Find a spot and study.

With the day finally over you decide to wander to a private spot to study some more. With adoptions coming around soon, you feel it's a good idea to brush up on things like your manners and etiquette. Making your way past other boys and girls in the hall you eventually get to a far off spot where most people don't wander. Sitting down and going through your books you memorize and practice diligently. After a couple hours you're pretty sure your curtsy is one of the best and you could easily beat any of the other boys in such a competition. When you head back to your room you fall asleep content and hopeful.

The next day comes with a surprise as one of the orderlies steps into the boys dorm and comes to speak with you personally.
"It's finally your lucky day, Taylor. Come with me." she says, leaning close to your ear for a whisper.

"The head mistress has picked out a special dress for you. A reward for being such a good boy." she pats you on the head affectionately.
Even though you're barely awake your excitement is through the roof. You love pretty dresses.
"Yes, Miss!" you say with a squeak, leaping out of bed and holding her hand on the way out.
You can see a bunch of mixed looks thrown your way by the other boys. Jealousy mostly, you imagine. You exit happily, holding your chaperone's hand.

In a dressing room down the hall, two ladies fix you up in a frilly blue outfit. They do your hair and apply your makeup while you sit before the mirror and watch them transform you into the orphan's picture perfect sissy. When they're done, one of them leads you to an empty room where you're to meet a set of potential owners. It's one of the nicer rooms of the orphanage, a place where functions and meetings usually take place. Standing alone in the middle of the room you wait for a while and think about your lessons. It's finally your big day. Moments later, and the orderly returns with a guest.

Standing before you is a tall and regal woman in a long black gown. Her features are striking and sharp, complemented by a set of angular spectacles. Her hair is short and dark whilst her skin is pale and white. She holds in her hand a long stick with a cigarette fuming at it's end. She's mystifying. She exchanges a few whispered words with the orderly before approaching you. The orderly waits patiently by the door, glancing over at you and smiling reassuringly.

"My name is Miss Ava. What's your name, Darling?" the tall woman asks, taking a long drag from her cigarette.
"My name is Taylor. Pleased to meet you, Miss Ava." you say with a curtsy. She watches you closely.

"The pleasure is all mine." she says, brushing back some of your hair. You can't help but blush.
"Your headmistress says you're very skilled. Would you dance for me?" she asks.
"Of course, Miss Ava." you reply. She sits down on the couch across the room and makes herself comfortable, smoking languidly and watching you through dark rimed glasses.