Date: Wed, 30 Dec 2020 17:34:40 +0000 From: OKstoryteller Subject: The best summer of my life, part 21 Disclaimer: If you are too young to read this type of story, or if it is illegal in your area, please close this story. Please consider donating to Nifty, help keep this site up and running! Preface: This story is my recollection of encounters from the summers when I was 13 and 14. This happened in the 1960's when life was much simpler. No video games, cell phones, internet or even much TV to watch. As a result kids were left to create their own fun times. Many parents pushed the kids outdoors in the morning and expected them to play outside the whole day except during meal times. I have changed the names of the people involved. Cast of characters: Author: Jimmy, age 14 Brian, age 13 Brians siblings, the twins: Greg, age 11.5 Gretchen, age 11.5 Polly, age 10 Jill, age 13 Betty, age 12.5 Amy, age 9 David Davis, age 9 Denise Davis, age 10.5 Denises' Cousin Becky, age 15 Natasha, age 10 Natalie, age 11, Natasha's friend Mrs. Davis, age 35 Mr. Davis, age 38 Amanda, age 9 Sonya, age 10 Brady, age 14 Vanessa Williams, age 35 Debbie Williams, age 12 Ben Williams, age 10 Bea Williams, age 10 The best summer of my life, part twenty-one The girls dressed and left for their houses so I leaned back and relaxed for a while. What an amazing day! I was replaying the day in my mind, idly stroking my half-hard dick as I smiled through my recollections. I decided to head to the shower to get all cleaned up. I stood naked, letting the shower beat down on my body until the hot water started to fade out. The cooler water felt refreshing but I shut the water off and grabbed my towel, wrapping it tightly around my waist. Jimmy, my mom called out. Where are you honey? I'm in the bathroom mom, I replied as I headed to the kitchen with the towel wrapped around my waist. Maybe I should let the towel slip off so mom could get a new view, I giggled at the thought. I turned the corner into the kitchen and stopped dead in my tracks. Mom wasn't alone! Oops, I said, sorry as I backed out of the kitchen quickly. There was a lot of giggling going on as I shut my door to get dressed. I threw on my tighty whities, a pair of shorts and a t-shirt before heading back to the kitchen, still very red in the face, not knowing who all was with mom. I was glad I didn't let the towel fall off afterall. Sorry about that, I said as I surveyed the kitchen. Mom was there along with a very pretty woman I had never met and 3 children, a boy and 2 girls. Jimmy, mom started, this is Vanessa Williams, she is a good friend of mine from work and these are her children. Debbie is the oldest and the twins are Ben and Bea. They have recently moved into the Whitson's old house around the corner. Good afternoon Mrs. Williams, I said as I stuck my hand out to her, it's nice to meet you. Her kids stood there silently as I greeted their mom. Vanessa did us a huge favor today, mom continued, she talked to Detective Evans about how Bradys dad tried to force our boss Andy to fire me. The owner of the company came into town today and fired Andy, then promoted me as the new manager and Vanessa is going to be the new assistant manager. Mr. Pittman, the owner of our company, is taking Vanessa and I out to dinner tonight so she was hoping you would agree to stay with her kids so she can go. Sure mom, I said, as long as they don't mind, I don't mind. I smiled at Ben and Bea, Debbie was looking down this whole time. Great, Mrs. Williams said, I really appreciate it Jimmy! Let's go kids, I have to get ready. Vanessa, as we talked about, I will pick you the food and drop Jimmy off, mom said. Great, Mrs. Williams replied with a curious smile on her face, we'll see you in an hour. Thanks honey, mom gushed, this dinner is very important. Anything to help you mom, I said. I waited in the kitchen while mom scurried about getting ready. When she came out she looked amazing, she was wearing a very nice blue dress and was tight on her body, her hair up and her shoes were higher heels than she regularly wore, she looked hot! Jimmy, mom started, this dinner is so important for us. This promotion will more than double my pay and Vanessa's pay too. She has been my best friend at work forever. She could have remained quiet and Andy would have gotten away with his part of the plan to ruin my career with the company. Vanessa saw him, with Bradys dad, then listened as Andy took the money and