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Chapter 2
by saphirblack
What does he have you do first?
Try to dress like the girl you are
You cannot believe your eyes. You were so certain that he would be unable to do it with you as a distraction. "Now, John, to think of something extra humiliating for you to do." As he said this, he poked your chest even harder. It was enough to almost push you over on the couch. Then again, it did not take much to do that to your weak body.
"Just get it over with," you say, not looking forward to whatever he has in store for you.
"You know. You and my sister are about the same body type. Go fetch that laundry basket." Your heart sank. You knew exactly what he was leading up to already. You looked over at the basket of his sister's clothes. On top, there was a red tank-top and a jean skirt, and even from this distance you could tell that Mathew was right, you probably were about the same size.
"No way. No way am I wearing your sister's clothes." You cross your arms and shake your head.
"Oh yes you are. A bet is a bet. Don't go welching on it, man. Just do it. Not like anyone is going to see but me."
You look back at the basket, timidly standing and walking towards it. As you approach it, you feel your heart sink deeper. You bend down and grab the edge of it, dragging it back towards the couch. He just smiles as you sit back down. Then, as if he had no shame in touching his sister's clothes, he reached into the basket, past the top and jean skirt you had seen, and started shuffling items out.
Ultimately, he tossed a white blouse in your lap along with a pink and black checkered skirt. Next, he tossed a pink bra and a pair of matching pink silk panties. You wanted to protest. Putting on a skirt was one thing, but to put on his sister;s undergarments was quite something else. But before you could, he kept going. He tossed a pair of black stockings in your lap next. You had the whole ensemble before you.
Do you go through with it?
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A Silly Little Wager
You become your best friend's for a week
Updated on Mar 16, 2020
by madmaniac
Created on May 13, 2013
by saphirblack
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