Date: Sat, 13 May 2023 08:10:28 -0400 (EDT) From: ShortStories@PlayTime69.e4ward.com Subject: Family Truth or Dare Road Trip 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 parents with their son and daughter. 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 https://donate.nifty.org/ without them we would not have a safe place to deposit and read such great stories. Family Truth or Dare Road Trip by: Playtime69 We had not been gone on our family vacation more than an hour when my little 13 year old sister said, "This is boring. When are we going to be there anyway." Chuckling Dad commented, "Well, Katie, it is going to be a while. I am guessing another four or five hours." "Are you kidding? I will die of boredom by then." Katie called out. Mom taking over asked, "Didn't you bring a book to read?" "Yes, but I cannot read in the car for long before I get sick." Katie told Mom. I knew what she meant because I could not read in a car either, so I made my suggestion. "We could play a game." "True. We can play, 'The License Plate Game' or 'I Spy.'" Mom suggested. Being a normal 15 year old boy I had to make a negative comment about the suggested games. "Those are baby games." "Well Kyle what would you suggest?" Mom questioned. "Maybe 'Triple Threat.'" I said. Dad stepping in, or should I say possible stepping over the line said, "What about 'Truth or Dare?'" "Mark." Mom yelped. I on the other hand knew where that might lead and was ready for the challenge. I had played the game with some of my friends one weekend, and well, let's just say we had a lot of fun. "Wait. This is my parents and sister. I am not sure I want to play this game with them." I thought to myself. But, before I could add my two cents worth in, Katie was excited and wanted to learn how to play since she had never played before. "Oh, Kris just calm down. The kids are older now and...well...you know. We planned on something like this someday." Dad tried to comfort Mom by saying. I on the other hand knew more than Mom and Dad thought so I was able to read between the lines. "Could it be? No. I cannot believe them...that...us?" I questioned in my own mind. Mom then returned with, "I know but Katie is so young." Katie then interrupted by saying, "I am not a baby anymore! I am 13 years old. Really thirteen and a half." Dad then adding to her interruption with, "She is on the...you know." "Pill!" I thought in my mind. "Katie...Pill...Sex..." My mind was spinning and my dick sprang to attention. This was like a dream. I mean, my sister was pretty cute, that was for a 13 year old. She was just under 5' tall and did not even weigh 100 pounds. Her breast had just began to push out the front of her shirts and with her long light brown hair and soft brown eyes, she would not be one I would kick out of bed, sister or not. Just the thought of my sister this way caused my 6" dick to pounce to attention. I struggled to adjust my crotch to make room for the growing shaft. All of this was going on in my mind while the rest of the family carried on some conversation that I was not even listening to. That was until I hear dad loudly say, "Is that alright with you Son?" "Huh? What? Sorry I was not listening." I mumbled. "Never mind. We all know where your mind was so I will just agree for you." Dad chuckled. Mom then began to tell us the rules. "Since we are going down the road, we all have to be careful and make sure no one can see anything we might have to do as a dare. With your dad driving he will only be able to do some of the dares unless you allow him to do them tonight in the hotel room. You can only pass once during the game. Everyone needs to write down seven different dares on different strips of paper. Everyone needs to also write down seven questions. You can either ask a question of your own or pick one from the pile. If you say one on your own it cannot be one you write down. Anything goes so there will be some very personal questions coming out. Your Dad and I figured this would be a way we can all get to know each other better." As Mom was going over the list of rules I found myself worried about what they were going to ask me about my past. I was not so sure this was a good idea. It was like there was no where I could go. I was stuck here so if I did not answer I would be found guilty. If I did answer I would be found guilty. I just was hoping all this stress was going to be worth it. Finally Mom got to the end of her talk by saying, "The one different rule we are going to use is that if you say, 'Truth' and get your question but felt you should have taken the Dare then you are allow to switch. Keep in mind though that if you choose this option you cannot use a Pass to get out of it no matter what." They got us coming and going and my little sister had no clue what it all meant or what was about to happen. Then on the other hand I was pretty much in the dark too because I was not sure what Mom and Dad was up to. "Mark you start since you are the oldest." Mom giggled. "Thanks but you are not far behind, old lady." Dad came back with. They leaned over and quickly kissed. "I guess since I am the oldest I will start with the youngest. Katie, Truth or Dare?" Katie not knowing what was in store for her said, "Truth." Taking it easy for the first round he asked, "Do you like boys?" I looked over to see how she was going to respond to this very basic question, knowing