agreed to help Bradys dad get me fired so we would drop out as witnesses in the case against Brady. Anyway honey, I love you and am so glad you agreed to help babysit for Vanessa. I hugged mom tight, so do you know anything about her kids? Debbie seemed very shy. I think she was just shocked to see you nearly naked, mom said, her eyes nearly popped out of her head. It was so cute. She is 12 I think and the twins are 10. Their dad left them about 6 months after the twins were born and has never been back. They came to your last baseball game and I saw Debbie crying when you got hurt. She was watching your every move. I'm pretty sure sshe has a huge crush on you Jimmy. Try hard to keep from messing it up! Mom laughed. Okay, I said, I will try and win her over as we both giggled a little. Mom had told Mrs. Williams she would bring some food over since this dinner was such a quick change to their schedules. We went to Rustys and picked up 2 bags of burgers and a bag of french fries along with some soda pop. We pulled up to the Williams house and headed to the porch. Ben pushed the door open and ran to help my mom carry the sodas into their place. Mrs. Williams had the kitchen table ready for us. Bea was sitting at the table but Debbie wasn't in the room. Deb, Mrs. Williams called, come in and eat your dinner honey. Debbie shuffled into the room and sat down, her mom was busily filling glasses with ice and cola. My mom was putting a burger and some fries on the plates. Ben jumped up, grabbed some katsup out of their refrigerator and rushed back to the table. Mrs. Williams grabbed my hand, pulling me into the living room. Jimmy, she said, thank you so much for filling in on such a late notice. Bea and Ben need to take their baths and be in bed by 9pm, but Deb can stay up until I get home. If they behave I have some ice cream, chocolate syrup and whipped cream so you can make them sundaes before bedtime, I'm sure Deb will help you. Ok, I said, I will make sure they follow your instructions. We walked back in the kitchen where Mrs. Williams repeated what she had told me to her kids. Ben moaned and complained but the french fries won the moment. Mrs. Williams reminded her kids that I was in charge and that they had better behave. Our moms left in a rush as we settled down to finish our meals. There are 3 extra burgers and some more fries if anyone is still hungry, I said. I want more, Ben called out, fries and another burger. I added the food to his plate. Anyone else? I asked. The girls shook their heads no as Ben was devouring his second burger. I wolfed down a second burger before leaning back and stretching little. I caught Bea and Debbie checking me out as I was stretching which caused me to smile. Debbie panicked when she realized she got caught staring so she jumped up and cleared the table, rinsing the dishes and placing them in the dish strainer. So Deb, I said, I'm sorry if I embarrassed you earlier today. I didn't realize mom had brought company home with her. She didn't look at me but her ears were a bright red. It's okay, she mumbled, I had just never seen such a hot guy almost naked before. I laughed, I'm not some hot guy, just a normal guy. She snapped her hed around and said, you are the hottest guy I have ever seen! Immediately she regretted saying that, but Ben rescued her as he pulled on my arm and said, can we go play catch? Please? Debbie, I said, will you and Bea be okay if I go out back to play catch with Ben? Sure Jimmy, Bea said, if you don't go to play Ben will be a pain all night. Okay buddy, I said, as he led me outside to their back yard. I looked over my shoulder at Debbie, she was staring at my butt as I left the kitchen. I smiled at her as Ben pulled me to the yard. Ben was jabbering a mile a minute about how he and his sisters went to my last baseball game. He told me all about the game and how that other pitcher was a jerk to hit me and how Debbie was crying when I got hurt. We had been throwing the ball for half an hour or so when he launched one over my head. When I went to retrieve the ball that was laying against the house I heard the girls talking in their bedroom. Deb, Bea said, he is so hot! Can you believe we got to see him almost naked? I know, I know Bea, Debbie replied, I kept hoping his towel would fall off so we could see everything. I am going to ask him to wash my hair tonight, Bea said, do you think he will do it for me? Maybe, Debbis said, I will.. just then