Sissy Stepbrother

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"black nylon panties as well as a nylon bra and white stockings, a t-shirt and microskirt.

He held up the smooth underwear and soft stockings before putting them back down and grabbing the microskirt, "seriously! This thing would barely cover my ass!" He complained.

"So you're considering?!" She smiled, "well... If you're not in that in the next ten minutes then I'll put this photo everywhere, social media, posters, I don't know? You're school's paper!"

She then gave her most victorious and cocky strut while going upstairs. Holding the very feminine clothes he decided he might as well try and avoided being caught in girl's clothes.

So he stripped off naked, remembering that only him and Michelle were home. He slid on the sleek black panties and felt a huge pain in his genitals as they seemed to be pushing them back inside, the underwear was made to be super tight, but they clearly hadn't thought about boys when making it, Tom thought. He then put his arms through the bra and fumbled for a good two minutes before hooking it. He was going slightly purple in places, especially his manhood which was just a tiny lump at the front of the panties. Putting the loose t-shirt on, he saw it was a size too big but thought that would be good for him. He then slid on the white stockings, his first thoughts were of his rugby socks but they felt fuzzy and thick, while these were soft and gave him buzzes of excitement... Just something about the material?"