In a raw, homemade encounter, burly bear Mr. Nails, dressed in full latex, takes charge as the dominant grandfather. He guides his eager, crossdressing sissy, Miss Katryn, into a world of intense pleasure and submission. Katryn, dressed in lacy lingerie and stockings, eagerly presents his hairy, virgin butthole. Mr. Nails, his massive, veiny cock throbbing, lubes up and gently inserts his fingers, stretching Katryn's tight hole. He works his way up to a full fist, plunging in and out, as Katryn moans in ecstasy, his own cock rock hard.