they were about to get a lot worse. Katie's face instantly turned red. I was going to be nice so I did not say anything but waited for her response. Giggling she quietly said, "Yes." "What was that, Honey? I could not hear you." Dad teased. In a much stronger tone she re-answered, "Yes, I like boys!" I watched as Mom and Dad looked at each other with a smile. Mom then took her turn at me. I already knew I was going with Truth as it was early in the game and I would need my Pass and Dares later. "Truth or Dare, Kyle?" Mom quickly asked. "Truth." I strongly answered. "Do you like girls or boys better?" She soon asked. This threw me for a loop. I was not expecting that as my first question but was not ashamed to say, "Girls." It was not that I did not like to have adventures with the guys but I did prefer girls so I was actually telling the truth. "Katie. You can ask me now." Dad told my little sister. "Truth or Dare, Daddy?" Katie asked in her sweet voice. Following what all the others were doing he replied, "Truth." Katie thought about it and then asked, "Do you love me or Kyle more?" "Ouch." I thought to myself. What a hard question to ask a parent. I knew this game was going to get nasty very fast. Dad weaseled his way out of it by saying, "I love you both the same amount. I just love you in different ways." It was then my turn to ask Mom, "Truth or Dare? Mom." Finishing up the first round she said, "Truth." Wanting to ask some very personal questions but knowing if I did I was going to get hammered real quick so I opted for the safe questions at the beginning of the game. "Did you want me to be a boy or girl?" "I really did not care. I just wanted a safe, happy, baby that was going to be free of any issues." She easily answered. During the next hour or so the question bounced around the topic of sex but never got too embarrassingly private. The closer they got to getting into our sex acts the closer we got into theirs until Dad finally sank his teeth into my past. Dad, thinking I was going to either pass or take a dare after the question fired off with, "So, Kyle this is a two part one. You must complete both parts but as an added bonus if you answer both parts then I will award you with a second 'Pass' token." I could feel my worrying increase as he began his talking. Eventually he let the two part question come out. "First, you have already told us you masturbate, but have you and your friends ever masturbated together? What about oral and anal?" If so then tell us the story of one of the times." Ok. I expected something but this was really out there. I was not all that worried about telling Dad and...well Mom was not too bad since she was in the front seat of the car and I was in the back. It was my 13 year old sister. I was afraid Katie might tell others. I decided to clarify something first by asking, "What is said and done inside the car stays here right? That means Katie will not blab?" Before Mom or Dad could say anything Katie piped in with, "No! I am not going to tell. I am sure if I did you would tell other that I have stuck my finger inside of my...well...you know." Mom and Dad assured me it would be safe so I answered, "Yes. Tommy and I had jacked each other off and we have...um...well...sucked each other too." By the time I finished my answer I had got pretty quiet so Dad said, "What was that? You and Tommy did what?" Making sure they heard this time I loudly answered, "Tommy and I sucked the cum from each other's dick! There, I said it." I could hear Katie giggling while Mom then told me to tell the story. Knowing I had gone this far I figured I might as well tell the rest of the story. I took a deep breath and let it fly, "There was one Saturday night I was spending with Tommy. We had been talking and goofing around when he suggested we look at some of his older brother's magazines. While we were looking at them we each were getting harder and harder and before long we each had a wet spot on our pajama bottoms. We found a magazine that showed two guys sucking each other and then by the end of the photo shoot on the last page they showed their open mouths full of white cum. We decided to give it a try. We started out jacking each other off a while then following what they had done in their pictures we began to suck each other's dick. We too ended up with cum in our mouths just like the ones in the magazine. I have to admit I enjoyed the adventure and the cum was pretty good too. We have not tied anal even though I wanted too. Tommy was too scared of the size of my cock so he decided not to do it." I looked over and saw my little sister with her fingers rubbing her pussy. Her mouth was open and she was breathing hard. I could tell she was paying close attention and found the story very exciting. Mom then asked Katie, "Truth or Dare?" I guess Katie was too scared of her next question so she quickly said "Dare" thinking it was be a safer bet. She pulled a paper out of the bag and read it. It must have been really good because she instantly turned white. "Do I have to Mom?" Katie pleaded. Mom answered by saying, "No. But, if you pass you have no more passes to use and things will even get worse, or better depending on what you want to do." Kind of breaking the rules she showed me the paper and asked me what she should do. The paper said, "Take all of your clothes off except your panties/underwear and stay that way for 15 