Katherine asked me to roll over and she would massage my chest for me. As I rolled to my side, I quickly realized what the second article was to hit t...e couch. It was her bra! Katherine was smiling at me and asked if I liked my surprise. I could barely get the words out my my mouth. Beautiful pink areoles and erect gum drop nipples. I would later find out from her bra size that they were 36DD. She complimented my penis, so I flexed a few times for her to break the ice again as we both laughed. "Yes, that's a good start - you're looking nice andgirly already in your panties. But now we have to get you into yourtraining brassiere, don't we? Put your arms out in front of you,there's a good little sissy boy ......" It was so humiliating, but within barely another five minutes I'd beenfitted with a "Berlei Princess Training Bra", along with some falsies toadd additional padding for good measure. Gertrude made sure I knew justwhat I was being fitted with, whispering in my ear as she. More

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