Ben yelled at me to throw the ball back to him, I wondered what their plan would be. We played catch for about 20 more minutes before we decided to go inside for a drink and see what the girls were doing. I looked at the clock and realized it was after 8:15. Ben, I said, why don't you go and get your bath out of the way. After you and Bea are ready for bed I will make everyone a ice cream sundae, how does that sound buddy? Great, he said, but you have to come in and shampoo my hair though, mom doesn't let me shampoo it by myself. Hmm, I said, you are 10 years old and I have to shampoo your hair? Yup, he said, mom's rule. As he sped off out of sight I caught the girls whispering behind me. A few seconds later Bea was lying face down on the couch, softly crying. What's wrong with her? I asked Debbie, why is she crying? It's nothing, Debbie replied, she just gets her feelings hurt real easily. Why are her feelings hurt? I asked. She is jealous, Debbie said, because you are going to wash Ben's hair and not hers. Bea, I said, do you want me to wash your hair too? Yes, she sniffled, I really do. Wouldn't you prefer Debbie to do it for you instead? I asked. No, she whispered, she does it all the time. I want you to do it. Okay, I said, I will do it, but Debbie has to come with me to be sure I do it right. They smiled at each other and said, awesome Jimmy! Ben hollared he was ready so I headed into the bathroom to get him cleaned up. I opened the door and saw Ben standing naked in the tub, his little cock was hard as he played with it furiously. I pretended not to notice as I grabbed the shampoo, squirted a glob of the gel into my hand and began to soap his head. He was wiggling around, stroking his little dick and giggling as I cleaned his noggin. He had a hard little nub, about the size of a small baby carrot and like all boys he loved playing with it! Okay, I said, let's get you rinsed off. Wait, he said, you gotta do my butt too. What, I said, why would I do that? Because mom always does it for me, he said, she said I don't do it right. I sighed, grabbed the soap off the shelf and drizzled it down his cute little butt. He had two tiny globes, he was without a doubt the perfect apple bottomed boy, my dick was responding. I washed his globes, then slid a finger up and down the crack, teasing the hole a little as he moaned. I pushed him under the spray and told him to rinse off, dry off and get his jammies on before coming to the kitchen. He hopped out of the showered, grabbed his towel and scampered down the hall to his room. Okay Bea, I called out, it's your turn girlie. I turned to leave the bathroom just as Bea came out of the girls room, totally naked as she bumped into me. Come on, she said, you can do my hair first. Her chest was totally flat, no tit bumps, just tiny boyish nipples. She had a miniscule slit, totally bald. As she turned to run I saw that her butt was identical to her brothers. WOW! I adjusted the bulge in my shorts as she hit the bathroom door. Let me go get Debbie, I said. Okay, she said, she is in our room there, pointing to the doorway she had just exited. I stepped to the doorway, knocking on the frame as I stepped inside. Debbie, I said, you ready to help me wash Bea's hair? I froze in my tracks, Debbie was bare naked too, her t-shirt and panties in one hand, her hair brush in the other. Oh crap, I muttered, sorry, um, just get dressed and come to the bathroom. I stepped back into the hallway, my mind frozen on the memory of her hot body. No hair on her little pussy, lemon sized titties with half dollar sized, pink areola's and pencil eraser nipples. She is freaking hot! My dick was so hard I thought it was going burst through my zipper. I eased the head of my dick up, lined it up under the waist band of my shorts to minimize the bump I was sporting. I waited for Debbie, just outside the bathroom door. Debbie stepped out of her bedroom, the tshirt she was wearing didn't cover her panties all the way, I could see her cute camel toe. This was going to be murder on me. Debbie brushed past me, pushing her hip against the bulge in my shorts as she went into the bathroom. Bea was standing facing the door, water cascading down her little body and over her bald mound as her legs were slightly open, showing off as she held the shampoo bottle in her hand. Here you go, she giggled, use this shampoo on my hair and then the conditioner. I tried to concentrate on washing her hair, I really