Date: Sat, 7 Jan 2023 18:20:40 -0500 (EST) From: ShortStories@PlayTime69.e4ward.com Subject: Grandparents Inc. - Chapter 1 This story is 100% fiction and is for mature readers only. If you are under 18 please leave now. Please note that all my stories are written for enjoyment only and not intended to give anyone ideas on what to do, what to try, or who to do things with. The actions taken in my stories should stay in your mind only and not expanded to real life situations. This story is a fantasy involving grandparents, their young teenage grandson and pre-teen granddaughter. During the different chapters there will men and women of many different ages interacting with the grandchildren. You can see a list of all my stories on the authors page under the author, Playtime69. All comments are appreciated and can be emailed to ShortStories@PlayTime69.e4ward.com. Please identify what story you are talking about when you send me a message. 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Table of Contents (Players-Age) Chapter 1 - The Beginnings (Jim-57 and Barbara-53, Jasper-13 and Missy-11) Chapter 2 - Testing the Waters (John-80 and Joann-79) Chapter 3 - Quest for Fun (Chris-30 and Lisa-29) Chapter 4 - Gay Adventure (Rob-65 and Gary-62) Chapter 5 - Lesbian Fun (Heather-30 and Mary Ann-32) Chapter 6 - Exploration (Neil-28 and Ashley-9) Chapter 7 - The Ordeal (Patrick-23) Chapter 8 - Needing a Break (Theresa-61) Chapter 9 - Please Help (Brad-21 and Becky-18) Grandparents Inc. The Beginnings by: Playtime69 Barbara and I had been asleep for several hours when we heard the doorbell ring. At first we were not sure if it was a dream or our imagination but after it rang the third time my wife said that I should probably go see who was at the door. I got up and slipped on some shorts before I headed out to the front door to see who was there. I flipped on the front porch light and looked through the peephole before unlocking the door. I noticed it was two police officers and wondered what they were coming at such a late hour about. I called out to Barbara and told her who it was and by the time they were inside she was also in the living room to find out what they wanted. One of them verified who we were and that we had a daughter named Gloria. When they were sure they had the right people they told us that Gloria and her husband had been in a car accident and were killed. By what we could come up with our daughter and her husband had been out to eat for their anniversary and on the way home they were hit by a speeding car that was running from another officer. There were several people injured and four killed including our daughter and her husband. We asked about our grandchildren to which they told us that they were fine because they had stayed home with a babysitter. We were grateful our grandchildren were ok but were saddened that they had lost their parents. We were the only family they had left so we immediately went to pick them up. There were officers there when we got to their house. The children had been told what had happened before we arrived. There were counselors there and they were doing a good job but it was late and we wanted to get them to our house so they could get some sleep. Once we got them home and to bed Barbara and I talked. "Jim you know we cannot all live here in this small trailer. What do you think about us moving into their house?" My wife suggested. "I will call the lawyer tomorrow and see what can be done." I told her before we drifted off to sleep. The next day I went to see a lawyer and Barbara watched over the kids. It was a school day but with everything that had happened we decided it would be best not to send them to school. When I returned home I sat down and told my wife what I found out. Everything that was in our daughter's name was left to their kids in the will. Since we were the only surviving relatives we were able to become their legal guardians. We were then allowed to live in the house and bring up the children like they were our own. It was hard at first. We had to move all our things to the new house, sell our old house and get all the utilities changed over along with the school records. It took several months to get all the paperwork fixed but eventually we began to heal and become a new family. One last thing to do was to clean out the office. We knew our daughter and husband were into some type of business operation but were not exactly sure what kind. There were no written records or permits so we were pretty sure it was some under the table racquet. No one had come looking for merchandise so I figured we would wait till everything else had been settled before tackling a new project. The one thing we were sure of was that the business did not have anything to do with drugs. Our daughter was very adamant about being drug free and so was her husband. We really never thought Missy, our 11 year old granddaughter would have known much of what her parents were doing, especially if they were doing something illegal but we took a shot and asked anyway. She just giggled but did not say