minutes." Giving her the answer I did was not because I wanted to see her naked or in panties but also because it could have been a lot worse. I told her it was not bad and that she should do it. Out of nowhere she kissed me on the cheek and told me thanks. Maybe she was scared that I would pick on her or not think she looked good and when she heard my answer it reassured her that I was interested. That was just my guess and I had nothing to go on but it sounded good anyway. Katie then stripped down leaving on just her cute pink and baby blue bikini style cotton panties. My cock shot up and instantly began to throb inside my shorts. She was hot looking and sister or not I wanted to fuck her. I could not wait till there were some more dares. I was sure she had not written that one and I knew I had not so that only left Mom or Dad. I could see Dad looking in the rearview mirror at his half naked daughter and Mom turned around to get an eyeful herself. My question to Dad came up and I quickly asked him if he had ever had anal or oral sex with another guy. To my surprise he admitted that he had sucked off his college roommate several time. He also told of the time he and his younger brother had anal sex. He said he really liked having his brother's dick up his ass and until he met Mom he enjoyed sticking his cock into his brother's ass. Once him and mom began to fuck he said he lost interest in his brother's butt because pussy was much softer and he enjoyed it more. This whole thing was getting more bizarre with each round. We had all talked about everything we had done and been through and really had no more good juicy question so we began to do the Dares just to keep the game going. Katie was dressed again, which disappointed me, and we stopped for gas and a snack. Back on the road in a hurry to finish the game and with only two more hours I knew thing would have to go faster if I was going to get to have more fun with my little sister. It was Katie's turn and like the rest of us picked Dare. She drew another slip of paper and smiled. We begged her to tell us what it said. Finally she let us in on the secrete. It said that she was to suck a dick of her choice. Well that was either Dad or myself and since dad was driving I was hoping it would be me. She could have chosen Dad and had done it when we stopped but I did not know if she wanted to wait that long. She had been pulling and rubbing her crotch ever since she had to strip so I knew she wanted things to happen pretty soon. "So who will it be?" Mom asked Katie. Katie looked at Dad in the mirror then she looked at me. She knew Dad had a 7.5" thick dick and I only had a 6" normal sized cock because of the questions previously asked. She looked down at my crotch, smiled, and licked her lips. "I want to do my brother." Katie pleasantly told us all. I smiled back and asked if she wanted me to pull it out or pull my shorts all the way off. With a cute giggle that sent my cock into twitching mode she told me she wanted me totally naked. I did not expect that but since we were going down the highway with few cars around and there was dark tinted windows in the back I felt pretty safe. I took my shirt off letting her see my hairless chest. I worked out so I was pretty muscular and by what girls said about me I was quite good looking. Next I pulled my shorts and underwear off at the same time leaving me as naked as could be. My dick sticking straight up in the air though a healthy patch of dark brown hair waiting for a tender young mouth to take it inside. I moved around so that my little sister could get between my legs. Mom turned around so she could get a good look as her daughter sucked her son. Dad was disappointed that he could not stop and watch but he turned the mirror so he could see some of what was going on in the back seat. Katie moved and soon was between my legs. Her mouth opened as she headed to the prize between my legs. She licked her lips and opened her mouth as wide as she could. My dick slipped inside finding a hot tongue flicking around. Her lips closed and she began to suck. Soon she began to slip her mouth up and down on my cock as she sucked it like a straw. Mom instructed her on how to play with my hairy balls as she gave my dick head and shaft a working over. Mom must have noticed I was about to cum because she quickly told Katie to stop. Doing as she was told, Katie pulled her tender lips from around my shaft just before I was about to shoot my cum down her throat. My cock stood there twitching as it was looking around for something to make it cum. I guess Mom felt sorry for me because she handed me my next slip of paper. I read it and smiled. Katie being very curious begged for a quick answer, "Well? What does it say?" "Fuck a pussy." I told her. With a hopeful smile she asked, "Who are you going to pick?" I looked at her pussy and replied, "Would you like me inside your virgin hole?" Katie began to take her clothes off and this time she did not stop until she was completely naked. It was the first time I had got to see her naked pussy since we were little kids. She had a very tight tender looking pussy slit. Since she was so young she had not grown a full bush yet so I was able to see more of her slit and lips. Her body and pussy looked so sweet I just wanted to take her cherry while depositing my load of cum deep inside her sweet hole. "Eat her pussy first." I