My step sister [F] fulfilled one of my [M] biggest fantasy’s. Part 2 : Of Course

Thanks everybody so much for all the love on my first chapter i honestly did not expect it for my first crack at writing my feelings and experiences. I decided to rush this one out a bit due to the high demand but i still feel like it came out better than what i thought it would be and I’d say is almost on par with part 1 and my apologies for the length. I will be taking a few days to write part 3 since it is going to be one of the wildest/longest chapters and id like it to be as fleshed out as i can make it so bare with me. I may have misjudged just how long it would take to tell my story so its probably going to be pushing 6 parts maybe so i hope everyone enjoys and sticks along with me while i continue this.

After i said of course to another deal the conversation progressed more and she asked me how the pics were treating me. I told her in explicit detail how much I was enjoying them. I told her how hard i would get and how i had never shot so much cum out of me in ages, she laughed and said she was really happy to hear that she was of much help.I did come clean with her and told her my original feelings about the photos and how long it took me to actually look at them considering the events that created them. She replied back by telling me how much guilt she was feeling as well after what we did and she just needed some time to digest it all. She mentioned almost telling her boyfriend and my heart sank into my stomach. My sister has always been known as a loose lipped person who can never keep a secret, going into this i knew that but figured this was pretty self explanatory on both ends as to why it needed to be contained. She assured me she thought things through and was totally on board again, i told her i shared the same opinion and was ready to go on with the deal she wanted to propose.

She offered the price of $50 for 5 pictures. I told her that would be fine as i always felt in my head that i was never in a position to bargain in regards to her body and that I would pay whatever the cost she set. I told her i would love to but I couldn’t travel to come see her anytime soon considering being busy working full time and just not being able or having enough time to travel that far and that this transaction would have to wait unfortunately. She informed me the bill she wanted to cover with this deal was due end of the week and she has no other options. I was pretty bummed as i genuinely wanted to help but also quench my thirst for the moment i never expected to happen again at the same time. I came up with a solution that i would have to settle with even though i wanted to see her so bad in person again but this just wasn’t an option. I suggested that i could transfer her the cash for the bill and she would take the photos at her place and send them over. She agreed and said she would give me 1 extra photo free of charge for helping out.

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I was ecstatic and was already hard and ready to bust at this point. Personally for me it always seemed like actually talking about this with her and bartering on what each of us would get was always the super hot part for me and getting the pics were the cherry on top. I asked her if i offered her a bit more cash if she would go bottomless this time considering i busted to her tits more times than i can count. She agreed to it under one condition that she would not be spreading her legs, i said that was fair and didn’t want her to do anything she wasn’t comfortable with. She wasn’t sure how she would take the pictures to my liking or even how to get her full body in frame as she did not have a decent mirror in her apartment. I suggested that i could find some pictures online to act as templates for her to go off of and she could go from there. She said that was a perfect idea so i began searching image forums retaining to self shot nudes with phones and some Reddit threads and found 10 pictures and sent them. She accepted 5 out of the 10 as some of the ones had a bit to much showing between the legs that i was hoping id get away with but she said it was to much for her. I told her that is fine and that for my sixth freebie pic she could just surprise me with whatever she felt like. She said no worry’s and said she would go take the pictures right away.

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I sat in suspense for what felt like hours just waiting for those pictures to come through. I was already edging it pretty close to busting and just wanted her to hurry up so i could unload on a new set. My mind was racing at how she would do the pictures and how she was in her room posing for her brother and how she was feeling doing them at the same time that i was thinking of her. I just couldn’t control these thoughts and unleashed the massive load i was saving for my purchase of the day. Right on cue after i bust i leave to clean up, once i return to my room i see a text from her on my phone and it was the pictures she took. I quickly opened them and i was very pleased with what i saw, even just the frontal view of her pussy was perfect. Even with the bad quality of the front facing camera she unfortunately chose to use i could tell my sister had a very meaty pussy. She was dripping wet and clearly was fresh out of the shower, i noticed very quickly she was freshly shaven and that just made my mind explode. My sister just shaved her pussy for some nudes to send to her brother, a statement i never thought would run through my perverted mind. Her text bubble was on screen for what seemed like ages, i waited patiently to see what she said. Finally the text went through and it read “Hope you enjoy these, i oddly had some fun doing these and quite loved the challenge” . After reading that once again my brain went places in the sheer moment of the madness and i once again asked her if she would watch me cum to her pictures. I told her I wanted nothing more than to show her what she does to me with her body. Clearly i did not learn from my mistakes once again and instantly felt sick. I felt myself dying a little inside watching her text response being typed for way to long.

