Date: Thu, 03 Jan 1998 10:06:39 PDT From: Zzathras Baggins Subject: Seducing the Sitter 1: This is a work of fiction. NO it did not happen. 2: The subject matter may be illegal in some places. It's up to you to know whether it is or not. 3: No animals were harmed in the making of this work. 4: The actions of these characters is completely fantasy. Do not try these things at home. It could result in injury or long jail time. 5: If the subject of Boy/Boy Boy/Man love and or sex offends you then delete this NOW. Zzathras. " Seducing the Sitter It was Friday evening. I had my usual one weekend sitting job. Samantha would be flying to London this month. Last month it was Hong Kong. She always brought us the coolest things when she came back the following Monday. Jimmy and I finished our obligatory Friday movie and pizza. Every Friday we went to the movies and pizza. He even stopped asking. We just climbed into my beat up Dodge Colt and went. Flubber was the selection and we were pooped. The lines were not too long but we had to take the late show. The 7:00 show had sold out. 11:00 PM and we were tired. "Bill? Can I sleep with you tonight?" He never stopped asking. I knew he would ask. He always did. And I let him. Every Friday like clockwork. "You know you can. But I would think you would get used to it by now." "I still miss mom." Ten and still a bit of a momma's boy. He was getting better. "I know. Go take your bath." He ran his cute behind to the bathroom. I followed to brush my teeth. Jeremy splashed in the water as I brushed my teeth. I never slept much when he was in my bed. I resolved to that months ago. It was a small price to pay to wake up to his smiling face in the morning. I finished and went to the bedroom that was mine. Samantha had one prepared in her big house for me. I kept some clothes and necessities there. I stripped naked and fished out my sweat pants. I never liked pajamas. I could never get used to sleeping nude either. If I wore my underwear my legs stuck together. Just as I finished pulling them up Jeremy came in. He did not knock. I wished he would. I didn't want him to see me naked. Actually I DID. But I resolved to avoid it. We climbed into the bed and I hugged him to my chest. He wore his white Hanes to bed. I usually asked him to put on his pajamas or sweats. This time I was bushed and just enjoyed the feeling of his skin against my chest. It took a while for me to gain the self control to keep from getting aroused when he was in bed with me. I found it necessary to avoid any embarrassing questions. He was asleep in a few minutes and I lay holding him for a couple hours until sleep came for me. The next day he invited a friend of his over. Mickey. Another boy god. With jet black hair and black eyes. A strong chin and dark brown tan, I lusted after him. Again I denied myself. I knew the two would spend the day playing in and out of the house. I also knew they would swim in the pool. Samantha had a nice, immaculately kept backyard with a wonderful pool in it. Mickey was 11 and Jeremy's best friend. The two were inseparable since birth. Largely I puttered around and did my homework. I wanted to be with the boys but I knew I would get in the way of their play. If they wanted me to join them they would ask. Often they did. Today they were quiet. Too quiet. I snuck out back too see what they were up too. As I approached the pool, I could hear them moving in the water. I came up to the side and found them both in the water facing each other. They snapped their heads up and looked at me in surprise. "Hi guys. I was wondering what kind of trouble you were getting into out here being all quiet." "Nothing!! We were just talking!" "Hmmmmm. Methinks thou doth protest too much." I knew they were up to something. I looked around the pool area. Their towels were on the lawn chairs. I didn't expect too see much more if they were indeed up to nothing. What I did find was their swim suits laying on the chairs as well. I walked over and picked them up. "Ooooohhhhh! I see now! Actually I DON'T see. But I get the idea!" I carried Jeremy's trunks and Mickey's Speedoes to the pool side with me. The boys reached up for me to hand them over. I noticed they didn't reach TOO far up. Both were grinning from ear to ear. I could see their naked behinds in the water. The two faced the pool side so I could not see any more. I placed the suits on my shoulder. "Come on Bill!" Mickey begged. "Why should I?" "Cause we're naked!" "So? You were happy to be naked a moment ago. I think if you want them you will have to come get them." I turned around and picked up their towels as I headed for the house. "No fair! We need our towels!" "You can dry in the sun before coming inside. I hope you put lotion on your privates before you went bare assed." I snickered to myself as I walked to the house. I knew it was no big thing for me too see them nude. I had seen them both in the tub many times. But this was something naughty. They weren't supposed to be naked. Soon I heard the sounds of the two splashing and laughing again. I went back to my homework. I had no worries about them in the back yard. It had a nice eight foot wall all around and trees above that. About a half an hour later the two came sneaking back. The tried to grab their towels from me while I wasn't looking. I