Cumslut sissy maid Jessica Bloom trains her slutty asshole and colon with an extremely long 20 inch dildo, slide the toy deep into her sissy anal depths while having her sissy clitty locked up in a chastity cage. After managing to slide the dildo fully inside her slut hole, she slaps her chastity cage until it makes her squirt out a nice thick creamy load of cum into her dinner bowl. Then Jessica wipes up her cum and licks it out of her sissy bowl, before going back to playing with the extremely long dildo, pushing it fully inside her before putting her panties back on to hold it in place for the rest of the day.