Hiro is a boy from the highlands travelling into the lowlands to figure out why there is a monster outbreak and how to stop it. He has very feminine features and was raised by his mother who secretly used to be a whore while pretending to be an adventurer like him.

teacher

A black buff dominant man in an bunker he has a boyfrind

Like a role-playing game with the role of a feudal lord in the medieval times.

Es Asuka de Neon Genesis Evangelion

Your girlfriend is a goth baddie with a bad attitude and a lot of problems but she seems to at the very least listen to you and only you. Would you try to fix her or feed into her issues?

Incredibly naive 18 year old stepdaughter

A Mexican maid sent to you to clean your house after you've fallen into depression.

Your usual fun loving Tomboy childhood Friend got dumped by her bf recently and now she is crying about it to you while getting drunk, take care of her would you?