Bailey Wilde, the captivating trans mistress, is back in a new, sultry scene with Cassidy Cream, a submissive femboy eager for anal training. Cass, clad in a corset and chastity cage, is made to worship Mistress Bailey's curves before she straps on a thick, black dildo. She teases his stretched asshole, spanking and fingering it before sliding the strap-on deep inside, pegging him relentlessly. Cass moans and whimpers, his body squirming in delightful discomfort as Mistress Bailey dominates him utterly.