much of anything. Being confused we then asked our 13 year old grandson, Jasper if he knew about some type of a side job his parents were doing. He just told us that all he knew was that the records and all the stuff was in the office. Well, that at least gave us a hint as to where to look. One day while the kids were at school, Barbara and I decided to find out what our daughter had been up to. I guess the main reason we had not looked for an answer yet was because we were afraid of what we might find. We decided that once we found out we would get rid of the evidence before we got into trouble. We went into the room and found a desk with a computer on it. There was a big walk-in closet that was closed and a desk that was cleaned off and what was on the desk was neatly organized. We turned on the computer and finding it not password protected we began to look around. What we found made us go silent. We looked into the closet and there we found all kind of clothes. There were boy's clothes and girl's clothes and some for men and some for women. But it was mostly sexy things like nighties, short shorts, tank tops, and other very revealing clothes in all sizes. Looking in the desk drawers we found dildos, lube, condoms, paddles, whips, handcuffs, and all kind of sex toys. There was only so much we could take at one time. We closed up the room and the next day we went back to investigating what had been going on. We spent the next week or so looking through the records and talking about what we wanted to do about it. The one thing we figured out was our daughter and husband was making a lot of money using the kids for sex. We had let the kids stay with us from time to time and they never mentioned being abused or having to do anything they did not want to do. We finally figured that whatever they were doing they did because they wanted to. We knew that extra money would really be helpful especially when the kids went to college so we decided to talk it over with them to see what they wanted to do. One thing we knew was we were not going to force them to do anything they did not want to do. Summer break was just around the corner so we figured that was going to be the best time to talk to them about it. School ended and we gave them a few days to relax. Then on the first Monday after school ended we called them into the kitchen after the breakfast dishes were taken care of. "We need to discuss some things as a family." I started off with. Missy and Jasper just looked at each other as they tried to figure out what the talk was going to be about. They then turned their attention back to me so that I could continue. "Grandma and I did some checking and we found what your Mom and Dad had been having the two of you do. Now we do not have a list of names but have figured it was paying rather well." I was saying when I noticed the kids turn pale. Trying to put their minds at ease I quickly said, "Don't worry. We are not going to force you to do anything you do not want to do. That is what this meeting is about. We want to know your thoughts, what you like to do, how you like to dress, and if you want to start back up with a new business." I could see in their faces that they were pleased. What they were pleased about was still a mystery that had to be figured out. If they did not want to go back to what they had been doing then that was fine but if they did, then well... "So...Missy you go into the other room and talk to Grandma and Jasper you stay here and talk to me." Once Missy was out of the room I then began to question my grandson. "Jasper. You are the oldest, so what would you like to do about this situation?" Looking a bit timid he finally looked up and said, "For the most part I really had fun doing it. There were a few things I did not like but I was not going to say anything to anyone." After a lengthy conversation and making some notes I let him go back to his room. Missy also went to her room and Barbara and I compared the two children's ideas, thoughts, and interests. They were pretty much in an agreement that they wanted to continue the work. Some of the things they would like to have changed was that they were having to perform at anytime of the day or night and on any day of the week. They were also having to deal with multiple clients on any given day. They also felt a little worried from time to time when they were left alone with some of the clients. They both really enjoyed most of the toys and clothes that they had to use, especially when they got to use them on the ones paying for the services. Barbara and I devised a plan that took all their concerns into consideration and put it all down on paper. A few days later we again had a meeting and went over the lists. A final agreement was decided. We were all in total agreement so this contract was going to be binding and would have to be followed. Some of the main points included were the times and days the visitors would be seen, the pay, the toys used, the clothes they were to wear and when, and a few other things. The clients were only to be seen on the weekends