Crossdressing Sex Stories

Cross dressing stories involve events of either gender (usually male) dressing up in the clothes of the opposite sex, for reasons of sexual gratification. Cross dressers are similar to transvestic fetishism, which is a sexual fetish for the clothing of the opposite gender. The cross dresser can be of any sexual orientation.

The following (part of a) story was told by a cross dressing male, involving him and his roommate. One evening, after having had a shower, he walked into the room dressed in nothing but a pair of black and white lace knickers and a matching bra. He burst into a smile when he saw his roommate with his big, hard cock in his hand, as he was stroking it slowly, their eyes locking. His long hair curled down over his body, cascading down in front of his fake boobs.

He slid his hands up over his firm bum, give the right cheek a soft pat. He walked over to his roommate, and felt his hands trembling slightly as he watched his friend's cock in his hand. He traced his fingers between his fake tits over the bra, and up through his blonde curls as he tilted his head back and closed his eyes.

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