| The Baby-Sitter Before I start my story, me explain my situation. I realize that baby-sitting is stereotypically a girl’s job, but at the time, I was thirteen, needed money, and I only did for friends of my parents. Besides, after this one experience, I couldn’t turn away baby sitting jobs if I wanted to. The two main kids that I baby-sat for were Michael (who has the same name as I do) and Jenny. Their parents were Connie and Tom, who worked for my parents. One Saturday night, Tom and Connie were planning to go to a movie so I was hired to baby-sit. When I arrived, I figured something must have been up because Tom’s car wasn’t in the driveway and Connie’s was. I figured that Tom’s car must have been in the shop because they wouldn’t have left before I showed up. When I went inside, I was further convinced that something was up. The air just seemed…dead. The kids were glued to the T.V. screen and when I asked where Connie was, Michael looked at me with dry, blank eyes, told me she was in the bedroom, and turned back to the T.V. Those kids, I swear, they’ll just sit at the T.V. and won’t leave until you turn it off or if they need to go to the bathroom. As I walked up the stairs towards the master bedroom, I heard a faint “buzzing” noise and a low moaning. I was too young to recognize the “buzzing” sound, but I had a pretty good idea of what the moaning was. Although part of me was telling me to be polite and knock first, the growing hard-on in my pants convinced me to just enter. The sight before me nearly sent my dick ripping through my pants. There, on the bed, was Connie, legs spread, a vibrator embedded in her pussy and her love juices pouring out of her cunt. The orgasm she was approaching was so intense that she didn’t even see me until long after it was over and her love juices soaked the bed sheets. When she saw me, she gasped with embarrassment and pulled the sheets over her naked, sweaty body as the blood rushed to her face. “Allan,” she gasped,” I’m sorry! I forgot to call you! Shit, I’m sorry. You see, Tom left me this morning for his fucking bitch of a secretary. I’ve been such a wreck I completely forgot that you were supposed to baby-sit tonight. She wrapped the sheet around her body and walked over to me. “I’m so sorry,” she repeated. “I’ll take you home, n—“ She broke off in mid sentence as she noticed my bulging hard-on. “So, did you like my show, little boy?” she asked seductively. I couldn’t talk, so I just nodded. “Well, would you like to see more?” she asked as she dropped the sheet and grabbed my cock through my seemingly too-tight shorts. I nearly came right then and there in my pants. “I guess I’ll take that as a yes,” she said as she felt my bulge throb in her hands. Being a virgin, I was certain that I must be dreaming and that any second, I’d wake up in my bed wet and alone. But when Connie slipped her hand into my shorts and pinched my sack, I knew that this was no dream! I closed the door behind me and leaned against it as she pulled my shorts and underwear down to my ankles and put her mouth to work on my stiff member. For a second, I worried that one of the kids would walk in, but then I remembered that they were glued to the T.V. And even if they did, heaven forbid, leave the T.V. to go to the bathroom, they would be in too much of a hurry to get back to the tube to worry about the strange noises coming from their mother’s room. Besides, Connie gave such good head, I personally couldn’t care less about the bratty kids. It took all of my free will to resist screaming out in pure pleasure as I felt my head slide down Connie’s throat. Before I knew what has happening, she thrust her index finger up my ass and pinched my balls with her free hand and I was shooting the biggest load I’ve ever shot to this day down her throat. She pulled me out of her mouth and sprayed my jism over her face and body. “Ooh! That feels so good! I was worried I wouldn’t be able to eat cock again for a while!” As my fountain of youth started to calm down, she spread my cum juice over her body and lay down on the floor, motioning for me to eat my jism off of her. I didn’t need to be asked twice and within seconds, I was down on her licking up my own cum juice. I made sure to take extra long sucking the jism off of her massive breasts but to avoid her mound as much as possible, only offering a slight lick of my tongue every now and then. “Oh, god! Eat me! Eat me out, Allan! Tongue fuck me! EAT ME!!!” she screamed, but instead of diving into her love box, I lingered outside for a while, lightly flipping my tongue over her slit and massaging the insides of her thighs just below her crotch with my hands. Just when I was certain she could take no more, I dove in, causing her to let out and ear-piercing scream of pleasure. Being my first cunt-eating session, it took me a while to find her clit, but once I did, her entire body went into spasms uncontrollably. As my mouth sucked on her clit without mercy, my fingers pinched dove down into her love canal, probing every inch of her love box. Just when I thought her body couldn’t take any more, her love juices flowed forth and her body began shaking so violently I thought she was having a seizure. As the spasms calmed down, I lapped up her sweet love juices into my mouth and kissed her deep and passionately. By now, my dick was back and ready for action. When she recovered completely from her orgasm and saw that I was moving my dick towards entering her dripping cunt, she held up her hand indicating for me to wait. “Stop! I want to share something with you that I’ve never shared with another man.” When she saw the look of bewilderment on my face, she explained: “I’m a Virgin in my ass.” When she saw the look of approval on my face, she reached under her bed and brought out a tube of lubricants. As she rubbed the lube over my stiff member, she tongue-fucked my belly-button, sending shivers up and down my body. She must have felt that I was about to cum, because she stopped tongue-fucking my button and lubing my dick, handed me the tube of lube and bent over, waving her ass in the air. Just to get even, as I spread lube into her ass, my fingers pinched her clit. As I felt her spasms gaining momentum, I pulled my hands out of her two lubed love entrances and pushed her flat on her stomach. I lay face down on her back and shoved my dick into her tight hole, causing her to arch her back making me arch my back and thrust my throbbing member deeper into her tight ass. As I thrust myself faster and faster into her steaming ass hole, her panting grew more and more uncontrolled and I was certain that she was leaving a mess on the floor rug. “I’m cumming!” I announced as I felt the now-familiar approaching orgasm. “Stop!” she yelled. “I want you to cum inside my box! I want to feel your jism splashing against my cunt walls!” I pulled out of her ass and she turned over onto her back. I went for broke and thrust my cock into her steaming cunt as hard as I could. “Yes! Yes! Yes! Yes! YESSS!” she screamed in total ecstasy. As I felt the pressure building up inside my balls and before either of us knew what was happening, we came together in an orgasm that lasted for several minutes. Needless to say, I never turned down a baby-sitting job at Connie’s after that night. I’m sixteen now and in the past three years, we’ve covered the entire book of Kama Sutra so many times that I’ve lost count! The End.
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