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sissy plugging pictures and galleries

Sissy gets juicy when she's plugged



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All plugged up for you



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Being a good girl in latex with my tail plug!



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Fishnets, plugged, caged, a fruitful evening for the Mistress! Feedback and PM's welcome



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Update on the 24 hour challenge that consisted in wearing a butt plug for a whole day. Successfully completed! 10/10 Would repeat! ;)



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Finally able to fit my biggest plug!



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I was asked to plug my butt during working hours by a lover. This is one of the pics I made for him.



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I went to sleep with a plug up my butt and woke up reaaaly horny and leaking precum all over the place, am I bad?



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Yayy :3 Finally back from vacation - hope you like my shaven and plugged ass!



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Sissy likes to wear her tail...



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My hole stretched by a plug ;P



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Finally able to make my hole gape due to new plug...



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Sissy



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Took some pics of some of my outfits recently. Corseted, plugged and in chastity underneath!



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Finally got a glass plug!



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Diamond plug up my ass



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caged and plugged like a good gurl



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Pink and plugged



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I want to be plugged, but i was told not to.....



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Twerking with a plug in my booty!



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I've developed a thing for tunnel plugs.



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Put on a short dress and stuffed a fat plug in my butt



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Sissy Maintenance: Plug Rotation



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Caged, Plugged, and dressed for Sir



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Does this plug make my butt look big?



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Plugged up and ready for my sissy training



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i love wearing my princess plug



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Bouncing on my plug makes me cum sooo quickly



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Anal plug like baby sucking a dummy



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Cums so hard his plug pops out



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Pathetic clitty and plugged up boy pussy



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All plugged up.



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Pink panties, black plug, and all her delicious torment. (Gif)



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How my mistress/wife left me this morning, shaved, plugged, pantied, nude pantyhose cute socks and having marked her property. Not allowed to remove any of it until she removes it. Every upvote =5 spanks



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Tell me what you think of a man who dresses in lingerie and puts a plug in his ass?



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Sissy Training as it should be. Smaller Cage = Bigger Plug



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