing her on the side of her sweaty neck and jolted her tiny body as I finished. "Again Steve! Again!" She said as she kissed me again sucking my tongue deep inside her mouth.Maddie and Me part 1