The Naughty Babysitter

The first time I met him, I didn't even look twice. He was wearing scrubs and he needed to shave. He looked short compared to the other fathers. The room was full of parents and I was working the crowd. When I made my way to him we exchanged pleasantries and that was all. I wasn't sure what I thought about him and well, his wife, I didn't think she liked me at all. But, first impressions can be deceiving. As the school year continued, I rarely saw him, but his wife was another story. She came in to help out and I found she and I got along well. We had some good laughs and she even tried to set me up with some other doctors from the hospital. Too bad none of those panned out. She would talk about him and I must admit I was jealous of their relationship. Who wouldn't be jealous of someone who had a husband who helped around the house and with the kids, who let you stay home and manage the affairs and paid for it? I was barely making it, but living vicariously through the stories of the mothers and the wives of the rich and rewarded made up for the money I lacked. Then, as luck would have it, I had the chance to baby sit for them at the end of the school year. I was completely awed by their house, or should I say estate. It was an estate. As I walked through for the grand tour, I began to think how I could really like this lifestyle. I could fit right in. Who wouldn't fit into a massive house with every amenity known to man? As we were touring the house, he came out of the bedroom and I must say I saw him in a completely different light. He was clean shaven and his boyish good looks made me want to study his face more closely. His eyes were a piercing blue that pulled me in and made me want to drink him up. Even though he wasn't the tallest man, he was taller than me. He was dressed in casual clothes and I must say, he looked great in a pair of khaki's. I had to remind myself to stop looking at him. After the tour, he took me to the living room and explained the ins and outs of the electronic equipment. I don't think I heard a word he said because I kept looking at his face and his lips, thinking to myself, how I would love to kiss them. His hands, I noticed as they were holding the remote, were large and strong. What I wouldn't give to have those hands moving over my body. I could feel my body getting warm all over. I was grateful when his wife came out and announced she was ready to go. I took the kids and we went outside to say good bye. I was thinking about how he would be holding her hand and kissing her while I entertained the children. Some girls have all the luck. The children and I went back to the house and made an evening of watching movies and playing with toys. I found myself taking every opportunity to look at the pictures displayed around the house just so I could see his face and think about what I would do with him if given the chance. His lips seemed so soft and I was sure he wasn't lacking when it came to the size of his penis. I mean, if there is any correlation between the size of a man's hands and feet to his penis, I would say he was well endowed. When they arrived home, I was almost sad to see them. I knew my time of daydreaming and looking at his picture was over. I was overjoyed when they asked me to come and work again the next weekend. I said yes without checking my calendar. I didn't care what I had to rearrange, I was going to be in their house again, even if it was only to daydream. I had dreams about him for the next few nights. I dreamt he came into my bed and kissed me. I would wake up and swear he had been there, with his hands gliding all over my body. I'd imagine what I would do to him. It made me crazy. I wanted him even more. I needed to be alone with him. But, how and when that would happen I wasn't sure. The weekend couldn't arrive quickly enough. I was anxiously counting the days until I could be back in their house, surrounded by him. If I had been daring enough, I would have schemed to take a picture to have at home, but I didn't have enough guts. At least I would be able to gaze upon him and then his picture for the whole time I was in the house. Then, a wonderful thing happened on Friday. They asked if I could spend the night so they could come home later. Of course, I jumped at the chance to be in the house all night. To sleep under the same roof as him was more than enough. Arriving with my bags on Saturday, I was greeted by him. Damn, where had I been when he was single. Obviously I had not in the right place at the right time. He took my bag and carried it to the guest room. I walked behind him, keeping his fabulous ass in my line of sight. I think he knew I was watching him because he took his time and he made sure to put his hand in his back pocket to draw attention to his nice, firm ass. His fabulous ass was the result of working with a trainer several days a week at the gym. I needed to join his gym so I could get a look at him while he glistened with sweat. I