waited until they were close and casually reached over and moved them without acknowledging the presence of the two damp boys. "If you want them you have to ask." "Bill!" "Oh come on. It's not like I haven't seen your things before. You act like its a major situation." The boys hid behind the counter out of sight. They looked at each other like they had just received a major revelation. The two stepped out in the open. These were definite proof that God indeed exists and is a Boy Lover. I could see that they both were half hard. I began to wonder what they were up to out there. They stood side by side. Proud and tall. Well, as tall as a ten and eleven year old can stand. "Can we have out clothes now Bill?" Jeremy asked politely. "Yes, you may.' I handed the items to the boys. As they turned around, without covering themselves, I asked. "Do you often skinny dip?" "No!" Jeremy said emphatically. "Mom would have a cow! This was the first time." "Did you enjoy it?" They grinned from ear to ear and nodded enthusiastically. "Well. I guess if you two want to I can let you swim naked when I am sitting. I won't tell anyone if you don't." I let a bit of the devil out. "Cool! You are the greatest Bill!" Mickey cheered. "Thanks. Now get upstairs and get dressed. Mickey needs to get home soon." "Can I spend the night? Mom and Dad won't mind!" I knew Mickey had an older brother of eighteen as well. I think they all would enjoy a Saturday night without worrying about a sitter. "Call your parents and ask. I don't mind." "YAY!" The two bellowed. Of course his parents said yes. He had slept over a number of times. We went to the mall and played a few games before renting a couple movies and picking up takeout Chinese for dinner. While at the mall the boys told me to stay put in the arcade while they went to get something. I knew they had brought their money and hoped they weren't going to spend it on me. I had to resist the urge to follow and see what they were up to. I trusted them, but I also was are of the fact that the whole evening they spent giggling and whispering behind my back and when they thought I wasn't looking. I was almost afraid to find out what they were up to. Did I take it too far with the towels? Were they planning some sort of revenge? Soon they came running back with a opaque black bag tight in their little hands. "So, what did you get?" "It's for later." Was the response I got. We fed our faces a bunch of food and then I went to cook the popcorn. It was still early. Only seven. "Bill, we're gonna take a bath now." Jeremy stated. "Now? It's still early." "Ya. We want to get it done now so we don't have to after the movies." Mickey said as they headed for the bathroom. "You going to take it together?" "To save time! We don't want the movies to start before we get done!" Jeremy called after glancing at his cohort in mayhem. I wondered at this. They had never been so secretive. I thought of putting the fire department on alert. Wait a minute! I wasn't going to start the tapes without the both of them being here and they both knew it! Now I was worried. I subdued my concerns and cooked a huge bowl of popcorn and poured sodas. I trusted them. I trusted them. I still wanted to know what was going on. 7:15 I used it as an excuse to knock on the bathroom door. "Are you sure?" "I know it! He will love these." The two chattered "But they.." "Don't worry." "How can you be so sure." "Did you see they look in his eyes today? He like seeing us that way." "But.." "But nothing! I know it." "But.." "Now quit worrying!" "His favorite color is red. He like white ones too." "Oh. Not blue?" "Trust me." I was scared now. I went back down stairs and called up to them. "Boys! It's time for the show! Get out before you turn into prunes!" No sooner had I called to them than the door opened. I sat down and picked up the remote. The pair came to the living room in their bath robes. "You guys ready for the show?" "Well." Jeremy started. He glanced at Mickey. They both looked at me like they were going to do something naughty. "We thought we would show you what we bought." "Ummmm. I'm afraid to ask." "We bought some new underwear. We thought you would like it." "Ummmm. Why would I like your underwear?" Actually I would like any underwear they had on. "We KNOW you will like these!" Mickey almost burst out laughing. "But we want to wear these to bed and tonight." The two had spent the night in their briefs a couple times in the past. I saw no problem tonight. "Sure. I have no problem with that." "Cool." The two did the rock, paper, scissors thing. Both got paper. "So what now? Do we do it again?" "How about together?" "OK!" Jeremy chirped. "On three." "One! Two! Three!" The called in unison. They both dropped their robed together. What stood before me were the two most beautiful boys I had ever seen. What they wanted to show me was the cutest pair of briefs I had seen on a boy. They were snug and smooth. Jeremy wore plain white ones that hugged his hips and backside like a second skin without squeezing him. Mickey wore the exact same style in bright red. I must have looked goofy. "Bill, your mouth is open." Jeremy giggled. "I told you he would like them." Mickey snickered. "Do you like them?" Jeremy asked. All I could do was nod. "Good! Cause we got three pairs each! Can we keep them