with each weekend booked by a single person or couple. That person or couple would be allowed to start Saturday after breakfast and then would stay overnight and would leave before lunch the next day. Cost would be $1500 per couple or $1000 for a single. The household money would get half then the other half would be split between the kids to be used for college. If they were ever asked to do something they did not want to do then all they had to do is say they did not want to do it but they could be asked to do whatever the client wanted them to do. Either myself or Barbara or both of us were to be with the children at all times when with a client. Missy and Jasper also could not be separated into two different rooms during one of the weekends we had clients in the house. The clients could sleep with the children but only if either myself or Barbara was sleeping in a bed in the same room. All activities had to be performed in our house. The kids could pick what they wanted to wear to excite the clients and they also could lay out the toys they were willing to use with that particular client. There was just one more very important thing that I had to find out before Grandparents Inc. started. I had no idea if the kids were good enough and knew enough about sex for people to pay those amounts. I knew our daughter was doing pretty good but was not sure if they also participated which made the value go up. There was just one way to make sure the kids were good in bed and to find out what they knew. That was to have our own fun adventure with them. With the details out of the way I dropped the final two items on them, "Ok. With all the requirements finalized, your Grandma and I have just two things left before this all gets started." Jasper being the leader of the two asked, "So...what's left?" "First since we have nothing to go on with how good you are you both will have to show us. You will have to pretend we are just a couple of clients that you want to make happy. You will have from after breakfast tomorrow till before lunch the next day to show us everything you know. The second thing is there is a couple we have had...well...let's just say...fun with in the past. We are going to have them come over and for free, test you two out. Barbara and I might just add some fun to the mix since they are our friends. Is that all alright with you two?" I proceeded to ask. They looked at each other and with a big smile they said that it sounded like fun. I began to wonder if they had been itching to have sex with us before I said anything. That is probably something I will never know for sure. The next morning we all had a light breakfast because we were all too much in a hurry to get to the fun. When things were all cleaned up we all headed to the office first for them to pick their favorite outfits and toys. As for the toys they picked a paddle, vibrating dildo, fur covered handcuffs, and blindfold. Fuck these kids already had me getting hard and I had not even seen them dressed in their outfits yet. Missy was first as she knew just what she wanted to wear. I just knew her thin 4'6", 80 pound little body was really going to look perfect in the pink little nightie she picked out. The panties had a ruffled butt and mesh front. The top was also mostly mesh with just a little pink material right over the nipples. Her breasts had just begun to pop and even though I had not had a chance to see them yet I knew they were going to be something I was going to want to suck on. The top was pretty short and looked like it was not quite going to go down to the top of her panties, leaving her belly button open for all to see. I was already hard just imagining my little granddaughter with her long light brown hair and light blue eyes wearing that nightie. I guess Missy knew I was excited because when she looked down between my legs and saw the big hard-on I had, she giggled. I smiled back and told her she was about to have some fun. That just made her giggle even more. Jasper was next. After looking through the options he finally picked what he was going to wear for the tryouts. He picked out a pair of cute boy's underwear with cartoon characters on them. Then for the top he choose a matching tank top. I found it to be an interesting choice. There were lots of other clothes he would have looked cuter in but for some reason he chose that set. I guess I would know why when I saw him dressed in the outfit. Jasper was a tall very thin boy with muscular arms and chest. He was not quite a foot taller than his sister being 5'3" and only 20 pound more at 100. Most of his weight was muscle and like his sister I was really interested to know how they looked dressed in sexy clothes and most of all naked. Jasper had brown hair and brown eyes with his hair being shoulder length. I began to wonder if the two of them had been having sex together as they walked out of the office to go to their rooms to change. Barbara and I headed straight to the 'Playroom' to wait for our grandkids. The 'Playroom' was a large spare bedroom we had set up for the new activities. It had