needed to join his gym just to look at him. We made small talk on the way back to the first floor as the kids ran around us and begged me to play with them. I really wanted to tell them I wanted to play with their dad instead, but that would not a good sitter make. I got my details from mom, who looked amazing, with her perfect hair, skin, teeth and outfit. They walked out the door and I watched as she grabbed his ass and whispered something in his ear. I know what I would whisper in his ear if I had the chance. The evening was rather uneventful. I entertained, bathed, and put the kids to bed. I picked up the messes and had decided to get ready for bed. I walked by their bedroom on my way up the stairs. I couldn't help but to stop to take a look inside. I took walked in and sat down on the bed. I was sitting on his bed. Their bed, the bed where he slept and made love to her and created children. I was completely turned on. I started touching myself in all the right places, imagining him standing there watching me. I imagined him touching me and kissing me. I slipped my hand beneath my shorts and began to knead my swollen clit, thinking of him and getting more turned on with every second. I wanted him to be with me in their bed, fucking me good. I knew I was ready to come, but not wanting to have that happen on their bed, I stopped myself and slipped upstairs to the guest room. I finished what I had begun downstairs and drifted off to sleep. Dreaming of him and what I would have him do to pleasure me. How his hands would feel on my skin and his lips on mine. I could smell him, like he was right there with me in the bed. I woke up with a start. I heard an engine being turned off and headlights went off. I slipped out of bed and went to the window. I saw their vehicle in the drive, but no one got out. I could make out their shapes in the dark. They began kissing and I couldn't make out what was happening because I was too far away. The windows of the vehicle began to steam up and I could only imagine what they were doing inside. A short time later, he opened the door and got out of the vehicle. She followed him. He turned and closed the door then grabbed her around the waist and backed her up against the vehicle and they began to kiss. At first it was just kissing and some touching but it soon turned into much more. She suddenly took him by the hand and backed him up against the vehicle and began to take her mouth down his body. Suddenly, she took down his pants and began to give him a blow job on the driveway. I was suddenly wishing I wasn't so far away. I continued to watch until they were finished. The whole time, wishing I could trade places with her and have my way with him. When they came into the house, I heard her tell him they needed to be quiet so they wouldn't wake anyone up. I crept out into the hallway and could see them from the landing. They were kissing and fondling one another, talking dirty and he slipped her jeans off in the middle of the kitchen. She told him "No, not here." But he told her he had waited all night to have her and he couldn't wait any longer. She bent in close and whispered something in his ear and then she unbuttoned his pants and they fell to the floor. His thighs were perfect. They were muscular and defined. She slid his boxers down and his penis was erect and it was at least eight inches long. He reached down and took off her lacy, black thong and they backed up against the kitchen counter. She grabbed his perfect ass and he guided his penis into her and began pumping. I watched as they went at it on the granite countertop. Their bodies in perfect rhythm the whole time, like they were one person. He took off her blouse and bra and began to suck her erect nipples while she ran her hands down his back and wrapped her legs around him. Suddenly, he told her he was coming and she grabbed on to him tighter. He pumped himself a few more time and moaned and buried his face in her shoulder. He leaned in and kissed her passionately telling her how much he loved her. They came apart and he grabbed her hand. They picked up their clothes from the floor and turned off the lights and headed down the hall to their bedroom. I tip toed back to bed, not believing what I had seen. I was completely wet and I knew if I didn't do something about it, I probably wouldn't be able to sleep. I slipped back into bed and pleasured myself, quietly as to not wake anyone up. I drifted off to sleep, replaying the scenes from the night over in my mind. I woke up later so thirsty, I had to go to the kitchen for a drink. I sleepily padded down the stairs into the kitchen. I almost jumped out of my skin when I ran right into him when I walked off the stairs. I couldn't scream, I would wake everyone and I couldn't talk because I was so scared. He grabbed my hand "Sorry, I didn't expect anyone else to be up at this time of the day." I still couldn't talk. I just looked in his eyes and tried to catch my breath and find my voice. I wasn't