Chapters tagged crossdressing

by humiliationstation

Chapter 6

Martin's mother held out a pair of black tummy control panties. He stepped into them, and held his arms up as she also put him in a B cup bra, his chubby chest filling it out nicely. Martin looked at himself in the mirror. The underwear slimmed down his belly and made his butt l...

by humiliationstation

Chapter 7

Martin's mother covered his face with foundation to hide his acne, filling in his lips with black lipstick and giving him glittery red eyeshadow, thick black eyeliner, and long false eyelashes. "How do you look?" She asked, making Martin look at himself in the mirror. "Like a g...

by humiliationstation

Chapter 8

Under his mother's instructions, Martin put on a fishnet body suit, a black t shirt with a plunging v neck to reveal his new cleavage and two skeleton hands gripping his small breasts, and a pair of black denim shorts that ended flush with the hem of his panties. His mother sat...

by humiliationstation

Chapter 9

"I've already talked to your boss. He's told all of your coworkers that you quit and they've hired a replacement." "But someone will recognize me!" Martin protested. He looked at himself in the rear view mirror. His concerns were silly. He wouldn't recognize himself. Especially...

by humiliationstation

Chapter 9

Martin sat nervously in the backseat, not saying a word on the long drive in gear of another spanking. His mother pulled into the drive of an imposing school. Several students were milling about the yard, boys in uniforms similar to his and girls in trousers and blazers. Even st...

by humiliationstation

Chapter 6

Martin put on the bra and panties his mother gave him. The bra made his flabby chest look perky, giving him cleavage. The skimpy thong barely covered even his meager bulge and was completely useless to cover his backside. His mother grabbed his wrist, marching him to the living r...