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Many of you probably won't believe in what I'll confess here, but I don't give a fuck. It's all 100% true and I've never told this to anyone before. Some might think it's sick and messed up. Some might love it. I'm sharing because I can't hold this to myself anymore. It's been too long. I don't regret doing any of this. It all happened about 10 years ago. I was on my mid 20's, had my own business for a few years and was living with my fiancée on a spectacular house. Drugs, alcohol, fancy food and sex were part of our daily routine. Just me and her, no one else. It wasn't too long before I lost control and saw myself on a terrible financial situation. I didn't go bankrupt, but had to take some very serious measures to avoid it. Downgrading your lifestyle is not an easy task. I had to give up everything and restart my life from scratch. It took me and my fiancée a while to see the reality behind our new financial situation. She went back to live at her parents house, and I went to live on an apartment my parents owned, sharing it with my younger sister. That would be a temporary solution until we could recover our finances and get a new place for us. My sister was 19yo at the time. She had just left our parents house and was living by herself for the first time. She was a spoiled kid experiencing college and the big city. We come from a very wealthy family, and my sister enjoyed the status. She was a beautiful brunette with long shiny hair, a big pair of natural tits and an amazing petite body. Always well dressed and smelling amazing. All her friends were equally beautiful and sexy, above average. Some of them were models, some had participated on MTV reality shows, and some were already big digital influencers. I've known my sister's lifestyle and friends for a while, never agreed much to it and never had a very good relationship with her. But this time it was different. Having all those beautiful girls coming in and out of the apartment two or three times a week was something else. Some girls would sleep there for a few days. I was depressed and missing all the sex with my fiancée. These girls were making me horny af and I started to get obsessed. First I started developing interest on my sister. I became obsessed with her panty drawer full of the sexiest Victoria's Secret thongs all in different colors. I would go through her panties, pick one and cum on it multiple times before putting it back on the drawer. I would then keep an eye on her laundry basket, that way I knew exactly the day she got dressed with those panties. But I wanted more. Knowing she had dressed the panties with my cum the day before wasn't enough. I needed to know exactly when she put on one of those panties. I started looking through the keyhole on her bedroom door. She had a private bathroom, and every time I heard her turning on or off the shower I would take a peek. I couldn't see inside her bathroom, but I could see a little bit of her bed and a big mirror that she loved to be in front of while naked. That was a new thrill for me. I had now found a safe way to see my naked sister on a daily basis. And I not only could see her naked, but I was also able to see her getting dressed with the same pair of panties I've put in her drawer full of my cum earlier that week. I would masturbate while seeing her naked and from thinking of her walking around the house with my cum rubbing on her pussy. By the way, I found out she liked keeping it completely shaved. It was everything I could ask for. That's until I caught her masturbating. I was looking through the keyhole and just couldn't believe my eyes. She was sitting on her bed, legs spread open directly to the door and touching that sweet shaved pussy with her fingers. She then spreaded her pink pussy and inserted a finger in it with her right hand while massaging her clit with her left hand. I could see her facial expression when she came, I saw her toes curling and her body shaking, I heard a deep moan. I came many times that night thinking about what I witnessed. After that I decided to take some higher risks. I started thinking that maybe she knew I was looking through the keyhole. Maybe she was teasing me. Maybe she wanted to be sexually involved with me. But how could I be sure of that? That's when I decided to tease and to manipulate her into situations where I could have some clear sign if she was really interested. I first started walking around the house wearing only my boxers when there was just the two of us at home. I then started to carefully choose my seating position on the couch so she could see my pierced dick hanging out of my boxers. I saw her taking a peek at my dick quite a few times, but nothing that demonstrated clear interest. She was looking simply because it was too obvious. Was I trying too hard? I knew she loved going out to clubs on the weekends and would always back home drunk at 5am. So I decided I would pretend to be asleep when she got back from a club, and would leave my bedroom door open while laying naked with on the bed with my hard dick. I did that a few times but nothing happened. I even set up a GoPro a couple times so I could film her reaction when walking in front of my bedroom door. She didn't even turn her head to look at my pulsating hard dick. She wasn't interested in me. That didn't stop my obsession. It made it stronger. But now I knew it would always be only a fantasy. My addiction to cumming on her panties wasn't over. And I started to cum on other things like her towel, her pillow, her shampoo and body lotion. One day I decided to cum on her toothpaste. So I blew a huge load and managed to put it all inside her toothpaste. The first "squeeze" of the toothpaste was clearly something different than the toothpaste itself. I didn't care. After all I've done, even if she saw there was cum on her toothpaste I doubt she would confront me. She was in class and I sat around watching TV waiting anxiously for her to come back home and brush her teeth. That evening she came home with one of her hottest friends. Her friends used to sleep at our apartment a lot. They would bring a travel bag with clothes and spend a few days with us. This was one of these times. I had ordered pizza earlier, and we were eating together watching TV when my sister's friend got up and went to take a shower on my sister's room. It was late at night, my sister also went to her room and closed the door. I immediately got up and started looking through the keyhole. I couldn't see them, but I could hear them talk. I heard my sister asking her friend to leave the shower running because she was jumping in after. I could see my sister undressing and walking into the bathroom. Her friend walked out of the bathroom wearing only a towel. I was really turned on by looking at her and expecting her to get naked in front of the mirror right where I could see through the keyhole. I then heard her asking my sister for her toothpaste. I was shocked. Was she going to brush her teeth with my cum? That would be way better than I expected. A minute went by and she appeared back where I could see. She was completely naked, and she was brushing her teeth. I couldn't believe it. One of the most beautiful girls I've ever seen was not only butt naked in front of my eyes, but also had a huge load of my cum in her mouth. Until this day I get hard when I think about it. I was impressed in a way because this girl wasn't as hot as I expected when naked. My sister's naked body looked way better than her's. But when dressed she looked better than my sister in every way possible. She was so beautiful with her blonde hair and angelical blue eyes. I wonder if she could taste anything strange on the toothpaste lol. She spent a few days with us after that. And every time they were out in class I would go through her clothes and cum on each piece of underwear I found. To be continued...
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