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pretty in pocahontas
the prettiest pocahontas
Pocahontas has just recently been exposed to the wonderful world of cross-dressing. After watching a documentary on drag queens on the Family Channell, he has finally found something new and worthwhile to devote his life to.

Firsty up, was the challenge of picking a girlie name. Pocahontas was all for "Sparkles, honey!", but I forced him to keep himself Pocahontas. He resisted, and now when he's "pretty" I call him Panties. He likes that name somewhat. I think because it reminds him of vaginal secretions.
Then we went to the mall to clothe him. It is quite difficult to choose clothing for a transvestite Catholic schoolboy, but we settled on some chunky high heels and a pink ruffley skirt worn with a sparkly lavender shirt. He looks very fetching in this outfit, especially when it is paired with pink fishnets.

When he went to the food court in this outfit, many homosexual men expressed a fondness for men dressed in women's pretty clothing. Pocahontas collected approximately 12 phone numbers of greasy, long-haired, Hell's Angel's types wearing leather pants and Wifebeathers with hamburger stains on them. Pocahontas seemed quite proud of himself in his ability to capture the eye of other men.
When we got home, he lay his phone numbers on the tabletop. "Look at all my phone numbers!" he crowed.
"Umm... you do that." I replied.
"How many numbers did you get?" he asked me.
"None." I replied.
"I got twelve. That makes me better than you." he said.
"No," I answered.
Pocahonats looked at me strangely.
"What did those guys look like?" I asked, to prove my point.
"Umm..."
"See. I got no numbers of any ugly men."
"Damn." Pocahontas said, and put on his high heels and his pink feather boa.

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