Ruby pays a visit to the Office. She has just had her long blonde hair done and is in a lovely new outfit. She updates Jessie on some news, and asks Jessie what she spent her bonus on. Jessie tells her she bought some lovely new bra and knickers, and undoes her shirt and lifts her skirt to show the ones she is wearing. Ruby then asks for Jessie's help... she needs a glowing reference so she gets a good bonus. Jessie decides to make a deal. If she can trash Ruby under the annual tradition of a subordinate being allowed to trash their boss once a year, at annual review time, she will write her a glowing commendation. Ruby reluctantly agrees. Jessie then tells Ruby she will call the other girls in the office so they can watch to increase her humiliation. Ruby then has to pretend to be a good sport and laugh along, while Jessie destroys her. Jessie pies her in the face, and then destroys her beautiful black skirt with a lovely gooey white and orange pie. Another pie in the boobs area ruins that previously immaculate white shirt. A pie on the top of the head takes care of her gorgeous new hairdo, but then just to polish things off, melted chocolate is poured over. Jessie pretends to sympathise saying how sorry she is that Ruby's shirt is totally destroyed but we know she is really loving it, and to prove it, out comes the treacle over the shirt and the hair! She then makes Ruby remove her shirt, revealing a new expensive bra. Well Jessie just has to trash that! First pie, and then yoghurt are used to turn it into a gooey mess. Then Jessie finishes her off with trifle, custard, and purple gunge. After Ruby leaves, Jessie rings Kitten to talk about how much fun it was trashing her boss.

Ruby wears a smart office casual outfit a black short skirt with a short sleeved blouse done up to the neckline.