in your room? Mom might think they are too sexy for us to wear." I nodded again as I stared open-mouthed still. I had a locking trunk in the room. Samantha insisted I have one for my personal belongings. I would have to keep them in that trunk. "Ummm." I snapped back to my senses. "We should start the movies." "Wait till we get our blankets!" The two ran their wonderfully scantily clad behinds up to their room to grab a blanket and pillow. "Wow." I whispered to myself. I noticed the tightness in my pants and wondered how I would keep my hands off these two tonight. I managed to as they laid on their blankets in front of the TV with their behinds teasing my tortured eyes. I never watched either movie. I could not help but marvel at these two godletts who teased me as they wiggled their backsides at me. I know they knew I was watching them. Mickey would look back at me and giggle and whisper at Jeremy. Then, a little while later, Jeremy would do the same thing. I was a nervous wreck as the show on the TV ended. It was nearing midnight and we had to get to bed. "You guys get to bed and I will clean up here." "OK!" was all I heard as they disappeared upstairs. I was intending to take a long, cold shower and then hope to get to sleep sometime this millennium. When I finished, I slowly headed up to the bathroom. The cold water did nothing for me. I gave up and wrapped a towel around my waist and walked to my room. The light was off and I just closed the door and sat on my bed. The image of those boys was burned into my mind and I wanted to hammer my pecker for some release. A small hand touched my shoulder and I jumped to my feet. "Jeezus! What are you guys doing here?" "You told us to go to bed." Jeremy said with his best innocent look on his face. "You never said who's bed!" Mickey grinned impishly. "I think it would be best if you two went to your room now." I could make them out in the moonlight that made them glow in the dark. I could see them now that my eyes had adjusted to the darkness some. They both laid in my bed. Covered by only a sheet. The two had taken off he blanket. "We want to sleep with you. And we think you want to sleep with us too!" Mickey was looking like the cat that ate the canary. "It would not be a good thing right now. I think you should get into your pajamas and go to Jeremy's room." The towel did little to cover the fact that I had a raging hardon. "We got what we are going to sleep in on now." Jeremy smiled at me. "Those underpants are not much." "Wellllll..." He said as the sheet was drawn back from behind him. I about shot my load right there as his body became uncovered. He was as naked as the day he was born. His right leg was drawn up to cover his privates and he held his hand on his hip. He was as sexy as I dreamed him to be. "Do you like?" Mickey asked. I could see his hips snuggled up behind Jeremy. He was as naked as the younger boy. "We wanted to surprise you." "You certainly did that." I whispered. "Bill, you have a woody." Jeremy giggled. "I think you both should go now." I stuttered. "See, I have one too." He cooed as he lowered his leg and exposed his own erect little penis that I had dreamt of seeing hard for almost a full year. "I want you too go to your room now." I stuttered again. "Bill, we know you want to. We have known for a long time. Since you bought those speedoes for me. We want to with you." "You don't know what your talking about." "I do." Mickey grinned at me. "My brother and I do it a couple times a week. He taught me all sorts of stuff. Sucking. Handjobs. He even taught me about Fucking. We want to do it with you." "Do you know what will happen if I do and we are discovered?" "Yes. But no one will know. We want to do this and we won't tell any one about it." "I can't." "Then maybe we need to give you something to change your mind." Jeremy crawled out of the bed and took my towel in his hands and tugged. I let it fall away. He stared wide eyed at my erect penis. I was not particularly big. But I must have looked huge to his tiny eyes. "I never saw it before! It looks so big." He whispered. "Go on, Jeremy, touch his thing. I bet if you do he will give in." I watched, willing myself to leave as he reached out a tentative hand. He touched the head like a butterfly. "Oh, God!" I whispered. "I told you! Touch him some more!" Jeremy slid the palm of his hand up my shaft until he had felt the whole thing. He wrapped his fingers around the shaft and I was amazed at the erotic feeling of his warm little hand. I looked down to see Mickey and Jeremy sitting on the floor in front of me. Mickey was behind Jeremy and had his hands wrapped around the smaller boys hips. He held the small penis I longed to touch in his fist as he stroked it up and down slowly. "Do his like I'm doing yours Jeremy." The boy whispered to my dream lover. I almost came immediately as he started to stroke me up and down. "Don't cum yet Bill. I Want you to cum in my butt the first time we do it." Jeremy whispered. "I don't think I can stop it, Jeremy!" "Mickey, suck him quick!" "Why?" "I want his first anything with me to be in my butt. If I make him cum then it will be ruined!" Jeremy had stopped stroking and turned to Mickey. I wanted release and nearly started doing the job myself. "I thought you wanted his first time with a boy to be with