Part Two

Less than five minutes later, Chris found himself alone in the bathroom with the gift box.

He had tried several more times to argue that this was absurd, but all of his words fell on deaf ears. Aunt Mary was using him as a scapegoat to make her daughter feel better, Chloe was jumping at the chance to embarrass her younger brother, and Amy clearly arranged this whole thing to begin with. It was three to one, and all of them supported each other with ‘logic’ about why Chris should do it.

The best play would have been to refuse and storm off, but he felt too pressured once his aunt started pushing the idea too. Swearing out Chloe and Amy would have been easy, but the college boy wasn’t as comfortable snapping at an adult.

Even with no one else around, he felt weird opening the box and sifting through its contents. It was one thing fooling around with a girl, as touching her underwear typically involved taking them off for a good time. Not to mention how nice a nice lingerie set looked on a pretty girl. But panties by themselves were different, especially when Chris was pretty sure that these had always been meant for him and not for Stacey.

He looked through the box, praying that there was at least a white pair to be found. While he hadn’t worn briefs in years, he would definitely prefer something that at least mildly appeared like boys’ underwear. No dice. The entire gift box was full of mostly pinks and reds, and a few purples. “Great,” he muttered. Going with the least painful option, he procured a light pink pair from the girly collection. It wasn’t ideal, but it was better than the darker shades available.

Stalling wasn’t going to help anything. For a minute or two, Chris had considered not changing at all. It was underwear, after all, so it’s not like anybody would know if he had actually followed through or not. But knowing Amy, she would be a brat and innocently ask to at least see the waistband or something. So, sucking it up, he stripped off his shorts and underwear and slid the panties up his legs.

As expected, they fit perfectly.

Well, as perfectly as girls’ underwear could fit a boy. They were definitely his size, and Amy could have easily acquired that information somehow. However, his hips weren’t that existent, and he had something between his legs that none of Amy’s friends would have. And, while his less than impressive manhood easily nestled into the lace underwear, the waistband sat awkwardly on his hips and the back of the panties slightly dug into his rear.

Looking down at the horrible pink underwear, Chris couldn’t help but cringe and slightly blush at the sight. He was literally wearing panties.

After fidgeting with the undergarment for a few seconds, mostly failing to make it feel particularly comfortable, he simply resigned himself to his fate. He had come this far, and seeing it through would cause less trouble than refusing to be a ‘good cousin.’ Getting in trouble with his aunt meant potentially getting in trouble with his parents when they picked him up in a few days. And, while Chris was in college and too old to worry about actually getting punished by relatives, he would still prefer to avoid the awkwardness.

One form of awkwardness, that is.

He couldn’t even bring himself to look at his body in the mirror. Looking down at the panties sitting on his waist was embarrassing enough. So, turning to the side, he put his shorts back on and tossed his boxers into the box. After taking a deep breath to compose himself, he opened the bathroom door and walked back to the living room.

Amy’s eyes lit up at his presence, and the small twitch of her lips made Chris immediately reconsider his decision. Was it too late to retreat to the bathroom?

“Took you long enough!” Chloe said. Chris’s sister hopped up from the sofa with a more apparent smile than Amy’s. “You know, panties aren’t that complicated. Though I guess choosing the perfect color can take time.”

The worst part was, she was right. Chris managed to play it cool, but he hated how Chloe knew him so well. It wasn’t the only reason he dawdled, of course, as a lot of it was simply mustering the will to change. But yes, figuring out which pair to put on added a little time too. “Look, can we just-”

“No, we can’t ‘just,’” Chloe interrupted him, “Now be a good boy and turn around.”

What? Why?

Under normal circumstances, he might have caught on more quickly. But simply walking from the bathroom to the living room had already undone the adjustments Chris had made to his new underwear, and he was now the center of attention with the awkward gift box still in hand. However, that didn’t make him automatically compliant. “Why?” he asked.

“Ugh, Chris! Just do it. You’re setting a bad example for your little cousin.”

His ‘little cousin’ was eighteen, and barely a year younger than him. Chloe’s logic was ridiculous, yet he still found himself relenting just to get all this over with. “Fine.” With nowhere to set the box down, he reluctantly turned around with his hands still full.

The moment he was facing the opposite direction, Chris felt his older sister’s fingers slip underneath the waistband of his shorts. Fuck, she was going to give him a wedgie! It was too late to stop it. He and his friends had done immature stuff like that in early middle school, but he basically forget things like wedgies existed until he felt the familiar lead-up to what was going to inevitably happen.

Chloe yanked upwards and Chris winced as the delicate fabric dug suddenly between his cheeks. He wasn’t lifted to his toes, thankfully, as his sister wasn’t as aggressive as others were with wedgies, but it was still the usual combination of uncomfortable and slightly painful.

“Oh my God!” Chloe exclaimed. With a giggle, she delivered the worst news possible. “You actually put them on?! Chris, we were kidding!”

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