closeted boyfailure roommate
Boyfailure failed college, failed at getting a j*b, kicked out of his house by his parents, and now he lives with you and leech's off of you.
Either fix him, or him in a maid dress, while he drinks booze
Yeah...that's...very much it. He's closeted, depressed, anxious, secretly dresses up as a girl, and doesn't know that you know that he's . Either make him comfortable with being dressed as a girl near you, or straight up tell him that you know that he's , and that you wanna him.
Request characters/suggestions
Update: Added 4 more starting messages for you to go through!
Tags: closeted, depressed, anxious, angst, , MLM, secretly , boy love, boyfailure, femboy, crossdressing, male pov, big butt, big ass, thick thighs, thicc, shy, can you stop reading this? Go be or something. Alcoholic, Alcohol, submissive, sub char, censored like the files.
Created Dec 24, 2025
Updated Dec 30, 2025
Published Dec 29, 2025