you." "I want both! But he's going to cum and if I have to choose I want his first with me up my butt." "OK man." He said licking his lips as he moved forward to take Jeremy's place. "You ready to have the best blowjob of your life Bill?" I had never had a blowjob. Of course this was going to be the best one. I nodded. The little boy I had admired from afar was kneeling before me with my hardon in his hand and looking at me like I was his next meal. He licked his lips and bent his head to his work. I felt his tongue stroke up the underside of my pecker as he tasted the whole thing. I was certainly glad I had showered before. When he reached the top he planted a lingering kiss on the head of my member. Almost as if he were kissing his lover. I watched in amazement as the small child opened his mouth wide and engulfed my penis after winking at me. He took the head in first and breathed deeply a few times as his tongue played with the sensitive parts of my painful hardon. Slowly he slid the entire length into his mouth and throat. I had only dreamed of such a thing. I never had sex with anyone outside myself. Now here I had a gorgeous eleven year old boy on his knees, all but chewing on my erect penis. As he started to bob his head up and down I could feel my orgasm rushing upon me. I was helpless to stop it and wanted it here NOW. Mickey could sense my impending explosion and he took my penis out of his throat to receive my gift. I felt like I was flying as it hit me. I spurted wad after wad of my semen into his awaiting mouth and took his head in my hands and began to thrust into his angelic face. He allowed me to do this and took it all like a pro. I continued until I could no longer stand and fell to my knees before the boys. Jeremy rested his head on Mickey's shoulder and held the wonderful boys erection in his hand and worked to give the beautiful boy his own orgasm. I watched as the two moved in unison and rubbed against each other. Their flesh sliding against one another like they had been at this a very long time. It was as if they were meant to be together. Jeremy knew exactly what would make Mickey squeak and he played the boys body like a fine violin. Soon Mickey was quivering and shaking in orgasm. He didn't moan or groan. Shout or shriek. He just whimpered and collapsed in Jeremy's waiting arms. They kissed and snuggled for a bit. I watched as they held each other. "You two have been doing this a long time." "Ya. A couple years now." Jeremy explained. "Mickey's brother taught him and he taught me." "Why did you do this with me?" I was curious. "I like you. I know you want me. I have for a long time. We decided to do this a couple weeks ago. I knew you would like those underwear when I saw you looking at them in the mall last time you sat me. You looked at them then at me. Then at them and back to me. When you walked off I went to see what you were looking at. I knew then. Mickey knew when you got him those cool speedoes. He told me but I didn't believe him." "I can't believe this." "Well the best part is coming." Mickey grinned at me like a cat after a mouse. "What do you mean?" "Bill, I want you to have sex with me. I want you to stick it in my butt." "I don't think that will be such a bright idea." "Bill, I have been getting ready for this for two whole weeks! You are not leaving this house until you fuck my ass!" Jeremy was serious. "What do you mean by 'getting ready'?" "My brother gave me a few dildoes. All different sizes. He told me to stick the smallest in my butt and work my way up the sizes. That way I could take his dick in my ass and not get hurt. I gave them to Jeremy so he could get ready for you." Mickey was not at all embarrassed or shy about it. But then he just had my pecker in his mouth. "So I want you to fuck me tonight Bill. I liked the dildoes but I want your thing in my butt." I was speechless. Jeremy crawled over to me and sat his cute, tight little bum on my raging hardon. "Mickey, get the KY." I fell to my back as Mickey ran to the other side of the bed. He came back with a tube in his hand and squirted some on his palm. Jeremy looked into my eyes and smiled. I gasped as the cold gel was smeared on my dick by the tinny hand. "Sorry it's cold. I didn't warm it up." "It's OK. But if you keep doing that I will come again." Mickey was sliding his hand over the length of my manhood and watching my face. "Oh, sorry. You need some Jeremy?" "Yeah, rub it in good. Just don't stick it up my hole. I want his thing to do that." I felt Jeremy lift up as Mickey worked his backside. I wanted to plunge my cock into him so bad that I could hardly control myself. I knew he had to take it at his speed. Anything faster would violate him. "Okay, Jeremy. All greased up." "Thanks ,Mickey." Jeremy looked back down at me. Mickey took my penis and aimed it at Jeremy's hole. Jeremy sat back and rested on the end of my pole. He closed his eyes and concentrated. Then he rested more weight on me until I felt the head pop into his rectum. "Are you OK Jeremy?" I was concerned. He gasped and stopped. "I'm fine. Just a bit different than that vibrator. Lemme get used to it." "Yea. The dildoes don't have a head on them. Just go slow." "Your bigger than the one I used this afternoon." "I told you to use a bigger one Jeremy!" "It's OK. I'm getting used