did, but her amazing little butt was driving me crazy. I shampooed, then rinsed and shampooed again as Debbie was idly talking to Bea about something they were going to do over the weekend. I grabbed the conditioner bottle, squeezed a glob onto her head and began to massage it in when Deb asked me about something. What? I said, sorry I didn't hear what you said. I looked over my shoulder, her left foot was on the toilet, her right leg was carelessly splayed to her right which pulled her panties away from her pussy, her slit was clearly visible. I stared too long, then looked into her eyes as she grinned and kept talking. I turned back to Bea to finish my job as Debbie giggled at my clearly embarrassed face. Okay Bea, I said, go ahead and rinse your hair while I head to the kitchen to get the ice cream ready. I rushed out of the bathroom, my hard dick poking above the waist band of my shorts. I turned the corner and stopped as the girls burst out in a fit of laughter. Did you see his penis? Bea said loudly. YES! Debbie responded, he is so big and so hard! I love how we did that! I thought he was going to pass out! I headed into the kitchen, Ben was close behind me. I pulled the ice cream carton out of the freezer and put it on the counter. Ben, where does your mom keep the spoons and bowls? I asked. Over here, Debbie said, she and Bea still grinning and giggling. Debbie got the bowls and spoons for everyone. Bea got the chocolate syrup, the can of whipped cream and a jar with cherries in it. Ben was wiggling with excitement in his chair as I scooped out 2 scoops of ice cream for each bowl. Debbie drizzled the chocolate syrup over the top, then I squirted the whipped cream on top. Bea gave everyone a cherry on top and said, okay everybody, dig in! We were all slurping up the sweet, creamy concoction as quick as we could. Ben finished first, wiped his mouth with the back of his hand, leaned back and let out a big burp. Everyone cracked up laughing at his behavior. Okay Bea and Ben, I said, head to your bathroom and get your teeth brushed then hit the bed. Ben moaned, started to complain, but then got up and gave me a hug. You are the best babysitter we ever had Jimmy, he said as he squeezed me tight. Debbie and I moved the bowls and spoons to the sink, quickly washed and rinsed them and left them in the dish strainer to dry. Debbie kept trying to rub her butt against my dick. Ben hollared he was ready to be tucked in, so I headed toward his room. I walked in and found him jumping up and down on his bed, completely naked and giggling like a little imp. Ben, I said, get off the bed, put your clothes back on and climb into that bed, now! His faced dropped as he hurriedly complied. I pulled the sheet up and leaned down, planting a kiss on his forehead. Good night buddy, I said, sleep well. I turned his light off, pulled the door shut and started back towards the living room. Hey, Bea called out, don't forget to tuck me in. I walked into her room, a bit apprehensively, but she was in her bed smiling coyly. Thank you very much Jimmy. You're welcome, I replied, but for what? For washing my hair and for the ice cream sundae, it was great. You are most welcome, I said, I was glad to help. I pulled her sheet up, leaned down to give her a kiss on the forehead but she lunged up and planted a kiss on my lips. I was a bit stunned, bit not surprised. You are a nughty little girl, I said, but thank you, that was nice! I closed her door, then headed to the living room. The TV was on but all the lights, except for one lamp, had been turned off. Debbie was sitting on the sofa, her shirt had ridden up and her tiny panties were in full view. I sat down on the chair, she immediately got a pouty look on her face. What are you watching? I asked. The Mod Squad, she said, I like it a lot. Me too, I said. Why didn't you sit by me, she asked softly. Well, I said, you are almost naked and I'm not sure when our moms will be back home. I have on a top and bottom, she said, and we would hear the car drive up silly. I moved over to the couch, sitting next to her, just as the show started. At first we were both glued to the TV, watching one of our favorite shows, innocent enough. She leaned into me and said, Jimmy, do you have a girlfriend? Yes I do, I replied, her name is Jill. She lives 2 blocks from here in the big house that has the statue on the front. Oh, she said, I know that house, it's cool. She began peppering me with all sorts