Worked Up Some Attention

Sylvain was near the training ground. Instead of training, he was chatting up with some pretty girl.

"Hey, beautiful. How about." Sylvain's flirting was interrupted by Caspar loudly screaming at...whatever on the training ground. "And she's gone....really Caspar!" Sylvain groaned irritated as he moved to the smaller blue-haired student to see what he was so worked up about.

Caspar did his daily training which involved striking the target as hard as he could, accompanied by a raging yell. After each attack, Caspar had to stop and take a breath. As he took the time to rest he heard footsteps approaching him. Caspar turns around and sees an infuriated Sylvain. ”Oh (pant) hey Sylvain what’s up?“ Caspar asked oblivious to what awaits.

Sylvain saw Caspar giving it his all and that was very much unlike how Sylvain presented himself. He did work hard...he just preferred it if people didn't see that.

"Well, I'm short of one date because someone decided he wanted to be heard all the way in Faerghus. You know you can hit that dummy without screaming like a lunatic right?" Sylvain snarked. He still had his smile on, but he was actually fairly frustrated. This wasn't the first time this had happened.

“Well some of us are actually training, so if you don’t mind, I got more training to do.” Caspar brushes off Sylvain and resumes attacking the dummy with both his axe and his screaming. As he continues to ignore Sylvain, he also fails to notice a slight issue regarding his pants. Caspar had forgotten to grab his belt before heading to the training ground, so he didn’t miss out on extra training time, but because of this Caspar’s pants began to sag a bit.

"And there he goes again. Sheesh wha..wait wait wha?" Sylvain grumbled a bit before seeing Caspar's pants sag a little. "He couldn't actually...no way. Heh I know he's still acting like a kid, but. A mean smirk appeared on Sylvain's face as he saw a bit of Caspar's underwear. No way Caspar could still be wearing briefs...right? And so Sylvain snuck up on Caspar and reached into the pants. That was so easy with Caspar so invested in his training.

"Hey, Caspar. I wasn't done talking yet." After Sylvain said that he yanked Caspar's underwear out of his pants with full force. Putting the warrior on his toes while Sylvain examined what he saw.

The moment Caspar went back to his training he heard Sylvain say something but paid it no mind until he suddenly felt his briefs being pulled between his cheeks. Caspar’s eyes were shot wide open and let out a painful scream. “Wh-what the hell?!” Caspar, in a panic, began to struggle to try to get free from Sylvain's grip. It wasn’t as bad if it was his normal briefs, but his face started to blush a deep red when he remembered he put on his lucky light blue cat briefs he bought alongside Ashe. ”Sy-Sylvain (grunt) let go of me y-you dastard!” Caspar tried to sound intimidating but of course, it failed.

Sylvain expected himself to do a fake wolf whistle at Caspar's briefs, but then he pulled them out and saw not just normal briefs, but cat briefs.

"Pffff ahahahah!" Sylvain couldn't help but burst into laughter when he saw that choice in underwear. "Uh, Caspar? You do know those are underoos right? Like...uh way to announce to everyone you're still a big kid." Sylvain didn't let go. only pulling harder. Caspar's toes left the floor and to add insult to injury Sylvain proceeded to yank Caspar's pants down to his ankles.

Caspar yelps with each pull of his briefs and with his pants around his ankles made this much worse. “It’s not what it- it was laundry day ok.“ Caspar bearly finds an excuse as he is distracted from both the pain of his humiliating situation and the attention of the crowd that his wailing attracted. “Come on Sylvain, let me go or else.” Caspar’s threat goes unrecognized in his current predicament. Sylvain pulls the briefs higher, causing Caspar to cup his crotch to lessen the pain.

"The fact you even have one pair is already a big YIKES Caspar. Don't you know that you can switch to boxers after you turn twelve? Oh, you should probably never put any cats on em." Sylvain also saw the crowd and winked at the girls in it while hoisting Casper up and down like he was a pair of exercise weights. Clearly showing off while making Caspar look way less date-able.....Not that Caspar would care about that, but he did care about being seen like this.

"You know. prince Dimitri wore underoos too when he was a kiddo, but thank the goddess I was there to help him with it." Sylvain smirked. Even Caspar could realize Sylvain 'helped' by ripping every one of those off.

Caspar’s face went pale, “Sylvain please... don’t rip them.” Caspar hated the idea of pleading but he didn’t want to risk losing his favorite pair. Sylvain gave Caspar a devilish grin and began voicing Caspar harder than before, making the wedgie much worse. Caspar yelped, groaned, and panted with each yank. Caspar crosses his legs and couldn’t take anymore, “Please... I’ll do whatever it takes.. just let me go please.” Caspar now beet red, too tired from yelling and struggling, slowly stopped resisting.

Sylvain had a big smile on his face when he heard the hot-headed Caspar plead for his underoos.

"Well, it's been a while since I had a wingman so how about it? You can join me at the bar and I won't rip those off in front of all these people." Sylvain smiled. He'd have some fun at Caspar's expense there. Pants him, humiliate him, or make himself look good in comparison at Caspar's expense.

Caspar quickly nodded, as he did Sylvain let Caspar go, causing him to fall to the ground face down with his bottom in the air softly messaging the pain. Sylvain gave Caspar‘s butt a quick slap, “Don’t be late Caspar if you are I can’t guarantee the safety of your underoos. Caspar nods as he whimpers on the ground as Sylvain leaves him to grovel in his humiliation.

No one was surprised to see Caspar get that smack on his backside. Jock smacks weren't too uncommon from Sylvain, but...well Caspar probably got his fair share of normal spankings too.

"Hope you were right about those underoos being the exception Caspar!" Sylvain chuckled, but he kinda hoped they'd remain. Pantsing Caspar in front of the girls would work a lot better when he was wearing underoos.