My Life as a Shemale Part2

We sat in silence for awhile and I started to think, I thought I was ashamed but felt better now, Tim gave me confidence to say what I had been thinking, "I know you bought me boys clothes but I really liked your daughters clothes, do you think, I mean, would it be ok if I...". I trailed of and Tim smiled again, "Wear them?". I nodded. He said, "Yes you may but you need to do something for me then". I thought, here it comes, Tim frowned at my expression, "No not that, I would like you to meet someone, she comes by sometimes and helps me with certain needs, things I need to get done, well, I would like you to spend some time with her." I immediately said yes, I had no idea at the time who she was but a friend of Tim's had to be a good person.

After our 'talk' I went to my bedroom, it was beautiful, the four poster bed had a canopy with silk hanging down, tied with pink ribbons. The sheets were soft flannel that gave an immediate feeling of comfort. The dresser was full of clothing that were his daughters, she may have been around the same age as me but certainly close to my size. My first need was to get the clothes off Tim had bought and I tossed them in a corner, the next was the top left drawer of the dresser filled with underwear. I wanted the feel of the panties, no, I needed it. One by one I tried every single one and at the bottom was a pair of soft silky panties, those became my favorite. But the bulk of my penis kept slipping out to the side, moving it this way and that, I could not fit into it the way it was meant to be worn. Next came skirts, sweaters, stockings until I looked on top of the dresser, the was a mirror and below it a box of ribbons. Since my hair had grown out even more, I could try wearing them. I spend some time styling my hair in the mirror and in the end I thought I looked like a cute girl.

Tim said nothing the next morning when I arrived at the breakfast table dressed in his daughters clothes, I wore a plaid skirt and satin button up top, knee high socks and buckled shoes.