until I could take a deep breath I realized he wasn't wearing a shirt and the thin boxer shorts he was wearing left little to the imagination. He was still holding my hand when I finally could speak again. "Sorry, I was thirsty. I didn't think anyone else would be up. I didn't mean to scare you." I could feel myself shaking and I could feel his hand tighten around mine. My breathing was still very fast. I don't know if that was from being scared or at the sight of him shirtless and in his boxers. He led me over to the table and I sat down. He sat down as well. The moonlight streaming through the window highlighted his face and picked up his features. He was even more beautiful then I had ever seen him before. "Are you okay?" He asked, patting my hand as he placed it on the table. "Yeah, I'm okay now." He walked over to the cabinet and took out two glasses. "What's your poison?" He asked, going to the refrigerator. "Um, lemonade is fine." I said as I watched him turn around and get into the refrigerator, the light shining through the material of his boxers. He turned around and caught me looking at him. Embarrassed, I quickly turned away. "Here you go," he said putting a glass down in front of me. He sat down again at the table. "I saw you looking at me earlier." I was busted. My face turned crimson. I wanted the floor to open up and swallow me. "Guilty." Was all I could manage to say. A coy little smile spread across his face. "Did you like what you saw?" I couldn't speak I could only nod my head. My face was so flushed, I was sweating. "Perhaps we could do something about that, if you'd like." He placed his hand on my knee and slid it up my thigh. I could not believe what was happening. "What about..." I started to ask before he interrupted me. "She's asleep. She sleeps like the dead. I wore her out earlier." He bragged, his hand playing with the hem of my shorts. "I couldn't, I mean, you're married. You are the father of one of my students. You're married." I kept fumbling with my words as he fumbled with the hem of my shorts and moved closer to me. "I know I'm married. I love my wife, but she can't keep up with me. You caught my eye the first time I met you. I have always thought about kissing you." He leaned in and his lips met mine. They were just as soft as I had imagined. I knew it was wrong, but I couldn't stop myself. He moved closer and put his other hand on my waist. His mouth opened and he gently slipped his tongue into my mouth. Our tongues mingled and entwined as his one hand moved beneath my shorts and the other under my shirt, finding my breast. He held it in his hand and flicked my nipples as our tongues darted inside one another's mouth. I put my hands on his thighs and moved them up to the edge of his boxers. I resisted moving them any further. But, I could feel the muscles in his legs tighten up with each kiss we exchanged. I kept thinking I was dreaming because this was too good to be true. He pulled his lips from mine and asked "How was that?" "Better than I ever imagined." I replied nearly breathless. "Let's go upstairs." He said as he grabbed my hands. "I think we've done enough already." I wanted him, but I knew it was absolutely wrong. "I told you, no one will ever have to know. She'll never find out, unless we tell her. I'm hard and I need you to take care of that for me." He took my hand and placed it inside his shorts, his cock was throbbing and hard. I immediately felt myself get wet instantly. I don't remember getting up from the chair the next thing I remember was standing beside the bed in the guest room. He was there with me, touching me. I was hoping this wasn't a dream, or if it was that I wouldn't wake up until it was all over. "Lock the door." I told him before we got into bed. "I told you, no one will come up here." He kissed me, walking me backward toward the bed. "I will not sleep with you unless you lock the door." He obeyed and quickly returned to the bed. "Okay, it's locked. Where were we?" We asked as he kissed me and put his hands on my hips. "I think we were about right here." I said as I slipped my hands between the waistband of his boxers and his waist. They fell to the floor. He stepped out of them and I could see his cock, gleaming in the moonlight, hard and throbbing for me. I stepped back and sat down on the bed. He started to follow me, but I stopped him. I dropped down in front of him and took his cock in my mouth, flicking it with my tongue and sucking it, just like I had imagined. He let out a moan. I lightly touched his balls as I took him deeper into my throat. He put his hands on my shoulders and began to rock gently forward and backward, as I moved my mouth over him. He put his hands on my head and pushing my head further onto his penis. I didn't mind because just the thought of giving him a blow job made me want him even more. I dropped one of my hands and put it into my shorts, my pussy was wringing with my juices. I began to run my fingers along my clit as I sucked him. "Oh, fuck