of questions about Jill and me, how long we had been together, and what all we like to do together. I answered each question honestly, just in time to hear the next one. Do you and she ever, um, you know, like touch each other? she whispered. Sure, I said, I love kissing her and doing things with her. Debbie had placed her hand on my knee and now she was slowly moving her hand up, she was going for my dick. I've never had a boyfriend, or done anything with a boy, she cooed, but I want to, real bad. Her hand reached my dick, she grabbed my hard-on and began squeezing it as she looked deeply into my eyes. I pulled her toward me, our lips touched, then parted as our tongues began to dance together. She moaned as her first french kiss became a reality. She was rubbing and squeezing my dick as we made out on her mom's couch. I reached down, cupped her left titty in my hand. I rubbed my finger over her very hard nipple causing her to moan louder. I squeezed and rubbed her perfect little mound, our tongues locked into a fierce battle. Both her nipples were rock hard as I alternated from left to right. I wanted to suck on her nipples but she clamped her hands behind my neck, smashing our lips together as she moaned again. I slid my hand down, right onto the front of her very wet panties. I eased my hand inside, rubbing my finger up and down her soaked slit. She moaned loudly every time my finger bumped her hard clit. She kept working hard, trying to get her hand into my shorts, the head of my dick had pushed up, above the waist band of my shorts. I slipped my middle finger into her pussy, she was so very tight. She pushed down on my finger, trying to forced more of my finger into her wet gash. She was moaning loudly, almost riding my finger as I worked it in and out of her tight hole. She was trying to force her hand into my shorts, but the tightness of the shorts added to the lack of room since my dick was so hard, was keeping her hand at bay. When her fingers finally bumped into the tip of my dick, my precum oozed out, coating two of her slender fingers. She pulled her hand away, broke our kiss and was looking at her damp fingers. What's this? she asked, did you pee? No, silly girl, I said, that is called precum, it is like a kind of lubricant a boy makes when he is horny. It helps make his dick a little slicker, so it will slide into a girls pussy. That makes having sex so much easier. She grabbed my head, forcing her tongue back into my mouth. I unbuttoned my shorts, pushed the zipper down to give her better access to my dick. I returned my hand to her panties, she was soaking wet and panting. I rubbed her clit, circling and teasing her nub. She fell pack, her hand tightly gripping my dick as I brought her to a quick orgasm. I slid my finger back into her pussy, I could feel her hyman, she was moaning and sighing as she came down from her orgasmic high. Mmmmmmm, she cooed, I want to do that, I want you to do that with me. Just as I started to answer, my mom's car pulled into the driveway. Wow, I blurted out, go put on your jammies while I go to the bathroom to clean up. She jumped up and ran to her room as I went to the bathroom. She was out of her room before I could shut the bathroom door. I heard her plop onto the couch just as the front door opened. I peed and then washed my hands real good. When I got to the living room the moms and Debbie were are talking all about the evening. Mrs. Williams tried to pay me but I refused her money. Jimmy, she said, I want you to take this money. I always pay for sitters, now here, she said as she thrust the $10 bill toward me. Mrs. Williams, I said, I wasn't here very long, I enjoyed hanging out with your kids, so please, you don't owe me anything, really. My mom was smiling a big smile as listened. It's fine Vanessa, she said, let him be gallant, I like that quality part of his personality. Mrs. Williams hugged me, turned to Debbie and told her to head to bed, before she walked us to the door. Thanks again Jimmy, she said, I really do appreciate you helping me out on such short notice. Mom drove us home, telling me all about her dinner, how the owner of the company found out about what was happening at her office and how excited she was about the new changes at work. When we pulled into the driveway she grabbed my arm, look into my eyes and said, when we get inside I want you to tell me everything that happened tonight while you were babysitting. I leaned away