CrossDressing Stories

A Raised By Strippers Series Story (1)
This is the story of the son of a stripper, raised in the dressing rooms of strip clubs and evolving into the Trans woman she was always meant to be.

Two moms catch their sons masturbating together while wearing the moms' panties and bras. The moms are worried about sons being cross dressers or gay. The sons explain they had never seen a woman before and were fantasying. The moms decide to show them the real thing.

Matthew has the weekend to himself, alone at the condo. He's under severe restrictions, however, imposed by his Mom. Matthew is 14 and not old enough to be home alone for the weekend. His sister Casey gives him something to keep him occupied while they're gone. Neither has any clue what's really going on, or the consequences.

Carla's kiss came with a price.

A boy tries on his sisters wedding dress, only to be discovered by the groom to be...

Closet transvestite Michele Nylons dresses in her hotel room while her travelling companion gets drunk at the hotel bar. Her travelling companion returns to his hotel room with two unwelcome guests who force Michele to pleasure them

A couple of punks get what they deserve after beating a crossdresser. Not for the faint of heart.

a Paul & Paula 21 story
For obvious reasons, the kids make a break from Child Protective Services. Their greatest fear is that they might be fostered out to separate families and never see each other again. There's no sex in this story (they're only nine). It gets mentioned, but the kids don't do it. -- I'm numbering them so that they will be listed in chronological order. Every now and then I might stick something in that happened before something else.