Date: Sat, 10 Jul 2021 13:38:23 -0400 (EDT) From: ShortStories@PlayTime69.e4ward.com Subject: Vacation Fun 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 a brother and sister along with an older man. 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. Even though I do not respond to all emails I do read them all and have used some of your suggested ideas in my stories. I also will write new stories with your suggested ideas. Just send me your ideas to address above with as little or as much information as you want to tell me including names, ages, sexes, positions, relationships, and what section on Nifty you want the story to go, etc. I will see what I can do with it. If you want to name the story that is fine too. Just make sure the information is yours and not from someone else's story. Thanks for reading. Please, find it in your heart to donate to nifty at http://donate.nifty.org/donate.html without them we would not have a safe place to deposit and read such great stories. Vacation Fun by: Playtime69 Finally things were opening back up. It had been several months since most people could get out and do things and even though masks were still required it was still worth it. This pandemic was making life difficult for most everyone, so when the chance came to go to a theme park, I jumped at the chance. I arrived late in the day and checked into my room. I was going to be there for a few days so I was not in a big hurry to actually get into the park. The next morning I got up, dressed, jumped on the bus, and headed out to the park entrance. The park was not too busy and there were a lot of restrictions but it was still away from home and most of the rides were open. The two big things were to stay away from others and to wear a mask at all times. No big deal, at least for me. Finding a ride I wanted to be on, I got into line behind a family of four. I could tell they were together because of the space between them and the group in front of them. The family included what looked to be a mother, father, a son about 13 years old, and a young daughter that looked to be about 8. They all had masks on but looked to still be having fun. The one thing about everyone wearing masks was that you pretty much only see the person's eyes. You know their mouth is still there but since you cannot see it you focus on what you can see, the eyes. Being by myself and a people watcher, I loved watching others and what they did and said. In this case, I watched as the little girl bounced around obviously being happy and maybe having too much sugar. She was a cute little thing with a small thin frame and shoulder length light brown straight hair that was pulled back into a cute little pony tail. She wore tight little jean shorts that showed off her small thin butt. The young boy was more in control of himself as he just stood and talked with his family. He too wore jean shorts but they were looser. He was also thin but much taller with more to his body. He was definitely not fat and not even close but till larger than his sister. The girl apparently was looking at a park map when she dropped it on the ground. She bent over to pick it up pointing her butt towards not only me but also her brother. I had my eyes locked to her tight little jeans until I noticed her brother's head turn around to where he too could see her butt. I watched the brother as his eyes stared a hole right through her jeans like he was looking at his sister's naked butt. I continued to watch not only the girl but now I focused a lot on the boy and what he looked at. I noticed on more than one occasion he looked at not only her butt but her pussy too. At one point it looked like she saw him looking but instead of her saying anything she just looked down at his privates in return. The line was long and the wait time was longer than what I liked but with the show I was watching it was time well spent. The mother and father looked to be discussing where they should go next. I could see on the map what they decided and heard them mention the ride. Being a park I went to quite often, I knew it was not the ride for them for more than one reason. I have always been the helpful type person so when I see someone going in the wrong direction or needing some assistance I jump in to help. Speaking up I said, "That is not the best ride to do." "No?" The man questioned. I then stepped closer but still keeping my distance I told him the reasons why they should not go to the ride and told them what ride to do next to save time and get more done in the park. I also told him that I was going there next and if they wanted they could follow me because I knew a short cut. They were much appreciative and decided to follow me once the ride we were at finished. I continued to watch the boy. He probably did not think anyone would be watching what his eyes were looking at or maybe he did not care. There were a few occasions I looked at his private area and noticed he had a hard-on. It was hard to see but it looked like there was a small bulge to his shorts. This in turn got me excited. We went to the next ride and while we were in line I told them other places they should check out. I watched both the girl's butt and the boy's eyes until we parted ways. I wished them all well and went my way while they headed off to the next ride I suggested they go to. At this point I figured I would not see them again so I made sure I got one last look at the girl's butt as they walked away. When my planned day was over at the park I went back to my room where I took a shower and had a beer. Feeling much better I got dressed and went to the resort's lounge to get something to eat. I took a seat at the bar and ordered some food. While I waited I got another beer to drink. "Tony." I heard a voice call out. Looking around I saw Matt, the father I met in the park. When I saw who was calling my name I replied, "Hey, you're staying here too?" "Sure am. Wow this is strange." He said as they sat down by me. I told him it was my normal thing to get some food to eat before retiring for the night. We began to talk more openly about who we were and why we were there as my food came out and I began to eat. What I found out was his son's name