- Jessie Jensen - Sissy Predicament 1080p

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Jessie Jensen - Sissy Predicament

One of my favourite things to do is to put sissies like you in world-crushingly humiliating predicaments. The look of total fear and despair on your pretty made-up face gives me such a fucking kick. I know exactly how to drop you into the most shameful of situations and how to reduce you to tears as you fail to handle the gut-wrenching humiliation. Look at you - youre already trembling. Youre going to be locked into your frilly girlish maids uniform - padlocked into the dress at the collar so it cant be removed. Youll wear the most feminine lingerie including the puffiest of pink panties and soft sissy stockings. Im going to lock your feet into a pair of skyscraper heels and put a big curly blonde wig on your head. Look at yourself in the mirror sissy - no real girl would ever wear anything as over-the-top and ridiculous as this! You look like a total fucking fairy! Lucky for you the 2 skinhead faggot fuckers in the next room have been waiting to get their hands on a dolled up little princess like you for hours! Oh but theres one problem - they havent brought any condoms with them. Oh dear sissykins... either you can take your chances with the 2 strangers Ive brought here to spit-roast you or youre gonna have to head to the pharmacy to pick up some protection. Haha! Wobble your way to the store in your humiliating uniform or let the skinheads fuck you bareback - its your choice sissy. If you go youll be totally humiliated every step of the way - but if your sissy holes will be filled with the cum of 2 strangers. Its time to panic sissy!

Date Added: 28 Jan 2026

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09m48s min of video

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