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When she finally replied back to me she told me that it wasn’t something she wanted to do right now and still considered it to be weird and a bit much. She told me she had no problem with what I was doing with those pictures and admitted to me it has made her feel more confident in a weird way but she didn’t want to see her brother in that light.. I offered her $100 to watch me on cam on our phones and that like before it would not take me long and this time we were not even in the same room. I tried telling her how easy money it was and that it was really harmless, I’ve seen so much of her now that it would be fair if i shared some of myself with her. She began typing restarting her sentences over and over before she finally replied with ‘ I understand where you are coming from and it makes sense i suppose, I’ll think about it for now and we will see what happens next time”. I asked her if there would really be a next time since the last encounter really felt like the last and she might have just been saying that to put my mind at ease. She reassured me that this deal has been quite beneficial for the two of us and has worked quite well with taking care of our different needs in life.

She called me mid text and the both of us than worked out some ground rules moving forward. She told me this would not last forever so don’t get comfortable and that it will end permanently one day, and either one of us has the power to say no and decline at anytime and it would stop right there no questions asked. I agreed. She was also very adamant that these pics not get shown to nobody considering we have quite a bit to lose if they got out to people we know and that she was trusting me with a lot since she had never done something like this before ever.
****hence my dilemma from part 1 and the high demand to see said pictures.***

I agreed to her terms and told her how very thankful i was for all of this and told her in a strange way this has really brought us closer together. She agreed and told me its not really weird anymore and she was not feeling that guilt she had felt before. I told her i felt the same way and was happy we were some strange business partners. We both laughed about it but before we ended our chat for the night I proposed a third deal, I told her i wanted to go all in and have a proper photo shoot with her. She asked what i had in mind and i explained to her that i would give her $300 for what i was about to pitch to her. I told her the next time I see her I wanted to bring my high end camera and maybe rent out a couple studio lights and we could do a shoot in her apartment again. This time I was very adamant about taking the pictures myself and that i would not wuss out like last time and that she would model nude for me and i could direct it and shoot it how i wanted to. She agreed to my offer and said i could take as many pictures as id like. She told me i would only get to keep 35 shots and that she would be going through all the photos i take and deleting the ones she did not like or was to explicit or unflattering. I agreed and said it was fair. We said our goodbyes and before we stopped talking for the night She said that this could be a lot of fun, we could have some drinks throw on some music and just have a good time with it and maybe make some decent content. She than started laughing and said if she looked super banging in some of them she would like to keep some for herself. I told her whatever floats your boat and said sure and assured her she always looked banging. We said our goodbyes which felt much more relaxed and left me with no doubt in my mind this would happen.

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I was stroking my penis the whole time on the call and got myself quite worked up again at the thought of a high quality shoot with her. I loaded up her pics and rubbed one out again before deciding that was enough excitement for me. I lied in bed that night beside my girlfriend not really feeling much of the guilt or disgust i had felt previously which i had become used to occurring after these interactions with my sister. All i could think of were the various shots i would take, the possibility of what may arise, seeing her glowing tan body nude inches away from me again,possibly weaseling myself into a situation of me touching her perfect breasts again. Who knows what would happen.

All i know that at that moment in time, all that was floating around in my head was..
The Shoot

To be continued in part 3 ;)

Source: reddit.com/r/gonewildstories/comments/9qlg3c/my_step_sister_f_fulfilled_one_of_my_m_biggest