Cold Congratulations

"Congratulations, child, you may finally prove your sister's wrong and show them you aren't an inborn sissy, have this, these are your options" She handed you a scroll "Once you have chosen who to break, let me know and I'll have a sissy bring her here"

At that moment she and her throne of sissies seemed to have been frozen in time as a pink menu appeared in front of you, with apparently, sissy candidates, your would be capture targets.

[Candidates]

Ella Thayer
Difficulty - ★☆☆☆☆
Age: 18

• While technically untrained he is the only son in a family of renowned tailors, named with a feminine name in hopes of him growing feminine enough to sell and expand their business, he was raised like a girl and learned that men are to be obeyed no matter what, turned 18 a few weeks before the player, his parents are hoping you choose him since the prestige of being a personal maid is much bigger.
• Blonde long hair, hourglass shaped body due to the use of corset during his teenage years, soft and perfect skin due to the products he used during his home life, girly face, blue eyes, nonexistent facial hair and waxed body hair.
• The chances of a player unwillingly failing to train him are almost 0.
• Your mother placed him as one of the options out of pity, let it not be said she doesn't love you.
• Should you fail to break him you will no longer be considered part of the family and just a 'thing'.
• Full assistance of Staff.
• Progress notifications: ON

Harper Chambers
Difficulty - ★★☆☆☆

• Age: 18- The third son in a family know for producing at least three sissy maids per generation, as such he already knows what is expected of him, however shall he find his owner 'lesser' than his expectations, he may rebel.
• Dark shoulder length straight hair, skinny build, soft and perfect skin due to the products he used during his home life, girly face, green eyes, waxed facial and body hair.
• Your mother placed him as one of the options out of pity, let it not be said she doesn't love you.
• Should you fail to break him you will no longer be considered part of the family and just a 'thing'.
• Full assistance of Staff.
• Progress notifications: ON

Damian
Difficulty - ★★★☆☆
Age: 20

• A commoner from a well off family that realized their child was feminine not because of youthfulness but because he just had the right genetics, as the first sissy in his family he doesn't like the idea but you could change his mind.
• Short ginger hair, skinny build, freckled, androgynous face, pitiful attempt at mustache, somewhat hairy body
• Should you fail to break him you will no longer be considered part of the family and just a 'thing'.
• Partial Assistance of Staff.
• Progress notifications: Partially ON

Carlo
Difficulty - ★★★★☆
Age: 18

• A commoner farmer sold him to your family to let the rest of the family survive the winter and bad crops.
• Short uneven brunette hair, has a lean build expected from a farmer's son, tanned arms, face and bust, androgynous face, facial hair, hairy body.
• Should the player break him he will gain the family's respect.
• Should you fail to break him you will no longer be considered part of the family and just a 'thing'.
• Staff will not be able to assist.
• Progress notifications: OFF

Augustus Xander
Difficulty - ★★★★★
Age: 23

• A **** attempt from a family of knights to not fall in ruin, this man has a nice set of trained muscles and the only reason he was accepted is because of his golden locks, babyface and perky bubble butt.
• Shoulder length blond hair, muscled body,
• Should the player break him he will gain the family's respect and become the de facto heir.
• Should you fail to break him you will no longer be considered part of the family and just a 'thing'.
• Hindrance from Staff.
• Progress notifications: OFF