The blonde crossdresser's eyes widen as the mistress reveals her strapon, its size daunting yet enticing. She orders him to remove his panties, exposing his ass. She runs her fingers along his crack, making him shiver. She spreads his cheeks and spits on his hole, lubing it up before pushing a finger in, then two, preparing him. She attaches the strapon, pressing the head against his ass. He winces as she pushes in, filling him completely. She fucks him hard, her hips slapping against his ass, her hand gripping his hair, pulling him back. He cries out, his voice a mix of pain and pleasure, as she brings him closer to his ultimate humiliation.