heard Dad call out from behind the steering wheel. I was sure not going to turn that down unless Katie objected. She positioned herself on the seat in such a way I could easily get between her legs. I pulled her lips apart and lowered my face between her legs. My tongue took a swipe at her slit like I was testing the waters. It was a different taste and one I had never had before. "Do it fuck that pussy slit with your tongue!" Dad called out. Doing as told I forced my tongue as deep into her cunt as I could. Katie let out a sexual moan that almost made me cum just by hearing it. I licked her slit from her taint to her clit. Each time I licked over her clit she let out a moan from the pleasure. I then proceeded to pay more attention to the area causing her the most pleasure. I was having so much fun making her feel good that I had totally forgotten about my own sexual needs. My tongue thrashing her pussy like a cat laps up a saucer of milk. All of a sudden my baby sister grabbed my head and pulled it as far into her snatch as she could get it. My chin rubbing her taint as my nose rubbed her clit. Katie began to shake and shiver as an orgasm was taking control of her body. Other than moaning she made little verbal comments. This being her first orgasm she really did not know what was going on other then it felt good. With Katie's pussy soaking wet and ready to be penetrated, I sat back on the seat and she got into my lap facing the front seat. Katie leaned over the back of the front seat as I pushed my cock deep into her hole. She sat down hard causing my balls to be pressed hard against her legs. I knew this was not going to take long and I wanted to make it feel as good as possible. I began to thrust in and out of her hole as my hands gripped and played with her tiny nipples. "Fuck her! Fuck her hard!" Dad called out. The great feeling of my cock sliding in and out of my little sister's hole was one thing but having my dad calling out to fuck her harder was too much. I pounded her harder and harder as my hands held her down and hard into my cock. "I am about to cum." I yelled out. "Yes! Fill your sister's pussy up! Shoot your cum! Do it! Do it! Shoot! Blast your load hard! Make her feel your cum blast into her pussy!" Mom was yelling. My breathing increased to the point I could not say a word. My moans and grunts were all that would come out as I neared a massive orgasm. I felt the cum beginning it travels from my balls to the cock head. I gave a couple more hard thrusts before I gave one super hard thrust as I pulled her into my lap. I held her still as my body shook as the cum was being pumped deep into her young virgin pussy hole. "I feel it. I feel his cum filling my hole." Katie squealed. When it was over I finally released my grip on my poor abused sister's body. "That was supper great." Katie told me. "Thanks! Your pussy was super fun to fuck too." I panted. "Fuck. Pull this car over, Mark. Right now." Mom demanded. I had no idea what was going on but figured I would know soon as Dad swerved to the side of the road. Mom opened her door and got out of the car. She opened the back door and commanded me to get into the front seat as she made her way into the back seat. I was still naked as I exited the car and got into the front seat. She tossed me my clothes as she demanded Katie to lay down on the back seat. I got dressed as Dad made his way back into traffic. I looked back and saw Mom between my sister's legs. Her head heading to the pussy that I had just deposited a huge load of cum. Mom began to lick and soon I was hearing sucking sounds as she sucked my cum from my 13 year old sister's pussy. In less than five minutes I heard Katie beginning to moan and groan as Mom ate her pussy. Mom licked my sister's clit and eventually she began to nibble it as she fucked her hole with her tongue. Fuck it was a hot scene to watch. Katie began to shake as another orgasm took over her little body. I watched as Dad watched as best he could while driving down the road. That was when it hit me. Dad had not had any release but had participated in only talk and some watching. Not knowing why, I reached over and unzipped his pants. I then reached in finding a super hard dick that was soaked with pre-cum. Maneuvering my head between his legs I took his super hard super big dick into my mouth. With a loud sigh of relief, I began to suck his log. Soon I was pumping up and down on his shaft while playing with his balls that were still inside his pants. It was a challenge but soon I had Dad right on the edge of a massive orgasm. With some additional sucking and licking I was given a super big load of love juice. I was man enough to swallow his entire load. I pulled my lips from his quickly deflating dick leaving Dad fully satisfied. When I finished taking care of Dad, I looked in the back just in time to see Mom shaking off a hard orgasm caused from Katie finger fucking her mother. When all the moaning had subsided and we were all dressed we discussed how we all felt about what just happened. We all had the same opinion that we loved each other and enjoyed everything that just occurred. Soon Dad pulled up into a parking lot and stopped. "We are there." Dad said. Giggling Katie said, "Already?" One thing for sure was traveling was never the same. For years to come we all looked forward to vacations and especially the traveling in the car part. The End