two double beds in it and a long dresser that the top was used to hold the toys available for play and the drawers were filled with towels, extra sheets, pillows, blankets, and cleaning supplies. There were also a couple full length mirrors that could be moved around if someone wanted to watch from different angles of the activities, and a big night table between the beds to hold lube, condoms, drinks or other small items. Next to the wall opposite the bedroom door was a big chair. It was there if needed but mainly was in the room to fill the open space. There was also Kleenex boxes scattered around and some paper towels. I had also placed some trash cans around that were easily accessible to toss cum covers trash into. In the corner, right inside the door, was a small closet to place the guests suitcases, clothes and other things they might have brought. It was not long before we heard a light tap on the door that told us they were ready to enter. They knew they were to treat us like some clients that they had not seen before. All they knew was that we were older, married, and was up for anything they could come up with. I was not going to be shy either. If they did not do something I wanted to see them do I was going to tell them to do it. I just had to make sure all the clients were satisfied when they left. "Hi Jim...Barbara. I am 13 years old and my name is Jasper. This is my 11 year old sister, Missy. We are here to make you feel as good as possible. Do you like what you see?" Was the opening line for all clients that were to come for some fun. They slowly turned around so we could get a good look at their butts and how they were dressed. Fuck was Missy hot. For an 11 year old girl she was hotter than I could have imagined. Then there was Jasper. I now knew why he picked what he did to wear. The underwear was a bit tight and hugged his ass just at the right place. The tank top showed off his arm muscles and since he had no hair on his chest or under his arms he looked younger than he was. My cock shot up and was about to tear open the seams of my shorts as I watched them slowly spin around. Giggling with one of the sexiest giggles I had ever heard, Missy said, "Why don't you two take your clothes off and get comfortable?" I looked at my wife and instantly we began to strip. We had never been naked in front of the grandkids before and for some reason we were not even concerned with what they might think. We were both in our mid fifties and not much to look at but they treated us as models. We were not fat but were not thin either. Barbara had sagging big boobs but her pussy was shaved clean and tight like a young girl's pussy. My balls hung low but I too was shaved clean. My 7" medium thick dick was pointing straight out in front of my now naked body while I tried to decide what to do to who. "That sure is a nice prick you have there, Jim." Missy purred. "I think it needs a little lip attention." She then added as she dropped to her knees in front of me. As my 11 year old granddaughter wrapped her tender lips around my raging hard-on, Jasper said, "Barbara, Don't want you to feel left out. Now...do we?" Jasper eased my wife to the bed while spreading her legs. He then began to lap at her pussy like a kitten going after a bowl of milk. I wanted so much to watch what he was doing to my wife but I knew with what Missy was doing to me I would have blown my load way too soon. They gave us oral pleasure for about ten minutes when they could tell we were about to explode. They pulled back as Jasper said, "It sure is hot in here. You do not mind if we take our clothes off do you?" "NO!" I yelped. "Fuck...no..." I restated. They both looked at each other and giggled. All it was going to take was just a few more of those sexy giggles and I was going to pop my top without even touching it. When they both were naked, they again slowly turned around letting us see every inch of their naked bodies. Fuck! Fuck!! Fuck!!! They were hot. Now if they fucked as good as they looked then the prices were going to go up. "Jim how would you like to have some little boy lips wrapped around that big sausage of yours?" Jasper moaned. "Shhh...Shhh...Sure." I finally got out. Missy looked at her grandma and asked, "Want your pussy licked by a young little girl?" "Please." My wife begged. That was all it took and they were in one bed and my grandson and I were in the other bed. He sucked my dick head as he massaged my balls. He then would run his tongue down the shaft as he looked up into my face with his big brown eyes, smiling with every lick. This boy was not only good at what he was doing but he loved to tease me along the way. I am not sure if he meant to go as far as he had gone or not but my dick began to throb, my balls tightened, and my breathing became labored. I was going to cum and there was nothing Jasper could do to stop it. He calmly placed his mouth over my dick head and sucked just as the jets of cum blasted from my balls. He not only drank every drop of cum but he did not choke once. I was so involved with what I was doing I was not