was Kevin, his daughter's name was Mary, and his wife's name was Ann. Kevin was 12 almost 13 years old and Mary was 9 almost 10 years old. It was Matt and Ann's anniversary and they took a family vacation to celebrate it. They were going to have a night out but with the virus the babysitting option had been cancelled and so they were not going to be able to go out. Matt and Kevin also had a regular thing that when they went to parks they would go have some time together and the girls had some time alone too. That was why they were down there where I was. We talked about a lot of stuff and as I was finishing my food I had an idea so I suggested, "I do not have any plans for tonight, so I can stay with the kids and you and your wife can go out for the night." "I do not know about that. We promised the kids they could go in the pool then we were going to have pizza in the room. I am not sure Ann will even want to go out now." He tried to say, 'No' in a nice way. "Well first off I am an excellent swimmer and there is a lifeguard on duty. I would not have any problem taking the kids to the pool for a while. Next, I am staying close by you so it is not like I am going to be bothered by travel time. Also, it is your anniversary so you should be allowed to go out for some fun. Most of all, I do not mind at all." I explained my reasons he should let me sit with the kids. "I...Just...am...not...sure..." He was slowly saying. Finally, I interrupted him by saying, "Ok. I tell you what. Here is my cell number. When you get back to your room, discuss this with the family and when you make a decision then give me a call. But, please call one way or the other so I will know." With that he said, "Thanks." And headed back to his room. I paid my bill and I too went back to my room where I waited for a phone call. About all I could think about while I waited was what kind of swimming suit Mary would be wearing. If she wore a little bikini then I might just explode, but then again, some little one piece suits on little girls looked really sexy too. It was almost a half an hour later when my phone rang. It was Matt. "Hi, Tony. This is Matt. Are you sure you do not mind watching the kids a while tonight?" He asked. Just the call and question caused my cock to blow up like a balloon. I quickly answered, "No. Do not mind at all. When would you like me to come by?" With a relieved voice he answered, "Give us 30 minutes to get the kids in their suits and us dressed to go out. That way we will be ready to leave when you get here." I thanked him and said I would be there in 30 minutes. That gave me time to have another beer and get my suit on. I packed up some clothes to change into after swimming and headed out. Right at the 30 minute mark I knocked on the door. Ann and Matt looked really nice and the kids looked hot and sexy in their suits. We went over some things and soon they were gone and Mary, Kevin, and I were off to the pool. Kevin had on a cute little skin tight Speedo, Mary wore a two piece bikini that was so small it barely covered her private parts, and I had on a regular full sized suit that looked like shorts. I figured this would be safer to wear as it would cover my hard-on that I just knew I was going to get. We got to the pool and jumped in. We swam around and played for about an hour before I told the kids it was time to go back to the room. I know this is strange but neither one complained one bit. They did not even ask to stay longer. It was almost like they wanted to get back to the room. When we were back inside I ordered the pizza and told them to shower and to get dressed for bed as per directions of their mother. Again they did not argue. Kevin went first and was showered and dressed in just a few minutes. He walked back into the room wearing cute tidy whities and no shirt. They were not skin tight like his swim suit was but they were not baggy like boxers either. Mary went next and while she was taking a shower I dropped my wet swim trunks and dried off my wet ass and balls putting on a pair of shorts and tee shirt. I did notice Kevin watching my private area closely as I changed. Mary walked out of the bathroom wearing a pair of white, pink, light blue, and yellow bikini style panties and a matching tank top. The panties and top were tight and small and made her look like she needed fucking. I could see Kevin's dick instantly get hard as she became visible. I too shot up like a rocket from the site of Mary's panty covered pussy and also from Kevin's white underwear covered hard cock. Mary instantly noticed her brother's stiff rod and said, "I think you like seeing me in this outfit." Before he could say a word, I chimed in saying, "He is not the only one." I smiled and stood up showing the tent made in my shorts caused by my hard 8" cock. Mary giggled as she took a close look at my bulge. Knowing the pizza would be there any minute I told them to sit down and to get ready to eat. This gave me some time for my cock to go down so I could pay for the pizza when it showed up. Right on time the pizza arrived. I paid and picked it up from the contactless system they had set up. We ate and put things away. While we ate we talked about school and what they liked to do. I again noticed that Kevin continuously looked at Mary's pussy. Mary too now was looking at Kevin's privates. I watched not noticing that they were looking at me looking at what they were looking at. Out of the blue Mary asked Kevin, "Can we do it?" I guess for the normal person this comment would not be suspicious, but since I had been having sex on my mind for hours and knew they liked looking at each other's privates, I was pretty sure of what she meant. "Shhhhhhhhhhh!" Kevin hissed. This confirmed my thoughts. Not wanting this to stop progressing I said, "It is ok. I am not going to say anything." Their heads snapped around so fast I thought they were going to break off. They both looked at me wondering what they should say next. Finally Kevin questioned, "Are you sure? How do you know what we want to do?" "I have been around and I have been watching your eyes...and your privates. What I do not know is exactly what you two want to do with each other. Want to tell me?" I questioned. Mary