Exactly what they ask.

Before you can obey the guard's orders, one of the boys darts away and runs from the group. Pandemonium breaks out as you and the rest of the boys are seized by the orderlies. A guard rushes off to catch the escaping runaway. You watch as the boy leaps up and nearly scales St Anne's rockwall but is stopped short when the guard runs up and clamps down a metallic collar on his neck. A strong pull from the guardswoman sends him flying off the wall, straight into the dirt below. He kicks and gasps as he's dragged back to the group like a wild animal. During the scene you notice the head mistress chatting with the other guard, as the boy is dragged back your head mistress turns to the group.

"Does anyone else feel like running?" she asks.
You and the other boys shake your heads in unison.

It doesn't take long for you to all be chained up and stuffed away into the carriage. Inside it's completely dark save for a few slivers or light that come in through the cracks of the padlocked door. You're not exactly sure whats happened to the runaway but there's certainly talk about him outside. When the carriage starts moving the other boys start to whisper and speculate about the fate of their comrade. It's not until hours later that you all see him again. At some point during the ride there's yelling followed by a complete stop of the cart. After more yelling, the doors of the cart are opened and blinding light comes streaming in. As your eyes adjust, you see the tall and strong guardswoman pulling the chain leash of the attempted escapee.

He's almost completely naked, covered in dirt, wearing nothing but white panties and a bunch of fresh bruises. Everyone is in shock when they see his condition. The guard makes a display out of the boy, yelling at your group about the superiority of women and the importance of obedient sissies. To finish off the display she tears up his ownership papers and pisses all over him with her hefty girlcock. The carriage doors close and the boy is left behind in the street, laying in a puddle of piss. The rest of the ride is rather quiet, understandably.

When the doors open again you're tired from being chained at the neck for so long in a cramped and dark space. With heavy steps, you follow the guard as she leads you by your leash out into a bustling city street. The moment you step into that world you feel an energy surge through you. There are women everywhere, riding carts up and down the road, wandering the sidewalks, and chatting with each other. You even see city boys, dressed in nice clothing, led around by girls that you assume are their owners. The late afternoon sun heralds an approaching evening but the surrounding crowds are active as ever. It's packed, lively, and chaotic, unlike your life back at the regimented St Anne's Orphanage. You find yourself mesmerized by the display as your chain leash guides you through the crowd.

Before long you get to some kind of destination. It's a raised wooden platform with dozens of women gathering around it. You watch as one of the boys from your group is unchained, then led by the guard up to the mock stage. A bidding starts and you watch as they call out in attempts at purchasing him. After a few minutes, one of the crowd is selected by the guard and the boy is dragged off the stage. Papers are signed by the guard and this boy's new owner. Then your turn comes. You're led towards some simple steps attached to the stage. Nearby, you see the recently bought orphan being roughly molested by his new owner. She looks like some kind of crafter, with bulky forearms and a leather apron that runs over her bust. She turns him around and grabs his ass with a slap. He yelps at first but makes an attempt at smiling afterwards. You can practically feel how he feels.

Pulled by your wrist, the guard takes you on to the stage and away from the scene you were engrossed in. As you look out at the masses, the guard starts the bidding, and women start calling out numbers of coin. In the end, a chubby blonde woman close to the stage wins the auction. You're brought down towards her and she begins to speak with the guard in a upbeat and jovial manner. You're a bit thrown off, unsure of what to expect. After the signing of some papers and the exchange of coin, you're pushed in front of your new owner. Though she's noticeably shorter than the amazonian guard behind you, she's still quite a few inches taller than yourself. Her extra thickness is most noticeable around her midsection and chest region. The latter looks like it's trying to explode out from the confines of her semi noble regalia, barely contained by her failing corset. Her cheeks are round and pudgy, her hair, a set of golden curls that reach shoulder length. She leans down to take your hand.

"My name's, Josie. Pleased to meet you, Taylor." she says before kissing you hand. She gives you a smile and a wink in a remarkably genuine fashion.