Sister Fun and Umpiring Naked by CrazyJoe1073

Well like I said in an earlier story, once my sisters friends stripped her in front of me things started getting different between us. She found herself a boyfriend too. Well it was again one of those boring Sundays with our parents out of town. She said do you remember how all this you being naked and doing dares started. I said yes and she said I think we should do it again. I said what, exactly, do you want to do. She said I would like for you to do a couple naked dares and once you are done you get dressed and we play pinball. The weather outside was wet, rainy and about 60 degrees but we went to the backdoor I stripped out of my clothes and started taking a trip around the neighborhood getting soaking wet along the way. Taking my second trip, Darlene came out of her apartment building and walked along with me and came over to our house when I was done. When I got dried off and redressed I realized that Francie one of the girls that had stripped my sister was there. She informed Darlene of the plan which was that the two of us were going to play pinball.

The loser of the first game gets naked. If the naked person loses the second game then they have to do a dare from the other 3, if the dressed one loses they get naked too. If both are naked when we will play a third game everyone there can be touching the person playing the game at the time. If the same one of us losses all three games then they do 3 dares from all 3. If both are naked the loser does a dare from the other 3 and the winner gets to get dressed.

Well I lost the first game and had to play the second game naked. Then I won the second game and my sister stripped out of her clothes and now while playing the 3 not playing were able to do whatever they wanted to the person playing as they could defend themselves. The three girls were having fun at first just playing with my cock and slapping it around. While my sister was playing, they started spanking her and her ass started getting red. There were 5 balls to a pinball game and by the third ball I was way ahead and she was sore and told them to do something else next time she played. They started spanking me too. When my sister started her 4th ball on of the girls got on the floor and started rubbing my sister’s pussy and told us that it was extremely wet. The other two of us were playing with her boobs. She played so long that she took the lead. When I played my fourth ball I was still getting spanked and then someone asked me to hold the ball on a flipper if I could and when I did they told me to get right up against the machine. I did what they asked but I didn’t know why until one of them pointed my cock straight out and I was just the right height for them to stick my cock into the coin return slot and I had to play the rest of the ball with my cock stuck inside the machine. I retook the lead. Ball five the girls were really playing with my sister’s pussy and ass. Without a warning one of her friend stuck a finger in my sister’s asshole and the shock of that happening made my sister lose the ball and I was still ahead so I won the game. My sister said that she knows that she has to do a dare from everyone but told us she would not be going outside but would do anything else they decided.

Well, they told her that they wanted her to be blindfolded during the dares. So they blindfolded her and had her lay back on the pool table with her legs up. They told me just to follow what they said. So they told my sister that they were going to be sticking something up her ass and told me it was going to be my cock. I listened and started to insert my cock into her ass but they told me only part way they didn’t want my balls to make contact so she would know. Once in as far as I could they told her they were going to move it in and out but only a few times. It was 5 times and then I pulled out.

I couldn’t believe what was happening. They asked her if her boyfriend had ever done anything anally and she said no. For the second dare she was told that they were going to stick the same item into her pussy. So yes you guessed it, I inserted my cock into my sister’s sopping wet pussy and did the same 5 in and out motions. They asked if she had ever wondered what it would be like to have Joe’s cock inside her, she said she had to admit to it and said that I was a little bit shorter but a lot thicker than her boyfriend.

The next dare was for the same item to be stuck in her mouth but before they said it they asked her if she had given me a blow job since I had been naked so much. She told them that she had and asked if Joe’s cock was what was being stuck inside her. We told her yes and she took off the blindfold and said good and that instead of her mouth she wanted me to put it back in her pussy to get me good and wet so when she puts it into her mouth she can taste what her pussy tastes like.

I did what she asked and she had an orgasm which leaked out so much fluid it way dripping down my balls. She had me pull out and then had me put it into her mouth, she sucked and licked everything off and said now I want to taste you too. She took my load into her mouth and loved every drop.

After this happened, one night we were upstairs and my sister came over to me and said she needed me to help her with a favor. I asked her what and she told me that her boyfriend wanted to try something new which was to insert 3 or 4 large size ball bearing inside her pussy then sticking his cock in so the balls would move around while he was fucking her. She wouldn’t agree with him but since he asked her she has been wondering what it would feel like and how they would be able to get the balls out of her pussy.

I said so what do you want me to do. She showed me 4 large marbles, she said she wanted me to insert them into her pussy and then insert a couple fingers and move them around so she could tell how it would feel. I thought this was all kind of weird but she said that I was already inside her before so why would using fingers make a difference. So we went to her bedroom and she stripped out her clothes and lay back on her bed and told me to go ahead and try to put the marble in. Her pussy was kind of dry so she told me to play a little to get her wet. I did what I was told and I played with her pussy and it got wet. I then inserted the marbles and asked her how they feel and she said it feels a little weird as she moved her legs around the marble would move inside her. She then told me to insert a couple fingers and move the marbles around. I don’t know what the marbles were doing but she started moaning and was leaking out fluids. She then looked at me and said something I thought I would never hear. She told me to get out of my clothes and if I didn’t have a full erection she would help me because she wanted me to stick my cock inside her pussy with the marbles. I wasn’t going to argue as the girls had already had me penetrate her before. I actually already had the hard on and slowly inserted it and it felt different with the marbles rolling around but she had such an orgasm, I really think her boyfriend knew something. I pulled out and she sucked me off and then she had me get the marbles out.

They came out pretty easy, I know that there are products out there now that do what the marbles did for her but you have to remember we lived in a small town in the 70’s and 80’s and we had no porn stores so we experimented on our own.

About 2 weeks later my sister had moved out and in with her boyfriend. With her moving out, I was starting as new job and our parents having outside work, they decided to put the bar up for sale. Shortly after the announcement I was reminded by the women softball team that I was their umpire as long as the new owner would sponsor them and also reminded I owe then 3 games umpiring naked which I had thought they forgot about.

Well with the umpiring, the new job and my sister moving out and finding new friends there is a whole new group of adventures for me to tell you about. I enjoy hearing from my readers and hope to hear from more. Laura please send me your new email and Jessica I hope the pictures I sent you satisfies your dare. If anyone wants to know what her dare was just email me and I will share.

As my stories on this site have progressed through my life there have been 3 different sets of people who always somehow manage to get me naked in some interesting ways. Well if you remember back to an April story where I was naked in our dining room and the girl’s softball team we sponsored saw me naked. Then, they said after my losing pool matches with some of the girls that I had to umpire some of their games naked. My sister had moved out to be with her boyfriend and mom and dad decided with me starting my new job we didn’t need the bar any more. When it was announced that we were selling I was asked by the girls team if I was still going to be their umpire as to be in the league you had to have a sponsor, which was good advertising, and you had to have an umpire. I didn’t mind doing their games, you got to see a lot of hot and not so hot looking women but some of the after the game parties were interesting.

Well this happened about the third game of the season and on our home field which was 2 miles out of town on a plot of land some of my dad’s friend owned so we built a softball field for both our men’s and women’s teams to use as well as other teams we played. The catcher for the team we were playing against and we were winning at the time, decided to run her hand up my leg and into my shorts to grab my cock and said maybe if she treated me right then maybe my calls would go more in her teams favor.