Secretary Jill Kassidy submits to Derrick Pierce's spanking

Award-nominated at XBIZ 2020 for its all-sex release, cinematography, and art direction, "The Secretary" turns office overtime into something far more fun. We open on Jill Kassidy stretched out on the floor, ass up, looking picture-perfect in a crisp white blouse, tight pencil skirt, and high heels. Her fingers dance across an old typewriter as she taps out 'YES BOSS' again and again. Behind her, boss Derrick Pierce watches from his desk, drinking in every inch of the view. When she proudly hands over her work, Derrick calmly uncaps his pen, marks it up, and sends her back with a firm 'Again.' Jill can barely hide her grin as she scurries off. She returns with 'PLEASE BOSS' scrawled across a fresh page. The phone rings, and he orders her to answer while draped across his desk, using her backside as his writing surface. Once more he hands it back: 'Again.' By now Jill is biting her lip, hugging the paper to her chest, clearly loving every stern command. She knocks again, folds the page in her mouth, and crawls to him on all fours like a good girl. He plucks it free to read her final draft: 'FUCK ME BOSS, PLEASE!!' in big, desperate letters. Satisfied at last, he bends her over the desk and gives this eager secretary the raise she's been begging for. With plenty of spanking, rough handling, and a facial finish, it's the kind of performance review nobody forgets. Jill and Derrick prove that dictation was never really the point.