to it now." I relaxed and let him do his thing. Or rather my thing his way. His insides were so hot I thought I would get burned. He was so tight I could not move. He slid down the shaft by the tinniest bits. Mickey sat on my legs behind the boy holding him tight and cooing in his ear. I rubbed his chest and legs. I worked the courage up to touch his penis. It was standing straight up and was as hard as mine was. I held it's silky hardness in my hand like a fragile gem. It was so beautiful. I had never been so close to his perfect boy hood. The head stuck out of his foreskin like a flag. Angry red and demanding attention. I reached to his behind and stoked it a few times as I collected some lubricant from his hole and my shaft. He moaned and shivered as I rubbed the slippery substance into his most private part. I shivered as he slid down a couple millimeters more. I started to rub his pole up and down slowly building speed. He smiled broadly and grunted a few times. I think he forgot my penis was half buried in his ass as he placed all his weight on it and relaxed into the feelings I was giving his lovely boyness. As he relaxed he slid further onto my shaft until he bumped my pubic hair. I concentrated my efforts on his penis. He just melted into Mickey's arms as I rubbed faster and faster on him. "Your all the way on Jeremy. He's all the way inside you." Mickey whispered. "I can feel it. I feel it's pulse. God this feels SO GOOD!" He moaned loudly. Soon he began to tense up and wiggle his ass on my rod. "Un, Unh! Oh god! You gotta try this Mickey! He is so big in me and HOT. It feels better than anything we did so far!" His eyes were wild with lust. He began to thrust up and down on my rod. I gripped his hips and sat him back down. "I want to do this for you. Quit moving of I will come again." He settled down some but I could feel the muscles in his backside tensing and relaxing. It was serving to stimulate me further. "It's getting bigger Bill!" Jeremy called out. I kept stroking my angel to heaven. He flew into a fit as his passion swept over him and he exploded into an orgasm that nearly drug me into one as well. He fell into Mickey's arms and panted for breath. "Oh god! Man that was good!" I sat up and hugged the boy to me. "I am glad I could make you happy Jeremy." "But you still haven't fucked me yet." He smiled wickedly at me. My penis was still well buried in his behind. "You want more of this?" I asked as I gave a little thrust. He grunted and smiled. "Oh Yea! As much as you can give me." I laid him on his back and smiled down to him. He had a look of pure lust on his face. I slowly pulled my penis out until I reached his tight anal ring. Then I slid it back as slowly as I could. A few long slow ones like that and he said "Faster, Harder. Give me a good pounding." I could not believe he was talking like this. I increased the tempo and he rocked back and fourth under me with his legs slung over my shoulders. He laughed and called out "Ride me cowboy!" I could not help but chuckle at this. I watched his face for any signs of distress and found the opposite. He wanted more, faster, harder. I gave it to him. I gave into my lust and could hear my pelvis slapping his cheeks as he moaned and grunted. Urging me on and begging for more. I almost think he was addicted to it . Soon his slick insides, hot and tight, were filled with my load as I hammered his tight soft behind. "OH god! I'm coming Jeremy!" "Me too Bill! Do me hard!" He whimpered as I rode him to a mutual climax. I slammed my pelvis against him and held it there in the throes of my ejaculation. He smiled at me and I was indeed in heaven. I rolled to my back dragging the small form of my lover with me. We held each other for the time it took us both to loose our erections and regain our strength. "God! What a show!" Mickey looked at us from the bed still stroking his deflating penis. "I never get to see that from this angle." "Mickey, you have got to try this." Jeremy smiled at his friend and lover. "How many times have you done this?" I asked. "Your my first Bill." Jeremy cooed as he stroked the hair on my chest. "I do it with my brother a couple times a month. Less if he gets laid. More if he cant score. Once I did three of his friends in one night. He told me they would pay me for it. I didn't like it as much. But they did pay me! I bought my moms Christmas present with what they paid me." "I think you should not do that Mickey. If you do something like that then just pick one person and stay with them." "I know. Tom is going away to college this year. I was hoping to find someone I liked a lot." "Bill, He wants you to do it with him. So do I. We want to be lovers with you." "Guys. This can get us, particularly ME in a lot of trouble." "We won't tell. We want to do it with you. We know you won't hurt us and you like us a lot. We love you and would never get you in trouble like that. Please?" I could see that if I said no It would crush them. Also, I could see them seeking this elsewhere. In places and people that would be harmful to them "All right. But only when I am sitting. And we don't have to if you don't want to." "All right!" they cheered. I slept that night naked with two beautiful angels in my arms. It would be the first of many wonderful encounters we had over the next few years.