I caught my sister’s boyfriend looking at naked men so i seized the opportunity. True story
I knew I was into boys since 13 but I don’t have much experience. My only times was my neighbor next door who was recently divorced back then and my school’s swimming team captain a couple of months after. They were only one time hookups because the former felt bad cuz I was young (I was 14) and the later had a gf. Since then the only action I got was stealing my mum’s dildo and riding it. I was still in the closet at the time so I had to be discrete about it.
My sister brought her bf home a quiet often. If mum was home he would have lunch with us, watch some tv and leave. When she wasn’t around, they stay in my sister’s room all day probably fucking. One day though, the stars aligned to create the perfect conditions. My mum has gone out which means my sister was getting her bf over. He was a handsome guy with brown curly hair and a nice body and seemed like a legitimately great guy which is why mum loved him so much. When he arrived I expected them to go their room like usual but they just stayed down stairs and watched tv. I took this chance and snuck into mum’s room and snatched her dildo. I opened my laptop, opened some porn and grabbed some lube. I started fucking myself until I came. Felt thirsty after that so I cleaned myself, put on some clothes and hid the evidence.
I went down stares to the kitchen to get some water and I found him sitting on the couch alone scrolling on his phone. When I asked him where’s my sis he said in the bathroom. (I should note my sister was 18 her bf was 20 and I was 16). I drank from the kitchen and passed by him and was shocked with what i saw. He was scrolling through pictures of naked or half naked men. But they weren’t pictures, they were grindr profiles. I remember my sister saying before that her bf felt distant for a while and I guess this is why. At first I was going to tell my sister but then I thought that it was a good opportunity. I leaned slowly next to his ear. He didn’t even notice me. ‘What are you doing?’ I said suddenly. He jumped out so fast and his face went white. He asked what did I saw and I told him exactly what I saw. He didn’t deny it and said that he was just experimenting and he didn’t do anything yet (lol). He begged me not to tell my sister and I wasn’t gonna but I thought that I would use that to my advantage. ‘Come with me to my room and maybe we can sort this out’. Like I said I was in the closet so he didn’t understand what I meant. Unfortunately my sister came back from the bathroom, so our conversation was cut short. ‘Let’s chat later before you leave ok?’. I said before taking my leave. ‘Chat about what?’ my sister asked. I just said some men stuff.
The sun was setting and mum would soon be home and he didn’t come to me. I thought to just tell my sister but decided to just let it go. Until I heard a knock on the door. I went to open it and it was him so I welcomed him inside. ‘So what do you want?’ he was pretty direct. ‘You’re looking for someone to fuck right?’ I said as I grabbed his cock. He pushed my away saying no way and that he didn’t want to do this to my sister. ‘Would you rather I tell my sister?’ He said ‘Fine’ in a defeated manner and sat on the edge of my bed.
I knelt down and unbuckled his pants and took out his cock. It was above average but looked nice. I jerked it a bit until he got hard and started sucking. I started with with the head first, licked his pre-cum then went down his shaft. Kept sucking and deepthroting while he was moaning softly. until he squeezed my head signaling he was close. I stopped and stepped back. ‘Why did you stop?’ he said. I didn’t answer. Instead I got naked and took off his shirt pants then made him lay on the bed. I grabbed the lube bottle and a condom from his pants. I put the condom in his cock and lubed my ass then placed his cock inside me. I kept riding him while he was grabbing my ass and we both were moaning. he then picked me up, laid me on my back and pounded my ass hard and fast as I jerked my self. When he was close again he took off the condom and came all over my stomach before I came as well. We didn’t say anything afterwards He put on his clothes and planted a kiss on my lips before existing my room.
Since then, we essentially became friends with benefits as we hooked up many times after that. I felt guilty doing this to my sister but I won’t lie and say that I didn’t enjoy it. Unfortunately this didn’t last because after about six months, my sister and the bf broke up after a big fight. Apparently he and his family were moving to another town and wanted my sis to come with him and she refused. When I called him he said that he couldn’t see me anymore because he was moving. I said that I understood and that I would miss him. I was developing feelings for him which was very bad so it was for the best. Neither me or my sister talked to him again after that so we don’t what became of him. I moved on and even got a boyfriend after coming out and so did my sister although she still wasn’t aware of that of what we were doing even till this day (or at least I think she doesn’t know).
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