even paying attention to my wife as she was having one of the hardest orgasms she had experienced in years. When the children got us both cleaned up they stood at the foot of the bed as Jasper announced, "It looks like we have been bad children and made you cum too quick. Maybe we need to be paddled to learn a lesson." Jasper picked up the two paddles from the dresser and handed one to Missy. She then took it and gave it to my wife and Jasper gave me his. They then leaned over the foot of the bed with their butts up in the air. Just the site of those two young butts looking up at me cause a second erection to form between my legs. I took the paddle and swatted my young grandson's ass with a loud crack. Barbara did the same with Missy's ass but not quite so hard. They each complained about how they deserved harder whacks. With another swing we both let them have it with a much harder slap to the ass. They said that was better but that they deserved to have a red butt before we finished. We gave them several more swats and before we finished each of their butt cheeks were red. We had them stand up before we hurt them too much. It was then I noticed that Jasper had pre-cum dripping from his thin 5" super hard cock and Missy also had pre-cum running down between her legs. "Get your asses in those beds!" I demanded. They did as I said and Barbara and I were right behind them. We then licked and sucked them just like they had done to us. We intentionally gave them oral sex until they both came. Jasper shot more cum with harder jets than I did. His sweet tasting little boy cum was just what I needed to push me into having to cum again. "Can your ass handle my big cock?" I asked. "Sure will." He chirped as he flipped over. Jasper grabbed a pillow and shoved under his pelvis pushing his butt up into the air. I grabbed the lube and lubed up my shaft then his asshole. I mounted my grandson and amazingly enough I slipped right inside. He was tight but not so tight that he was in pain but tight enough it really felt good. My balls rested between his legs as I began to pull out in an attempt to begin to fuck his ass. I rammed my cock back into his waiting hole. "Fuck! Do that again!" Jasper moaned. I was not going to have to be told twice. I pulled out and instantly jammed it back up his ass again. I continued to fuck the 13 year old ass that my cock was buried inside as he begged for me to fuck him harder and faster. While I was fucking Jasper's ass, I looked over and saw my wife shoving a vibrating dildo up Missy' ass. She was keeping the same time as I was. Missy began to shake as a hard orgasm took over her young 11 year old body. I could not believe an 11 year old could have an orgasm from being butt fucked but I was watching it with my own eyes. It was not long after I saw Missy shake from a hard orgasm that I fired off my second load deep into my grandson's butthole. I called for a break so we could have lunch. When lunch was over we took a short nap together. I slept with Missy and Barbara slept with Jasper. We must have been asleep for a couple hours when we began to wake up. Just like normal my cock was at full attention as I began to stir. I looked over and noticed that not only was Jasper's cock hard again but he was already in the process of mounting my wife. I decided to let them have some fun while I took care of Missy. "Can your tight little pussy handle my big dick?" I whispered into her ear. "Please. I want your hot cum deep inside me." She moaned as she massaged my already throbbing dick. "Lube?" I asked. "No need. I am super wet. Just fuck me." She begged. I turned over and began to French kiss the little girl as my hand worked my throbbing dick into her tender little pussy. She was right. She was wet and she did not need lube. She was tight. Tighter than Jasper's asshole but not too tight that she was in too much pain. My dick was buried as far into her hole as it could go and my balls rested on her butt cheeks. "Ohhhhhh!!! Fuck!!!! Fuck my pussy. I want to feel your hard cock sliding in and out of my hole." Missy pleaded. Looking over at the other bed I watched as my grandson pounded the shit out of my wife. I could hear his young balls smacking her ass with each thrust. It was so hot I just had to follow suit. I began to pound Missy's little pussy hard and fast but the harder and faster I fucked her the more she begged for more. All of a sudden I felt a spray of cum wash over my dick as my 11 year old granddaughter blasted a load of girl cum all over my pumping shaft. That was it. I could take no more and I sprayed a load of hot cum deep into her waiting cunt. I collapsed beside the little girl with my dick still inserted inside her tender little pussy. We held each other as we fell back to sleep. Later I found out that Jasper also fell asleep with his cock inside my wife's pussy. We slept like that until dinner time. After dinner we showered and headed back to bed for one more round before bedtime. "Jasper do you like fucking your sister?" I openly asked. He looked at me like what I had asked was supposed to be a