▲ 101 r/SissyConfessionBooth+1 crossposts

Cucked by my sister

When I was a new sissy (barely 18) I would often hide my chastity keys in my older sisters room in order to be forced to wear it longer. One night I put on a black thong of hers and caged up before putting my key under her bed. i was sent to bed by my parents and my phone was taken, but just as I was about to fall asleep I could hear a lot of giggling coming from her room next to mine. I opened my door a bit to hear better and I started to hear the sounds of her giving him a blowjob, as the sounds of her lips got louder my clitty began to start to press against my cage unable to escape, unable to watch something or put some headphones on. The thought that her knees were probably inches away from my key as she sucked this massive cock made made me so excited I decided to grab a bbc dildo from under my bed and begin to plap my balls, as the sex advanced I could her begin to ride him, so I decided to match and rode my dildo matching their beat, as they climax I could hear her ask to be filled up and without any climax available I had to stop riding my dildo and lick up my pre cum puddle from the ground. Thx for reading x!

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u/Irishfemm — 6 days ago
▲ 75 r/SissyConfessionBooth+1 crossposts

Secret Sissy at School

When i was in the final year of school i started to notice a lot of my jock friends starting to show up to class less, and one night notice my older sisters room was open and empty and being a couple years already into my sissy journey i already owned a pink chastity cage. i decided in the moment i would grab a her blue thong and old tracksuit, lock my dick up (leaving the key in her room), and go to school as a hidden femboy the next day. as i sat on the bus on the way to school i noticed how the clothes hugged my body, how the chastity brushed against the thong and how i had to sit femininely in order to be comfortable. i also noticed how a lot of my friends were present and had to make small talk as my tiny locked clit dripped into my sisters panties. as i sat in the back of my english class i noticed how sensitive i was, even a slight movement caused my pants to hug my chastity and an involuntary moan would escape my mouth, i had to excuse myself to the bathroom in order to clean the pre cum from the panties but had to leave early as without the chastity key i couldn’t unlock myself.
Lmk if anyone wants more stories i have a couple more!!

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u/Irishfemm — 6 days ago