Finn walked into the choir room with a smile that Monday afternoon. Despite his kiss with Emma making him feel guilty, things were actually going great. Schue seemed happier too. "Hey, Schue!" Finn smiled.
Will was practically gliding around the room, humming to himself happily as a he arranged the chairs for today's practice. "Finn! My best man, how's it hanging?"
"It's actually going pretty well," Finn smiled as he slid himself up on the piano. Seeing Will's smile let his guilty conscious rest for a minute, "What about you?"
"I'm in heaven," Will sang as he slid across the piano bench and pressed down on the keys. He played a short, romantic song before pausing. "I'll be marrying the girl of my dreams soon."
"Oh my gosh, he's losing it," Finn thought as he looked over at his friend and ex teacher.
Finn smiled as he placed his feet back on the ground, "We still haven't found Emma after she left? How do you expect to- to, uh, marry her?"
Dismissively Will shook his head. "She's just gotten cold feet. She'll come back in time, I know it." And whether or not this was a delusion of a desperate man, Mr. Schue truly believed this.
Finn wanted to say something to his friend, but the topic seemed too touchy for him. Besides, he'd rather see Schue in a state of over-happiness than a deep depression over being left at the altar. So, he leaned onto the piano and smiled, "Maybe you're right."
"Of course I am." Will smiled brightly as he stood. "If I'm not you can," he paused with a shrug as he looked around the room. As his eyes caught sight of a coat hook he laughed. "If I'm wrong you can hang me up here overnight."
Finn laughed at the thought of dangling Schue by the waistband of his briefs for hours. "Maybe we'll skip that deal," Finn smiled.
Will chuckled. "That's just how confident I am that this will all work out. And I'd gladly take a thousand wedgies for the woman I love."
"A phrase I've never heard before," Finn laughed. Finn saw something sad in Will's upbeat and bright demeanor, but he saw Will trying to look on the bright side, and he would never try to turn Will away from that, "So what's on the agenda for today? Any good thoughts for a glee club assignment?"
"I, uh..." Will was at a loss. He was doing his best to stay positive he hardly had time to think of anything else. But maybe that was the answer as well. "Uplifting music,"" he decided.
Finn smiled at the idea. He thought it was a terrible idea, but he was in no position to tell him that. "Great," he flashed a fake smile, "Need any help?"
Turning towards the room he assessed what needed to be done. "I just need to sweep the floors and clean under the piano. Can you grab a broom?"
Finn smiled as he grabbed a broom from underneath the piano. He got on his knees and bent forward as he reached out for the broom. "No problem, Schue," Finn smiled, his short T-shirt riding up his back.
"You know," Will giggled as he spotted Finn in the perfect position. "Since today's theme is 'uplifitng' I think this is rather appropriate." With ease he fished into his former students pants and pulled up on his elastic waistband.
"Schue!" Finn shouted, feeling the soft cotton rub up his ass as the legholes scraped over his rather large butt cheeks, "I don't find this very uplifting!"
"It's putting a smile on my face!" Will laughed as he continued to pull until the leg holes of Finn's tighty whities stuck out. Snapping the elastic against his back only made him laugh louder as his protégé winced.
Finn's ass was definitely aching as the leg bands of his briefs snapped into his crack and stretched up his back like Will had been stretching out a rubber band. His butt truly was lifting up as Will yanked on the material, but at least it made his otherwise wronged friend smile once more.
"Nice jockeys," Schue complimented as he let go. "Bet you thought you were done with wedgies when you graduated, huh?"
"In all honesty, yes," Finn groaned as he returned to sitting on his knees with his briefs stretched out as his waist, "And here I am with my Tighty Whities in my ass."
"Sorry to disappoint you, but I've gotten more wedgies as a teacher then I ever did as a student," Will revealed. "All thanks to a certain abnormally tall teen."
"Well, if it makes you feel any better, Artie used to count the wedgies I got and see how many I got daily," Finn laughed as he pushed his briefs back into his pants, "It got as high as twelve a day in junior year."
Will cringed as he imagined just how painful that must have been for the teen. In his nerdy heyday he got wedgied plenty but rarely to such a high number. "Kids these days suck."
"Hey, to be fair, we counted yours at one point," Finn laughed, "Senior year you know you got four a day? Not as bad as some of the others, I mean Blaine almost had me matched in senior year but one is more than enough."
"One is one too many." Just remembering how it felt to not go a day without a wedgie last year made the grown mans cheeks red. "But that's all over thankfully."
"I don't know, I saw Burt give you a pretty big one a couple days ago," Finn cracked his knuckles, "it kind of inspired me to be honest with you."
Any pink of his face turned into a full on blush at the mere mention of his last encounter with Burt. He had made the mistake of wearing his thin khakis that day and after a tease about his brieflines the older Hummel just had to help get rid of them. "Id rather not be reminded."
"Thought I could give you a fresh reminder," Finn giggled as he lunged at his old teacher.
"No!" Will yelled, despite laughing as Finn tackled him to the ground. He went on the defensive, sticking his hands behind him to prevent Finn from reaching down his pants. "Please. Stop."
Finn laughed as he rolled his teacher onto his stomach and sat on his back with a laugh, "Can't wait to see these things. This is the first time I can do this and it isn't weird that you're my teacher... Isn't this nice?"
And with a single pull, he had pulled Will's pants all the way to his ankles.
"Finn!" Will kicked feebly, trying to get the tall teen off of him but it was no use. His black pants slid down his strong legs with ease, exposing a tight pair of hot pink briefs. Regardless of his exposure the glee instructor tried now more than ever to escape which did little more than make his firm ass jiggle.
"Hot pink? Geez, Mr. Schue, I thought my tighty whities were bad!" Finn laughed, only latching onto the briefs. Without any further warning, he launched the briefs right up and into Will's ass.
"I-it was laundry day," Will lamely said. He opened his mouth for another excuse with his briefs were turned into a torture device, making him cry out in pain.
Finn giggled as he pulled up on the underwear again. The tight legbands snapped right into Will's crack. "So, how does a wedgie feel now?"
Will somehow managed to groan and chuckle at the same time as his underwear flossed his ass. "Feels great," he said sarcastically. "Might do it to myself when I get back home."
Finn laughed as he yanked a final time on Will's briefs, before standing up. With his feet on the ground he officially tugged the briefs right up to Will's neck. "Glad you enjoyed it," He said as he stood with his feet on both sides of Schue's head.
Leaving his briefs where they were Schue slowly rolled over onto his back as he whined. The wedgie was caused them to pull tight against his package but with it just being the two of them he didn't feel the need to cover up. "At least its not as bad as a student doing it."
"You know what's more embarrassing? Having a teacher do it," Finn admitted.
"I'm sorry." As Will sat up he cringed, feeling his pink briefs pull deeper up his butt. "Probably wouldn't have way back when had I known what I know now."
"And what is it you know now?" Finn asked, sitting down in a chair. He looked at his wedgied teacher with a smile, eager for his response.
As he stood Will hissed and gingerly pulled down his underwear. "That Finn Hudson gives a killer wedgie."
"That's what my small time in the army taught me," Finn laughed, "That wedgies are my forte."
"Really?" Will cocked an eyebrow as he pulled his pants up. "I find it hard to believe that the new recruit in tighty whities owned anyone."
Finn let out a small laugh, "Okay, maybe you're right but, the muscle training helped!"
Judging from his groaning it was clear that Will agreed. Delicately rubbing his rear, he shuffled to a seat beside Finn and slowly took a seat. "I'm getting too old for wedgies."Finn smiled as he walked over to the door, "So am I," he smiled before walking out the doorway.