I'm ready to cum." He murmured. I sucked him off and he came in my mouth. The taste of him was sweet and warm. I kept my finger moving over my clit, getting ready for what I had in mind next. He put his hands on my shoulders and began to massage them gently. I took my hand from his dick and ran it up his chest, which was perfect. He grabbed my hand and helped me to my feet. I took my other hand from my shorts as I stood and placed it on his cock and began moving it up and down slowly. "You give one hell of a blow job, teacher. Perhaps you could give my wife some lessons. She's good, but you are amazing." He put his hands under my shirt and began kneading my nipples, which were hard as rocks because I was so turned on. "I want you on the bed." I told him. He went to the bed and laid down. I went over and put myself on top of him, still in my clothes, and started to rub my body against his slowly and purposefully. I could feel his cock rising as he grabbed my ass and pushed me hard against him. "I need to be inside you." He whispered, his hard cock poking me through my shorts. "Not yet." I said as I kissed him and took his face in my hands, running my hands along his strong jaw line. He was so beautiful and I was going to give him a fuck he'd never forget. He slipped my shirt off and sat up to suck my nipples. I kissed him as we rocked back and forth, his cock getting harder by the second. I ran my hands down his back and whispered in his ear that I was almost ready. He took his hands and went inside my shorts, gliding his fingers across my clit and probing inside me. Just his touch was making it hard for me to not cum. He whispered, asking if it was time and I said yes. He pulled my shorts down and I slid myself onto his waiting cock. I couldn't believe how he felt inside me as I lowered myself onto him. He brought his hand up and began to massage my throbbing clit as I found the rhythm to which we were both being satisfied. It wasn't long until I could feel the waves of orgasm washing over me. I pushed against him harder and harder as he brought his eight inch cock slamming into me. I grabbed the sheets and brought myself around him one last time and released every bit of energy I had in my body in one tremendous orgasm. I collapsed on top of him, breathless, sweaty and completely satisfied. He kissed me tenderly on the cheek and then the lips. He held me and ran his hands down my back, exploring each dip and curve I had to offer. Then, he rolled over and began to pump his cock again. "I need to cum once more." He replied. He entered me and I knew I was only there to be fucked. He was on a mission. He grabbed my shoulders and pumped himself hard into me, but I didn't care, I was with him. I had him in me and that was enough. I was completely aroused as I watched him work his cock inside me and to see how determined he was to cum once more before going back to bed with his wife, that I began to feel another orgasm building. I grabbed his ass and pulled him harder into me. He looked surprised, but even more turned on than before. We moved together, as they had done earlier on the granite countertop downstairs. Finally, we both came and he fell on top of me in a sweaty heap. Sometime later, he kissed me sweetly and told me he had to go back to bed. I think he was afraid of her waking up and finding him gone from their bed. He picked up his shorts and put them on. The sight of him in the moonlight, made me appreciate him even more. "Goodnight. I'll see you in the morning. Remember, no one will know unless we tell them. Perhaps, we can do this again sometime?" He asked as he kissed me. "We'll see." I replied. He walked toward the door and quietly unlocked it. "Thanks." I whispered. "No, thank you." He said as he started to turn the door knob. "I need to tell you something before you leave." I whispered. "What is it?" He looked terrified, coming back to the bedside. "Thank you for being my first." I said. "Your first? What do you mean, you were a virgin?" He looked dumbfounded. "I was until you had your way with me. Thank you, I will never forget this." I kissed him and put my head back on the pillow. "I would have never guessed. You were so...." "What can I say, I am a good student." He got up and left the room, closing the door behind him. I retrieved my clothes and fell asleep satisfied at last. I slept like I had never slept before. I felt complete. I felt like a new person. Later that morning, I awoke to a knock at the door. I awoke to his wife standing in the doorway. She had a glow about her I am sure from the previous night. She invited me down to breakfast. The children came bounding in too and gave me good morning kisses and hugs. If only they knew what had happened just a few hours ago. But, that was my little secret. We all broke bread around the breakfast table like nothing had happened. They asked if to keep my calendar open for future overnights. I agreed and you better believe I always take them up on their job offers.