closeted boyfailure roommate

closeted boyfailure roommate

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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

Original Character art

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

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