and said, huh? You heard me, she said as she slid out of the car. She looked over the top of our car and said, I saw how flushed Debbies chest was, I know you two had to have been up to something before we got there. She turned and opened the back door, slid into the house, leaving me dumbfounded outside. I went inside, sat on the couch and waited for mom to come into the living room. She had changed into her regular nighty, it covers her completely, from her shoulders all the way down to her knees. Okay Jimmy, she said, spill the beans - and don't leave anything out! She sat in the chair, pulled her feet up and under her and gazed at me, waiting. So I started from the beginning, from eating to the apology, Debbie calling me a hot guy, then catching Debbie eyeing my butt, playing catch with Ben and what I overheard the girls saying about me. Then I told her how Ben demanded for me to be the one to wash his hair and how the girls set me up to wash Bea's hair too. I told mom how the girls got naked, them seeing the bulge in my pants and Debbie flashing her pussy at me. I told her about what I heard the girls say about my dick when I left the bathroom. I told her how we all pitched in and did the ice cream and how I put the twins to bed, then Bea kissing me. I told her how Debbie was dressed, how she wanted me to sit by her and the questions she asked me. Mom was getting turned on listening to my report. She was squirming in her chair and had a hand in her lap. Her nipples were hard and poking out the front of her nighty. She noticed my hesitation and no doubt how I was checking her out so she said, it that all? Nope, I said. I told mom how Debbie put her hand on my thigh and starting moving up to touch my dick. I told her how I pulled her in and kissed her, how our tongues were dueling. I told her how I rubbed and groped her little titty and how she moaned. Out of the corner of my eye I could see mom was rubbing her pussy, it made me smile. I told her how I fingered Debbie and how she felt my precum. Then I told her that Debbie asked me to fuck her and just then she and Mrs. Williams pulled up. Mom sighed and leaned back, I think she might have cum. Well, she said, do you think Debbie is a virgin? Oh yes, I said, I could feel her cherry when I was fingering her. Nice, mom said, very nice. That will make Vanessa happy. Huh? I said, what do you mean? Well, mom started, Vanessa and I went out to celebrate last night, we fibbed about the owner taking us out. Vanessa wondered if her girls would try something with you, especially Debbie. So I was being a guinnea pig for you two? I asked. Well, mom laughed, more like a sexy stud. She hopped up, hugged me and headed to bed. She shut her door, which she never does, then I heard her dialing her phone. I eased over to the door, and put my ear against the door tring to hear who she was calling so late. I heard her say Vanessa, Mrs. Williams, then she went on to relay the information I had given her. Mom admitted it turned her on and that she was masturbating while she was telling Mrs. Williams. Mom laughed, hung up the phone and I could hear slurping type noises coming from her room - mom was using a dildo to get off! I eased into my room, grabbed a dirty sock and filled it with my cum. I fell asleep, the cum soaked sock fell off the bed as I hit dreamland. The next morning I heard mom getting ready for work. I saw her go from her bedroom to the bathroom wearing only her bra and panties. My dick got rock hard. She came out of the bathroom, stopped in her doorway, bent over to pick something up off the floor which gave me a great view of her amazing ass. A few minutes later she came out all dressed, I saw her heading my way so I pretended to be sleeping still. She looked in my room, I heard her stepping inside, then she bent over and kissed my forehead. As she straightened up I saw she had my cum sock in her hand. She looked down at me, my eyes were squinted closed but I could see her as she raised the sock to her nose. Then she turned it inside out and actually licked the inside of my sock. It was awesome! End of part twenty-one I would love to hear your feedback, please feel free to email me at OKstoryteller@protonmail.com Check out my other stories on Nifty: Bisexual Adult/youth: the computer tutor Bisexual Adult/youth: Please tell me grandpa Bisexual Adult/youth: New to the neighborhood Please don't forget to donate to Nifty! http://donate.nifty.org/donate.html