Posted 20 hours ago

Sissy Boyfriend 1 - Blackmail

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Joined in 2023

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This is a honeytrap operation and you're a spy who has information the agency wants to know. None of the other usual interrogation methods have worked thus far. Perhaps I can coax the information out of you. I am a female agent known as a "swallow." You have been brought to me as a last resort to tempt you and seduce you into telling Me the codes that we need to know. I am your lifeline at this point in the game. I went into the shower, getting rid of the makeup and cum from my face, I walked to my room in the towel to find Kevin in my room, on my bed with my collection of dildos and vibrators on the bed in front of him. I groaned “well.. you know about me now.. so what?” I started to get dressed into my clothes as it was getting to the time were my sister would come home “well, I feel like you owe me one” I slammed my draws shut, “what?!” I shouted, “well, as a good friend I am keeping a dire secret which would ruin you if your friends or family found out.. right?” he said with an evil tone, “yes?” I sighed continuing to get changed, “well, I am just saying you do as I say and I will keep your secret” I slipped my T-shirt on and stared at him for any signs this was a joke, it clearly was not “depends on what your ask for, I ain’t doing THAT again!” I said pointing downstairs, Kevin stood up from the bed and waved his phone around me “well, your sister might wanna look at these then” he said sarcastically, had me by the balls. “urgh. fine.” he stepped out of the room and walked downstairs “this is fun!” he shouted. How did things get so bad? By posting in this subreddit, commenting on posts, and sending private messages to members of this subreddit: I was around 15 when I started to take my sisters clothes, trying them on here and there without anyone noticing, nothing out of the blue but something I could always stuff in the linen basket if my room was ever cleaned, I would sit on my computer on the landing (neither of our rooms were large enough for a desk so we had it on our landing next to the stairs) and I would have the dildo in my ass, sometimes when I would play a game or watch a video I would bounce up and down to push it in and out of my tiny asshole, my sister and Kevin never knew, they just thought I was exited about something, I then realized that the whole notion of being caught was so intoxicating that I had to risk more, because whats reward without a little risk?


Years old.. yippe! I work as an apprentice in IT, hours are short so I leave at similar times, 3 or 4 as I start at 7 or 8, my sister moved into more of a sales job and now had a boyfriend of 9 months, he was called Kevin. We never really talked much because we never found a topic we liked, he was a car guy who loved sports and I was a computer geek who loved video games, we were worlds apart from each other, nevertheless we got along just fine we both were nice to each other and would always have respect for each other. My sister is 3 years older than me and my mother works long days from 9-7 sometimes, later on when I turned 18 she left the house to me and my sister so she could spend more time with her boyfriend… skipping to 2 years later I was 18 and living with my sister, I was a student and she was working in retail as a sales person (or whatever they do) I found myself coming home from college at around 3 or 4pm and I knew she finished work a 5 with a half an hour drive from home so it gave me time to search her room and run myself a little catwalk from time to time.

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