Emily offers to drive him to the thrift store

"If he's broke again I could drive him to the thrift store, he'll find some cheap clothes and we won't waste good money on brand new things for him." offered Emily who just got her driver's license this summer. His twin sister was always treated as if she was the older sibling and offered opportunities first. His parents had paid for her driving lessons, but suddenly money was short when he had asked for the same.

"That's a good idea and very nice of you Emily," said their mom.

"Are you sure it's worth it, with so little money I don't know what he'll be able to find. Especially in this season, people almost loot those places during the summer break, shopping is a popular past time." criticized his aunt.

"I'm sure I'll find something, even if it's just some shorts or something like that. I'm not looking to buy a full wardrobe with 17$, I'm not stupid." he retorted.

"Go get your money K-T, before your sister changes her mind." ordered his mother.

He ran back upstairs to shake down his room once more, but it was worse than he had imagined. All he could find was 11 dollars and 37 cents, there was a whole 5 dollar bill missing, probably torn to shreds with his wardrobe. He took the time to put some shoes and the baseball cap on. He thought that it could distract from his condition from afar and be used as makeshift covering in a last resort situation.

He went downstairs once again not covering the ridiculous device. It was maddening. In a sense it completely covered his junk, but it was also so clearly his junk that he still felt exposed. People seeing it wouldn't probably be the absolute end of the world, just more humiliation for him, but somehow this thing made him feel more naked than if he was naked.

When he met back with his sister who looked ready to go, he realized how insane it was that he hadn't discussed the fact that he'd have to go outside dressed like that in order to get more clothes.

"What do you have?" asked Emily. He opened his hand revealing a five, four ones and a handful of change. "Pathetic, we'll figure something out. Go get in the car."

She didn't have her own car, but their mom trusted her enough to let Emily borrow her own. Waiting naked next to the locked car he noticed that he once again got tricked by his sister. Some neighbors were gawking at him from afar, witnesses to his disgrace.

When Emily arrived and they were both in the car, she turned towards him and made him an offer.

"I was going to propose to match the money you have if you let me pick for you, but you got so little that I don't even know if it's worth trying. We might just find you an old pair of third hand underwear with some holes in it at this point." She told him.

"Emily, please. Help me. Aunt Jill already tricked mom into sending me to college with this thing. I can't stay like that for a month!" he begged.

"You know what? I'll triple what you have if you let me pick for you and accept to let me pick what you wear from what I buy you at all times before we leave for college. And you can't refuse to wear it. " She countered.

"That's... That's a lot for barely 20$ more."

"Those twenty bucks might be the difference between finding nothing you can afford and getting some clothes. And who knows, I'm in such a good mood that if you say yes I might buy you something I like even if it's over budget. What do you say, dear brother?" she explained. It was obviously looking like a trap. But since she was the only one who had offered him a way to get clothes, she could change her mind and refuse to drive him if he refused, or make the shopping trip as embarrassing as possible. Still those were insane conditions she could very well waste his money buying stuff and then deciding not to let him wear it.