Stepdaughter 45 - Cynthia
It’s been a few days since I last posted anything because I’ve been busy with schoolwork and making arrangements for updating the nightclub vip lounge. So I’m going back to my journal and looking for something that you may enjoy.
If you’ve read my last post I explained my first sexual encounter at 14 years old with a stranger that helped me get out of the weather, and my very first interaction with my dad who I begged to show me what it was like to have him fuck me.
I’ll explain further my parents are nudist so I grew up comfortable seeing them naked, but because I was so young they didn’t want be to be completely naked around other people so I always wore a nightgown because people were always coming over. It was very thin and you could see my body shape clearly, I would often ride my bike up and down the road with it on. The feeling of the wind blowing through it and touching my body felt fantastic and I hated having it on. When I was 15 years old I couldn’t stand it anymore so I told my dad who was working in his office on a project that I was going to ride my bike down the street. When I got my bike from garage I took the nightgown off and road as fast as I could so my dad didn’t see me, I kept going until I came upon the local golf club. I followed a path that lead to a practice area where there was a bucket of golf balls and a machine to clean them. The machine had a long handle with a ball on the end, at that time I had used several sex toys up my ass and that handle looked really inviting. I turned the bucket over and stood up on it and it was perfect height for the handle to line up to my ass hole, as I was slowly moving it up inside me I heard a click but I didn’t think anything about it. I continued until it was very deep inside my body, when I started pulling it out I couldn’t get the handle to go down past about halfway, I could just feel the ball at the entrance of my ass hole if I got on my toes. I tried lifting myself up but the handle would go up again because of the spring, I tried everything until I was to exhausted so there I was sitting on this handle shoved up my ass and no way to get off. It was getting dark and I was very nervous at this point because the handle was so fuckin deep it was putting pressure on places in my body that didn’t feel good. Too my horror and joy I heard voices coming closer it was five boys walking home and as you can imagine the sight of a naked girl stuck on a machine was not what they expected to see. They were grinning when they realized that I had handle stuck up my ass and couldn’t get off, I begged them to please help me and as one boy started to the others stopped him. Then one of them asked if we help you what will you do for us? I cried and said I’ll do anything you want anything! When they lifted me off I wrapped my arms around one of them thanking them for saving me.
I then asked them how I could repay them and they all said can we have sex with you? I said yes but I need to check my ass out to see if I hurt myself, I then asked them to unhook the hose from the machine and put it up to my ass hole. As they placed it against me one of them raise the handle turning the water full on, it filled my ass up so fast that when I stood up the guy’s said that I looked pregnant because my belly was so big. I quickly emptied myself and then asked one of the boys to please put his fingers into my ass so the rest of the water will come out. I then pulled the closest one to me and said put your fingers up my ass hole and stretch it out, he was very nervous about doing it but he followed my directions and stretched me out allowing the water to empty completely.
When I finished I asked them to get undressed and they all said here in the open, I told them I’m you want to fuck me yes. I never seen anyone strip so fast, I asked if anyone has had an orgasm before and they all asked what that was, so explained it to them. I also asked them when they felt pressure to take it out and I’ll turn around so you can fuck my ass. So one by one I sucked their dicks getting them hard so they could fuck me and fill my ass full of cum.
When we finished they got dressed and they walked me home and I told them if they kept this between us and didn’t gossip about it that maybe we could do this again. They all agreed so I will see if they live up to their promise because I really don’t want it to get around school because every boy there will want to fuck me.
Well my dad was waiting for me when I got home but to my surprise he wasn’t mad just disappointed that I didn’t tell him what I was doing, and yes he grounded me from riding my bike and after taking a shower I found him waiting in my bedroom. He was sitting on my bed and demanded that I lay across his legs, after doing so he started spanking me extremely hard until I couldn’t feel my ass anymore. He told me as he was spanking me that I had scared him so much and that he was considering calling the police. He stopped to ask me if I understood, I said yes daddy I will never do that again. He then continued to spank me until his arms got tired, when he left I looked in the mirror and my ass was so red and hurt for hours, I cried myself to sleep and when I heard him up in the morning I curled up in his arms and apologized for scaring him so much, he said if you do next time I’m using my belt until your ass looks like raw meet, I’ve seen his belt it has studs on it that would rip my ass apart.