secrete. He said nothing but the look he gave me said more than words could have so I asked again, "You cannot say you have not fucked Missy's tender pussy can you?" Knowing he was going to have to tell the truth he admitted, "Yeah, I guess we do fuck each other...When we get a chance." Looking over at Missy, I asked her, "You you like your brother's dick inside your pussy?" "Yes...He cums a lot..." She giggled. "Grandma and I want to watch. Jasper, do it. Fuck your sister. Give it to her doggie style." I demanded. Not another word was said. Missy got into bed her face pressed hard into a pillow and her butt up in the air just waiting to be speared. Jasper jumped into bed right behind her and lined his cock up with her pussy hole. He quickly made contact with her lips causing Missy to moan with pleasure. "Yes...There...Push it in...F...U...C...K..." Missy screamed out in lust. "Fuck me big brother...Fuck your baby sister's pussy!!!" She continued to loudly moan. The sight of my 11 year old granddaughter getting her pussy fucked by her 13 year old brother caused my dick to instantly inflate. As I watched Jasper pound his hard cock in and out of her pussy hole, I devised plans for the next activity. "Smack...Smack...Smack." I heard Jaspers balls slapping his sister's bare skin as he pounded his cock hard into her pussy. He pounded her for several minutes when he laid over her back and grabbed hold of her little breasts and began to pinch her tiny nipples. His cock went from taking long hard thrusts to short jabs since his arms were not letting him get too far away from her butt. His cock was not going in and out as far but he made up for it by tripling the speed at which he was fucking her. His pelvic bone now smashing into her butt in rapid fire speed like a dog would fuck his bitch. Looking down at my own cock I saw it was leaking pre-cum by the mouthful. I knew then they were going to have to hurry or my dick would be shooting cum before I was ready for it too. Barbara was also very horny as she had began to finger fuck her own pussy. Just a few minutes later I noticed Jasper giving a few slower thrusts but harder and with his increased breathing I knew he was about to full her pussy with his brotherly cum. I was right and with a loud grunt and some shaking bodies they both reached a hard orgasm together. I had not much let them finish when I told Jasper to move out of the way because I had to top off his cum load. He moved and instantly got behind my granddaughter and slipped my ragingly hard cock deep inside her pussy. I had been watching them fuck so intensely that I only lasted a few minutes before blowing another load deep into her cunt. When my balls were empty I pulled out and had her lay on her back while spreading her legs. "Barbara, you see anything that needs to be licked clean?" I asked as I looked over at the tender 11 year old pussy that was dripping cum from its opening. Barbara smiled and jumped into bed between her legs. She licked and sucked until Missy began to moan from the intense pleasure. My wife then began to nibble at her granddaughter's clit until she had an earthshaking orgasm. Missy not only came but she blasted a stream of cum from her slit that took my wife by surprise. When things all returned to normal we all at up in the bed and talked about how things were going. As the conversation evolved, I nudged the conversation to the fact that Barbara and I would like to see the children keep their privates shaved. I told them I thought it would be good for business because it would make them both look younger. They finally agreed and soon we were all in the bathroom. We showed them how to shave and what to watch out for. By the time we were done they both looked as clean and smooth as when they popped out of their mother's pussy. We all showered together then headed off to bed to get some sleep. Jasper and I slept in one bed and Barbara and Missy slept in the other. The next morning before my morning wood had died down, Jasper and I were sucking each other in the '69' position. Looking over I noticed the girls were doing the same thing. After I had my morning cup of cum, we got out of bed and had breakfast together. After breakfast we headed back to the room for one last sexual frolic. I wanted to taste my little granddaughter's shaved pussy so the other's watched as I licked Missy into one last orgasm. She sprayed a nice hot load right into my mouth as I collapsed back to the bed. By now we each had fucked each other in every way possible and then some. We cleaned up the room, washed all the sheets, cleaned the toys, and put everything away. Then while we ate lunch we talked about how things went and what to change. Me made some minor adjustments including coming up with a questionnaire to help decide what toys to use, how to dress and what holes to allow the clients to use of the children, but before we made any big changes we wanted to see what the third party said. The third party that was going to help us all decide what to change was going to be our long time friends, John and Joann. To Be Continued