Experimentation
Liam experiments with his sister's clothes, though happens across her sex toys in the closet...
Tardy
Just a young colt, dressed in his sister's clothing, being brutally fucked by a magical male. the boy begged for the dragon to go harder, and harder the dragon went.
Dwayne Loses a Bet
He has worn his sister's clothes before. he is not transsexual, but rather, he always liked the way her clothes looked on him. he especially liked the way her panties hugged around his cock.
Curiosity in Clothing Part 1: Into The Closet
Max continued to think of his sisters clothes. all the ones that she ever wore. the skirts, shirts, tops, jeans, boots, and the occasional dress. he sat there thinking about them.
My girl is a boy part 8 - Exploits
Well where was i, oh yeah i often used to wear my sister's clothes and steal her romance novels. i started having identity issues because i felt that i was a girl but i had the body of a boy; it really was awful to put it mildly.
A regular saturday afternoon
"if you're perverted enough to think up dressing in your sister's clothes and pawing off then you'll know the only way you'll get me to keep quiet."
Seleno Chapter 2: Changing Perspective
When i got there i found a female werewolf covered in sandy brown fur standing there wearing my sister's clothing. she took one look at me and quickly grabbed the baseball bat that leaned against her bed. great...
Their Life Beyond #3
He stepped over his sister's clothes, putting his body under the water and relaxing. he sniffed, smelling something oddly sweet and intoxicating.
Dwayne Pays Up
His punishment: wear his sister's clothing for the rest of the weekend. after he got all girly and stuff, his friends decided that there was more to be done.
A Bump in the Night 7a: Two's Company...
Slipping them back on, tommy came around behind the sofa to find his shorts and t-shirt where they lay next to his sister's clothes. in a few minutes he was dressed and looking presentable, katie not too far behind.
Miss Nightfang's School for Wayward Youths, Mitch's story Chapter 5
You insult how i dress, now you're forced to wear your sister's clothes. francis insulted the other students by saying they were pussies, so i gave him one. those are the bad choices i punish."
Unfortunate Twin
Some friends were so bold as to insinuate that if andrew ever were to put on his sisters clothing, they would look identical and then one of them might actually date him.