If you’ve read my last post I explained my first sexual encounter at 14 years old with a stranger that helped me get out of the weather, and my very first interaction with my dad who I begged to show me what it was like to have him fuck me.
I’ll explain further my parents are nudist so I grew up comfortable seeing them naked, but because I was so young they didn’t want be to be completely naked around other people so I always wore a nightgown because people were always coming over. It was very thin and you could see my body shape clearly, I would often ride my bike up and down the road with it on. The feeling of the wind blowing through it and touching my body felt fantastic and I hated having it on. When I was 15 years old I couldn’t stand it anymore so I told my dad who was working in his office on a project that I was going to ride my bike down the street. When I got my bike from garage I took the nightgown off and road as fast as I could so my dad didn’t see me, I kept going until I came upon the local golf club. I followed a path that lead to a practice area where there was a bucket of golf balls and a machine to clean them. The machine had a long handle with a ball on the end, at that time I had used several sex toys up my ass and that handle looked really inviting. I turned the bucket over and stood up on it and it was perfect height for the handle to line up to my ass hole, as I was slowly moving it up inside me I heard a click but I didn’t think anything about it. I continued until it was very deep inside my body, when I started pulling it out I couldn’t get the handle to go down past about halfway, I could just feel the ball at the entrance of my ass hole if I got on my toes. I tried lifting myself up but the handle would go up again because of the spring, I tried everything until I was to exhausted so there I was sitting on this handle shoved up my ass and no way to get off. It was getting dark and I was very nervous at this point because the handle was so fuckin deep it was putting pressure on places in my body that didn’t feel good. Too my horror and joy I heard voices coming closer it was five boys walking home and as you can imagine the sight of a naked girl stuck on a machine was not what they expected to see. They were grinning when they realized that I had handle stuck up my ass and couldn’t get off, I begged them to please help me and as one boy started to the others stopped him. Then one of them asked if we help you what will you do for us? I cried and said I’ll do anything you want anything! When they lifted me off I wrapped my arms around one of them thanking them for saving me.
I then asked them how I could repay them and they all said can we have sex with you? I said yes but I need to check my ass out to see if I hurt myself, I then asked them to unhook the hose from the machine and put it up to my ass hole. As they placed it against me one of them raise the handle turning the water full on, it filled my ass up so fast that when I stood up the guy’s said that I looked pregnant because my belly was so big. I quickly emptied myself and then asked one of the boys to please put his fingers into my ass so the rest of the water will come out. I then pulled the closest one to me and said put your fingers up my ass hole and stretch it out, he was very nervous about doing it but he followed my directions and stretched me out allowing the water to empty completely.
When I finished I asked them to get undressed and they all said here in the open, I told them I’m you want to fuck me yes. I never seen anyone strip so fast, I asked if anyone has had an orgasm before and they all asked what that was, so explained it to them. I also asked them when they felt pressure to take it out and I’ll turn around so you can fuck my ass. So one by one I sucked their dicks getting them hard so they could fuck me and fill my ass full of cum.
When we finished they got dressed and they walked me home and I told them if they kept this between us and didn’t gossip about it that maybe we could do this again. They all agreed so I will see if they live up to their promise because I really don’t want it to get around school because every boy there will want to fuck me.
Well my dad was waiting for me when I got home but to my surprise he wasn’t mad just disappointed that I didn’t tell him what I was doing, and yes he grounded me from riding my bike and after taking a shower I found him waiting in my bedroom. He was sitting on my bed and demanded that I lay across his legs, after doing so he started spanking me extremely hard until I couldn’t feel my ass anymore. He told me as he was spanking me that I had scared him so much and that he was considering calling the police. He stopped to ask me if I understood, I said yes daddy I will never do that again. He then continued to spank me until his arms got tired, when he left I looked in the mirror and my ass was so red and hurt for hours, I cried myself to sleep and when I heard him up in the morning I curled up in his arms and apologized for scaring him so much, he said if you do next time I’m using my belt until your ass looks like raw meet, I’ve seen his belt it has studs on it that would rip my ass apart.
16-17, F