giggled. Kevin looked down. After a few quiet seconds Kevin told me that when they were alone they liked to do sex stuff. I told them that I had figured that out and if they wanted they could do it now as long as they let me watch. They were really excited and happy for me to watch. I told them to go ahead and do it. With that said my cock blew up to full size almost instantly. Mary pulled her top off and then dropped her panties as fast as she could. She then jumped on their bed as Kevin dropped his underwear. I wanted so bad to remove my clothes and jack off to the show but I was afraid to do it in front of them. I watched as Kevin walked to the side of their bed, his hard cock swaying back and forth as he walked. He leaned over and whispered something to his sister. She looked up at him with a big smile telling him, "Yes." I had no idea what he asked but I soon found out. "Mr. Tony, will you help us out?" Mary sweetly asked. "Sure. What do you want me to do?" I answered. She then told me, "We want you to do what Uncle Bob does when he helps us." I could not believe it. Their Uncle not only knew but helped? I asked what he did to help and she told me without hesitation. She told me that he would strip and put his cock between her legs. He would rub her pussy until he was ready to shoot. He then would put the head of his cock in her pussy entrance and shoot his cum into her cunt. Kevin would then get on her and put his cock into her now cum filled hole. This was what they used as lubrication. I did not have to be asked twice. I took off all my clothes off and got on the bed with Mary. My dick was so hard I thought it was going to break. When I was in the bed I took Mary's small legs and pulled them apart showing her open hairless pussy slit to myself and Kevin. I almost came just from looking at a little girl's hairless slit and pussy. Fuck she was hot. I pulled my cock which caused a stream of pre-cum to exit and flow down the underside of my dick head. I grabbed my cock forcing it down to her pussy slit. The pre-cum coated her pussy lips making her slit nice and slippery. I began to rub my cock up and down her slit covering the entire surface with nice sweet pre-cum juice. I began to rub it faster and faster getting ready to shoot my load. It only took a couple minutes before I felt the cum exit my balls, making its way to my shaft. I pulled my dick from her slit giving it a couple yanks until the cum was ready to fly out the hole. At that instant I forced my cock head into her slit lining it up with her tight pussy hole. I had no idea that a young girl's pussy was as hot as it was. Soon as my dick head felt the warmth of her cunt I fired my cum. It shot hard and fast. I shot three or four hard streams into her cunt. It must have been harder and more of it than she was use to because she was startled from my ejaculation. I dribbled the last few drops onto her pussy lips getting her ready for her brother's cock. Once my load had been deposited I got off the bed. I kissed her on the top of her head telling her that I enjoyed helping them out. Kevin jumped on the bed as soon as I was out of the way and was in between his sister's legs before I could get into a good viewing area. He lowered his body inserting his small 4" dick into his sister's pussy. They both moaned as he began to make love to her. Watching them fuck was too much and my dick began to grow back before it even got completely limp. I watched as Kevin's tight butt bounced up and down. Just the thought of his cock going in and out of that sexy little girl's hole was too much. When I added the view of his cute little butt I just had to play with my dick. I was stroking in time with what I saw going on in their bed. "Kevin! Your stick is harder than normal. It feels so good inside me. I do not ever want it to spit up." Mary begged. "Your hole is so wet and slippery. It is so tight. I cannot last long." Her brother moaned. "It is about to spit. I cannot hold it any longer." Kevin yelped. "Ok. I am ready." Mary moaned. That was it. Kevin gave a couple last hard thrusts then one final hard pump. He then froze with his cock as far inside his sister as he could get it. Just as he gave that final thrust she began to shake and shiver. I knew that when she did that she too was cumming. They stayed locked together for a couple minutes until they both were over their orgasms. Kevin pulled out showing me once again his sister's cute snatch. I could not help myself I dove in licking her clean giving her one last quick orgasm before I finished digging all the cum from her hole. My cock was throbbing up and down wanting to shoot one more load. I looked over at Kevin and asked him if he wanted to help me out now. He giggled telling me that he would do whatever I wanted. I told him I wanted him to suck a load of cum from my balls. Smiling he agreed. As soon as I climbed off the bed and sat down in the chair, he latched onto my dick. He was a great cock sucker which was something his uncle had probably taught him. I watched his head go up and down in my lap as his tongue played with my dick. Being my second cum in the past few minutes made it take longer before I shot my load. Kevin was persistent and in about fifteen minutes or so, I told him I was about to cum. He was prepared and before I knew it I was blasting a load of hot cum down his throat. He did not miss a drop. He drank my whole load licking his lips as he exited my shaft. I looked over at the clock and noticed their parent would be back any minute. I told them to quickly take a shower together and get into bed before we all got caught. They again did as I said and in a few minutes they were both clean, dried, and in bed. Not long after they were asleep their parents walked in. I told them they had great kids and should be proud of them. I explained that everything went well and for them to have a good rest of their vacation. Once again they thanked me and I headed back to my room where I proceeded to jack off two more time that night. It was the best vacation I had ever had and figured I would never have one like it again. I locked all the facts and sites in my mind so I could replay them later during my masturbation sessions. The End