Maiden Voyage of Humiliation
Read the storyAlex, a youthful blond male 21 year old university graduate, is convinced to apply to work on a cruise-ship by his crush Katie, a beautiful woman of 22 and Alex's crush. Thinking he would be rooming with Katie and that was his chance to date her, he agrees to work in Katie's department. Only to find out when he signed the contract and boarded the boat did he realize that he would actually be rooming with Thelma: Katie's somewhat older and very butch sister, who despises Alex and mocks him ruthlessly. Thelma, in on the ruse, is actually an officer on board the ship and uses her power to slowly forcibly feminine Alex into a simpering pansy, a complete sissy through chastity, her physical prowess.