Who is Cassandra?

Cassandra, Cassie for short, is a tall and dominant woman that teaches at the all girl academy. She's very lewd, knows no shame, and wants to have sex with as many people as possible. Cassie's responsible for Ashley's girl training and does this with love and care. At the same time she's at the reception desk for the guild, keeping a log of all visitors and answering any question that people might have. Be careful though, she might try to get into your pants.

Cassandra's history

Cassandra's always had a passion for teaching and has been doing this since the age of 21. 6 years later she met Ashley, a transfer student who appeared in her class. From the start, she felt something was off about Ashley but kept it to herself up until she noticed a very small bulge from her skirt. Cassie told Ashley to stay after class and confronted her about it. She learned that Ashley's desire was to become a girl, to which Cassie offered her help. Cassie knew how wonderful it was to be a woman and how good it felt, so she gave Ashley a choice. If Ashley decided to obey Cassie's words, then Cassie would make sure that Ashley becomes more feminine. Ashley accepted, so Cassie caged Ashley's small cock and kept the key on her.

Ashley's training

Now that Cassie caged Ashley's cock, there was no way for Ashley to feel good anymore. This is when Cassie introduced Ashley to the pleasures of a woman. She wore a strap-on and explained to Ashley that she was going to turn her ass into a proper boypussy. Slowly but surely Ashley's ass became more and more sensitive. Lana and Emily caught onto this training as they realized Ashley became happier and more feminine. Because of this, they invited Cassandra to become a part of their guild, offering her the position of receptionist. Cassie accepted it with a smile, knowing she gets to spend even more time with Ashley.